Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
3012 CLAY CIR, SARASOTA, FL 34234
$339,0007 Days on yellowkey MLS ID: A4689331
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1971 Tax: $2,411 (2025)Community: Newtown EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,411
Elementary School: Emma E. Booker Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Fully remodeled Sarasota home at 3012 Clay Cir offering a functional layout, spacious living areas, and abundant natural light throughout. This property features all-new flooring, updated bathrooms, fresh interior paint, and modern finishes, along with newly refreshed front landscaping that enhances curb appeal. The kitchen opens to the main living space, making it ideal for both everyday living and entertaining, while the primary suite includes a private bath and additional bedrooms provide flexibility for guests or a home office. Enjoy a comfortable outdoor area perfect for year-round use, all conveniently located near downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools—making it an excellent option for a primary residence, seasonal getaway, or investment opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Taymer Graham (941-224-8737)
1516 OAK ST, SARASOTA, FL 34236
$1,775,00070 Days on yellowkey MLS ID: A4680208
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 2416 Built: 1969 Tax: $5,325 (2025)Community: Grosvenor Park SubSingle Family
Taxes:$5,325
Elementary School: Southside Elementary
Remarks: In the heart of desirable Burns Court in Sarasota, stands a captivating European-inspired Florida home. This DUPLEX offers a two bedroom, two bath residence downstairs and a three bedroom, three bath upstairs. 1516 Oak Street offers the unique advantage of downtown walkability coupled with the privacy of a fully fenced, meticulously landscaped yard adorned with native plants. This residence provides an ideal alternative to condominium living, granting residents exclusive private outdoor space for themselves and their pets without the financial burden of monthly condominium fees. Indulge in the sun on the expansive upstairs balcony or unwind on the shaded patio. Prepare delectable charcuterie boards in the well-appointed kitchen, perfect for hosting happy hour gatherings, dinner parties, garden parties, or brunches. Each restful bedroom is equipped with an ensuite bathroom, ensuring privacy and convenience. Situated conveniently near the Saturday Farmers Market, a variety of local restaurants, and the Sarasota Bayfront, this exceptional property offers unparalleled potential. Currently arranged as a fully furnished duplex, it also presents remarkable versatility as a family compound, an income-generating investment, or a potential conversion into a spacious single-family home. The owner has invested significantly in high-quality upgrades to ensure the home’s move-in readiness, including: - A new metal roof installed in 2022 - A replaced sewer line and relined pipes in 2023 - New windows, updated electrical systems, and a new air conditioning unit completed in 2025 - A well for irrigation to maintain the lush landscaping - Natural gas connection - Off street parking for 4 cars and a storage shed - Completely fenced yard and landscape lighting. Furthermore, due to the property’s DTE zoning, there is potential to add another structure on the site, expanding the possibilities for future development. Selling turnkey furnished and ready to rent if desired. Experience a remarkable lifestyle in Burns Court. Schedule a private tour today.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
35 SANDY COVE RD #2A, SARASOTA, FL 34242
$975,000199 Days on yellowkey MLS ID: A4653716
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1254 Built: 1970 Tax: $7,373 (2025)Community: Sandy CoveCondo
Taxes:$7,373
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Sandy Cove – Mid-Century Modern Gulf Front Paradise: Period-preserved mid-century architecture meets breathtaking Gulf front water views in this exceptional Siesta Key residence. Located in Sandy Cove, a hidden gem and distinguished 1970s development of villas and mid-rises, this fifth-floor residence offers a panoramic vista over Big Pass to Lido, Bird Key, and downtown Sarasota—a guaranteed "wow" moment. Sandy Cove Condos was designed in 1969 by Frank Folsom Smith with James Holliday and James Durden, earning a 1970 AIA Florida Award for architectural excellence. This light-filled, architecturally preserved residence is over 1,200 square feet with two bedrooms, two bathrooms, and a thoughtful split floor plan. Upon arrival, you're greeted by a charming garden courtyard that offers a glimpse into the home. Step inside and be captivated by the spectacular living room featuring soaring vaulted ceilings that provide ample natural light and an airy, open ambiance. Enjoy breathtaking Gulf water views from your living room and kitchen sliders, which open seamlessly to your private patio. The sliders pull back to welcome Gulf breezes throughout the entire residence, connecting to several delightful porches and patios—including an additional private palm tree patio with IPE decking. A rare and highly coveted feature: this residence includes a private one-car garage. Gulf front residences in Sandy Cove rarely become available, making this a unique chance to own a piece of Siesta Key's architectural history. The home has potential to be sold furnished and is offered in as-is condition, presenting an opportunity for buyers to customize their personal vision. Ideally situated close to Siesta Key Village—just a short distance away, this truly unique location offers a natural private beach exclusive to the community, along with a fishing pier. Come see this truly "if you know, you know" treasure on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
5400 OCEAN BLVD #6-4, SARASOTA, FL 34242
$1,300,000227 Days on yellowkey MLS ID: A4663880
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1970 Tax: $10,071 (2025)Community: TerraceCondo
Taxes:$10,071
Remarks: One or more photo(s) has been virtually staged. The Beach Terrace building is one of the most desirable addresses on Siesta Key with a direct Gulf of Mexico location and nestled at the end of the village. This 2 bedroom / 2 full bath corner residence offers panoramic views of the Siesta Key beach, village and aqua water of the Gulf of Mexico. The condominium offers 3 spacious balconies to enjoy morning coffee, evening sunsets and the skyline of downtown Sarasota in the distance. Enter the split floor plan residence through the entry with tiled flooring into the kitchen. The kitchen boasts updated cabinetry, appliances, lighting, granite countertops. The large living area offers dual sliders that provide expansive views throughout Siesta Key and the beach. You can enjoy just relaxing on the couch and viewing the sparkling waters of the gulf. The dining area also provides ample space for entertaining. The primary bedroom has a private balcony with views of the gulf and village. There are two full size beds and an ensuite bath and vanity area including updated tile, cabinetry and granite countertops. The second bedroom offers a full bed with an additional full sliding door for and dazzling views of the gulf. This bedroom also provides an additional bathroom with updated cabinetry, tile shower and granite. The onsite amenities include elevated heated saltwater pool, fitness center, community room all steps from private beach.
5400 OCEAN BLVD #8-05, SARASOTA, FL 34242
$690,000163 Days on yellowkey MLS ID: A4670371
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 522 Built: 1970 Tax: $6,969 (2025)Community: Beach TerraceCondo
Taxes:$6,969
Remarks: BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.
1513 OAK ST #18, SARASOTA, FL 34236
$1,499,00098 Days on yellowkey MLS ID: A4677602
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1910 Built: 2007 Tax: $9,605 (2025)Community: Burns Court VillasSpa: YesTownhouse
Taxes:$9,605
Remarks: Located in the heart of Sarasota’s iconic Burns Court, this three-bedroom, two-story residence at Burns Court Villas offers the privacy and comfort of a single-family home with the walkability and energy of downtown just outside your door. Spanning more than 1,900 square feet, the thoughtfully designed layout is enhanced by multiple outdoor living spaces—including the largest private courtyard in the community and three private bedroom balconies. A solid mahogany front door opens to refined interiors featuring travertine flooring, high ceilings, crown molding, and abundant natural light filtered through impact-rated windows and doors. The main level flows seamlessly from the living room—anchored by a gas fireplace and custom built-ins—to the formal dining area and sunlit family room overlooking the lush courtyard, creating an ideal setting for entertaining or everyday living. The gourmet kitchen, remodeled in 2023, is equipped with custom wood cabinetry with soft-close drawers and pull-out storage, under-cabinet lighting, and thick quartz countertops. The extended island offers room for dining in. Premium appliances include a Sub-Zero refrigerator, Viking gas range, hood and range, and Miele dishwasher. Upgraded LED lighting enhances both function and atmosphere throughout the home. Upstairs, Brazilian cherry engineered hardwood flooring leads to a serene primary suite with a private balcony, custom walk-in closet, and a fully renovated en-suite bath (2025) featuring dual vanities topped with quartz counters, a tile-and-glass walk-in shower with built-in bench seating, and a dedicated makeup area. Two additional guest suites—each with its own balcony—share a beautifully reimagined full bath with high-end finishes. A second-floor laundry room with storage cabinetry adds everyday convenience. Residents of Burns Court Villas enjoy a tranquil, gated setting with trellised stone walkways, a heated courtyard pool and spa, lounge area with outdoor fireplace, secure parking, and enhanced perimeter security with fob-access gates. As an added convenience, the Association also covers many utilities including management, ground maintenance, pest control, water, sewer, and waste collection. Perfectly positioned moments from Downtown Sarasota, this residence places you in an ideal walkable location to Sarasota’s Cultural Coast. Enjoy the convenience of city living, near the Bayfront, Marina Jack, theaters, museums, galleries, farmers markets, and acclaimed dining along Main Street. St. Armands Circle, Lido Beach, and Sarasota’s Gulf beaches are just minutes away, offering the ideal balance of cultural vibrancy and coastal living. A rare opportunity to enjoy refined city living within one of Sarasota’s most distinctive downtown enclaves.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000239 Days on yellowkey MLS ID: A4659204
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Tax Year: 2024
Remarks: PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide peace of mind and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
1850 WEBBER ST, SARASOTA, FL 34239
$3,890,00021 Days on yellowkey MLS ID: A4686673
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$18,011
Remarks: One or more photo(s) has been virtually staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
3607 FLAMINGO AVE, SARASOTA, FL 34242
$4,950,000203 Days on yellowkey MLS ID: A4662402
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3876 Built: 2005 Tax: $17,596 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$17,596
Remarks: DIRECT ACCESS TO INTRACOASTAL WATERWAY - North Siesta Key's Bay Island Boater's Dream - Experience the best of coastal living in this elegant 4bd/4ba residence - just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with Brazilian Ipe hardwood flooring throughout, hurricane rated windows and French doors and volume ceilings. At the heart of the home is a true cook's kitchen with Wolff Gas Range, built-in Sub-Zero stainless refrigerator, Fisher Paykel dishwasher and soap-stone counter-tops. A true Chef's pantry, abundant cabinetry and full bar with wine refrigeration elevate the entertaining experience. The Primary Bedroom Suite, set in its own private wing, offers a tranquil retreat w/French Doors opening to a full private deck, perfect to enjoy sunrise and coffee; generous closet space and spa-inspired Bath; Guests Private wing and other rooms offer flexibility; French doors, automated window coverings, and architectural details create a refined and comfortable atmosphere. A full laundry room w/sink, office nook and mudroom are conveniently located off the 3-car garage. Outdoors, enjoy multiple covered decks, one with gas-fireplace for perfect evening waterfront ambiance; overlooking heated salt-water pool/spa; lush tropical landscape; Minutes to downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Maria Beck, Pa (646-531-4118)
4822 OCEAN BLVD #11E, SARASOTA, FL 34242
$419,0001 Day on yellowkey MLS ID: TB8498225
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,517 (2025)Community: Siesta TowersSpa: NoCondo
Taxes:$4,517
Remarks: 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nathan Shirk (585-356-2197)
6140 MIDNIGHT PASS RD #401, SARASOTA, FL 34242
$2,175,00083 Days on yellowkey MLS ID: A4678828
REDUCED by $25,000 (1.1%) on 04/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1967 Tax: $14,384 (2025)Community: Horizons WestCondo
Taxes:$14,384
Remarks: Full west-facing gulf and beach views from this exquisitely designed 3-bedroom condo on Siesta Key’s famed Crescent Beach. This highly desirable end-unit has views from Point of Rocks to the north end of Siesta Key Beach. Never miss a sunset from this turnkey-furnished, move in ready home. No expense was spared in creating this seaside oasis. The original space was reconfigured to add a 3rd bedroom, open the kitchen, and enclose the 30-foot balcony. Slide open the walls of west-facing impact windows bring in the sounds of the beach. The primary bedroom has a wall of accordion glass the folds open to expand the open concept layout. Continuous luxury vinyl flooring throughout the unit creates a seamless transition between spaces. The kitchen has bar seating for 7, an induction stovetop, quartz countertops, and a high-end mosaic backsplash. Across from the kitchen is the dry bar with built-in wine refrigerator and separate ice maker. There is crown molding, dimmable recessed lighting, 5 ½” baseboards, an in-ceiling speaker system throughout the home. The primary bedroom has dual walk-in closets. Updated bathrooms include walk-in showers and stone countertops. This once-in-a-lifetime property is located in Horizons West, a gulf-to-bay community with 300 feet of private beach access and over 7-acres of lush grounds. There are 2 heated pools-one with beach views, a gulf-side spa, beach cabanas and beachside grilling areas. The grounds include an intracoastal waterway park with day dock and a grilling area that is perfect for manatee watching or launching a kayak. Siesta Key’s free island trolley can deliver you to exceptional dining, shopping and entertainment. Welcome home to Siesta Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
6140 MIDNIGHT PASS RD #101, SARASOTA, FL 34242
$875,00062 Days on yellowkey MLS ID: A4682618
REDUCED by $24,998 (2.8%) on 04/15/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1041 Built: 1967 Tax: $8,899 (2025)Community: Horizons WestCondo
Taxes:$8,899
Remarks: Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 ½ feet. The west facing wall of oversized 6-foot-high impact windows frame breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Perched above the lobby and mezzanine, use the elevator to enter this bright and cheerful end-unit with west and south facing windows in the living room. Enjoy an open, airy floor plan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. The generously sized bedroom has south and east facing windows and an en-suite bathroom with a beautifully tiled walk-in shower. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. This unit comes with private carport storage for all your beach toys. Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked the #1 Beach in the USA and #4 in the world—your piece of paradise awaits!
6140 MIDNIGHT PASS RD #904, SARASOTA, FL 34242
$2,450,0008 Days on yellowkey MLS ID: A4682903
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 1967 Tax: $9,709 (2025)Community: Horizons WestCondo
Taxes:$9,709
Remarks: Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.
6140 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$1,895,0009 Days on yellowkey MLS ID: A4688820
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1967 Tax: $16,236 (2025)Community: Horizons WestCondo
Taxes:$16,236
Remarks: Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.
101 S GULFSTREAM AVE #9A, SARASOTA, FL 34236
$490,00094 Days on yellowkey MLS ID: A4678189
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1974 Tax: $4,539 (2025)Community: Dolphin TowerCondo
Taxes:$4,539
Remarks: Live the Florida lifestyle where every day feels like a getaway in this well-maintained 9th-floor, 2-bedroom, 2-bath condo ideally located in the heart of downtown Sarasota. Just steps from Sarasota Bay, Bayfront Park, O'Leary's Tiki Bar & Grill, and Marina Jack, this move-in-ready residence offers the best of walkable coastal city living. Enjoy Palm Avenue views from your private balcony or step out the rear entrance for immediate access to the weekly farmers market, art festivals, dining, galleries, and shopping. The 101 Condominium features resort-style amenities including a renovated lobby, fitness center, heated pool with expansive deck and ambient evening lighting overlooking the bay and park, grilling area, pergola, and resident club space. Additional highlights include gated under-building reserved parking, storage unit, bike storage, and guest parking, all just minutes from St. Armands Circle, beautiful beaches, boating, and performances at Van Wezel Performing Arts Hall.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Katanic (941-400-0601)
3424 OLD OAK DR, SARASOTA, FL 34239
$1,195,00017 Days on yellowkey MLS ID: A4688216
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1953 Tax: $10,828 (2025)Community: Shoreland WoodsSpa: NoSingle Family
Taxes:$10,828
Remarks: Craving a low-maintenance, island-inspired lifestyle just moments from sparkling open water, world-famous beaches, and Sarasota’s most coveted destinations? This quaint Florida bungalow located in west of trail delivers the perfect blend of charm, location, and effortless living—just minutes to Siesta Key and steps from the coastal lifestyle you’ve been dreaming of. Tucked away in one of Sarasota’s most desirable “West of the Trail” neighborhoods, 3424 Old Oak Dr has been thoughtfully redesigned to preserve its original character while introducing timeless, modern updates. From the moment you arrive, the lush tropical landscaping, winding garden paths, and private courtyard-style entry create a warm, inviting ambiance that feels like your own hidden oasis. Inside, the home showcases a light-filled, airy design highlighted by vaulted wood-beam ceilings, soft coastal tones, and an open-concept layout that seamlessly blends comfort and style. The beautifully updated kitchen features granite countertops, open shelving, stainless steel appliances, and designer finishes, creating a space that is both functional and visually stunning. The living area centers around a charming wood-burning fireplace, adding warmth and character, while French doors invite natural light and connect indoor and outdoor living spaces effortlessly. The home offers flexible living spaces ideal for a primary residence, seasonal retreat, or income-producing property. Each room reflects a curated, coastal aesthetic with tasteful updates while maintaining the home’s unique bungalow charm. Step outside to your private backyard sanctuary, where a screened-in heated pool is surrounded by mature tropical landscaping, creating a serene and secluded environment perfect for relaxing or entertaining. An outdoor shower adds to the coastal lifestyle experience, while multiple seating areas and garden spaces enhance the home’s tranquil, resort-like feel. Located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and top-rated dining and shopping, this home offers unmatched convenience paired with a laid-back coastal lifestyle. Rarely does a property combine location, charm, income potential, and lifestyle so seamlessly. This is your opportunity to own a truly special Sarasota bungalow where every day feels like a vacation.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
3087 DICK WILSON DR, SARASOTA, FL 34240
$1,595,000177 Days on yellowkey MLS ID: A4664505
0 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3705 Built: 1991Monthly Fee: $369 Tax: $7,569 (2024)Community: Laurel Oak EstatesSpa: YesSingle Family
Taxes:$7,569
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. WELCOME TO LAUREL OAK ESTATES & COUNTRY CLUB, ONE OF THE MOST COVETED COUNTRY CLUB COMMUNITIES IN SARASOTA * This EXECUTIVE RUTENBERG BUILT HOME BOASTS VIEWS of LAKE & GOLF COURSE * A very private setting that is perfectly positioned on OVER 1/2 ACRE * PRIDE OF OWNERSHIP SHOWS * Featuring 4 Bedrooms & 3.5 Baths * Split Plan * Formal Living Room and Formal Dining Room * This SPECTACULAR home has been LOVINGLY RENOVATED with custom and extensive upgrades with wet bar * Your LARGE, open Eat-in Kitchen features Upgraded Appliances, QUARTZ Countertops, and an Island perfect for gathering around at the Breakfast Bar * Your Kitchen overlooks the Family Room boasting a cozy, wood-burning Fireplace * The Primary Bedroom showcases a LARGE sitting area and the Spa-style Bath has been THOUGHTFULLY REIMAGINED with TRAVERTINE FLOORS and MARBLE COUNTERTOPS, a Walk-in Shower, a Soaking Jetted Tub and a Walk-in Closet with Custom Built-ins * There are 3 Guest Bedrooms * Whole House Water Filtration System * Central Vac * ALL NEW LED Ceiling Lights * Volume Ceilings with Crown Molding * French Doors with additional transom windows above * This IMMACULATE HOME has AN ABUNDANCE OF NATURAL LIGHT * All of this wraps your FANTASTIC OUTDOOR LIVING SPACE WITH A CAGED, HEATED POOL & SPA * LARGE BACKYARD & CUSTOM LANDSCAPING * NEW TILE ROOF in 2018 * NEW A/Cs in 2022 & 2023 * Yard well for irrigation * OVERSIZED 3 Car Side Load Garage * This is the perfect home for entertaining or simply relaxing in your slice of paradise * A special opportunity behind the gates of Laurel Oak Estates, an outstanding Country Club community where nature and elegance abound. Offering 800+ acres of beauty and serenity, it is easy to see why some of the most discerning homeowners call Laurel Oak home. Optional club with outstanding facilities including 2 championship courses, 12 Har-Tru tennis courts, Junior Olympic-sized heated pool, & beautiful clubhouse, golf shop and attended locker rooms. Enjoy reciprocity with the Bird Key Yacht Club (boating, tennis, fitness, dining & social events) and quick easy access to I75, downtown, UTC Mall, World Famous Siesta Key beach and our other beautiful beaches * One look & you'll fall in love * Golf is optional, but if you want a golf membership, BUY THIS HOME AND GO TO THE FRONT OF THE LINE FOR A GOLF MEMBERSHIP. One look & you'll fall in love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
3300 BENEVA #214, SARASOTA, FL 34232
$199,99977 Days on yellowkey MLS ID: O6371947
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,279 (2025)Community: Fairways & GreensCondo
Taxes:$2,279
Elementary School: Wilkinson Elementary
Remarks: Incredible investment opportunity to own a 2-bedroom, 2-bath condominium in the highly desirable Fairways & Greens Condo community. This first-floor unit features an open and functional floor plan designed for comfortable living and easy entertaining. The well-appointed kitchen offers stainless steel appliances and flows seamlessly into the dining and living areas, creating a bright and inviting space. The primary bedroom includes direct access to an enclosed patio with peaceful views of the community pool and landscaped grounds. The second bedroom is generously sized with ample natural light, ideal for guests, a home office, or flexible use. Additional features include a second full bathroom and a convenient laundry closet with washer and dryer. Unit 214 includes one assigned covered parking space, along with ample guest parking. Tenant-occupied with an active one-year lease in place, making this a turnkey investment opportunity with immediate rental income. Located in central Sarasota, the property is just 0.2 miles from Publix, 3 miles from Sarasota Memorial Hospital, and 5.5 miles from Siesta Key Beach. Nearby attractions include Arlington Park, Downtown Sarasota, Legacy Trail, shopping, dining, and major roadways including US-41 and I-75. Ideal for investors seeking a well-located, income-producing property in a prime Sarasota location.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
1920 WISTERIA ST, SARASOTA, FL 34239
$1,450,00049 Days on yellowkey MLS ID: A4683653
1 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1736 Built: 1951 Tax: $7,904 (2025)Community: Desota ParkSingle Family
Taxes:$7,904
Remarks: Under contract-accepting backup offers. Located West of the Trail in Sarasota’s highly sought after Southside neighborhood, this beautifully renovated home at 1920 Wisteria Street offers the perfect blend of location, lifestyle, and thoughtful updates. Just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the world famous beaches of Siesta Key, this home places you close to everything that makes living in Sarasota so desirable. The property is also located within the highly regarded Southside Elementary school zone, one of the most sought after elementary schools in Sarasota. Inside, the home features a bright open floor plan designed for comfortable everyday living and effortless entertaining. The fully remodeled kitchen serves as the centerpiece of the home and showcases quartz countertops, updated cabinetry, and modern finishes that flow seamlessly into the main living space. Crown molding throughout adds a refined touch, while a gas fireplace creates a warm and inviting focal point. The bathrooms have been tastefully remodeled and the home includes custom built in closets that provide both function and organization. Major system upgrades add comfort and peace of mind, including impact windows and doors throughout and a 2021 HVAC system. Step outside to a private backyard retreat designed for enjoying the Florida lifestyle year round. The pool was remodeled in 2022 and is surrounded by updated landscaping and mature Areca palms that create the natural privacy you have been looking for. One of the most unique features of the home is the outdoor tiki bar paired with a refreshed turf yard, creating the perfect setting for relaxing or entertaining guests. With its West of the Trail location, thoughtful renovations, and proximity to Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and Siesta Key Beach, this property offers an exceptional opportunity to enjoy one of Sarasota’s most convenient and desirable neighborhoods. Furniture is negotiable.
Listing Agent: Jesse Bauer (941-465-8583)
137 AVENIDA MESSINA #1, SARASOTA, FL 34242
$620,000155 Days on yellowkey MLS ID: A4671658
REDUCED by $45,000 (6.8%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $6,247 (2024)Community: Villa NavarraCondo
Taxes:$6,247
Remarks: Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floor residence offers an exceptional blend of quality, comfort, and convenience. The property is ideally situated one block from Siesta Key Village and approximately two blocks from Siesta Beach, providing easy access to the island’s most popular destinations. Ideal for full time, snow birds or people looking to lease this condo out to renter's for the two month minimum. The residence features two bedrooms and two full bathrooms arranged in an open, functional layout. The spacious living and dining areas flow seamlessly into a thoughtfully renovated kitchen appointed with solid-surface countertops, modern cabinetry, and stainless-steel appliances. Finishes and flooring throughout the home have been carefully selected to create a clean, contemporary aesthetic that complements its coastal setting. The primary suite includes an en-suite bath and generous closet space, while the guest bedroom is conveniently located near the second full bath. The ground-floor design allows direct access to the assigned parking space for added ease. With extensive updates and attention to detail, this residence is move-in ready and designed for practical, comfortable living. Villa Navarra is a well-maintained, low maintenance community of just sixteen units surrounded by tropical landscaping and a relaxed island atmosphere. Residents enjoy convenient access to the free Siesta Key trolley and can easily walk to Siesta Key Village, offering a wide variety of local dining, shopping, and entertainment options. The renowned quartz sands and turquoise waters of Siesta Beach are only a short stroll away. This property is well-suited for a full-time residence, seasonal getaway, or long-term rental investment. Its location, quality, and turnkey condition make it a rare opportunity to enjoy the Siesta Key lifestyle within a private and beautifully maintained setting.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
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