Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
5661 MIDNIGHT PASS RD #401, SARASOTA, FL 34242
$469,90087 Days on yellowkey MLS ID: A4678954
REDUCED by $5,100 (1.1%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,629 (2025)Community: White Sands VillageCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,629
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community pool, creating a relaxed island atmosphere. White Sands Village offers water access with Gulf-front amenities and boat slips available via waitlist, perfect for boating enthusiasts. This property may be used as a rental or income-producing investment with a minimum 2-week rental period, making it an excellent option for seasonal use or short-term rental opportunities. Ideally located across the street from world-famous Siesta Key Beach, along with nearby restaurants, shopping, and entertainment, plus convenient on-and-off island access. Whether you’re looking for a full-time residence, vacation retreat, or rental investment, this property delivers the best of the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Blakeney (616-795-6545)
161 VISTA HERMOSA CIR #26-A, SARASOTA, FL 34242
$539,000191 Days on yellowkey MLS ID: A4667260
REDUCED by $20,000 (3.6%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1971 Tax: $4,555 (2025)Community: Vista HermosaVilla
Taxes:$4,555
Remarks: Price Reduction! One of the best Values on Siesta Key! Discover the perfect blend of privacy, convenience, and income potential with this beautifully renovated, freestanding Villa located in the heart of Siesta Key. Tucked away in the sought-after Vista Hermosa community, this light-filled retreat offers the feel of a private home with all the benefits of low-maintenance island living. This newly renovated, two bedroom two bath, Villa showcases: impact windows and doors, stainless steel appliances, ceramic plank flooring throughout, Washer/Dryer and beautiful, coastal furnishings. Just a short stroll brings you to the powdery sands of Crescent Beach, one of the Gulf Coast’s most beloved spots for sun, surf, and stunning sunsets. Whether you're looking for a personal coastal getaway or a lucrative investment, this villa delivers – with biweekly rental options that allow you to generate steady income throughout the year. Inside, enjoy a freshly updated interior featuring modern finishes and a bright, open layout. Outside, hop on the free Siesta Islander Trolley for easy access to vibrant Siesta Village, where you'll find charming shops, restaurants, and entertainment. This is your chance to own a move-in ready, income-producing villa in one of Florida’s most desirable beach communities. Home is being offered turn key furnished.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Joe Kesslak (941-321-8585)
3500 FLORES AVE, SARASOTA, FL 34239
$4,250,000236 Days on yellowkey MLS ID: A4663143
1 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3551 Built: 2025 Tax: $7,545 (2024)Community: GranadaSpa: YesSingle Family
Taxes:$7,545
Elementary School: Southside Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Introducing Coastal Elegance Just Minutes from Siesta Key Beach! Experience the ultimate coastal lifestyle by building your custom dream home in Sarasota's coveted Granada Park. This is your chance to create a personal sanctuary just minutes from the pristine sands of Siesta Key Beach. This rare offering includes a prime lot with all city-approved plans and permits, allowing you to choose from a thoughtfully designed layout or bring your own vision to life. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. This thoughtfully designed home features 4 bedrooms, 3 full and 2 half bathrooms, an open floor plan, a dedicated office, and flexible loft space. The heart of the home is a gourmet chef’s kitchen with custom cabinetry, quartz countertops, professional appliances, and a walk-in pantry. A large quartz waterfall island opens seamlessly to the dining area and great room, anchored by a sleek LED fireplace and glass sliding doors that frame the resort-style backyard. The first-floor primary suite is a private retreat, offering a spa-inspired bathroom with a freestanding soaking tub, frameless glass walk-in shower, dual vanities, and an oversized walk-in closet. On the second floor, three additional bedrooms provide en-suite or jack-and-jill bath access, perfect for family or guests. Designed for entertaining, the outdoor living spaces include two covered lanais, a resort-style pool with spa and sun shelf surrounded by paver decking, a summer kitchen, outdoor shower, and pool bath. Upstairs, a covered balcony overlooks the landscaped backyard and preserved Grand Oak tree, adding privacy and natural beauty. Additional features include an oversized 3-car garage with storage, impact-rated windows and doors throughout, a metal roof system with upgraded underlayment, an energy-efficient tankless water heater, and an elevation exceeding Sarasota flood requirements. Short-term rentals are permitted, allowing flexibility for many investment opportunities. Living here means enjoying the best of both worlds: a tranquil, custom-designed home combined with unparalleled access to Sarasota's finest attractions. Stroll over to Southside Village for dinner, enjoy the arts and culture of Downtown Sarasota, or simply walk to the beach to catch the sunset. This is more than a home; it's the lifestyle you've been dreaming of.
Listing Agent: Chad Fonder (941-961-3865)
160 GARDEN LN, SARASOTA, FL 34242
$4,250,000235 Days on yellowkey MLS ID: A4663247
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4086 Built: 2025 Tax: $10,687 (2024)Community: Siesta Rev Plat OfSpa: YesSingle Family
Taxes:$10,687
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?
1200 SIESTA BAYSIDE DR #1200G, SARASOTA, FL 34242
$475,00033 Days on yellowkey MLS ID: A4685175
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 845 Built: 1988 Tax: $4,441 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$4,441
Remarks: Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your fingertips. An open floor plan greets you with tile on the diagonal, a spacious living/dining area, and a balcony overlooking the community pool. The unit is complete with a private one-car garage, indoor laundry with a brand-new stackable washer and dryer, and turnkey furnished and ready for you or your guests. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private parties and events. This weekly-rental-friendly community also offers onsite management (directly below the unit), making it a great income opportunity for investors or those seeking a snowbird property. Location cannot be beat you just cross the road for beach access or take the free trolley to explore Siesta Key Village or South Siesta! Live the island lifestyle at Gulf and Bay Club Bayside. Tenant occupied best showing time Saturday but with enough notice we can manage a showing. Must be scheduled and approved by tenants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Jessica Ross, Pa (941-321-9000)
800 BENJAMIN FRANKLIN DR #607, SARASOTA, FL 34236
$1,000,000180 Days on yellowkey MLS ID: A4669063
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $11,434 (2024)Community: Lido AmbassadorSpa: NoCondo
Taxes:$11,434
Middle School: Booker Middle
Remarks: Experience the best of beachfront living at Lido Ambassador with this rarely available 6th-floor residence, lovingly maintained by long-time owners and offering captivating Gulf views, impact-rated windows and sliders, and endless potential to personalize. Perfectly situated on the sandy shores of Lido Beach and just moments from world-famous St. Armands Circle, this condo offers the ideal balance of coastal tranquility and vibrant Sarasota living. This two-bedroom, two-bath unit features a desirable split floor plan, open living/dining area, and a private balcony where you can soak in breathtaking sunset views, sea breezes, and the ever-changing colors of the coastline. Meticulously cared for over the years, this home is move-in ready or the perfect canvas to update to your personal style. The spacious primary suite offers ample closet space and an en-suite bath, while the guest bedroom and bath provide a private retreat for visitors. Natural light, a thoughtful layout, and the overall condition reflect the pride of ownership throughout. Lido Ambassador is a well-managed community of just 74 residences, known for its pristine grounds and attentive upkeep. The Gulf-front heated pool and sun deck are currently undergoing a full renovation, soon to reopen better than ever, with a refreshed, resort-style atmosphere for residents to enjoy. Additional amenities include a fitness center, catering kitchen, private storage, and assigned covered parking. Steps from the Lido Beach Resort Tiki Bar and short distance of St. Armands Circle, Longboat Key, and the arts and culture of downtown Sarasota, this location is unmatched. Whether you’re seeking a coastal getaway, investment opportunity, or full-time residence, this 6th-floor unit delivers exceptional location, views, and value. Discover why Lido Ambassador is one of the most coveted addresses on Lido Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lindsay Nock (941-735-7005)
3012 CLAY CIR, SARASOTA, FL 34234
$339,0009 Days on yellowkey MLS ID: A4689331
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1971 Tax: $2,411 (2025)Community: Newtown EstatesSingle Family
Taxes:$2,411
Elementary School: Emma E. Booker Elementary
Remarks: Fully remodeled Sarasota home at 3012 Clay Cir offering a functional layout, spacious living areas, and abundant natural light throughout. This property features all-new flooring, updated bathrooms, fresh interior paint, and modern finishes, along with newly refreshed front landscaping that enhances curb appeal. The kitchen opens to the main living space, making it ideal for both everyday living and entertaining, while the primary suite includes a private bath and additional bedrooms provide flexibility for guests or a home office. Enjoy a comfortable outdoor area perfect for year-round use, all conveniently located near downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools—making it an excellent option for a primary residence, seasonal getaway, or investment opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Taymer Graham (941-224-8737)
35 SANDY COVE RD #2A, SARASOTA, FL 34242
$975,000201 Days on yellowkey MLS ID: A4653716
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1254 Built: 1970 Tax: $7,373 (2025)Community: Sandy CoveCondo
Taxes:$7,373
Remarks: Sandy Cove – Mid-Century Modern Gulf Front Paradise: Period-preserved mid-century architecture meets breathtaking Gulf front water views in this exceptional Siesta Key residence. Located in Sandy Cove, a hidden gem and distinguished 1970s development of villas and mid-rises, this fifth-floor residence offers a panoramic vista over Big Pass to Lido, Bird Key, and downtown Sarasota—a guaranteed "wow" moment. Sandy Cove Condos was designed in 1969 by Frank Folsom Smith with James Holliday and James Durden, earning a 1970 AIA Florida Award for architectural excellence. This light-filled, architecturally preserved residence is over 1,200 square feet with two bedrooms, two bathrooms, and a thoughtful split floor plan. Upon arrival, you're greeted by a charming garden courtyard that offers a glimpse into the home. Step inside and be captivated by the spectacular living room featuring soaring vaulted ceilings that provide ample natural light and an airy, open ambiance. Enjoy breathtaking Gulf water views from your living room and kitchen sliders, which open seamlessly to your private patio. The sliders pull back to welcome Gulf breezes throughout the entire residence, connecting to several delightful porches and patios—including an additional private palm tree patio with IPE decking. A rare and highly coveted feature: this residence includes a private one-car garage. Gulf front residences in Sandy Cove rarely become available, making this a unique chance to own a piece of Siesta Key's architectural history. The home has potential to be sold furnished and is offered in as-is condition, presenting an opportunity for buyers to customize their personal vision. Ideally situated close to Siesta Key Village—just a short distance away, this truly unique location offers a natural private beach exclusive to the community, along with a fishing pier. Come see this truly "if you know, you know" treasure on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
1513 OAK ST #18, SARASOTA, FL 34236
$1,499,000100 Days on yellowkey MLS ID: A4677602
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1910 Built: 2007 Tax: $9,605 (2025)Community: Burns Court VillasSpa: YesTownhouse
Taxes:$9,605
Remarks: Located in the heart of Sarasota’s iconic Burns Court, this three-bedroom, two-story residence at Burns Court Villas offers the privacy and comfort of a single-family home with the walkability and energy of downtown just outside your door. Spanning more than 1,900 square feet, the thoughtfully designed layout is enhanced by multiple outdoor living spaces—including the largest private courtyard in the community and three private bedroom balconies. A solid mahogany front door opens to refined interiors featuring travertine flooring, high ceilings, crown molding, and abundant natural light filtered through impact-rated windows and doors. The main level flows seamlessly from the living room—anchored by a gas fireplace and custom built-ins—to the formal dining area and sunlit family room overlooking the lush courtyard, creating an ideal setting for entertaining or everyday living. The gourmet kitchen, remodeled in 2023, is equipped with custom wood cabinetry with soft-close drawers and pull-out storage, under-cabinet lighting, and thick quartz countertops. The extended island offers room for dining in. Premium appliances include a Sub-Zero refrigerator, Viking gas range, hood and range, and Miele dishwasher. Upgraded LED lighting enhances both function and atmosphere throughout the home. Upstairs, Brazilian cherry engineered hardwood flooring leads to a serene primary suite with a private balcony, custom walk-in closet, and a fully renovated en-suite bath (2025) featuring dual vanities topped with quartz counters, a tile-and-glass walk-in shower with built-in bench seating, and a dedicated makeup area. Two additional guest suites—each with its own balcony—share a beautifully reimagined full bath with high-end finishes. A second-floor laundry room with storage cabinetry adds everyday convenience. Residents of Burns Court Villas enjoy a tranquil, gated setting with trellised stone walkways, a heated courtyard pool and spa, lounge area with outdoor fireplace, secure parking, and enhanced perimeter security with fob-access gates. As an added convenience, the Association also covers many utilities including management, ground maintenance, pest control, water, sewer, and waste collection. Perfectly positioned moments from Downtown Sarasota, this residence places you in an ideal walkable location to Sarasota’s Cultural Coast. Enjoy the convenience of city living, near the Bayfront, Marina Jack, theaters, museums, galleries, farmers markets, and acclaimed dining along Main Street. St. Armands Circle, Lido Beach, and Sarasota’s Gulf beaches are just minutes away, offering the ideal balance of cultural vibrancy and coastal living. A rare opportunity to enjoy refined city living within one of Sarasota’s most distinctive downtown enclaves.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000241 Days on yellowkey MLS ID: A4659204
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Remarks: PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide peace of mind and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
3607 FLAMINGO AVE, SARASOTA, FL 34242
$4,950,000205 Days on yellowkey MLS ID: A4662402
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3876 Built: 2005 Tax: $17,596 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$17,596
Remarks: DIRECT ACCESS TO INTRACOASTAL WATERWAY - North Siesta Key's Bay Island Boater's Dream - Experience the best of coastal living in this elegant 4bd/4ba residence - just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with Brazilian Ipe hardwood flooring throughout, hurricane rated windows and French doors and volume ceilings. At the heart of the home is a true cook's kitchen with Wolff Gas Range, built-in Sub-Zero stainless refrigerator, Fisher Paykel dishwasher and soap-stone counter-tops. A true Chef's pantry, abundant cabinetry and full bar with wine refrigeration elevate the entertaining experience. The Primary Bedroom Suite, set in its own private wing, offers a tranquil retreat w/French Doors opening to a full private deck, perfect to enjoy sunrise and coffee; generous closet space and spa-inspired Bath; Guests Private wing and other rooms offer flexibility; French doors, automated window coverings, and architectural details create a refined and comfortable atmosphere. A full laundry room w/sink, office nook and mudroom are conveniently located off the 3-car garage. Outdoors, enjoy multiple covered decks, one with gas-fireplace for perfect evening waterfront ambiance; overlooking heated salt-water pool/spa; lush tropical landscape; Minutes to downtown Sarasota.
Listing Agent: Maria Beck, Pa (646-531-4118)
4822 OCEAN BLVD #11E, SARASOTA, FL 34242
$419,0004 Days on yellowkey MLS ID: TB8498225
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,517 (2025)Community: Siesta TowersSpa: NoCondo
Taxes:$4,517
Remarks: 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nathan Shirk (585-356-2197)
101 S GULFSTREAM AVE #9A, SARASOTA, FL 34236
$490,00096 Days on yellowkey MLS ID: A4678189
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1974 Tax: $4,539 (2025)Community: Dolphin TowerCondo
Taxes:$4,539
Remarks: Live the Florida lifestyle where every day feels like a getaway in this well-maintained 9th-floor, 2-bedroom, 2-bath condo ideally located in the heart of downtown Sarasota. Just steps from Sarasota Bay, Bayfront Park, O'Leary's Tiki Bar & Grill, and Marina Jack, this move-in-ready residence offers the best of walkable coastal city living. Enjoy Palm Avenue views from your private balcony or step out the rear entrance for immediate access to the weekly farmers market, art festivals, dining, galleries, and shopping. The 101 Condominium features resort-style amenities including a renovated lobby, fitness center, heated pool with expansive deck and ambient evening lighting overlooking the bay and park, grilling area, pergola, and resident club space. Additional highlights include gated under-building reserved parking, storage unit, bike storage, and guest parking, all just minutes from St. Armands Circle, beautiful beaches, boating, and performances at Van Wezel Performing Arts Hall.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Katanic (941-400-0601)
3087 DICK WILSON DR, SARASOTA, FL 34240
$1,595,000179 Days on yellowkey MLS ID: A4664505
0 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3705 Built: 1991Monthly Fee: $369 Tax: $7,569 (2024)Community: Laurel Oak EstatesSpa: YesSingle Family
Taxes:$7,569
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. WELCOME TO LAUREL OAK ESTATES & COUNTRY CLUB, ONE OF THE MOST COVETED COUNTRY CLUB COMMUNITIES IN SARASOTA * This EXECUTIVE RUTENBERG BUILT HOME BOASTS VIEWS of LAKE & GOLF COURSE * A very private setting that is perfectly positioned on OVER 1/2 ACRE * PRIDE OF OWNERSHIP SHOWS * Featuring 4 Bedrooms & 3.5 Baths * Split Plan * Formal Living Room and Formal Dining Room * This SPECTACULAR home has been LOVINGLY RENOVATED with custom and extensive upgrades with wet bar * Your LARGE, open Eat-in Kitchen features Upgraded Appliances, QUARTZ Countertops, and an Island perfect for gathering around at the Breakfast Bar * Your Kitchen overlooks the Family Room boasting a cozy, wood-burning Fireplace * The Primary Bedroom showcases a LARGE sitting area and the Spa-style Bath has been THOUGHTFULLY REIMAGINED with TRAVERTINE FLOORS and MARBLE COUNTERTOPS, a Walk-in Shower, a Soaking Jetted Tub and a Walk-in Closet with Custom Built-ins * There are 3 Guest Bedrooms * Whole House Water Filtration System * Central Vac * ALL NEW LED Ceiling Lights * Volume Ceilings with Crown Molding * French Doors with additional transom windows above * This IMMACULATE HOME has AN ABUNDANCE OF NATURAL LIGHT * All of this wraps your FANTASTIC OUTDOOR LIVING SPACE WITH A CAGED, HEATED POOL & SPA * LARGE BACKYARD & CUSTOM LANDSCAPING * NEW TILE ROOF in 2018 * NEW A/Cs in 2022 & 2023 * Yard well for irrigation * OVERSIZED 3 Car Side Load Garage * This is the perfect home for entertaining or simply relaxing in your slice of paradise * A special opportunity behind the gates of Laurel Oak Estates, an outstanding Country Club community where nature and elegance abound. Offering 800+ acres of beauty and serenity, it is easy to see why some of the most discerning homeowners call Laurel Oak home. Optional club with outstanding facilities including 2 championship courses, 12 Har-Tru tennis courts, Junior Olympic-sized heated pool, & beautiful clubhouse, golf shop and attended locker rooms. Enjoy reciprocity with the Bird Key Yacht Club (boating, tennis, fitness, dining & social events) and quick easy access to I75, downtown, UTC Mall, World Famous Siesta Key beach and our other beautiful beaches * One look & you'll fall in love * Golf is optional, but if you want a golf membership, BUY THIS HOME AND GO TO THE FRONT OF THE LINE FOR A GOLF MEMBERSHIP. One look & you'll fall in love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
3300 BENEVA #214, SARASOTA, FL 34232
$199,99979 Days on yellowkey MLS ID: O6371947
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,279 (2025)Community: Fairways & GreensCondo
Taxes:$2,279
Elementary School: Wilkinson Elementary
Remarks: Incredible investment opportunity to own a 2-bedroom, 2-bath condominium in the highly desirable Fairways & Greens Condo community. This first-floor unit features an open and functional floor plan designed for comfortable living and easy entertaining. The well-appointed kitchen offers stainless steel appliances and flows seamlessly into the dining and living areas, creating a bright and inviting space. The primary bedroom includes direct access to an enclosed patio with peaceful views of the community pool and landscaped grounds. The second bedroom is generously sized with ample natural light, ideal for guests, a home office, or flexible use. Additional features include a second full bathroom and a convenient laundry closet with washer and dryer. Unit 214 includes one assigned covered parking space, along with ample guest parking. Tenant-occupied with an active one-year lease in place, making this a turnkey investment opportunity with immediate rental income. Located in central Sarasota, the property is just 0.2 miles from Publix, 3 miles from Sarasota Memorial Hospital, and 5.5 miles from Siesta Key Beach. Nearby attractions include Arlington Park, Downtown Sarasota, Legacy Trail, shopping, dining, and major roadways including US-41 and I-75. Ideal for investors seeking a well-located, income-producing property in a prime Sarasota location.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
1920 WISTERIA ST, SARASOTA, FL 34239
$1,450,00051 Days on yellowkey MLS ID: A4683653
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1736 Built: 1951 Tax: $7,904 (2025)Community: Desota ParkSingle Family
Taxes:$7,904
Remarks: Under contract-accepting backup offers. Located West of the Trail in Sarasota’s highly sought after Southside neighborhood, this beautifully renovated home at 1920 Wisteria Street offers the perfect blend of location, lifestyle, and thoughtful updates. Just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the world famous beaches of Siesta Key, this home places you close to everything that makes living in Sarasota so desirable. The property is also located within the highly regarded Southside Elementary school zone, one of the most sought after elementary schools in Sarasota. Inside, the home features a bright open floor plan designed for comfortable everyday living and effortless entertaining. The fully remodeled kitchen serves as the centerpiece of the home and showcases quartz countertops, updated cabinetry, and modern finishes that flow seamlessly into the main living space. Crown molding throughout adds a refined touch, while a gas fireplace creates a warm and inviting focal point. The bathrooms have been tastefully remodeled and the home includes custom built in closets that provide both function and organization. Major system upgrades add comfort and peace of mind, including impact windows and doors throughout and a 2021 HVAC system. Step outside to a private backyard retreat designed for enjoying the Florida lifestyle year round. The pool was remodeled in 2022 and is surrounded by updated landscaping and mature Areca palms that create the natural privacy you have been looking for. One of the most unique features of the home is the outdoor tiki bar paired with a refreshed turf yard, creating the perfect setting for relaxing or entertaining guests. With its West of the Trail location, thoughtful renovations, and proximity to Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and Siesta Key Beach, this property offers an exceptional opportunity to enjoy one of Sarasota’s most convenient and desirable neighborhoods. Furniture is negotiable.
Listing Agent: Jesse Bauer (941-465-8583)
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,845,00023 Days on yellowkey MLS ID: A4687850
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Remarks: Experience refined downtown living at Sarasota’s premier address, The Mark. This 8th-floor end unit offers 2 bedrooms plus a den, 2.5 bathrooms, and abundant natural light with a desirable south-facing terrace and additional east and west views. The thoughtfully designed floor plan features two private terraces, including a unique triangular terrace off the main living area and a second terrace off the primary suite. Interior highlights include porcelain tile and engineered hardwood flooring, a spacious walk-in closet with custom built-ins in the primary bedroom, custom built-ins in the guest bedroom, and remote-controlled shades throughout. The kitchen showcases a modern European design with glossy white upper cabinetry, wood-grain lower cabinets, a full-height backsplash, and top-of-the-line appliances. Enjoy unmatched walkability with shops, restaurants, and galleries just steps from your door, offering the ultimate downtown Sarasota lifestyle.
Listing Agent: Amber Watson (229-392-8892)
6263 MIDNIGHT PASS RD #301, SARASOTA, FL 34242
$749,90037 Days on yellowkey MLS ID: TB8486242
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2018 Built: 1981 Tax: $9,637 (2025)Community: Excelsior Beach To Bay 7Spa: YesCondo
Taxes:$9,637
Remarks: Welcome to coastal living at its finest in the highly sought-after Gulf-to-Bay community of Excelsior Beach to Bay on world-famous Siesta Key. Perfectly positioned in Building One, this 3 bed/3 bath, spacious third-floor residence offers over 2,000 square feet of bright, open living space with partial Gulf views and a unique architectural design rarely found in condominium living. From the moment you enter, soaring vaulted ceilings and an elegant spiral staircase create a dramatic focal point while expansive living and dining areas invite both relaxation and entertaining. Large windows and sliding glass doors lead to a 19x5 enclosed lanai, the perfect spot for morning coffee, reading, or a quiet workspace surrounded by natural light and tropical scenery. The well-appointed kitchen features generous cabinetry, granite countertops, and a convenient pass-through to the living area, allowing seamless interaction with guests and family. The spacious primary suite serves as a private retreat with a large ensuite bath featuring a walk-in shower and soaking tub, while two additional bedrooms and bathrooms provide ideal accommodations for guests, family, or rental flexibility. A new HVAC system offers peace of mind and efficiency, and the residence also includes in-unit washer and dryer, assigned under-building parking, a private storage unit, and additional guest parking. Excelsior Beach to Bay is one of Siesta Key’s most desirable communities, offering a true resort-style lifestyle with private beach access just steps away across Midnight Pass Road, allowing you to walk directly to the powder-soft quartz sand of Siesta Key Beach. Residents enjoy an impressive array of amenities including two heated pools and spas, lively pickleball and tennis courts, a fitness center, fishing pier and bay front dock, library, beautifully maintained tropical grounds, and an active social atmosphere welcoming residents of all ages. With a two-week minimum rental policy, this property presents an outstanding opportunity for full-time residents, seasonal owners, or investors seeking strong rental potential in one of Florida’s most iconic beach destinations, with onsite management available. Owners may have one small pet. Located just minutes from the vibrant Siesta Key Village with its waterfront dining, boutique shopping, and entertainment, this exceptional residence offers the perfect combination of location, lifestyle, and investment opportunity in one of the Gulf Coast’s most coveted communities. Make your appointment today! Life is Short - Buy the Beach House!
Listing Agent: Mindy Smith, Pa (727-599-5534)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$480,00086 Days on yellowkey MLS ID: A4679367
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!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
5880 MIDNIGHT PASS RD #306, SARASOTA, FL 34242
$1,285,000210 Days on yellowkey MLS ID: A4665591
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $8,594 (2025)Community: CasarinaCondo
Taxes:$8,594
Remarks: Welcome to Your Siesta Key Sanctuary. Step into paradise with this turnkey furnished condo in the highly sought-after Casarina complex, offering 200 feet of private beach access on the world-renowned Crescent Beach. Nestled on a lush 7-acre property, Casarina features beautifully landscaped gardens, tennis and pickleball courts, a beachside pool and spa, an elevated beach deck, and a welcoming clubhouse—all just steps from the famous crystal sands of Siesta Key Beach. Located on the third floor, this residence boasts a newly updated kitchen, luxury vinyl flooring, an updated guest bath, and a new AC unit. Enjoy serene garden views from your 17-foot screened balcony, with a peek-a-boo view of the Gulf and pool areas. Need extra space? The flexible 8’ x 8’ breakfast nook can easily be transformed into a home office or additional sleeping area. Casarina is a well-maintained 89-unit complex with fully funded reserves and recent complex renovations. Owners can bring one small pet, and enjoy the convenience of a covered carport and access to the free Siesta Key Trolley for dining, shopping, and entertainment. Whether you're paddle boarding, kayaking, biking, or simply relaxing on the beach, this condo offers the perfect blend of island lifestyle and resort-style amenities.
Listing Agent: Suki Scollo (941-587-2289)
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