Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
1395 HARBOR DR, SARASOTA, FL 34239
$5,750,00053 Days on yellowkey MLS ID: A4691667
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4940 Built: 2027 Tax: $8,003 (2025)Community: Harbor AcresSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,003
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under Construction. Situated on a prized 1/3-acre homesite in the prestigious Harbor Acres community, this extraordinary custom residence by the award-winning team at Allegra Homes masterfully blends timeless coastal elegance with modern luxury. The two-story “Lakeshore II” floor plan offers the ease and comfort of exceptional living with nearly 5,000 square feet of impeccably designed interiors. Featuring five bedrooms, five full baths, a powder bath, a dedicated office with custom built-ins and a game room with wet bar, every detail of this residence has been intentionally crafted to deliver a sophisticated yet effortless lifestyle. This solidly constructed home is enhanced with a brick paver motor court, a three-car garage, and professionally designed landscaping with irrigation and architectural lighting adding to its tropical ambiance. A dramatic great room serves as the centerpiece of the home, highlighted by soaring architecturally detailed ceilings, a stunning entertainment feature wall with fireplace, and expansive glass sliders that seamlessly connect the indoor living spaces to the spectacular outdoor retreat. Designed for year-round enjoyment, the beautifully finished lanai showcases a heated saltwater pool and spa, outdoor kitchen with grilling station and beverage center, and enclosed with Clear View screening that elevates the home’s refined coastal aesthetic. The gourmet kitchen is both functional and striking, anchored by an oversized island and appointed with an exceptional suite of Sub-Zero and Wolf appliances, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, oven, and drop-down microwave—creating an ideal setting for entertaining and everyday living alike. Privately positioned, the luxurious owner’s suite offers a tranquil retreat with elegant wall detailing, a custom headboard feature wall, sitting area, and an indulgent bath featuring a freestanding soaking tub, oversized frameless glass shower, floating mirrors, split vanities, and a private water closet. Additional features include hurricane-impact windows and shutters, tankless recirculating water heater, tray ceilings with cove molding, recessed lighting, finished closets, 8-foot solid-core doors, and outdoor shower. Harbor Acres is widely considered one of Sarasota’s most established and prestigious waterfront neighborhoods — an ultra-prime West of the Trail enclave in one of Sarasota’s most desirable intown settings. Live moments from world-class boating, beaches, dining, and arts scene in a spectacular home designed to capture the essence of coastal luxury.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
3504 BENEVA RD #206, SARASOTA, FL 34232
$178,000104 Days on yellowkey MLS ID: A4689854
REDUCED by $1,900 (1.1%) on 07/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972Monthly Fee: $510 Tax: $1,980 (2025)Community: Beneva Village Sec 1Condo
Taxes:$1,980
Elementary School: Wilkinson Elementary
High School: Riverview High
Remarks: This is the one! Gorgeous 2-bedroom, 2-bath fully updated condo—perfect for a first-time homebuyer, second home, or investment property. The unit has been completely renovated from top to bottom, featuring a brand-new kitchen, new appliances, new luxory vinyl floor throughout, and fresh paint. Enjoy peace of mind with a new water heater and newer A/C. The location is unbeatable—just minutes from grocery stores, restaurants, Starbucks, Walgreens, gyms, and more. With easy access to I-75, the beach, and downtown Sarasota, convenience is at your doorstep. Come see it for yourself—this is where value meets quality!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Melinda Vass (407-613-4911)
5600 BEACH WAY DR #315, SARASOTA, FL 34242
$750,000412 Days on yellowkey MLS ID: A4655560
1 Days Off yellowkey (back on 7/1/2026)
REDUCED by $20,000 (2.6%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1259 Built: 1970 Tax: $7,099 (2024)Community: Beachway AptsCondo
Taxes:$7,099
Elementary School: Phillippi Shores Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Your Florida beach escape awaits — and with a motivated seller, this is an opportunity you won't want to miss.... take a look at this condo that is steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located turn-key, furnished end unit condo is oh so unique on the top floor with views of the beautiful white sandy beach and sparkling blue Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! The rental income is excellent! This recently, completely remodeled from ceiling to floor, wall to wall, unit has 2 bedrooms, 2 bathrooms, hard flooring throughout, a sprawling island, quartz countertops, impact windows and sliders, AND has a spacious balcony, ready for you to relax and enjoy. This unit transfers with $50,000 in furnishings and furniture. This is a perfect place for you to have your dream of a beach life come to reality, with the potential of using it to generate income with monthly rentals. This amazing mid-rise condominium community offers a heated community pool, outside grills, a clubroom with a kitchen, plenty of guest parking and a laundry room on each floor. Recent improvements include newer roofs 2020, a newer elevator 2019, re-plumbed stacks 2018, refreshed landscaping 2020, and new vinyl fencing 2021. The quarterly fee includes access to the heated community pool, basic cable, water/sewer, pest control, weekend on-site maintenance person, and community insurance. Enjoy convenient access to Siesta Key Beach and to Siesta Key Village shops and restaurants with the free trolley service that stops right in front of the Beach Way community, or, walk, orrrrr take a bike cruise to many nearby shops and restaurants… You are not only buying a beach property, you are buying a lifestyle in the beautiful Southwest Florida Sun. This unit can be your own sanctuary escape and your retirement investment... Come see, come sigh and make this Siesta Key lifestyle in the Sun your own.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
3711 ALMERIA AVE #3N, SARASOTA, FL 34239
$275,00070 Days on yellowkey MLS ID: A4693862
REDUCED by $10,000 (3.5%) on 07/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 976 Built: 1979 Tax: $2,670 (2025)Community: GranadaSpa: NoCondo
Taxes:$2,670
Remarks: Discover this hidden gem 1st floor 2 BR, 2BA condo in Sarasota’s historic Granada neighborhood along Siesta Drive. Walkable to Red Rock Park, Publix, Southside Elem. Easily accessible to Sarasota Memorial Hospital and the restaurants, shops and entertainment of Southside Village and the nearby national award winning Siesta Key Beach, Marie Selby Botanical Gardens and The Bay. Enjoy southwest Florida living at its best! Condo can come furnished, also has a Murphy Bed making the second bedroom spacious! Down Payment assistance and buy down rate options are available thru our preferred lender, qualifications maybe required.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (941-706-2142)
Listing Agent: Anita Mcgillin (239-744-9380)
1280 HIDDEN HARBOR WAY, SARASOTA, FL 34242
$8,500,00027 Days on yellowkey MLS ID: A4696603
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5649 Built: 2002Monthly Fee: $333 Tax: $65,212 (2025)Community: Hidden HarborSpa: YesSingle Family
Taxes:$65,212
Remarks: Privately positioned on a tropical peninsula on Siesta Key in the coveted community of Hidden Harbor, this extraordinary bayfront estate captures sweeping views across Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline. Set on 0.62 acres with 125 feet of panoramic waterfront, the residence was masterfully built by luxury builder M. L. Collingwood and thoughtfully designed to celebrate both architectural craftsmanship and the beauty of its remarkable setting. A protected deep-water harbor, a private 50-foot dock and 20,000-pound lift create an exceptional opportunity for the serious boater, while the home’s privacy, scale and resort-style outdoor living make it equally ideal as a serene waterfront retreat. From the moment you arrive, custom mahogany doors, beveled glass transoms, lush landscaping and a gracious entry introduce the timeless character found throughout the residence. Inside, soaring ceilings, generous room proportions and walls of glass frame magnificent water views from many of the principal living areas. Rich architectural details include coffered and tray ceilings, bentwood arches, crown molding, custom millwork and travertine inset flooring. The formal living and dining rooms flow beautifully for entertaining and are complemented by a fully outfitted cherrywood-paneled bar and wine room. The executive office and library are a showpiece, featuring cherrywood paneling, an 18-foot coffered ceiling and a spiral staircase leading to upper bookshelves. The well-appointed island kitchen offers Wood-Mode cabinetry, quartzite countertops, stainless steel appliances, paneled Sub-Zero refrigeration, a Viking six-burner gas range, dual ovens, a walk-in pantry and a spacious breakfast bar. Open to the bayfront breakfast and gathering rooms, the space features an electric fireplace, adding warmth and ambiance, and connects effortlessly to the outdoor living areas. The primary suite is a private waterfront sanctuary with a bayfront sitting room and a generous bath with dual vanities, a two-person shower, a soaking tub and private water closets. Two additional guest suites are privately positioned in their own wing on the main level, along with a powder bath and laundry room. Upstairs, a fourth bedroom or game room includes a full bath, walk-in closet and private western balcony overlooking the harbor, ideal for taking in evening sunsets. Designed for relaxed Florida living, the expansive lanai features a heated saltwater infinity-edge pool, travertine decking and a shaded outdoor living space with custom ceiling detail, creating an inviting setting for alfresco dining and waterfront entertaining. Frequent dolphin and manatee sightings add to the magic of this rare waterfront setting. Additional features include a side-entry three-car garage, a paver drive and walkways, landscape lighting, a walk-in attic and abundant storage. Hidden Harbor is one of Siesta Key’s most treasured boating communities, offering exceptional privacy just one mile from the powdery white sands of Siesta Beach and close to Siesta Village’s dining, shopping and island charm. Mainland Sarasota’s cultural venues, restaurants, shopping, medical facilities and schools, including nationally acclaimed Pine View School, are also within easy reach.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
1406 TANGIER WAY, SARASOTA, FL 34239
$6,500,000200 Days on yellowkey MLS ID: A4677512
0 Days Off yellowkey (back on 1/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3294 Built: 2024 Tax: $42,511 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$42,511
Remarks: Under contract-accepting backup offers. Welcome to 1406 Tangier Way, a breathtaking expression of coastal contemporary luxury in San Remo Estates in Sarasota, where architectural excellence meets waterfront serenity. This 3,294 sq. ft. home is a seamless blend of sophistication, innovation, and artisanal craftsmanship, offering four bedrooms, three full baths, and unparalleled views of Sarasota Bay. Every detail has been meticulously curated, from the custom Doca cabinetry, hand-crafted and imported from Spain, to the high-grade Portuguese porcelain countertops that extend from the kitchen to the ceiling, creating a striking visual statement. The gourmet kitchen is equipped with state-of-the-art Fulgor Milano appliances, an oversized island, and bespoke finishes, setting the stage for an elevated culinary experience. Walls of strategically placed windows flood the interiors with natural light, enhancing the contemporary loft-inspired aesthetic while showcasing the property’s unrivaled water views. The second-floor master suite is a sanctuary of refined elegance, featuring a private office, floor-to-ceiling water views, and a spa-inspired en-suite bath adorned with intricate, high-end tilework, exuding a sense of tranquility and indulgence. Ascend to the rooftop terrace, where artificial turf, a wet bar, and panoramic views create an unforgettable setting for sunset soirees and intimate gatherings under the stars. The outdoor living space is nothing short of an oasis, boasting leather-marble walkways, a champagne spa, a gas fireplace, and a fully equipped outdoor kitchen, designed for seamless alfresco entertaining. An automated mosquito misting system ensures year-round comfort, while Control4 smart home technology integrates lighting, climate, security, and entertainment at the touch of a button, delivering an effortlessly luxurious lifestyle. Boaters will revel in the two newly constructed boat lifts and direct access to Sarasota Bay, making this home an extraordinary retreat for waterfront living at its finest. Built with strength, timeless beauty, and the highest level of craftsmanship, this extraordinary waterfront residence is truly a rare find—a once-in-a-lifetime opportunity to own an unparalleled slice of Sarasota’s coastal paradise. Schedule your private showing today—this exclusive sanctuary could be yours.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$400,000185 Days on yellowkey MLS ID: A4679367
REDUCED by $25,000 (5.9%) on 06/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
1142 WINDSONG LN #B, SARASOTA, FL 34242
$4,500,00027 Days on yellowkey MLS ID: A4696657
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3891 Built: 2024 Tax: $32,220 (2025)Community: 1142 Windsong Lane Land CondoSpa: YesCondo
Taxes:$32,220
Remarks: There is only one — Golden Set. Some residences embrace their surroundings. Others become an extension of them. Golden Set invites the island in—rich woods, woven textures, botanical motifs, and warm metallic accents establish a residence that feels both worldly and deeply rooted in Siesta Key. Your legacy, engineered for a lifetime of stories at a scale only you could imagine. This private resort centers around a breathtaking saltwater pool within its fully fenced backyard. Cross the sun shelf to the swim-up bar or unwind beneath the custom rock waterfall and built-in slide. Host championship matchups of pool volleyball or basketball, perfect your short game on the putting green, or dine alfresco beneath covered seating with multiple televisions and a state-of-the-art outdoor kitchen. Inside, nearly 3,600 square feet unfold across multiple levels connected by a private elevator. The great room serves as the social heart of the home – an exceptional setting for gatherings while the chef’s kitchen supports your culinary imagination. Festivities transition effortlessly from the expansive living and dining areas onto the terrace, blending the boundary between indoor elegance and outdoor paradise. The upper levels are devoted to privacy in four en-suite guest rooms and multiple viewing balconies. At the pinnacle of the residence lies its most exclusive destination. A well-appointed club room, complete with a half bath, creates an elevated entertainment hub, while the rooftop terrace, perched 50 feet above the island, is the final expression - sunrise over Siesta Key, long afternoons beneath the island sun, and evenings illuminated by the fading glow of the Gulf horizon. The secluded primary suite occupies the home's most private position, delivering breathtaking Gulf views, a spa-inspired bath, and the rare luxury of complete retreat. Here, your final view of the day is nothing short of spectacular. More than a home, Golden Set is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
1142 WINDSONG LN #A, SARASOTA, FL 34242
$4,500,00027 Days on yellowkey MLS ID: A4696648
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3891 Built: 2024 Tax: $31,917 (2025)Community: 1140 Windsong Lane Land CondoSpa: YesCondo
Taxes:$31,917
Remarks: There is only one — Siesta Springs. Some homes provide an escape. Others invite renewal. Inspired by the restorative rhythm of island living, Siesta Springs is a residence where every detail feels fresh, intentional, and connected to its surroundings. Driftwood-inspired finishes, layered coastal hues, and natural textures create a home that feels both contemporary and timeless—capturing the effortless spirit of Siesta Key without relying on convention. Designed to unfold naturally from one experience to the next, the residence balances vibrant gathering spaces with moments of quiet retreat. From private beach access and a lagoon-style pool to elevated terraces overlooking the Gulf, each level offers a new perspective while remaining connected to the whole. Across nearly 3,600 square feet and five levels connected by elevator access, the home encourages a lifestyle defined by movement, connection, and ease. The experience begins outdoors, where a resort-inspired backyard retreat features a cascading rock waterfall, custom slide, rope swing, sun shelf, ample covered patio seating with an outdoor kitchen, and lush landscaping. Here, recreation and relaxation exist in perfect balance. Inside, natural materials and modern finishes establish a sense of effortless sophistication. Driftwood-inspired flooring extends overhead, creating warmth and continuity throughout the residence, while shades of blue and gray evoke the colors of the shore beyond. A chef's kitchen supported by a dedicated scullery anchors the great room, where gatherings flow seamlessly onto expansive terraces and outdoor living spaces. Five en-suite bedrooms provide private retreats throughout the home, including a playful bunk room complete with a climbing wall—an unexpected detail that reinforces the home's spirit of energy and discovery. At the highest level, a club room designed for games, conversation, and connection opens to a rooftop terrace where sunrise and sunset become part of the daily rhythm. Nearby, the primary suite occupies the home's most private position, offering Gulf views, exceptional privacy, and a spa-inspired bath designed for restoration. More than a home, Siesta Springs is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.
3332 THORNWOOD RD #3332, SARASOTA, FL 34231
$278,000199 Days on yellowkey MLS ID: A4675963
2 Days Off yellowkey (back on 6/30/2026)
REDUCED by $10,000 (3.5%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981 Tax: $3,848 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$3,848
Remarks: Hidden Gem Near Siesta Key! Incredible opportunity to own a beautifully UPDATED___TURN-KEY___ FIRST-FLOOR___ 2BR/2BA residence in the highly desirable Crooked Creek community at an exceptional value. Buyers will be hard-pressed to find this level of updates, community financial strength, and Sarasota location at this price point. Backing to the stunning Red Bug Slough Preserve, enjoy peaceful nature views, walking trails, fishing, biking, and tropical surroundings just minutes from Siesta Key Beach, shopping, dining, and downtown Sarasota. MOVE-IN READY with major updates completed from 2021-2025 including NEW A/C, water heater, appliances, impact windows/sliders, recessed lighting, ceiling fans, updated baths, tile flooring throughout, and enclosed Florida Room with floor-to-ceiling impact glass creating additional bright living space. No projects, no deferred maintenance—just move in and enjoy. Crooked Creek is a financially strong, meticulously maintained community of only 78 residences with FULLY FUNDED reserves and HOA fees that have actually DECREASED. Major community improvements already completed include NEW roofs, resurfaced heated pool, replaced carports, paved private roads, painted buildings, and beautifully maintained grounds. Future improvements are already scheduled and paid for. Community amenities include heated pool, tennis/pickleball, gazebo, grilling area, outdoor shower, storage locker, assigned covered carport, and ample guest parking. A rare combination of VALUE, LOCATION, UPDATES, and FINANCIAL STABILITY. This is the kind of property buyers wait for—and at this price, it is truly a MUST SEE.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
6150 MIDNIGHT PASS RD #V38, SARASOTA, FL 34242
$669,900389 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
Taxes:$4,196
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)
2458 WALDEMERE ST, SARASOTA, FL 34239
$465,00090 Days on yellowkey MLS ID: N6144122
0 Days Off yellowkey (back on 6/30/2026)
REDUCED by $14,500 (3.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1648 Built: 1952 Tax: $7,101 (2026)Community: SingletarysSpa: YesSingle Family
Taxes:$7,101
Elementary School: Alta Vista Elementary
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Experience the perfect harmony of modern upgrades and versatile living in this beautifully refreshed residence situated in the heart of one of Sarasota’s most established neighborhoods. This meticulously maintained home welcomes you with durable tile flooring throughout the main living areas, complemented by stylish vinyl flooring installed in the primary suite in 2021 and a crisp, neutral paint palette that enhances the natural light. The thoughtfully designed floor plan includes a true mother-in-law suite featuring its own private entrance, providing an ideal sanctuary for multi-generational living or a secluded home office. This secondary wing opens to its own covered and screened lanai, offering a peaceful retreat separate from the main household. The home has been extensively modernized for peace of mind, featuring a new roof installed in 2022, updated windows, updated plumbing, and a contemporary electrical panel. Climate control is effortless with two dedicated A/C systems, including a brand-new rear unit installed in 2024, along with a new water heater added the same year. The heart of the home showcases a kitchen equipped with a new refrigerator and dishwasher, while the living area centers around a cozy fireplace with elegant new tile work. Luxury extends to the bathrooms, where the primary ensuite features a refreshed walk-in shower and a tub recoated in 2025 that includes a transferable warranty. Elegant French doors lead you to a freshly re-tiled screened lanai, perfect for enjoying the Florida lifestyle within the privacy of a fully enclosed backyard, secured by a new fence and gate installed in 2025. Located in a premier school district including Southside Elementary, Brookside Middle, and Sarasota High School, this property is just minutes from the cultural heartbeat of Downtown Sarasota, the luxury boutiques of St. Armands Circle, and the bright sands of Siesta Key Beach. With nearby access to Sarasota Memorial Hospital and the Arlington Park aquatic center, this move-in-ready estate offers a rare combination of structural integrity and an unbeatable location.
Listing Agent: Patrick Brogley (941-361-9031)
6136 HOLLYWOOD BLVD, SARASOTA, FL 34231
$1,775,000228 Days on yellowkey MLS ID: A4674886
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2121 Built: 2016 Tax: $17,739 (2024)Community: 1206 - Aqualane Estates 3Rd UnitSpa: YesSingle Family
Taxes:$17,739
Remarks: Built in 2016, this exquisite home is perfectly positioned at the end of a highly coveted canal in Aqualane Estates, offering unparalleled privacy and breathtaking water views. Designed with both elegance and resilience in mind, the property remained completely unscathed during Hurricanes Helene and Milton (12.5 feet above sea level as well as impact windows/slider), providing peace of mind for future homeowners. This exceptional 3-bedroom, 2-bathroom residence boasts soaring 10-foot ceilings, luxurious marble finishes, and a versatile bonus room—ideal as an office, playroom, or creative space. At the heart of the home, the open-concept living area seamlessly blends indoor and outdoor living, making it perfect for entertaining or unwinding in style. Step outside to your private waterfront oasis, where a stunning pool and hot tub (added in 2021) set the stage for unforgettable sunsets over the canal. Boating enthusiasts will appreciate the convenience of direct backyard access to Sarasota Bay, allowing for effortless days on the water. Beyond the home’s serene waterfront setting, you’re just one mile from pristine powdery sand beaches and mere minutes from Siesta Key Village, as well as everyday essentials like Publix, Costco, and more. Whether you’re seeking a full-time residence or a luxurious retreat, this Aqualane Estates gem offers the best of Florida living. Home can be purchased Fully Furnished and ready to be moved into!
Listing is courtesy of: SOLUTIONS REALTY (941-302-4812)
Listing Agent: Priscilla Gratton (941-737-9100)
2746 ORCHID OAKS DR #301, SARASOTA, FL 34239
$215,00070 Days on yellowkey MLS ID: A4693949
REDUCED by $15,000 (6.5%) on 06/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1980 Tax: $3,486 (2025)Community: Orchid Oaks ICondo
Taxes:$3,486
Remarks: Top-floor corner unit at Orchid Oaks that comes fully furnished, turnkey, and move-in ready. This beautifully updated 2BD/2BA, 1,376 sq ft condominium is tucked beneath a canopy of mature oaks just off Phillippi Creek, offering the rare combination of natural serenity and central Sarasota convenience. The updated kitchen has been opened up and features a hood, wine fridge, and ample cabinetry. Open living and dining areas flow seamlessly to a screened lanai with electric fireplace and TV overlooking the community pool with a true treetop escape. Primary suite has a king bed, walk-in closet, and en suite bath. Guest bedroom with two twins. No carpet, only tile and LVP throughout the unit. The in-unit laundry is right off the entry with cabinetry. One covered assigned parking space. Community has additional parking available and amenities include a pool, clubhouse, gazebo, walking trails, a dog run, plus a creekside dock. The association maintains and provides private access to the shopping center next door and the HOA dues include elevator, water, sewer, cable, pest control, roof, painting, lawn service, exterior maintenance and building insurance. 30-day minimum lease allowed up to three times per year which makes it an excellent for option for seasonal use or income production. Minutes to Siesta Key, Downtown Sarasota, SRQ Airport, golf, dining, and shopping. Relaxed Florida living at its finest.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kate Howard (563-940-3383)
3636 VILLAGE GREEN DR #304, SARASOTA, FL 34239
$199,90054 Days on yellowkey MLS ID: A4691853
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1589 Built: 1967 Tax: $1,198 (2025)Community: Village GreenVilla
Taxes:$1,198
Remarks: Under contract-accepting backup offers. South Gate Village Green 2-Bedroom, 2-Bath + Carport~ Great DEAL AS_IS South Gate Village Green! Here is the opportunity you have been waiting for in this attractive 55+ community. This 2BR/2BA Villa would make a perfect Winter Retreat or also could be as a full time residence !! An A/C Florida room provide an additional sq. ft.! Also mewer Hurricane Windows !! This villa is located in a quiet Area and overlooks the Community Pool and Green area! Very well Maintained Home. The Clean kitchen which offers a closet pantry and lots of cabinets for storage . Good Size Carport and Large Driveway with The laundry room is a plus and additional storage. Village Green is ideally situated and only minutes from all of your shopping needs, fine restaurants and nearby golf courses. The Par 3 Village Green Golf course is minutes away and great practice for your short game at a very reasonable price! Only a short drive to the downtown area and the #1 beach Siesta Key!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
5619 MIDNIGHT PASS RD #503, SARASOTA, FL 34242
$515,00061 Days on yellowkey MLS ID: A4693474
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,802 (2025)Community: White Sands VillageCondo
Taxes:$4,802
Remarks: Welcome to White Sands. Whether you're searching for a profitable investment opportunity or your own private island retreat, this property offers the best of both worlds. Ideally located directly across from world-famous Siesta Key Beach where you will conveniently find pickleball, tennis, volleyball and a playground. This turn-key, pet-friendly furnished completely remodeled 2/2 condominium features an open-concept design filled with natural light and generous living space, creating the perfect coastal getaway. The unit includes 2023 HOT WATER HEATER, 2024 RE-PIPED KITCHEN AND BATHROOMS, 2024 INTERIOR PAINT, 2024 AC, 2024 CEILING FANS, 2025 NEW LIGHTING IN MASTER BEDROOM AND MASTER BATHROOM, 2024 NEW FURNITURE AND TVS, 2024 NEW TILE FLOORING SECOND BEDROOM. The spacious primary suite offers an en-suite bath and ample closet space, while the guest bedroom provides flexibility for visitors, a home office, or additional rental accommodations. Move-in ready, this unit is ideal as a full-time residence, seasonal escape, or income-producing vacation rental. On-site management is available for both rentals and maintenance, adding convenience and peace of mind for owners and guests alike. Residents enjoy resort-style amenities including multiple laundry facilities, designated shaded carport parking spaces in addition to plenty of open guest parking, heated community pool, clubhouse, sauna, BBQ grills, private beach access, and boat docks available annually on a first-come basis. The property allows rentals every two weeks throughout the year, offering excellent income potential. Don't miss out on this exceptional Siesta Key lifestyle opportunity!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kadie Nolan (941-404-6192)
2640 WOODGATE LN #F6, SARASOTA, FL 34231
$160,000452 Days on yellowkey MLS ID: TB8380753
REDUCED by $30,000 (15.8%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981Monthly Fee: $615 Tax: $2,716 (2024)Community: Pinewood Village ViCondo
Taxes:$2,716
Remarks: Huge Price Reduction!!! Charming two bedroom with two full baths located minutes from Beautiful Siesta Key Beach. Come check out this freshly painted condo with tile through out located on the 1st floor. Enjoy the relaxing atmosphere of the private screened in patio, no upstairs neighbors and the convenience of your own parking right in front of your home. Community features include a heated pool, clubhouse, manicured grounds and much more. This community feels like you are on vacation year around. Conveniently located close to shopping, dining and beaches. This condo does need a few repairs and is being sold as is.
Listing is courtesy of: PROSPERA REALTY (813-434-0290)
Listing Agent: Kimberly Evans (813-789-8666)
1421 N LAKE SHORE DR, SARASOTA, FL 34231
$4,695,000227 Days on yellowkey MLS ID: A4674749
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4217 Built: 2021 Tax: $31,036 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$31,036
Remarks: Perfectly positioned on a spacious, private lot in the prestigious and highly sought-after Oyster Bay Estates community, the residence embodies exceptional design, architectural intention, and refined livability. Custom designed and built by distinguished, award-winning Platinum Coast Construction and completed in 2021, this 4-bedroom / 4 full & 2 half bath modern masterpiece was crafted with uncompromising detail and a focus on seamless indoor–outdoor living. Inside, a host of elevated finishes creates a sophisticated yet welcoming atmosphere. Level 5 flat-smooth walls, engineered oak hardwood flooring, 8' solid-core and obscure glass interior doors, 10" baseboards, floating vanities in all baths, and Quartz surfaces throughout promote a clean, modern aesthetic. A dramatic 72" glass fireplace anchors the living area, while the gourmet kitchen boasts high-performance appliances including a Thermador push-to-open column refrigerator, column freezer, 24" wine preserver, Bosch dishwasher, Bosch combo oven/microwave, and 36” induction cooktop. The striking 175-bottle wine room with stone wall adds a stunning design focal point for entertainers and collectors alike. The primary suite offers a spa-like retreat with marble finishes, a Wetstyle soaking tub, and an enclosed outdoor garden area with tropical landscaping, wood decking, and a private outdoor shower. Guest suites each feature en-suite baths and access to a serene outdoor spa-like space with lush plantings, decking, and an outdoor tub and shower—creating peaceful, private escapes separate from the main living areas. Designed for true resort-style living, the exterior features a spectacular 18' x 30' pool and spa with a custom waterfall wall, surrounded by tropical landscaping. The fully equipped outdoor kitchen includes a 42” Blaze gas grill, under-counter refrigerator, outdoor sink, and storage drawers. Additional features include hurricane-impact windows, an advanced security system, irrigation system, and a distinctive 2-car garage with wood-look paneling and a stunning mahogany double-door entry with obscure glass. Situated just moments from Siesta Key, downtown Sarasota, and within walking distance of the prestigious Field Club, Oyster Bay Estates is celebrated for its beautiful streetscapes, active social atmosphere, and proximity to the water and premier amenities. This exceptional residence offers luxurious contemporary living in one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
1429 N LAKE SHORE DR, SARASOTA, FL 34231
$5,595,000227 Days on yellowkey MLS ID: A4674740
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4545 Built: 2026 Tax: $9,862 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$9,862
Remarks: Virtually Staged. Experience luxury West-of-Trail living in Sarasota’s coveted Oyster Bay neighborhood. This newly built 2026 custom residence offers 5 bedrooms, 5 full and 2 half baths—all on one thoughtfully designed living level—featuring 4,545 sq. ft. under air and 5,689 sq. ft. total. Set on an impressive 130' x 150' corner lot (0.45 acres), the home is surrounded by a lush tropical oasis that provides exceptional privacy. A dramatic two-story foyer with 21’ ceilings and a steel-and-impact-glass entry door welcomes you inside. Engineered oak hardwood flooring, 10” baseboards, and sleek horizontal receptacles enhance the home’s modern architectural aesthetic. The expansive open-concept kitchen and great room are flooded with natural light from ten windows and four 20’ hurricane-impact glass sliders that open to the outdoor living space. The gourmet kitchen is a chef’s dream, offering an 8-seat center island, large walk-in pantry, quartz countertops, and premium appliances including a Bosch 36” natural gas/induction cooktop, 36” Thermador refrigerator column, 24” Thermador freezer column, 24” full-height Thermador wine cooler, Bosch dishwasher, and 30” Bosch oven/microwave combo. Retreat to the luxurious main suite featuring a Wetstyle tub with wood surround, marble accents, and slate and porcelain flooring. Additional highlights include level-5 smooth interior walls, 8’ solid-core and obscure-glass interior doors, a stunning 175-bottle wine room with marble wall and glass enclosure, Samsung pedestal washer & dryer, and an advanced alarm and exterior security lighting system. The outdoor living area is designed for year-round enjoyment with a summer kitchen equipped with a Blaze 42” gas grill, sink, and under-counter refrigerator. A 15’ x 28’ pool and spa with a custom waterfall feature, plus an outdoor shower, complete this private retreat. The property also offers an irrigation system and a spacious 3-car garage. An exceptional opportunity to own a brand-new, luxury single-level home in one of Sarasota’s most desirable West-of-Trail communities.
5855 MIDNIGHT PASS RD #108, SARASOTA, FL 34242
$879,00053 Days on yellowkey MLS ID: O6413896
INCREASED by $80,000 (10.0%) on 06/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976Monthly Fee: $572 Tax: $5,002 (2025)Community: Harbor Towers Y & RCondo
Taxes:$5,002
Remarks: Rare Opportunity in the Heart of Siesta Key – Harbor Towers, Unit 108 2 Bedrooms | 2 Bathrooms | 1,152 Sq Ft A/C + 540 Sq Ft Private Patio Experience luxury waterfront living at its finest. This beautifully designed, fully furnished unit features soaring 9-ft ceilings, hurricane impact windows, and stunning floor-to-ceiling sliders valued at $100,000 — all framing breathtaking panoramic marina views. Step outside to your private 540 sq ft patio, your personal oasis overlooking the marina. Harbor Towers offers world-class amenities including a full Precor fitness center, heated pool, club lounge, marina, kayak launch, BBQ area, waterside pavilion, and 3 lighted har-tru tennis courts. All assessments paid. This is your chance to own a piece of paradise on one of the most sought-after keys in Florida. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Andres Ospina Rivera (321-821-8446)
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