Location: Sarasota
Do Not Show Listings
2561 SUNNYSIDE ST, SARASOTA, FL 34239
$825,0008 Days on yellowkey MLS ID: A4694467
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2123 Built: 1958 Tax: $3,928 (2025)Community: South GateSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,928
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome to the sunny side of South Gate---- This bright and inviting 3-bedroom, 3-bathroom pool home offers 2,123 square feet of living space designed for both entertaining and everyday comfort. Inside, the home features an open and airy floor plan filled with natural light, along with a spacious sunroom that provides additional flexible living space. Step outside to your own private tropical retreat complete with mature landscaping, a sparkling open-air saltwater pool with sunshelf, and a spacious backyard perfect for relaxing or hosting family and friends. Ideally located in the heart of Sarasota, South Gate is known for its prime location near top-rated schools, shopping, dining, downtown Sarasota, and the area’s beautiful beaches. Updates include whole-house replumbing in 2015, impact glass windows throughout in 2015, saltwater pool with sunshelf in 2016, new roof in 2025, and updated primary bathroom in 2026. Located within the sought-after school districts of Southside Elementary, Brookside Middle, and Sarasota High School, this cheerful and welcoming home truly offers the best of Sarasota living. Homes of this size are a rare find in the neighborhood, making this an exceptional opportunity. Schedule your private showing today before this rare opportunity is gone.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lindsey Nussbaum (941-260-7208)
5908 BRIAR ROSE WAY, SARASOTA, FL 34232
$435,00012 Days on yellowkey MLS ID: A4693050
REDUCED by $33,900 (7.2%) on 05/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1494 Built: 2019Monthly Fee: $81 Tax: $2,999 (2025)Community: Garden Village Ph 1Single Family
Taxes:$2,999
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Welcome home! This beautifully updated 3-bedroom, 2-bath home with a 2-car garage checks all the boxes. It is located in one of the most affordable gated communities in the area. The main living area flows effortlessly from room to room, perfect for everyday living and entertaining. You will find thoughtful upgrades throughout including crown moulding in the common areas, electrical upgrades and fresh interior paint. The kitchen has been upgraded for you with granite countertops, all appliances and even a new kitchen sink. Step into the master suite with an ensuite bathroom with granite countertops, upgraded toilet and new shower enclosure. The guest bathroom also features the same granite countertops, upgraded toilet and new shower enclosure as well. Comfort is covered with a whole-home water softener, carpet lain over tile, that could easily be removed, for cozy underfoot warmth. Continue through the home and step outside to your private backyard retreat featuring stunning paver and stonework — low maintenance with a drip irrigation system in the backyard keeping things lush without the work yet designed to impress. Located 2 mins away from I75 for easy commuting and 15 min to Siesta Key Beaches and 10 min from downtown, so conveniently located to everything! This home is truly a move-in ready gem. Come see it before it's gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Gary Turner (941-914-2500)
7765 CALLE FACIL, SARASOTA, FL 34238
$949,00036 Days on yellowkey MLS ID: A4691162
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2605 Built: 1989Monthly Fee: $833 Tax: $5,472 (2025)Community: PrestanicaSpa: YesSingle Family
Taxes:$5,472
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: None
Remarks: Discover an exceptional opportunity to own a beautifully updated golf course residence in the highly sought-after guard-gated community of Prestancia. Ideally situated on a private cul-de-sac, this elegant home enjoys sweeping panoramic views of the 10th hole at TPC Prestancia and offers the perfect balance of luxury, privacy, and convenience. Designed for comfortable living and effortless entertaining, the home features soaring vaulted ceilings, abundant natural light, and a spacious open floor plan. Travertine flooring adds warmth and sophistication throughout the main living areas, while expansive glass doors and windows frame serene golf course and pool views. The custom chef’s kitchen is thoughtfully designed with granite countertops, a large center island, built-in appliances, and a premium Wolf stainless dual fuel range—ideal for both everyday cooking and hosting gatherings. Adjacent dining and living spaces flow seamlessly together, creating an inviting atmosphere for family and guests alike. A standout feature of the home is the indoor/outdoor lifestyle it provides. Step outside to the brick paver screened lanai, where a resurfaced swimming pool and spa overlook the manicured fairways. Whether enjoying morning coffee, sunset cocktails, or weekend entertaining, this private outdoor setting is truly special. Inside, a wet bar complete with ice maker and wine refrigerator adds another level of convenience. Additional improvements and features include newly painted exterior, hurricane impact windows and doors, plantation shutters, barrel tile roof replaced in 2014 and HVAC 2023 for added peace of mind. Prestancia is one of Sarasota’s premier gated communities, known for mature landscaping, winding streets, and an exceptional country club lifestyle. Optional membership opportunities at TPC Prestancia may include championship golf, tennis, dining, and social events. Residents also appreciate the central location, just minutes from Siesta Key Beach, Legacy Trail, downtown Sarasota, Sarasota Memorial Hospital, top-rated restaurants, shopping at The Mall at University Town Center, and the arts and cultural venues that make Sarasota so desirable. This is a rare chance to enjoy resort-style living in one of Sarasota’s most established and respected golf communities.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sean Hickey (941-587-4244)
4857 SILVER TOPAZ ST, SARASOTA, FL 34233
$682,0004 Days on yellowkey MLS ID: A4693542
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2475 Built: 2019Monthly Fee: $122 Tax: $3,796 (2025)Community: Ashton MeadowsSpa: NoSingle Family
Taxes:$3,796
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to a residence that redefines the art of Florida living — a masterfully upgraded 5 bedroom, 3.5 bathroom showpiece nestled in one of Sarasota's most coveted corridors. Spanning an impressive 2,475 square feet of meticulously curated living space, this home is nothing short of extraordinary. Enter inside and immediately notice the seamless luxury plank vinyl flooring that flows throughout the main level and loft, delivering a cohesive aesthetic. The kitchen has been completely reimagined with brand-new cabinetry and stunning quartz countertops that catch the light like the gemstone this street was named for. Adjacent, a newly constructed butler's pantry elevates your entertaining capabilities to a level that would make even the most seasoned host envious. The family room offers a fireplace that serves as both a stunning focal point and a cozy retreat for those rare cooler Florida evenings. Tucked beneath the staircase, a cleverly designed bar area transforms an often-overlooked space into a conversation starter — because every great home deserves a secret weapon for impromptu gatherings. Every bathroom throughout the home has been thoughtfully refreshed with new vanities and Luxury Plank Vinyl Flooring, while plush new carpet in the bedrooms creates a sumptuous retreat for rest and rejuvenation. The generous primary bedroom offers the kind of sanctuary you deserve after navigating the demands of daily life. Now, prepare yourself for the backyard — because this is where the magic truly unfolds. A sparkling inground pool, complete with a screened enclosure and surrounding deck, creates an outdoor oasis that feels distinctly resort-inspired. The thoughtful addition of an outdoor shower allows you to rinse off before and after your swim, maintaining that effortless flow between indoor and outdoor living. A designated barbecue area stands ready for weekend cookouts, while professionally installed turf behind the pool cage ensures a lush, maintenance-free landscape that stays perpetually green without any effort. Speaking of effortless living, solar panels grace the rooftop, dramatically reducing energy costs while simultaneously reducing your environmental footprint. The surrounding neighborhood places you within comfortable reach of Urfer Family Park for morning outings, Legacy Trail and the bustling Clark Road corridor where shopping, dining, and entertainment options. Located minutes to Siesta Key. Beautifully landscaped and brimming with upgrades that most homeowners only dream about, this Sarasota gem represents an extraordinary opportunity to own a home where every detail has been considered, every upgrade executed with precision, and every moment promises to feel like a permanent vacation. Schedule your private showing before someone else claims paradise.
Listing Agent: Denise Gutmann (631-902-4616)
2225 FLORINDA ST, SARASOTA, FL 34231
$1,500,0004 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
Elementary School: Phillippi Shores Elementary
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)
2749 GREENDALE DR, SARASOTA, FL 34232
$550,00016 Days on yellowkey MLS ID: A4692947
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1899 Built: 1981 Tax: $4,248 (2025)Community: Cathedral Oaks EstatesSingle Family
Taxes:$4,248
Elementary School: Brentwood Elementary
Remarks: Located in one of Sarasota’s best-kept secrets, Cathedral Oak Estates, this 3-bedroom, 2-bathroom home sits on a spacious 13,214 sq ft fenced lot on a quiet oak canopied cul-de-sac just a short walk to Legacy Trail. Not in a flood zone and no HOA, this centrally located property offers convenient access to downtown Sarasota, UTC, I-75, and the beaches. Lovingly maintained, the home has endless potential with room for your personal updates and design touches. The oversized driveway and 2-car garage provide plenty of space for a boat, RV, or work vehicles. Recent improvements include a new shingle roof with third nail retrofitting (2024) and sewer pipes lined (2024) with a 10-year warranty. Updated homes in the neighborhood have recently sold for approximately $365 sq ft, making this a fantastic opportunity to update and build equity.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christina Jenkins (425-381-1917)
2424 WOOD ST, SARASOTA, FL 34237
$998,00021 Days on yellowkey MLS ID: TB8507065
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2566 Built: 2015 Tax: $9,947 (2025)Community: Hudson ParkSingle Family
Taxes:$9,947
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed 4-bedroom, 3.5-bathroom two-story home located in the desirable Hudson Park community in Sarasota — with no HOA fees or restrictions. Built in 2015, this thoughtfully crafted home features modern finishes and an open-concept layout, offering the perfect blend of comfort, style, and functionality. To provide additional peace of mind, thoughtful upgrades include a new HVAC system (replaced in 2026), water softener, and newer water heater (2021). Step inside to discover ceramic tile flooring throughout the entire lower-level living spaces, designed to mimic the warmth and elegance of natural wood. High ceilings and expansive windows fill the living room and dining room combination with abundant natural light, creating a bright and airy atmosphere. Sliding glass doors seamlessly connect the indoor living space to the screened-in patio - which has been pre-wired for a hot tub installation- providing a perfect location for relaxing or entertaining guests. The spacious primary suite is conveniently located on the first floor and features a luxurious ensuite bathroom complete with a modern walk-in shower, dual-sink vanity, and a custom walk-in closet with built-in organization and exceptional storage space. A conveniently located half bathroom on the lower level provides added comfort for guests. At the heart of the home is the stunning modern kitchen, showcasing warm gray wood cabinetry, beautiful granite countertops, stainless steel appliances including a built-in oven, microwave, refrigerator, dishwasher, range hood, and an electric cooktop. The oversized kitchen island offers generous seating options, while the mosaic tile backsplash and recessed lighting add stylish finishing touches. Enjoy filtered water (filtered by reverse osmosis) directly from the kitchen sink. Just off the kitchen, the laundry room includes washer and dryer hookups for everyday convenience. Upstairs, a large loft provides flexible living space ideal for a media room, office, or play area. The second level also includes three generously sized bedrooms, all featuring plush carpeting, along with two full bathrooms designed to accommodate family and guests with ease. Enjoy Florida living year-round from the screened rear porch overlooking the fenced backyard — offering privacy and plenty of room for outdoor enjoyment. Conveniently located near restaurants, Sarasota Memorial, Legacy Trail, Pompano Trailhead, Pickleball Courts and shopping, this home also places you just minutes from Marie Selby Botanical Gardens, Bayfront Park, and several area golf courses. Spend your weekends enjoying the beautiful Gulf Coast beaches with South Lido Key Beach Park and other stunning Gulf of Mexico beaches just a short drive away. This exceptional home combines modern design, spacious living, an unbeatable location, and the added benefit of no HOA, making it the perfect place to call home.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Golf Phuphanich (813-299-3320)
9085 LUNA LN, SARASOTA, FL 34241
$940,00024 Days on yellowkey MLS ID: A4691879
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3334 Built: 2021Monthly Fee: $251 Tax: $9,809 (2025)Community: Cassia At Skye RanchSpa: NoSingle Family
Taxes:$9,809
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Magazine-Worthy Luxury Meets Resort Living in Skye Ranch! This sought after Barbados Model offers an impressive 4,347 total area sq ft, showcasing refined finishes, extensive upgrades, and exceptional attention to detail throughout. At the heart of the home, the entertaining chef's kitchen is a true showpiece, appointed with an expanded generous quartz-topped island with touchless faucet, insta hot and insta cold filtered water, double pantry and a spacious dining area with bay windows overlooking the beautiful outdoor landscape. The open main level also offers 2 dedicated living rooms, providing flexibility for work, relaxation, or recreation. A homeowner's everyday living delight with a dedicated drop zone off the garage and front entrance, designed for a central area of organization. The main living areas are enhanced by soaring ceilings, 8 foot interior doors and expansive open spaces designed for both everyday comfort and effortless entertaining. Upstairs is ideal for guests or multigenerational living. Meticulously maintained and beautifully appointed, this 4 bedroom residence features 3 full bathrooms and 1 half bath. The spacious primary suite serves as a private retreat, offering direct access to a private screened balcony, along with two custom walk-in closets and a spa-inspired bathroom. The second level also includes one other private ensuite bedroom and bathroom and additionally two bedrooms linked with a shared bathroom. Lastly a spacious bonus room with almost 250 square feet of versatile space allows it to be tailored to your lifestyle with effortless flow. Outdoor living is truly resort-inspired. The screened in lanai is a graciously sized area overlooking the beautifully landscaped yard. Additional highlights include a large laundry room and 3 car air conditioned garage offering ample storage or a car enthusiast dream. Halo REMI air purification system on dual-zone air conditioning units. Both the interior and exterior have been newly painted, enhancing the home’s fresh move-in-ready appeal. The home is ideally situated on a wide, well-planned street with generous shoulder space, offering convenient parking for residents and guests. Perfectly positioned alongside a scenic nature trail, the home provides direct access to the community’s main entertainment and amenity areas, seamlessly blending tranquility with an active lifestyle. Indulge in luxury living at its finest within the Cassia at Skye Ranch community. Residents enjoy privileged access to The HUB, an extraordinary 25,000+ square-foot amenity center designed to rival a private resort. This features a state-of-the-art fitness center, movement studios, game room, indoor basketball and pickleball courts, rock-climbing wall and a stylish café creating an elevated daily experience just moments from home. Outdoors, a collection of resort-style pools, a junior Olympic lap pool, splash zone, and beautiful gathering spaces invite relaxation and recreation year-round. The community further offers scenic nature trails, playgrounds, outdoor sports courts and a calendar of social events, fostering a true sense of connection and belonging. Skye Ranch provides quick access to I-75, along w/ Sarasota’s premier Beaches, Myakka Park, shopping, dining and cultural destinations. Located in one of the best school districts in the state and direct access to the new K-8 Skye Ranch School. LOW CDD. Don’t miss the opportunity to experience this exceptional lifestyle.
Listing Agent: Chelsie Mocoroa Gobel (425-343-2437)
3554 RECURVE CIR, SARASOTA, FL 34240
$1,675,00024 Days on yellowkey MLS ID: A4691847
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3561 Built: 2022Monthly Fee: $198 Tax: $13,160 (2025)Community: Hampton LakesSpa: YesSingle Family
Taxes:$13,160
Elementary School: Tatum Ridge Elementary
High School: Booker High
Remarks: An exceptional estate tucked away in the peaceful Hampton Lakes community of Sarasota is waiting for its new owner! Situated on a breathtaking 3-acre homesite with a beautiful pond setting, this property offers the perfect balance of privacy, space, and modern convenience—just minutes from Waterside Place and the vibrant amenities of Lakewood Ranch. Enjoy daily encounters with Florida’s natural wildlife, creating a serene and ever-changing backdrop right in your own backyard. From the moment you arrive, the stately presence of the home with hurricane impact windows and doors and 3-car garage set the tone for what’s inside. Step through the double front doors into a light-filled foyer, where beautiful luxury vinyl flooring flows throughout the thoughtfully designed open floor plan. To the right, a sophisticated dining room showcases a tray ceiling, grasscloth wallpaper, and custom lighting—perfect for hosting elegant dinners. To the left, a private office with double doors offers a quiet workspace with serene front yard views. At the heart of the home, the gourmet kitchen is both stylish and functional, featuring light cabinetry, quartz countertops, a subway tile backsplash, double ovens, an induction cooktop, and an area that serves as a breakfast bar in the beautiful kitchen. Nearby, a spacious laundry room with an oversized mudroom and additional storage adds everyday convenience. Designed for seamless indoor-outdoor living, the main living areas are filled with natural light and open effortlessly to the lanai through sliding glass doors. Enjoy tranquil water views from nearly every angle, including the inviting living room with an aquarium window. The expansive bonus room at the rear of the home offers endless possibilities, complete with high ceilings and pocketing sliders that fully open to the outdoor living space—ideal for entertaining or relaxing. Step outside to your private retreat, where the pool/spa and lanai overlook the picturesque pond and surrounding nature, offering a peaceful setting for gatherings or quiet evenings at home. The outdoor kitchen was newly installed in 2025 with a new TV (2025) to enjoy while being in the Spa! The luxurious primary suite is a true escape, featuring a tray ceiling, custom closets, and a spa-inspired bathroom with quartz countertops, dual vanities, and generous storage. Three additional bedrooms provide comfort and privacy for family and guests alike. This is more than a home—it’s a lifestyle. Experience the perfect blend of space, elegance, and tranquility at 3554 Recurve Circle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Sheryl Vanduren (720-384-4884)
7125 WESTMORELAND DR, SARASOTA, FL 34243
$3,595,000164 Days on yellowkey MLS ID: A4675672
REDUCED by $30,000 (0.8%) on 05/06/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4343 Built: 2025 Tax: $4,490 (2024)Community: North IslesSingle Family
Taxes:$4,490
Elementary School: Bayshore Elementary
High School: Bayshore High
Tax Year: 2024
Middle School: Electa Arcotte Lee Magnet
Remarks: One or more photo(s) has been virtually staged. The Abaco Model is a stunning Sarasota luxury residence offering 4,343 square feet of refined living space and 6,273 square feet under roof, featuring four true bedrooms and six total rooms. This home is Florida Green Home Bronze Certified, reflecting thoughtful construction, energy efficiency, and sustainable building practices. Upon arrival through dramatic 10-foot iron front doors, the foyer provides a breathtaking sightline through the home to the pool and canal beyond. The oversized great room is ideal for entertaining and showcases stained cypress beams, a gas fireplace with full-height tile surround, and a 16-foot-wide by 10-foot-high pocketing sliding glass door that opens seamlessly to the outdoor living and pool area. The chef’s kitchen features an oversized island with gas cooktop, walk-in pantry, and sunlit windows above the sink for abundant natural light. The private owner’s wing includes a refined library or office adjacent to the owner’s suite, both enjoying water views. Dual oversized customized built in walk-in closets and a spa-inspired owner’s bath complete the retreat with a freestanding soaking tub, walk-in shower, private water closet, and separate his-and-her vanities. Two additional guest suites accommodate king-sized beds and feature ensuite baths and walk-in closets. A waterfront bonus room at the rear of the home also enjoys water views and is serviced by a nearby full bath that also functions as a powder bath and pool bath. Two additional flexible sleeping rooms bring the total sleeping capacity to six. The expansive outdoor living and dining area overlooks the pool and spa and includes a cozy gas fireplace, creating the perfect waterfront entertaining setting. The three-car garage leads into a walk-in laundry room with a dedicated storage closet. All windows and exterior doors feature Low-E impact glass, all interior doors are 8-foot shaker style, all interior walls include sound batt insulation, walls and ceilings have smooth finishes, and all interior floors are tiled throughout. Cabinetry is by Wood-Mode/Brookhaven. The West Indies–inspired exterior elevation features shutters, corbels, decorative brackets, and a concrete tile roof. The private dock includes a high-capacity 33,000-pound boat lift with water and power and is capable of accommodating 40–50-foot vessels with protected deep-water access and quick entry to Sarasota Bay making this property ideal for the serious boater.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Lauren Holt, Pllc (941-928-7211)
1621 PINE BAY DR, SARASOTA, FL 34231
$1,950,000197 Days on yellowkey MLS ID: A4663412
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3201 Built: 1980Monthly Fee: $17 Tax: $15,556 (2024)Community: Johnson EstatesSingle Family
Taxes:$15,556
Remarks: On a lush one-third-acre homesite in desired Pine Bay Estates, this single-story residence has been entirely rebuilt and elevated through a comprehensive, design-forward renovation exceeding $1.1 million. The result is a serene coastal haven where timeless craftsmanship meets modern luxury. A full interior transformation opened the home to light, flow and functionality. The newly relocated chef’s kitchen features bespoke cabinetry, premium finishes and a full suite of Thermador appliances, all thoughtfully positioned to overlook the tropical gardens. Wide-plank flooring carries through every room, complemented by exposed beams, curated lighting and refined architectural details. Every major system has been replaced or upgraded, including all-new HVAC, a tankless water heater, new plumbing and water lines, new insulation, and hurricane-rated windows, doors and sliders, ensuring enduring comfort and peace of mind. The home’s heart is its stunning sunroom, surrounded by glass and bathed in natural light, an ideal space for morning coffee, quiet reading or gathering with guests while taking in the lush, mature landscaping. Three beautifully redesigned baths, a gas fireplace, custom California Closets and a new laundry suite continue the theme of thoughtful luxury throughout. Outside, the home lives like a private botanical retreat. A full landscape redesign brought in layered tropical plantings, ambient lighting, new walkways and hardscape, all-new fencing and gates, and a pool with a replaced deck and rescreened cage. A new roof, fresh stucco exterior, carport enhancements and upgraded exterior lighting, complete the transformation. With its rare combination of single-level living, expansive grounds and meticulous top-to-bottom renovation, this Pine Bay Estates residence offers an inspired West of Trail lifestyle just moments from Southside Village, Siesta Key and Sarasota’s finest dining, beaches and marinas.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
2042 COUNTRY MEADOWS PL, SARASOTA, FL 34235
$515,000181 Days on yellowkey MLS ID: A4673225
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2052 Built: 1989Monthly Fee: $46 Tax: $2,868 (2024)Community: Country MeadowsSpa: NoSingle Family
Taxes:$2,868
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: LOCATION AND CONDITION ARE A+++ From the moment you arrive, you’ll feel right at home in this impeccably maintained residence. Meticulous care and attention to detail are evident throughout. The welcoming foyer opens seamlessly to the dining and living areas, offering views of the expansive lanai and oversized backyard. The beautifully remodeled kitchen is truly the heart of the home, designed to inspire and impress. Featuring porcelain tile floors, bright granite countertops, new cabinetry, and new appliances, it opens effortlessly to the family room with a cozy fireplace—perfect for both entertaining and everyday living. A smart thermostat and Ring doorbell add modern convenience and peace of mind. Whether seated at the breakfast bar or in the sunny nook beneath cathedral ceilings and skylights, you’ll appreciate the light-filled, open atmosphere. A generously sized pantry will delight any home chef. The split-bedroom floor plan provides privacy for all. Two guest bedrooms offer walk-in closets and share a roomy bath with direct lanai access. The primary suite is a true retreat, featuring a spacious walk-in closet and a stunning, newly renovated bath with updated tile flooring, new cabinetry, linen storage, and a solid-surface dual-sink vanity. Impact-resistant windows and doors are installed throughout, including private lanai access from the primary suite. Additional highlights include an oversized laundry room, ample floored attic storage, and an extended lanai designed for outdoor enjoyment—complete with granite counter space, sink, gas grill, and vented stainless-steel hood. The oversized lot provides abundant outdoor space and room for a future pool, if desired. Ideally located with convenient access to Downtown Sarasota, UTC Mall, Benderson Park, golf courses, dog parks, and recreation for all ages, this home places you just 15–20 minutes from the airport, Ringling Museum, marinas, colleges, and Lakewood Ranch Main Street. Move-in ready and thoughtfully updated, this exceptional property offers the lifestyle you’ve been waiting for. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
1097 WILLIS AVE, SARASOTA, FL 34232
$434,90081 Days on yellowkey MLS ID: A4685461
REDUCED by $10,000 (2.2%) on 05/31/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1855 Built: 1974 Tax: $4,452 (2024)Community: Peaceful Vista HomesSpa: NoSingle Family
Taxes:$4,452
Remarks: One or more photo(s) has been virtually staged. Looking for space, flexibility, and freedom without HOA restrictions? This 4-bedroom, 2-bath Sarasota pool home offers exactly that. The backyard is built for enjoying Florida living, featuring a private pool, tiki hut, outdoor entertaining space, and a storage shed for added functionality. Whether you're hosting friends, relaxing by the water, or simply enjoying the sunshine, this outdoor setup creates a true backyard retreat. The front and side yard also offer a ton of activity space due to the corner lot positioning. Inside, the home offers a spacious and adaptable layout with multiple living areas that can easily be tailored to your needs. Create a formal dining area, home office, media room, playroom, or additional lounge space depending on your lifestyle. The kitchen has been updated with granite countertops, refreshed cabinetry, and newer appliances, blending practicality with a clean modern feel. The home also features solar panels to help offset electric costs, plus a newer well and septic system for added peace of mind and efficiency. Conveniently located near UTC Mall, Downtown Sarasota, Nathan Benderson Park, Bobby Jones Golf Club, Siesta Key Beach, shopping, dining, dog parks, sports fields, and everyday essentials, this property combines accessibility with the flexibility that’s becoming harder to find in Sarasota. If you’ve been searching for a pool home with room to spread out and fewer restrictions, this is an opportunity worth seeing.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
2912 HAWTHORNE ST, SARASOTA, FL 34239
$339,99930 Days on yellowkey MLS ID: R4911184
REDUCED by $29,901 (8.1%) on 05/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1945 Tax: $2,186 (2025)Community: Rio VistaSingle Family
Taxes:$2,186
Elementary School: None
High School: None
Remarks: This cute bungalow style home is looking for someone to make it their own little paradise in Sarasota. The front boasts an enclosed patio and the drive way can accommodate many cars and even an R.V. with some tree trimming! The 2 bedrooms and 2 baths are separated for privacy and there is a bonus den/office for extra room. The above ground pol is surrounded by a manufactured patio and the zero scape yard means no lawn mowing around here! A shed and beautiful flowering plants surround the private fenced in yard.
Listing is courtesy of: PREMIER PLUS REALTY (941-228-0077)
Listing Agent: Dawn Cohen (941-228-0077)
7212 SPUR CT, SARASOTA, FL 34243
$735,000120 Days on yellowkey MLS ID: TB8471095
REDUCED by $13,000 (1.7%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2357 Built: 1997Monthly Fee: $118 Tax: $8,014 (2025)Community: Arbor Lakes BSpa: NoSingle Family
Taxes:$8,014
Remarks: REDUCED….TURN KEY RESORT STYLE EXECUTIVE HOME.....NO FLOOD ZONE....This split bedroom home has three bedroom and a home office. This home is completely renovated and fully furnished and has three garage. The community pool is Olympic size and is completely renovated. The Property is close shopping and restaurants...Please call for your private tour.
Listing is courtesy of: EQUITY REALTY SUNCOAST (727-343-8100)
Listing Agent: Simone Pilz (727-492-8279)
2532 FRUIT TREE DR, SARASOTA, FL 34239
$2,375,00028 Days on yellowkey MLS ID: A4692314
Bed: 6 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3931 Built: 2025 Tax: $3,561 (2024)Community: South GateSpa: YesSingle Family
Taxes:$3,561
Remarks: Southgate introduces this brand new home onto the market for sale. Built with the perfect blend of elegance, and comfort this home has so many beautiful features for today's lifestyle and modern living. The perfect blend of elegance & comfort exudes this beautiful residence. The thoughtfully designed floor plan features a first floor open living space with soaring ceilings, lots of hurricane windows and sliding doors gives this beautiful home effortless indoor-outdoor living enjoyment and fills the home with natural light. The open concept chef inspired kitchen has plenty of custom soft-close cabinet space and drawer space. All accented with under mount lighting. The large breakfast bar is perfect for casual living and entertaining. The dining area encircled with windows overlooks the lovely landscaped yard and pool/spa. Sliding doors wrap around the house from every room to the great outdoors. The master suite includes a spacious spa inspired bathroom with soaking tub and large closet space. The elegant open staircase leads to the second floor with a gathering area and outdoor balcony in the front of the house. four additional bedrooms with bathrooms and walk in closets including a family room with sliders to an outdoor veranda overlooking the yard and pool completes the home.. There is also a laundry area located on the second floor! Masterfully planned and designed with your comfort and easy living in mind. This home is impressive, beautiful and a relaxing place to call home. Located in one of the most sought after locations in Sarasota. Close to the Sarasota Memorial Hospital, Selby Gardens, Van Wezel, Oslo, Down town restaurants and shopping. Your dream Your home....
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
733 TAILWIND PL, SARASOTA, FL 34240
$1,325,00024 Days on yellowkey MLS ID: A4692495
REDUCED by $24,000 (1.8%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2376 Built: 2022Monthly Fee: $433 Tax: $15,703 (2025)Community: Lakehouse Cove/Waterside Ph 3Spa: YesSingle Family
Taxes:$15,703
Remarks: Welcome to 733 Tailwind Place, a beautifully upgraded residence in the sought-after community of Lakehouse Cove at Waterside, where refined design meets modern convenience. This exceptional home showcases an open, light-filled layout enhanced by elegant tray ceilings, custom stacked stone wall accents, and an electric fireplace that creates a warm and inviting living space. The gourmet kitchen is designed for both everyday living and entertaining, featuring quartz countertops, GE Profile appliances, a reverse osmosis system at the sink, and a stylish built-in wine bar. Throughout the home, plantation shutters, upgraded lighting and fans, app-controlled Lutron dimmers, and custom-built closet systems add both sophistication and functionality. The spacious owner’s suite offers two walk-in closets, dual vanities, and a beautifully designed walk-in shower. A split-bedroom floor plan provides ideal privacy for both guests and family members, while a den/office just off the living area adds flexibility for work or relaxation. The outdoor living area serves as a private oasis, perfect for year-round entertaining or quiet evenings at home. Enjoy unobstructed sunset views overlooking nature and a preserve from the panoramic screened lanai. The custom-built outdoor kitchen is equipped with a grill, sink, and wine fridge, while the sparkling saltwater pool features a spa, sun shelf, and built-in table with bench seating - perfect for playing cards or enjoying a casual meal. Designed for both comfort and peace of mind, the home includes a fenced backyard, hurricane-impact windows and doors, a comprehensive security system with exterior cameras, and Safehouse Security whole-home internet. The garage has also been thoughtfully upgraded with custom storage solutions and a mini-split air conditioner added in 2025. Additional enhancements completed within the last year include a whole-home gas generator, water softener system, sealed driveway and lanai pavers, upgraded landscaping with additional palm trees and decorative rock accents, as well as fresh exterior paint. This move-in-ready home seamlessly blends luxury upgrades with practical features and is offered furnished, with a few exclusions. Lakehouse Cove residents enjoy access to an impressive amenity center featuring a resort-style pool and hot tub, clubhouse, fitness center, kayak boathouse, pickleball and bocce ball courts, dog park, and event lawn. Just minutes away, Waterside Place offers some of the area’s best dining, shopping, entertainment, and its popular farmers market. Conveniently located near I-75, University Town Center, and Lakewood Ranch Main Street, the home is also just a short drive from the pristine beaches of Siesta Key, Lido Key, and Longboat Key.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Molly Higdon, Llc (941-875-1722)
1408 OAK HAMMOCK RD, SARASOTA, FL 34240
$1,895,000206 Days on yellowkey MLS ID: A4669875
REDUCED by $55,000 (2.8%) on 05/02/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4003 Built: 2016Monthly Fee: $100 Tax: $6,926 (2024)Community: Bern Creek The Ranches AtSpa: NoSingle Family
Taxes:$6,926
Remarks: Welcome to this 2016 custom-built modern farmhouse set on over 5 peaceful acres, offering the perfect blend of refined design and relaxed country living. Surrounded by natural beauty and frequent wildlife sightings, this private Sarasota retreat features 4 bedrooms, 4 baths, and thoughtfully crafted spaces throughout. A grand entry through Therma Tru double doors leads to an inviting foyer and a spacious great room with soaring ceilings and abundant natural light. The chef’s kitchen is a standout with gas cooktop, pot filler, oversized quartz island, custom B&B shaker cabinetry, reverse osmosis system, pantry, and built-in features. The dining area centers around a beautiful gas stone fireplace for warm, elegant gatherings. A dedicated office/media room with double doors and a versatile loft offer ideal spaces for work, entertainment, or relaxation. The primary suite includes French doors to the pool area, a luxurious bath with double vanity, and a private water closet. This split plan provides two additional bedrooms and a full bath downstairs, while the upstairs includes a spacious loft and a large fourth bedroom/bonus room for added privacy and flexibility. A well-appointed laundry room and full pool bath add convenience. Stylish polished concrete floors run throughout the home, blending modern design with rustic warmth. Property features include hurricane-impact windows and sliders, a 10-foot-plus two-car garage suitable for a lift, three AC units, whole-house generator, water softener, tankless water heater (NR980D), operational well, septic system with 1,350-gallon tank and 84 sq. ft. drain field, and a 500-gallon buried propane tank. Outdoor living is exceptional with a sparkling saltwater pool, expansive paver deck, covered patio, and plumbing in place for an outdoor kitchen. The acreage offers ample room for an additional structure or barn, making it suitable for a homestead, equestrian use, or quiet nature retreat. Enjoy peaceful mornings and sunsets on the charming covered front porch, and experience the serenity of this one-of-a-kind Sarasota property.
Listing Agent: Dyrk Dahl (941-320-7373)
8420 WEBBER RD, SARASOTA, FL 34240
$1,399,00068 Days on yellowkey MLS ID: A4687127
REDUCED by $101,000 (6.7%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3104 Built: 2010Monthly Fee: $133 Tax: $5,532 (2025)Community: Regent LakeSpa: NoSingle Family
Taxes:$5,532
Remarks: One or more photo(s) has been virtually staged. Panoramic Lake View and Sunset Skies-Luxury Living Redefined Experience the pinnacle of Sarasota luxury living in this exceptional lakefront pool home estate set on over one plus private acre in the exclusive Regent Lake community. Showcasing the highly desirable Osprey floor plan, this expansive residence with 3104 sq ft of living space offers 4-bedrooms, office /library 3-bath offers refined living with an oversized 3-car garage and a thoughtfully designed split floor plan ideal for both entertaining and everyday comfort. From the moment you arrive, you are greeted with breathtaking panoramic views of a 25-acre spring-fed lake, delivering stunning sunsets and a peaceful, no-through-traffic setting that is truly rare to find. Inside, elegance meets functionality with formal living and dining rooms, a spacious family room, and a gourmet kitchen designed to impress. Featuring stainless steel appliances, granite countertops, upgraded wood cabinetry, built in oven microwave combination, cooktop, custom wood vent hood, walk-in pantry, breakfast bar, center island, and a bright morning room — this kitchen is truly the heart of the home. The luxurious primary suite is a private retreat, offering direct access to the pool and lanai along with serene lake views. The spa-style bath includes a garden tub, walk-in shower, dual vanities, and dual closets, including an oversized walk-in. Step outside to your screened lanai and pool area where indoor and outdoor living blend seamlessly. Enjoy tranquil lakefront views, breathtaking sunsets, and a private fenced area perfect for pets. Recent upgrades provide peace of mind and modern efficiency, including: ** Bahama hurricane shutters throughout ** New A/C (2025) ** New water heater (2025) ** Whole-house generator with buried 500-gallon propane tank ** Reinforced garage door (150 mph rated) ** Added attic insulation ** All Bedrooms have brand new Laminate flooring just installed last week Regent Lake is an intimate community of just 13 homes, offering low HOA fees, no CDD, and a lifestyle centered around privacy and nature. The spring-fed lake is navigable by canoe or kayak, adding to the unique charm of this one-of-a-kind property. Conveniently located near shopping and top-rated Tatum Ridge Elementary School, this home offers the perfect blend of luxury, location, and lifestyle. This is more than a home — it’s a rare opportunity to own a private waterfront estate in one of Sarasota’s most exclusive settings.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
4808 RIVERWOOD AVE, SARASOTA, FL 34231
$625,000111 Days on yellowkey MLS ID: A4679255
REDUCED by $23,500 (3.6%) on 05/30/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2707 Built: 1957 Tax: $5,443 (2025)Community: Riverwood Park ResubSingle Family
Taxes:$5,443
Remarks: Spacious and versatile 2,700 sq. ft. block home situated on a large double corner lot in a fantastic family-friendly neighborhood! This well-maintained property features a **new roof**, 3 bedrooms, 2 bathrooms, a dedicated office, and a private mother-in-law suite with its own separate entrance—perfect for extended family, guests, or potential rental income. Property is high and dry! Absolutely no hurricane damage. Walking distance to A rated schools! Enjoy the freedom of **no deed restrictions**, offering flexibility for boats, RVs, or additional toys. The oversized corner lot provides ample outdoor space with endless possibilities for expansion, a pool, or entertaining. Ideally located to Phillippi Shores Elementary and Riverview High School, and less than 2 miles to Brookside Middle School. Just 3.5 miles to the world-famous Siesta Key beaches and only 10 minutes to vibrant downtown dining, shopping, and entertainment. Close to everything yet tucked into a wonderful neighborhood setting—an ideal place to raise a family. This property combines location, space, and flexibility—an exceptional opportunity you won’t want to miss! The garage is converted into a mother-in-law suite which is included in the under air square footage. It can be easily switched back to a large two car garage.
Listing Agent: Amy Disalvo (941-780-8080)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.