A rare opportunity in the heart of Siesta Key Village, this furnished 3-bedroom cottage offers something few properties on the island can: the ability to combine location, flexibility, and potential business use in one highly visible setting. Zoned OPI—Office, Professional, and Institutional—the property is among a limited number of Village locations where certain businesses may legally operate. Whether envisioned as a professional office, boutique service location, investment property, island residence, or a creative combination of uses, this is a unique opportunity to establish a permanent presence in one of Sarasota’s most recognizable destinations. Buyers should verify their intended use with Sarasota County. The existing structure is configured as a comfortable 3-bedroom, 1-bath cottage with a full kitchen, Florida room, laundry area, fresh interior paint, and a metal roof approximately eight years old. It is offered furnished and can continue to function residentially or be adapted for professional office use. One of the property’s most valuable features may be outside: a shell driveway providing on-site parking. In Siesta Key Village—where parking is limited, pedestrian activity is constant, and convenience matters—dedicated parking is a meaningful advantage. Located within blocks or a quick trolley ride of world-famous Siesta Key Beach, the property is surrounded by boutique shopping, restaurants, professional services, and steady year-round activity. Enjoy the energy of the Village while owning a property flexible enough to evolve with your plans. There is no HOA, and the minimum lease period is one month. Cash or conventional financing. Opportunities like this are exceptionally limited—schedule a private showing and explore what may be possible in the heart of Siesta Key Village.

5026 Calle Minorga, Siesta Key

Listing courtesy of MEDWAY REALTY. 941-375-2456

5740 Midnight Pass Road Unit 403, Siesta Key

$1,950,000

2 Beds ⋅ 2 Baths ⋅ A4686166 MLS ⋅ Building F BLDG.

A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf views that immediately set the tone. The chef’s kitchen is the centerpiece of the home, anchored by a stunning 12-foot oversized island with seating for six. Featuring eco-friendly PaperStone countertops and backsplash, a full suite of premium Thermador appliances, and seamless custom finishes, the space is as functional as it is striking—all complemented by breathtaking water views as you cook and entertain. Offered turnkey furnished, the interiors are thoughtfully curated with pieces from Arhaus, Restoration Hardware, and other luxury brands, creating a cohesive and sophisticated aesthetic. The open layout flows effortlessly from kitchen to dining to living, enhanced by custom built-ins that provide both style and smart storage, including a paneled wine refrigerator. Wake up to the Gulf from your private primary suite, a serene retreat designed for both comfort and elegance. This space features a dedicated vanity area, custom walk-in closet, and a beautifully appointed en-suite bath, offering a spa-like experience within your own home. Additional highlights include engineered hardwood flooring throughout, hurricane-impact windows and sliders, solid-core doors, and extensive custom storage solutions—all contributing to the home’s elevated design and livability. This two-bedroom, two-bath residence is set within the highly sought-after Gulf & Bay Club, where residents enjoy an unmatched, resort-style lifestyle across 32 acres of lush, manicured grounds. Indulge in 800 feet of private, powdery white sand beach, three heated pools, tennis and pickleball courts, a state-of-the-art fitness center with yoga studio and saunas, and multiple clubhouses featuring lounges, billiards, and social spaces. Additional amenities include barbecue and picnic areas, freshwater lakes, and EV charging stations. Ideally located just moments from the dining, shopping, and vibrant energy of Siesta Key Village—including the iconic Sunday Drum Circle—this residence offers the perfect blend of privacy, luxury, and convenience. Unit 403 is more than a home—it’s a rare opportunity to experience the very best of Gulf-front living on Siesta Key.

5740 Midnight Pass Road Unit 403, Siesta Key

Listing courtesy of COMPASS FLORIDA LLC. 941-279-3630

4822 Ocean Boulevard Unit 11E, Siesta Key

$340,000

1 Beds ⋅ 1 Baths ⋅ TB8498225 MLS ⋅ Siesta Towers BLDG.

Under contract-accepting backup offers. Milestone completed with no repairs required. THE LOWEST price in this building over the last 5 years to be had at an amazing bargain. Pound for pound dollar for dollar one of the best bargains on the beach. 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value combination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.

4822 Ocean Boulevard Unit 11E, Siesta Key

Listing courtesy of EXP REALTY LLC. 888-883-8509

$1,490,000

2 Beds ⋅ 2 Baths ⋅ TB8497342 MLS

Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.

8456 Midnight Pass Road, Siesta Key

Listing courtesy of HOMECOIN.COM. 888-400-2513

6334 Midnight Pass Road Unit 41, Siesta Key

$624,000

1 Beds ⋅ 1 Baths ⋅ A4688750 MLS ⋅ 41 BLDG.

Siesta Royale is a Beachfront complex on Siesta Key located on the world famous Crescent Beach. This unit is Located right by the pool and close to the beach. This unit has been updated with High end laminant flooring throughout, new appiances, Granite counters and all new impact windows with beautiful finishing touches that makes you feel like you are really on vacation. Perfect for investment or full time use, Parking right outside unit, No stairs. This complex is close to many retaurants, boating, parasailng and shopping. This unit has a good rental histoy with steady rentals though out the year. Dont miss this one.

6334 Midnight Pass Road Unit 41, Siesta Key

Listing courtesy of WATERSIDE REALTY LLC. 941-346-7454

6140 Midnight Pass Road Unit 904, Siesta Key

$2,250,000

2 Beds ⋅ 2 Baths ⋅ A4682903 MLS ⋅ Horizons West BLDG.

Virtually Staged. Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.

6140 Midnight Pass Road Unit 904, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

$1,800,000

5 Beds ⋅ 3 Baths ⋅ A4689037 MLS

No HOA, weekly rentals permitted, sold turnkey, and plenty of room for everyone on Siesta Key! Situated on an oversized double lot, 3515 La Paloma offers 5 bedrooms, 3 bathrooms, and a detached guest suite, all just minutes from world-famous Siesta Key Beach, Siesta Village, and the north bridge. This updated property features an inviting layout, a well-appointed kitchen with granite countertops and stainless steel appliances, and spacious living areas ideal for relaxing and entertaining. Step outside to your own private tropical retreat, complete with a screened, heated saltwater pool and spa, covered patio, and outdoor grilling area perfect for enjoying the Florida lifestyle year-round. Overlooking the pool, the detached guest suite features its own private bathroom, offering added flexibility for visiting family, guests, a home office, or potential rental income. With no HOA, no association approval required, and a one-week minimum rental period, this property offers exceptional flexibility and investment potential. Featuring a proven vacation rental history and offered fully turnkey, it’s ready for immediate enjoyment or continued rental use. Whether you’re searching for a primary residence, a vacation getaway, or an income-producing investment on Siesta Key, 3515 La Paloma delivers the space, location, and versatility to make it happen. Schedule your private showing today!

3515 La Paloma Avenue, Siesta Key

Listing courtesy of KELLER WILLIAMS ON THE WATER S. 941-803-7522

4712 Ocean Boulevard Unit W10, Siesta Key

$2,450,000

4 Beds ⋅ 4 Baths ⋅ A4688159 MLS ⋅ Windward Passage BLDG.

Repriced $250,000! A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.

4712 Ocean Boulevard Unit W10, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

1206 Siesta Bayside Drive Unit 1206B, Siesta Key

$895,000

3 Beds ⋅ 2 Baths ⋅ A4688574 MLS ⋅ 1206 BLDG.

Experience coastal living and investment potential in this beautifully appointed 3-bedroom, 2-bathroom townhome, ideally located in the highly sought-after Gulf and Bay Club Bayside community on Siesta Key. Just minutes from the world-renowned beaches and Siesta Key Village, this property offers the perfect blend of relaxation and convenience to shopping, dining and entertainment. This turn-key furnished 3-bedroom, 2-bathroom townhome is thoughtfully designed for both comfort and functionality, featuring a desirable first-floor primary suite complete with a spacious walk-in closet and a beautifully updated en-suite bathroom showcasing a stunning marble walk-in shower. The third floor offers two spacious bedrooms along with a full bathroom featuring dual vanity sinks and a walk-in shower, providing a private and comfortable retreat for guests or family. The residence offers a light-filled, open layout enhanced by luxury vinyl plank flooring throughout, creating a modern and cohesive feel. The well-equipped kitchen is outfitted with stainless steel appliances and includes a charming breakfast nook—perfect for casual dining—while the living and dining room combination flows seamlessly to a beautiful screened-in lanai overlooking the pool, tennis courts, and lake—ideal for relaxing or entertaining in a serene setting. Gulf and Bay Club Bayside residents enjoy resort-style amenities, including a pool, clubhouse, fitness center, tennis courts, and private deeded beach access just minutes away. With weekly rentals allowed, this property presents an outstanding opportunity for investors seeking strong income potential or buyers looking for a flexible vacation home.

1206 Siesta Bayside Drive Unit 1206B, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-388-3966

$1,600,000

A4688711 MLS

A rare offering on the south end of Siesta Key, this 0.25-acre waterfront lot on Blind Pass delivers an exceptional canvas for coastal living and development. With protected water frontage and direct access leading out to Sarasota Bay, the location is ideal for enjoying the area’s incredible boating, fishing, kayaking and the breathtaking sunsets that paint the sky each evening. Property offers outstanding flexibility, whether you envision a multi-residence project, luxury townhomes, or creating an island paradise ideal for a family vacation compound. Just three minutes from world-famous, white-sand Siesta Key Beaches, this site also provides convenient access with a short drive to Siesta Key Village, known for its shopping and dining. Only a bridge away from the mainland, you’re close to all Sarasota has to offer, including cultural venues, marinas and urban conveniences. A standout waterfront opportunity in one of Sarasota’s desirable coastal corridors.

9244 Midnight Pass Road, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-383-2500

$500,000

2 Beds ⋅ 2 Baths ⋅ A4683200 MLS ⋅ Sunset House BLDG.

Virtually Staged. Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak storage - all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!

225 Hourglass Way Unit 106, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

6140 Midnight Pass Road Unit 603, Siesta Key

$1,124,000

2 Beds ⋅ 2 Baths ⋅ A4688546 MLS ⋅ 6140 BLDG.

Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.

6140 Midnight Pass Road Unit 603, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

8635 Midnight Pass Road Unit 201C, Siesta Key

$579,999

2 Beds ⋅ 2 Baths ⋅ A4688472 MLS ⋅ C BLDG.

Discover coastal living in this fully furnished, second-floor end unit at Bay Tree. With abundant natural light and a spacious, open layout, this two-bedroom, two-bath condo offers a welcoming place to relax, entertain, and enjoy Siesta Key. Step onto the private lanai and take in serene Intracoastal views. Inside, the living and dining areas flow together, while the split floor plan places the bedrooms on opposite sides of the main living space for added privacy. The kitchen features granite countertops, stainless steel appliances, and shaker cabinets with soft-close features. The primary bedroom offers a walk-in closet and an en-suite bath, while the second bedroom provides comfortable accommodations for guests. Hurricane-impact windows complement this coastal retreat. Bay Tree’s Gulf-to-Bay setting lets you enjoy both sides of Siesta Key. The beach is just a short stroll away, and the condo includes an assigned beach storage cabana for chairs, umbrellas, bikes, and other essentials, plus an assigned parking space. Spend the afternoon by one of the community’s two heated pools, gather at the barbecue areas, launch a kayak, or enjoy the view from the fishing pier. For boating enthusiasts, boat slips are offered subject to availability, with access to the Intracoastal Waterway and a route through Midnight Pass to the Gulf, subject to navigable conditions. For owners interested in rental opportunities, Bay Tree is a popular vacation rental community (January thru April -- Minimum rental period - One Month May thru December | Minimum rental period - Two Weeks). Enjoy the condo as your own getaway and explore the option to rent it when you’re away. The community has completed its milestone inspection, and monthly fees include common area insurance, common area flood insurance, an annual A/C inspection, and an onsite property manager. A nearby free trolley stop makes it easy to visit Siesta Village’s restaurants and shops or spend the day on Siesta Key Beach’s famous white quartz sand, without the hassle of finding parking. Whether you’re looking for a personal retreat, a flexible vacation property, or a place to enjoy the Siesta Key lifestyle, this furnished Bay Tree end unit is ready to welcome you. Schedule your showing today!

8635 Midnight Pass Road Unit 201C, Siesta Key

Listing courtesy of KW COASTAL LIVING III. murraycoleman@kw.com

6154 Midnight Pass Road Unit A-05, Siesta Key

$595,000

2 Beds ⋅ 2 Baths ⋅ A4687809 MLS ⋅ 6154 BLDG.

PRICE IMPROVEMENT! Now the lowest priced 2 bed/2 bath on the Gulf side of Midnight Pass plus the added bonus of in-unit laundry, this Siesta Key condo offers unmatched value! Casa Blanca is a charming Gulf-side community with a mix of cozy villas and a three-story beachfront building overlooking the Siesta Key’s world famous Crescent Beach. This residence features 2 bedrooms and 1.5 beautifully renovated baths, thoughtfully designed for comfort and convenience. The full bath is accessible from the hallway, while the primary bedroom enjoys its own private half bath. Inside, the turnkey space is light and inviting, with comfortable furnishings and subtle coastal touches that create a relaxed, welcoming feel. The kitchen is well-equipped for everything from a hearty breakfast to a seafood dinner after a day in the sun. Step outside to enjoy true beach living—an outdoor shower makes rinsing off sand a breeze, and the screened lanai offers the perfect spot to dine al fresco, unwind with a drink, or enjoy a casual game night with friends, family or neighbors. Casa Blanca allows short-term rentals (5–7 nights, owner’s choice), making this an attractive option for both personal use and income potential. Community amenities include a large, sparkling pool just a short stroll from your front door. Hop on the Breeze Trolley to enjoy the vibrancy of the north or south village, while a quick drive has you in the heart of Sarasota: home to refined arts, entertainment and eateries that are absolutely worth the trip off the island. Whether you’re looking for an investment opportunity, seasonal escape, or full-time island retreat, this villa offers the best of Siesta Key living—comfortable, flexible, and effortlessly enjoyable.

6154 Midnight Pass Road Unit A-05, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-349-3444

6154 Midnight Pass Road Unit 7C, Siesta Key

$620,000

2 Beds ⋅ 1 Baths ⋅ A4687416 MLS ⋅ Casa Blanca BLDG.

Positioned along the powdery white sands of Siesta Key’s renowned Crescent Beach, this villa residence within Casa Blanca Beach Resort presents an exceptional opportunity to own in one of Sarasota’s most iconic Gulf-front communities. Casa Blanca is a unique collection of individually owned villas and apartments, each thoughtfully furnished and appointed for effortless coastal living or income-producing flexibility, with minimum rental periods of just 5–7 nights depending on ownership preference. This two-bedroom residence is fully equipped with an updated kitchen and bathroom, all cookware and linens, and the conveniences of individually controlled air conditioning, cable television, and Wi-Fi, creating a seamless turnkey experience for both owners and guests. The community enhances the Gulf-front setting with a clubhouse, pool and multiple on-site laundry facilities, all designed to support easy, resort-style living. Set directly on Crescent Beach, internationally celebrated for its fine, quartz-crystal sand and consistently ranked among the top beaches in the United States, this property captures the essence of Sarasota’s coastal appeal. Ideally situated just off Stickney Point Bridge, it offers effortless access to Sarasota’s renowned dining, shopping, and cultural attractions. With Siesta Beach just steps away, this is a rare opportunity to own in a beloved beachfront destination, whether as a personal retreat, full-time residence, or high-demand investment property.

6154 Midnight Pass Road Unit 7C, Siesta Key

Listing courtesy of DOUGLAS ELLIMAN. 941-867-6199

$1,299,000

2 Beds ⋅ 2 Baths ⋅ A4687653 MLS

A 2-minute walk across your private footbridge to secluded beach access, this 12,684-square-foot property in Heron Lagoon presents a rare opportunity to own in one of Siesta Key’s most intimate waterfront communities. The existing residence offers the potential to renovate or personalize, all while enjoying a tranquil lagoon setting. The property features a resort-style pool already in place which will need rehabbed, creating a strong foundation for an upgraded outdoor living space. With thoughtful improvements, this home can be transformed into a private coastal retreat that embraces indoor-outdoor living. Set within an exclusive enclave of just 13 homes — while this is 1 of 6 located on the water — residents enjoy a quiet, low-HOA community with direct access to kayaking, paddleboarding, fishing, and birdwatching. Private bridge access leads to a short stroll to Siesta Key’s world-renowned quartz-crystal beaches. The private beach cabana has been beautifully restored and is fully functioning, offering a unique amenity just steps from the private beach area. It is conveniently accessed directly from the footpath leading from the small private bridge, creating a seamless and secluded connection to the beach. Conveniently located just minutes from Siesta Key Village’s shops and dining, this property offers a unique opportunity to create your own island getaway. 3D renderings are available upon request for those seeking design inspiration.

8534 Heron Lagoon Circle, Siesta Key

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

1249 Dockside Place Unit 110, Siesta Key

$825,000

2 Beds ⋅ 2 Baths ⋅ A4687526 MLS ⋅ 110 BLDG.

Welcome to your slice of paradise on Siesta Key! This beautifully maintained two-bedroom, two-bath first-floor end unit offers a blend of comfort, convenience and coastal living with no stairs to climb and easy access throughout. Ideally just a short two-block stroll to world-famous Siesta Key Beach, you’ll enjoy powdery quartz sand that stays cool underfoot, even on warmest days. This well-maintained island condominium features a roomy layout and comes fully furnished, making it move-in ready or ideal as an income-producing rental. The generous screened lanai overlooks the peaceful marina, creating a spot to relax with your morning coffee or unwind at sunset. Boating enthusiasts will appreciate the sought-after deeded boat dock, providing direct water access to the Intracoastal Waterway. The private garage with overhead storage offers plenty of extra space for beach, fishing gear and more. Within the desirable Harbour Towne community, residents enjoy a host of amenities including a heated swimming pool, spa, tennis and pickleball courts, plus a welcoming clubhouse known for its friendly, social atmosphere. Whether you're seeking a seasonal getaway or investment opportunity, this condominium checks every box. Enjoy the laid-back Siesta Key lifestyle with dining, shopping and entertainment just minutes away, all while living near one of the world’s celebrated beaches.

1249 Dockside Place Unit 110, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

$5,995,000

A4687297 MLS

An exceptionally rare opportunity to acquire an assemblage of fully renovated, income-producing, nine-unit, waterfront condominiums as an entire complex located adjacent to Turtle Beach on world-renowned Siesta Key. Coral Shores offers immediate short-term rental income opportunity, paired with long-term redevelopment and appreciation potential, in one of Florida’s most desirable and supply-constrained coastal markets. Property Highlights: • Nine (9) condominium unit assemblage, sold as a package • Just under 0.50-acre waterfront site • Direct Sarasota Bay to Gulf of Mexico access – no bridges • Four private docks with eight slips (up to ~40’+ vessels) • Heated in-ground swimming pool • Large central parking lot for tenants and guests • New shared coin laundry, ice machine and owner storage facilities • Predominantly 2BR units with select 1BR and studio layouts Renovations & Interior Upgrades: Units have recently completed renovations featuring modern coastal interiors, updated kitchens with new appliances, stone countertops and new cabinetry, glass-enclosed contemporary bathrooms, new flooring, trim, windows, and select in-unit laundry, new common coin laundry appliances with ice machine and unit storage closets, new raised HVAC units, new pool pump equipment, and more. The property is fully turnkey for continued short-term rental use. Income & Zoning Upside: Currently operating as weekly short-term rentals with strong seasonal occupancy. Zoned for low-rise condominiums (2–3 stories), with surrounding properties zoned mid-rise (4–6 stories), providing future redevelopment or density expansion potential subject to approvals. More detail is available with executed NDA.

9022 Midnight Pass Road, Siesta Key

Listing courtesy of DREAMIFY REAL ESTATE LLC. brokermikegrant@gmail.com

1280 Dolphin Bay Way Unit 504, Siesta Key

$1,500,000

2 Beds ⋅ 2 Baths ⋅ A4686981 MLS ⋅ 1280 BLDG.

At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.

1280 Dolphin Bay Way Unit 504, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

$1,600,000

3 Beds ⋅ 3 Baths ⋅ A4686013 MLS

Tucked inside the private enclave of Siesta Cove, this beautifully updated island home offers that rare blend of privacy, space, and an easy walk to world-famous Siesta Key Beach. Set on an oversized 0.35-acre lot, the property features 3 bedrooms, 2.5 baths, and more than 2,500 square feet of bright, open living space designed for both everyday comfort and effortless entertaining. Vaulted ceilings with exposed beam detail anchor the main living area, where expansive sliders open to a screened lanai and private saltwater pool framed by mature tropical landscaping. Porcelain tile runs throughout, creating a clean, cohesive feel that fits perfectly with relaxed island living. The kitchen is thoughtfully designed with stone countertops, stainless steel appliances, generous prep space, and a built-in wine refrigerator, flowing naturally into multiple living and dining areas. Whether you’re hosting friends after a beach day or enjoying a quiet evening at home, the layout simply works. The primary suite feels tucked away and private, complete with an updated bath featuring a rain shower and elevated finishes. Two additional bedrooms offer flexibility for guests, family, or a dedicated office space. Impact windows and doors provide added peace of mind, and the home did not experience water intrusion during recent hurricanes. Additional features include a fireplace for cooler winter nights, an interior laundry room, circular driveway, and attached two-car garage. Siesta Cove is ideally positioned between Midnight Pass Road and the Intracoastal Waterway, just a short stroll to the powder-soft quartz sands of Siesta Key Beach. Here, mornings start with beach walks, afternoons are spent boating or biking the island, and evenings wind down with sunset skies and dinner in the Village. This is not just a home — it’s the kind of island living people move here for.

5231 Siesta Cove Drive, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

5855 Midnight Pass Road Unit 333, Siesta Key

$475,000

1 Beds ⋅ 1 Baths ⋅ A4685733 MLS ⋅ Harbor Towers/333 BLDG.

$24,900 PRICE IMPROVEMENT!!! MOTIVATED SELLER!!! OWNER WANTS OFFERS!! Siesta Key Waterfront Living with Two-Week Rental Potential Enjoy the best of Siesta Key—peaceful Intracoastal waterfront living just a short walk from the world-renowned Siesta Key Beach. Located in the gated Harbor Towers Yacht & Racquet Club, this beautifully updated, turnkey-furnished third-floor one-bedroom, one-bath condo offers a rare combination of resort-style amenities, stunning water views, and flexible rental potential. From the impressive waterfall entry and spacious foyer to the beautifully renovated interior, this residence is designed for effortless coastal living. The open-concept living and dining area is filled with natural light and overlooks the heated pool and Intracoastal Waterway. Hurricane-rated windows, luxury vinyl plank flooring, a quartz kitchen, and an elegantly updated bathroom with gold accents create a luxury yet comfortable coastal retreat. The home is offered fully furnished and ready to enjoy as a full-time residence, seasonal getaway, or income-producing vacation property. A private washer and dryer are included, with additional laundry facilities on each floor and convenient storage directly across the hall. One of the property's standout features is its two-week minimum rental policy, providing flexibility for owners who want to enjoy the condo themselves while also having the opportunity to generate rental income. The on-site rental office can assist with property management, or owners may choose to manage rentals independently. Harbor Towers offers an exceptional waterfront lifestyle with an extensive list of amenities, including: Large marina with boat slips available through the Association, subject to availability, Gulf access, Heated swimming pool and shallow wading pool, Three tennis courts, Fitness center with showers and saunas, Clubhouse with social areas and full kitchen, Outdoor BBQ and kitchen area under a covered awning, Kayak storage. Whether you're looking for a Siesta Key vacation retreat, a low-maintenance coastal residence, or a property with vacation-rental potential, this condo offers an appealing combination of location, waterfront views, resort amenities, and turnkey convenience. And with the recent $24,900 price improvement, this is an opportunity worth seeing in person.

5855 Midnight Pass Road Unit 333, Siesta Key

Listing courtesy of JUDITH GUZZI & ASSOCIATES LLC. 914-490-9032

$12,900,000

5 Beds ⋅ 7 Baths ⋅ A4686535 MLS

Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.

3750 Bayou Louise Lane, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

$1,160,000

3 Beds ⋅ 2 Baths ⋅ A4685607 MLS

Welcome to Siesta Cove on Siesta Key, just minutes from world famous Siesta Key Beach. This bright, well maintained home offers comfortable island living in one of the area’s most desirable neighborhoods. The layout provides excellent flexibility with both a living room and a separate family room, giving you plenty of space to relax or entertain guests. Oversized windows throughout the home bring in natural light and offer beautiful views of the mature tropical landscaping, creating an inviting atmosphere. Built in cabinetry and shelving add character to the living room, while the two skylights in the family room bring in beautiful natural light throughout the day. The kitchen offers granite countertops, a large island with seating, and generous cabinet storage. The cabinets are real maple with soft close drawers and doors, crown molding, and lighted glass display cabinets. Additional conveniences include under cabinet lighting and pull out drawers, making storage easy and accessible. The primary suite serves as a comfortable private retreat. It features a large walk in closet with built in organization and an en-suite bathroom with dual vanities, granite countertops, and a spacious tiled shower. After spending the day at Siesta Key Beach, you can rinse off at the outdoor shower before heading inside. Two outdoor living areas allow you to enjoy Florida’s coastal climate: a front entrance lanai and a private lanai off the family room, both ideal for morning coffee or relaxing in the evening. The side load two car garage enhances the home’s curb appeal and provides additional storage space. Several major systems have already been updated. The roof was replaced in 2020, including two skylights. The home also features PVC sewer lines, the air conditioning system was replaced in 2022, and the water heater was replaced in 2023. Best of all, the property experienced no damage during the recent storms, providing additional peace of mind for buyers. This is a wonderful opportunity to enjoy the relaxed lifestyle of Siesta Key, just minutes from the beach, dining, and everything the island has to offer.

5345 Siesta Court, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

5880 Midnight Pass Road Unit 704, Siesta Key

$1,400,000

2 Beds ⋅ 2 Baths ⋅ A4685065 MLS ⋅ 5880 BLDG.

You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted pickle ball/tennis courts. You will appreciate the on-site management office, fitness room and large community center. Come see for yourself what Casarina offers for fine beachside living.

5880 Midnight Pass Road Unit 704, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-349-3444

$2,750,000

A4685279 MLS

A rare opportunity on Siesta Key’s Little Sarasota Bay. Positioned at the end of a quiet street in the established Midnight Harbor neighborhood, this 0.45-acre bayfront lot offers 287 feet of water frontage, approximately 92 feet along the bay and 195 feet along a protected saltwater canal, creating water on two sides and expansive open water views. The property is being offered for land value and presents an exceptional canvas for a new custom bayfront estate. The existing structure is not being marketed for renovation, allowing a buyer or builder to focus fully on designing a residence that maximizes the site’s orientation, water views and waterfront lifestyle potential. The bayside seawall was replaced in 2014, along with 20 feet of canal seawall. The protected canal frontage provides practical boating access with sailboat water and no fixed bridges, allowing direct navigation to the Intracoastal Waterway and Gulf beyond. The depth of the lot and the dual water exposure create compelling opportunities for architectural design, outdoor living spaces and waterfront amenities. The site is enhanced by mature coastal trees that contribute character and scale, elements often absent in newly created waterfront parcels. With nearly half an acre and substantial waterfront exposure, the property offers the scale required for a significant new coastal residence designed to modern building standards and elevated construction. Just minutes from Siesta Beach and offering convenient access to the mainland via the Stickney Point Bridge, the setting combines island privacy with proximity to Sarasota’s dining, cultural and entertainment districts. Waterfront redevelopment opportunities with this amount of bay and canal frontage on Siesta Key are increasingly limited, making this property a compelling investment for a builder, developer or buyer seeking to create a legacy waterfront home.

1267 Starboard Lane, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

$2,750,000

2 Beds ⋅ 3 Baths ⋅ A4685077 MLS

A compelling canvas for architectural vision on the shores of Little Sarasota Bay. At the end of a quiet street in the established Siesta Key Midnight Harbor neighborhood, 1267 Starboard Lane offers a rare opportunity to design and construct a modern bayfront residence on one of the island’s distinctive waterfront sites. This .45-acre property features 287 feet of water frontage, with approximately 92 feet along the open bay and 195 feet along a protected canal, creating water exposure on two sides and expansive views across Little Sarasota Bay. The orientation allows a future residence to capture sweeping water vistas, coastal breezes, and memorable sunsets while also benefiting from the calm, protected canal frontage for boating access. The existing structure is being offered for land value, presenting an ideal opportunity to design a new residence that reflects today’s elevated coastal architecture and modern building standards. With generous frontage and lot depth, the site offers excellent flexibility for thoughtful design, allowing a future home to integrate elevated living levels, expansive terraces, resort-style outdoor spaces, and seamless indoor-outdoor connections that embrace the surrounding waterfront environment. The bayside frontage is enhanced by a seawall (2014), while the canal side provides sailboat water with no fixed bridges, offering direct access to the Intracoastal Waterway and Gulf beyond. Mature coastal trees add scale and natural beauty to the property, creating an established setting rarely found on newly developed waterfront parcels. Just moments from the white quartz sands of Siesta Beach and with convenient access to mainland Sarasota via the Stickney Point Bridge, the location offers a balance of island privacy and proximity to Sarasota’s vibrant arts, dining and cultural amenities. For architects, builders, or buyers seeking to create a distinctive new waterfront residence, this property presents an exceptional opportunity to shape the next chapter of Siesta Key living.

1267 Starboard Lane, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

5780 Midnight Pass Road Unit 110, Siesta Key

$1,250,000

3 Beds ⋅ 2 Baths ⋅ A4683108 MLS ⋅ B110 BLDG.

Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.

5780 Midnight Pass Road Unit 110, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

5920 Midnight Pass Road Unit 1003, Siesta Key

$1,350,000

2 Beds ⋅ 2 Baths ⋅ A4683544 MLS ⋅ Tower BLDG.

Under contract-accepting backup offers. Great Opportunity at Sarasota Surf & Racquet Club!! Beautifully turn-key furnished 2BR/2BA condo with a split bedroom floorplan for privacy in Tower 10 Unit 3 right on the beach with a gorgeous view of the Gulf and the beautiful quartz sand beach and shoreline. The onsite rental management team takes care of your investment. You use it when you want and enjoy the great revenue stream coming your way with a rare and great opportunity to take advantage of their 3 night rental minimum policy and managing all the reservations and taking care of the upkeep and cleaning of your unit. This is really exceptional beachfront living on Siesta Key with so many resort style amenities. You have direct access to private Crescent Beach, two heated swimming pools, rental options for tents, cabanas and umbrellas, beachside and poolside BBQ grills, four pickleball courts, three tennis courts (one hard court and two Har-Tru clay) – the only clay courts for a resort community on Siesta Key. There is a fitness center on the property and a recreation room where owners can come together for fun. The interior of this unit has been re-modeled with a lovely coastal look. Both bathrooms have been beautifully re-modeled. The primary bedroom features a king size bed, large walk-in closet and has its own private vanity area and a stunning tiled walk-in shower with a seat and gorgeous glass block. The second bedroom features two queen size beds and large walk-in closet. There is a lanai/room looking out to the beach and Gulf that is perfect for a quiet space for reading or computer work. Washer and Dryer located in laundry room just steps from the unit. This resort style property has it all! Catch the trolley or walk into the Siesta Key village for great shops and lots of great casual dining or more polished dining experiences. Coastal music flows out from the open air fun places for entertainment. Come enjoy Paradise!!!

5920 Midnight Pass Road Unit 1003, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

915 Seaside Drive Unit 504, Weeks 6-7, Siesta Key

$75,000

3 Beds ⋅ 3 Baths ⋅ A4684802 MLS ⋅ Hyatt Residences On Siesta Key BLDG.

Fractional Ownership. Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Package—featuring one-sixteenth ownership of an extraordinary Siesta Key Beach residence. Your dream of owning a new, high-end home on America’s #1 beach can now be a reality, offering an effortless way to enjoy the best of beachfront living without compromise. Step into an expansive, updated designer-furnished residence that radiates elegance and comfort. The floor plan includes a primary suite, a secondary suite, and a spacious guest bedroom-all thoughtfully appointed with over $150,000 in custom furnishings. The gourmet kitchen is fully equipped with top-tier appliances from Wolf, Sub-Zero, and Fisher & Paykel, complemented by imported linens and every fine detail you’d expect in a luxury coastal retreat. As an owner, you’ll enjoy the legendary hospitality and resort-style amenities of Hyatt Vacation Club, including a full-service recreation and concierge team, assistance with local activities, valet parking, and 24-hour security. Every element has been curated to deliver a seamless blend of private ownership and world-class resort living. Own your piece of paradise—and indulge in the Siesta Key lifestyle you’ve always imagined, at a fraction of the cost of full ownership.

915 Seaside Drive Unit 504, Weeks 6-7, Siesta Key

Listing courtesy of DOUGLAS ELLIMAN. 941-867-6199

5600 Beach Way Drive Unit 210, Siesta Key

$580,000

2 Beds ⋅ 2 Baths ⋅ A4684669 MLS ⋅ J2 BLDG.

This newly listed condominium presents a distinguished opportunity to own a fully furnished residence directly across the street from the number one ranked beach in the world. Situated across the street from Siesta Key public beach, this property offers an exceptional blend of coastal elegance and investment potential. The two-bedroom, two-bathroom split floor plan provides both privacy and functionality, complemented by easy-to-maintain tile flooring throughout. The screened lanai serves as the true centerpiece, offering breathtaking westerly sunset views over the beach and the heated community pool below, maintained at a comfortable eighty-five degrees for year-round enjoyment. For those seeking rental income, this property is ideally positioned within an established monthly rental program. Its remarkable proximity to the beach, dining, and shopping in both the North and South Siesta Villages makes it a consistently sought-after destination for vacationers throughout the year. The surrounding environment is nothing short of extraordinary. A short stroll leads to the pavilion and the warm, crystal-clear waters of the Gulf of Mexico. Nearby Phillippi Estate Park offers additional green space, while Morton's Siesta Market provides convenient grocery access just minutes away. Community amenities further elevate the ownership experience, including a full kitchen in the community room for entertaining, saunas in the common areas, gas grills in the pool area, and one covered assigned parking space. This meticulously maintained complex reflects genuine pride of ownership at every turn. Whether envisioned as a personal beach retreat or a productive investment property, this residence warrants your immediate attention. Schedule a private showing today.

5600 Beach Way Drive Unit 210, Siesta Key

Listing courtesy of SARABAY REAL ESTATE INC. 941-355-7696

6157 Midnight Pass Road Unit E22, Siesta Key

$389,000

1 Beds ⋅ 1 Baths ⋅ A4684348 MLS ⋅ E22 BLDG.

BEAUTIFUL 1 BEDROOM 1 BATH UNIT IN BAY OAKS on SIESTA KEY ** TURNKEY FURNISHED ** 1 WEEK RENTALS ALLOWED ** The waves crash, the sand is sugar-coated and the sunsets are striking on Siesta Key.. There is no better location to invest in a 2nd home or investment property. This condo is located on the 2nd floor of building E in Bay Oaks. You will love the large open kitchen and expansive design of this "Santa Fe" themed unit. Located at the end of the 2nd floor in a corner of the building, privacy and tree lined views from the patio create serenity for the owner and tenants. Boasting 750ft2 of living area, there is no wasted space with eat-in dining and wide-open family space. The master bedroom is also open & airy with an on-suite vanity and large walk-in closet, including a washer/dryer. Bay oaks is located just north of the Stickney point bridge allowing more quick escape off the island to Publix, Bealls, Starbucks and Gulf Gate shopping. The community provides a wonderful community pool and tennis court with a full-time manager on site. Beach access 12 is the best public access to the white sands of Siesta Key or catch the Trolley and enjoy and scenic ride to the public beach. Now is the time to invest in Siesta Key real estate.

6157 Midnight Pass Road Unit E22, Siesta Key

Listing courtesy of SHIRLEY INTERNATIONAL REALTY. 941-448-4872

$1,495,000

2 Beds ⋅ 2 Baths ⋅ A4683822 MLS ⋅ Siesta Gulf View BLDG.

This Rare Beachfront, Classic Coastal Modern extensively renovated 2/2 condo has your Dream View! Unobstructed Beach View of 400’ of private beach on 7 acres. Offering total building area for unit is 1568 sq ft. Modern appointed living area is 1316sq ft with additional 252 sq ft Modern Private Lanai. High demand all year Monthly (12) rentals for Investor, 2nd Home or Primary Home. Passed Milestone Inspection, SIRS compliant. Strong, Fully Funded Reserves. Replaced cast iron to New “PVC” drains in entire building, New building roof, New clubhouse roof lowered insurance master policy. Stilted Building, Designated Parking underneath. Gated with 24 Hr Security. Condo has Brand New HVAC 2026 with R454B gov. required cooling & New Water Tank. Designed Floor to Ceiling integrating a cohesive Classic Coastal Modern feel throughout. Enjoy your “private outdoor living” new screened 31’x8’ Beach Lanai (no houses/buildings in line of sight) Modern flooring, locking storage Door. Condo is insulated & extremely “Quiet” w/updated PGT Impact/Insulated Sliders and Windows. Solar Shades are see-through when down on sliders but front windows have see-through Solar Shades & Privacy Shades. The Front has Quiet Solid Core Impact Door. Wi-Fi Thermostat. Stunning Modern Polished Porcelain, Large Rectified 24” Tile for entire condo & closets. Modern Frosted Glass Framed Solid Wood 4 Interior Doors. Frosted Glass Framed Solid Wood Interior Bifolds for all 7 closets, continuing a clean line design with 8” Solid Wood, Mitered Baseboards throughout. Calming Lighting with all LED lighting dimmers throughout & all walk-in closets. All Closets designed w/Solid Wood Shelving & fitted w/thick satin nickel Rods and Brackets to All Studs for Heavy organization needs. Both Bathrooms have Moreno Gloss Floating Soft Close Drawer Vanities w/satin nickel Series Pfister Kenzo Waterfall Faucets/Shower Handel & 4 piece Towel bar set. Kohler Skirted “Chair-Height” Toilets for both. Main bath is Designed w/24” Italian Carrera Marble Tile, full size Bench & tall Niche. Guest bathroom Designed w/24” Ivory Glass Tile & Tall Abalone Tile Niche. With owners not being a chef/cook, kitchen is gently used in immaculate condition. ALL "SMART Wi-Fi" Stainless Appliance Suite, Largest Size features; “Double Oven” 5 burner w/Warming Drawer. Refrigerator “Showcase” Triple French Door, ice/water, Middle Flex Drawer, Bottom Freezer Double Drawer. Stainless “Triple Storm” Dishwasher. Kohler 36” Large Stainless Steel Apron Sink w/Kohler Pull down Stainless Faucet. Matching to Suite are Over Size Stainless "Wi-Fi" Front Load Washing Machine & Front Load Dryer on Stainless Pedestals in “walk-in” Laundry Room, stainless light, solid wood shelving w/nickel stainless rod/brackets designed for Heavy storage needs. Owner has variety remodeled Product in front closet. This beachfront condo has been gently lived in and all the Design Aspects/Appliances are in Immaculate Condition. Clubhouse w/ 25‘x40‘ Heated Swimming Pool, Tennis & Pickleball Courts, updated Fitness room, bathrooms, your private locked Storage Room. Private Beach gate to Boardwalk w/ picnic area, 2 grills & birdwatching benches. Pet friendly, 2 small dogs or cats allowed with designated large pet park w/bench. “Private ISLAND Style Living” A truly Coveted Opportunity awaits you- private, unobstructed view, full condo length beachfront lanai, 6 floor, 7 acre property & 400’ beachfront. Property is available for Same Day Showings.

420 Beach Road Unit 606, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

$1,475,000

4 Beds ⋅ 3 Baths ⋅ A4682008 MLS

Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental. Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life. Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about. One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.

3360 Higel Avenue, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

$1,599,999

3 Beds ⋅ 3 Baths ⋅ A4683288 MLS

Under contract-accepting backup offers. A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished. The heated pool and panoramic pool cage create a serene and private setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.***

5507 Contento Drive, Siesta Key

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

6415 Midnight Pass Road Unit 705, Siesta Key

$584,500

2 Beds ⋅ 2 Baths ⋅ A4683086 MLS ⋅ Anchorage BLDG.

Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. Speaking of boats you can dock your boat on our giant seawall for $10.00... yes...ten dollars a month. Your new condominium is an open floor plan with living room/dining room combo. All three rooms have hurricane sliding doors. The main bedroom is very large and the master bath has a walk-in shower. The guest bedroom has 2 double beds with a tub/shower! You also have one covered parking space underneath the main building valued at $25,000.00. We have a beach easement to Siesta Key beach! Our Seawall was replaced in 2019. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage! There is a trolly that you could take to Siesta Key Village to enjoy more shopping, entertainment and dining options. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 705, Siesta Key

Listing courtesy of DELUCA REALTY INC. 941-487-7162

$530,262

2 Beds ⋅ 1 Baths ⋅ A4682116 MLS ⋅ C BLDG.

Under contract-accepting backup offers. BEACH VIEWS, RENTAL FLEXIBILITY, AND THE ULTIMATE SIESTA KEY LIFESTYLE! Welcome to La Siesta Condominiums, where the sugar-white sands of Siesta Key Beach are quite literally across the street and every day feels like a vacation. Perched on the third floor, this beautifully furnished and move-in ready 2-bedroom, 1-bath condo enjoys sweeping views of the Gulf, beach, and resort-style community amenities below. Whether you’re searching for a personal coastal retreat, an income-producing investment property, or the perfect combination of both, this residence offers an exceptional opportunity in one of Siesta Key’s most desirable communities. Inside, you’ll find 753 square feet of thoughtfully designed living space featuring an open-concept layout, abundant natural light, and a screened lanai where you can relax with your morning coffee while enjoying the tropical breeze and picturesque views. The spacious primary bedroom offers a king-size bed, while the guest bedroom is configured with two twin beds, providing comfortable accommodations for family and guests alike. The condo is being offered furnished and is ready for immediate enjoyment. Additional features include hurricane impact windows and doors, a newer roof, updated HVAC system, covered parking, elevator access, guest parking, and a private ground-floor storage closet perfect for all your beach gear. La Siesta is beloved for its resort-style amenities, including a heated pool, clubhouse, fitness center, shuffleboard courts, BBQ area, on-site management, and a dedicated rental office. Owners enjoy a truly hands-off ownership experience with professional management available for guest reservations, check-ins, and check-outs. One of the property’s most attractive features is its exceptional rental flexibility. Participate in the on-site rental program, self-manage, utilize Airbnb, or enjoy the condo exclusively for personal use. With weekly rentals permitted, renters required to be 25 years of age or older, and Siesta Key’s year-round popularity, the income potential is substantial. Located just moments from Siesta Key Village’s restaurants, shopping, nightlife, and entertainment, you’ll enjoy the perfect balance of relaxation and convenience. Properties offering beach views, rental flexibility, resort amenities, and one of the best beach locations on Florida’s Gulf Coast are increasingly hard to find. Don’t miss your opportunity to own a piece of paradise at La Siesta. Schedule your private showing today.

915 Beach Road Unit 318, Siesta Key

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

$3,350,000

A4677797 MLS

Discover Unrivaled Coastal Elegance Steps from Siesta Key Beach! This rare gem features two meticulously remodeled canal-front homes with stunning partial views of the bay, perfectly situated in a prestigious neighborhood. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams. Culinary enthusiasts will be captivated by the gourmet kitchen, featuring custom-made wood cabinets complemented by exquisite Carrara Quartz countertops. Equipped with top-of-the-line appliances, including a new stainless Thermador refrigerator, Bosch dishwasher, and an impressive center island with a bar area, it truly caters to the most discerning chefs. Zoned RMF2 while located in a single-family neighborhood, this property allows for daily Airbnb rentals, making it an excellent investment opportunity. A private, charming guest cottage serves as an ideal retreat or rental for additional cash flow. Recent upgrades include new Window World Hurricane-rated windows, French doors, and a newly installed seawall (2025), ensuring your investment remains safe and secure. The main house spans 3,005 sq ft, featuring three bedrooms and 2.5 baths adorned with luxurious Panaria marble and 24x48 tile flooring. Bathrooms boast contemporary Miseno vanities and premium Grohe and Hansgrohe fixtures. The decadent master suite invites relaxation with a rain cap shower and a sumptuous soaking tub. Both homes are equipped with new Rheem A/C units, while the property’s outdoor oasis features a large screened lanai overlooking the canal and bay. Dive into the newly resurfaced pool with a stunning stone waterfall or enjoy the expansive outdoor space, surrounded by tropical landscaping. The cozy guest cottage, covering 1,700 sq ft, includes three bedrooms and two full baths, showcasing beach-washed ceramic tile flooring, white wood Shaker cabinets, and modern KitchenAid and Bosch appliances. The new dock provides easy access to pristine boating waters with no bridges obstructing your path to the bay. Siesta Key is a haven for music lovers and foodies alike, while Sarasota delights with its vibrant art scene, ballet performances, the Asolo Performing Arts Center, the Ringling Art Museum, and world-class shopping. Relax with your favorite beverage on the rear patio, shaded by a majestic live oak, or grab your fishing rod, bathing suit, and water toys to fully embrace the Siesta Salt Life. Act fast! This exquisite property offers a luxurious lifestyle and lucrative potential in one of Florida’s most sought-after destinations!

1240 Solitude Lane, Siesta Key

Listing courtesy of SUNREAL ESTATE INC. 941-376-7653

6146 Midnight Pass Road Unit 12S, Siesta Key

$1,500,000

2 Beds ⋅ 2 Baths ⋅ A4680754 MLS ⋅ Bldg Se BLDG.

Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.

6146 Midnight Pass Road Unit 12S, Siesta Key

Listing courtesy of BECKMANN REAL ESTATE. 941-346-3500

$8,500,000

3 Beds ⋅ 4 Baths ⋅ A4681541 MLS

**Siesta Key beachfront living, reimagined. A different story from every floor.** Set directly along the shores of Siesta Beach and overlooking the Gulf of Mexico, **648 Beach Road** is a one-of-a-kind waterfront residence where the view is constantly changing. From each level of the home, the Gulf reveals itself differently. The perspective shifts. The horizon changes. The colors deepen and soften with the light. From one floor, you feel closer to the movement of the water. From another, the view opens wider toward the horizon. **Every level tells a different story of the Gulf. And no two views are ever exactly the same.** Recently renovated, reimagined, and elevated throughout, the residence has been designed to embrace its extraordinary setting from every angle. Expansive living spaces and wraparound terraces on every floor create a seamless connection between indoors and out, allowing the water, sky, and ever-changing colors of Siesta Key to become part of everyday life. A private elevator connects every level, leading all the way to the rooftop, where a private pool becomes the ultimate vantage point over the Gulf of Mexico. From here, the horizon seems endless and Siesta Key’s legendary sunsets take center stage. A rare **four-car garage** adds exceptional space and functionality, completing a residence that offers privacy, flexibility, and amenities seldom found directly on the beach. **648 Beach Road is more than a beachfront home. It is an experience of the water from every level.** A different perspective. A different color. A different story. Every single day.

648 Beach Road, Siesta Key

Listing courtesy of DOUGLAS ELLIMAN. 941-867-6199

$2,800,000

4 Beds ⋅ 5 Baths ⋅ A4681098 MLS

Pre-Construction. To be built. Dreaming of building a brand-new home on Siesta Key but not sure where to start? Have you ever built a bonfire on the beach and had 50 of your closest family and friends over for a beach party? This happens no where else on Siesta Key. Residents in the neighborhood enjoy the unique privilege of crossing Heron Lagoon via a private bridge to the sands of Siesta Key beach. There’s a cabana for storing your beach chairs, kayaks and water toys. It’s a one minute walk from your front door to the bridge and another minute to cross it! Here's an opportunity to build your dream home on a pristine, oversized lot nestled on the quiet end of Siesta Key. At this lot the hard work has already been done for you. This to-be-built coastal residence has been thoughtfully designed as a 4-bedroom, 4.5-bath home with a den and club room and an experienced builder is already secured. All that's left is for you to personalize the finishes and make it distinctly yours. This exceptional lot offers unparalleled privacy, lush natural surroundings on an expansive corner parcel. Only minutes to restaurants, a marina to house your boat, and beautiful Turtle Beach where you can walk to newly opened Midnight Pass. The previous structure has been removed, and a clean slate is waiting for your vision. Use the Showing Time button to schedule your visit today. This is your opportunity to step into the Siesta Key lifestyle with a custom home already in motion, without the typical delays of starting from scratch. Schedule your visit and walk the property to experience the location firsthand. Property is also being sold as land only.

8504 Heron Lagoon Circle, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

1260 Dolphin Bay Way Unit 403, Siesta Key

$1,299,900

2 Beds ⋅ 2 Baths ⋅ A4680107 MLS ⋅ Sec B BLDG.

Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.

1260 Dolphin Bay Way Unit 403, Siesta Key

Listing courtesy of ANDREWS & ASSOCIATES REALTY. 941-921-5999

1320 Moonmist Drive Unit B-11, Siesta Key

$1,200,000

2 Beds ⋅ 2 Baths ⋅ A4679270 MLS ⋅ B-11 BLDG.

Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.

1320 Moonmist Drive Unit B-11, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

5740 Midnight Pass Road Unit 307, Siesta Key

$1,199,000

2 Beds ⋅ 2 Baths ⋅ A4680695 MLS ⋅ Building F BLDG.

This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. This inviting and luxuriously updated 2-bedroom, 2-bath condominium underwent a complete stud-to-finish renovation with all details thoughtfully taken care providing a perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.

5740 Midnight Pass Road Unit 307, Siesta Key

Listing courtesy of WATERSIDE REALTY LLC. 941-346-7454

5880 Midnight Pass Road Unit 804, Siesta Key

$1,300,000

2 Beds ⋅ 2 Baths ⋅ A4680425 MLS ⋅ Na BLDG.

Under contract-accepting backup offers. An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.

5880 Midnight Pass Road Unit 804, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-349-3444

1257 S Portofino Drive Unit 307, Siesta Key

$419,900

2 Beds ⋅ 2 Baths ⋅ A4679704 MLS ⋅ Albacore BLDG.

WATERFRONT RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! WATERFRONT HEATED POOL, HOT TUB, SHUFFLEBOARD,, GATHERING AREA...So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access directly across the street. Siesta Harbor is located on the deepest point of the main intracoastal. Deep canal, boat slip up to 30' boat (check for availability, reasonable annual pricing.) Stunning Dock for fishing or relaxing ..... walk to all, restaurants, shops, easy on and off the key, the Trolley and scat right outside your door! One of the best parts being on the intracoastal with Beach Access! This has it all, just bring your toothbrush and be in paradise! Or rent it out, its a 30 day rental 12 times a year!!

1257 S Portofino Drive Unit 307, Siesta Key

Listing courtesy of JUDITH GUZZI & ASSOCIATES LLC. 914-490-9032

$590,000

2 Beds ⋅ 2 Baths ⋅ A4680216 MLS ⋅ Villa Navarra BLDG.

Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!

137 Avenida Messina Unit 3, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

6300 Midnight Pass Road Unit 21, Siesta Key

$869,000

2 Beds ⋅ 2 Baths ⋅ A4678951 MLS

Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping. Rentals are minimum 2 week, however weekly rentals are allowed in the villas June - September.

6300 Midnight Pass Road Unit 21, Siesta Key

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICE. 941-556-2150

$575,000

2 Beds ⋅ 1 Baths ⋅ A4677981 MLS ⋅ Bldg C BLDG.

An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.

915 Beach Road Unit 216, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

6732 Sarasea Circle Unit 104C, Siesta Key

$639,900

2 Beds ⋅ 2 Baths ⋅ A4679214 MLS ⋅ Building 1 BLDG.

Reduced over 60K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!

6732 Sarasea Circle Unit 104C, Siesta Key

Listing courtesy of TIDELINE REAL ESTATE BROKERS. 941-587-1669

$1,224,000

3 Beds ⋅ 3 Baths ⋅ A4678525 MLS

Virtually Staged. Welcome to this beautifully renovated ranch-style home, ideally located within minutes to the #1 beach in the United States—Siesta Key Beach! Set on an oversized lot, this property offers a private outdoor oasis with a relaxing pool surrounded by lush, mature landscaping, perfect for entertaining or unwinding after a day at the beach. Designed for effortless single-level living, this home blends modern updates with timeless coastal style, making it perfect as a full-time residence, vacation getaway, or investment opportunity. Offering 3 spacious bedrooms + den and 2.5 updated baths, the thoughtfully designed floor plan delivers both comfort and functionality. Light-filled living areas flow seamlessly throughout the home, complemented by a stylishly updated kitchen and baths featuring quality finishes. A detached garage adds valuable convenience and storage. Recent upgrades include a 2024 Tesla solar system with two Powerwall's, providing energy efficiency, backup power, and long-term savings. Additional improvements include two HVAC systems for optimal climate control and a new water heater for added peace of mind. Enjoy morning strolls to the world-renowned quartz sands of Siesta Key Beach, evenings dining at Siesta Village, and the ease of move-in-ready coastal living in one of the most sought-after locations. Expertly restored terrazzo flooring throughout the main living areas and bedrooms, giving the home a new fresh look. All information should be independently verified by buyer's and buyers agent.

5107 Saint Albans Avenue, Siesta Key

Listing courtesy of FINE PROPERTIES. 941-782-0000

1140 Seaside Drive Unit 301 & Penthouse, Siesta Key

$4,699,000

6 Beds ⋅ 5 Baths ⋅ A4677378 MLS ⋅ Beach House Residences BLDG.

ANOTHER PRICE IMPROVEMENT - REDUCED OVER $550,000! An exceptional opportunity to own TWO stunning residences in one purchase, located beach block to the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 AND the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this one-of-a-kind, two-unit residence presents exceptional flexibility to embrace the ultimate Siesta Key lifestyle. Suited as a full-time or seasonal residence, a multi-generational family retreat, or a flexible ownership opportunity with the ability to enjoy or utilize one floor while renting another, short or long-term. Spanning the top two floors, this unique offering includes six generously sized bedrooms and five full baths (a four-bedroom, three-bath residence plus a two-bedroom, two-bath penthouse), thoughtfully designed to accommodate family and guests with ease. Expansive open floor plans welcome you with immediate Gulf views, while floor-to-ceiling glass and spacious balconies offer coastal breezes and blazing sunsets. Chef’s kitchens on each level are beautifully appointed to host unforgettable gatherings or intimate dinners, blending function with refined coastal style. Each residence enjoys its own private, secured entry, access to a state-of-the-art elevator, full kitchens, laundry rooms, luxury countertops, soft-close wood cabinetry, upscale lighting and designer fixtures. Additional highlights include spa-inspired baths, plush furnishings, 10-foot ceilings, spacious closets, a secure lobby, a private two-car garage and a hot tub on the penthouse-level balcony. Chic contemporary architecture enhances the building’s coastal presence, while sweeping Gulf and sunset views create a sense of escape. A private pet run oasis adds a thoughtful touch for four-legged companions. Outdoor living is equally inviting, and as a member of the community association, residents enjoy access to the pool and private beach entry, offering a seamless connection to the Gulf. Ideally within a half block of Siesta Key’s vibrant South Village, you are moments from beloved restaurants, cafés, tiki bars, boutiques, rentals and everyday conveniences. Complimentary trolley service provides easy access to Siesta Village, evoking the charm of a relaxed island-style experience, while quick access to the Stickney Point Bridge allows effortless travel on and off the island. With its prime beach-block location, thoughtful design and rare dual-residence configuration, this is a coastal offering that feels timeless and irreplaceable, an opportunity to create lasting memories on one of Florida’s celebrated shorelines.

1140 Seaside Drive Unit 301 & Penthouse, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

915 Seaside Drive Unit 511, Weeks 16-17, Siesta Key

$60,000

4 Beds ⋅ 4 Baths ⋅ A4677773 MLS ⋅ Hyatt Residences On Siesta Key BLDG.

Fractional Ownership. Experience elevated beachfront living with this Deluxe, Guaranteed Gulf View, Spring (April) Fractional Ownership opportunity—offering one-sixteenth ownership on Siesta Key Beach, consistently ranked as America’s #1 beach. This rare fractional real estate offering delivers luxury coastal living, prime spring usage, and true Gulf-front views without the full-ownership price tag. Step into a spacious, designer-furnished residence with a refined, open layout featuring a primary suite, secondary suite, generous guest bedroom, and a den that functions perfectly as a fourth sleeping area. Over $150,000 in custom furnishings elevate the interior, while the gourmet kitchen showcases premium Wolf, Sub-Zero, and Fisher & Paykel appliances, ideal for entertaining or relaxed beachfront living. Ownership includes access to the signature services and amenities of Hyatt Vacation Club, with full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, daily breakfast, pool side food and beverage service, and assistance with local experiences. Enjoy private beach access, resort-style living, and the ease of lock-and-leave ownership. This Siesta Key fractional ownership delivers luxury, location, and lifestyle—perfect for buyers seeking a Gulf-front winter residence, luxury vacation ownership, or a refined second home in Florida. Own your place on Siesta Key Beach and enjoy world-class beachfront living at a fraction of the cost of full ownership.

915 Seaside Drive Unit 511, Weeks 16-17, Siesta Key

Listing courtesy of DOUGLAS ELLIMAN. 941-867-6199

$1,300,000

4 Beds ⋅ 4 Baths ⋅ A4677470 MLS

Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key. Renovated with meticulous attention to detail, this newly updated home features an expansive, light-filled open floor plan with continuous quartzite countertops throughout. It includes two primary suites, one of which flows into its own private kitchenette overlooking the tranquil waterfront. Two lanais and a custom built hot tub and pool complete with a waterfall and color-changing lighting system ensure seamless indoor-outdoor living. Quality and craftsmanship are paramount, and every detail has been thoughtfully considered to ensure superior structural integrity, including the hurricane impact windows and elevated AC condensers. A new roof was installed in 2024, along with new mechanicals, electrical, plumbing, pool surfacing, appliances, and more. This gorgeous island paradise has been fully renovated to both preserve and highlight its architectural elegance. A prime location, this property is ideally situated minutes to the world-famous powdery sands of Siesta Key Beach, less than a mile from charming Siesta Key Village, and near the prestigious Out-of-Door Academy. A quick 5-minute drive over the North Bridge takes you to Sarasota proper and a mere 10 minutes more to the heart of dazzling downtown Sarasota and St. Armands Circle, where you can enjoy a wide selection of fine dining, shopping, and world-class cultural arts and nightlife, making it the ideal home for those seeking the ultimate Florida lifestyle. Schedule your private showing today.

4646 Gleason Avenue, Siesta Key

Listing courtesy of KELLER WILLIAMS ON THE WATER S. 941-803-7522

$26,000,000

5 Beds ⋅ 7 Baths ⋅ A4673754 MLS

Rising above an enviable stretch of shoreline, this Gulf-front estate showcases timeless architecture and coastal refinement. Designed by CMSA Architects and completed in 2020, the residence features layered rooflines, sculpted stone staircases, and soaring arched windows across more than 180 feet of Gulf frontage. With 10,600 square feet of interiors and 20,982 square feet in total, the home offers a grand yet effortless indoor–outdoor lifestyle, ideal for both elevated entertaining and daily living. A sweeping motor court, mature palms, and a grand double staircase create an immediate sense of arrival. Inside, natural light and uninterrupted Gulf vistas establish a feeling of calm, scale, and sophistication from sunrise to sunset. The great room, lined with floor-to-ceiling arched windows and anchored by a carved-stone fireplace, delivers both serenity and architectural presence. The main kitchen is a triumph of craftsmanship - featuring custom Campbell cabinetry, quartz countertops, designer lighting, Sub-Zero refrigeration, a Wolf six-burner dual-oven range, and a substantial island that anchors the open flow into the living and dining spaces. A prep kitchen and workspace elevate functionality with premium appliances, expansive storage, quartz counters, and a dedicated gift-wrapping wall. The bar and wine room create a refined entertaining destination, defined by custom cabinetry and designer lighting. An iron-and-glass–enclosed, temperature-controlled wine room serves as the focal point, complemented by adjacent illuminated display shelving. Sub-Zero refrigeration, an ice maker, and a Fisher & Paykel dishwasher drawer complete the space. Outdoors, the estate unfolds across three dramatic tiers of Gulf-facing living, featuring arched loggias and a resort-style alfresco kitchen with a wraparound bar that opens seamlessly to the main living spaces. An elevated infinity-edge pool and spa appear to merge with the Gulf, while thoughtfully designed outdoor areas transition effortlessly to a manicured lawn and direct access to the crystal-clear waters at Point of Rocks—where snorkeling, dolphin sightings, and sunset walks become part of daily life. The primary suite forms a private wing, introduced by an illuminated groin-vault corridor that enhances the home’s architectural rhythm. Gulf views fill the bedroom and its terrace, while the bath offers a symmetrically designed retreat with dual vanities, full-height mirrors, multiple chandeliers, a massive double-entry shower, a stone-surround soaking tub, a Sub-Zero–equipped coffee bar, and two exceptional custom closets. Nearby, the office provides a quiet, light-filled workspace. The upper level is devoted to comfort and privacy, offering four well-appointed guest suites, a spacious family room with a wet bar, multiple terraces capturing Gulf views, an additional office, and a laundry room. The ground level is enhanced by indoor–outdoor walkways connecting multiple spaces and generous storage, reinforcing the effortless, resort-style livability. A generator, 3-stop elevator, 6-plus humidity-controlled garage spaces, floor-to-ceiling shades, linear vents, whole-house automation, and shellstone and French oak flooring complete the offering. A short, shaded, tree-lined walk places you at Siesta Key Beach, the No. 1 beach in America by TripAdvisor, offering effortless access to one of the world’s most iconic shorelines.

7366 Point Of Rocks Road, Siesta Key

Listing courtesy of DOUGLAS ELLIMAN. 941-867-6199

101 Whispering Sands Drive Unit 107, Siesta Key

$450,000

2 Beds ⋅ 2 Baths ⋅ A4674069 MLS ⋅ Tropic View BLDG.

One or more photo(s) has been virtually staged. Welcome to affordable GULF FRONT living! This is currently the best priced 2 bedroom/2 bath condo on the Gulf side of Siesta Key! The seller is also willing to offer a $10,000 SELLER CREDIT with an acceptable offer to offset any future improvements or assessments. This recently updated DOUBLE LANAI CORNER unit is nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of your own private beach. The freshly painted interior features NEW luxury vinyl plank flooring, NEW interior doors, and NEW overhead designer lighting and fans. Four sets of floor-to-ceiling sliders open from the living areas and bedrooms into TWO separate 24’ glassed and screened lanais – complete with epoxy flooring and NEW ceiling fans to capture the coastal breezes. After a full day at the beach, meal prep is easy in your partially open kitchen featuring NEW granite countertops, farmhouse style stainless sink, and NEW 2025 Whirlpool and GE stainless appliances. The spacious primary bedroom includes a nice walk-in closet and an ensuite bath, while the generous second bedroom comfortably accommodates up to two queen beds and boasts a full wall of closet space. Both updated bathrooms feature NEW cabinets, vanities, & fixtures, with glassed walk-in showers and recessed lighting. Brand NEW 2026 HVAC system and 2025 water heater. The unit also comes with its own assigned storage locker located just across the hall, ideal for storing all of your beach essentials. Conveniently located next door to the colorful shops and restaurants of Siesta Key Village, Whispering Sands is a premiere 55+ Gulf front property offering two heated pools, beachside Tiki Hut and gas grills, shuffleboard, canoe/kayak storage, and 800' of PRIVATE quartz sand beach. The clubhouse is currently undergoing complete remodeling. Upon completion in 2026, it will include a full catering kitchen, fitness rooms, large screen TV, and an elegant space for community wide or private social events. New landscaping plan for the building and throughout the entire 25-acre property is currently underway. Attractively priced below market, this unit represents a great investment. Don’t miss this opportunity to experience the ease of island living at Whispering Sands!

101 Whispering Sands Drive Unit 107, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

6703 Midnight Pass Road Unit 217, Siesta Key

$325,000

1 Beds ⋅ 1 Baths ⋅ A4675087 MLS ⋅ 6703 BLDG.

Whether you're looking for a vacation home, rental investment property, or year-round residence, this Sea Winds condo offers excellent value in one of Florida's most beloved beach destinations. Embrace island living in this charming 1 bed room, 1 bath second floor highly rentable condo located in the desirable Sea Winds community on Siesta Key. This condo offers the ability to be rented every two weeks with HOA approval needed for longer rentals, making this an investors dream. Just a short stroll from access 12 leading to the world-famous sands of Siesta Beach, shopping and wonderful restaurants await. This inviting residence fully furnished and including a brand new Tempur Pedic King size bed, combines a relaxed coastal vibe with everyday comfort and convenience. There is on-site laundry and a sparkling swimming pool. The community is well-maintained with tropical landscaping. Current assessments included new roof, pool resurfacing and parking lot repaving. Major upgrades to the building complete. No hurricane damage was sustained in this second floor unit. The living area offers a bright and airy layout with a large 50 inch TV. The pull out couch accommodates more sleeping space for your guests. The kitchen offers ample counter space and a dining area perfect for entertaining or casual meals. The spacious bedroom provides a peaceful retreat with generous closet space, while the full bath is tastefully finished in a breezy coastal style. Don't miss this Sea Winds gem. Current owner has intermittent rentals booked through early April and is happy to transfer bookings with closing.

6703 Midnight Pass Road Unit 217, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

$3,347,500

3 Beds ⋅ 5 Baths ⋅ A4676707 MLS

Freshly completed and built safely 10 feet above the island’s flood plain, 5103 Windward is a spectacular new waterfront residence where elevated design meets effortless island living. Set on nearly one-third of an acre along the Grand Canal, with 90 feet of new seawall and saltwater boating access to the Intracoastal Waterway and Gulf beyond, this is the kind of home that turns everyday life into a vacation. And the location? Hard to beat. From this central Siesta Key setting, the island’s legendary white-sand beaches and the laid-back charm of Siesta Village are just minutes away. Beach morning, boat afternoon, cocktails by the pool — it’s all within easy reach. Inside, 3,034 square feet of beautifully designed living space unfolds with an easy, open flow made for both relaxing and entertaining. The great room immediately draws you in with soaring double-height ceilings, rich architectural details, and a dramatic floor-to-ceiling fireplace wall. Walls of glass bring the outdoors in, framing expansive views of the pool, backyard, and sparkling canal beyond. Step outside and the fun really begins. A stylish outdoor lounge with wood ceiling accents, a professional grill station, and a heated pool and spa create the perfect backdrop for everything from lazy afternoons to unforgettable evenings with family and friends. As the sun goes down, thoughtfully designed landscape lighting takes over, casting the backyard in a warm, magical glow. The kitchen is every bit as impressive — and ready for everything from morning coffee to dinner parties. A premium Sub-Zero and Wolf appliance package, beautiful stone countertops, designer fixtures and finishes, a walk-in pantry, and adjoining laundry combine style with serious functionality. When it’s time to dine, the formal dining room delivers with a custom built-in buffet and French doors opening to a brick-paver patio. Picture dinner under the stars, a cool island breeze, and nowhere else you need to be. Need a little more room to play? The bonus room checks all the wit a pool bath, and two walls of glass sliders opening to the expansive outdoor living areas and picturesque water views. It’s the perfect spot for game day, movie night, guests, or simply kicking back after a day on the water. The primary suite is your private retreat. An adjoining office with custom built-ins, an oversized wardrobe designed for two, and a spa-inspired bath create a serene escape of your own. Soak in the freestanding tub, refresh in the frameless glass shower with rain head, or start the day at separate stone-topped vanities designed for effortless mornings. Two additional en-suite bedrooms give family and guests their own comfortable spaces to relax and recharge. Outside, the details continue with a brick-paver driveway, three-car garage, professional landscaping with timed irrigation, and exceptional curb appeal. Inside and out, thoughtful custom touches reflect the quality and craftsmanship you’d expect from Allegra Homes’ award-winning team. This is more than brand-new construction. It’s an invitation to embrace the Siesta Key way of life — mornings on the water, afternoons by the pool, evenings under the stars, and the beach always just a short drive away.Fresh. Waterfront. Effortlessly luxurious. Completely island. Your Siesta Key paradise is ready.

5103 Windward Avenue, Siesta Key

Listing courtesy of GRECO REAL ESTATE. 941-685-0449

$575,000

4 Beds ⋅ 4 Baths ⋅ TB8460558 MLS

An exceptional opportunity on coveted Siesta Key, this duplex property with two units is offered as-is, with flexibility to restore the existing structure or rebuild to suit your vision. Situated on an expansive lot just minutes from Shell Beach and Siesta Key Public Beach, the property offers convenient access to world-famous sand beaches, dining, and shopping. Whether you are a builder, investor, or owner looking to create a custom coastal retreat or income-producing duplex, this property presents outstanding potential in one of Florida’s most desirable island communities. All offers are welcomed and encouraged.

3615 Higel Avenue, Siesta Key

Listing courtesy of GENSTONE REALTY. 833-396-0092

$4,800,000

4 Beds ⋅ 6 Baths ⋅ A4676632 MLS

Virtually Staged. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious third-floor loft provides a versatile living area just before entering the primary suite, ideal for a lounge, office, or private retreat. The open-concept family room and dining area showcase a Thermador-equipped kitchen and overlook a spectacular outdoor living space with an outdoor kitchen, pool with sun shelf, and custom deck leading directly to your private dock. Two balconies—one at the front of the home and one with sweeping waterfront views—enhance the indoor-outdoor lifestyle. Custom cabinetry throughout, quartzite countertops, and high-quality construction reflect attention to detail at every turn. Located just minutes from Siesta Key Beach, Siesta Village, and all of Sarasota’s amenities, this exceptional waterfront home is a rare opportunity—come see it for yourself.

533 Venice Lane, Siesta Key

Listing courtesy of BRIGHT REALTY. 941-552-6036

$4,950,000

4 Beds ⋅ 6 Baths ⋅ A4676628 MLS

Virtually Staged. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no detail has been overlooked. Offering 4 bedrooms and 5 bathrooms, including a pool bath and an additional half bath, the layout is both luxurious and functional. Enter through the grand foyer with soaring ceilings, custom trim work, and striking shiplap accents. The open floor plan seamlessly connects the grand room, dining area, and bonus space, all leading to a stunning pool and patio with outdoor kitchen, perfect for entertaining. The chef’s kitchen is beautifully appointed with stone countertops, custom cabinetry, and premium finishes, complemented by matching stone counters and custom cabinetry in all bathrooms, creating a cohesive and elevated design throughout the home. Custom wood decking winds its way to the dock, enhancing the waterfront lifestyle. The home also features laundry rooms on all three floors, a spacious loft, and thoughtfully designed primary and guest bedroom suites. This is a rare opportunity to own a meticulously crafted waterfront residence designed for luxury living and boating enthusiasts alike.

527 Venice Lane, Siesta Key

Listing courtesy of BRIGHT REALTY. 941-552-6036

1220 Siesta Bayside Drive Unit 1220-A, Siesta Key

$699,000

2 Beds ⋅ 2 Baths ⋅ A4676258 MLS ⋅ 1220 BLDG.

Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Bay Club Bayside, offering private, deeded beach access to the world-famous Siesta Key Beach. Best of all, the property has No Hurricane Damage, providing peace of mind for full time residents, and investors alike. Enjoy the tranquil views of the pond, tennis and Pickleball courts, and the community pool from this light filled unit. Vaulted ceilings and No Unit above enhance the sense of space and privacy. The home has been thoughtfully updated with porcelain tile throughout the living areas, and a stunning fully renovated kitchen featuring Quartz countertops(including the breakfast bar), custom wood cabinetry, and stainless steel appliances. A built in desk with cabinetry creates an ideal home office or workspace. The spacious owner’s suite includes a walk in closet and an updated en-suite bathroom with new vanity, Quartz countertops, and tiled walk in shower. Adjacent to the living room, an enclosed patio offers versatile flex space, perfect for additional seating, dining, or simply enjoying your morning coffee while soaking in the Florida sunshine. Gulf & Bay Club Bayside is a resort style community offering deeded beach access, two heated pools, tennis and Pickleball courts, outdoor grilling areas, a fitness facility, and a fishing dock on the Intercoastal Waterway. With one week minimum rentals allowed and an optional on site rental office, this condo presents an excellent investment opportunity. Furnishings available under a separate contract. Ideally located just steps from the white sands of Siesta Key Beach and short distance to Siesta Key Village’s restaurants and shopping, this is a rare opportunity to own a beautifully updated condo in one of the island’s most desirable communities.

1220 Siesta Bayside Drive Unit 1220-A, Siesta Key

Listing courtesy of BRIGHT REALTY. 941-552-6036

$3,675,000

4 Beds ⋅ 4 Baths ⋅ A4675610 MLS

Now Offered At a Refined Price — Modern Siesta Key Living. Set on the north end of Siesta Key, this striking modernist residence offers the rare balance of island serenity and seamless access to the mainland, placing vibrant downtown Sarasota, Southside Village, and the area’s cultural and dining destinations just minutes away—while the azure waters of the Gulf of Mexico and Siesta Key’s world-famous white quartz sand beach are equally close at hand. Designed with crisp architectural lines and a light-filled, contemporary aesthetic, this nearly 3,800-square-foot, four-bedroom, four-bath home redefines modern coastal living. An open floor plan, 12-foot ceilings, and expansive walls of impact-resistant glass windows and doors create a natural flow throughout the home, blurring the line between indoors and out while capturing the relaxed elegance of island life. A dramatic natural rosewood floating staircase serves as a sculptural centerpiece, leading to the main living level where modern design and functionality converge. The living area is anchored by a 100-inch electric floating wall and linear fireplace, creating a striking focal point for both everyday living and entertaining. Modern LED lighting, integrated throughout the interior and exterior, enhances the home’s clean architectural lines and evening ambiance. The open-concept kitchen is sleek and refined, featuring premium appliances, a natural gas cooktop, contemporary cabinetry, and generous prep and gathering space—ideal for entertaining or relaxed daily living. The primary suite is a tranquil retreat, highlighted by a spa-inspired bath with LED anti-fog mirrors, a 74-inch soaking tub, and a walk-in closet, along with direct access to outdoor living. Three additional guest suites are thoughtfully designed to offer comfort, privacy, and flexibility. One of the home’s most distinctive features is the private balcony with spa-style hot tub, offering views to both the front and rear of the home—perfectly positioned for morning relaxation, evening unwinding, or enjoying coastal breezes after a day at the beach. The property also offers ample room to add a pool, allowing for future customization of the outdoor living experience. Elevated and thoughtfully constructed in accordance with current building standards, the residence offers peace of mind without compromising design. Beneath the home, an exceptionally expansive garage and storage level accommodates 12 or more vehicles, a rare and highly sought-after feature on Siesta Key. This level also includes a separate flex room with an overhead door that opens directly to the backyard, ideal for a private home gym, wellness studio, hobby space, or additional entertaining area. Just a short stroll away, a charming neighborhood beach at Big Pass provides a front-row seat to boats gliding through the pass and colorful sunsets each evening—a hidden gem that captures the unique coastal energy of the north end of Siesta Key. This is a compelling opportunity for buyers seeking a move-in-ready modernist home on Siesta Key’s coveted north end—where convenience, coastal beauty, and architectural sophistication come together, and where the beach, boating, dining, and Sarasota’s vibrant cultural scene are all within easy reach. A refined blend of modern design, prime location, and lifestyle flexibility, this residence delivers an exceptional Siesta Key experience.

3939 Higel Avenue, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

$7,500,000

4 Beds ⋅ 5 Baths ⋅ A4675182 MLS

A timeless coastal estate with an air of refined European elegance, this gated waterfront residence on the protected deep waters of Cocoanut Bayou harmonizes classic architecture with thoughtful modern enhancements. Newly updated with wide-plank white oak engineered hardwood flooring and a gleaming white kitchen featuring new pearl quartz countertops and a Zellige tile backsplash, the home offers an elevated, move-in-ready experience for buyers seeking both luxury and serenity on Siesta Key. Step through custom arched double doors into a luminous grand foyer with 12-foot ceilings and beautifully crafted architectural details that introduce the home’s balance of scale, sophistication, and warmth. The soaring central living room, with its 24-foot ceilings, new hardwood floors, and expansive terrace, sets the tone for both intimate gatherings and grand entertaining. A sweeping 48-foot waterfront terrace extends the full width of the home, creating a captivating outdoor living space with room for dining, lounging, and enjoying breezy evenings by the stone fireplace. Inside, the newly refreshed gourmet kitchen shines with exceptional professional-grade appointments, including two Sub-Zero refrigerators, Wolf cooking equipment, two Miele dishwashers, Sub-Zero freezer drawers with ice maker, an oversized island, a casual dining area with French doors to the terrace, and an outdoor kitchen featuring a Wolf grill. The adjoining bar/butler’s pantry is well equipped with a 150-bottle, dual-temperature zoned Sub-Zero wine refrigerator and built-in Sub-Zero icemaker, along with additional glass-front cabinetry to display your treasured items. The kitchen flows effortlessly into a waterfront grand living room with five sets of French doors opening onto the terrace, for seamless indoor/outdoor living, and an elegant formal dining room for special occasions. On the opposite wing, you will find a handsome library/office, a home gym, and a large family room with serene water views and French doors to the terrace. A recently upgraded powder room and two large storage closets complete this level. The private second level, accessed by a sweeping staircase or the commercial-grade elevator, features four generous bedroom suites with walk-in closets, spa-inspired baths, and engineered hardwood flooring. The primary suite, a serene retreat, offers a gas fireplace, an expansive private terrace with bayou and bay views, the perfect spot to see incredible sunrises, and a luxurious marble bath with soaking tub, dual vanities, a large dual shower, and a built-in Sub-Zero mini-fridge. Spacious dual custom closets and a dressing area with a vanity complete the space. Boaters will appreciate the deep-water dock with direct access to Sarasota Bay and the Gulf of Mexico. Additional features include a second-floor laundry with a new Samsung washer and dryer, a 12-car garage, a whole-house sound system, impact-resistant windows and doors, concrete construction, state-of-the-art security, 4 HVAC units (one recently installed), and mature tropical landscaping that provides privacy and a true sense of retreat. A private community beach offers the rare opportunity to enjoy Siesta Key’s renowned white sands moments from home. Ideally located near Siesta Key Beach, Siesta Village, and vibrant downtown Sarasota, this exceptional estate combines architectural beauty, modern updates, and an enviable waterfront setting—offering a lifestyle entirely its own.

4205 Higel Avenue, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

$979,900

A4675479 MLS

Some spend years searching for the perfect spot. This is it. A rare buildable lot on Bay Island—known as the gateway to Siesta Key, this intimate 169-home neighborhood at the northern tip of Siesta Key, surrounded by deep turquoise waters and just minutes from everything that makes Sarasota legendary. With Lush mature landscaping that frames the property, create the coastal estate you've always envisioned. Just steps away from America's #1 beach, with Siesta Key's famous powdered sugar-like quartz sand, as well as a Quick drive across the north bridge to downtown Sarasota's world-class dining, arts, and culture or for a trip to St. Armands Circle for a bit of shopping just over the Ringling Bridge. This location truely has it all. Why Bay Island? This isn't just a lot. It's your blank canvas on a barrier island where homes rarely turn over and vacant land is almost unheard of. Picture your custom-designed retreat—morning coffee on a sun-drenched lanai, evening walks to the beach, and weekend cruises. Come see all the possibilities

3473 Hamilton Avenue, Siesta Key

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICE. 941-556-2150

6100 Midnight Pass Road Unit 201, Siesta Key

$6,499,000

4 Beds ⋅ 5 Baths ⋅ A4672432 MLS ⋅ Halcyon BLDG.

Under contract-accepting backup offers. Welcome to Residence #201 at Halcyon Siesta Key—a rare opportunity within one of the island’s most exclusive boutique communities. With only six Gulf-front residences, Halcyon offers the ultimate in privacy, luxury, and architectural sophistication. This exquisite coastal retreat blends modern design with relaxed seaside living. Engineered hardwood floors, soft coastal hues, and floor-to-ceiling hurricane-impact windows frame sweeping views of the turquoise Gulf waters. Step off your private elevator into a bright, open floor plan designed for effortless entertaining. The gourmet kitchen features Wolf appliances, a wine fridge, and an oversized island flowing seamlessly into the dining and living spaces. The Gulf-front primary suite is a serene escape with a spa-inspired bath boasting dual vanities, a soaking tub, and a glass-enclosed shower. Two additional guest suites—each with private en-suite baths—offer exceptional comfort, while a versatile den/office provides flexibility for work or an additional bedroom. Unwind on your private Gulf-front terrace, where sunsets and sea breezes set the tone for everyday tranquility. Enjoy direct private beach access and the exclusive front amenity cabin, complete with a fitness center, bathrooms, comfortable lounge area, and an expansive deck ideal for entertaining or relaxing after a day by the water. A private two-car garage and resort-style amenities—including a beachfront pool and fire pit—complete this one-of-a-kind coastal lifestyle!

6100 Midnight Pass Road Unit 201, Siesta Key

Listing courtesy of THE SARASOTA REAL ESTATE COMP.. 941-867-9866

8779 Midnight Pass Road Unit 502H, Siesta Key

$700,000

2 Beds ⋅ 2 Baths ⋅ A4673776 MLS ⋅ 1 BLDG.

A rare top floor opportunity in a quiet corner of Island Reef. Stunning views of Little Sarasota Bay and the Gulf from the always-shaded lanai or balcony where sunrises and sunsets are easily visible this time of year. Renovated from top to bottom, this is one of the few units with "Impact Glass" already installed in the lanai. This is a true turn-key opportunity allows you to move in immediately and start enjoying this little corner of paradise. Kitchen features granite countertops, and the unit includes an in-residence laundry. Furnished and complete with a carport! Island Reef is a serene waterfront community, and one of the few Gulf-to-Bay communities that offers many desirable amenities including a beach, boat docks (lifts allowed), two lit tennis courts, pickleball, two fitness rooms, kayak storage, a library, billiards, a game room, a clubhouse, two heated pools and gas grills. Pet friendly! Tropical gardens enhance the appeal of Island Reef and this wonderful community, conveniently located near two of Siesta Key's popular restaurants. A complimentary trolley provides access to Siesta beach, Siesta Village offering dining, shopping, ice cream, mini donuts, cute brunch spots, dancing, and live music every night of the week.

8779 Midnight Pass Road Unit 502H, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-349-3444

1225 Siesta Bayside Drive Unit 1225B, Siesta Key

$989,000

3 Beds ⋅ 2 Baths ⋅ A4674282 MLS ⋅ Gulf And Bay Bayside BLDG.

Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays.

1225 Siesta Bayside Drive Unit 1225B, Siesta Key

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-954-5454

8773 Midnight Pass Road Unit 102G, Siesta Key

$550,000

2 Beds ⋅ 2 Baths ⋅ A4674136 MLS ⋅ 8773 BLDG.

Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort Complex on South Siesta Key. This rarely available first floor condo offers it's owners the ultimate in convenience with easy parking at the front door. Step out your back glassed lanai to the pool and tennis /pickleball courts, and beautiful courtyard. This 2 bedroom/2 bathroom condo is fully furnished and has been used as a vacation home and part-time rental. The open floor plan has split bedrooms, a glassed lanai, kitchen dinette, inside laundry, and a pass-through kitchen to the Living and Dining area. Recent updates include luxury vinyl plank through-out, and tile floors in the lanai. New area rugs and coastal furnishings create a comfortable, easy-care setting. There is ample storage with full-wall closets in the guest bedroom, a walk-in closet in the Master Bedroom, and a linen and entry closet and large storage room off the foyer. Amenities at Island Reef are second to none. Enjoy a swim or aerobics class in a choice of 2 heated pools. The updated clubhouse can be reserved for personal use and is the site of the many social events. Other amenities include; a game room, library, fitness room, dock, beach frontage, pickleball and tennis courts, shuffleboard, kayak and bike storage and an active social program. There is an inhouse rental program and on-site manager. If you want to head to the Siesta Key Beach, the SK Village, and beyond, you can pick up the free Trolley from the Island Reef Entrance. Walk to Turtles Restaurant or Turtle Beach Park or rent a boat from the nearby Marina. If you have always wanted to live in Paradise, here is your opportunity at a great price! This unit is SOLD AS-IS. The new dock has been completed. There is a short waiting list for those who would want to rent a dock.

8773 Midnight Pass Road Unit 102G, Siesta Key

Listing courtesy of EXP REALTY LLC. 888-883-8509

$8,750,000

4 Beds ⋅ 6 Baths ⋅ A4673215 MLS

Under Construction. Move in before the 2026 holidays. Absolute best value for new construction on N Siesta Key in prime Bay Island location with easy access to downtown Sarasota or Siesta Key Beaches. High quality finishes, 130 ft of water frontage with sailboat water in wide part of the canal and no bridges to the bay. Beautiful floor plan, very desirable builder, Voigt Brothers. This home has awesome water and great details. Walls are up and time to make your selections. Come see for yourself. Call for floor plans and design book or for personal showing

3820 Flamingo Avenue, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

$11,975,000

5 Beds ⋅ 8 Baths ⋅ A4673273 MLS

Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s most respected and sought-after luxury builders. Known for their uncompromising standards, Fortified Gold engineering, and elite coastal construction methods, Dynan Construction Co. has earned a prestigious reputation across Florida for delivering residences that marry innovative design with enduring structural integrity. This home represents a rare level of elevated coastal living, where artistry and engineering come together in flawless harmony. This bay front property’s unique footprint extends across to a deep saltwater canal, allowing unobstructed panoramic Bay views while still providing protected harbor docking—an extraordinary combination rarely found in Sarasota. Just beyond the resort-level pool and terraces, a stretch of private white-sand shoreline delivers a true barefoot-beach experience, steps from your outdoor living spaces. Designed for both grand entertaining and effortless everyday living, the home features a full outdoor kitchen, covered dining pavilion, outdoor shower, and an expansive poolscape that blends seamlessly with the surrounding water and sky. Inside, every surface, finish, and detail has been curated to reflect a standard of luxury that defines Sarasota’s elite design culture—custom millwork, designer lighting, elevated stone selections, and a palette inspired by refined coastal sophistication. The estate plan offers 5 bedrooms, a dedicated office, gym with built in Sauna, plus additional wellness/lifestyle spaces, and thoughtful livability throughout. The primary suite is conveniently located on the main level, offering privacy, water views, and immediate access to the outdoor living areas. Two laundry rooms, an elevator, and multiple flexible-use rooms create convenience for multigenerational living, extended guests, or long-term functionality. Car enthusiasts and coastal adventurers will appreciate the 4-car garage plus a golf cart/motorcycle garage, providing exceptional storage and flexibility. Located just minutes from Siesta Key, this home not only offers immediate access to world-renowned beaches but beyond the waterfront lifestyle, the estate is a short drive to Sarasota’s vibrant cultural scene—from performances at the Van Wezel and Sarasota Opera House to exhibitions at The Ringling Museum. A rare convergence of architectural pedigree, luxury construction, and irreplaceable waterfront setting—this Hidden Harbor estate stands as a defining example of elevated coastal living on Florida’s Gulf Coast.

1290 Hidden Harbor Way, Siesta Key

Listing courtesy of COASTAL RESERVE. 941-586-7736

1260 Dolphin Bay Way Unit 404, Siesta Key

$1,365,000

3 Beds ⋅ 3 Baths ⋅ A4673762 MLS ⋅ 1260 BLDG.

ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.

1260 Dolphin Bay Way Unit 404, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-349-3444

5966 Midnight Pass Road Unit G118, Siesta Key

$1,075,000

1 Beds ⋅ 1 Baths ⋅ A4671884 MLS ⋅ Palm Bay Club BLDG.

Experience breathtaking, panoramic Gulf of Mexico views from this one of a kind penthouse-level residence with direct beach frontage! Located in the coveted Gulf-Front Tower at the Palm Bay Club on Siesta Key! Sitting high above the shoreline, you'll have the opportunity to experience amazing Siesta Key Sunsets like never before! This rare opportunity features a bright, open layout with a welcoming foyer, crown molding, and tile flooring throughout. The spacious kitchen includes granite countertops, trey ceiling detail, breakfast-bar seating, and a direct backdrop of the shimmering Gulf. The utility room adds valuable convenience and storage. Resort-style amenities include private deeded beach access, beach chairs, two heated pools (including one beachside), a large hot tub, barbecue areas, bayside fishing pier, lighted tennis & pickleball courts, fitness center, complimentary WiFi, 24-hour security and more. With excellent rental potential and a 3-day minimum rental program, this residence is ideal as a high-performing investment, seasonal escape, or full-time coastal retreat. Offering the best of both worlds with flexibility to make a nice income while still enjoying it personally. The onsite rental management provides an effortless, hands-off experience. Enjoy the island lifestyle just minutes from Siesta Key Village’s boutiques and restaurants, and a short drive to Downtown Sarasota’s vibrant arts and dining scene.

5966 Midnight Pass Road Unit G118, Siesta Key

Listing courtesy of HARRY ROBBINS ASSOC INC. 941-924-8346

6518 Midnight Pass Road Unit 209, Siesta Key

$850,000

2 Beds ⋅ 2 Baths ⋅ A4673460 MLS ⋅ House Of The Sun BLDG.

Experience true beachfront living on world-famous Siesta Key. This turnkey-furnished 2-bedroom, 2-bath residence offers an exceptional opportunity to own along Siesta Key’s shoreline, combining Gulf views with impressive short-term rental income potential. Located just steps from the island’s iconic powder-white sand, this inviting condominium is designed for comfort, convenience, and effortless coastal living. Inside, an open and airy layout welcomes you with abundant natural light and luxury vinyl flooring throughout the main living areas. The living room flows seamlessly to large sliders that open to a wonderful 14x7 private patio, the perfect place to relax and take in the stunning views of the Gulf of Mexico. Kitchen features wooden cabinets providing lots of ample storage, a breakfast bar for additional seating, and a functional layout ideal for everyday cooking or hosting guests. The primary suite includes ceramic tile flooring, a private en-suite bath, and ample closet space. Both bathrooms have been updated with new vanities and granite countertops—the primary bathroom offering a standalone shower, while the guest bathroom features a convenient tub/shower combination. Every window and sliders have recently been replaced by association in the last few years This community is one of the few on Siesta Key allowing weekly rentals, paired with a professional on-site rental management team, creating strong income potential while still giving you the freedom to enjoy your own beach retreat. Resort-style amenities elevate the beachfront experience. Enjoy a beach-facing pool and tennis courts, fitness center, rooftop lounge with panoramic Gulf views, and outdoor grilling/bar areas with firepits—everything you need for relaxed days and evenings by the water. Direct beach access places you just steps from the shoreline. Ideally located near Siesta Key Village’s vibrant shops, dining, and entertainment, this residence offers the perfect combination of coastal living, convenience, and investment appeal—an outstanding opportunity to enjoy and share the Siesta Key lifestyle.

6518 Midnight Pass Road Unit 209, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

$3,400,000

5 Beds ⋅ 5 Baths ⋅ A4672889 MLS

NEW PRICE — Waterfront, private, and extensively reimagined for Siesta Key living. Welcome to 8008 Midnight Pass Road, a beautifully updated waterfront retreat overlooking the peaceful waters of Heron Lagoon. Set behind a private gate and surrounded by lush tropical landscaping, this 5-bedroom, 5-bath residence offers 4,190 square feet of refined living space just minutes from Siesta Key’s world-famous beaches. Inside, the home has undergone an impressive transformation with new flooring, fresh interior paint, designer lighting, updated staircase railings, Sonos audio, and integrated smart-home features. At the heart of the home is a completely remodeled kitchen featuring custom cabinetry, quartzite countertops and backsplash, Viking appliances, a custom range hood, dedicated bar area, and Viking ice maker. Expansive living and dining spaces open to a screened lanai overlooking the water, creating an effortless connection between indoor and outdoor living. Outside, enjoy your private pool and spa, covered entertaining areas, refreshed landscaping, basketball court, and direct access to Heron Lagoon from your private dock and kayak/paddleboard launch. Additional improvements include new pool equipment and lighting, lanai screening, exterior paint and lighting, front pavers, entry gate and wall, spray-foam attic insulation, and more. Whether spending the morning paddling the lagoon, relaxing poolside in the afternoon, or heading to the beach for sunset, 8008 Midnight Pass captures the relaxed sophistication of the Siesta Key lifestyle. Extensively updated and move-in ready, this is an opportunity to enjoy waterfront island living without taking on a major renovation.

8008 Midnight Pass Road, Siesta Key

Listing courtesy of EXP REALTY LLC. 800-486-1794

$2,250,000

2 Beds ⋅ 3 Baths ⋅ A4672742 MLS ⋅ Ten35 Seaside BLDG.

Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.

1035 Seaside Drive Unit 404, Siesta Key

Listing courtesy of EXP REALTY LLC. 800-486-1794

5400 Ocean Boulevard Unit 8-05, Siesta Key

$630,000

1 Beds ⋅ 1 Baths ⋅ A4670371 MLS ⋅ Beach Terrace BLDG.

BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.

5400 Ocean Boulevard Unit 8-05, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-349-3444

$590,000

2 Beds ⋅ 2 Baths ⋅ A4671658 MLS ⋅ 137 BLDG.

Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floor residence offers an exceptional blend of quality, comfort, and convenience. The property is ideally situated one block from Siesta Key Village and approximately two blocks from Siesta Beach, providing easy access to the island’s most popular destinations. Ideal for full time, snow birds looking to lease this condo out to renter's for the two month minimum. The residence features two bedrooms and two full bathrooms arranged in an open, functional layout. The spacious living and dining areas flow seamlessly into a thoughtfully renovated kitchen appointed with solid-surface countertops, modern cabinetry, and stainless-steel appliances. Finishes and flooring throughout the home have been carefully selected to create a clean, contemporary aesthetic that complements its coastal setting. The primary suite includes an en-suite bath and generous closet space, while the guest bedroom is conveniently located near the second full bath. The ground-floor design allows direct access to the assigned parking space for added ease. With extensive updates and attention to detail, this residence is move-in ready and designed for practical, comfortable living. Villa Navarra is a well-maintained, low maintenance community of just sixteen units surrounded by tropical landscaping and a relaxed island atmosphere. Residents enjoy convenient access to the free Siesta Key trolley and can easily walk to Siesta Key Village, offering a wide variety of local dining, shopping, and entertainment options. The renowned quartz sands and turquoise waters of Siesta Beach are only a short stroll away. This property is well-suited for a full-time residence, seasonal getaway, or long-term rental investment. Its location, quality, and turnkey condition make it a rare opportunity to enjoy the Siesta Key lifestyle within a private and beautifully maintained setting.

137 Avenida Messina Unit 1, Siesta Key

Listing courtesy of LPT REALTY, LLC. 877-366-2213

5855 Midnight Pass Road Unit 420, Siesta Key

$745,000

2 Beds ⋅ 2 Baths ⋅ A4671788 MLS ⋅ Harbor Towers BLDG.

Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel and new water heater. Delight yourself at the HT amenities including heated resort style pools, 3 Har-Tru tennis courts, fitness center, sauna, clubhouse and a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others.

5855 Midnight Pass Road Unit 420, Siesta Key

Listing courtesy of FINE PROPERTIES. 941-782-0000

$4,500,000

6 Beds ⋅ 7 Baths ⋅ A4670896 MLS

Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets.

4136 Roberts Point Circle, Siesta Key

Listing courtesy of KELLER WILLIAMS ON THE WATER S. 941-803-7522

$5,250,000

6 Beds ⋅ 6 Baths ⋅ A4671054 MLS

Pre-Construction. To be built. Pre-Construction Waterfront Estate | The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5.5-bath waterfront estate in the exclusive Sanderling Club on Siesta Key. Set within a private, tropical oasis with direct access to the Intracoastal Waterway, this 4Bedroom/4.5 Bath home to-be-built residence by E/M Custom Homes offers refined craftsmanship, elegant coastal architecture, and a flexible multigenerational design in addition to the existing 2/1 ADU currently on the property that comes Turnkey Furnished to move in ASAP. Come live, boat, and park on property while you build your dream home. The main home to be built features 4 bedrooms and 4.5 baths, while a detached 3-car garage includes a stunning 2-bedroom, 1-bath guest suite with its own deck and water views. Plans are ready to build, or you may bring your own vision to this extraordinary property. Inside, soaring ceilings, open-concept living areas, and panoramic water views create a light-filled sanctuary. The chef’s kitchen boasts premium appliances, custom cabinetry, a large island, and quartz countertops—perfect for entertaining. Retreat to the luxurious primary suite with spa-inspired bath and private terrace overlooking the water. Outdoors, enjoy a resort-style pool and spa, lush landscaping, and private dock with boat lift—ideal for boating, paddleboarding, or sunset cocktails. Multiple covered lanais provide stunning views from every angle. Residents of The Sanderling Club enjoy gated security, tennis and pickleball courts, a historic beachfront clubhouse, and access to the pristine sands of Siesta Key Beach. Whether you seek a full-time residence, seasonal retreat, or investment opportunity, this exceptional waterfront haven offers unmatched privacy, luxury, and lifestyle. 28' Scout Center Console Boat also available for purchase. Land only with existing 3-car garage/2BR ADU also available for purchase. Reference MLS#A4660300

7233 Midnight Pass Road, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

6144 Midnight Pass Road Unit 2N, Siesta Key

$1,649,000

2 Beds ⋅ 2 Baths ⋅ A4668144 MLS ⋅ North Building BLDG.

It's all about THE VIEW and the DIRECT SIESTA KEY BEACH ACCESS!!! This first floor condominium has a FULL GULF VIEW from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You'll walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion or water damage to this unit in past storms, as several steps up from the level of the beach sand make it elevated! Or use the ramp for easy luggage access. The windows and doors are all wind/impact-rated, so you'll have peace of mind and a quieter home. All the floors are tile for easy care. The kitchen and bathrooms have been updated, including solid surface/granite counters and the elegant tiled showers. Furnishings and appliances were updated last year. This unit is move-in ready, or you can continue to rent it with a 3-night minimum for instant income (approximately $80,000 annual income after paying rental mgmt expenses). On-site management is available for all your needs. The landscaping has been refreshed, there are new tables and chairs for outdoor dining or games. Beach chairs and lounges are provided, as well as shade under the condo's cabanas on the beach. Grills, shuffleboard, and corn-hole games await you in the center greenway. The community Pool is Heated for your year-round enjoyment. On the occasional rainy day, you'll enjoy the games in the club room (billiards, foosball, board games and puzzles). If you want to explore the Siesta Key Village shops, restaurants or nightlife, or explore Turtle Beach, just hop on the free trolley or other free ride-shares. A 20-minute drive will take you to downtown Sarasota, including shops, restaurants, access to off-shore fishing or tour boats, opera, symphony, art museum, ballet, and live theater. With easy access to I-75, airport, colleges, Lifelong Learning, wine and spirits-tastings, and multiple parks and the Legacy Trail for biking, jogging, or skating, Sarasota and Siesta Key have it all! This condo is your key to the fun, so bring your toothbrush & swim suit and ENJOY IT ALL!

6144 Midnight Pass Road Unit 2N, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-349-3444

5880 Midnight Pass Road Unit 906, Siesta Key

$1,100,000

2 Beds ⋅ 2 Baths ⋅ A4670194 MLS ⋅ Casarina BLDG.

Seller said bring us an offer on this already reduced, best priced unit in Casarina. This Top-floor unit is just steps away from the world-famous Siesta Key Beach and offers all the comforts of home. The interior has been tastefully updated and is being sold furnished. This floor plan offers a spacious living/dining combination area and an expansive enclosed patio where you can enjoy evening sunsets. The kitchen has newer cabinets and updated appliances. The 17-by-12-foot primary bedroom has also been updated with luxury vinyl flooring and plantation shutters, and is large enough to accommodate a small work space with desk. The primary bath has new vanities, mirrors, lighting and flooring. Casarina has seven acres of newly planted tropical landscaping and 200 feet of private beach. The main lobby has recently been updated and is a welcoming space to greet your visitors. Spend your days swimming in the heated pool, soaking in the spa, playing tennis, pickleball, basketball or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby and an on-site manager, everything you need is right here. Enjoy being close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining and world-class healthcare. This is your chance to own and live the Beach Life in beautiful Sarasota. Owner has paid all the present assessments for the new upgrades to the property and building.

5880 Midnight Pass Road Unit 906, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

915 Seaside Drive Unit 607, Weeks 14-15, Siesta Key

$54,900

3 Beds ⋅ 3 Baths ⋅ A4668669 MLS ⋅ Hyatt Residences On Siesta Key BLDG.

Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.

915 Seaside Drive Unit 607, Weeks 14-15, Siesta Key

Listing courtesy of DOUGLAS ELLIMAN. Lena White

$3,295,000

4 Beds ⋅ 4 Baths ⋅ A4668457 MLS

Virtually Staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water’s edge. At the heart of the home lies a state-of-the-art culinary haven. The chef’s kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you’ll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.

1253 N Basin Lane, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

5400 Ocean Boulevard Unit 9-4, Siesta Key

$874,000

1 Beds ⋅ 1 Baths ⋅ A4668312 MLS ⋅ Na BLDG.

Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the quintessential Siesta Key lifestyle — world-famous white quartz sand at your feet, the sparkling aqua Gulf stretching to the horizon, and the energy of Siesta Key Village just a short stroll away. The panoramic views here are genuinely extraordinary. From the pristine beach below to the glittering skylines of downtown Sarasota and Longboat Key in the distance, every glance outward is a postcard moment. At night, the twinkling lights of the village and city skyline transform the backdrop into something truly magical — widely regarded as one of the finest views on Siesta Key. Three private balconies ensure there is always a perfect perch for morning coffee, evening sunsets, or simply savoring the coastal scenery throughout the day. Inside, dual sliding glass doors flood the living area with natural light while framing those sweeping Gulf views. The tiled foyer flows seamlessly into a well-appointed kitchen, and the dining area offers ample space to entertain with a backdrop that will leave guests speechless. Resort-style amenities complete the picture: an elevated heated saltwater pool, community room, and the security of a gated community — all just steps from your private beach access. This is Siesta Key living at its finest — Gulf-front, gated, walkable, and priced to sell.

5400 Ocean Boulevard Unit 9-4, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-349-3444

$550,000

2 Beds ⋅ 2 Baths ⋅ A4664460 MLS ⋅ Sunset House BLDG.

One or more photo(s) has been virtually staged. Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere GULF FRONT property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders with shades. One set of sliders opens into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. This second enclosed lanai would make a great office or den, art studio, or even a third bedroom. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.

225 Hourglass Way Unit 103, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-349-4411

7401-A Midnight Pass Road Unit A, Siesta Key

$1,190,000

A4666934 MLS

….. One Acre of Siesta Key vacant land is almost impossible to find! Here it is, your gateway; the ideal canvas for your dream property, a homesite simply unique in its size and its location, offered at an exceptional price. This rare piece of land is just 0.7 miles south of Stickney Point bridge, across from the renowned Sanderling Club. With 175 ft of street frontage and a depth of 244 ft along Port Lane, this expansive parcel (± 1 Acre/42,677sq ft) gives you a generous building footprint, the coveted opportunity of privacy, of serenity in the middle of it all. Build your custom dream home and still have plenty of room to design your private driveway and your tropical Florida yard. Bonus: Easement with Bay/Dock access. Once the easement is cleared you can take a short stroll to your private dock which extends 235 ft into the bay waters and at this point is capable of docking jet skis, and kayaks. From there you are just a short ride away from the blue waters of the Gulf. You will enjoy how much ‘Little Sarasota Bay’ is Loving Life since Midnight Pass opened naturally, boasting a visible improvement of water clarity & marine life. Not to forget that All of Siesta Key is right at your front door, the famous powdery Beaches, Crescent & Point of Rocks beach, Turtle Beach, its vibrant villages with its shops, Bars & Restaurants. Take this great opportunity to build your private Siesta retreat, Custom builders in the area are well-versed in designing elevated, contemporary, and Key West–inspired homes to complement this exceptional setting. Bay and/or Gulf Views possible depending on design of home. Call today for a showing and additional information. Lot features: lot has not been cleared, property is populated with Palm Trees & some Australian Pine clumps, typical Florida underbrush, no elevation change throughout this parcel, no wetland. Survey, Topographic map and Soil Test are available.

7401-A Midnight Pass Road Unit A, Siesta Key

Listing courtesy of CHARITY & WEISS INTERNATIONAL LLC. 941-365-0022

$4,250,000

5 Beds ⋅ 5 Baths ⋅ A4663247 MLS

Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?

160 Garden Lane, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-366-8070

$1,000,000

A4663281 MLS

Excellent Development and Investment Opportunity LOT, PLANS and PERMITS have already been city-approved to build a new home on the property located on the coveted north end of Siesta Key just minutes from Siesta Key Beach! Renderings can be found under attachments. Refurbish and renovate the existing property, or tear it down and build your dream home on this prime oversized corner lot.. The preliminary plans are attached for a coastal contemporary elevated three-story home featuring 5 bedrooms, 4 full and 1 half bathrooms, a two car garage, open floor plan, gourmet chef’s kitchen, dining room, a dedicated office, flexible bonus spaces, an elevator servicing all three levels. The outdoor area includes multiple covered lanais and balconies, spaces for entertaining, and a resort-style pool and spa with a sun shelf. Short-term rentals are permitted, allowing flexibility for many investment opportunities such as Airbnb and vacation rentals. Located just steps from Siesta Key’s world-famous beaches and only minutes from Siesta Village dining and shopping, this new construction residence offers the perfect blend of luxury, design, and island lifestyle. This is a rare opportunity to enjoy island life and the best beaches while living in a convenient location within very close proximity to Downtown Sarasota, Southside Village, top restaurants, shopping, hospitals, and entertainment.

160 Garden Lane, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-366-8070

8779 Midnight Pass Road Unit 401H, Siesta Key

$575,000

2 Beds ⋅ 2 Baths ⋅ A4661131 MLS ⋅ Na BLDG.

Under contract-accepting backup offers. ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8779 Midnight Pass Road Unit 401H, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-349-3444

$2,750,000

A4660300 MLS

LIVE, BOAT, PARK while you build your waterfront dream home. ONLY waterfront lot on Siesta Key with Current 2/1 ADU and 3-car garage on property! Premiere boating/waterfront lot opportunity in Sanderling Neighborhood. A rare chance to own one of the most sought-after lots in Sanderling. This private, fenced, waterfront retreat is located directly across from the neighborhood’s gated entrance, nestled in a serene basin leading to the Intracoastal Waterway. Extensive upgrades allow the future owner to enjoy the property immediately or stay on-site while building a custom beach home. Current ADU on property is offered Turnkey Furnished! Direct Waterfront Access ~150 ft of frontage along a private canal connected to the Intracoastal. Shared with only 5 neighboring Sanderling homes for enhanced privacy and exclusivity. New Garage & Apartment (2024) Two-story, block construction featuring a 1,100 sq ft 2BR/1Bath apartment with full kitchen above an oversized 3-car garage—perfect for storing vehicles, kayaks, golf carts, and more. Expansive Lot ±0.6 acre (25,553 sq ft) fenced lot with over 240 ft of frontage. Adjacent to HOA-owned land for added space, privacy, and mature vegetation—lives "like" a 1+ acre compound. Dock & Boat Lift Brand-new dock with a 10,000 lb. lift, ready for Gulf Coast boating and fishing. A 28 ft Scout boat (optional) currently sits on the lift and can be offered under a separate bill of sale. Build-Ready & Custom Plans Available. Lot is fully cleared and prepped for a custom-designed coastal contemporary home (3,300 sq ft, 3BR + Den, 4.5 Bath, pool, lanai, and more). New Build House Plans available or you can work with local Sarasota architects to tailor your dream design. Living in Sanderling means more than simply owning a piece of paradise. The neighborhood offers a suite of exclusive amenities designed for relaxation, recreation, and connection. Residents enjoy exclusive access to the soon to be newly updated Sanderling Beach Club and existing tennis & pickleball Courts: Whether you are an avid player or simply enjoy a casual match with friends, well-maintained courts are available for your enjoyment. This property stands alone in its exceptional array of features and amenities.

7233 Midnight Pass Road, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

6150 Midnight Pass Road Unit V38, Siesta Key

$669,900

2 Beds ⋅ 2 Baths ⋅ A4656918 MLS

Under contract-accepting backup offers. Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment you enter, you'll be welcomed by a bright, open-concept living area with hurricane-impact windows and sliding glass doors that fill the space with natural light and peace of mind. The dedicated dining enclave flows into a chef-inspired kitchen, fully equipped with gleaming, state-of-the-art stainless steel appliances, ideal for preparing both gourmet meals and casual snacks after a day at the beach. Unwind in your private enclosed lanai, where gentle Gulf breezes create a serene backdrop for evening cocktails, before retiring to the villa’s two spacious bedrooms. But the real draw is that, just steps from your door, the Gulf of Mexico’s crystal-clear waters and powdery white sand are mere moments away. Whether you decide to spend the day lounging in private beach cabanas or indulging in the Island House’s other resort-style amenities, like year-round swimming in the nearby heated pool, preparing the day's fresh catch on the outdoor grills, or challenging friends in the game room or on the beachfront shuffleboard courtyard, every day feels like a vacation. Beyond the complex, endless adventure awaits. Tee off at nearby golf courses, comb one of the many nearby beaches for shells and shark teeth, go hiking or birding in one of the areas fabulous preserves and state parks, or get out on the water boating, fishing, kayaking, or flying high on a parasailing excursion; Then take the afternoon to explore vibrant local shops, acclaimed restaurants, and the charming art galleries of Siesta Key Village, Gulf Gate, and downtown Sarasota. Whether you’re seeking a luxurious personal retreat or a high-demand managed vacation rental for your investment portfolio, this villa offers unparalleled value and an enviable coastal lifestyle. Opportunities like this are scarce, so schedule your private tour today and make your dream a reality! A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

6150 Midnight Pass Road Unit V38, Siesta Key

Listing courtesy of KW COASTAL LIVING III. 941-900-4151

6308 Midnight Pass Road Unit 6, Siesta Key

$995,000

2 Beds ⋅ 2 Baths ⋅ A4657483 MLS ⋅ Unit 6 BLDG.

PROVEN SIESTA KEY INCOME PROPERTY – 2026 IS SHAPING UP TO BE ONE OF ITS BEST RENTAL YEARS YET Own a turnkey, income-producing villa in Crescent Arms, a gated beachfront community with private beach access to world-famous Siesta Key Beach. This renovated two-bedroom, two-bath home has a proven vacation rental track record with strong year-round bookings, and this year is on track to be one of its strongest. Weekly rentals allowed (one-week minimum). Rental income history is available to qualified buyers through the listing agent. THE HOME The open-concept layout flows easily from kitchen to dining to living, ideal for guests and everyday living alike. The kitchen features quartz countertops, stainless steel appliances and island seating. Both bathrooms have been updated with spa-style finishes, including a walk-in shower. Step outside to a private courtyard patio for morning coffee, grilling or unwinding after a day on the sand. THE COMMUNITY With onsite management and private beach access, Crescent Arms makes ownership simple whether you rent it full time, enjoy it yourself, or do both. The community pool adds to the guest experience and keeps bookings strong. Sold turnkey – start earning from day one, or make it your own coastal retreat.

6308 Midnight Pass Road Unit 6, Siesta Key

Listing courtesy of KELLER WILLIAMS ON THE WATER S. 941-803-7522

5600 Beach Way Drive Unit 201, Siesta Key

$550,000

2 Beds ⋅ 2 Baths ⋅ A4654536 MLS ⋅ 5660 BLDG.

MAJOR PRICE IMPROVEMENT — SELLER SAYS BRING ALL OFFERS! What if "going to the beach” meant grabbing your flip-flops, walking across the street, and sinking your toes into the powdery-white sand of Siesta Key? Morning walks along the shoreline, afternoons by the pool, sunset strolls with your toes in the Gulf, and dinner and drinks in the Village as part of your everyday routine. Welcome to Beach Way unit 201. Perfectly positioned, this unit offers a coveted peek of Siesta Key’s white quartz sand and charming glimpses of beachgoers settling in for another day in paradise, offering you the world-renowned Siesta Key lifestyle quite literally just outside your door. This second floor and fully furnished 2-bedroom, 2-bath second-floor condo presents an incredible opportunity to own your own piece of one of Florida’s most celebrated barrier islands. Step inside and immediately feel the light, relaxed coastal atmosphere. The open-concept kitchen flows naturally into the dining and living areas, creating a space that's as special as it's location. Slide open the doors to your private screened lanai and enjoy glimpses of the Gulf while overlooking the community’s heated pool, maintained at 85 degrees year-round. Morning coffee here may quickly become your favorite part of the day. Both bedrooms feature walk-in closets, offering plenty of storage for everything from beach bags and paddleboards to your everyday essentials. This condo is move-in ready, making it easy to begin enjoying island life from day one, whether you envision a full-time residence, seasonal escape or vacation retreat. Looking for flexibility when you’re away? Beach Way allows a minimum lease period of one month, up to twelve times per year, providing potential rental-income opportunities. A rental pro forma is available for additional information. The community itself makes island living refreshingly easy. Residents enjoy a heated pool, community room with full kitchen, picnic and grilling areas, elevators, laundry facilities on each floor and a personal storage unit. Your deeded covered carport is conveniently located just steps from your front door. The well-maintained building has also benefited from several notable improvements, including a new roof in 2020, updated elevator installed in 2019, re-plumbed stacks completed in 2018 and new vinyl fencing added in 2021. A quarterly condominium fee includes access to community amenities, pest control, basic cable, water and sewer, grounds maintenance, weekend on-site maintenance and community insurance. But the real luxury here may be the lifestyle. Start your morning walking Siesta Key’s shoreline or joining beach yoga as the island wakes up. Spend the afternoon paddleboarding, floating in the Gulf or lounging poolside. Catch one of Siesta Key’s famous sunsets before heading into the Village for dinner, live music, shopping or a cocktail. On Sundays, wander over to the drum circle and watch the beach come alive as the sun disappears over the water. When you feel like venturing beyond the island, Downtown Sarasota, St. Armands Circle, the Ringling Bridge, Sarasota’s cultural attractions, top-rated medical facilities, SRQ International Airport and University Town Center are all within convenient reach. Beach across the street. Pool outside your window. Siesta Key sunsets whenever you please. Don’t let another season pass without owning your own slice of paradise. Schedule your private showing today.

5600 Beach Way Drive Unit 201, Siesta Key

Listing courtesy of WILLIAM RAVEIS REAL ESTATE. 941-894-1255

$5,685,000

5 Beds ⋅ 7 Baths ⋅ A4651663 MLS

Under contract-accepting backup offers. Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.

5132 Jungle Plum Road, Siesta Key

Listing courtesy of DOUGLAS ELLIMAN. Lena White

6713 Midnight Pass Road Unit 4, Siesta Key

$330,000

1 Beds ⋅ 1 Baths ⋅ A4651929 MLS ⋅ Na BLDG.

Under contract-accepting backup offers. BACK ON THE MARKET, FINANCING FELL THROUGH. Looking for your piece of paradise? This fully furnished one-bedroom, one-bath unit is near Siesta Key's stunning beaches. Just bring your clothes and toothbrush. Ideal for snowbirds, investors, or those seeking island life. Conveniently located near the Village of Siesta Key's amenities. Brand new A/C May 2026.

6713 Midnight Pass Road Unit 4, Siesta Key

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

$2,900,000

4 Beds ⋅ 4 Baths ⋅ A4650032 MLS

Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously transformed by the renowned Nautilus Homes, this home boasts an open floor plan with soaring high ceilings, making it the perfect space for both relaxation and entertaining. Every inch of the property has been updated with the finest finishes and state-of-the-art features, including: Gourmet Kitchen with new appliances, Impact-Resistant Windows for peace of mind, New 17KW Solar System with backup generator, keeping your electric bill at an incredibly low $20-$30 month, New Boat Lift Motors and a private dock, perfect for boating enthusiasts, Saltwater Pool System and spa, enclosed in a serene, waterside cage for privacy, Custom Treehouse for a fun and unique retreat, Whole House Water Conditioner and new water heater, Two New A/C Units ensuring year-round comfort and a Xeroflood water barrier system has been installed. Natural light pours into every room, highlighting the spacious living areas and creating an inviting atmosphere throughout. The sumptuous Primary Suite offers a private sanctuary, featuring views of the lush tropical surroundings. Step outside to your own private oasis where you can unwind by the pool, entertain in style, or take your boat out for a sunset cruise – all right in your backyard. With Siesta Key's famous restaurants, shops, and nightlife just moments away, you’ll have everything you need to experience the best of island living. This is a rare opportunity to own a piece of paradise on Palm Island, where the ultimate lifestyle meets extraordinary design and function.

238 Island Circle, Siesta Key

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-954-5454

5920 Midnight Pass Road Unit 406, Siesta Key

$1,200,000

2 Beds ⋅ 2 Baths ⋅ A4649118 MLS ⋅ Tower Building BLDG.

Under contract-accepting backup offers. PRICE DROP!! NOW A BEST BUY! TOWER RESIDENCE IN SARASOTA SURF AND RACQUET CLUB is a best buy for HUGE RENTAL INCOME and Siesta favorite for family vacations! 2BR/2BA in a Gulf & Beach Front Community – Resort Style Amenities – Proven Vacation Rental – MOVE IN READY - Enjoy the island lifestyle in one of Siesta Key’s most desirable beach front communities, located directly on Crescent Beach, the powdery white sand shoreline that makes Siesta Key world-famous. This beautifully appointed 4th-floor residence in the sought-after Tower Building offers convenient access to the pool and beach, making it a favorite for owners and vacation guests alike. Expansive windows invite natural light and offer a Gulf view, creating a bright and inviting coastal retreat. Interior highlights include: Luxury vinyl plank (LVT) flooring throughout; Granite kitchen countertops; Split-bedroom floor plan for added privacy; Open living and dining areas designed for relaxed beach living. Residents and guests enjoy private access to Siesta Key’s Crescent Beach along with exceptional on-site amenities: Two heated swimming pools; Beachside & poolside BBQ grills; Fully equipped fitness center; Four pickleball courts; Three tennis courts (including two Har-Tru clay courts - the only resort clay courts on Siesta Key); On-site rentals for cabanas, tents, umbrellas & beach equipment. With a three-night minimum rental policy and professional on-site rental management, this condo offers exceptional opportunity in one of Siesta Key’s most recognized beachfront communities. Ideal as a personal beach retreat, full time residence or a high-demand vacation rental. Offered fully furnished, ready for immediate enjoyment, this residence delivers the Siesta Key lifestyle.

5920 Midnight Pass Road Unit 406, Siesta Key

Listing courtesy of COLDWELL BANKER REALTY. 941-366-8070

$16,000,000

5 Beds ⋅ 5 Baths ⋅ A4643281 MLS

A newly completed Gulf-front estate of exceptional caliber, this architectural triumph by Murray Homes redefines modern coastal luxury on Siesta Key. Poised on a rare 0.56-acre Gulf-front parcel with 90 feet of private shoreline, the residence commands uninterrupted, cinematic views of the Gulf of Mexico from its elevated vantage point. Masterfully designed with approximately 5,500 sq. ft. of refined living space—plus an additional 2,600 sq. ft. of recreational space—the home blends sculptural contemporary lines with warm natural textures, creating an atmosphere of effortless sophistication. Floor-to-ceiling glass invites the horizon inward, illuminating a grand great room anchored by a sleek fireplace and framed by the endless blues of sea and sky. The gourmet kitchen is a showcase of craftsmanship, featuring a statement island, walk-in pantry, wine refrigeration, and built-in coffee system. Smart-home integration, designer lighting, and a whole-house generator ensure the highest level of comfort and resilience. Resort-style outdoor living unfolds across multiple Gulf-facing terraces, where an infinity-edge pool with beach shelf, heated spa, summer kitchen, and lounge areas create a private sanctuary for relaxation and entertaining. Upstairs, a vaulted lounge with beverage center offers a dramatic perch for sunset viewing, while four en-suite guest suites—many with sweeping Gulf vistas—provide luxurious accommodations. The primary suite is a serene retreat with a spa-inspired bath featuring a soaking tub, oversized shower, and dual vanities. Additional features include a 4-car garage, dedicated golf cart/kayak garage, elevated construction, and a secluded location on one of Siesta Key’s most coveted Gulf-front streets. A rare opportunity to own a newly built, design-forward coastal estate with private beach access and world-class views—an extraordinary expression of Gulf-front living.

7324 Point Of Rocks Road, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-349-3444

$1,375,000

A4646827 MLS

Rare Opportunity on Siesta Key – Expansive Corner Lot with Private Beach Access! CLEARED LOT READY TO BUILD ON! Unlock the potential of this over ¾-acre corner lot with private beach access, nestled on the world-renowned Siesta Key! This is truly a once-in-a-lifetime chance to secure one of the largest privately owned parcels on Siesta Key. The home on the property has been cleared and now the lot is ready for you to build your dream coastal retreat in one of Florida’s most sought-after locations. Imagine stepping out your front door and strolling mere moments to your private pedestrian bridge, leading directly to your exclusive slice of Siesta Key beach frontage—a luxury that few can claim. With nearly 37,000 square feet of prime land, the possibilities for creating your ultimate island compound are endless. Design a grand estate, complete with a sprawling main residence, guest house, resort-style pool, and even a pickleball court—all just steps from the sand. Tucked away in a hidden gem of a community, this property is part of an exclusive enclave of only 13 homes along the tranquil Heron Lagoon, offering a rare sense of privacy and serenity. Residents here enjoy private beach access just steps from their front doors, making this one of Siesta Key’s best-kept secrets. Located on the peaceful south end of the island, this serene enclave offers a tranquil retreat away from the crowds while keeping you just minutes from Siesta Key Village, world-class dining, boutique shopping, and the south bridge to the mainland. Whether you're a visionary builder or a discerning buyer seeking to craft a legacy estate, don’t let this extraordinary opportunity slip away—schedule your private tour today!

8555 Heron Lagoon Circle, Siesta Key

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

$2,724,500

4 Beds ⋅ 4 Baths ⋅ A4646820 MLS

Pre-Construction. To be built. Rare Opportunity on Siesta Key – Expansive Corner Lot with Private Beach Access + Custom Coastal Estate by SeaSafe Homes. A truly rare opportunity to build your dream home on one of the largest privately owned parcels on Siesta Key. Situated on an expansive over ¾-acre corner lot with nearly 37,000 square feet, this exceptional homesite offers private beach access via an exclusive pedestrian bridge leading directly to your own slice of Siesta Key’s sugar-sand shoreline. Located within an intimate enclave of only 13 homes along Heron Lagoon with shared neighborhood access to your private beach. This hidden gem offers unmatched privacy, serenity, and exclusivity on the south end of the island, while remaining just minutes from Siesta Key Village. Featured here is the Wave Crest Model by SeaSafe Homes, thoughtfully designed for elevated coastal living. Built for luxury and resilience, this home features a superior 2x12 floor system and 2x6 wall construction, engineered to withstand winds up to 180 MPH, exceeding typical coastal building standards and providing peace of mind. With advanced off-site construction methods, build time can be reduced by up to 75%, minimizing weather-related construction delays and allowing you to enjoy your new home sooner. The thoughtfully designed floor plan offers 4 bedrooms, 3.5 bathrooms, and an open-concept layout ideal for full-time living, seasonal enjoyment, or luxury rental potential. The spacious kitchen flows seamlessly into the living and dining areas and includes a large walk-in pantry and extended island, perfect for entertaining. The primary suite features direct porch access, a spa-inspired bath and walk-in closet. A secondary en-suite bedroom with optional private exterior entrance offers ideal flexibility for guests or lockout rental use. Every SeaSafe home also includes energy-efficient sealed systems and upgraded insulation as standard, combining strength, efficiency, and thoughtful design. Whether you envision a legacy family estate, luxury island getaway, or investment opportunity, this extraordinary homesite paired with a premier coastal build offers a once-in-a-lifetime chance to own something truly special on Siesta Key. Private tours, lot walks, and builder consultations available upon request. Photos show a completed home in Indian Rocks Beach for illustration purposes only. Actual home, finishes, selections, and features may vary.

8555 Heron Lagoon Circle, Siesta Key

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

$895,000

A4644322 MLS

Have you ever built a bonfire on the beach and had 50 of your closest family and friends over for a beach party? This happens no where else on Siesta Key. Residents in the neighborhood enjoy the unique privilege of crossing Heron Lagoon via a private bridge to the sands of Siesta Key beach. There’s a cabana for storing your beach chairs, kayaks and water toys. It’s a one minute walk from your front door to the bridge and another minute to cross it! Here's an opportunity to build your dream home on a pristine, oversized lot nestled on the quiet end of Siesta Key. This exceptional lot offers unparalleled privacy, lush natural surroundings on an expansive corner parcel. Only minutes to restaurants, a marina to house your boat, and beautiful Turtle Beach where you can walk to newly opened Midnight Pass. The previous structure has been removed, and a clean slate is waiting for your vision. Use the Showing Time button to schedule your visit today.

8504 Heron Lagoon Circle, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-951-6660

$3,250,000

4 Beds ⋅ 4 Baths ⋅ A4643229 MLS

Under Construction. A rare opportunity to own a beautifully crafted custom home on Siesta Key by Nutter Custom Construction. This stunning custom residence is now nearing completion, with anticipated delivery in September 2026. Every detail has been thoughtfully curated to deliver an exceptional luxury living experience. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. The private backyard oasis features a beautiful pool and lush surroundings for year-round enjoyment. Located just minutes from Siesta Key’s world-famous beaches, as well as the vibrant shopping and dining options in The Village, this is a unique opportunity to personalize your dream home during this phase of construction. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes.

4903 Commonwealth Drive, Siesta Key

Listing courtesy of NCC PROPERTIES LLC. 941-924-1868

$8,000,000

8 Beds ⋅ 9 Baths ⋅ A4635010 MLS

Investor's Dream - Short term rentals allowed here at this amazing Siesta Key home. Designed specifically to cater to large groups, this brand new home comes fully furnished and ready to produce an impressive income. Just steps away from Siesta Key's public beach access onto Crescent Beach, all the boxes are checked here. 8 bedrooms, all en suite with 8 bathrooms and a powder room too. Amazing resort style pool & spa boasting a rain/waterfall feature and impressive outdoor living. Luxury finishes are seen throughout such as an elevator, high end appliances, solid wood cabinetry, stone surfaces, bar, oversized island, and more!

7007 Point Of Rocks Road, Siesta Key

Listing courtesy of OWN SRQ LLC. 941-400-4084

$2,350,000

3 Beds ⋅ 4 Baths ⋅ A4628363 MLS

Virtually Staged. Welcome to 5331 Siesta Cove Drive, a distinctive Siesta Key residence offering exceptional space, privacy and architectural character on a generous 0.34-acre corner lot. Elevated approximately 11 feet, this impressive 3-bedroom, 3.5-bath home offers 3,795 square feet of living space, a 3-car garage and a private heated pool with outdoor kitchen. From the moment you arrive, the home's striking Mediterranean-inspired architecture makes a statement, highlighted by its distinctive European copper domes and substantial elevated construction. Inside, soaring ceilings, abundant natural light and expansive living areas create an impressive sense of scale and openness. The spacious kitchen features stone countertops, generous cabinetry and a large breakfast area, while the open living and dining spaces provide an ideal setting for both everyday living and entertaining. The primary suite is generously proportioned with an en-suite bath, while two additional bedrooms provide flexibility for family, or guests. Outside, enjoy your own private retreat with a heated pool, and outdoor kitchen. The oversized corner lot provides a level of space and privacy that is increasingly difficult to find on Siesta Key. Located in the desirable Siesta Cove community, this property offers the opportunity to enjoy the Siesta Key lifestyle while having the space, elevation, privacy and amenities of a substantial single-family residence. Just minutes from the world-renowned beaches, dining, shopping and everything that makes Siesta Key one of Sarasota's most sought-after destinations. For buyers seeking a Siesta Key home with substantial living space, a large lot, distinctive architecture and room to make the property their own, 5331 Siesta Cove Drive presents a rare opportunity.

5331 Siesta Cove Drive, Siesta Key

Listing courtesy of LOKATION. 954-545-5583

$1,299,000

A4633094 MLS

A 2-minute walk across your private footbridge to secluded beach access, this 12,684-square-foot homesite in Heron Lagoon offers a rare opportunity to build a striking modern coastal residence in one of Siesta Key’s most intimate waterfront communities. To bring the vision to life, custom 3D renderings have been created showcasing an elevated design featuring clean architectural lines, expansive windows, natural stone accents, and seamless indoor-outdoor living. The proposed concept highlights a dramatic two-story façade, covered lanai spaces, and lush tropical landscaping — all thoughtfully designed to complement the tranquil lagoon setting. The existing $80,000 resort-style pool remains in place and is ideally positioned for integration into a new custom build, offering a head start on creating your private island retreat. Nestled along a serene waterway, the property provides direct access to kayaking, paddleboarding, fishing, and birdwatching — all just moments from Siesta Key’s world-renowned quartz-crystal beaches. Residents enjoy the rare privilege of private bridge access and a short stroll to beachside cabanas. The property is offered with the opportunity to build with Yoder Homes, including the option of The Oceana from their exclusive ISLAND SERIES — a thoughtfully designed elevated residence created specifically for Siesta Key’s coastal conditions and sustainability standards. Buyers may also collaborate with the design center to tailor every finish and detail to their personal vision. With panoramic lagoon views, vibrant Gulf sunsets, and the best of Siesta Key’s boutique shops and coastal dining just minutes away, this property offers the ultimate blank canvas for a one-of-a-kind island oasis.

8534 Heron Lagoon Circle, Siesta Key

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

$1,399,000

A4620705 MLS

This is an exceptional opportunity to develop your custom home in an exclusive gated waterfront community just a few minutes from Siesta Key Beach, world-famous for its white powdery quartz sand. This elevated large private lot comes with a deeded boat slip on the bay, offering luxury indoor and outdoor living and a high-quality lifestyle. This is the last available lot in Space Bay, one of the newest waterfront communities in Siesta Key. There are only 13 multimillion-dollar homes in total. It is an excellent neighborhood with a vacation vibe, fine and casual dining within minutes. The proximity to the south bridge of Siesta Key provides fast in-and-out access to the mainland. Architectural plans are available but optional.

Sharswood Lane, Siesta Key

Listing courtesy of HORIZON REALTY INTERNATIONAL. 941-238-0953

84 Avenida Veneccia Unit 202 & 203, Siesta Key

$7,950,000

4 Beds ⋅ 5 Baths ⋅ A4608628 MLS ⋅ 89 Beach BLDG.

Virtually Staged. Experience luxury living at its finest in this breathtaking one-of-a-kind new construction condominium nestled directly on the pristine shores of world famous Siesta Beach. Spanning over 6200 square feet, this exclusive residence offers unparalleled opulence and panoramic views of the azure waters and fiery sunsets. Elegance meets convenience with a private elevator whisking you to your sanctuary above. Park your collection of vehicles effortlessly in the expansive 4-car garage before ascending to your private oasis. Step out onto expansive covered balconies to savor the sea breeze and soak in the mesmerizing vistas. Entertain with flair in the rooftop pool area, complete with a firepit for cozy gatherings under the stars. Your own private beach cabana beckons for tranquil moments by the water's edge, while the gated entrance ensures utmost privacy and security. Indulge in the ultimate relaxation within the heart of Siesta Village, where world-class dining and boutique shopping await a mere two blocks away. Retreat to the comfort of your home office or unwind in the bonus/game room after hosting guests in one of the three en suite guest bedrooms, each offering unparalleled comfort and privacy. Luxuriate in the gulf-front master suite, adorned with ceiling-to-floor windows framing the endless ocean vistas. This is a rare opportunity to own a slice of paradise on iconic Siesta Key, where every amenity and indulgence awaits at your doorstep.

84 Avenida Veneccia Unit 202 & 203, Siesta Key

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-954-5454

$6,500,000

A4517778 MLS

Property is two parcels totaling 2.86+/- acres. Direct Intracoastal Waterway frontage. Build a large estate/compound or possibly divide into 2 parcels. This south Siesta Key location puts you close to restaurants, shopping and it's only 3 blocks to the beach. All offers are subject to board approval.

6559 Peacock Road, Siesta Key

Listing courtesy of SOLUTIONS REALTY. 941-302-4812

Siesta Key Florida Homes for Sale

Siesta Key Florida Homes for Sale

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