Location: Sarasota , 34231
Do Not Show Listings
2110 PALM TER, SARASOTA, FL 34231
$469,777Listed 06/19/2026 2:03PM MLS ID: A4697614
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1680 Built: 1952 Tax: $3,664 (2025)Community: Harbor OaksApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,664
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: 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.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
2627 DUEBY ST, SARASOTA, FL 34231
$375,000Listed 06/19/2026 1:50PM MLS ID: A4697585
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1951 Built: 1961 Tax: $4,579 (2025)Community: Sarasota Manor Vacating PlatSingle Family
Taxes:$4,579
Middle School: Brookside Middle
Remarks: Rarely does a property offer this much flexibility, privacy, and future potential. This unique 3-bedroom, 3-bathroom home combines a traditional Florida ranch layout with a studio suite, creating endless possibilities for multi-generational living, rental income, a private guest retreat, or a home office. Add in no deed restrictions and room for all your toys, and you've found a truly rare opportunity. The main residence features 3 bedrooms and 2 bathrooms, while the studio suite offers its own bathroom, private deck, and plumbing already stubbed for a future kitchenette. Thoughtfully designed to balance connection and privacy, the layout is ideal for extended family, guests, a home office, or additional income opportunities. Throughout the home, you'll find an updated kitchen, a renovated primary bathroom, low-maintenance travertine and terrazzo floors, a spacious one-car garage, and an oversized laundry room with built-in storage. Major improvements have already been completed, including impact-rated Energy Star windows installed in 2021, a brand-new HVAC system, a sewer lateral replacement completed shortly before ownership, additional drain and supply line plumbing updates in 2022, underground utilities by FPL, and a new garage door opener installed in 2022. Beyond the living spaces, the expansive backyard unlocks endless possibilities. There's ample room for a pool, playground, garden, orchard, boat and RV parking, or simply enjoying the extra space and privacy that are becoming increasingly difficult to find. Situated on county water and sewer along a quiet single-lane road in an established neighborhood, this property also offers strong long-term upside as surrounding homes continue to be remodeled and rebuilt. Best of all, you're less than 3 miles from Siesta Key Public Beach, placing world-famous beaches and Gulf Coast sunsets just minutes from your doorstep, while everyday convenience is equally strong with The Landings just 1.5 miles away offering fitness facilities, grocery stores, shopping, and dining. Outdoor recreation is close at hand with Red Bug Slough Preserve and Phillippi Estate Park both only 2 miles away, the latter featuring a waterfront setting, playground, kayak launch, and scenic green space, while Lido Key Beach is approximately 8 miles from home. Sarasota-Bradenton International Airport is a convenient 9-mile drive, premier shopping, dining, and entertainment at University Town Center are just 12 miles away, Sarasota Memorial Hospital is approximately 3 miles away providing quick access to top-tier healthcare, and vibrant downtown Sarasota is just 4 miles away offering arts, dining, waterfront parks, and cultural attractions. With its versatile floor plan, extensive updates, oversized lot, and exceptional location, this is a rare opportunity to enjoy the flexibility and freedom that today's buyers are seeking. Schedule your private showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
3165 REGATTA CIR, SARASOTA, FL 34231
$459,000112 Days on yellowkey MLS ID: A4683961
REDUCED by $5,900 (1.3%) on 06/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1193 Built: 1964Monthly Fee: $6 Tax: $3,638 (2025)Community: Gulf GateSingle Family
Taxes:$3,638
Elementary School: Gulf Gate Elementary
Remarks: Completely remodeled with all work permitted and completed to the highest standards, this move-in ready Gulf Gate home lives large and showcases exceptional quality, thoughtful design, and true craftsmanship. Live where others vacation — perfectly positioned just 2.4 miles from the nearest Siesta Key beach access, placing world-renowned white sand beaches and breathtaking Gulf sunsets just minutes from your doorstep! The designer-curated kitchen features solid wood white shaker cabinetry, premium quartz countertops, a custom tile backsplash, and new stainless-steel appliances. Just off the kitchen, a spacious dining area is anchored by a beautifully crafted custom solid wood banquette with an integrated bookcase, bench seating, and built-in storage — a rare and functional design feature. Both full bathrooms have been beautifully renovated with new vanities, updated countertops, and custom tiled showers. Additional interior upgrades include new luxury vinyl plank flooring, fresh interior and exterior paint, new doors and trim, and updated lighting & fixtures. Indoor laundry adds everyday convenience. Major system improvements provide peace of mind, including new PVC underground sewer drain lines, new water lines, a new water heater, updated electrical panel, HVAC (2020), and a *BRAND NEW ROOF* (2026)! All windows are equipped with hurricane shutters. Designed for seamless indoor/outdoor living, multiple sliding glass doors open to a spacious screened and covered back porch featuring upgraded Trex decking — the perfect space for morning coffee or relaxed evenings under the twinkle lights. The backyard is truly special, highlighted by a custom PAVER FIRE PIT with built-in bench seating. Enjoy fresh landscaping, a new front paver walkway, and a large fenced backyard. Covered carport parking includes an outdoor storage closet, plus an additional shell parking space which provides plenty of parking. Centrally located on a quiet circle in prime Gulf Gate, this home offers easy access to world-famous Siesta Key Beach and is within walking or biking distance to an array of local restaurants and shopping in Gulf Gate. Publix, Trader Joe’s and Costco are all just minutes away, and Gulf Gate Elementary School is right around the corner. Turnkey furnishing option is also available which could make for an easy second home. Bright, cheerful, and beautifully finished — this home is truly move-in ready! Buyer’s agent to verify all MLS information including room sizes, utilities and HOA if applicable.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Jonah Wright (941-932-1661)
6723 AVENUE C, SARASOTA, FL 34231
$1,949,000137 Days on yellowkey MLS ID: C7521189
REDUCED by $50,000 (2.5%) on 06/19/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1851 Built: 1999 Tax: $5,412 (2025)Community: Bay View AcresSingle Family
Taxes:$5,412
Elementary School: Pine View School
High School: Pine View School
Middle School: Pine View School
Remarks: Location, location, location! Siesta Key - Private Boat Slip - Completely Updated - NOT in a FLOOD ZONE & No Hurricane damage!! Situated on Avenue C just before the South Siesta Key Bridge, this beautifully updated home offers an unbeatable coastal lifestyle. Enjoy less than a mile walk to the world-famous Siesta Key Beach, where you can take in stunning sunsets, white sand beaches, and relaxing weekends by the water. Boaters will love the easy access to the Intracoastal, just minutes away, with approximately 15 minutes to reach the Gulf of America. The home is also within walking distance to local restaurants and beaches, while being tucked inside a peaceful bird sanctuary, offering a rare blend of convenience and natural surroundings. Inside, the home has been fully updated. Improvements completed in 2020 include a NEW ROOF, tile flooring throughout, a brand-new kitchen, and updated bathrooms. The floor plan offers three bedrooms, including a SECOND PRIMARY SUITE, three bathrooms, and an oversized two-car garage. The backyard is designed for true Florida living, featuring a large heated pool, a spacious lanai with new panoramic screening, and a PRIVATE BOAT SLIP, one of only two slips in the entire neighborhood. The pool was resurfaced with new tile in 2025, and the dock was completed in 2025 as well. This home captures the best of coastal Florida living with walkability, boating access, and thoughtful updates throughout. Enjoy the neighborhood with a short walk to popular spots including Daiquiri Deck, Siesta Key Oyster Bar, Captain Curt’s Crab & Oyster Bar, The Old Salty Dog, Abel's ice cream, Ruth’s Chris Steak House, and Carrabba’s Italian Grill. With Publix Super Market and shopping just down the road, you can enjoy peace and quiet while still being close to everything you need. Schedule your own personal tour today!
Listing is courtesy of: SELLSTATE VISION REALTY (941-336-5400)
Listing Agent: Savannah Zarris (941-807-4304)
8824 PHYLISS AVE, SARASOTA, FL 34231
$449,00026 Days on yellowkey MLS ID: A4694704
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1714 Built: 1973 Tax: $1,647 (2025)Community: Petrecca TerraceSingle Family
Taxes:$1,647
Remarks: Step into this delightful, well maintained, 3-bedroom, 2-bath, spanning over 1,700 square feet. This thoughtfully designed split floor plan offers versatile living spaces perfect for growing families, first-time buyers, or savvy investors looking for a property with incredible potential and an open floor plan. The home boasts a large one-car attached garage and an expansive carport, providing plenty of covered parking and storage options. Recent updates ensure peace of mind, including a newer roof (2023), a modern AC system (2019), and an upgraded electrical panel (2019). These key improvements mean fewer maintenance worries and more time to focus on making this home truly your own. Beyond the home’s walls, you’ll love its unbeatable location. Nestled centrally between the world-famous Siesta Key and Venice/Nokomis Beaches, you’ll enjoy easy access to sun-soaked days by the Gulf. Plus, convenience abounds with a soon-to-be-built Trader Joe's and Whole Foods nearby, alongside existing favorites like Sprouts, Target, and a variety of retail and dining options. You will also enjoy easy access to both Wharf Road Park and kayak launch and also the Vamo Drive neighborhood park Whether you're dreaming of crafting your perfect home or seeking a smart addition to your portfolio, this property is your opportunity to make it happen. Don't wait—this gem won't last long!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Worth Fiers Iii (941-812-3380)
5627 ASHTON WAY #5627, SARASOTA, FL 34231
$339,00072 Days on yellowkey MLS ID: A4688691
REDUCED by $10,000 (2.9%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1995Monthly Fee: $315 Tax: $2,457 (2025)Community: Ashton Lakes 09Condo
Taxes:$2,457
Middle School: Booker Middle
Remarks: Location! Location! Location! Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Experience the unique fine quartz sand from the Appalachian Mountains. A tastefully decorated, elegant turnkey furnished 2-bedroom 2 bath, a screened lanai with lake view could be yours. Unit is on the 2nd floor of a 3-story building with a newly furbished elevator access or stairs. Updated kitchen and bathrooms. In 2018 newly installed hurricane impact windows, & lanai sliding doors, for a worry-free hurricane season! Unit is bright, airy and welcoming. Kitchen walls opened, making it bright and cheerful. Updated bathrooms. Relax on the lanai and let our wildlife entertain you. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts and 4 pickleball courts, 2 heated pools, large pool with lap lane, shuffleboard, clubhouse, grilling stations and other amenities. Close to I-75, rte.41, shopping, restaurants, hospitals, and schools. Our complex is also connected to Merchants Mart shopping center by a foot bridge. Shops include CVS, restaurants, ACE hardware, liquor store, Dollar store, beauty salon and the famous Detwiller's Farm Market. It's all there for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Disclosures, updates and improvements attached. Roof 2014. Air handler 2021.We welcome you with open arms to this well-kept secret... Items that do not convey are some framed artworks [ seller's creation] some objects d'art, and a swivel accent chair. This unit has almost everything you need from corkscrew to garlic press...just move -in with your suitcase of beach wear, casual wear and plenty of suntan lotion...
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
5697 ASHTON LAKE DR #6, SARASOTA, FL 34231
$236,000181 Days on yellowkey MLS ID: A4675578
REDUCED by $9,000 (3.7%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 848 Built: 1984Monthly Fee: $315 Tax: $3,029 (2024)Community: Ashton LakesSpa: NoCondo
Taxes:$3,029
Tax Year: 2024
Remarks: Location! Location! Location! Only 3.5 miles to the World Famous Siesta Key Beach, with its fine sugary quartz sand. This much sought after 2-bedroom 2 bath unit is on the ground floor, overlooking the vast expanse of a natural spring fed lake with very pleasant view. The screened lanai faces east. Unit is bright and airy. Unit was updated in 2012 with vinyl floors, kitchen cabinets, granite counter tops and updated bathrooms. Ashton Lakes is located on 33 acres of luscious greenery, 4 lakes, 2 heated pools, one with lap lane, 2 tennis courts with 2 pickle ball courts on each, shuffleboard, clubhouse and other amenities. Close to I-75, trte.41, hospitals, schools, restaurants and shopping. We are also connected to Merchant Mart shopping center with CVS, ACE hardware, restaurants, and the famous Detwiler Farm Market. Roof 2009. Come be a part of this friendly community....
1648 STARLING DR #202, SARASOTA, FL 34231
$325,000141 Days on yellowkey MLS ID: A4680410
REDUCED by $14,000 (4.1%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1975 Built: 1987 Tax: $4,982 (2025)Community: Landings South VCondo
Taxes:$4,982
Remarks: One or more photo(s) has been virtually staged. LET'S MAKE A DEAL! A brand new roof, gutters, AC, exterior paint, resurfaced roads, and a brand new community pool set the stage for exceptional value in this beautifully maintained second-floor coach home in The Landings, one of Sarasota's most established guard-gated communities. Tucked at the end of a private cul-de-sac just one block from the pool and community amenities, the setting offers privacy and convenience in equal measure, with the big-ticket items already handled. A private entry framed by distinctive tile steps opens to a light-filled interior where soaring vaulted ceilings give the space an immediate sense of openness. Wide-plank wood flooring runs through the main living areas, connecting each room with an easy flow while keeping the dining, living, and kitchen spaces nicely defined. Just off the living area, an enclosed lanai lined with expansive sliding glass doors looks out over peaceful treetops, a quiet spot equally suited to morning coffee or winding down in the evening. At the heart of the home, the kitchen balances function and warmth with white cabinetry, granite countertops, custom tile backsplash detailing, and a sunlit eat-in area. A breakfast bar opens to the living and dining rooms for effortless entertaining, while a built-in dry bar adds character, extra storage, and a natural spot to serve guests. The primary suite carries the same vaulted ceilings and includes a flexible alcove that works beautifully as a sitting area or home office, along with a dedicated dressing space, built-in storage, and an oversized walk-in closet. Its en-suite bath offers a walk-in shower with bench seating, generous counter space, and timeless finishes. Two additional bedrooms and a guest bath round out the layout, leaving room for visitors, hobbies, or a work-from-home setup. Life here is genuinely maintenance-free. The HOA covers the roof, windows, sliders, screens, exterior paint, landscaping, pest control, cable and Xfinity service, and insurance from the drywall out. The home sits approximately 21 feet above sea level and is not in a flood zone, an increasingly meaningful detail on the Gulf Coast. Residents of The Landings enjoy the Racquet Club with tennis and pickleball, resort-style and lap pools, a fitness center, clubhouse, and an active social calendar, plus a scenic nature trail leading to Roberts Bay, where a kayak launch and fishing dock offer direct access to the water. A private garage with attic storage, a paver driveway, and convenient guest parking complete this move-in-ready residence, close to the beaches, dining, and culture that define Gulf Coast life. Come experience the comfort and ease of The Landings for yourself. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
3501 N VILLAGE CT #220, SARASOTA, FL 34231
$288,31070 Days on yellowkey MLS ID: A4688282
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1686 Built: 1978Monthly Fee: $367 Tax: $1,929 (2025)Community: Village In The PinesSpa: NoCondo
Taxes:$1,929
Remarks: Virtually Staged. Great location near Siesta Beach, Gulf Gate, shopping and restaurants! Come see this spacious corner lot Condominium/ 1/2 Duplex, located in Village In The Pines NORTH- a private hidden community of 2 cul-de-sac streets w/ community pool and a total of 42 extra large duplex/condominiums, all with actual attached garages, which is a very rare commodity. This 2250 sq ft villa is a 2 bd/2ba split floor plan featuring all tile, except carpeted spare bdrm and neutral paint throughout. The spacious entry features an expensive, beautiful solid brass Waterford crystal ceiling light and a large double 5 shelf closet. Remodeled kitchen w/ tray ceiling, beautiful solid wood Glendale oak cabinets w/ 12 extra large drawers, 12 double cabinets and 1 single + neutral light Silestone counter tops & 2018 all stainless hardware & appliances, stainless sink & faucet, digital 3 rack solid surface oven & stove combo w/pull out storage drawer, digital micro +fan combo. Kitchen sliders open onto a fenced pavered patio that could be extended to the length of the unit. The dining room features an expensive Hinkley solid brass chandelier w/ 2 matching side wall decor only sconces, french doors open to a 2026 remodeled outdoor atrium w/ shell drained floor, a perfect place for private sunbathing or plants or table. Living room has 2 vertical windows and steps down to the connecting Florida room w/ large picture windows & a solid metal stained glass look light and fan combo. Master bedroom features terracotta ceramic tile, stainless steel fan, 2 vertical windows, room for king bed & large furniture, PROFESSIONALLY DESIGNED WALK IN CLOSET w/ 18 shelves 8 lrg drawers, single & double hung; next to walk in is a large 5 shelf closet + en-suite bathroom w/ safety bars & handles, tiled step in shower & bench, 3 light fixtures, extra long solid wood vanity w/ marble top & lots of drawers. Other side of unit has large spare bedroom w/ 2 long vertical windows, cross wall closet & light beige carpet. Spare bath has sliding door shower/tub combo, lrg solid wood vanity w/ drawers, upscale chrome fixtures & window. Hall has 5 shelf linen closet & brass Waterford crystal ceiling light, same light in laundry room w/ washer, dryer & full wall closet + A/C handler. The door opens into 2 car garage w/ 2 lrg peg boards, lrg work bench, laundry sink tub, 28 gal water heater, moisture barrier reinforced ceiling, digital coded opener & 2 car driveway. This home highlights additional upgrades of new inside solid wood doors throughout with Baldwin brass handles & hinges, upgraded security system, 2023 new roof under warranty and 2020 repiped and replumbed entire interior. Gated community heated pool is 5 driveways east on same side of street, includes Cabana w/ bath, shower + changing facilities. Community is 55+, pet free & low fees. Located right behind Beneva Village shopping center w/ over 40 different retail, fast food, hardware, restaurants, grocery, gym, banks, etc. Bus stop just outside front gate connects to Sarasota Westfield Mall to go anywhere. Ready to move right in & enjoy the Florida lifestyle you've been waiting for. Won't last!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Yvonne Blackburn (941-350-6398)
6448 HOLLYWOOD BLVD, SARASOTA, FL 34231
$3,995,000Listed 06/19/2026 8:43AM MLS ID: A4697076
0 Days Off yellowkey (back on 6/19/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4055 Built: 1991 Tax: $15,348 (2025)Community: Pine Shores Estate 7Th SecSpa: YesSingle Family
Taxes:$15,348
Remarks: Under contract-accepting backup offers. Exceptional waterfront living awaits in this extensively updated three-story Intracoastal estate offering 113 feet of deep-water frontage, no fixed bridges to the Gulf, and less than one mile to world-renowned Siesta Key Beach. Designed for both luxury and lifestyle, this 4-bedroom, 4.5-bath residence encompasses 4,055 air-conditioned square feet and 6,129 total square feet of thoughtfully curated living space. A boater's dream, the property features a new 20,000-pound boat lift, 113 feet of new Trex dock, and a 7,000-pound double jet ski lift with direct access to Sarasota Bay and the Gulf of Mexico. The resort-style outdoor environment has been transformed with more than $250,000 in professional landscaping by Plant Source, featuring lush tropical gardens, bamboo privacy hedges, coconut and royal palms, premium turf, a propane fire pit, tiki torches, a sparkling pool, and multiple spaces for waterfront entertaining. A custom dual-entry metal privacy gate provides a grand and private arrival. Inside, the residence showcases engineered hardwood flooring throughout, impact-rated windows and doors, remote-controlled blinds, a whole-home water purification system, and a private elevator servicing all three levels. The recently redesigned kitchen and interior spaces were professionally reimagined by Mindy Webb Design & Blu Interiors, blending timeless coastal elegance with modern luxury. The first floor offers a three-car garage, gym, recreation room or office, and hurricane-rated sliding glass doors opening to the pool and waterfront living areas. The second floor serves as the heart of the home with expansive gathering spaces and an outdoor lounge area ideal for enjoying Sarasota's year-round sunshine. Occupying the top level, the private primary suite features a waterfront balcony with breathtaking Intracoastal and sunset views, creating the ultimate owner's retreat. Adding flexibility and value is a detached pool house complete with a new metal roof, impact windows and doors, and its own mini-split system. Comfort is ensured throughout the property with three separate air-conditioning systems serving the main residence, plus additional mini-splits in the gym and auxiliary spaces. Ideally located just over the South Siesta Key Bridge, this exceptional waterfront estate offers a rare combination of deep-water boating, designer renovations, resort-style outdoor living, and convenient access to Siesta Key Beach, dining, shopping, and all that Sarasota has to offer.
Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)
Listing Agent: Morgan Marziali (941-806-7214)
1630 STICKNEY POINT RD #101, SARASOTA, FL 34231
$269,90087 Days on yellowkey MLS ID: A4687288
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1975 Tax: $2,758 (2025)Community: Castle Del MareCondo
Taxes:$2,758
Remarks: Fantastic opportunity to own a beautifully updated 1BR/1BA first-floor unit in highly desirable Castel Del Mare! This light and bright residence features a tiled entry and kitchen, with attractive laminate flooring throughout the remaining living areas. The spacious kitchen is equipped with white cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining. The generously sized primary suite offers a private, updated en-suite bath complete with granite counters and a walk-in shower. What truly sets this unit apart is the in-unit washer and dryer—a rare convenience—along with an expansive double, oversized lanai just steps from the pool, creating the perfect space to relax and enjoy the Florida lifestyle. Castel Del Mare is a sought-after waterfront community ideally located just steps from the South Bridge to Siesta Key—offering the best of both worlds with easy access to the beach while enjoying the convenience of mainland living.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
1646 STICKNEY POINT RD #1646-101, SARASOTA, FL 34231
$379,900140 Days on yellowkey MLS ID: O6376065
REDUCED by $7,500 (1.9%) on 06/15/2026
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 SUPERIOR UNIT that has been beautifully remodeled. This 2-bedroom, 1.5-bath townhomeis just across the south bridge from Siesta Key. Fully updated in 2022 with new furnishings, in-unit WASHER AND DRYER, a screened lanai, and a PRIVATE BACKYARD OFF the living area and master bedroom. Crescent Beach (access #12) in Siesta Key and multiple restaurants and shops are a short 10-MINUTE WALK! Fully updated in 2022 with designer decor and furnishings, in-unit WASHER AND DRYER, a screened lanai, and a completely private patio overlooking a very PRIVATE BACKYARD off the master bedroom and living area. 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!” Near public transit with easy access to Siesta Key Beach, Siesta Village dining, and the Stickney Point Bridge. Nearby dining includes Merci Café and La Dolce Vita. Publix and Detwiler's Farm Market within 1 mile. Red Bug Slough Preserve and Gulf Gate Village nearby.
Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)
Listing Agent: Bethanne Baer (407-228-1112)
4304 MIDLAND RD, SARASOTA, FL 34231
$340,00051 Days on yellowkey MLS ID: TB8502989
1 Days Off yellowkey (back on 6/19/2026)
REDUCED by $34,900 (9.3%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1447 Built: 1952 Tax: $3,143 (2025)Community: Floral Park HomesteadsSpa: YesSingle Family
Taxes:$3,143
Elementary School: Wilkinson Elementary
Remarks: This meticulously maintained 3-bedroom residence offers the ideal blend of vintage Florida character and high-quality contemporary improvements—all in a prime Sarasota location. Metal roof (2011), new HVAC system (2023), and tankless water heater (2020). Original wall planking replaced with new Sheetrock and insulation to improve energy efficiency. New flooring installed in 2020 flows throughout the open-concept living areas. Private fenced backyard with a sparkling pool (2019) and an above-ground heated spa—perfect for year-round enjoyment. Conveniently situated near Sarasota’s most desirable destinations. Approximately 5 miles to the world-renowned Siesta Key Beach; it is also close to Lido Key Beach. Minutes to St. Armands Circle and Downtown Sarasota’s vibrant restaurant and cultural scene. Near major retailers, grocery stores, and the shops along Bee Ridge Road and Southside Village. Just around the corner from Bee Ridge Park with green space, playgrounds, and community activities.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Brenda Olivas (407-280-0208)
2414 VACCARO DR, SARASOTA, FL 34231
$969,000162 Days on yellowkey MLS ID: A4677299
REDUCED by $14,000 (1.4%) on 05/29/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2014Monthly Fee: $570 Tax: $6,350 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,350
Remarks: NEW PRICE Best Value in the Neighborhood. Motivated sellers bring all offers. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$740,000183 Days on yellowkey MLS ID: A4675587
REDUCED by $9,999 (1.3%) on 06/19/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSpa: NoSingle Family
Taxes:$7,729
Remarks: This MULTI-GENERATIONAL home has a total of four bedrooms with Two Primary Suites located on both the 1st and 2nd floors. Two additional upstairs bedrooms share a full bath with a tub. The ample Foyer with Cathedral Ceilings leads to the Open Living & Dining area; and the 15’ x 21’ Family Room with fireplace. A Den with murphy bed and a half bath are adjacent to Foyer. The enclosed porch opens to a covered patio and a spiral staircase leading to the roof deck above the first-floor Primary. Seller offering credit of up to $10,000 towards repairs & improvements. The hot tub is ready, and the laundry room plus 3-car garage offer ample storage. Repairs to roof deck surface to be scheduled for July. This home is conveniently located to the beaches, schools, shopping, and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Sandra Walker (941-400-5849)
2320 AQUABLUFF PL #V274, SARASOTA, FL 34231
$255,000107 Days on yellowkey MLS ID: TB8482598
REDUCED by $3,000 (1.2%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,443 (2025)Community: Strathmore Riverside IiiCondo
Taxes:$2,443
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to easy Florida living in this 2-bedroom, 2-bath 55+ villa in beautiful Sarasota just 15 minutes away from Siesta Key! Comfortable, bright, and thoughtfully designed and NEW Roof and HVAC (2024) for added peace of mind - Come enjoy the relaxed lifestyle Sarasota is known for. Step inside to discover tile flooring throughout the entire home — no carpet here, creating a low-maintenance living space that’s perfect for Florida living. The stylish kitchen features rich wood cabinetry, granite countertops, a beautiful backsplash, and stainless steel appliances, offering both charm and functionality for everyday cooking and entertaining. Just off the kitchen, the sunny dining area is filled with natural light thanks to two large sliding glass doors, making it a welcoming place to start your morning or gather with friends. The spacious great room provides plenty of room to relax or host guests, with an open feel that makes the home comfortable and inviting. Both bedrooms are nicely sized, including the primary suite with a walk-in closet and private bath, offering a peaceful retreat at the end of the day. A laundry room conveniently located just off the 2 car carport adds everyday ease and practicality. Life in Strathmore Riverside Villas is about more than just the home — it’s about the lifestyle. Residents enjoy a wide variety of amenities designed for both relaxation and connection. The clubhouse serves as the heart of the community, featuring a fitness room, library, billiards, ping-pong, and outdoor recreation areas. A large heated pool is perfect for lap swimming, exercising, or simply relaxing in the Florida sunshine. Even better, the monthly condo fees make living here simple and stress-free, covering exterior maintenance, grounds care, water, and cable. Owners only pay for electricity and internet, allowing you to spend more time enjoying the Sarasota lifestyle and less time worrying about upkeep. For those who love being near the water, the community offers day docks for launching kayaks and fishing, along with a marina where owners can rent boat slips on a first-come basis. The social calendar stays active year-round with dances, dinners, educational luncheons, game nights, and community gatherings. Residents can also participate in a variety of social clubs including golf, arts and crafts, cards, boating, dining groups, and more, making it easy to meet neighbors and stay involved. Living in Sarasota means enjoying one of Florida’s most beloved coastal destinations. Known for its beautiful Gulf Coast lifestyle, Sarasota offers an incredible mix of award-winning beaches, dining, and outdoor recreation. Just a short drive away is the famous Siesta Key Beach, celebrated for its powdery white quartz sand and stunning sunsets. Spend your days soaking up the sunshine or enjoying waterfront restaurants in Siesta Key Village. Sarasota is also known for its vibrant cultural scene, including theaters, museums, and waterfront parks, along with endless opportunities for boating, fishing, golf, and exploring the natural beauty of Florida’s Gulf Coast. Whether you’re enjoying a quiet morning coffee at home, joining neighbors for a social event, or heading out to the beach for the afternoon, life here offers the perfect balance of relaxation and activity. If you’ve been searching for a welcoming 55+ community, fantastic amenities, and the Sarasota lifestyle close to Siesta Key, this villa is ready to welcome you home.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Tony Baroni (866-863-9005)
5649 WESTWIND LN, SARASOTA, FL 34231
$294,00038 Days on yellowkey MLS ID: A4693241
REDUCED by $5,000 (1.7%) on 06/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1169 Built: 1980Monthly Fee: $560 Tax: $2,641 (2025)Community: Villa GardensVilla
Taxes:$2,641
Remarks: Welcome to your hidden gem in the heart of Sarasota! This charming Westwind Lane home invites you in with a bright, open layout and tasteful updates that make it feel warm and move-in ready from day one. Step outside to your own private space—perfect for unwinding after a long day or hosting friends and family while enjoying the Florida lifestyle. Just minutes from Siesta Key and close to great shopping, dining, and daily conveniences, the location truly speaks for itself. It’s the kind of place you dream about when you think of living in Sarasota. Come see it for yourself—schedule your private showing today before it’s gone!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marina Paige (941-263-9545)
2227 CIRCLEWOOD DR #52, SARASOTA, FL 34231
$289,90015 Days on yellowkey MLS ID: A4696035
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1276 Built: 1974 Tax: $1,597 (2025)Community: Woodside VillageSpa: YesVilla
Taxes:$1,597
Remarks: Recently extensively remodeled villa just minutes from Siesta Key, surrounded by mature Old Florida landscaping in a private enclave of villa-style condos, close to Gulf Gate and US41. This inviting 2-bedroom, 2-bath condominium unit in Sarasota’s desirable Gulf Gate area, blending classic Florida charm with modern comfort. The spacious layout includes a bright Florida room, rear screened porch, and a covered carport. Recent updates feature a new modern kitchen w/ stainless steel appliances, new textured/painted ceilings and walls, newer HVAC system, newer electric wiring throughout the unit, newer electric panel, and newer water heater, plus newly paved neighborhood roads. The community offers a tennis/pickleball court and a large screened-in heated swimming pool. Not in a flood zone requiring insurance, this home is available for immediate occupancy, perfect for seasonal or year-round living. Just a 5-minute drive to world-famous Siesta Key Beach and close to shopping, dining, and entertainment, it’s ideal as a permanent home, vacation retreat, or investment property.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sean Hickey (941-587-4244)
208 SOUTHWINDS DR, SARASOTA, FL 34231
$64,90059 Days on yellowkey MLS ID: A4690882
4 Days Off yellowkey (back on 6/19/2026)
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: Under contract-accepting backup offers. 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)
3146 OSAGE TER, SARASOTA, FL 34231
$329,500Listed 06/18/2026 6:44PM MLS ID: A4697446
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1318 Built: 1957 Tax: $3,489 (2025)Community: Sun HavenSingle Family
Taxes:$3,489
Remarks: Move-In Ready Sarasota Gem – Completely Remodeled & Just 15 Minutes to Siesta Key! Welcome home to this beautifully updated 3-bedroom, 2-bath residence offering modern style, quality upgrades, and a prime location just 15 minutes from Siesta Key Beach and close to shopping, dining, schools, and everyday conveniences. This home has been extensively remodeled from top to bottom, giving you the peace of mind of a truly move-in-ready property. Major improvements include a roof only 2 years old, gorgeous 100% porcelain tile flooring throughout, and a stunning kitchen featuring white shaker cabinetry, quartz countertops, a stainless-steel sink, and a full suite of top-of-the-line LG stainless-steel appliances. Additional upgrades include: • New bathroom vanity, toilet, and quartz countertop • Upgraded ceiling fans • Elegant 5¼-inch baseboards throughout • Fresh interior and exterior paint • Large, covered carport Step outside and enjoy the spacious, shady backyard, complete with a 6-foot privacy fence, providing the perfect setting for relaxing, entertaining, pets, or family gatherings. Located in a quiet, established neighborhood, this home offers the rare combination of modern updates,
Listing is courtesy of: SARASOTA REALTY SOLUTIONS (941-216-6264)
Listing Agent: Steven Dutoit (941-356-6882)
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