Location: Sarasota , 34231
Do Not Show Listings
3177 LAKE PARK LN #5, SARASOTA, FL 34231
$369,000161 Days on yellowkey MLS ID: A4676834
REDUCED by $6,000 (1.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1738 Built: 1987Monthly Fee: $675 Tax: $4,185 (2025)Community: Park Place VillasVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,185
Elementary School: Wilkinson Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Outstanding Opportunity! Park Place Villas is a highly sought after Intimate community of only 30 villas nestled among large majestic oak trees with beautiful landscaping throughout this maintenance-free community. These villas are well maintained, have charming architecture and tile roofs. This villa has a Brand-New Roof! Brand New Kitchen with stone counters, custom cabinetry, backsplash and newer appliances! Brand New Water Heater and piping! Have your morning coffee in your kitchen nook looking out your bay window to the sparkling lake and wildlife! Other features include a Brand-New AC! Updated flooring! Skylights! Bay Windows! The master bedroom is large and overlooks the lake, with a bay window. The floor plan is flexible with options of a 3rd bedroom or study/den/office area which boasts a large walk-in closet. The Living room is combined with the Florida room, which leads out to the lanai and the full lake view. So many custom features, you will fall in love! And you have your own 2 car garage! This community is west of Beneva on Proctor Rd, close to Siesta Key! Downtown! AND I-75! Very hard to find a prime location west of I-75, water view, new tile roof, 2 car garage, updated, 2+ office for this price!! Also, this is NOT a 55+ community!
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Pamela Strom (941-232-2898)
3101 BISPHAM RD, SARASOTA, FL 34231
$390,00030 Days on yellowkey MLS ID: A4693789
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1969 Tax: $4,313 (2025)Community: Gulf GateSingle Family
Taxes:$4,313
Elementary School: Gulf Gate Elementary
Middle School: Sarasota Middle
Remarks: This Gulf Gate home is the perfect project, in an amazing location. This home offers nearly 2,000 square feet of air-conditioned living space, plus a 19x11 rear lanai and a private screened 21x18 entry courtyard, giving the home a spacious feel. The large open living area with eat in kitchen, and split floor plan provide added privacy for both family and guests. The left of the home offers 3 bedrooms, created from the original master with a permitted additon. The right side has 2 more bedrooms with a bathroom between. Located in one of the most desirable areas of Gulf Gate, this is a HUD-owned home (case #093-930189). Equal Housing Opportunity.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Susanna Condon (941-243-4771)
1702 GLENHOUSE DR #410, SARASOTA, FL 34231
$285,00024 Days on yellowkey MLS ID: A4694062
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1576 Built: 1979Monthly Fee: $897 Tax: $617 (2025)Community: Pelican Cove XivSpa: YesCondo
Taxes:$617
Elementary School: None
High School: None
Middle School: None
Remarks: Take pleasure in owning your own piece of paradise at Pelican Cove, a gated, waterfront community located in South Sarasota, West of Tamiami Trail. This 3 bed/2 bath condo is spacious and close to harbor/pool/tennis courts and surrounded by gorgeous preserve views. A canopy tree community on Sarasota Bay, Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, pickleball, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs, including photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
5800 TIDEWOOD AVE, SARASOTA, FL 34231
$3,149,000269 Days on yellowkey MLS ID: A4664806
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5167 Built: 2000 Tax: $25,244 (2024)Community: Baywood Colony Westport Sec 2Spa: YesSingle Family
Taxes:$25,244
Elementary School: Phillippi Shores Elementary
Tax Year: 2024
Remarks: Welcome to ‘The Retreat at Tidewood’, a boater’s paradise nestled in one of Sarasota’s most desirable and secluded waterfront communities. Imagine living just minutes from downtown, fine dining, and shopping, all without the hassle of an HOA. This home offers the perfect blend of convenience and tranquility for those who love life on the water. Elevated 12 feet, this residence ensures peace of mind protection from flooding. Step inside to discover an updated gourmet kitchen with custom cabinetry and premium finishes, a spacious living and dining room, and a luxurious master suite with Venetian Plastering and his-and-hers closets. Every room on the ground floor opens directly to the pool, creating a seamless indoor-outdoor flow to over 2,500 sq. ft. of screened outdoor living — perfect for entertaining or relaxing in total privacy. For the avid boater, the property features a concrete seawall for easy canoe or kayak launching, making it effortless to explore the serene Intercoastal Waterway. Additionally, a boat yard just a short distance away accommodates larger watercraft and offers concierge services, ensuring your boating adventures are always within reach. Upstairs, a private “in-law suite” is accessible by elevator or stairs and includes three flexible rooms, full bath with tub/shower combo, kitchenette, a large walk-in closet, room to add an additional bathroom, and a screened porch overlooking the tranquil waterway, Siesta Key, and timeless sunsets. Surrounded by protected mangroves, the views are as peaceful as they are timeless. Designed for multi-generational living or hosting guests with ease, this home blends thoughtful functionality with waterfront luxury. Its location combines seclusion and convenience — tucked away in a peaceful community, yet close to everything Sarasota has to offer. The adjacent lot could also be purchased for additional acreage, offering even more space and potential. The ‘Retreat at Tidewood’ offers a once-in-a-lifetime opportunity to own a piece of paradise. This unique experience awaits you with the perfect blend of comfort, privacy, coastal beauty, and a lifestyle tailored for those who cherish the water.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Nancy Grenier (941-364-4000)
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$549,000366 Days on yellowkey MLS ID: A4655742
REDUCED by $26,000 (4.5%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1720 Built: 2006 Tax: $6,041 (2025)Community: Phillippi Landings ACondo
Taxes:$6,041
Remarks: INCREDIBLE VALUE - this beautifully remodeled third-floor luxury residence with water view in the gated waterfront community of Phillippi Landings is perfectly situated West of the Trail and just minutes to the world-renowned beaches of Siesta Key. Nestled along the Phillippi Creek with direct access to Sarasota Bay and just minutes to the Philippi Farmhouse market and the Landings Shopping Center with its vast array of dining and shopping options. This 2 bedroom plus den, 2 bath condo offers the ideal blend of privacy, convenience, and resort-style living. NEW 2026 AC! From the moment you enter via direct elevator access to your private foyer entrance, you are welcomed by an open and airy floor plan, porcelain tile flooring, and an inviting coastal aesthetic. The beautifully updated kitchen features granite countertops, stainless appliances, and rich wood cabinetry, offering both style and function for everyday living and entertaining. Step into the spacious living area that opens to a private covered and screened balcony with peaceful water view, ideal for enjoying morning coffee or a glass of wine at sunset. The split-bedroom layout offers exceptional privacy, with two generously sized bedroom suites. The primary suite is a true retreat, offering tranquil water view, two large walk-in closets, and a spa-style bath with a jetted soaking tub, custom walk-in shower, and private water closet. A flexible bonus space off the main living area provides the perfect nook for a home office, den, reading lounge, or secondary dining area. Impact doors and windows throughout. Beautiful wood plantation shutters. Enjoy the convenience of under-building assigned parking and a private storage unit. This home is move-in ready and ideal as a primary residence, seasonal escape, or investment opportunity. A boat slip may be available to purchase separately. Life at Phillippi Landings is exceptional - the community is 10 acres and offers a resort-style heated pool and spa, a well-equipped fitness center, clubhouse, and an expansive waterfront promenade perfect for evening strolls beneath swaying palms. For boating and nature enthusiasts, the community provides kayak launch access and private storage racks—an invitation to explore the peaceful waterways of Phillippi Creek and beyond. The lush, manicured grounds and tropical landscaping create a tranquil, private atmosphere while placing you just minutes from Southside Village, downtown Sarasota, and the vibrant shopping and dining of UTC Mall. This exceptional location, paired with a refined, low-maintenance lifestyle, offers the best of coastal Florida living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
6650 SCHOONER BAY CIR #6650, SARASOTA, FL 34231
$439,000105 Days on yellowkey MLS ID: A4683877
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1983Monthly Fee: $850 Tax: $5,462 (2025)Community: Schooner BayCondo
Taxes:$5,462
Remarks: Salt Water Canal Front - West of the Trail - Walk or Bike to Siesta Key Beach... Experience the best of coastal living in this sun-filled, spacious 2-bedroom, 2-bath residence nestled within the highly sought-after, gated boating community of Schooner Bay—just minutes from Siesta Key. Gentle coastal breezes flow through the home, while the expansive screened lanai offers an inviting setting for morning coffee or evening cocktails at sunset. Priced to allow Buyer to fully remodel to their desires without concerns of over investing.. This exceptional waterfront property includes a rare deeded boat slip.. with water and electric, providing direct access to the bay with no bridges—an ideal arrangement for boating enthusiasts. A private 1-car garage adds convenience and security. Inside, the thoughtfully designed split floor plan offers generous living spaces, in-unit laundry, and outstanding flexibility for comfortable everyday living or seasonal use. The primary suite features a spacious en-suite bath and private access to the lanai, creating a serene retreat. Notably, the residence remained unaffected by the 2024 storms, with no water intrusion or damage, offering additional peace of mind. Residents of Schooner Bay enjoy access to a heated community pool and clubhouse, all in a prime location near world-renowned beaches, shopping, dining, healthcare, and downtown Sarasota. The HOA provides a truly maintenance-free lifestyle, covering roof, sidewalks, gutters, flood insurance, and landscaping. An exceptional opportunity to personalize and enhance a waterfront property in a premier location—this is coastal living at its finest. *Property is currently located in FEMA Flood Zone X according to available public records; Buyer to independently verify.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
1617 BROOKHOUSE DR #256, SARASOTA, FL 34231
$214,900159 Days on yellowkey MLS ID: A4676511
1 Days Off yellowkey (back on 5/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1245 Built: 1980 Tax: $3,218 (2024)Community: Pelican Cove XviCondo
Taxes:$3,218
Remarks: Under contract-accepting backup offers. GREAT NEW PRICE! This is your chance to own a piece of paradise in one of Sarasota's most sought-after waterfront communities-- Pelican Cove! This 2-bedroom, 2-bathroom condo offers a unique dynamic floorplan which allows you to easily make the most of the space to suit your needs. By means of an accordion partition, the living room can be expanded or closed off to form the 2nd bedroom. This allows occasional guests complete privacy with an ensuite bath and come outfitted with built-in cabinetry, including a Murphy bed for the ultimate in flexibility. Enjoy views of a tranquil pond with fountain from the very private glass-enclosed lanai, which spans the living area as well as the 2nd bedroom. Ideally located along Little Sarasota Bay, Pelican Cove is an exceptional 75-acre community with miles of tropical trails and walkways, an 86-slip marina with direct access to the Intercoastal Waterway, and a bird sanctuary. Additional amenities include 3 clubhouses, 6 heated pools, tennis and pickleball court, a firness center, and a dog run. "Pelican Cove University" offers a range of classes, lectures, and clubs, using studio space including an art studio, photography studio, and woodworking shop. Excellent shopping and dining options are within a 5-minute drive. 20 minutes to the myriad cultural options in downtown Sarasota. Just around the corner from Sarasota Square, now under development and slated to premiere in 2026 with new shopping, dining, and entertainment options.
Listing is courtesy of: MOUNT VERNON PROPERTY MGMT INC (941-957-4663)
Listing Agent: Jennifer Herman (941-957-4663)
2049 CHAMPION ST, SARASOTA, FL 34231
$75,00075 Days on yellowkey MLS ID: A4688156
REDUCED by $15,000 (16.7%) on 05/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 736 Built: 1963Monthly Fee: $215 Tax: $958 (2025)Community: Mobile EstatesMobile Home
Taxes:$958
Remarks: Opportunity awaits with this Sarasota property located in a 55+ community in a convenient area near US-41, Bee Ridge Road, and the Gulf Coast beaches. The home is being offered as-is and presents strong potential for buyers looking to renovate, update, or create value through thoughtful improvements. This property offers a compelling opportunity for those seeking a project in a desirable Sarasota location. With the right vision, the home can be transformed into a comfortable full-time residence or a seasonal retreat. Ideally positioned just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and everyday conveniences, the location provides access to many of the area's most desirable amenities. Nearby parks, retail centers, and major roadways allow convenient connectivity throughout Sarasota and surrounding communities. For buyers looking to take on a renovation project and customize a property to their preferences, this home offers solid potential within a well-located Sarasota neighborhood. The property is being sold as-is. Buyers are encouraged to conduct their own due diligence and verify all information.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
3174 REGATTA CIR, SARASOTA, FL 34231
$433,90053 Days on yellowkey MLS ID: A4689148
REDUCED by $5,000 (1.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1279 Built: 1963Monthly Fee: $6 Tax: $4,089 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$4,089
Remarks: Bright and light, charming, nicely updated two bedroom, two bath home sold TURNKEY furnished in the lovely Gulf Gate community on a quiet circle street! Don’t miss this tropical oasis with a beautiful backyard and screened in patio ready for new owners – just bring your toothbrush! This community has an optional HOA and no CDD fees! This one car garage home includes the following updates: new exterior paint 2026, new interior paint in 2021, new wind rated sliding doors in 2021, new screened in patio 2021, new range and refrigerator in 2021, new garage exterior door in 2024, garage painted in 2023, new gas grill in 2026, new updated lighting in 2021, and new HVAC installed in 2020. Close to shopping, restaurants, and only 3.9 miles to the famous #1 Beach in the USA - Siesta Key! Enjoy as your personal home or as a great investment opportunity. Don't miss this home, make your appointment to see today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alice Lewis (941-402-5564)
6836 ROXBURY DR, SARASOTA, FL 34231
$539,00068 Days on yellowkey MLS ID: A4686601
REDUCED by $36,000 (6.3%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1969 Tax: $5,635 (2025)Community: Gulf GateSingle Family
Taxes:$5,635
Remarks: A fantastic opportunity to own a beautifully updated pool home in Gulf Gate. Featuring 2 bedrooms, 2 bathrooms, a versatile bonus room, and a spacious one-car garage with a circular driveway, this property offers flexibility, comfort, and convenience in one of Sarasota's most established communities. Inside, the open-concept living and dining area is enhanced by tile flooring throughout, creating a bright and inviting atmosphere. The updated kitchen features granite countertops, while both bedrooms offer walk-in closets for ample storage. The bonus room provides additional flexibility and may be ideal for a home office, hobby room, guest space, or other uses depending on a buyer's needs. Significant updates include a 2021 roof, updated ductwork, improved underground plumbing, a new AC system installed in 2024, and a new 200-amp electrical panel completed in 2024. Additional improvements include a full-property irrigation system and landscape lighting with backyard timer controls, both installed in 2024. Step outside to enjoy the fully renovated heated saltwater pool and screened lanai, creating a private outdoor setting ideal for relaxing, entertaining, or enjoying Florida's year-round lifestyle. Currently operating as a successful vacation rental, the property offers an attractive opportunity for both owner-occupants and investors. Rental history is available for review. Ideally located just minutes from Siesta Beach, the Legacy Trail, shopping, dining, Gulf Gate Library, and everyday conveniences, Gulf Gate features sidewalks, streetlights, parks, and convenient access to many of Sarasota's most popular destinations.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
5440 RIVERBLUFF CIR #87, SARASOTA, FL 34231
$219,00018 Days on yellowkey MLS ID: A4695042
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1971Monthly Fee: $622 Tax: $2,033 (2025)Community: Strathmore Riverside ISpa: YesVilla
Taxes:$2,033
Remarks: Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000473 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Remarks: One or more photo(s) has been virtually staged. Panoramic Sarasota Bay views, a gated West of Trail setting in Oyster Bay Estates and an exceptional boating lifestyle define this remarkable waterfront residence overlooking the downtown Sarasota skyline and open waters. Blending timeless architectural details with expansive entertaining spaces and resort-inspired living, the home presents a rare opportunity to experience one of Sarasota’s most sought-after waterfront addresses. Brand-new impact-rated windows and doors are scheduled for installation in August/September 2026, further enhancing the property’s long-term value and storm readiness. A grand arrival sets the tone with travertine stairs leading to stately double entry doors framed by an arched transom window. Inside, expansive living and dining spaces are highlighted by intricate coffered ceilings, artisanal millwork, wainscoting-lined hallways and walls of sliding glass doors designed to maximize natural light while showcasing breathtaking water views. A carved stone gas fireplace anchors the main living area, while seamless indoor-outdoor flow enhances the home’s elevated waterfront atmosphere. Designed for both entertaining and everyday living, the chef’s kitchen features an oversized center island with prep sink, granite countertops, custom wood cabinetry and premium Viking® appliances paired with a Sub-Zero® professional refrigerator. A walk-in pantry with custom organization and an adjoining butler’s pantry with beverage cooler, dishwasher drawers and glass-front cabinetry create exceptional functionality for hosting. Breakfast and casual dining spaces are positioned to capture spectacular waterfront and skyline views from nearly every angle. The great room is surrounded by windows framing Sarasota Bay, lush tropical scenery and the downtown Sarasota skyline, while multiple entertaining bars with beverage coolers, prep sinks, dishwasher drawers and granite countertops provide ideal gathering spaces for family and guests. The primary suite serves as a luxurious private retreat featuring windows overlooking the water, a custom sitting area and a spa-inspired bath with travertine finishes, dual vanities, jetted soaking tub, oversized walk-in shower and custom-designed walk-in closet. A dramatic wood staircase leads to four additional en-suite guest bedrooms, each with access to an enormous balcony showcasing stunning downtown and water views. A three-stop elevator provides convenient access throughout all levels of the residence. The ground-level bonus area seamlessly connects to the resort-style pool deck, creating exceptional flexibility for indoor-outdoor waterfront living. Above the garage, a private guest apartment with separate staircase access offers a living area, kitchenette, spacious bedroom, full bath and private balcony, ideal for extended guests or multigenerational living. Additional highlights include hardwood flooring, plantation shutters, crown molding, custom tray and coffered ceilings, a central vacuum system and extensive architectural detailing throughout. Located minutes from Siesta Key, Southside Village and vibrant downtown Sarasota, this extraordinary Sarasota waterfront estate offers a rare combination of luxury bayfront living, boating access, panoramic sunset views and timeless coastal elegance in one of Sarasota’s premier West of Trail neighborhoods.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1725 BAYWOOD DR, SARASOTA, FL 34231
$2,595,000132 Days on yellowkey MLS ID: A4680848
REDUCED by $100,000 (3.7%) on 05/04/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3612 Built: 1984 Tax: $20,152 (2025)Community: Bay View AcresSpa: YesSingle Family
Taxes:$20,152
Remarks: Welcome to 1725 Baywood Drive — an extraordinary waterfront estate ideally positioned just moments from open bay access in one of Sarasota’s most sought-after boating communities. Offered fully furnished, this exceptional residence delivers the ultimate blend of sophisticated coastal living and effortless luxury, allowing you to move in and immediately experience the Sarasota lifestyle at its finest. From the moment you arrive, lush tropical landscaping, a grand circular driveway, and elegant architectural presence create an unforgettable first impression. Inside, sun-drenched living spaces showcase timeless design, refined finishes, and an effortless flow ideal for both intimate living and upscale entertaining. Designed to maximize indoor-outdoor living, the home opens to a spectacular private waterfront oasis featuring panoramic water views, a resort-style pool and spa, expansive entertaining areas, and a fully equipped outdoor kitchen. Whether enjoying peaceful mornings by the water or hosting unforgettable sunset gatherings, every detail was thoughtfully crafted to embrace the beauty of Florida waterfront living. For boating enthusiasts, the private dock and 20,000-pound boat lift provide fast, direct access to Sarasota Bay and the Gulf of Mexico — making spontaneous days on the water effortless. Perfectly located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, and world-class dining, shopping, and entertainment, 1725 Baywood Drive offers a rare opportunity to own a true Sarasota waterfront retreat where luxury, privacy, and lifestyle come together seamlessly.
Listing Agent: Kelly Quigley (941-356-9954)
2902 CAPTIVA GARDENS DR #3, SARASOTA, FL 34231
$259,90037 Days on yellowkey MLS ID: A4692905
REDUCED by $20,000 (7.1%) on 05/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1975Monthly Fee: $621 Tax: $2,243 (2025)Community: Captiva GardensSpa: NoVilla
Taxes:$2,243
Remarks: Looking for a Value Priced "Updated" Villa in Captiva Gardens with or without furniture? You've found it! All of these updates within the last 3 years: Luxury Vinyl Flooring*Hurricane Windows*Kitchen Appliances*Interior Freshly Painted*Walk-in Tub/Shower*LG Washer all in on*Recessed lighting & More! This villa has Coastal Fixtures and Decor and the furniture is optional! The layout is wonderful with two distinct living areas, providing ample space for relaxation and entertainment. Beautiful shell landscaping with decorative pots and a Lanai with a brick patio, which is a great place to unwind. Residents have full access to the Pool and the well maintained Clubhouse that is perfect for events and social gatherings with all of the friendly neighbors. The pool offers a refreshing escape and is ideal for soaking up the Florida sun or doing a leisurely swim. The location of this community is superb and it is within minutes to World Renowned Siesta Key Beaches, Gulf Gate Library, Legacy Trail, Gulf Gate Shops and Restaurants, Several Fitness Centers, A+ Schools and Shopping. UTC Mall is only 20 minutes away, as well as cultural downtown Sarasota with great nightlife, fine restaurants, opera, movie theaters and more. The one car garage is an added bonus that provides not only parking convenience but also adds additional storage options. You'll love living in sought-after South Sarasota. Whether you want to explore local parks, shop, hop on over to Siesta Key or take a walk or bike ride ... South Sarasota always has something to do. Make this one yours but don't wait!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
2153 PUEBLO CIR #V14, SARASOTA, FL 34231
$199,000138 Days on yellowkey MLS ID: A4679111
REDUCED by $33,000 (14.2%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1972 Tax: $2,363 (2025)Community: Woodside Village WestSpa: NoCondo
Taxes:$2,363
Remarks: Located in the heart of Sarasota, this ground floor 2/2 villa is very comfortable, manageable and private. Tucked away in a private courtyard, this villa has been lovingly maintained and upgraded by its owner. The windows and sliding glass door were replaced in 2016 with PGT vinyl frame impact double hung windows and impact sliding glass in the sliding door. The HVAC unit was replaced in 2022. The interior of the entire villa was freshly painted in 2022. The kitchen has cabinets galore and plenty of counter space. The laundry closet has a washer and dryer and storage space. The side door in the kitchen and the slider in the dining area lead to the private patio in the back of the villa. With permission from the Association, this patio can be screened in. There is a large walk in the closet off of the primary bedroom plus an ensuite bath with a large vanity and a step-in shower. Grab bars have already been installed in the shower. There is a full guest bath with tub/shower. More closet space and storage in the second bedroom plus in the large hallway closet. This active 55+ community has a swimming pool. Each unit has its own parking space plus guest spots. There are a total of 48 units in this private enclave. Conveniently located close to shopping, restaurants, medical offices and houses of worship plus only a few miles away from America's #1 Beach at Siesta Key. Being sold turnkey furnished, this villa is move in ready.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
7689 COVE TER, SARASOTA, FL 34231
$3,499,00047 Days on yellowkey MLS ID: A4691515
REDUCED by $196,000 (5.3%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4564 Built: 1964Monthly Fee: $25 Tax: $18,202 (2025)Community: Southpointe ShoresSpa: YesSingle Family
Taxes:$18,202
Remarks: Just three homes in from the open waters of Little Sarasota Bay, this beautifully updated waterfront residence in Southpointe Shores offers a rare combination of location, scale, and immediate livability. Positioned on a quiet cul-de-sac with nearly 100 feet of Intracoastal frontage, the property captures wide water views and direct boating access in one of Sarasota’s most desirable neighborhoods. Spanning more than 4,500 square feet across two levels, the home is designed for both everyday comfort and entertaining. An open layout defines the main level, where wood-grain tile flooring connects the primary living spaces and walls of pocketing sliding glass doors open fully to the outdoor living areas—creating a seamless indoor-outdoor experience. The recently reimagined pool deck serves as the centerpiece of the home’s outdoor setting, featuring a covered lounge area, summer kitchen with built-in grill, and a resort-style heated pool and spa with sun shelf and waterfall features. The expansive patio overlooks peaceful waters, offering a dynamic waterfront backdrop from morning through sunset. Inside, the new chef’s kitchen has been thoughtfully updated (in 2024) with custom contemporary cabinetry, quartz countertops, high-end appliances—including a built-in Miele coffee station—center island with breakfast bar, and a full-sized wine cooler. The adjacent family room offers vaulted ceilings, water views, and a well-appointed wet bar with built-in shelving, creating a natural gathering space. Two guest suites with updated en-suite baths are located on the main level, along with a dedicated laundry room. The second floor is reserved for privacy, featuring an expansive primary suite with sweeping water views, fireplace, custom walk-in closet, and a marble en-suite bath. A study and additional bedroom on this level provide flexibility for a home office, fitness space, or nursery. Recent upgrades enhance both comfort and peace of mind, including impact windows and sliding glass doors (2020), a new seawall (2019), tile roof (2016), updated electrical wiring, modernized baths, and newer HVAC and water heater systems. Set on an oversized waterfront homesite with direct access to the Intracoastal Waterway, this boater’s sanctuary includes a newer private dock with 27,000-pound lift, accommodating a variety of boating needs. Southpointe Shores is a quiet, tucked-away waterfront community known for its proximity to Sarasota’s best coastal destinations. Siesta Key Beach and Crescent Beach are just minutes away, along with marinas, parks, and everyday conveniences. Downtown Sarasota’s cultural attractions—including The Bay Park, Selby Gardens, the Van Wezel Performing Arts Hall, galleries, and dining—are easily accessible, offering a lifestyle that balances privacy with connectivity.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1815 S LAKE SHORE DR, SARASOTA, FL 34231
$4,250,00059 Days on yellowkey MLS ID: A4690123
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $250,000 (5.6%) on 05/19/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4177 Built: 2023 Tax: $32,460 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$32,460
Remarks: Under contract-accepting backup offers. Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home.
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
6742 BOWLINE DR, SARASOTA, FL 34231
$450,00094 Days on yellowkey MLS ID: A4685028
REDUCED by $20,000 (4.3%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1444 Built: 1969Monthly Fee: $3 Tax: $2,560 (2025)Community: Gulf GateSingle Family
Taxes:$2,560
Remarks: Motivated seller! Additional price reduction of $20K! One or more photo(s) has been virtually staged. If you're searching for an extra-large, fully fenced backyard in a quiet and private setting, this Gulf Gate gem may be exactly what you've been waiting for in a voluntary HOA community! This beautifully renovated home features a spacious split floor plan with two master suites, each offering large bathrooms—perfect for guests, multigenerational living, or added privacy. Major updates provide peace of mind, including a roof that is only 4 years old, A/C just 3 years old, and a water heater replaced 4 years ago. The home also features an updated kitchen with stainless steel appliances and stylishly updated bathroom vanities. The layout offers comfort, flexibility, and great functionality for everyday living. Enjoy the convenience of living just minutes from the world-famous Siesta Key Beach, along with easy access to Gulf Gate shops, restaurants, and nearby malls. Excellent A-rated schools make this location even more desirable. With its charm, valuable updates, and one of the most functional floor plans in Gulf Gate, this home offers comfort, convenience, and the best of a Florida lifestyle. Schedule your private showing today and contact your favorite Realtor before it's gone!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Pino (714-588-0319)
6014 BORDER LN, SARASOTA, FL 34231
$525,00041 Days on yellowkey MLS ID: A4692425
0 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1583 Built: 1954 Tax: $5,909 (2025)Community: Pine Shores Estate 4Th SecSingle Family
Taxes:$5,909
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this West of the trail home in coveted Pine Shores Estates offering larger, more private lots. This established neighborhood is just north of the Stickney Point Bridge and is a very short distance to Siesta Key! The home is ready to move into and features a split floor plan, granite and stainless-steel kitchen with adjacent breakfast room and pantry, plus a relaxing covered and screened patio. Additionally, the home has modern-era baths and kitchen, a central office, 2022/2024 roof, new water heater, partially fenced 1/4 acre lot, two separate driveways, and an oversized garage. The upstairs portion of the garage (14' x 24') could potentially be configured to accommodate a rental apartment, playroom, additional bedroom, or storage and could really add a lot to this great home! Located just a short distance from the unspoiled beauty and walking trails, kayak launch, and fishing docks of the Phillippi Estate County Park that features a wonderful seasonal weekly farmer's market! This great property is only .9 miles to Siesta Key and about 1.2 miles to beach access #12. This is walkable to restaurants, shops, places of worship, and is only about 5 miles to downtown Sarasota! No HOA or deed restrictions here so bring your boat or RV and take advantage of this great location very near to Siesta Key and in the center of all that Sarasota has to offer. Priced below recent appraisal!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
2706 WHITE SANDS DR, SARASOTA, FL 34231
$414,50019 Days on yellowkey MLS ID: A4694861
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1600 Built: 1961Monthly Fee: $6 Tax: $3,654 (2025)Community: Gulf GateSingle Family
Taxes:$3,654
Remarks: Don't miss your chance to own a beautifully remodeled home in Gulf Gate, one of Sarasota's most sought-after locations. This 1600 Square Foot home on a quiet street is move in ready with nothing to do but sit back & enjoy. As you approach the home along the paver walkway & covered porch, you step through an impact rated door to a modern open-concept layout with elegant new luxury vinyl plank flooring. Large windows in the Living Room flood the room with light, and a wall of windows in the Dining Room brightens every meal. The large updated white kitchen has newer appliances, tile backsplash, and a breakfast bar. Oversized sliding glass door opens to a large backyard deck for entertaining and a paver patio perfect for a firepit and grilling. Mature trees and palms abound and set the tone for relaxing on a private lot with room for a pool. Split floorplan has two bedrooms and a tile bath with a tub down a short hallway from living areas at one end of the home. At the rear of the home, the primary bedroom has a vaulted ceiling with walk-in closet, en-suite updated tile shower, chair height toilet and sliding glass door that opens to the deck. Laundry and storage shelves in 1 car garage. Hot water heater replaced in 2026, Roof in 2025, and the Central Heat & Air (with insulated ductwork) and R-32 Attic Insulation in 2020. Professionally painted inside & out in 2026. Modern 6 panel doors with new hardware, 4 ceiling fans and wide window blinds on replacement double pane windows throughout. Lovingly owned and updated by long term owners. Great schools, shopping, and Gulf Gate Village restaurants within easy walking distance. Area beaches, churches, and vibrant arts and culture a short drive away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Bob Moffatt (941-232-3370)
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