Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
6150 MIDNIGHT PASS RD #V38, SARASOTA, FL 34242
$669,900343 Days on yellowkey MLS ID: A4656918
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 939 Built: 1967 Tax: $4,196 (2025)Community: Island HouseVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,196
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment you enter, you'll be welcomed by a bright, open-concept living area with hurricane-impact windows and sliding glass doors that fill the space with natural light and peace of mind. The dedicated dining enclave flows into a chef-inspired kitchen, fully equipped with gleaming, state-of-the-art stainless steel appliances, ideal for preparing both gourmet meals and casual snacks after a day at the beach. Unwind in your private enclosed lanai, where gentle Gulf breezes create a serene backdrop for evening cocktails, before retiring to the villa’s two spacious bedrooms. But the real draw is that, just steps from your door, the Gulf of Mexico’s crystal-clear waters and powdery white sand are mere moments away. Whether you decide to spend the day lounging in private beach cabanas or indulging in the Island House’s other resort-style amenities, like year-round swimming in the nearby heated pool, preparing the day's fresh catch on the outdoor grills, or challenging friends in the game room or on the beachfront shuffleboard courtyard, every day feels like a vacation. Beyond the complex, endless adventure awaits. Tee off at nearby golf courses, comb one of the many nearby beaches for shells and shark teeth, go hiking or birding in one of the areas fabulous preserves and state parks, or get out on the water boating, fishing, kayaking, or flying high on a parasailing excursion; Then take the afternoon to explore vibrant local shops, acclaimed restaurants, and the charming art galleries of Siesta Key Village, Gulf Gate, and downtown Sarasota. Whether you’re seeking a luxurious personal retreat or a high-demand managed vacation rental for your investment portfolio, this villa offers unparalleled value and an enviable coastal lifestyle. Opportunities like this are scarce, so schedule your private tour today and make your dream a reality! A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
199 WHISPERING SANDS DR #204, SARASOTA, FL 34242
$609,000103 Days on yellowkey MLS ID: A4684412
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1970Monthly Fee: $1,579 Tax: $5,538 (2025)Community: Whispering SandsCondo
Taxes:$5,538
Remarks: Welcome to effortless coastal living in this beautifully UPDATED second floor midrise residence in the premier GULF FRONT property of Whispering Sands! Designed with an OPEN CONCEPT floor plan, this light-filled condo showcases a bright, sophisticated 2023/2024 REMODELED kitchen featuring quartz countertops, stainless Samsung appliances, an impressive 8' breakfast bar with seating for 3, soft close cabinetry, and recessed lighting—all complemented by an elegant uplit tray ceiling. A true highlight is the expansive 29' x 8' lanai stretching the full length of the residence—offering an inviting extension of the living space ideal for relaxing, dining, or working from home, complete with hurricane impact sliders for total peace of mind. Both bathrooms have been tastefully updated with granite countertops and tiled, glass-enclosed walk-in showers, while ceiling fans and crown molding add comfort and sophistication throughout the unit. Beyond the residence, Whispering Sands offers true resort-style living in a premier Gulf front setting. Spend your days lounging on your private beach, taking a refreshing swim in one of two heated pools, an invigorating workout in the gym, or enjoying the vibrant social atmosphere of the clubhouse just steps from your door. Whether it’s a peaceful morning walk along the shoreline or a sunset gathering with neighbors, every day feels like a vacation. Perfectly positioned just steps from the clubhouse—currently undergoing complete remodeling in 2026—and pool, and a short stroll along the sidewalk to your 800' of your own private beach, this residence embodies the very best of resort style living. Ideally located just around the corner from the boutiques and restaurants of Siesta Key Village, you'll enjoy the perfect balance of relaxed beachfront living and easy access to dining, entertainment and island charm. Move right in and start enjoying the easy island lifestyle you’ve been dreaming of!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
1731 SIESTA DR, SARASOTA, FL 34239
$2,595,00049 Days on yellowkey MLS ID: TB8500166
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2026 Tax: $3,515 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$3,515
Elementary School: Southside Elementary
Remarks: Under Construction. Brand new construction with ultra-luxury finishes, estimated for completion end of July 2026. This is the one. A statement home in one of Sarasota’s most desirable “West of the Trail” locations, designed with intention, elevated finishes, and a level of detail you simply don’t see every day. Be the first to live in it! Featuring 3 bedrooms, 2.5 bathrooms, plus a separate detached 1 bed, 1 bath guest house/in-law suite, this property offers flexibility, privacy, and true lifestyle living. From the moment you walk in, you’re welcomed by a stunning foyer featuring Taj Mahal quartzite and custom solid wood cabinetry, setting the tone throughout. Wide-plank oak flooring runs throughout the home, complemented by designer lighting, double recessed lighting, and curated finishes at every turn. The kitchen is a true showpiece—featuring Taj Mahal quartzite countertops, custom oak cabinetry in a soft cashmere tone, LED strip lighting, 3’ floating shelves with integrated lighting, a statement hood, oven and cooktop, refrigerator, built-in microwave island, spice rack, and a corner cabinet with a built-in lazy Susan. The island showcases sleek slat panel detailing, and the wine feature will be upgraded to a waterfall design. The living space is equally impressive, anchored by a Dimplex deluxe built-in electric fireplace with logs, framed by a custom American walnut wall unit, travertine stone, and metal detailing. The primary suite is a true retreat, featuring custom sand-grey paneling with integrated LED lighting, floating solid wood shelving with drawers, and a fully built-out walk-in closet with oak cabinetry and LED lighting. The spa-inspired primary bath showcases Taj Mahal quartzite countertops, a floating vanity with dual sinks, brushed gold fixtures, and a walk-in shower with dual shower heads including a rainfall feature. Step outside and it only gets better. The backyard is designed for true resort-style living, featuring a full infinity-edge pool with integrated jacuzzi, a fully equipped outdoor kitchen with BBQ and gazebo, perfect for entertaining. Take it to the next level—literally—with a rooftop terrace complete with a built-in bar with mini-fridge and private mini golf course, offering the perfect setting to enjoy sunsets and sweeping views of the beach and Sarasota skyline. Additional highlights include custom oak built-ins with LED lighting in the garage, designer light fixtures and wall sconces throughout, brushed gold plumbing and bathroom fixtures, Bosch appliances, Avanti wine fridge, and Samsung Bespoke washer & dryer. NO HOA. The location is unmatched!! 10 minutes to Siesta Key Beach, rated #1 beach in the US by US News, known for its white-quartz sand and turquoise water, and minutes to Turtle Beach. Just 5 minutes to Southside Village, a charming, walkable area with coffee shops, wine bars, and boutique dining, and 6 minutes to The Crossings at Siesta Key and Morton’s Gourmet Market. Downtown Sarasota is 10 minutes away, while St. Armands Circle and Lido Key Beach are approximately 15 minutes away. Sarasota Memorial Hospital is also just 5 minutes away. This home delivers the perfect balance of luxury, design, and lifestyle, complete with a private guest residence and resort-style outdoor living, making it an exceptional opportunity you don’t want to miss. All photos are renderings and virtually staged. IF BUYER WANTS TO CUSTOMIZE DESIRED APPLIANCE PACKAGE, STONE, ETC. IT IS NOT TOO LATE!
Listing is courtesy of: AIM WEALTH REALTY LLC (305-762-9576)
Listing Agent: Lyndsey Kaplan (813-924-4017)
4509 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$510,00028 Days on yellowkey MLS ID: A4693665
REDUCED by $10,000 (1.9%) on 06/03/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2190 Built: 1956 Tax: $4,158 (2025)Community: Flora VillaSingle Family
Taxes:$4,158
Elementary School: Wilkinson Elementary
High School: Riverview High
Remarks: Unique and enchanting, this charming four-bedroom, two-bath split-plan home offers 2,190 square feet of character-filled living space. Vaulted ceilings with exposed wood beams, an ample-sized loft ideal for an office or guest space and a cozy wood-burning fireplace create a warm and inviting atmosphere. The thoughtfully designed layout and distinctive architectural details provide both comfort and versatility, ideal for everyday living and entertainment. The spacious primary suite features a large walk-in closet and added benefit of a newer separate air-conditioning unit (2023). The kitchen is well-appointed with granite countertops, wood cabinetry with over- and under-cabinet lighting and a convenient indoor laundry room nearby. The flexible fourth bedroom is positioned and generously sized to easily serve as a family room or dining area. Outside, enjoy a fully fenced backyard that feels like a private oasis, showcasing lush gardens in a peaceful, serene setting, ideal for attracting butterflies and native birds. Recent upgrades include a roof (2021), HVAC system (2019), water heater (2021) and PGT hurricane-rated windows and doors. Additional features include a putting green, a quiet dead-end street, a covered two-car carport with a breezeway, an outdoor storage shed, room for a pool and a large double driveway with plenty of space for RV or boat parking. Ideally located near downtown Sarasota’s fine dining and arts district, St. Armands Circle, UTC Mall, Interstate 75, Sarasota Memorial Hospital, parks, boat ramps, short distance to Riverview High School and Wilkinson Elementary School and the world-renowned Siesta Key and Lido beaches. This home offers a blend of charm, convenience and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Cindy Pierro (941-920-6818)
2551 WILKINSON RD, SARASOTA, FL 34231
$399,90027 Days on yellowkey MLS ID: A4691540
REDUCED by $35,100 (8.1%) on 06/03/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1469 Built: 1955 Tax: $3,559 (2025)Community: Forest HillsSingle Family
Taxes:$3,559
Remarks: A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded double lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!
Listing is courtesy of: BOUDRIE REAL ESTATE GROUP INC (941-730-5674)
Listing Agent: Rebekah Boudrie (941-730-5674)
1509 FLOWER DR, SARASOTA, FL 34239
$5,375,000156 Days on yellowkey MLS ID: A4665815
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4989 Built: 2026 Tax: $11,550 (2025)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$11,550
Remarks: Under Construction. Allegra Homes presents the custom-built Southside IV in Harbor Acres—one of Sarasota’s signature bayfront enclaves. Designed for elevated everyday living, this 5BR/4.5BA residence balances drama and comfort with a soaring great room, intricate millwork, and seamless indoor–outdoor flow to a covered lanai with summer kitchen and pool. An open chef’s kitchen with Wolf Professional appliances and stone countertops anchors the great room and dining area to create one cohesive gathering space. The main level offers a serene primary suite with expansive walk-in closets and a spa-style bath, a private guest suite, a dedicated office, and a bonus room that opens to the pool. Upstairs, three additional bedrooms are joined by a game room and loft for versatile living. Three-car garage on a large lot. Harbor Acres hugs Sarasota Bay just south of downtown—a long-established community known for convenience, comfort, and an elegant blend of classic and newer homes along beautifully landscaped, winding streets. Enjoy a short stroll to Southside Village (Morton’s Market, dining, and shops) and close proximity to Sarasota Memorial Hospital and Marie Selby Botanical Gardens; approximately 2 miles to downtown/bayfront and about 5.5 miles to St. Armands Circle, Lido Beach, and Siesta Key. Highly sought-after Southside Elementary School is roughly 1 mile away.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
527 FREELING DR, SARASOTA, FL 34242
$5,825,000178 Days on yellowkey MLS ID: A4669657
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4310 Built: 2026 Tax: $6,458 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$6,458
Tax Year: 2024
Remarks: Under Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay Island, this new to-be-built 4,310 sq. ft. residence is an unparalleled oasis of tranquility in a breathtaking setting. A place where architectural elegance and natural beauty converge in perfect harmony with elaborate artisanal work, functional design, and top-tier amenities. For boaters, the location is ideal with a new seawall and a private dock allowing quick access to the bay and gulf beyond. Built with intention and quality, large windows flood the space with natural light illuminating the graceful enhancements within. When entering the home through the 4-car garage, an elevator takes you to the first and second living levels. An elegant foyer entry with double-height ceiling and sleek iron-railed staircase usher you into the spacious interiors where every detail, from the fluid layout to the custom finishes, is thoughtfully curated. Adding a distinctive touch to the stunning great room are 20-foot ceilings and a two-story entertainment wall flanked by artistic display niches. A wall of glass sliders sets a dramatic tone, framing water views and uniting indoor-outdoor living. Designed for effortless entertaining and timeless family gatherings, the outdoor area overlooks the water to create a tranquil setting that feels both secluded and well-connected. With nearly 500 sq. ft. of covered lanai, an outdoor cook center and a heated pool/spa, there’s ample opportunity for hosting special gatherings or simply enjoying the quiet beauty laid before you. Lovely landscaping, lush greenery and outdoor spaces add to the home's overall aesthetic appeal. A remarkable gourmet kitchen is designed for functionality and style, equipped with high-end finishes, top-tier appliances, a large island and a butler’s pantry with additional refrigerator and dishwasher. An adjoining dining room comfortably seats 8-10 and offers wonderful water views while dining. The primary wing is remarkable with an exquisite spa bath, enlarged customized wardrobe room, and direct access to the laundry facilities. The first level also includes a den suite ideal for remote work or creative pursuits and a completely private guest bedroom with its own full bath. Upstairs, there’s an overlook to the great room below, 2 bedrooms, 2 full baths, and an amazingly-sized bonus room with private balcony. The award-winning and talented team of professionals at Allegra Homes has thoughtfully and expertly created a residence offering a secure, exclusive lifestyle in one of Sarasota's most sought-after and high-value areas. The construction quality is of the highest standard, ensuring that the home is both beautiful and built to last. Just minutes to the mainland, downtown’s cultural mecca, world-class dining and shopping venues, gorgeous area beaches and a top-ranked school system coveted by families for generations, the prized waterfront location couldn’t be better. Showcasing extraordinary craftsmanship throughout, this never-lived-in showplace is the ultimate vision for those who value the very best of coastal Florida living. There’s still time to make your own personal choices for creating the perfect custom home tailored to your family’s taste and style.
3269 BENEVA RD #102, SARASOTA, FL 34232
$135,000182 Days on yellowkey MLS ID: A4674580
REDUCED by $20,000 (12.9%) on 06/02/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1979Monthly Fee: $438 Tax: $1,484 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$1,484
Remarks: If you have been searching for a home that offers both comfort and a true feeling of community, this one stands out from the rest. Welcome to this inviting first-floor condo in the well-established community of Village Brooke. The home features an alluring kitchen with stunning counters and a pass-through bar top to the adjacent dining room, durable ceramic tile flooring, a generously sized bedroom with a walk-in closet, an assigned on-site storage unit, and a private, south-facing screened lanai that provides cool shade in the summer and gentle warmth in the winter. In addition to the full-scale updates made by the previous owner, the current owner has recently replaced the air conditioning system and dishwasher. Located just across from the Village Green public golf course, the Village Brooke community is appreciated for its beautifully maintained grounds and friendly atmosphere, and offers an active social calendar for residents, featuring weekly gatherings, seasonal events, and community activities designed to foster connection and engagement within the neighborhood. The association's reasonable monthly fee includes water/sewer, basic cable, trash, pest control, grounds maintenance, and on-site management, making everyday living simple and convenient. In addition, the association's fee also covers the outstanding recreation facilities, which include two heated pools, tennis courts that also accommodate pickleball, shuffleboard, and serene ponds with shaded gazebos outfitted with BBQ grills & picnic areas; As well as a clubhouse that offers billiards, a library, a gathering room, and a kitchen for events. Whether you are buying your first home, planning to downsize, wanting a lock-and-leave seasonal retreat, or adding a reliable long-term rental to your portfolio, this condo offers a carefree lifestyle in a welcoming community just minutes from Sarasota’s best shopping, dining, golf, and the world-famous white sand beaches and warm Gulf waters of Siesta Key. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
1267 STARBOARD LN, SARASOTA, FL 34242
$2,750,00097 Days on yellowkey MLS ID: A4685077
5 Days Off yellowkey (back on 6/3/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2510 Built: 1969 Tax: $9,037 (2025)Community: Midnight Harbor SubSingle Family
Taxes:$9,037
Remarks: Under contract-accepting backup offers. A compelling canvas for architectural vision on the shores of Little Sarasota Bay. At the end of a quiet street in the established Siesta Key Midnight Harbor neighborhood, 1267 Starboard Lane offers a rare opportunity to design and construct a modern bayfront residence on one of the island’s distinctive waterfront sites. This .45-acre property features 287 feet of water frontage, with approximately 92 feet along the open bay and 195 feet along a protected canal, creating water exposure on two sides and expansive views across Little Sarasota Bay. The orientation allows a future residence to capture sweeping water vistas, coastal breezes, and memorable sunsets while also benefiting from the calm, protected canal frontage for boating access. The existing structure is being offered for land value, presenting an ideal opportunity to design a new residence that reflects today’s elevated coastal architecture and modern building standards. With generous frontage and lot depth, the site offers excellent flexibility for thoughtful design, allowing a future home to integrate elevated living levels, expansive terraces, resort-style outdoor spaces, and seamless indoor-outdoor connections that embrace the surrounding waterfront environment. The bayside frontage is enhanced by a seawall (2014), while the canal side provides sailboat water with no fixed bridges, offering direct access to the Intracoastal Waterway and Gulf beyond. Mature coastal trees add scale and natural beauty to the property, creating an established setting rarely found on newly developed waterfront parcels. Just moments from the white quartz sands of Siesta Beach and with convenient access to mainland Sarasota via the Stickney Point Bridge, the location offers a balance of island privacy and proximity to Sarasota’s vibrant arts, dining and cultural amenities. For architects, builders, or buyers seeking to create a distinctive new waterfront residence, this property presents an exceptional opportunity to shape the next chapter of Siesta Key living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
8915 VAMO RD, SARASOTA, FL 34231
$449,000294 Days on yellowkey MLS ID: A4662681
0 Days Off yellowkey (back on 6/3/2026)
Bed: 1 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 870 Built: 2017 Tax: $4,268 (2024)Community: Mead Helen DSpa: NoSingle Family
Taxes:$4,268
Elementary School: Gulf Gate Elementary
Remarks: Discover a rare opportunity in the historic Vamo community, one of Sarasota's hidden gems known for its Old Florida charm, quiet tree-lined streets, and direct access to the waters of Little Sarasota, Midnight Pass, and Siesta Key. Situated on an expansive 25,054 sq.lot (over half an acre!), this property offers incredible potential. With plenty of space to build an additional home, add a guest cottage, or design a multi-use retreat thanks to being zoned RSF3. The home was built in 2017 and features hurricane impact windows, granite countertops, 42" Solid Wood cabinets in the kitchen, newer appliances, and cathedral ceilings. Currently a 1 bd/1ba. in an 860 sq.ft. floorpan, but 1,680 sq.ft. under roof that seller designed for easy conversion into a 3 bd/2ba. Seller was a classic car enthusiast and this current configuration was conducive to his lifestyle, but home can be easily reconfigured or use the over-sized lot to build your dream home!! Another added bonus to this fantastic location is its proximity to the Sarasota Square Mall Re- Development, and the new Trader Joes moving into the former Staples. Costco, The Legacy Trail, Siesta Key Beach, and Downtown Sarasota are also just a short distance away. Vacant or lots are rare in this area, especially since this one is NOT IN A FLOOD ZONE, they do sell at a premium!! Make an offer today, and start building on that Suncoast Dream.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
2911 WOODPINE CT, SARASOTA, FL 34231
$508,000156 Days on yellowkey MLS ID: W7881796
REDUCED by $7,000 (1.4%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1275 Built: 1979 Tax: $4,622 (2025)Community: Woodpine LakeSpa: NoSingle Family
Taxes:$4,622
Remarks: PRICE TO SELL! MOTIVATED SELLER Located at 2911 Woodpine Ct in Sarasota, Florida, this beautifully renovated 3-bedroom, 2-bathroom home offers the perfect balance of modern comfort, thoughtful design, and an unbeatable West of the Trail location. Tucked away on a quiet cul-de-sac within the highly regarded Riverview High School district, this move-in-ready property places you just minutes from the sugar-white sands of Siesta Key Beach, Lido Beach, and the vibrant energy of downtown Sarasota. Inside, the home features a bright and open layout that effortlessly connects the living, dining, and kitchen spaces, creating an inviting atmosphere ideal for both everyday living and entertaining. Abundant natural light pours in through large windows and sliding glass doors, offering peaceful views of the lush backyard and enhancing the home’s airy feel. The updated kitchen is designed with both style and function in mind, featuring modern cabinetry, sleek countertops, and ample workspace for hosting gatherings or preparing quiet meals at home. A unique and highly desirable split floor plan provides a private primary suite set apart from the additional bedrooms, offering a true retreat with generous closet space and a tastefully updated en-suite bathroom. The two additional bedrooms are well-sized and versatile, perfect for guests, a home office, or additional living needs. Step outside to enjoy a spacious backyard surrounded by mature landscaping, offering endless possibilities for outdoor living, entertaining, or future enhancements. The screened-in porch provides a relaxing spot to enjoy morning coffee or unwind in the evenings while taking in the serene surroundings. With no HOA restrictions, the property allows flexibility for personal use or investment. The two-car garage offers convenient parking and extra storage. Nearby attractions include the restaurants and boutiques of Gulf Gate, Southside Village, and St. Armands Circle, as well as cultural destinations such as Selby Botanical Gardens, Marina Jack, and Sarasota Bayfront. Outdoor enthusiasts will appreciate easy access to boating, kayaking, and waterfront parks, while everyday conveniences like grocery stores, coffee shops, and fitness studios are just minutes away. Healthcare is close by with Sarasota Memorial Hospital, Doctors Hospital of Sarasota, and multiple medical offices nearby. Whether you’re seeking a primary residence, seasonal retreat, or investment opportunity, this home delivers exceptional location, comfort, and lifestyle appeal in one of Sarasota’s most desirable areas.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Maidelin Moreira Miranda (813-482-3920)
3751 S SCHOOL AVE #11, SARASOTA, FL 34239
$145,000108 Days on yellowkey MLS ID: A4683405
1 Days Off yellowkey (back on 4/23/2026)
REDUCED by $4,900 (3.3%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972 Tax: $1,774 (2025)Community: Sunland AptsCondo
Taxes:$1,774
Remarks: Under contract-accepting backup offers. Stunning and move-in ready, this beautifully renovated and fully furnished 2-bedroom, 2-bath condo offers effortless living in an exceptionally convenient central Sarasota location. Perfectly positioned in the heart of the city, you are just minutes from Downtown Sarasota, Sarasota Memorial Hospital, and a straight drive to Siesta Key’s world-famous beaches. Enjoy the rare combination of accessibility and everyday walkability, with popular dining, cafés, and entertainment only a short stroll away. Inside, the condo has been updated to the nines, showcasing a bright, naturally light interior and a complete 2023 renovation including a modern kitchen with quartz countertops and breakfast bar, fully renovated bathrooms, updated flooring throughout, impact (hurricane-rated) windows, and custom window treatments. Offered fully furnished and move-in ready, this residence is ideal for seasonal living, downsizing, or anyone seeking a low-maintenance Sarasota retreat. Ground-floor convenience, a quiet private setting, parking directly outside the unit, and the added benefit of not being located in a flood zone further enhance the appeal. The community pool and laundry facilities are just steps away, adding to the ease of everyday living. Located within a desirable 55+ community, this condo delivers comfort, simplicity, and exceptional lifestyle appeal. Spend your time enjoying Sarasota’s favorite attractions while living in the heart of the city — mornings on Siesta Key’s world-renowned beaches, afternoons exploring local markets and boutiques, and evenings spent dining at the area’s exceptional restaurants. The property can be rented after 1 year of ownership with 4 month lease minimums - no pets allowed. Schedule your tour today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
1473 LANDINGS CIR #44, SARASOTA, FL 34231
$448,888295 Days on yellowkey MLS ID: A4662144
REDUCED by $20,000 (4.3%) on 05/13/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2040 Built: 1981 Tax: $6,233 (2024)Community: Landings TreehouseCondo
Taxes:$6,233
Remarks: Welcome to The Landings Treehouse, one of Sarasota’s most sought-after gated communities. This spacious 3-bedroom, 2.5-bath residence offers over 2,000 sq. ft. of living space with a thoughtfully designed open floor plan that balances comfort and style. The main level features a bright living and dining area with soaring ceilings, skylights, a cozy fireplace, and access to a private lanai surrounded by lush tropical landscaping. The updated kitchen boasts granite counters, a center island, breakfast bar, solid wood cabinetry, and stainless-steel appliances—perfect for both everyday living and entertaining. Upstairs, the primary suite offers a walk-in closet, high ceilings, and a spa-inspired bathroom with skylights that fill the space with natural light. Two additional bedrooms provide plenty of room for guests, one with its own en suite bath. Throughout the home, you’ll find luxury vinyl and tile flooring, designer finishes, and built-in features that enhance functionality. Set among mature trees and serene nature, The Landings Treehouse community is known for its exclusive amenities, including a heated community pool, tennis courts, walking trails, and private access to the Intracoastal Waterway through the Landings Racquet Club (membership optional). This desirable location places you just minutes from Siesta Key Beach, Downtown Sarasota, St. Armands Circle, and a variety of shopping, dining, and cultural attractions. With its generous floor plan, resort-style amenities, and unbeatable location, this home is the perfect opportunity to enjoy the relaxed yet vibrant Sarasota lifestyle. The quarterly fee includes flood insurance, roof, outdoor maintenance and landscaping, gutter cleaning, pest control, Treehouse community pool, kayak launch, cable, internet. No additional assessments.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Michel (941-702-3889)
3085 GOLDENROD ST, SARASOTA, FL 34239
$454,0009 Days on yellowkey MLS ID: A4695719
0 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1608 Built: 1965 Tax: $5,029 (2025)Community: South GateSingle Family
Taxes:$5,029
Remarks: Under contract-accepting backup offers. This rejuvenated residence sits on a ¼-acre in the heart of Southgate, a treasured community sought-after by families for its top-ranked school system. Locals appreciate the ideal proximity to downtown Sarasota’s arts and cultural venues, prized beaches, tons of recreational activities, and a wide variety of shopping and dining experiences. With 1,608 square feet of openness, this recently refreshed and upgraded home features 3 bedrooms and 3 baths. Casually comfortable interiors offer a pleasing neutral palette of beiges and creams that surround you in a quiet softness for easy Florida living. Natural light permeates this efficiently designed one-level home illuminating its modern conveniences and visual appeal. Adjacent to the living and dining area, the well-planned kitchen is highlighted by granite-topped island, hardwood cabinets, amazing backsplash, smooth surface cooktop, and stainless appliances including a side-by-side fridge, a built-in microwave and oven, a dishwasher, double sink and range hood. The baths feel luxurious with fully tiled walls matching the floors, vanities with granite countertops, and rich wood cabinetry. The three nicely-sized bedrooms are equipped with private baths and walk-in closets. Glass sliders open to a covered screen-enclosed porch that’s cozy and relaxing with a modern fire table adding a sparkle to cooler star-lit evenings. The fenced yard provides a large work shed, play area with swing set for the kiddos, ample area for barbecues with family and friends, or leisurely spot to kick back and enjoy life’s simpler moments. Everything throughout the home is new including ceiling fans, fixtures and finishes, solar panels for energy efficiency, high-volume water heater (2021), kitchen appliances (2019), ROOF, A/C, windows, PIPES LINED 2026 WITH A TRANSFERABLE WARRANTY, and tile flooring (2018). The newly-created ambiance of warmth and style has been done to perfection and will welcome you home with graciousness. Take the time to explore the many amenities at 3085 Goldenrod. Homes in this vicinity are in high demand and often sell quickly. Don’t miss this opportunity to make it yours. It might very well become your ideal place for years to come!
3405 S LOCKWOOD RIDGE RD, SARASOTA, FL 34239
$585,00011 Days on yellowkey MLS ID: A4694917
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1634 Built: 1969Monthly Fee: $17 Tax: $5,511 (2025)Community: South GateSpa: NoSingle Family
Taxes:$5,511
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome home to this beautifully renovated 3-bedroom, 2-bath split-plan pool home in sought-after South Gate. Updated from top to bottom in 2019, the home features a newer roof (2018), hurricane-impact windows and sliders, updated electrical, a refinished pool(2024) and new pool pump, newer kitchen and baths, newer flooring, lighting, landscaping, paint, HVAC (2020), sewer pipes lined, and more. Plantation shutters thru out the whole house along with pull down screens on the sliders. Inside, enjoy both a formal living room and a separate family room, with the kitchen serving as the heart of the home. Kitchen is Light and bright, it offers sparkling quartz countertops, luxury stainless steel appliances, shaker cabinetry, and a large island perfect for entertaining. The primary suite includes an updated bath and walk in closet. The split floor plan, allows your guest to have their own private area. Hand-scraped wood-look tile runs throughout the home, creating a low-maintenance, low-allergen, energy-efficient living environment. Step outside to the pavered lanai with electronic screens overlooking the pool and fenced backyard. Tropical landscaping, and Florida palms surround the property, creating a private, relaxing retreat. This property is close to the beach, shopping and restaurants. Schedule today for your appointment!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lisa Bouck, Pa (941-374-0165)
3275 BENEVA RD #104, SARASOTA, FL 34232
$169,00026 Days on yellowkey MLS ID: A4693102
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1979 Tax: $2,188 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$2,188
Remarks: Beautifully updated 2-bedroom, 2-bath first-floor condo at 3275 Beneva Rd #104, Sarasota, FL, privately tucked away in the back of Village Brooke near the tennis courts and pool. Featuring new laminate flooring, fresh interior paint, and convenient nearby laundry facilities, this residence offers comfort, convenience, and an easy Florida lifestyle. The thoughtfully designed layout offers spacious living and dining areas filled with natural light, while the screened lanai provides the perfect place to enjoy your morning coffee or unwind in the evenings. The primary suite includes a walk-in closet and en-suite bath, creating a peaceful retreat. Village Brooke is a well-maintained community known for its lush landscaping, active amenities, and central Sarasota location close to shopping, dining, beaches, and downtown attractions. Residents enjoy multiple pools, tennis courts, shuffleboard, clubhouse activities, and beautifully maintained grounds. Whether you're searching for a year-round residence, seasonal getaway, or investment opportunity, this move-in-ready condo is a must-see. Community amenities include two heated pools, two tennis courts, a fitness center, shuffleboard, charcoal grilling areas, and scenic picnic spaces overlooking the lake and fountain. The newly renovated clubhouse features a reservable kitchen and gathering space, dining area, billiard and poker tables, ping pong, and a resident book collection — creating the perfect environment for relaxation and socializing. HOA fees include access to all amenities, water, pest control, trash, and basic cable. Short- and long-term leasing opportunities are also available (subject to association restrictions). Schedule your private showing today and discover Village Brooke Lifestyle!
Listing is courtesy of: THE AGENCY SARASOTA (941-500-5150)
Listing Agent: Sophia Kramedas-Ghanayem (302-233-0975)
704 S LOCKWOOD RIDGE RD, SARASOTA, FL 34237
$515,00049 Days on yellowkey MLS ID: A4690645
REDUCED by $60,000 (10.4%) on 05/01/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2346 Built: 1976 Tax: $6,120 (2025)Community: Bellevue TerraceSingle Family
Taxes:$6,120
Elementary School: Alta Vista Elementary
Remarks: PRICED TO SELL! New price and fresh opportunity- just minutes from all things Sarasota has to give, such as the arts and theater district, shopping, dining, BEACHES, activities, walking trails, pickleball, tennis courts and much much more! Welcome to this 3-bedroom, 2.5 bath, single family home in Sarasota, where location, location, location truly defines the lifestyle. Positioned on a corner .21-acre lot with NO HOA OR CDD, this home places you just a stone’s throw from the Legacy Trail, with walking access to pickleball courts, tennis courts, Pompano Park, and Locklear Park, plus nearby community amenities. Whether it’s biking, running, or social recreation, everything is right outside your door. The backyard is the standout feature, thoughtfully designed for entertaining and everyday enjoyment. Enjoy a fire pit area, low maintenance astro turf, multiple seating zones, a gazebo, and a screened in porch that can easily be converted into a full outdoor kitchen. The large yard offers ample room to build a pool, all surrounded by mature oak trees and a mango tree that add shade and character. Inside, the home offers 2,346 sqft with spacious bedrooms, a flexible bonus room for work or guests, and a primary bath with a garden tub. Major updates include an AC system replaced in 2022, water heater in 2024, along with the benefit of being in Flood Zone X with a raised foundation. The dining area has custom built-in seating with storage area to accommodate small or large gatherings, built with the intention for hours of entertaining. This is a rare opportunity to own a home that combines space, updates, and one of Sarasota’s most activity rich locations. With lots of potential, let the imagination take over as you create the space you desire and deserve to have!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jennifer Mcclendon (720-839-2131)
6140 MIDNIGHT PASS RD #606, SARASOTA, FL 34242
$1,279,00018 Days on yellowkey MLS ID: A4694184
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967Monthly Fee: $1,354 Tax: $13,588 (2025)Community: Horizons WestSpa: YesCondo
Taxes:$13,588
Remarks: Nestled on the renowned shores of Siesta Key, Horizons West offers a truly exceptional waterfront living experience where breathtaking panoramic views and unforgettable sunsets become part of everyday life. This meticulously cared-for two-bedroom, two-bathroom residence, elevated on the sixth floor, delivers unparalleled luxury and privacy in a home that has never been in a rental program, resulting in exceptionally minimal wear and tear. Following a comprehensive top-to-bottom renovation that stripped the unit to its concrete box, every inch of this residence reflects the pride of true ownership with timeless, sophisticated design. The gourmet kitchen and bathrooms feature custom Harlan solid wood cabinetry sourced from Indiana, sleek granite countertops, and a premium suite of KitchenAid stainless steel appliances. Modern infrastructure is seamlessly integrated throughout, including Cat 6 data outlets, a commercial-grade PakEdge Wi-Fi router, and a whole-home surge protector. Comfort is guaranteed with a brand-new HVAC system installed in July 2025, complete with an air scrubber for active air purification. The home is an audiophile’s dream with a built-in multi-zone sound system featuring Vienna Acoustics speakers and a Marantz receiver. Elegant touches abound, from recessed LED and runway lighting to motorized Hunter Douglas window treatments and custom California Closets. Offered turnkey and fully furnished, the residence includes high-end pieces like an American Leather sofa and Westin Heavenly Bed® mattresses, along with the rare convenience of a roughed-in space for an in-unit washer and dryer. Horizons West spans 11 acres with over 300 feet of deeded beach access, a beachside pool and spa, and a serene bay-side park with a day dock. This is a rare opportunity to own a residence finished to the highest standard on the world-renowned shores of Siesta Key. Welcome home.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Brian Partie, Jr, Pa (941-544-8298)
2155 WEBBER ST, SARASOTA, FL 34239
$280,00049 Days on yellowkey MLS ID: O6401903
REDUCED by $35,000 (11.1%) on 06/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 970 Built: 1954 Tax: $5,099 (2025)Community: South Side ParkSingle Family
Taxes:$5,099
Remarks: Discover a rare opportunity in the heart of Sarasota — a historic 2-bedroom, 1-bath home on a lot offering over 4,700 sq ft of buildable space, priced at $315,000. Whether you're an investor, developer, or end-user ready to build your dream home, this property delivers serious upside. Ideal for a high-end single-family residence or a rent-by-the-room income strategy, the existing structure and generous lot give you the flexibility to execute your vision. Located just minutes from Sarasota Memorial Hospital and the world-famous Gulf Coast beaches, the parcel falls outside most flood plains — sitting in FEMA Flood Zone X — offering peace of mind and reduced insurance costs. Redfin Sarasota Memorial Hospital is less than one mile away, making this an especially attractive location for healthcare workers or medical tourism rentals. The property is situated in the Southgate neighborhood within ZIP code 34239 — one of Sarasota's most sought-after in-town corridors. Don't miss this investor-friendly opportunity in one of Southwest Florida's premier real estate markets.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Antoinette Munroe (786-252-8237)
3140 ESPANOLA DR, SARASOTA, FL 34239
$529,80020 Days on yellowkey MLS ID: A4694405
0 Days Off yellowkey (back on 5/30/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2248 Built: 1969 Tax: $2,515 (2025)Community: Frst Lakes Country Club EstatesSingle Family
Taxes:$2,515
Remarks: Under contract-accepting backup offers. Rare opportunity in Forest Lakes Country Club Estates! Nestled within one of Sarasota’s most established and desirable neighborhoods, this 3-bedroom, 2.5-bath pool home offers great bones, an exceptional layout, new roof and endless potential to create a spectacular custom residence. Homes rarely become available in this sought-after community, cherished for its mature tree-lined streets, oversized lots, country club ambiance, and unbeatable central location. Ideally situated within an A-rated school district, this home places you just minutes from downtown Sarasota’s vibrant arts and cultural scene, world-class dining, boutique shopping, St. Armands Circle, and the renowned white sand beaches of Siesta Key and Lido Beach. Enjoy easy access to the Legacy Trail, golf, marinas, waterfront parks, Sarasota Memorial Hospital, and countless entertainment and lifestyle amenities that make Sarasota one of Florida’s most coveted coastal destinations. Inside, spacious living areas are filled with opportunity and charm. The home presents an exceptional opportunity for remodeling and personalization, allowing the next owner to elevate the property into a sophisticated Florida retreat tailored to their own vision and style. Step outside to enjoy the expansive and private lot, framed by mature trees and lush landscaping with no direct rear neighbors. The backyard offers endless possibilities to enhance the existing pool area or create an extraordinary outdoor oasis ideal for entertaining, relaxing, and enjoying Sarasota’s year-round sunshine. With its prestigious location, generous floor plan, privacy, and incredible potential, this property is a rare offering in one of Sarasota’s most sought-after communities — an exceptional opportunity to transform a well-built residence into a luxurious coastal dream home.
Listing Agent: Leah George (941-780-0597)
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