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$3,100,000
3 Beds 3 Baths A4701375 MLS
On an elevated lot in the quiet, refined community of Kentwood Estates near Oyster Bay, this modern residence exudes Zen-like sophistication. From its contemporary architecture to its park-like half-acre grounds, 1556 Eastbrook Drive offers a uniquely compelling experience. Vaulted ceilings and insightfully placed windows create an ethereal ambiance as you enter this home. Bleached oak flooring (throughout the entire home) and abundant LED lighting create a bright, inviting environment. And, with concrete block construction, impact windows and doors, and a location well above flood zone, you’ll be secure no matter what the environment. Created for entertaining and effortless daily living, the upscale kitchen provides everything a home-chef wants, such as Thermador appliance package including custom separate built-in refrigerator and freezer, 48-inch dual fuel professional range and dishwasher; built-in drawer microwave, custom cabinetry, aluminum tambour, quartz countertops, rare quartzite backsplash, two sinks with disposals, Kohler Karbon articulating faucets and reverse osmosis drinking water system. Tucked behind the kitchen is a large utility area functioning as a butler’s pantry/work zone with John Boos countertops and wine cooler. On the other side of the kitchen is a full bath that serves as the pool bath. The main living area presents a 20-foot vaulted ceiling, architectural windows, gas fireplace, built-ins with accent lighting and a wall of sliding glass that leads to the outdoor retreat and pool. This central living area, including the open kitchen and dining space, ideally separates the guest rooms from the owners’ suite. Going from the main living area into the owners’ suite, you enter a large private area that can serve as an office/den, exercise space or quiet reflection area with its five oversized windows. The suite continues with a generous sleeping area and sliding glass doors. The adjacent spa-like bath is exquisite with floor-to-ceiling tile, designer fixtures, a multi-head shower and views of the tropical foliage outside. Walk-in closets include built-in custom cabinetry and remote control hangers. On the other side of the home are two generous guest rooms and full bath. The outdoor living area provides the epitome of Florida lifestyle. Accessed from the main living area and the owners’ suite, it offers ample covered sitting areas to accompany the outdoor kitchen with an Alfresco Grill, dining area and entertaining space with cypress ceiling and cabinetry. The heated saltwater pool includes fountains, underwater lighting, and an abundance of deck space to take in the sun and fun. The professionally landscaped half-acre lot is ideal for sports, pets, gardening or simply a park-like respite in daily life. The significantly oversized, climate-controlled garage is large enough for two full-sized vehicles and a work area, and it also includes an electric car charger. Essentially a smart home, most functions can be controlled through apps on your smartphone, as audio, security, climate, lighting and more are in your hands. Additionally, the owners replaced all three HVAC systems and invested more than $100,000 in landscaping. Optimally in the desired West of Trail area, this residence is close to Red Rock Park, The Field Club (historic private waterfront club with boating facilities), South Side Village, access to Siesta Key and everything that makes Sarasota a place to call home.

1556 Eastbrook Drive, South Sarasota

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

$824,900
3 Beds 2 Baths A4701219 MLS
Welcome to this stunning contemporary modern pool home, offering 3 bedrooms, 2 full bathrooms, a dedicated office, and nearly 2,300 square feet of thoughtfully designed living space. Situated on a premium corner lot with no HOA, no CDD fees, and located outside of a flood zone, this exceptional property combines modern design, privacy, and everyday functionality in one of Sarasota's most desirable locations. Designed with entertaining in mind, the open-concept floor plan features soaring 10+ foot ceilings, impact windows, tall contemporary solid-core doors, and an abundance of natural light throughout. At the center of the home is the impressive chef's kitchen, complete with luxury stainless steel appliances, a built-in oven, microwave, dishwasher, separate cooktop, custom high-gloss cabinetry, granite countertops, a spacious pantry, and an oversized island perfect for gathering with family and friends. The kitchen flows seamlessly into the expansive living and dining areas, creating an inviting space for both everyday living and entertaining. The spacious primary suite serves as a private retreat, featuring a large walk-in closet and a beautifully appointed en-suite bathroom with dual vanities and an oversized walk-in shower. The additional bedrooms are generously sized and, along with the second bathroom, provide direct access to the outdoor living area, creating a unique indoor-outdoor lifestyle rarely found at this price point. A dedicated office offers flexibility for working from home, a media room, or additional guest space. Expansive 10-foot sliding glass doors open to the covered lanai and resort-inspired courtyard, where a sleek lap-style pool and oversized paver deck create the perfect setting for relaxing or entertaining. Surrounded by mature palm trees and a fully fenced backyard, the outdoor space offers exceptional privacy and a true tropical atmosphere. Additional highlights include a spacious laundry room with custom cabinetry, a two-car garage, impact windows, and high-end finishes throughout that reflect the home's attention to detail. Perfectly located approximately 4 miles from world-famous Siesta Key Beach, this home is just minutes from downtown Sarasota, excellent schools, shopping, dining, parks, and everyday conveniences. Combining contemporary architecture, quality craftsmanship, and an unbeatable location, this move-in-ready home offers the Florida lifestyle you've been searching for. Schedule your private showing today. Interest rate buy-down available with acceptable offer and terms.

4524 Riverwood Avenue, South Sarasota

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-758-7777

$424,900
2 Beds 2 Baths A4700488 MLS
$10,000 PRICE DROP! Unlock the potential at 2711 Gulf Gate Drive! Situated on a desirable corner lot at the entrance to a quiet cul-de-sac, this spacious single-family home is the perfect opportunity for first-time homebuyers, investors, or anyone searching for their next renovation project. The exterior has been exceptionally well maintained, with several major improvements already completed, including a new roof (2021), A/C replaced in 2019, new flush-mount lighting throughout, updated electrical fixtures, a retiled guest bathroom, and an upgraded lanai. With many of the costly exterior and mechanical updates already taken care of, you can focus on bringing the interior to life. Inside, the home is ready for a complete cosmetic transformation, offering a blank canvas to create a modern living space tailored to your style. Whether you're looking to renovate your first home, complete a profitable flip, or create a strong long-term rental, this property offers the ideal foundation to add value and build equity. Conveniently located just minutes from Siesta Key Beach, Gulf Gate's popular restaurants and shopping, downtown Sarasota, and everyday conveniences, this home combines an outstanding location with incredible upside. If you've been searching for a property with great bones, solid updates, and endless possibilities, 2711 Gulf Gate Drive is ready for its next chapter.

2711 Gulf Gate Drive, South Sarasota

Listing courtesy of KELLER WILLIAMS ON THE WATER. 941-729-7400

$155,000
2 Beds 2 Baths A4700061 MLS 2260 BLDG.
Seller Motivated!!! Make offer!!!!Welcome to 2260 Stickney Point Road, Unit #324, an inviting 2-bedroom, 2-bath condominium nestled in the desirable Tregate Manor 55+ community in Sarasota. Located on the second floor, this well-maintained residence offers a bright and comfortable split-bedroom floor plan with approximately 951 square feet of living space. Enjoy your morning coffee or unwind in the evening from the screened-in lanai, where you'll overlook the beautifully landscaped gardens and sparkling community pool, creating a peaceful tropical setting. The open living and dining areas provide an ideal space for entertaining or relaxing, while the spacious primary suite features a walk-in closet and private bath. Perfectly situated just minutes from the powdery sands of Siesta Key Beach, this condo also offers convenient access to Gulf Gate's popular restaurants, shopping, entertainment, and everyday conveniences. Whether you're searching for a year-round residence, seasonal retreat, or affordable slice of paradise, this home offers the ideal Florida lifestyle.

2260 Stickney Point Road Unit 324, South Sarasota

Listing courtesy of COLDWELL BANKER REALTY. 941-907-1033

$655,000
3 Beds 3 Baths A4698603 MLS Landings Treehouse BLDG.
Escape to your own private retreat nestled amongst the trees in the desirable Landings Treehouse community! This stunning residence offers the perfect blend of modern elegance and comfort, just moments from Sarasota Bay and the area's beautiful beaches. Relax on the expansive screened deck overlooking lush greenery, or step inside to discover a spacious 3-bedroom, 2.5-bath layout featuring vaulted ceilings, skylights, a custom arched window, and an updated wood-burning fireplace. The beautifully renovated kitchen boasts premium appliances, sleek countertops, and a cozy breakfast area with tranquil views from both sides of the home. Neutral tones and elegant tile flooring create a warm and inviting atmosphere throughout. Upstairs, the spacious primary suite features high ceilings, a private balcony, and a fully renovated en-suite bath. Two additional guest bedrooms, each with its own balcony, share an updated bathroom. Enjoy the community's scenic tree-lined streets and nature trails leading to the Intracoastal Waterway, with optional membership available at The Landings Racquet Club, offering tennis, fitness, pool, spa, and social events. Conveniently located near shopping, dining, parks, and major highways.

1479 Landings Circle Unit 41, South Sarasota

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

$499,500
3 Beds 2 Baths A4698445 MLS
Tucked into a quiet corner of Sarasota's 34231, 2220 Doud St shows that solid construction and smart updates can go hand in hand with laid-back Florida living. This 3-bedroom, 2-bathroom home offers 1,625 square feet and has been carefully upgraded from top to bottom—giving buyers real peace of mind in a market where that counts. Take a look at the track record: hurricane-rated windows installed in 2026, a roof from 2020, an HVAC and electrical panel updated in 2019, and a septic system replaced in 2013. The pool has its own good story—resurfaced in 2020 and now heated by 2025 solar panels, so you can enjoy warm swims without the pricey energy bills. Inside, fresh paint brightens every room, and the extended two-car garage gives you plenty of room for cars, gear, and weekend projects. The layout works too. A split floor plan keeps the primary suite private, complete with a walk-in closet and en-suite bath featuring dual vanities and a walk-in shower. The open living-dining combo flows into a galley kitchen and a family room anchored by a tiled, wood-burning fireplace. Out by the pool, a half bath adds convenience, and a cute "she-shed" plus an extra storage shed round things out. Dark-grained engineered hardwood runs throughout for a clean, cohesive look. Now for the fun part—the neighborhood. This pocket of Sarasota puts everyday life right at your fingertips. Sprouts Farmers Market sits less than a mile away for quick, healthy grocery runs, and Publix at Sarasota Pavilion is just up the road when you need more. Head a few minutes north and you'll land in Gulf Gate Estates, one of the area's most beloved spots for dining and hanging out. It's packed with cozy cafés, local pubs, international eateries, and boutique shops—a walkable, welcoming stretch where neighbors linger over coffee and catch live music on the weekends. Whether you're craving sushi, pizza, or a craft beer with friends, it's all close by. Families will love being near Riverview High School, and outdoorsy folks have easy access to nearby parks, bike paths, and green spaces perfect for morning walks or afternoon play. And of course, the big draw waits just three-and-a-half miles west: world-famous Siesta Beach, with its powdery quartz sand and clear turquoise water. Spontaneous beach days become part of the routine here. The vibe in this community is friendly and unhurried—the kind of place where you can enjoy both quiet evenings at home and lively nights out. Whether you're after a full-time retreat or a smart Sarasota investment, 2220 Doud St delivers lasting value in a location that's hard to beat. Come see it for yourself—schedule your private tour today.

2220 Doud Street, South Sarasota

Listing courtesy of COLDWELL BANKER SARASOTA CENT.. 941-487-5600

$369,000
2 Beds 2 Baths A4700443 MLS
Virtually Staged. Charming and move-in ready, this light-filled 2-bedroom, 2-bath block home offers 1,497 square feet of comfortable living space, PLUS a versatile den and a spacious Florida room perfect for relaxing, entertaining, or creating a home office. A welcoming double front door opens to a bright, inviting interior featuring fresh paint throughout and an updated eat-in kitchen with beautiful quartz countertops, stainless steel appliances, and plenty of space for casual dining. The home also includes a 1-car garage with a generously sized utility room, providing excellent storage and functionality. Step outside to enjoy the large, fully fenced backyard, ideal for pets, gardening, or outdoor gatherings. Nestled in the desirable Orange Crest neighborhood, this home offers a peaceful residential setting while being less than 5 miles from the world-famous Siesta Key Beach. Enjoy the convenience of nearby shopping, dining, parks, and excellent access to downtown Sarasota, making it easy to experience the very best of Florida's Gulf Coast lifestyle.

2173 Fiesta Drive, South Sarasota

Listing courtesy of ALLEGIANT REAL ESTATE GROUP. 941-685-3958

$648,000
4 Beds 2 Baths A4700184 MLS
Welcome to the highly sought-after Gulf Gate community, where coastal living meets convenience! Ideally located less than two miles from the area's world-famous beaches, this beautifully updated, turnkey furnished four-bedroom, two-bath residence offers the perfect blend of comfort, style, and functionality. Designed with entertaining in mind, the open-concept floor plan features a stunning, completely remodeled kitchen with shaker cabinetry, stainless steel appliances, and generous prep space overlooking the spacious living and dining areas. Sliding doors lead to a covered lanai and sparkling heated pool, creating the ideal indoor-outdoor Florida lifestyle. The private primary suite is a relaxing retreat, complete with a walk-in closet, dual vanity, and beautifully updated walk-in shower. Three additional guest bedrooms and an updated guest bath provide plenty of space for family and visitors. Step outside to enjoy your own backyard oasis featuring a brand-new fenced yard, outdoor shower, heated pool, and ample room to relax or entertain. Situated on an oversized corner lot, the home also offers a circular driveway, abundant parking, a spacious laundry room, and plenty of storage. Recent improvements include luxury vinyl plank flooring, a new roof, new fencing, repiping, and a newer A/C (2020), providing peace of mind for years to come. Located in the desirable deed-restricted Gulf Gate neighborhood with an optional HOA, this exceptional property is just minutes from award-winning beaches, restaurants, shopping, and everyday conveniences. Whether you're searching for a primary residence, seasonal getaway, or income-producing investment, this home offers outstanding rental potential in one of Sarasota's most desirable locations.

6515 Colonial Drive, South Sarasota

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

$234,788
2 Beds 2 Baths C7528338 MLS
This 2-bedroom, 2-bath villa nestled beneath tropical oak canopy in Woodside Village East, Sarasota, offers a blend of tranquil living and convenient access to local attractions. This villa features an updated interior with an open floor plan and cathedral ceilings. The clerestory windows flood the interior with natural light. A Florida room provides an additional 117 sq ft of living space. Recent updates include quartz countertops, new cabinets, brand new stainless steel appliances, luxury vinyl flooring throughout, and updated bathrooms. The community of Woodside Village East provides residents with a heated pool and tennis/pickleball courts, set within a tropical landscape. The property is situated just a few miles from Siesta Key Beach, known for its Powdered-Sugar sands. Downtown Sarasota, with its cultural venues, dining, and shopping options, is also easily accessible. Cultural attractions in downtown Sarasota include the Van Wezel Performing Arts Hall, the Sarasota Opera House, and various art galleries along Palm Avenue, also known as "Gallery Row". The shops of Gulf Gate, offering a mix of local businesses and national chains, are nearby for daily needs and entertainment. This villa presents an opportunity for those seeking a getaway near the beach and cultural attractions, or a permanent residence in Southwest Florida. Virtually Staged

6947 Woodwind Drive Unit 77, South Sarasota

Listing courtesy of MARINA PARK REALTY LLC. 941-205-0888

$274,000
2 Beds 2 Baths A4699380 MLS #8 BLDG.
Maintenance-Free Living Just Minutes from Siesta Key Beach! Enjoy the Florida lifestyle in this beautifully updated 2-bedroom, 2-bathroom villa, ideally located just a short bike ride from the world-famous Siesta Key Beach. This move-in-ready home has been thoughtfully updated throughout, featuring new flooring, modern appliances, renovated bathrooms, and impact-resistant windows for style, comfort, and peace of mind. The bright, open layout creates an inviting space that’s perfect for relaxing or entertaining. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this maintenance-free villa offers the perfect blend of convenience and coastal living. Spend your days biking to the sugar-white sands of Siesta Key, exploring nearby shopping and dining, or simply enjoying the low-maintenance lifestyle. Don’t miss your chance to own this beautifully updated villa in one of Florida’s most desirable locations!

5865 Tidewood Avenue Unit 8, South Sarasota

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

$1,925,000
3 Beds 2 Baths A4697757 MLS
ATTENTION BOATERS!! Waterfront dream home – move-in ready! Just a quick (429 yard) boat ride to the ICW - no bridges - a straight shot to the water. Head out to the newly opened Midnight Pass where pristine waters flow freely into the Gulf. 10,000 pound boat lift - gorgeous trex decking - 45+ foot dock with fish stand. Walk to Siesta Key. This beautifully updated waterfront residence offers refined Florida coastal living in a truly exceptional setting. Positioned on a picturesque “Y” intersection of two canals, the property provides serene water views, privacy, and effortless access for deep water boating and outdoor enjoyment—just minutes from Siesta Key’s renowned white sand beaches. A stately approach framed by mature oaks and professional landscaping leads to a custom paver drive and striking hurricane-impact glass entry. Inside, the open, light-filled floor plan showcases original terrazzo and travertine flooring, PGT impact windows, and seamless indoor-outdoor flow. Impact French doors open to expansive gardens, tranquil fountains, a private pool, and classic Chicago brick pavers. Designed for entertaining, the home features multiple outdoor living spaces, including an expansive Trex deck overlooking the canal, a pergola, screened patio, boat dock and covered cabana. The kitchen is appointed with quartz countertops, ceiling-height shaker cabinetry, stainless steel appliances, reverse-osmosis water, and generous windows overlooking the backyard. Living and dining spaces flow effortlessly, complemented by a separate family room, opening to a screened lanai. Renovated guest accommodations complete the main level with 2 bedrooms including sun-drenched guest room, office with Murphy bed and full bath. The second level is devoted entirely to the primary suite, a private retreat with resort quality features as: hardwood floors, water views in every direction, French doors with retractable screens, a private balcony, and a spa-inspired bath with dual vanities, a Carrara-tiled walk-in shower, and custom walk-in closets. Ideally located near Siesta Key, downtown Sarasota, and the region’s cultural, dining, and shopping destinations. Evening relaxation - picture this: you’ve had an amazing day on the water and now you’re ready to cook up your catch right in your own backyard. Perfect sunset dinner awaits! This waterfront gem offers everything you need for the ultimate boaters lifestyle – easy access, premium amenities, and the perfect set up for enjoying your evenings. Ready to make waves in your new home? **No hurricane damage. HOME NOT IN A FLOOD ZONE.

1827 Baywood Drive, South Sarasota

Listing courtesy of CENTURY 21 ROSEBAY. 941-366-7673

$2,997,000
4 Beds 4 Baths A4698598 MLS
Fully renovated waterfront estate in Coral Cove, one of Sarasota’s most desirable West of Trail communities. Set on an elevated 0.59-acre corner lot directly across from the private neighborhood park and boat launch, this British West Indies-style residence offers over 5,012 square feet of updated living space, rare privacy, and the ultimate Sarasota coastal lifestyle. This 4-bedroom, 3.5-bath home has been extensively renovated and thoughtfully redesigned with modern luxury finishes throughout. Major updates include a new metal roof, impact-rated windows and doors, engineered hardwood flooring, solid core interior doors, custom organized closets, two fireplaces, and no flooding during recent hurricanes. The home offers dual primary suites, including a spacious upstairs retreat with a spa-inspired bathroom, freestanding tub, dual vanities, walk-in shower, and oversized custom closet. The chef’s kitchen is the centerpiece of the home, featuring Café Series appliances, Dolomite countertops, soft-close cabinetry, walk-in pantry, waterfall-edge peninsula seating, and a fluted designer range hood. Large living areas, tall ceilings, French doors, and expansive sliders create a bright, open layout designed for seamless indoor-outdoor living. Step outside to a private resort-style backyard with a large pool, limestone pool deck, lush lawn, mature landscaping, new dock, and floating jet ski pad. With the neighborhood boat launch just across the street, this property is ideal for boating, kayaking, paddleboarding, waterfront entertaining, and enjoying the best of Florida living. Located minutes from Siesta Key Beach, Gulf Gate, downtown Sarasota, shopping, dining, marinas, and Sarasota’s arts and culture scene, this Coral Cove waterfront home offers a rare combination of size, elevation, renovation quality, and location.

1707 Caribbean Drive, South Sarasota

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

$249,300
2 Beds 2 Baths A4698931 MLS
NEW ROOF (installed January 2024) with SOPHISTCIATED FINISHES! This beautifully reimagined 2 bedroom, 2 bath villa has been thoughtfully redesigned with exceptional attention to detail, creating a stylish and comfortable retreat in one of Sarasota's most desirable 55+ communities. Step inside and immediately appreciate the quality craftsmanship and designer finishes, including PGT hurricane-impact windows and doors, fresh interior paint, elegant crown molding, tray ceilings, luxury vinyl plank flooring, granite countertops, updated ceiling fans, and countless custom touches that enhance both beauty and functionality. Enjoy the added convenience and relaxation of a whirlpool tub in the second bathroom, creating a comfortable retreat for family and guests. Every detail has been carefully considered, creating a bright, inviting home that's truly move-in ready. Convenience extends beyond the interior with a covered carport and additional storage in the spacious laundry room—perfect for tools, bicycles, beach gear, and everyday essentials. Located in the sought-after Strathmore Riverside Villas, residents enjoy an impressive collection of resort-style amenities, including a heated swimming pool, clubhouse, fitness center, sauna, library, billiards room, shuffleboard courts, meeting spaces, and a vibrant calendar of social activities that make it easy to stay active and build lasting friendships. Come see it before it sells!

2305 Riverbluff Parkway Unit V256, South Sarasota

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

$519,000
3 Beds 2 Baths N6144857 MLS
Location! Location! Location! NO FLOOD ZONE!SOLAR PANEL! NEW POOL CAGE!NEW FRONT FENCE PLUS SLIDING GATE! If you want total privacy, come check out this beautiful 3/2 Pool Home. This home has been almost fully updated, roof 12/2018 with transferable warranty, AC 6/2016, AC ducts 12/2018, bathrooms and flooring throughout the house 3/2017, water heater 2019, dishwasher 11/2020, full privacy fence 6/2020 and the house has been hooked up to public water 2019 and public sewer 2020. No need to worry about hurricanes. Hurricane Shutters have been installed 10/2020. You will find a tropical oasis in your totally private back yard. Pool with hot tub and large deck is surrounded by mature trees, including fruit trees, mango, Persian lime, bananas, papaya, avocado trees and pineapples. Walking distance to Riverview High School, shopping, 2 miles to the very famous and gorgeous Siesta Key Beach and just 10 minutes to beautiful downtown Sarasota. No deed restrictions.Conveniently located minutes away from I-75 and Tamiami Trail, this property offers excellent accessibility. Sarasota itself is a fantastic place to call home, with its central location providing easy access to shopping, dining, golfing, entertainment, medical facilities, award-winning beaches. Plus, you'll have effortless access to several airports, including Punta Gorda, Sarasota, Fort Myers, and Tampa.Experience the best of Florida with nearby beaches, golf courses, and outdoor recreational activities just a short drive away. Don't miss out on the chance to own this extraordinary home.

2445 Apache Street, South Sarasota

Listing courtesy of RE/MAX PALM REALTY OF VENICE. 941-451-2025

$189,000
2 Beds 1 Baths A4698316 MLS 3405 BLDG.
Virtually Staged. Whether you're searching for your first home, looking to stop renting, or adding to your investment portfolio, this beautifully maintained condo offers an exceptional opportunity close to Siesta Key. Ideally located near shopping, dining, parks, and world-famous Siesta Key beach, you'll enjoy the convenience of everything you need just minutes away. This condo was completely updated in 2021 including a new kitchen, new bathroom, new flooring, new windows, new lighting, new sliding door to the balcony. AC (2021) and water heater (2021), as well. The kitchen features granite counters, stainless steel appliances, tile backsplash, contemporary cabinets and recessed lighting. Both bedrooms have custom closets with built-in shelving. The bathroom is like a spa with a washer/dryer closet for convenience. For first-time buyers, this is an affordable way to begin building equity instead of paying rent. For investors, the desirable Sarasota location and low-maintenance lifestyle make it an attractive addition to your portfolio with strong rental appeal. Whether you're looking for a place to call home or your next investment, this condo delivers outstanding value, convenience, and the Florida lifestyle you've been searching for. Schedule your private showing today!

3405 Clark Road Unit 205, South Sarasota

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

$499,000
3 Beds 2 Baths A4697828 MLS
Oasis in the Heart of Sarasota Central Prime Location | 3 Bed + Den | 2 Bath | 13,800 Sq Ft Lot | Privacy | Nature in Your Front Yard If you’ve been looking for a home that feels like a private retreat yet keeps you close to everything Sarasota has to offer, this is the one. Discover a rare blend of privacy, natural beauty, and effortless Sarasota living in this move-in-ready home. Perfectly positioned on a quiet dead-end street, this secluded retreat offers a serene escape with seamless access to the very best of Florida’s Gulf Coast. Inside, hardwood floors lead to a living room with vaulted ceiling, an upgraded kitchen featuring granite countertops, quality custom made cabinetry, stainless steel appliances, and recessed lighting. The spacious primary suite opens to a private patio, creating a peaceful setting for morning coffee or evening relaxation. A new roof installed in December 2025 and new AC installed in 2023 provide added peace of mind. Set on a generous 13,800 sq ft double lot, the property provides exceptional potential for a future pool, lush garden retreat, or outdoor entertaining space. Steps from Red Bug Slough Preserve, this home delivers a true Old Florida lifestyle with nature right at your doorstep. Another double lot with another 13,800 sq ft adjacent to the house is also for sale at $349,000. Red Bug Slough Preserve spans 72 acres and features more than 3 miles of paved and shaded trails through hammocks and pine flatwoods, a tranquil lake, birdwatching along the Florida Birding Trail, a butterfly garden, playground, fishing pier, and picnic shelters. Enjoy a central Sarasota's prime location with peaceful surroundings and convenient access to: Siesta Key Beach: 5 miles. Sarasota Memorial Hospital: 4.5 miles. Downtown Sarasota and the Bayfront: 6.5 miles. Whether you spend your days walking the trails, biking, birdwatching, fishing, or heading to the beach, this move-in-ready sanctuary offers an exceptional Sarasota lifestyle.

4842 Nutmeg Avenue, South Sarasota

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

$469,777
4 Beds 2 Baths A4697614 MLS
Excellent opportunity to own a well-maintained duplex in a highly desirable Sarasota location just minutes from world-famous Siesta Key Beach, Downtown Sarasota, shopping, dining, and transit. This property features two separate 2-bedroom, 1-bathroom units, making it ideal for investors seeking strong rental income or owner-occupants looking to offset their mortgage with rental revenue. Both entrances have enclosed lanai areas. The front unit lanai has laundry hookups. Tile flooring throughout, large kitchens, tub with tiled shower walls. Ceiling fans in bedrooms. Fenced on back and side of building. Both units offer comfortable floor plans with central air conditioning and charming fireplaces that add character and appeal. The rear unit includes a valuable two-car carport, dedicated storage area, and laundry hookups, providing additional convenience for tenants. 2011 Metal Roof, 2021 & 2022 HVAC. Owner pays water, electric separately metered. Attractive units and setup for long-term renters. Situated on a quiet street with easy access to Sarasota's beaches, cultural attractions, restaurants, and everyday conveniences, this duplex combines location, functionality, and investment potential. Buyer to verify all measurements, rental information, and property details.

2110 Palm Terrace, South Sarasota

Listing courtesy of RELAX PROPERTY GROUP, LLC. 941-923-7200

$990,000
6 Beds 6 Baths A4696057 MLS
Montclair Villas offers a rare opportunity to own a 2007 masonry construction duplex in the Coquina Island area, just minutes from Siesta Key. The property features two spacious, two-story 3-bedroom / 2.5-bathroom units, each with an open living area, tile flooring, sliding glass doors, recessed lighting, decorative tray ceiling with crown molding, private swimming pool, screened patio, private yard, and two-car garage. Each unit also includes spacious bedrooms with decorative tray ceilings, crown molding, recessed lighting, and ceiling fans. All utilities are separately metered and paid directly by tenants, helping reduce owner-paid expenses. Additionally, each unit and the common area have separate parcel IDs, offering potential future flexibility through an individual condo sell-off strategy. Given its proximity to Siesta Key, the property may also be well-positioned for potential vacation rental use, providing multiple paths for future ownership flexibility. With quality construction, private outdoor amenities, garage parking, and a highly desirable location, Montclair Villas offers a compelling blend of residential appeal and long-term investment upside.

2119 & 2125 Montclair Drive Unit 1 & 2, South Sarasota

Listing courtesy of THE MULTIFAMILY FIRM LLC. 941-444-6160

$1,915,000
4 Beds 4 Baths A4695249 MLS
EXCEPTIONAL VALUE IN PINE BAY. A rare opportunity in the coveted West of Trail enclave of Pine Bay, this beautifully renovated 4-bedroom, 3.5-bath residence offers sophisticated design, exceptional privacy, and effortless Florida living. Tucked away on a quiet dead-end street near the historic Field Club, the light-filled home features soaring vaulted ceilings, clerestory windows, dramatic walls of glass, and twelve sets of sliding doors that seamlessly connect the interiors to a spectacular screened courtyard. A heated pool and spa create a private, resort-like setting rarely found at this price point. Beautifully staged to showcase its exceptional scale and design, the interior features quartz countertops, custom cabinetry, induction cooking, rich engineered hardwood flooring, custom built-ins, designer finishes, and integrated smart home technology. The thoughtfully designed spaces flow effortlessly for both everyday living and elegant entertaining. Mature tropical landscaping surrounds the renovated pool and spa retreat, complete with new tile and resurfacing, 2026 pump, expanded deck areas, upgraded drainage, landscape lighting, irrigation, and a remote-controlled privacy screen. Extensive improvements include a 2020 renovated kitchen and baths, 2020 tile roof on the main residence, Miami/Dade hurricane-rated windows and doors, 2024 Kohler whole-house generator, Savant smart home system with electric blinds, whole-house Puronics water purification system, seamless gutters with gutter guards, updated electrical panel, and a 3-car garage with an air-conditioned bay. Just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and world-class dining, shopping, and cultural attractions, 1428 Pine Bay Drive offers the rare combination of a private West of Trail retreat and exceptional convenience. With its fresh presentation this exceptional Sarasota residence is ready to be discovered.

1428 Pine Bay Drive, South Sarasota

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

$414,000
3 Beds 2 Baths A4695997 MLS
Under Construction. HOME OF THE WEEK - Limited-Time Pricing Available This Week Only! Receive up to $5,000 towards options & up to $10,000 towards closing costs with the use of our preferred lender - Now through Wednesday, September 30th. The Siesta has a well-appointed kitchen that includes a large granite island and Stainless-steel kitchen appliances. Off the great room is a covered lanai that extends the living space outdoors. At the rear of the home, you will find the Bedroom 1, with a spacious walk-in closet and Bathroom 1. At the front of the home, the second bedroom and den share the second bathroom. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation.

6249 Parmeron Lane, South Sarasota

Listing courtesy of D.R. HORTON REALTY OF SARASOTA. 941-256-7010

$424,000
3 Beds 2 Baths A4695995 MLS
Under Construction. Receive up to $5,000 towards options & up to $10,000 towards closing costs with the use of our preferred lender - Now through Wednesday, September 30th. The Siesta has a well-appointed kitchen that includes a large granite island and Stainless-steel kitchen appliances. Off the great room is a covered lanai that extends the living space outdoors. At the rear of the home, you will find the Bedroom 1, with a spacious walk-in closet and Bathroom 1. At the front of the home, the second bedroom and den share the second bathroom. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation.

6245 Parmeron Lane, South Sarasota

Listing courtesy of D.R. HORTON REALTY OF SARASOTA. 941-256-7010

$598,000
3 Beds 2 Baths A4695981 MLS Eagles Point At The Landings BLDG.
Experience relaxed elegance in Eagles Point at The Landings, where waterfront surroundings, vibrant amenities, and colorful sunsets create a true year-round retreat. This light and inviting second-floor corner residence offers three bedrooms, spacious living areas, all hurricane-rated windows, and an enclosed Florida room with hurricane-rated sliders and western exposure for enjoying beautiful evening skies. The open living and dining areas flow seamlessly together, while the kitchen features a granite-topped island, stainless steel appliances, and an eat-in area. The owners suite opens to the Florida room and includes a fitted walk-in closet, dual-sink vanity, soaking tub, and separate shower. Two guest bedrooms enjoy eastern exposure and morning light. Additional features include a spacious laundry room with utility sink, secure garage parking, private storage, and pet-friendly living up to 25 pounds. Eagles Point residents enjoy a private pool and grilling area, while The Landings offers gated security, a vibrant social atmosphere, Racquet Club membership included in monthlies with Har-Tru tennis, pickleball, fitness, pool and spa, library, community room, kayak storage and launch, and a scenic trail to the Intracoastal fishing pier. Whether full-time or seasonal, Unit 206 offers an exceptional opportunity to enjoy The Landings lifestyle.

5420 Eagles Point Circle Unit 206, South Sarasota

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

$179,900
3 Beds 2 Baths A4695325 MLS 3469 BLDG.
Perfect condo for full-time living, seasonal getaways, or an investment opportunity at an affordable price! This charming 3-bedroom, 2-bathroom end unit is being sold turnkey furnished. Beautiful luxury vinyl and laminate flooring throughout the living/dinning area and in all bedrooms, with tile in the entryway, kitchen, and bathrooms. The kitchen offers ample storage, stunning granite countertops, wood cabinetry, and a brand new range. The dining area boasts a built-in dry bar, perfect for entertaining guests. Water heater 2022, A/C 2023, Washer 2024, NEW ROOF! The community has a heated pool, tennis courts, BBQ area and a fenced around dog run. The monthly fee includes: water, sewer, trash collection, building insurance and exterior maintenance including the roof and grounds.Conveniently located near excellent shops and restaurants, this condo is just 3 miles from Crescent Beach and only 4 miles from Siesta Key Public Beach. Sarasota downtown, the Ringling Museum, Selby Gardens, St. Armands Circle, Island Park, Marina Jack's Harbor,.... are only a short drive away.

3469 Clark Road Unit 268, South Sarasota

Listing courtesy of EXIT KING REALTY. 941-497-6060

$585,000
4 Beds 2 Baths A4695340 MLS
Welcome to this beautiful 4-bedroom, 2-bath pool home featuring an open-concept layout and numerous recent updates, including new flooring and a newer roof. This move-in-ready property offers a maintenance-free yard and is situated on a spacious oversized cul-de-sac lot with ample parking space for your cars, boats, toys, and guests. The home also features an oversized 2-car garage, a gorgeous dining area, and is being sold fully furnished, making it ideal as a primary residence, second home, or investment property. Located in a highly desirable school zone, this home is only a 12-minute drive to Siesta Key Beach, close to shopping and dining, and just 4.5 miles from Downtown Sarasota. With no HOA or CDD fees and no rental restrictions, this property offers endless flexibility and an incredible opportunity to enjoy the Florida coastal lifestyle. Bring your toys and start living the Florida dream today!

2315 Riverwood Pines Drive, South Sarasota

Listing courtesy of CENTURY 21 BEGGINS ENTERPRISES. 813-658-2121

$399,000
2 Beds 2 Baths TB8511188 MLS
Fully Remodeled Coastal Retreat – Move-In Ready & Just Steps from the Water! You must see this completely renovated, first-floor condo in beautiful Sarasota—offering effortless coastal living with a partial view of Little Sarasota Bay and just a short walk to the beach! This fully furnished, turn-key unit was completely gutted and redesigned in 2025, featuring high-end finishes and modern upgrades throughout. From the moment you walk in, you’ll notice the attention to detail as everything is brand new! Interior Highlights: Luxury LVP flooring throughout Brand new kitchen cabinets & stone countertops Brand new appliances Stylish modern light fixtures Spacious master bedroom with walk-in closet and door to screened in porch Master bath with stand-up shower & glass surround New vanities and toilets in both bathrooms New water heater Beautiful screened-in patio with new tile flooring Brand new hurricane proof sliding glass door to patio and windows throughout the unit Step outside your door and enjoy the convenience of ground-floor living in building 3, with tennis and pickle-ball courts just steps away. Community Amenities Include: 2 swimming pools Tennis & pickle-ball courts Shuffleboard court Fishing pier/gazebo on the Intracoastal waterway Sidewalks throughout community Clubhouse On-site property management Community laundry facilities Located directly on the Intracoastal Waterway and only a few blocks from the beach, this condo offers the perfect blend of relaxation, recreation, and convenience. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this one checks all the boxes. Don’t miss your chance to own a brand-new coastal condo in one of Sarasota’s most desirable locations!

1624 Stickney Point Road Unit 101, South Sarasota

Listing courtesy of FLAT FEE MLS REALTY. 813-642-6030

$390,000
3 Beds 3 Baths A4694071 MLS
Lender paid 1-0 Buydown Interest Rate by using our preferred lender! Welcome to Woodbridge Estates, where peaceful surroundings and natural beauty meet convenience and comfort. This VILLA feels like a single family home. Spacious 3-bedroom, 2 full and 1 half bath home has a large 2 car garage, offers an open floor plan with vaulted ceilings designed for easy Florida living and entertaining. The large living area flows seamlessly into the dining space and kitchen, creating an inviting atmosphere filled with natural light. The eat-in kitchen features stainless steel appliances, a pocket door for added privacy, an eat-at pass-through to the dining area, and a slider leading to a private courtyard—perfect for enjoying your morning coffee or evening relaxation. Sliders from both the living area and the primary suite open to a sunroom, extending your living space and bringing the outdoors in. The primary suite is a true retreat with a large walk-in closet and an en suite bath complete with dual sinks, a garden tub, separate shower, and private water closet. Bedrooms two and three each have sliders to a screened porch, providing private outdoor access and peaceful views. A convenient half bath is located off the foyer, while the laundry room includes a utility sink for added functionality. Surrounded by mature oak trees and lush landscaping, this pet-friendly community is ideal for walking and enjoying the outdoors. Residents of Woodbridge Estates enjoy access to a pond, pickleball and tennis courts, a HEATED community swimming pool, and an Association Manor House for social gatherings and events. Tucked away in a quiet setting yet just minutes from shopping, I-75, city conveniences, and some of the best beaches in the United States, this home offers the perfect balance of tranquility and accessibility. Gates are open 7am to 7pm daily

2644 Moss Oak Drive Unit 47, South Sarasota

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

$750,000
4 Beds 2 Baths A4695097 MLS
Welcome to your private piece of paradise! Situated on an expansive, oversized lot featuring a massive, fully fenced side yard, this masterfully renovated 4-bedroom, 2-bathroom residence perfectly blends modern luxury with an outdoor vacation lifestyle. From the moment you step through the beautiful front entrance into the large, welcoming foyer, the quality of craftsmanship is undeniable. The entire home features seamless, high-end wood-plank tile flooring that leads you into a show-stopping chef's kitchen. the kitchen is anchored by stunning quartz countertops with a dramatic waterfall edge, pristine white cabinetry, a modern tile backsplash, premium stainless steel appliances, and a convenient breakfast bar. The spacious owner's retreat is a true "wow" factor, boasting a spa-like bathroom complete with a custom walk-in shower, a deep soaking tub, and gorgeous wood-plank accent walls. Both bathrooms throughout the home have been meticulously updated with newer vanities, quartz countertops, and contemporary plumbing fixtures. The flexible 4th bedroom easily adapts to a private home den or executive office. Step outside to your ultimate outdoor sanctuary: a massive under-roof lanai area transitions smoothly to a shimmering 14x28-foot pool, creating the perfect backdrop for Florida entertaining. Beyond the aesthetics, this home offers unparalleled mechanical peace of mind and insurance efficiency: a newer roof (2018), complete hurricane impact windows and sliders (2018), a newer A/C system with all-new ductwork (2021), and a newer water heater (2019). All new landscaping in the back with shell comes with minimum maiantance and beach style yard. Tucked away in a highly desirable South Sarasota location, you are within arm's reach of premier shopping, local dining, and just minutes away from the world-famous quartz sands of Siesta Beach. Beautifully updated and completely move-in ready, this spectacular home will not last long. Schedule your private tour today!

5720 Isanda Place, South Sarasota

Listing courtesy of VIVE REALTY. 941-600-8162

$150,000
1 Beds 1 Baths TB8510864 MLS 214 BLDG.
Short Sale. Subjected to Lender Approval. Experience the best of the Sarasota lifestyle from this GROUND-FLOOR RESIDENCE IN BAYWOOD COLONY, where beaches, parks, dining, shopping, healthcare and everyday conveniences are all close at hand. Inside, Unit 214 offers the ease of SINGLE-LEVEL, GROUND-FLOOR LIVING with an open floor plan, luxury vinyl flooring, a walk-in closet and one of its most valuable conveniences—an IN-UNIT WASHER AND DRYER, a rare feature within the community. A PRIVATE EXTERIOR STORAGE CLOSET provides additional room for beach chairs, bicycles and other Florida essentials. Located in FLOOD ZONE X, this property offers a low-maintenance option for a full-time residence, seasonal Sarasota retreat or investment property. Just moments away is PHILLIPPI ESTATE PARK, a scenic waterfront park along Phillippi Creek offering walking paths, kayaking, fishing and beautiful green space. Outdoor enthusiasts can also take advantage of nearby LEGACY TRAIL, Sarasota's popular paved trail system for biking, walking and running. When the beach is calling, SIESTA KEY AND ITS WORLD-RENOWNED QUARTZ SAND are just minutes away. Spend the morning walking Siesta Beach, head into Siesta Village for lunch, or finish the day with a sunset along the Gulf. Everyday conveniences are equally close. Pick up groceries at TRADER JOE'S, stop for breakfast, smoothies or a healthy lunch at PURA VIDA MIAMI AT THE LANDINGS, or explore nearby favorites including BAKER & WIFE, ANDREA'S AND DOLCE ITALIA. Convenient access to healthcare, SARASOTA MEMORIAL HOSPITAL and its extensive network of specialty medical services are nearby, along with numerous medical offices and providers throughout the area. With SIESTA KEY, WATERFRONT PARKS, TRAILS, DINING, SHOPPING, MEDICAL CARE AND SARASOTA'S COASTAL LIFESTYLE all within easy reach, 5800 Hollywood Boulevard #214 offers the kind of low-maintenance location that lets you spend less time maintaining a home and more time enjoying Sarasota.

5800 Hollywood Boulevard Unit 214, South Sarasota

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 727-828-8615

$1,500,000
4 Beds 3 Baths A4690756 MLS
Virtually Staged. 2225 Florinda Street — arrival as destination. Pull into the driveway, pass the two car garage and follow a landscaped walkway to arrive at a gracious covered entry; decorative metal screening catches the Florida light accenting the french pattern travertine entry and frames an oversize full glass door. Step inside and the experience unfolds: Large format porcelain tile, 10' ceilings and abundant windows bathing the open plan in natural light. Gulfside Homes, a Sarasota Custom Home builder for over 25 years, crafted this over 2,600 sq ft Calista model showcase with thoughtful and custom upgrades you’ll notice throughout—builtin conveniences, premium appliances and finish selections that read like an owner’s wish list already checked. The main level is made for living and entertaining: an elegant dining area flows to a true gourmet kitchen with gas range, pot filler, LG stainless appliances, microwave drawer and an oversized quartz waterfall island. The family room sits beyond, flooded by light from large windows and glass doors that frame the ivory travertine pool deck and spa. Opposite the island and tucked under the stairs is a purposeful coffee bar and prep station with a deep sink (cuttingboard/dryingrack/colander), coordinated floating shelving, abundant storage and a twozone undercabinet beverage refrigerator—one of the many touches that make daily rituals effortless. Also on the first floor is a flexible, large en-suite guest room whose bath doubles as a powder room and provides direct access to the outdoors and access to the pool—perfect for visitors and carefree pool days. Upstairs the home is arranged for privacy and function: a split bedroom plan placing the primary suite apart from two large secondary bedrooms. The primary is a serene retreat with a spa caliber bath—soaking vessel tub, floor to ceiling Calacatta porcelain shower with double rain heads, dual vanities—and generous closet space. A dedicated laundry on the bedroom level adds convenience. A roomy office/den/media room opens to a covered deck for quiet moments or flexible workspace. Outside is your private Sarasota oasis: 12×24 pool with six person spa, travertine decking and glass waterline tile, pre-plumbed for heating and framed by an 8' fenced yard.  Premium systems and Gulfside upgrades that other builders don’t automatically provide—impact windows, underground 500gal propane tank, Rinnai tankless water heater with recirculating system, large format porcelain tile on the main level, waterproof luxury vinyl plank upstairs, timber stairs with stainless cable railing, upgraded lighting and hardware, Ring cameras and low maintenance tropical landscaping—deliver comfort, security and low upkeep. Only blocks to The Landings shopping center with several restaurants, gym, and Publix. Minutes from the John and Mable Ringling Museum of Art, Sarasota Art Museum, Van Wezel Performing Arts Hall, Marina Jack, downtown dining, farmers’ markets, marinas and Siesta Key and gulf beaches, 2225 Florinda is a refined, turnkey Sarasota lifestyle crafted by an experienced custom builder. Schedule your private showing to experience the details in person.

2225 Florinda Street, South Sarasota

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

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