Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1406 TANGIER WAY, SARASOTA, FL 34239
$6,500,000199 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$42,511
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
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
$400,000184 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
Elementary School: Wilkinson Elementary
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!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
1142 WINDSONG LN #B, SARASOTA, FL 34242
$4,500,00026 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
Elementary School: Phillippi Shores Elementary
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
$4,500,00026 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.
139 S WASHINGTON DR, SARASOTA, FL 34236
$12,950,000349 Days on yellowkey MLS ID: A4661401
REDUCED by $2,000,000 (13.4%) on 06/26/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 7817 Built: 1936 Tax: $158,866 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$158,866
Remarks: Timeless Elegance, Effortless Living where HISTORY Meets MODERN LUXURY @ "Casa del Carnevale," an exquisite waterfront estate, situated in the prestigious St. Armands Key, the neighborhood of John Ringling Estates. This home seamlessly blends history with modern luxury, offering views of the Sarasota Waterway and Bay with a historic designation. Casa del Carnevale presents a rare opportunity to own an esteemed historical property. Offered for only the fifth time in its storied history, this exceptional estate combines Old World architectural charm with contemporary opulence. The home underwent an extensive renovation, with meticulous attention to detail and craftsmanship, utilizing top-tier materials and artisanship. Expanded from 4,000 to nearly 10,000 sq. ft. under roof, and featuring over 7,800 sq. f.t of air-conditioned space, Casa del Carnevale preserves its original charm while offering a reimagined layout that exceeds modern luxury standards. Set on three sprawling lots, 30,000+ square feet, the estate boasts 171 feet of waterfrontage, a private dock lift, a floating lift for jet skis and kayaks, and breathtaking views of Sarasota Waterway. The lush, meticulously designed tropical landscaping creates a private oasis that feels like you are walking in Selby Gardens on St. Armands. The residence includes five bedrooms and six and a half baths across two spacious levels with an elevator. Multiple terraces provide perfect outdoor retreats and entertaining areas, all complemented by stunning garden water vistas, a central courtyard, and an elegant 65' saltwater pool and spa with arched spraying fountains and iridescent glass tiles. Other luxury features include a three-car garage, elevator, nanny’s quarters, walk-in wine room, billiards room, office, and custom impact-glass arched windows designed to maximize unobstructed views. The chef’s kitchen boasts premium finishes, top-of-the-line appliances, a 5-Star La Cornue range and hood from France, featuring gas or electric ovens (kitchen art). Sub-Zero refrigerators, a Bosch dishwasher, a Miele microwave, a Miele built-in coffee machine, a stand-alone beverage refrigerator, and a stand-alone ice maker. Throughout the home, exposed beams, warm wood tones, natural stone, custom ironwork, Pecky Cypress wood throughout, and curated artwork create an inviting, sophisticated atmosphere. Offering furniture (negotiable under separate contract), and instant enjoyment to create everlasting memories, Casa del Carnevale is a rare and exquisite blend of history, elegance, and modern comfort on one of Sarasota’s most coveted waterfront estates. EASY TO SHOW. CASA DEL CARNEVALE IS A MUST-SEE IN PERSON TO FULLY APPRECIATE.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
6150 MIDNIGHT PASS RD #V38, SARASOTA, FL 34242
$669,900388 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
$465,00089 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)
2746 ORCHID OAKS DR #301, SARASOTA, FL 34239
$215,00069 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
$199,90053 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
$515,00060 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)
7419 ROXYE LN, SARASOTA, FL 34240
$670,000109 Days on yellowkey MLS ID: O6397050
1 Days Off yellowkey (back on 6/30/2026)
REDUCED by $25,000 (3.6%) on 06/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2364 Built: 2000Monthly Fee: $115 Tax: $6,413 (2025)Community: Palmer Glen, Ph 1Spa: NoSingle Family
Taxes:$6,413
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully reimagined 3-bedroom, 3-bath residence with a dedicated office, where thoughtful design meets modern luxury. Following an extensive $200,000 renovation, this home offers a seamless blend of style, comfort, and functionality. Step inside to an expansive open floor plan filled with natural light, perfect for both everyday living and entertaining. The heart of the home flows effortlessly from the living and dining areas into a stunning, updated kitchen, creating a true gathering space. The primary suite is a private retreat, featuring direct access to the backyard through elegant French doors—ideal for enjoying quiet mornings or evening relaxation. The spa-inspired primary bathroom showcases high-end finishes and a luxurious design that elevates daily living. Outdoors, you’ll find a resort-style experience with a screened-in pool, complemented by a fully equipped outdoor kitchen complete with a new grill—perfect for hosting and year-round enjoyment. Beyond the screened enclosure, the oversized backyard offers lush, mature landscaping, providing both privacy and a serene natural setting. Ideally located less than 25 minutes from St. Armands Circle and the world-renowned Siesta Key Beach, this home offers convenient access to premier shopping, dining, and some of Florida’s most beautiful coastline. With a versatile office space, premium upgrades throughout, and exceptional indoor-outdoor living, this home is a rare opportunity to enjoy refined living in a beautifully upgraded setting.
Listing is courtesy of: MEGAN DOWDY REALTY, LLC (407-509-9279)
Listing Agent: Shawn Jordan (407-808-9207)
1770 BENJAMIN FRANKLIN DR #401, SARASOTA, FL 34236
$1,350,000265 Days on yellowkey MLS ID: A4670710
2 Days Off yellowkey (back on 6/30/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1413 Built: 1970 Tax: $12,133 (2024)Community: Lido Harbour TowersSpa: NoCondo
Taxes:$12,133
Tax Year: 2024
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Experience Gulf-front living at its finest on beautiful Lido Key. This turnkey furnished residence offers breathtaking, direct views of the Gulf and unforgettable sunsets from the living room, dining room, balcony, kitchen, guest bedroom, and the owner’s suite. The property features a brand-new roof, clubhouse, and beachfront pool. The residence has been thoughtfully rebuilt throughout, including hurricane-rated sliders and windows, a modern kitchen with stone countertops and wood cabinetry, and updated bathrooms with stylish finishes. The owner’s suite overlooks the beach and includes a double vanity area for added comfort and a large walk-in shower. Additional highlights include elegant tile flooring, a breakfast bar, and a casual dining area with Gulf views. A secure under-building parking space and 24-hour security complete the package. Perfectly situated near world-class shopping, dining, and lively tiki bars, this is the ultimate coastal retreat.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Debra Garrett (941-685-1086)
662 CALLE DEL OTONO, SARASOTA, FL 34242
$6,400,000151 Days on yellowkey MLS ID: A4684041
Bed: 0 Bath: 0.0 Gar: 3 Liv Area Sq Ft: 5313 Built: 1992 Tax: $21,150 (2025)Community: Sarasota BeachApartment
Taxes:$21,150
Remarks: Charming mini-resort with lagoon-style pool and waterfall, sun decks, tropical landscaped gardens. Just steps from Siesta Key Public Beach. Free Trolley transports guests to Siesta Key Village for shopping, dining and a supermarket. Income Producing Property priced to sell at a Seven Cap. Two lots, 19 & 20 with 2 Duplexes.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Tonna Gruber (941-232-8950)
5610 AVENIDA DEL MARE, SARASOTA, FL 34242
$6,400,000152 Days on yellowkey MLS ID: A4683170
Bed: 8 Bath: 8.5 Gar: 3 Liv Area Sq Ft: 5313 Built: 1955 Tax: $21,150 (2025)Community: Sarasota BeachSingle Family
Remarks: Prime Siesta Key investment opportunity or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence. Enjoy breathtaking Gulf sunrises and sunsets, a heated exotic lagoon-style pool with waterfall, Rocky Mountain quartz deck, professional tropical landscaping (updated 2024/2025), Miami-Dade impact windows/doors, newer roofs/insulation, and meticulous maintenance throughout. One building designed by renowned Lee Wetherington. Wake up to morning coffee overlooking the sugar-white sands, with Siesta Key Village shops and dining 0.5 miles away. Turnkey, versatile, and perfectly positioned for endless possibilities—your beachfront lifestyle awaits!
7362 SILVER FERN BLVD #8, SARASOTA, FL 34241
$282,000192 Days on yellowkey MLS ID: A4678528
REDUCED by $6,900 (2.4%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1982Monthly Fee: $719 Tax: $2,672 (2025)Community: Hammocks IiiCondo
Taxes:$2,672
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Discover the potential of this spacious three bedroom, two bath condominium located in the heart of Sarasota, Florida, within the desirable Bent Tree community in Hammocks III. Offering 2,124 square feet of living space, this home features a generous floor plan designed for comfortable living and entertaining. Brand new flooring and Kitchen cabinets and counter tops as well as new vanity's in both bathrooms. One of the highlights of the property is the generously sized outdoor living space, perfect for relaxing, and would make a great outdoor living space. Residents also enjoy access to a community pool, ideal for unwinding and socializing. Brand new Kitchen and Bathroom vanity's as well as new flooring throughout. Conveniently located near shopping, dining, and Sarasota’s renowned beaches, this condominium offers exceptional potential in a sought-after setting.
Listing is courtesy of: BANG REALTY - NAPLES (888-737-1162)
Listing Agent: Michael Amerine (941-539-4235)
5855 MIDNIGHT PASS RD #108, SARASOTA, FL 34242
$879,00052 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)
1260 DOLPHIN BAY WAY #404, SARASOTA, FL 34242
$1,395,000236 Days on yellowkey MLS ID: A4673762
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1997 Tax: $12,793 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,793
Remarks: ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.
Listing Agent: Mina Johnson (608-345-7089)
3943 ETON PL, SARASOTA, FL 34241
$410,00038 Days on yellowkey MLS ID: A4697422
0 Days Off yellowkey (back on 6/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1379 Built: 1960 Tax: $3,564 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,564
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 2-bath home nestled on a peaceful dead end street with a cul-de-sac in the lovely Lake Sarasota community. This home includes a carport and a screened front porch, perfect for sipping your morning coffee while soaking up Florida’s beautiful weather. Recent updates include hurricane impact windows installed in 2023 and a new AC unit install installed in 2025. The kitchen boasts stainless steel appliances and a cozy dinette with the view of the backyard. The main suite is a true retreat, featuring a fully updated bathroom, dual vanities, and a walk-in closet. Enjoy quality time with family and friends in the spacious backyard around the fire pit. The shed is connected to electricity, making a perfect area for a workshop.This home is located near I-75, only a few minutes from the World, famous Siesta Key Beach, this is Sarasota living at its finest. Don’t miss your chance—schedule your private showing today.
Listing Agent: Paola Mincarone Madden (774-534-1315)
2250 HILLVIEW ST, SARASOTA, FL 34239
$599,00061 Days on yellowkey MLS ID: A4694827
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1109 Built: 1925 Tax: $3,695 (2025)Community: La Linda TerraceSingle Family
Taxes:$3,695
Remarks: NESTLED IN THE HEART OF SARASOTA- This home in the coveted Arlington Park neighborhood, beautifully updated 1925 Florida cottage blends timeless character with luxurious modern upgrades just minutes from downtown Sarasota and the world-renowned Gulf Coast beaches. Surrounded by charming tree-lined streets, quaint historic homes, and a vibrant lifestyle, this exceptional property offers the perfect opportunity for full-time living, seasonal enjoyment, or investment potential in one of Sarasota’s most desirable locations. Rich in Sarasota history, this home was originally built for the grove master when the surrounding area was covered in orange groves owned by the Palmer family. Today, it has been thoughtfully restored while preserving its authentic Old Florida charm. There has been nearly $100,000 in recent improvements and renovations that have been completed, including a new roof, soffit, fascia, gutters, landscaping, doors, hurricane impact windows, foundation support and encapsulation with a 25-year warranty, updated plumbing and electrical systems, newer A/C, plantation shutters, flooring, and more. The home was professionally lifted with an entirely new foundation in 2020, giving buyers peace of mind while maintaining the integrity and character of this historic gem. Inside, luxury vinyl flooring that resembles the original pine flooring flows throughout the home, complemented by crown molding, abundant natural light, and designer touches in every room. The inviting living room features custom shelving and a charming brick fireplace. The beautifully updated kitchen showcases stainless steel appliances, custom cabinetry, granite countertops, decorative tile accents, and a breakfast bar ideal for casual dining and entertaining. Each bedroom offers its own cozy charm, while the thoughtfully designed laundry room includes built-in storage for added functionality. Situated on an oversized lot, the possibilities are endless. The spacious backyard offers ample room for a pool, expansion of the existing home, or the addition of a garage with an ADU above for exceptional rental income potential. The paved driveway leads to a charming car cabana, while the detached shed provides additional storage for items like bicycles and garden tools. With no HOA, no CDD fees, and no rental restrictions, this property offers unmatched flexibility for homeowners and investors alike. Residents enjoy easy access to the beloved Arlington Park & Aquatic Complex featuring a 50-meter lap pool, instructional pool, tennis courts, indoor and outdoor basketball courts, playground, outdoor fitness gym, walking trails, and a dog park. Ideally located near Sarasota Memorial Hospital, shopping, dining, and entertainment, this home offers both convenience and lifestyle appeal. Just minutes away, downtown Sarasota awaits with fine dining, boutique shopping, cultural attractions, marinas, and the iconic The John and Mable Ringling Museum of Art — all part of what makes Sarasota one of Florida’s premier coastal destinations. This extraordinary property captures the essence of Sarasota living: historic charm, modern luxury, investment opportunity, and an unbeatable location — all offered at an exceptional value.
Listing Agent: Joanna Petriccione, Pllc (941-929-3212)
239 HOURGLASS WAY #V7, SARASOTA, FL 34242
$640,00077 Days on yellowkey MLS ID: A4691064
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1327 Built: 1968Monthly Fee: $1,793 Tax: $5,346 (2025)Community: Whispering SandsVilla
Taxes:$5,346
Remarks: Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/2 Bath villa in the premier GULF FRONT property of Whispering Sands offers the perfect blend of comfort, style and serenity. Step inside to discover a bright NEW kitchen featuring new granite countertops, stainless appliances, recessed & under cabinet lighting and an open, inviting feel ideal for everyday living and entertaining alike. Engineered wood flooring flows throughout the home, complemented by neutral paint tones, new interior doors, and thoughtfully updated baths with granite counters, new vanities and modern fixtures. A spacious screened brick paver lanai extending the full length of the residence may well be the star of the show, creating an ideal private indoor-outdoor living space to relax and enjoy the lush tropical surroundings. A private fenced brick paver patio offers an additional retreat for entertaining, dining al fresco, or simply unwinding in the Florida sunshine. Additional upgrades include a newly painted 1-car garage with new full-sized washer and dryer and new sink. The freshly painted front door, new screen door - along with a brick paver sidewalk and driveway - enhance the home’s welcoming curb appeal. Newly painted exterior in 2025. New landscaping is planned for the complex in 2026. Whispering Sands is a 55+ Gulf front property offering 800’ of PRIVATE beach, 2 heated pools, beachside Tiki Hut and grills, shuffleboard, & canoe/kayak storage. The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events. Ideally located just around the corner from the shops and restaurants of Siesta Key Village, this move-in ready property combines stylish updates, abundant outdoor living space, and a truly peaceful location to create the perfect coastal retreat!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
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