Location: Sarasota
Do Not Show Listings
160 GARDEN LN, SARASOTA, FL 34242
$4,250,000280 Days on yellowkey MLS ID: A4663247
1 Days Off yellowkey (back on 4/16/2026)
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,687
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
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?
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Chad Fonder (941-961-3865)
1405 INGRAM AVE, SARASOTA, FL 34232
$339,000175 Days on yellowkey MLS ID: A4674354
REDUCED by $10,900 (3.1%) on 06/01/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 874 Built: 1958 Tax: $860 (2024)Community: Bahia Vista HeightsSingle Family
Taxes:$860
Elementary School: None
High School: None
Middle School: None
Remarks: PRICE IMPROVEMENT!!!LOCATION! LOCATION! LOCATION! Backs up to the NEW LEGACY TRAIL!!! 3 Bedroom Home with a Carport!!Solid home with terrazzo floors throughout. New Roof, Hurricane Impact Windows and Doors in 2014. Good bones, just needs some TLC and updating. NO deed restrictions or HOA! Plenty of space for RV or boat parking! Centrally located in the heart of Sarasota, Just a short walk to Der Dutchman Amish restaurant and the Village of Pinecraft, minutes from everything including I-75 and downtown. See it today!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
3331 OLD OAK DR, SARASOTA, FL 34239
$1,895,000156 Days on yellowkey MLS ID: A4675449
REDUCED by $55,000 (2.8%) on 06/01/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2483 Built: 1950 Tax: $18,715 (2025)Community: Shoreland Woods SubSpa: YesSingle Family
Taxes:$18,715
Tax Year: 2025
Remarks: A private, gated masterpiece where Old Florida romance meets modern coastal luxury. Tucked within the coveted West of the Trail enclave, this exquisitely reimagined estate delivers a rare blend of architectural heritage, refined craftsmanship, and elevated contemporary living. Beyond the stately motorized wrought-iron gate, a sweeping brick-paver drive meanders beneath towering live oaks, setting an unforgettable first impression of timeless elegance and privacy. Wrapped in a freshly painted pecky cypress façade and crowned by a newer standing-seam metal roof, the residence honors classic Florida design while embracing today’s luxury standards. Inside, a welcoming foyer unfolds into an airy, open-concept living space anchored by rich natural wood floors and impeccable finishes throughout. A dramatic dual-sided stone fireplace creates a striking focal point between the living and dining areas, while a sophisticated dry bar sets the stage for effortless entertaining. A private office—thoughtfully positioned away from the main living areas—offers flexibility as a refined workspace or guest retreat, complete with an adjacent half bath. At the heart of the home, the chef’s kitchen is nothing short of spectacular, featuring premium stainless steel appliances, a natural gas range, custom cabinetry, designer backsplash, and an oversized marble island that commands attention. A built-in coffee bar adds a touch of indulgence, while French doors invite the outdoors in. Step into a resort-inspired sanctuary where a heated saltwater pool and spa shimmer beneath a newly installed panoramic screen enclosure. Entertain with ease in the fully equipped summer kitchen, complete with stainless gas grill, vent hood, and prep station, or gather around the gas fire pit for evenings under the palms. A newly updated outdoor shower with hot and cold water enhances the spa-like ambiance, while the expansive, lushly landscaped yard offers exceptional privacy and room to relax, play, or unwind. The primary suite is a true retreat, featuring three generous closets, a cozy fireplace, and French doors opening directly to the lanai for seamless indoor-outdoor living. The spa-inspired en-suite bath showcases luxurious finishes, custom vanities, and a walk-in shower designed for pure relaxation. Additional highlights include a spacious laundry room, oversized two-car garage, and curated architectural lighting that bathes the estate in a warm, elegant glow at dusk. Perfectly located just minutes from the Siesta Key North Bridge and the boutiques and dining of Southside Village, this property offers the rare balance of serene seclusion and coastal convenience. Situated outside of a flood zone—with flood insurance optional—this estate represents both luxury and peace of mind.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
5835 CALLA LILLY DR, SARASOTA, FL 34232
$475,000281 Days on yellowkey MLS ID: A4663252
REDUCED by $15,000 (3.1%) on 06/01/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2468 Built: 2020Monthly Fee: $75 Tax: $3,805 (2024)Community: Garden Village Ph 2Spa: NoSingle Family
Taxes:$3,805
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: This exceptional five-bedroom, three-bathroom residence spans 2,468 square feet of living space, offering an inspired floor plan in the gated community of Garden Village. The partially oversized backyard provides ample room to create an outdoor oasis or a large pool. The heart of this remarkable home features a gourmet kitchen with an eat-in dining area, an expansive walk-in pantry, and an oversized island, perfect for entertaining. The first level conveniently offers a main-floor bedroom, while the second story houses the primary bedroom suite complete with an en-suite bathroom, plus three additional bedrooms. Recent updates elevate this home above others on the market, including freshly painted interiors, a new Samsung washer, dryer, and dishwasher installed in August 2025, a brand new AC system installed in March 2026, and a Mitsubishi mini-split system in the garage that provides both air conditioning and heat. Built in 2020, this Garden Village home offers low HOA fees, no CDD, and is not in a flood zone, complemented by modest homeowners association dues that will not strain your budget. The location provides quick access to Interstate 75, Downtown Sarasota, A-rated schools, shopping, and nearby beaches.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
2225 FLORINDA ST, SARASOTA, FL 34231
$1,500,0007 Days on yellowkey MLS ID: A4690756
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2607 Built: 2026 Tax: $1,570 (2025)Community: Tamiami TerraceSpa: YesSingle Family
Taxes:$1,570
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. 2225 Florinda Street — arrival as destination. Pull into the driveway, pass the two car garage and follow a landscaped walkway to arrive at a gracious covered entry; decorative metal screening catches the Florida light accenting the french pattern travertine entry and frames an oversize full glass door. Step inside and the experience unfolds: Large format porcelain tile, 10' ceilings and abundant windows bathing the open plan in natural light. Gulfside Homes, a Sarasota Custom Home builder for over 25 years, crafted this over 2,600 sq ft Calista model showcase with thoughtful and custom upgrades you’ll notice throughout—builtin conveniences, premium appliances and finish selections that read like an owner’s wish list already checked. The main level is made for living and entertaining: an elegant dining area flows to a true gourmet kitchen with gas range, pot filler, LG stainless appliances, microwave drawer and an oversized quartz waterfall island. The family room sits beyond, flooded by light from large windows and glass doors that frame the ivory travertine pool deck and spa. Opposite the island and tucked under the stairs is a purposeful coffee bar and prep station with a deep sink (cuttingboard/dryingrack/colander), coordinated floating shelving, abundant storage and a twozone undercabinet beverage refrigerator—one of the many touches that make daily rituals effortless. Also on the first floor is a flexible, large en-suite guest room whose bath doubles as a powder room and provides direct access to the outdoors and access to the pool—perfect for visitors and carefree pool days. Upstairs the home is arranged for privacy and function: a split bedroom plan placing the primary suite apart from two large secondary bedrooms. The primary is a serene retreat with a spa caliber bath—soaking vessel tub, floor to ceiling Calacatta porcelain shower with double rain heads, dual vanities—and generous closet space. A dedicated laundry on the bedroom level adds convenience. A roomy office/den/media room opens to a covered deck for quiet moments or flexible workspace. Outside is your private Sarasota oasis: 12×24 pool with six person spa, travertine decking and glass waterline tile, pre-plumbed for heating and framed by an 8' fenced yard. Premium systems and Gulfside upgrades that other builders don’t automatically provide—impact windows, underground 500gal propane tank, Rinnai tankless water heater with recirculating system, large format porcelain tile on the main level, waterproof luxury vinyl plank upstairs, timber stairs with stainless cable railing, upgraded lighting and hardware, Ring cameras and low maintenance tropical landscaping—deliver comfort, security and low upkeep. Only blocks to The Landings shopping center with several restaurants, gym, and Publix. Minutes from the John and Mable Ringling Museum of Art, Sarasota Art Museum, Van Wezel Performing Arts Hall, Marina Jack, downtown dining, farmers’ markets, marinas and Siesta Key and gulf beaches, 2225 Florinda is a refined, turnkey Sarasota lifestyle crafted by an experienced custom builder. Schedule your private showing to experience the details in person.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
3522 FERNDELL, SARASOTA, FL 34235
$499,00089 Days on yellowkey MLS ID: TB8482180
REDUCED by $40,000 (7.4%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1998 Built: 1980Monthly Fee: $153 Tax: $2,457 (2025)Community: The MeadowsSingle Family
Taxes:$2,457
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Sarasota’s most beloved communities — now at an incredible new price. With a $51,000 price reduction, this motivated seller is offering exceptional value in one of Sarasota’s most sought-after neighborhoods. The Meadows, 1,600 park-like acres in an enviable location, is a resort lifestyle community 15 minutes from downtown. Residents enjoy 14 miles of trails, fun activities, fitness center, Junior Olympic pool, 10 pickleball courts, dining venues plus pay-to-play three 18-hole golf courses and a top-notch tennis complex. This inviting 3-bedroom, 2-bath home features an open, comfortable layout designed for effortless everyday living. The kitchen offers multiple dining spaces—from a bar-height counter to a bright breakfast nook—creating the perfect setting for morning routines and casual gatherings. Expansive floor-to-ceiling sliders open the main living area to the spacious lanai and private backyard, seamlessly blending indoor comfort with Florida’s signature outdoor lifestyle. Whether hosting friends or enjoying quiet evenings, the flow feels natural and relaxed. A true split floor plan provides privacy for guests, while the spa-inspired primary suite offers a calming retreat with a sunken whirlpool tub and custom vanity area. Thoughtful finishes throughout add warmth, comfort, and character. Major updates include a 2023 roof and 2025 HVAC, offering valuable peace of mind. Tucked away on a quiet cul-de-sac, this home places you minutes from Siesta Key Beach, Mote Marine Aquarium, Sarasota’s vibrant arts and theater district, UTC Mall, Benderson Park, Lakewood Ranch Waterside, and SRQ Airport—giving you access to the best of Sarasota living. Homes that combine lifestyle, comfort, and community at this new price point are rare. Motivated seller — schedule your private showing today. Quick move-in available. Truly turn-key.
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Marilyn Gioffre (347-802-5489)
1249 S BASIN LN, SARASOTA, FL 34242
$8,950,00042 Days on yellowkey MLS ID: A4690355
Bed: 6 Bath: 7.0 Gar: 8 Liv Area Sq Ft: 10642 Built: 1951Monthly Fee: $933 Tax: $40,641 (2025)Community: Siesta Properties IncSpa: YesSingle Family
Taxes:$40,641
Remarks: Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. Additionally, the property can be split into 3 separate waterfront parcels with the smallest water frontage being 99 ft. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
8142 STIRLING FALLS CIR, SARASOTA, FL 34243
$525,00084 Days on yellowkey MLS ID: A4685641
REDUCED by $24,900 (4.5%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2229 Built: 2002Monthly Fee: $410 Tax: $7,302 (2025)Community: Lakeridge Falls Ph 1ASingle Family
Taxes:$7,302
Remarks: Price reduction on this Fabulous Lanai with a "secret garden" and looking out to a pond, on the Largest single family floor plan in Lakeridge falls! This 3 bedroom plus bonus den has plenty of space to entertain friends and family. New kitchen cabinets have been installed, to create an updated contemporary feel. This home is light and bright with additional solar tubes in the kitchen and den. Crown molding, under cabinet lights a screened front porch and a UV filter on the AC unit are just some of the additional things that make this home special. Lakeridge Falls is a 55+gated, landscape maintained community with a clubhouse and pool that were renovated as well. Walk the neighborhood, or walk to Publix, Panera's and more, the location is perfect - A short ride to Downtown Sarasota, Lakewood Ranch Main Street, Lakewood Ranch Waterside, UTC Mall and everything around including the beautiful beaches we all love - Close to everything - But away from it all- and a perfect place to call home
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Leslie Rothschild (941-266-5308)
4650 10TH ST, SARASOTA, FL 34232
$1,875,00050 Days on yellowkey MLS ID: A4689601
3 Days Off yellowkey (back on 6/1/2026)
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 2915 Built: 2017 Tax: $11,533 (2025)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$11,533
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Welcome to your dream oasis in the heart of Sarasota, close to I-75 just North of Fruitville. This stunning, newer build boasts a prime location that perfectly couples lifestyle with tranquility. Situated on just under 1 acre, this coastal contemporary offers the perfect blend of modern luxury and serene natural beauty. As you drive onto the property, you'll be greeted by a private setting that instantly puts you at ease; providing a retreat-like atmosphere that's hard to find West of I-75.The main residence showcases simplistic yet thoughtful design, with every detail carefully curated to create an atmosphere of elegance and comfort. The open layout with polished concrete floors allow for seamless flow between living spaces, making it ideal for both entertaining and everyday living. At the heart of the home is the beautifully appointed kitchen, featuring top-of-the-line Thermador appliances that cater to the needs of any chef or baker. The fine craftsman styling with transom windows and custom millwork are a real treat. As you step out to your lanai, you'll discover a private outdoor haven that invites relaxation and leisure. Lounge on your spacious patio, complete with outdoor kitchen perfect for al fresco dining or simply enjoying the Florida sunshine in the gorgeous pool. With a nod to versatility, this property also includes a secondary building that offers endless opportunity. Compete with a rare and highly desirable upstairs guest apartment boasting 266 sqft of space. This brand new, never lived in studio, comes complete with a full bath and washer/dryer. Whether you envision a home office, a personal gym, or an art studio this space can adapt to your desires with ease. The 28’ x 48’ garage is large enough to house your offshore boat, RV, car collection or equipment. Don't miss the chance to own this exceptional property, where newer construction, prime location, and coastal contemporary design come together in perfect harmony. Experience the best of Sarasota living in your own private sanctuary. Schedule your private showing!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Jeff Hinrichs (941-456-1251)
4940 BRIDGEHAMPTON BLVD, SARASOTA, FL 34238
$925,00060 Days on yellowkey MLS ID: C7524345
REDUCED by $25,000 (2.6%) on 05/17/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2964 Built: 1999Monthly Fee: $181 Tax: $5,783 (2025)Community: The HamptonsSpa: YesSingle Family
Taxes:$5,783
Remarks: Welcome to 4940 Bridgehampton Blvd, a rare opportunity to own one of the most private lots in The Hamptons at Palmer Ranch—now offered at an improved price of $925,000, recently reduced from $950,000. Recently refreshed with new interior paint, this exceptional residence offers the perfect blend of luxury, comfort, and privacy in one of Sarasota's most sought-after communities. Beautiful hickory hardwood floors flow throughout the main living areas, creating warmth, character, and timeless appeal. The spacious floor plan seamlessly connects indoor and outdoor living, opening to a stunning lanai featuring a sparkling pool and spa overlooking tranquil preserve views. Whether you're entertaining guests or enjoying a quiet evening at home, the unmatched privacy of this premium homesite sets it apart from the rest. Additional features include a whole-house generator, accordion hurricane shutters, and a $5,000 flooring allowance, giving buyers the opportunity to personalize the home to their own style and preferences. Located within the highly desirable Palmer Ranch area, residents enjoy convenient access to world-class beaches, championship golf courses, shopping, dining, and Sarasota's renowned cultural attractions. Homes offering this level of privacy, quality features, and exceptional location rarely become available in The Hamptons. Combined with the recent price improvement, this is an opportunity you won't want to miss. Schedule your private showing today and experience everything this remarkable property has to offer.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Tracy Martin (386-449-9068)
642 OHIO PL, SARASOTA, FL 34236
$815,00019 Days on yellowkey MLS ID: A4693770
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 850 Built: 1925 Tax: $10,496 (2025)Community: Osprey Ave SubSingle Family
Taxes:$10,496
Elementary School: Southside Elementary
Remarks: Welcome to the 'Grace and Effie Bills House,' a rare locally designated historic treasure in Sarasota’s highly sought-after Laurel Park Historic District. This 1925 Craftsman Style Bungalow is perfectly situated on a quiet street within walking distance of downtown amenities. Radiating a vibrant, tropical personality with its iconic colorful façade the home is a magical, inspiring retreat perfect for the history lover, artist, musician, or creative soul. A jasmine-covered archway sets the tone as you arrive at the charming front porch and step inside this light-filled 2BR/1BA “jewel box,” where vintage character meets thoughtful updates throughout. This home is a masterclass in the efficient use of space, blending a breezy 'Old Florida' feel with modern updates. Architectural details such as crown molding, baseboards, and built-in cabinetry add authenticity. The open-concept living and dining area features a classic white brick fireplace and flows seamlessly into a kitchen that has been opened up to maximize every inch, and updated with quartz countertops, stainless appliances, beautiful cabinetry, and a gas stove for the culinary enthusiast. The interior showcases a timeless palette including a beautifully updated bathroom featuring a glass shower and crisp white cabinetry. Extending the living space with an effortless indoor-outdoor lifestyle, the property boasts two spacious screened porches that extend the width of the residence, where you can enjoy the neighborhood breeze on your street-side front porch or host intimate alfresco meals on the private rear dining porch, which overlooks a hidden backyard sanctuary enveloped in lush tropical landscaping. The property also includes a rare, historically designated detached garage—ideal for additional storage or a creative studio conversion. The extra long driveway can accomodate up to five cars. Offered turnkey furnished, this is an ideal downtown pied-à-terre or income-producing rental opportunity (7-day minimum). Ideally situated in a highly sought-after, historic neighborhood located in the heart of downtown Sarasota, allowing residents to walk to Burns Court, Bayfront Park & Marina, Selby Gardens, and Downtown Main Street, this is a rare chance to own a piece of Sarasota’s history. Enjoy the peace of living in a quiet historic residential neighborhood while being just steps from a neighborhood kayak launch (next door), world-class dining, urban amenities, and the bayfront.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Doug Parks (941-400-9087)
2254 HAWTHORNE ST, SARASOTA, FL 34239
$999,000201 Days on yellowkey MLS ID: A4672184
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $200,000 (16.7%) on 05/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2332 Built: 2018 Tax: $14,893 (2025)Community: La Linda TerraceSingle Family
Taxes:$14,893
Remarks: Exceptionally priced - must close by July 25th, 2026. Seldom does a home of this caliber come to market at below-market value. 2254 Hawthorne Street is a rare and compelling opportunity for the discerning buyer ready to act. Built in 2018, this light-filled contemporary residence offers 3 bedrooms, 2.5 baths, soaring ceilings, expansive windows, and an open-concept layout that balances elegance with everyday ease. The sophisticated interior features high-end cabinetry and sleek finishes throughout, while a versatile second-floor loft adapts beautifully to a home office, fitness area, art studio, or guest retreat. A spacious lanai, fully fenced yard, and lush landscaping create a private outdoor sanctuary ideal for entertaining or simply unwinding. Built above the flood zone and equipped with hurricane-impact windows and doors, this is a home designed to endure as beautifully as it lives. Perfectly situated just minutes from downtown Sarasota, Arlington Park, Sarasota Memorial Hospital and the charming boutiques and dining of Southside Village — priced below market for a quick closing, and unlikely to stay available for long.
Listing Agent: Bibi-Ann Allard, Pa (941-685-0422)
1656 PINYON PINE DR, SARASOTA, FL 34240
$750,00036 Days on yellowkey MLS ID: TB8501410
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3222 Built: 2005Monthly Fee: $80 Tax: $6,194 (2025)Community: Villages/Pine Tree Spruce PineSpa: YesSingle Family
Taxes:$6,194
Elementary School: Tatum Ridge Elementary
Remarks: One or more photo(s) has been virtually staged. **Back on the market!** Welcome to your dream home in the heart of Sarasota, where luxury, comfort, and location come together seamlessly. Situated in a highly sought-after community with low HOA fees and no CDD, this beautifully maintained 5-bedroom, 3-bathroom home is ideally located near top-rated Sarasota schools, premier shopping, dining, parks, and just minutes from world-famous Gulf Coast beaches—making it the perfect choice for families, professionals, and anyone seeking the ultimate Florida lifestyle. Step inside to discover a spacious open-concept floor plan filled with natural light, luxury vinyl flooring throughout the main living areas, and freshly painted baseboards that enhance the home’s clean, modern design. The refreshed exterior paint and attractive curb appeal are complemented by upgraded exterior lighting, creating a warm and welcoming presence day and night. The chef-inspired kitchen serves as the heart of the home, featuring stainless steel appliances, granite countertops, abundant cabinetry, and generous prep space ideal for entertaining and everyday living. The first-floor primary suite offers a private retreat with sliding glass doors leading directly to the screened-in patio, while the spa-like en-suite bath includes dual vanities, an oversized tiled walk-in shower, and a private water closet. Perfect for today’s flexible lifestyle, the home also features a dedicated home office overlooking the front grounds, offering a peaceful workspace ideal for remote work, studying, or a private reading lounge. A separate guest suite on the main floor provides additional privacy and comfort for visitors or multi-generational living. Upstairs, three additional bedrooms are thoughtfully arranged in a split-bedroom floor plan, offering versatility for growing families, guests, fitness space, or additional office needs. Enjoy year-round outdoor living on the expansive screened-in patio complete with a relaxing spa with wiring available for pool installation, perfect for entertaining or unwinding after a day at nearby Sarasota beaches. The fully fenced backyard overlooks a tranquil pond, providing both privacy and picturesque water views with room for pets, play, or future outdoor enhancements. Additional upgrades include a brand-new tile roof (2025), a spacious 3-car garage, water softener system, and fully paid-off solar panels for exceptional energy efficiency and long-term savings without lease payments or financing obligations. This move-in-ready, modern upgrades, energy-efficient features, outdoor living, and access to some of the area’s best schools- "A" Rated Tatum Ridge Elementary and local amenities. Don’t miss your opportunity to own this exceptional Florida home in one of Sarasota’s most desirable locations— Schedule your private showing today!
Listing is courtesy of: ORCHARD BROKERAGE, LLC (844-515-9880)
Listing Agent: Meghan Hobson (727-221-3670)
9112 WILLOW BROOK DR, SARASOTA, FL 34238
$570,000172 Days on yellowkey MLS ID: A4675082
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $5,000 (0.9%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2278 Built: 2001Monthly Fee: $402 Tax: $6,255 (2024)Community: WillowbrookSingle Family
Taxes:$6,255
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: ***SELLER MOTIVATED***NEW PRICE***EXCELLENT VALUE OPPORTUNITY***NEW quartz kitchen countertops***Welcome to Willowbrook in Palmer Ranch, a private haven of refined Florida living! This beautifully designed, custom-built home by renowned builder Lee Wetherington offers an open and inviting floor plan with 3 bedrooms, 2 full bathrooms, and a formal dining area, thoughtfully crafted to showcase quality and comfort. From the moment you enter through the elegant double glass entry doors, you’ll appreciate the attention to detail throughout. Soaring 10-foot tray ceilings, large windows, a frameless bay window in the breakfast nook, and 8-foot sliding glass doors fill the home with natural light and enhance the sense of openness. The kitchen is the heart of the home, blending style and functionality with renovated wood cabinets, stainless steel appliances, and a unique mosaic accent wall. It flows seamlessly into the formal dining area and a cozy breakfast nook overlooking the lanai. Step outside to a spacious, covered, and screened lanai with a peaceful view of a serene nature preserve. The private outdoor oasis features a pool with a waterfall, creating a sense of privacy and relaxation. The Primary Suite is a true retreat, offering direct lanai access, crown molding, and two walk-in closets. The en-suite bathroom includes a bathtub, a walk-in shower, dual vanities, and a dedicated makeup area. Willowbrook is an intimate, gated community of only 54 custom homes, known for its lush landscaping and quiet, upscale atmosphere. Residents and guests enjoy access to a heated community pool year-round. Ideally located near top-rated schools, dining, and shopping along Tamiami Trail, with easy access to the Legacy Trail. Downtown Sarasota, UTC Mall, and world-famous beaches are just minutes away. This exceptional home offers a seamless blend of indoor and outdoor living, emphasizing natural light, privacy, and timeless design. Video tour available.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Polina Iakovleva (941-320-1243)
7740 CASTLEISLAND DR, SARASOTA, FL 34240
$570,00033 Days on yellowkey MLS ID: A4691962
REDUCED by $15,000 (2.6%) on 06/01/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2348 Built: 2001Monthly Fee: $295 Tax: $5,092 (2025)Community: Tatum RidgeSingle Family
Taxes:$5,092
Remarks: Welcome to 7740 Castleisland Drive, nestled in the prestigious gated enclave of Legends at Tatum Ridge. This three-bedroom plus flex room residence offers a rare combination of elegance and functionality. The flexible room easily serves as a fourth bedroom, while each of the three true bedrooms is en-suite—providing privacy and a sense of distinct “wings” for each occupant. The primary suite is a sanctuary with tray ceilings and direct access to the screened lap pool, letting you step out for a refreshing swim. With a new roof (2022), new AC (2023), and repiped PEX plumbing (2020), the home is fully updated. The expansive freshly screened pool cage (2022) overlooks the Tatum Ridge Golf Course driving range, offering sweeping views and peaceful privacy. In addition, you will find a 3 car attached garage, a very rare find in this price point! As you step through the front door, your eyes are drawn straight through the open living area to the sparkling lap pool and the wide open views beyond and from your front porch bask in the gorgeous unobstructed water views directly across the street. The soaring 12-foot ceilings, luxurious pillars, and walls of glass fill the space with natural light, creating a seamless indoor-outdoor flow. The open concept effortlessly connects a formal dining room and a sunny breakfast nook, perfect for gatherings. Sliding glass doors open right out to the expansive screened pool area, where a convenient pool bath makes outdoor entertaining even more functional. This central hub is the home’s bright, inviting core! Location is unbeatable—just under 4 miles to Waterside Place’s vibrant shops and dining, and you’re mere seconds from Fruitville Road, making downtown Sarasota just a 15-minute drive. Quick access to the I-75/Fruitville interchange ensures effortless travel. The HOA is a standout feature—no CDD, and all yard maintenance is covered, from lawn care to irrigation, for a truly low-maintenance lifestyle. This home is your key to luxurious, worry-free living in the heart of Sarasota’s best and won't last long. Schedule your showing today!
Listing Agent: Johnny Hopper, Pa (941-524-1706)
3441 GULFMEAD DR, SARASOTA, FL 34242
$10,500,0008 Days on yellowkey MLS ID: A4693315
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 4769 Built: 2026 Tax: $16,553 (2025)Community: Gulfmead EstatesSingle Family
Taxes:$16,553
Remarks: Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on north Siesta Key. This in progress New Construction property by Pham Development is on an expansive 17,842 SF and 0.41 acre lot, with a 4,769 SF traditional-style home to be built. Enjoy two separate guests suites on top of the two 2-car garages, for a total of 4 garage spaces, both with elevator access to the above suites. The master bedroom will have water views, and the grand entry home hosts a total of 6 bedrooms, 6 baths, and 1 powder bath. This property's deep-water grand canal with no bridges is ideal for yachts and boats, with up to a 13-foot draft. A new dock and boat lift is set to be installed. Inside, expansive living spaces boast high-end finishes and top-of-the-line appliances, blending timeless elegance with modern comfort. Enjoy the water, and a large backyard perfect for entertaining, a private pool, and new lush landscaping—making this the ultimate waterfront estate for family.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
6619 35TH CT E, SARASOTA, FL 34243
$540,000339 Days on yellowkey MLS ID: A4655680
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2433 Built: 2017Monthly Fee: $248 Tax: $7,677 (2024)Community: Fiddlers CreekSingle Family
Taxes:$7,677
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Short Sale. Welcome Home to Fiddlers Creek: Spacious 4 Bed, 2.5 Bath Oasis in Sarasota! Discover exceptional Florida living at 6619 35th Court East, a beautiful **4-bedroom, 2.5-bathroom home with a 2-car garage** nestled in the highly desirable Fiddlers Creek neighborhood. This property offers the perfect blend of comfort, style, and community, making it an ideal choice for families and those seeking a vibrant lifestyle. Built in 2017, this well-maintained single-family home boasts a generous 2,433 sq ft of total interior livable area, offering ample space for relaxation and entertaining. Step inside to find an open floorplan with high ceilings and ceramic tile flooring throughout the main living areas, creating a bright and inviting atmosphere. The well-appointed kitchen flows seamlessly into the great room, perfect for gatherings, while the first-floor primary bedroom with an en-suite bathroom provides a private retreat. Three additional bedrooms creates flexibility for family, guests, or a dedicated home office, complemented by the convenience of an inside laundry room and a spacious 2-car attached garage. Peace of mind is assured with hurricane shutters, and the fenced yard provides privacy and ample space for outdoor enjoyment. The home is equipped with central air and heat for year-round comfort, public water and sewer, and an irrigation system to water your landscape. Experience the Fiddlers Creek lifestyle! As a resident of Fiddlers Creek, you'll benefit from living in a coy, meticulously maintained community with sidewalks, and pristine landscaping. This prime Sarasota location offers unparalleled convenience, being just minutes from the upscale UTC Mall, a hub for shopping, dining, and entertainment. Outdoor enthusiasts will appreciate the proximity to Nathan Benderson Park, a world-class rowing facility and recreational area. Travel is a breeze with Sarasota-Bradenton International Airport (SRQ) just a short drive away, and the renowned world-famous beaches of Siesta Key and Lido Key are easily accessible for a day of sun and sand. Don't miss the opportunity to make this fantastic Sarasota home your own, combining modern comforts with the convenience of a sought-after location and excellent community features.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Benjamin Litke, Pa (941-993-5125)
2222 FLORINDA ST, SARASOTA, FL 34231
$299,9998 Days on yellowkey MLS ID: A4693347
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 871 Built: 1929 Tax: $2,017 (2025)Community: Tamiami TerraceSingle Family
Taxes:$2,017
Remarks: Under contract-accepting backup offers. This charming Florida cottage sits on a spacious corner lot with no HOA and is full of character and warmth. Featuring a durable metal roof, beautiful hardwood floors, and a cozy wood-burning fireplace, this inviting home blends classic charm with everyday comfort. Natural light pours into the living area through multiple oversized windows, creating a bright and airy atmosphere throughout the home. The open-concept kitchen includes a breakfast bar, stove, dishwasher, and washer/dryer space, making it both functional and welcoming. A split-bedroom layout provides added privacy for guests, while the oversized bathroom offers extra convenience and comfort. Outside, the property includes a 20’ x 20’ two-bay garage along with an additional 10’ x 10’ storage shed. Next to the garage is a separately fenced area ideal for pets, recreational vehicles, boats, or extra outdoor space for entertaining and play. Conveniently located north of Proctor Rd. near School Ave., this home is within walking distance to highly rated Phillippi Shores Elementary School and only minutes from Siesta Key Beach and Downtown Sarasota. A truly appealing home with location, charm, and flexibility all in one package.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
2833 SUNNYSIDE ST, SARASOTA, FL 34239
$549,90026 Days on yellowkey MLS ID: N6143993
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1263 Built: 1959Monthly Fee: $17 Tax: $4,839 (2024)Community: South GateSpa: NoSingle Family
Taxes:$4,839
Remarks: Under contract-accepting backup offers. Welcome to 2833 Sunnyside Street, a beautifully renovated South Gate residence where timeless Sarasota charm meets modern comfort and effortless Florida living. Perfectly positioned in one of Sarasota’s most desirable and centrally located neighborhoods, this move-in-ready home offers 3BR, 2BA and a versatile sunroom flex space ideal for a home office, playroom, gym, creative studio, or additional lounge area. From the moment you arrive, the home’s inviting curb appeal, updated landscaping, and thoughtfully designed finishes create an immediate sense of warmth and sophistication. Inside, you’ll find a bright and airy open-concept layout featuring stunning restored original terrazzo floors throughout, stylish upgraded lighting, and a seamless flow designed for both everyday living and entertaining. At the heart of the home is a completely renovated designer kitchen showcasing premium Bosch appliances including a Benchmark Series induction range, 800 Series refrigerator and dishwasher, a Brizo faucet, Franke under mount sink, and beautiful Cambria quartz countertops. Expansive windows fill the home with natural light, while the spacious primary suite provides a peaceful retreat complemented by beautifully updated bathrooms and thoughtful designer finishes throughout. This home has been extensively upgraded for both style and peace of mind, including a newer shingle roof (2021), updated HVAC systems (2018/2019), PVC plumbing, new water heater, and new electrical panels with increased 200-amp service. Additional improvements include freshly painted interior walls, ceilings, doors, closets, and baseboards, restored terrazzo flooring, new Toto toilets, upgraded lighting, all new blinds and curtains and ceiling fans installed in the sunroom, living room and secondary bedrooms. The oversized two-car garage features a sleek epoxy floor, while underground utilities enhance the neighborhood’s clean and polished appearance. Situated on nearly 1/4 acre, the oversized fully fenced backyard with white vinyl fencing offers exceptional privacy and endless possibilities with ample room for pets, play, gardening, or even the pool of your dreams. The covered and screened lanai creates the perfect setting to enjoy morning coffee, outdoor dining, or relaxing evenings year-round while embracing the Florida lifestyle. Adding even more appeal, this home is located in Flood Zone X with no history of water intrusion and features an optional HOA giving homeowners added flexibility without the burden of mandatory fees or restrictions. Ideally located just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Arlington Park, Sarasota Memorial Hospital, and the vibrant shopping and dining destinations along Hillview Street, this exceptional property offers the perfect blend of location, lifestyle, and modern upgrades. Families will also appreciate the highly sought-after school zoning for Southside Elementary, Sarasota Middle School, and Sarasota High School. Rarely does a home in South Gate combine this level of renovation, functionality, outdoor space, and prime Sarasota location. 2833 Sunnyside Street is truly a must-see opportunity.
Listing Agent: Erica Giesler (813-352-4008)
1645 23RD ST, SARASOTA, FL 34234
$49,90034 Days on yellowkey MLS ID: A4692070
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1959 Tax: $1,367 (2025)Community: NewtownSingle Family
Taxes:$1,367
Remarks: This lot is located centrally in Sarasota, across the street from newly constructed residences, in a transitional area with new construction being built throughout the community. This is a tear down, sold as-is. Property is potentially dangerous, ENTER AT YOUR OWN RISK.
Listing Agent: Jennifer Morgan (941-539-4965)
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