Location: Sarasota, 34231
Do Not Show Listings
2635 MOSS OAK DR #55, SARASOTA, FL 34231
$490,000Listed 05/21/2026 10:30AM MLS ID: A4694301
0 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1985 Built: 1989 Tax: $1,966 (2025)Community: Woodbridge EstatesSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,966
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Woodbridge Estates at its finest! End unit, with total privacy, vaulted ceilings in almost every room, wood and ceramic tile floorings throughout, including the two screened porches. This villa style home lives like a single-family home, with everything remodeled in the last few years. The eat-in-kitchen has wooden cabinets, stainless steel appliances, Quartz countertops, under mount sink, back splash tile and pass-through to the dining room. Living room has wood burning fireplace, and opens up to a large, screened porch. Master bedroom has a huge walk-in -closet and totally renovated bathroom with walk-in-shower and soaking tub, dual counter sinks with Quartz countertops, The den-office is located off the dining room and has access to the guest bathroom. The second bedroom opens up to a small, screened porch as well. The 2-car garage is oversized, and both garage door and side entrance door were replaced in 2023 and extra space for a work bench. Woodbridge is located on 13 acres, with 60 villas and the amenities are tennis/pickleball courts, Manor house with 2 suites available to rent for guests and heated swimming pool. The community is gated from 7pm to 7am. The location is perfect for getting to the beach, shopping and 5 miles to I-75.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dede Curran (941-928-3255)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000450 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
Tax Year: 2024
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)
1511 PELICAN POINT DR #280, SARASOTA, FL 34231
$465,000114 Days on yellowkey MLS ID: G5107221
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1368 Built: 1978Monthly Fee: $842 Tax: $2,665 (2025)Community: Pelican Cove ViiSpa: NoCondo
Taxes:$2,665
Elementary School: Gulf Gate Elementary
Remarks: Wake up to exquisite, unobstructed full bay views from this exceptional condo, set within a beautifully wooded community known for its cultural, athletic, artistic, and intellectual vibrancy. After being impacted by a tornado during Hurricane Milton, the property has since been thoughtfully rebuilt with resilience and longevity in mind. Major structural upgrades include hurricane-rated sliding doors, a secure three-point roof system, newly constructed walls, new luxury vinyl floors in all rooms, a brand-new AC unit, and recessed lighting. The property is move-in ready, providing peace of mind and a solid foundation for years to come. Enjoy breathtaking water views and an inspiring, engaged community. Photos of the unit, furnished and prior to its current renovation, are available upon request.
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
4147 AUGUSTINE AVE, SARASOTA, FL 34231
$460,000231 Days on yellowkey MLS ID: TB8433902
REDUCED by $15,000 (3.2%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1500 Built: 1958 Tax: $4,984 (2024)Community: Floral Park HomesteadsSingle Family
Taxes:$4,984
Elementary School: Wilkinson Elementary
Remarks: Enjoy peace of mind with this beautifully maintained home featuring a brand-new roof and AC unit, both back by transferable warranties for added value and confidence. The property also includes a new vinyl fence, adding privacy and a fresh, modern touch to the spacious outdoor area. Situated on a large lot, this home offers plenty of room to relax and entertain, including a spacious lanai, perfect for enjoying the Florida lifestyle year-round. Conveniently located just minutes for the beach and St Armands Key. You'll enjoy easy access to shopping, dining and coastal living at its best. Best of all, there is NO CDD fees and NO HOA, giving you more freedom and fewer monthly expenses.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Janelle Duncan (813-385-1760)
4321 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$930,0008 Days on yellowkey MLS ID: O6405845
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1602 Built: 1972 Tax: $2,392 (2025)Community: Flora VillaSingle Family
Taxes:$2,392
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this charming 3-bedroom, 2-bath home located in the heart of Sarasota! This inviting residence features a bright and spacious layout with a versatile Florida room for relaxing, entertaining, or working from home. The open living and dining areas flow naturally, creating a warm and comfortable atmosphere. Enjoy the convenience of a central location just minutes from shopping, dining, and Sarasota’s beautiful beaches. Whether you are a first-time homebuyer, seasonal resident, or investor, this property presents excellent potential in a highly desirable area. Don’t miss the chance to own this Sarasota home.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1643 STANFORD LN, SARASOTA, FL 34231
$3,650,000107 Days on yellowkey MLS ID: A4681246
REDUCED by $100,000 (2.7%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3077 Built: 2019 Tax: $25,651 (2025)Community: Aqualane Estates 1St UnitSpa: YesSingle Family
Taxes:$25,651
Remarks: Perfectly positioned along the water, this exceptional residence offers a refined coastal lifestyle just moments from Siesta Key. Tucked away on a quiet street, the contemporary home enjoys southern exposure and approximately 100 feet of canal frontage with direct access to Sarasota Bay. Designed for both entertaining and everyday living, the open-concept interior features soaring ceilings exceeding 14 feet and expansive walls of impact-rated pocketing glass. When opened, the living areas flow seamlessly to a covered outdoor lounge, resort-style pool and spa, and a fully equipped outdoor kitchen, creating effortless indoor-outdoor living. The primary suite is privately located on the east side of the home and features oversized windows and glass sliders opening directly to the waterfront pool terrace, along with a custom walk-in closet and spa-inspired en-suite bath. On the west wing, two sun-filled guest bedrooms with walk-in closets share a beautifully appointed bathroom. A flexible bonus or media room serves as a fourth bedroom and includes an en-suite bath and walk-in closet. Additional features include a dedicated study or den, a fully air-conditioned split three-car garage, and thoughtfully designed spaces that balance style and functionality. With direct boating access to the Intracoastal and no HOA restrictions, this property offers an ideal waterfront lifestyle. Enjoy daily sunsets over the water and front-row views of Siesta Key’s Fourth of July fireworks—all from the comfort of your own home. Conveniently located minutes from Siesta Key Beach, Downtown Sarasota, and premier dining, shopping, and cultural destinations—including The Bay Park, Selby Gardens, and the Van Wezel Performing Arts Hall—this home presents a rare opportunity to enjoy contemporary design, privacy, and boating access in a sought-after coastal setting.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
1702 GLENHOUSE DR #410, SARASOTA, FL 34231
$285,000Listed 05/21/2026 7:17AM MLS ID: A4694062
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1576 Built: 1979 Tax: $617 (2025)Community: Pelican Cove XivSpa: YesCondo
Taxes:$617
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)
3101 BISPHAM RD, SARASOTA, FL 34231
$390,0007 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
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). Visit hudhomestore dot gov for bidding details and additional information. Equal Housing Opportunity.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Susanna Condon (941-243-4771)
7860 HOLIDAY DR, SARASOTA, FL 34231
$950,00024 Days on yellowkey MLS ID: A4691644
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2196 Built: 1957 Tax: $7,241 (2025)Community: Holiday HarborSingle Family
Taxes:$7,241
Remarks: Wonderfully charming street along HIDDEN HARBOR MARINA high and dry this lovely turn key home has 3 beds and 2.5 baths, a heated pool and large fenced yard.. NO HOA Country restrictions only Sarasota County restrictions. Home has many updates including a light and bright kitchen, window treatments, a king bed en-suite bath with French doors to a covered patio with plenty of lounging furniture and TV set up. This home comes turnkey furnished and has IMPACT RESISTANT, ENERGY EFFICIENT WINDOWS AND SLIDERS and a newer metal roof. You will love this HIDDEN HARBOR neighborhood with plenty of charm. Minutes to Siesta Key shopping and dining. A new shopping area to be completed by 2026 includes a new WHOLE FOODS and TRADER JOES as well as shopping and dining.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
3356 PLANTATION PL, SARASOTA, FL 34231
$525,0008 Days on yellowkey MLS ID: L4961906
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1982 Tax: $4,134 (2025)Community: South Pointe WoodsSingle Family
Taxes:$4,134
Remarks: Welcome to 3356 Plantation Place in beautiful Sarasota, Florida! This gorgeous 3-bedroom, 2-bathroom home with a 2-car garage has been completely remodeled from top to bottom with virtually everything brand new. Located in a highly desirable area just minutes from world-famous Siesta Key Beach, this move-in ready home offers modern style, quality craftsmanship, and peace of mind.Step inside to discover an open and inviting floor plan featuring brand new tiled floors throughout, fresh finishes, updated fixtures, and abundant natural light. The stunning remodeled kitchen showcases beautiful cabinetry, upgraded countertops, and modern finishes perfect for entertaining or everyday living. Both bathrooms have been tastefully renovated with stylish upgrades and designer touches.Major improvements include a brand new roof, new garage door, new doors and windows, new electric panel, new receptacles, and updated fixtures throughout the home. Every detail has been thoughtfully completed, making this property truly turnkey.Enjoy living in one of Sarasota’s most sought-after locations close to Siesta Key, shopping, dining, entertainment, parks, and top-rated schools. Whether you are looking for a primary residence, vacation home, or investment opportunity, this home checks all the boxes.This one won’t last long — schedule your private showing today!
Listing is courtesy of: HELLOSOLD LLC (954-778-5300)
Listing Agent: Dan Farber (954-778-5300)
5430 MATTHEW CT, SARASOTA, FL 34231
$521,9001 Day on yellowkey MLS ID: A4692322
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1629 Built: 1995Monthly Fee: $33 Tax: $3,760 (2025)Community: Forest OaksSingle Family
Taxes:$3,760
Remarks: 5430 Matthew Court is nestled at the end of a peaceful cul-de-sac in Sarasota’s highly desirable Forest Oaks community. This inviting 3-bedroom, 2-bath residence instantly feels like the Florida home you are seeking. It features two spacious primary suites, making it ideal for multi-generational living or hosting guests. Step inside to discover a thoughtfully designed floor plan. The home includes QUARTZ COUNTERTOPS, PORCELAIN TILE FLOORING, UPDATED CABNETRY, 2023 APPLIANCES/ WASHER/DRYER, TANKLESS HOT WATER HEATER, HURRICANE RESISTANT FRONT WINDOW, ELECTRIC/CRANK METAL SHUTTERS, RE-PIPED, TREX DECKING, 2024 MASTER SHOWER FLOOR RE-TILED and 2023 INTERIOR AND EXTERIOR PAINT. Seller currently using electric appliances but natural gas is available. Whether you are seeking a full-time residence, seasonal getaway, or income-producing investment, this versatile property is ready to fit your needs. Location is everything and this home delivers. It is just minutes from the powdery white sands of world-famous Siesta Key Beach. Families will appreciate being situated within a top-rated school district. Riverview High School is a walk or bike ride away. Walk to Red Bug Slough, a scenic 72-acre preserve. The preserve offers shaded walking trails, picnic areas, and birding opportunities. In addition, you’ll enjoy effortless access to premier shopping, dining, and entertainment, when based at this residence. 5430 Matthew Court combines a prime central location with both privacy and convenience. This home captures the very best of the Florida lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kadie Nolan (941-404-6192)
2121 PALM TER, SARASOTA, FL 34231
$630,00079 Days on yellowkey MLS ID: A4684433
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1681 Built: 1950 Tax: $5,120 (2025)Community: Harbor OaksSingle Family
Taxes:$5,120
Remarks: Backyard retreat + income-producing detached studio + steps to Trader Joe’s! Quiet dead-end street near Siesta Key & Downtown Sarasota—privacy meets prime location. Extensively updated and ideally located, this Sarasota home offers the perfect blend of lifestyle and convenience—just minutes to Downtown, Siesta Key Beach, Sarasota Memorial Hospital, and SRQ Airport. The private backyard is a true highlight, featuring lush landscaping, custom hardscaping, a pergola, and a striking mural—fully fenced (2023) for privacy and perfect for entertaining or relaxing outdoors year-round. Inside, the home is move-in ready with fresh paint, custom feature wall, built-in closets, blackout blinds, and hurricane-rated windows and doors for peace of mind and natural light. The kitchen includes a Bosch dishwasher (2025), Samsung range and microwave (2023), plus LG washer/dryer (2023). Additional upgrades include whole-home water filtration with reverse osmosis (2022), air purification (2024), generator with transfer switch (2025), updated plumbing, maintained HVAC, and a new 28-gallon water heater (2026). The upgraded garage features waterproof flooring, built-ins, insulation, and mini-split AC (2025)—ideal for a gym, workshop, or flex space. The detached studio adds exceptional versatility with a private entrance, outdoor space, kitchenette, full bath, washer/dryer, and dedicated AC (2023). The studio has been successfully rented, offering strong income potential or flexibility for guests or a private office. A rare opportunity combining privacy, flexibility, and a highly desirable Sarasota location.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Samantha Markbreit (845-558-4828)
2826 SWIFTON DR #114, SARASOTA, FL 34231
$144,900108 Days on yellowkey MLS ID: A4681011
REDUCED by $5,000 (3.3%) on 05/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1971 Tax: $829 (2025)Community: Swifton Villas Sec BCondo
Taxes:$829
Remarks: An exceptional opportunity in a sought-after 55+ community, this ground-level, single-story one-bedroom, one-bath condominium is attractively priced and offered as-is. The interior has been recently refreshed with new paint and features tile and laminate flooring throughout. Both the kitchen and bathroom have been tastefully updated. Convenient covered parking is located just steps from the front door. Monthly condo fees are affordable at $350/Mth and cover water, sewer, trash service, basic cable, exterior upkeep, and the roof, making maintenance-free living easy and predictable. Residents enjoy access to a heated community pool and an inviting clubhouse with a lively social atmosphere. Ideally located just three miles from the beautiful sands of Siesta Key Beach and close to shopping, dining, and everyday conveniences, this property is well suited for year-round living or a seasonal Florida escape. Schedule your private showing today.
Listing is courtesy of: HOOK & LADDER REALTY INC (941-356-7530)
Listing Agent: Bill Howell (941-356-7530)
7637 COVE TER, SARASOTA, FL 34231
$3,495,00071 Days on yellowkey MLS ID: A4684647
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3799 Built: 2004Monthly Fee: $25 Tax: $27,740 (2025)Community: Southpointe Shores Unit 1Spa: YesSingle Family
Taxes:$27,740
Remarks: Welcome to 7637 Cove Terrace, an elegant 4-bedroom, 3 full bath and 2 half bath custom residence located in the coveted waterfront community of Southpointe Shores. Beautifully renovated in 2023, offering 3,799 square ft of heated living space, this meticulously maintained home combines Florida architectural style with modern comfort and exceptional boating amenities. Set on a 0.34-acre lot with over 100 feet of direct saltwater canal frontage, the property provides sailboat depth-water access plus a large private dock equipped with electric and water, and has been upgraded with TWO Boat lifts: a 40,000lb lift and an additional 10,000K lift, making it an outstanding choice for boating enthusiasts. Enjoy serene views of the wide canal with deep water access to the Intracoastal Waterway from your own backyard. Inside, the home welcomes you with an open, light-filled layout enhanced by tray ceilings, crown molding, stone counters, walk-in closets, and a spacious primary suite on the main floor. The gourmet kitchen, remodeled in 2024, features Thermador™ appliances, a walk-in pantry, a gas cooktop, range hood, dishwasher, refrigerator, and built-in island seating, flowing seamlessly into the living and dining areas — ideal for everyday living or entertaining. All three guest bedrooms are located on the main level, each offering generous dimensions and built-in closets, with Bedroom 2 featuring an en-suite bath. An oversized second-floor bonus space provides flexibility for a game room, media room, office, or guest retreat and includes a terrace, a powder room, a wet bar and a beverage refrigerator for ease of entertaining. The outdoor living space is exceptional: the private screened area hosts the heated pool and in-ground spa, both resurfaced in 2023, expansive covered lanai with new travertine, outdoor kitchen, balcony, fenced yard, and thoughtful exterior details such as French doors, lighting, rain gutters, and sliding glass doors. Whether relaxing or hosting, this home’s outdoor spaces offer year-round enjoyment. To ease your mind, the home is elevated to almost 12 feet, well above plane requirements. Additional features offering peace of mind and enhance your life include new hurricane grade front entry doors in 2024, the100.7 foot seawall was redone in 2015, the home’s interior and exterior was repainted in 2024. Two 5 ton Daikon Central air units, (2024 & 2016), electric heating, public utilities and gas, an additional 45 Gallon water heater dedicated for the primary suite, and a tile roof & block/stucco construction for durability. There is an attached 2 car garage with an additional oversized 1 car garage, great for extra storage and a third car. Nestled within the desirable Southpointe Shores community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. The neighborhood’s private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota’s premier shopping, dining, beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Julie Lojacono Mackie (773-704-1438)
5811 CAVANO DR, SARASOTA, FL 34231
$565,0003 Days on yellowkey MLS ID: R4911277
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2014Monthly Fee: $287 Tax: $3,523 (2025)Community: Esplanade By Siesta KeyVilla
Taxes:$3,523
Remarks: One or more photo(s) has been virtually staged. Location, Location, Location — Minutes to world-famous Siesta Key Beach and all that culturally rich Sarasota offers: Theater, Van Wezel Performing Arts Hall, Ringling Museum to mention a few, fine and casual dining, Main Street shopping, UTC Mall, Legacy Trail, SRQ airport, hospital, and I-75. This attractive, split-plan 2-bedroom + den, 2-bath villa sits in Esplanade by Siesta Key a gated, maintenance-free community with resort-style amenities: heated zero-entry pool with lap lane, heated spa, pickleball, tennis, bocce, grass volleyball/badminton court, firepit, fitness center, community room with kitchen, fenced dog park and full-time property manager. HOA covers exterior maintenance, landscaping and roof care. The open great room plan flows to a screened, extended lanai with water views — perfect for entertaining, sunsets and bird watching. Primary suite features an ensuite bath with built-in shower bench, private water closet, dual-sink granite vanity. Guest bedroom with ensuite bath. Dining room includes a custom mirrored buffet with upper and lower cabinetry. The den is ideal for a home office, library or craft room. Upgrades and interior highlights: Mohawk wood plank flooring, new carpeting in bedrooms, large tile in kitchen, baths and laundry, tray ceilings in living and dining rooms, crown molding, recessed lighting, granite bath counters, Corian kitchen counters with integrated sink, tile backsplash with listello tile accent, custom kitchen and laundry cabinets (laundry includes utility sink), custom bedroom closets, ceiling fans, custom garage storage, plantation shutters, hurricane panels and security system. Located on a cul-de-sac with an extra long paver driveway. ALL information is believed to be accurate, but must be verified by the buyer and the buyer's agent* Don’t miss this dream home in Sarasota.
Listing is courtesy of: JOSELLE D. CULP (941-374-1274)
Listing Agent: Joselle Culp (941-374-1274)
208 SOUTHWINDS DR, SARASOTA, FL 34231
$64,90031 Days on yellowkey MLS ID: A4690882
REDUCED by $10,000 (13.4%) on 05/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 459 Built: 1966Monthly Fee: $195 Tax: $1,160 (2025)Community: South Winds Mhp Co-OpMobile Home
Taxes:$1,160
Remarks: Welcome to an incredible opportunity in the highly desirable Southwind's 55+ co-op community, ideally located in the heart of Sarasota just minutes from the world-renowned Siesta Key Beach. Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers exceptional value in an unbeatable location. This one-bedroom, one-bath residence features a spacious and functional layout with abundant natural light throughout. The living area flows nicely, creating a comfortable and inviting space to relax or entertain. One of the standout features is the oversized lanai; perfect for enjoying the Florida lifestyle year-round and easily serving as additional living space. The home also offers a private driveway, a dedicated laundry area located in the shed, and ample storage space. While the unit could benefit from some updating, it is priced accordingly, presenting a fantastic opportunity to customize and make it your own. With a little vision, this property has the potential to truly shine; making it especially appealing for investors or buyers looking to add value. Located in an X flood zone, this property has had no flood or water damage from recent storms, offering added peace of mind. Southwind is a vibrant and friendly community known for its active lifestyle and impressive amenities, including a heated pool, shuffleboard courts, horseshoe pits, library, and recreation hall. The community also offers guest parking along with designated areas for RV and boat storage. With low monthly fees of just $195, which include water, sewer, cable, and lawn care, it’s one of the best values in Sarasota. Conveniently located just 10 minutes to Siesta Key, 20 minutes to downtown Sarasota and UTC Mall, and close to shopping, dining, and everything South Sarasota has to offer. Affordable opportunities like this in such a prime location are rare. Priced to sell and offered as-is with the right to inspect; don’t miss your chance to make this your own slice of paradise.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
2717 RIVERBLUFF PL #V49, SARASOTA, FL 34231
$270,00092 Days on yellowkey MLS ID: A4681632
0 Days Off yellowkey (back on 5/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1480 Built: 1971Monthly Fee: $725 Tax: $2,787 (2025)Community: Strathmore Riverside IVilla
Taxes:$2,787
Remarks: Mrs. Clean Lives Here! Absolutely Charming 2 bed/2bath end-unit Villa that should check every box on your villa wish list! Stunning kitchen that gently flows into dining room area (CHECK)! Dining room area opens into large living room with another large family room area creating LOTS of living space (CHECK)! A bonus room with the ability to make this your own game room, office space, or just your own oasis (CHECK)! Crown molding in living and dining room with gorgeous wood flooring (CHECK)! Separate storage for your convenience (CHECK)! Plenty of Guest parking and carport near your front door (CHECK)! Freshly Painted within this last year! Roof only 5 years with New Carport Roof. Active Community with clubhouse facility, community Pool and marina (CHECK)! This is a stunning villa with an exceptional location, just minutes to Siesta Key, shopping and fine dining! If you are looking to live the Sarasota lifestyle come "CHECK" on this breathtaking villa TODAY!!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
1646 STICKNEY POINT RD #1646-101, SARASOTA, FL 34231
$389,900112 Days on yellowkey MLS ID: O6376065
REDUCED by $10,000 (2.5%) on 05/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1975Monthly Fee: $993 Tax: $3,529 (2025)Community: Castel Del MareSpa: NoTownhouse
Taxes:$3,529
Remarks: Escape to Saltwater Daydreams, your own slice of paradise just steps from the best of Siesta Key and Sarasota. A beautifully remodeled 2-bedroom, 1.5-bath townhome just across the south bridge from Siesta Key. Crescent Beach (access #12) in Siesta Key and multiple restaurants and shops are a short 10-MINUTE WALK! Fully updated in 2022 with new furnishings, in-unit washer/dryer, a screened lanai, and a private patio off the master bedroom. Located in the sought-after Castel Del Mare complex, you'll enjoy two pools (one right on the Intracoastal Waterway), tennis, pickleball, shuffleboard, a mangrove walk, and gazebo views of the waterway. The off-island location is a bonus during peak season — easy in-and-out without the bridge traffic. Townhome features tranquil and private greenbelt views from both levels. Assigned parking is located directly in front of the home, with ample guest parking nearby. The HOA fee covers exterior and roof maintenance, landscaping, amenities, on-site management, strong reserves, cable TV, water, sewer, trash recycling, and weekly pest control! Whether as a primary residence, seasonal getaway, or investment opportunity, this home offers privacy, comfort, and the ultimate Siesta Key lifestyle! With flexible rental guidelines, you can offset ownership costs by renting out part of the year, and take advantage of lucrative peak-season rental revenues!”
Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)
Listing Agent: Bethanne Baer (407-228-1112)
6136 HOLLYWOOD BLVD, SARASOTA, FL 34231
$1,775,000162 Days on yellowkey MLS ID: A4674886
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2121 Built: 2016 Tax: $17,739 (2024)Community: 1206 - Aqualane Estates 3Rd UnitSpa: YesSingle Family
Taxes:$17,739
Remarks: Built in 2016, this exquisite home is perfectly positioned at the end of a highly coveted canal in Aqualane Estates, offering unparalleled privacy and breathtaking water views. Designed with both elegance and resilience in mind, the property remained completely unscathed during Hurricanes Helene and Milton (12.5 feet above sea level as well as impact windows/slider), providing peace of mind for future homeowners. This exceptional 3-bedroom, 2-bathroom residence boasts soaring 10-foot ceilings, luxurious marble finishes, and a versatile bonus room—ideal as an office, playroom, or creative space. At the heart of the home, the open-concept living area seamlessly blends indoor and outdoor living, making it perfect for entertaining or unwinding in style. Step outside to your private waterfront oasis, where a stunning pool and hot tub (added in 2021) set the stage for unforgettable sunsets over the canal. Boating enthusiasts will appreciate the convenience of direct backyard access to Sarasota Bay, allowing for effortless days on the water. Beyond the home’s serene waterfront setting, you’re just one mile from pristine powdery sand beaches and mere minutes from Siesta Key Village, as well as everyday essentials like Publix, Costco, and more. Whether you’re seeking a full-time residence or a luxurious retreat, this Aqualane Estates gem offers the best of Florida living. Home can be purchased Fully Furnished and ready to be moved into!
Listing is courtesy of: SOLUTIONS REALTY (941-302-4812)
Listing Agent: Priscilla Gratton (941-737-9100)
2330 RIVERBLUFF PKWY #V245, SARASOTA, FL 34231
$299,0007 Days on yellowkey MLS ID: A4693008
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1480 Built: 1971Monthly Fee: $725 Tax: $3,640 (2025)Community: Strathmore Riverside IiiVilla
Taxes:$3,640
Remarks: A Rare Opportunity to own a "CANAL FRONT" Villa, *Value Priced that does not come on the market often! This is a highly desirable open floor plan, ( 1480 Sq.Ft under air, 1906 total ) with 2 bedrooms/2 baths and large living areas to enjoy! With a lovely canal view, this villa has a newer AC unit 2023, electrical panel 2020, roof permit 2019, and the kitchen was updated with newer appliances. Plumbing pipe lining in 2023! Mainenance Free Strathmore Riverside Villas offers the 55t community a lavish lifestyle with a community clubhouse, pool, fitnerss center, acitvities to enjoy and is located approximately 2 miles to the Siesta Key south bridge. The Marina located within this community has an annual fee of approximately $1344.00. Located just around the corner from Strathmore Riverside Villas you will find shops, Detweiler's Farmers Market, and quality restaurants to enjoy. Imagine sitting on your peaceful patio and enjoying your water view after a lovely sunny Florida day. Imagine making this charming Villa on the water your new home!
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