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$575,000
2 Beds 2 Baths A4661131 MLS Na BLDG.
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

$669,900
2 Beds 2 Baths A4656918 MLS
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

$5,450,000
7 Beds 9 Baths A4656843 MLS
Luxury Living in the Heart of Siesta Key! This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living. The main living area is open, airy, and filled with natural light, creating an effortless flow for both everyday life and entertaining. A private elevator makes accessing all levels a breeze, while wraparound balconies and large windows showcase the lush, tropical surroundings. At the center of the home, the chef’s kitchen features a gas range, oversized island, and ample seating—perfect for gathering, cooking, and connecting. Step outside and you’ll find your own private escape: a heated pool and spa, putting green, and a spacious patio designed for making the most of every sunny day. Whether you're lounging poolside or enjoying a casual game of ping pong, this outdoor space was made for fun and relaxation. Upstairs, the second level includes three luxurious king suites with private en-suite baths. The third floor offers four additional bedrooms—three more king suites and a bunk room with two full-over-full bunks, making it ideal for large families or groups. At the top of it all, the rooftop terrace delivers incredible views of Siesta Key Village and the nearby beach. It’s the perfect spot to take in the sunset, sip a cocktail, or stargaze late into the evening. A built-in wet bar completes the experience. This is a rare opportunity to own a one-of-a-kind home in one of Siesta Key’s most coveted locations. With stunning finishes, thoughtful amenities, and a true resort-style feel, this residence offers coastal living at its finest. Schedule your private tour today.

119 Avenida Messina, Siesta Key

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

$575,000
2 Beds 2 Baths A4654536 MLS 5660 BLDG.
SELLER SAYS BRING ALL OFFERS! MAJOR PRICE IMPROVEMENT!! Reduced over 75k! Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom condo is ideally situated and directly across the street from the world-renowned Siesta Key Beach, continuously celebrated for its powdery soft, white quartz sands and clear waters. This property is being offered fully furnished and is move in ready, presenting a unique chance to personalize your very own dream retreat whether as a permanent residence or a vacation getaway. This unit beams with natural light throughout, showcasing its rare beauty. With a minimum lease period of one month, up to twelve times a year, it also offers potential for rental income. Rental Proforma attached. As you enter the front doors to this beach oasis, prepare to be impressed by an open-concept kitchen that seamlessly flows into the living and dining areas, extending out to a private screened-in lanai where you can take in partial glimpses of the Gulf, creating a perfect setting for relaxation and entertaining. Need a little space? Both bedrooms feature walk-in closets, providing ample storage and comfort. In addition, the unit overlooks the community's heated pool which is maintained at 85 degrees year-round. This well-maintained community was built in 1970, offering a host of amenities designed for convenience and leisure. Residents have access to a community room with a full kitchen for social gatherings, picnic and grilling areas, elevators, laundry facilities on each floor, and a personal storage unit. In addition, your deeded carport is located just steps from your front door, ensuring ease of access. Recent updates to building include a new roof in 2020, an updated elevator installed in 2019, re-plumbed stacks completed in 2018, the addition of new vinyl fencing in 2021. The quarterly condo association fee covers access to all the amenities, pest control, basic cable, water/sewer services, grounds maintenance, weekend on-site maintenance, and community insurance. Living on Siesta Key means more than just proximity to the beach; it's about embracing a lifestyle where every day feels like a vacation. Start your mornings with a peaceful walk along the shoreline, enjoy paddleboarding in the calm Gulf waters, or partake in beach yoga sessions at sunrise and drum circle Sundays. The island's laid-back atmosphere is complemented by its vibrant community, offering a mix of friendly full-time residents and seasonal visitors. Ready to venture out for some more fun? Siesta Key Village, just a short distance away, is the heart of the island's social scene. Here, you'll find an array of casual bars, eateries, and boutiques, perfect for evening outings or weekend brunches. The community's eclectic vibe ensures there's always something happening, from local festivals to live music events. Other close by attractions include the Ringling Bridge, Downtown Sarasota and St. Armands, close proximity to top rated schools and hospitals, SRQ Airport and University Town Center. Don't let another Season pass you by from owning your own slice of paradise in the sand. Schedule your showing today.

5600 Beach Way Drive Unit 201, Siesta Key

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

$2,190,000
3 Beds 2 Baths A4652317 MLS Crescent Siesta Key BLDG.
Welcome to luxurious, maintenance-free beachfront living at prestigious Crescent Siesta Key Condominiums. This 1,800-square-foot turnkey-furnished unit offers three bedrooms, two full baths, a laundry room and two large balconies, one with beach views, and the other overlooking the second-level Crescent pool/courtyard. The inviting open floor plan includes a large dining room. The kitchen is open to the dining room and living room. Poggenpohl (luxury German-made) cabinets, stainless appliances, large breakfast bar and spacious pantry/storage cabinets line the hallway. It is near south Siesta Key Bridge with shopping, entertainment and dining across the street. The Crescent is a boutique complex of only 26 units and offers direct beach access, a gulf-view pool with whirlpool hot tub, as well as a single-lane lap pool, a gourmet poolside summer kitchen and a beautifully landscaped garden terrace with poolside seating. It includes well-appointed common areas, elevators to all floors, a clubhouse, a fitness room, reserved two-car covered parking, a car charging station, on-site manager and 24-hour video surveillance with common areas secured by keypad access. It is a pet-friendly community for owners only. Investors alert! The unit is on the vacation rental program with Beachside Management, and it attracts lots of bookings. This is must-see.

6512 Midnight Pass Road Unit 303, Siesta Key

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

$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

$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

$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

$2,350,000
3 Beds 4 Baths A4628363 MLS
Virtually Staged. One or more photo(s) have been virtually staged. Immerse yourself in the tranquility of 5331 Siesta Cove Drive, a stunning jewel situated on a corner lot in the premier Siesta Key neighborhood. With a Mediterranean architectural aesthetic that radiates finesse, this residence features a stunningly crafted exterior adorned with European copper domes perfectly poised on an impressive 11’ elevation. Upon entry, one is greeted by an expansive, open concept living space that magnificently fuses the indoors with the surrounding natural beauty. High sweeping ceilings create an enviable sense of space and light, while polished ceramic tile flooring adds a touch of allure. Thoughtful consideration has been given to the common areas, such as the lavish living room, with an undeniable emphasis on comfort and sophistication. The episodic, broad windows let the glow of sunshine in, accentuating the elegant interior nuances. The kitchen is a veritable chef’s delight, replete with spacious cabinetry, and granitic countertops that inspire culinary creativity. The generous breakfast nook provides an intimate and cozy venue for smaller gatherings and casual meals. Outdoors, discover a secluded oasis where the skies, the greens, and the water merge to deliver a serene atmosphere. The sprawling deck, overlooking a large, elevated swimming pool, provides ample room for sun loungers, and al fresco dining setup, with outdoor kitchen. The residence’s strategic location in Siesta Key, FL, rewards its residents with convenient access to local amenities and landmarks. Enjoy being a stone’s throw away from stunning beaches, upscale shopping destinations, refined dining venues, and outdoor recourses. 5331 Siesta Cove Drive offers an extraordinary amalgamation of luxury living and the calm of a beachside residence. Its matchless design, location, and surrounding serenity make it an idyllic haven for those seeking an unparalleled lifestyle in Siesta Key.

5331 Siesta Cove Drive, Siesta Key

Listing courtesy of LOKATION. 954-545-5583

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