Location: Sarasota
Do Not Show Listings
1575 EASTBROOK DR, SARASOTA, FL 34231
$4,720,00024 Days on yellowkey MLS ID: A4692922
0 Days Off yellowkey (back on 5/13/2026)
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4087 Built: 2025 Tax: $10,011 (2025)Community: Kentwood EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,011
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Behind one of Sarasota’s highly coveted Kentwood Estates, this extraordinary custom-built estate by award-winning Trinity Custom Homes delivers a level of luxury, craftsmanship, and architectural sophistication rarely seen in today’s market. From the moment you arrive along the sweeping circular driveway, the residence commands attention with its striking stone facade, dramatic rooflines, and manicured grounds, evoking the presence of a five-star private resort. Perfectly positioned on a serene lakefront homesite just moments from Siesta Key and Sarasota’s renowned waterfront lifestyle, this one-of-a-kind property was masterfully designed for the buyer who expects exceptional quality, timeless design, and elevated everyday living. Built with superior construction standards and cutting-edge technology, the home showcases Timberstrand engineered framing for long-term structural integrity, precision layout using a Trimble HP printer robot, and expert masonry by BMMI (Bob Miller Masonry), ensuring both durability and refined exterior detail. Andersen windows and exterior doors provide energy efficiency, storm resilience, and timeless design, while ISO insulation, enhances year-round comfort and performance. Inside, soaring vaulted ceilings with exposed architectural beams create a breathtaking first impression, while walls of glass frame tranquil water views and flood the home with natural light. The expansive open-concept floor plan blends warmth and sophistication, featuring wide-plank engineered hardwood flooring, solid custom poplar trim, solid-core Trustile interior doors, designer lighting, and curated high-end finishes throughout. The great room is anchored by a dramatic floor-to-ceiling stone fireplace, flowing seamlessly into the showpiece chef’s kitchen. Designed to rival the finest luxury residences, the gourmet kitchen features oversized dual waterfall islands, solid-ply Crystal Cabinetry, premium appliances, elegant stone countertops, designer backsplash details, double wall ovens, and a fully equipped wet bar—ideal for entertaining at the highest level. The luxurious owner’s retreat offers a private sanctuary with serene lake views, direct outdoor access, custom ceiling details, and a spa-inspired bath complete with dual vanities, a freestanding soaking tub, oversized walk-in shower featuring a Kerdi waterproofing system, and sophisticated designer finishes. Four additional bedrooms, a private den, and 5.5 beautifully appointed bathrooms provide exceptional comfort and flexibility for family and guests. Outdoor living is equally impressive, with an expansive screened lanai showcasing a resort-style pool and spa overlooking sparkling lake views and lush tropical landscaping. A fully equipped outdoor kitchen and multiple covered lounge areas create the perfect setting for both grand entertaining and quiet relaxation. Additional features include a whole-home generator, oversized garage space, and a PEX plumbing system for enhanced efficiency, durability, and long-term reliability. Located west of the Trail in one of Sarasota’s most desirable luxury neighborhoods, Kentwood Estates offers unparalleled proximity to Siesta Key Beach, Southside Village, downtown Sarasota, premier dining, shopping, marinas, golf courses, and top-rated schools. This is more than a home, it is a statement property defined by elite craftsmanship, advanced building techniques, and luxury living in the heart of Sarasota.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
3537 S SCHOOL AVE, SARASOTA, FL 34239
$715,00025 Days on yellowkey MLS ID: A4691686
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1988 Built: 1961Monthly Fee: $17 Tax: $3,895 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,895
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Private Oasis Awaits! This home is perfect for year round living, a Florida get away or an income generating property. It offers 3 bedrooms and 2 bathrooms and just under 2,000 square feet of comfortable living. The layout is thoughtfully designed, with 3 separate sitting areas with an abundant natural light through the large windows. The tiled flooring provides a clean, modern aesthetic, complemented by the neutral color palette. The updated kitchen is spacious, with ample wood cabinetry and a quartz countertop, providing plenty of storage and preparation space. The primary bedroom is generously sized with a bathroom, offering a comfortable retreat and a door to walk out onto covered lanai. Additional features include an inside laundry room, newer appliances, energy-efficient double-pane windows, tile roof only 10 years old and plantation shutters throughout for added charm. The outdoor space is perfect private oasis for relaxation while enjoying the sparkling resurfaced pool with a screened enclosure. The oversized lot features lush landscaping and spacious paved driveway, creating a welcoming outdoor atmosphere. In addition, the backyard is fenced in for pets with plenty of room to store watercraft. If desired, the property is Airbnb-ready and is within city limits so weekly rentals are approved. The city location makes for an ideal choice to call home to escape and relax on Siesta Key beaches or explore downtown Sarasota and all it has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kimberly Mcmahon (941-812-5092)
3857 WOODROW RIDGE ST, SARASOTA, FL 34233
$439,00098 Days on yellowkey MLS ID: A4683318
2 Days Off yellowkey (back on 5/13/2026)
REDUCED by $10,000 (2.2%) on 04/07/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2152 Built: 1962 Tax: $4,244 (2025)Community: South Gate Ridge 03Single Family
Taxes:$4,244
Elementary School: Wilkinson Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. This beautifully updated 4-bedroom, 3-bathroom home is filled with natural light and designed for comfortable living. Situated in a quiet neighborhood, it offers both peace and convenience. The spacious layout provides a great blend of openness and functionality, with the entire upstairs dedicated to a private primary suite that serves as the perfect retreat away from the main living areas. Two of the bedrooms feature generous walk-in closets, providing ample storage space, while large windows throughout the home bring in abundant natural light. Step outside to a large backyard with plenty of room for entertaining, pets, or even adding a pool. With no HOA, you’ll have the freedom to truly make this property your own. Ideally located just 15 minutes from Siesta Key Beach and 20 minutes from University Town Center and St. Armands Circle, this home offers convenient access to world-class beaches, shopping, dining, and entertainment while still providing comfort and privacy.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniela Madrid-Bermejo (941-960-0770)
8380 SEA GLASS CT, SARASOTA, FL 34240
$2,650,000136 Days on yellowkey MLS ID: A4678738
1 Days Off yellowkey (back on 5/7/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3132 Built: 2024Monthly Fee: $616 Tax: $21,500 (2025)Community: Wild Blue At Waterside Phase 1Spa: NoSingle Family
Taxes:$21,500
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Stunning Award-Winning Former Model Home – Better than new, turnkey furnished, and no waiting. This exceptional residence is a must-see for those seeking elevated luxury and thoughtful design. As a former model home (with over $150K in additional after closing improvements), this property showcases premium upgrades and architectural details throughout, blending modern transitional style with warm wood tones, custom tile work, and designer finishes. Step through the striking crackled glass & iron pivot front door into a grand marble foyer featuring custom moldings, exquisite ceiling details, and elegant lighting that sets the tone for the impeccable craftsmanship found everywhere. Highlights include a dramatic fluted wood feature wall with a linear fireplace, custom ceiling treatments with cove lighting, a hidden walk-in pantry with custom built-ins, and a boutique-style owner’s closet that feels like a dream. The gourmet kitchen is a chef’s paradise, complete with upgraded professional appliances, a stunning waterfall island, and an expansive walk-in pantry designed for both beauty and ultimate organization. Sun-drenched and serene, the outdoor living space is truly breathtaking. Enjoy unobstructed, sweeping views of nature from an inviting lap pool, custom pool deck, and fully equipped outdoor kitchen — all protected by StormSmart storm screens. The pool bath features floor-to-ceiling decorative tilework for a spa-like touch. A show-stopping wrap-around glass wall with sun shades floods the home with natural light while framing the peaceful surroundings. Additional luxury features include: Stunning window treatments throughout, with room-darkening draperies and shades. Versatile bonus room with pull-out sofa bed and built-in cabinetry. Dedicated office with custom moldings and thoughtful built-ins. Control-4 home automation and whole-home sound system. Landscape lighting, newer epoxy garage floor, and freshly painted interior (including the garage) Better than new and fully furnished, this lock-and-leave home exudes sophistication and tranquility in every detail. Located in Wild Blue, one of Lakewood Ranch’s most desirable new luxury enclaves, residents enjoy resort-style amenities including tennis and pickleball courts, a restaurant and bar, state-of-the-art fitness center, golf simulator, and more. The location is incredibly convenient — just minutes from shopping and dining at Waterside Place and University Town Center. This is truly a rare opportunity to own a turnkey, move-in-ready luxury home in a premier community. Your dream lifestyle awaits!
Listing is courtesy of: DOUGLAS ELLIMAN FLORIDA,LLC (239-799-5300)
Listing Agent: Kimberly Wagner, Pa (239-571-5474)
10808 LEAFWING DR, SARASOTA, FL 34241
$2,650,000269 Days on yellowkey MLS ID: TB8409835
0 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3352 Built: 2021Monthly Fee: $258 Tax: $21,698 (2024)Community: Forest At The Hi Hat RanchSpa: NoSingle Family
Taxes:$21,698
Elementary School: Lakeview Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to 10808 Leafwing Drive, a private 3.64-acre estate in Sarasota’s exclusive gated community, The Forest at Hi Hat Ranch. Designed and built in 2021, this custom-crafted residence—known as The David—is a rare opportunity to experience modern luxury seamlessly blended with the tranquility of nature. Every element of this home was thoughtfully designed to deliver sophistication, privacy, and the finest in Florida living. The main residence spans more than 5,500 square feet in total, with 3,352 square feet of air-conditioned living space centered around an open, airy floorplan. A dramatic 23-by-34-foot great room serves as the heart of the home, with soaring ceilings, a fireplace, and expansive glass doors that frame peaceful views of Lake Wood and the surrounding conservation land. The chef’s kitchen is equally impressive, featuring custom wood cabinetry, stone counters, top-tier appliances, walk-in pantry, and generous workspace for both everyday living and large-scale entertaining. There are a total of 4 bedrooms - 1 is currently used as an office which has an adjacent bathroom. The primary suite was designed as a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized walk-in shower, dual vanities, and a spacious custom closet. Two additional guest suites with walk-in closets and en suite baths lend comfort and privacy. A versatile study with its own walk-in closet provides flexibility as a home office, library, or additional bedroom. Enhancing the property’s versatility, a detached casita offers an additional 600 square feet with a private bath and kitchenette—perfect for extended family, long-term guests, or multigenerational living. Outdoor living takes center stage in this estate, with a heated saltwater pool featuring a sun shelf, fiber optic lighting, and an integrated spa. The expansive screened lanai with summer kitchen, outdoor dining, and multiple lounge areas creates a seamless indoor-outdoor lifestyle. Mature landscaping, irrigation system, and private fencing further enhance the serene setting. Additional features include a four-car garage with carport parking, golf cart and RV accommodations, storm protection, whole-house water filtration and reverse osmosis systems, and energy-efficient design throughout. Beyond the property, residents of The Forest at Hi Hat Ranch enjoy the rare combination of seclusion and convenience. Just minutes from downtown Sarasota, world-class beaches, fine dining, golf, and cultural venues, this estate provides both privacy and access to everything that makes Sarasota one of Florida’s most desirable destinations. 10808 Leafwing Drive is more than a residence—it is an estate of distinction that offers timeless craftsmanship, luxurious amenities, and an unparalleled Florida lifestyle.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
343 LONDONDERRY DR, SARASOTA, FL 34240
$525,000243 Days on yellowkey MLS ID: A4666644
0 Days Off yellowkey (back on 5/10/2026)
REDUCED by $14,000 (2.6%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1946 Built: 2000Monthly Fee: $310 Tax: $5,926 (2024)Community: Tatum RidgeSingle Family
Taxes:$5,926
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Nestled within a secure, gated community, this beautifully updated, 3-bedroom, 2-bathroom residence offers the perfect blend of luxury and tranquility. Enjoy the assurance of a brand-new roof, complete with a 20-year warranty, as well as a 7-year warranty on the exterior painting completed 10/10/2025. Interior wood shutters adorn the front windows, adding a touch of classic curb appeal. The moment you enter, you'll be greeted by an open and airy living space, with stylish tile flooring throughout the main areas that flows seamlessly into the elegant, formal dining area. Just off the dining room, a large sitting area provides an ideal spot for relaxation , entertaining or a home office. The heart of the home is the chef-inspired kitchen, boasting upgraded cabinetry, gleaming granite countertops, and a double oven. All appliances are included even the fridge in the garage ,making this home a truly turn-key. Bedrooms are finished with warm hardwood flooring, while seven ceiling fans throughout the home provide comfort and air circulation. Custom window treatments and curtains add a touch of sophistication. Step outside to your private maintenance free yard where a stunning oversized paver lanai and a refreshing pool create a true outdoor oasis for endless entertainment and relaxation. Most furnishings are also available for purchase, offering a seamless transition into your new home.
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Barbara Williams (941-266-6701)
144 GARDEN LN, SARASOTA, FL 34242
$815,00063 Days on yellowkey MLS ID: A4687753
REDUCED by $60,000 (6.9%) on 04/30/2026
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1702 Built: 1956 Tax: $11,003 (2025)Community: Siesta Rev OfSingle Family
Taxes:$11,003
Remarks: Exceptional opportunity on the highly sought-after North end of Siesta Key, just steps from Shell Beach. This property offers a prime location less than a block to the Gulf, with convenient access on and off the island via the North bridge. Located only 3 miles to Siesta Key’s world-renowned Main Beach, and under 15 minutes to the vibrant dining, shopping, and cultural scene of downtown Sarasota. The existing structure sustained significant hurricane damage and has been remediated, presenting a unique opportunity for a full renovation or redevelopment. Due to current FEMA guidelines, the property is best suited for a comprehensive remodel bringing the home up to current code, or as a teardown to maximize the full potential of the lot. Zoned RSF2 with weekly rentals permitted, this property is ideal for those looking to create a luxury coastal retreat, a high-performing income-producing vacation rental, or both. The unbeatable location places you in the heart of Siesta Key’s laid-back yet vibrant beach lifestyle, surrounded by world-class beaches, boating, dining, and entertainment. Whether you envision building your dream home or capitalizing on strong rental demand, this is a rare chance to secure a premier lot in one of Sarasota’s most desirable coastal neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Shane O'Neill (949-230-2616)
3018 BROWNING ST, SARASOTA, FL 34237
$649,00095 Days on yellowkey MLS ID: A4684131
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1344 Built: 1958 Tax: $7,071 (2025)Community: Bellevue TerraceSingle Family
Taxes:$7,071
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Versatile pool home in a prime central Sarasota location — ideal for both full-time living and income potential. This 3-bedroom, 2-bath residence offers a rare blend of character, functionality, and opportunity. The south-facing heated saltwater pool and private, landscaped backyard create a true Florida outdoor lifestyle setting with excellent sun exposure and year-round enjoyment. A screened lanai expands the living space and provides the perfect transition between indoor and outdoor entertaining. Inside, the home features a comfortable, well-designed layout with a spacious primary suite and two additional bedrooms suited for family, guests, or a home office. The distinctive design elements give the property personality and presence, while the practical floor plan supports everyday living. Located just minutes to Downtown Sarasota, Pinecraft, Siesta Key, Lido Beach, UTC shopping and dining, golf courses, and SRQ Airport, this home offers both lifestyle convenience and strong rental appeal in one of Sarasota’s most accessible areas. Whether you’re looking for a primary residence, seasonal retreat, or investment opportunity, 3018 Browning St delivers flexibility, location, and long-term potential.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
5521 BLUE WATER BLVD, SARASOTA, FL 34238
$1,095,00060 Days on yellowkey MLS ID: A4687351
REDUCED by $54,000 (4.7%) on 04/29/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2632 Built: 2023Monthly Fee: $396 Tax: $8,838 (2025)Community: Sunrise PreserveSpa: YesSingle Family
Taxes:$8,838
Elementary School: Ashton Elementary
Remarks: An Elegant Gem best describes this meticulously maintained home in the popular, newer gated community of Sunrise Preserve, with no CDD and low HOA fees. Perfectly situated on a wide lakefront lot near the front of the community close to the Resort Style Clubhouse. All IMPACT WINDOWS and DOORS. This highly sought-after Jubilee Model has 4 large Bedrooms, 3 full baths, and 8 ft doors. The Inviting Front Porch leads you into a stunning residence featuring custom millwork, tray ceilings, crown moldings and Level 5 neutral tile floors. High-end window treatments including white plantation shutters and 8 ceiling fans. A chef-inspired gourmet kitchen boasts white cabinetry with glass doors and soft close drawers, an oversized quartz island, and undermount lighting in addition to upper cabinet lighting. Upgraded stainless steel appliances including a Bosch Refrigerator, gas cooktop and a generous pantry. A spacious owner’s retreat exudes comfort and sophistication. The en-suite bath features dual vanities, quartz counters, a large walk-in shower with frameless glass, and an expansive walk-in closet. 3 additional bedrooms and 2 baths are located on the opposite side of the house. Step outside to the enclosed, pavered lakefront lanai with panoramic seamless screening to enjoy sweeping water and nature views year-round, along with a fully equipped, brand new outdoor kitchen with gas grill, sink and refrigerator. Hurricane-Rated Roll Down Power shades protects the lanai. The 3-car garage has epoxy flooring, a sink, and a tankless hot water heater. Residents enjoy a resort style lifestyle with a stunning clubhouse and bar lounge, state of the art fitness center, yoga studio, heated pool & spa, pickleball, tennis, bocce ball courts, as well as inviting social spaces. Professional landscaping is included in the low HOA fee. Most furnishings are available for purchase via a separate contract.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Scott Rickards, Pa (941-356-7040)
4891 PEREGRINE PT E, SARASOTA, FL 34231
$1,650,00056 Days on yellowkey MLS ID: A4688143
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3843 Built: 1983Monthly Fee: $29 Tax: $7,611 (2025)Community: The LandingsSingle Family
Taxes:$7,611
Remarks: Tucked within the winding, tree-lined streets of one of Sarasota's most coveted west of trail communities, this architectural gem offers a rare opportunity to own a signature custom home in The Landings. With over 3,800 square feet of living space, four bedrooms, four full baths, and a powder room, this 1983 residence is the epitome of elevated design - where bold architectural character meets serene, sanctuary-style living. Soaring vaulted ceilings and dramatic spiral stairwells set the tone from the moment you enter. An elevated library nook invites quiet retreat, while custom stained glass windows cast beautifully filtered light throughout the day. A dedicated meditation space adds a dimension of wellness rarely found in residential design - your own private escape to find balance and calm. The outdoor living experience has been thoughtfully reimagined. A resurfaced private pool anchors the expansive lanai, now complemented by a generous outdoor kitchen ideal for entertaining or simply savoring the Florida lifestyle in style. Life at The Landings extends well beyond your front door. Winding roads shaded by mature canopy trees, neighborhood lakes, parks, and nature trails create an idyllic backdrop for morning walks, cycling, and quiet reflection. Residents enjoy direct access to Roberts Bay, and the community's optional Racquet Club offers swimming, tennis, and lessons just a short bike ride away — a lifestyle as active or as tranquil as you choose. This is more than a home. It is a retreat, a statement, and a community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
4060 WEBBER ST, SARASOTA, FL 34232
$349,00040 Days on yellowkey MLS ID: A4691042
REDUCED by $11,000 (3.1%) on 05/13/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1546 Built: 1960 Tax: $3,916 (2025)Community: Southern ViewSpa: NoSingle Family
Taxes:$3,916
Elementary School: Brentwood Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to 4060 Webber Street—an ideally located Sarasota home offering convenience, flexibility, and access to some of the area’s most sought-after outdoor amenities. Just moments from the Legacy Trail, the Sarasota Springs Trailhead, Downtown Sarasota, UTC, and world renowned beaches. This property is perfect for those looking to enjoy all that the Florida lifestyle has to offer. The home features a comfortable layout with inviting living spaces and plenty of natural light, enhanced by luxury vinyl plank flooring throughout the main living areas and primary bedroom for a clean, modern feel. The living room is anchored by a cozy wood-burning fireplace, creating a warm focal point for relaxing or entertaining. The spacious, open kitchen offers ample room for cooking, gathering, and hosting, making it the true heart of the home. The property features a fully fenced yard with a double gate on the side, providing direct access to a concrete pad—ideal for storing a boat, trailer, or additional vehicles. With no HOA restrictions, you’ll enjoy the freedom to make the most of your property without added limitations—whether for personal use or investment purposes. Located just a short drive to Siesta Key, downtown Sarasota, shopping, dining, and major roadways, this home combines accessibility with lifestyle appeal. Don’t miss this opportunity to own a versatile property in a prime central Sarasota location
Listing Agent: Derek Robbins (941-356-4906)
455 S SHORE DR, SARASOTA, FL 34234
$1,100,00067 Days on yellowkey MLS ID: A4687114
REDUCED by $50,000 (4.3%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2047 Built: 1957 Tax: $4,696 (2025)Community: Sapphire Shores ResubSingle Family
Taxes:$4,696
Remarks: An exceptional opportunity to own a true piece of architectural history in the heart of Sarasota’s Sapphire Shores community. This classic mid-century ranch was designed by the Zimmermans - renowned members of the Sarasota School of Architecture and significantly renovated by Robert Schennum whose work traces directly back to Taliesen and the legendary Frank Lloyd Wright school. This creates a rare pedigree that design enthusiasts and collectors will immediately recognize. Set on an oversized lot just steps from a serene bayfront park, this three-bedroom, two-bath residence embodies timeless principles with clean lines, an abundance of natural light, long sight lines, huge picturesque windows bringing the "outside in" and thoughtful spatial flow. Every detail reflects the integrity of its original design, while the home has been meticulously maintained to preserve its character and ensure modern comfort. Unique features include the great room with a soaring ceiling and clerestory windows, the use of grade A clear cypress for accent walls, built in, glass door cabinetry and terrazzo flooring (under carpet) with “mother of pearl” highlights which will sparkle like diamonds if you choose to refinish. There is a spacious 2 car garage with room for a workshop and a large indoor utility room some will call “studio space” as it is currently used to house a number of original canvases painted by the previous owner. The Florida Room opens to a beautifully landscaped and spacious backyard with a shaded gazebo perfect for al-fresco dining or simply enjoying time in the garden. You’ll find plenty of room for a pool if you choose to add. Sapphire Shores is adjacent to some of Sarasota’s most cherished institutions including the John and Mable Ringling Museum of Art and the Asolo Theater of Performing Arts which is home to Florida Studio Theater and the Sarasota Ballet. Live here and you are just two miles north of downtown Sarasota, moments from world-class dining, arts, and shopping. And just a short drive over the Ringling Bridge lands you in St. Armands Circle and the beaches of Lido and Longboat Key. Architecturally significant homes of this caliber and condition rarely come to market. Whether you're a discerning homeowner or a collector of design, this is a legacy property that transcends trends and stands as a lasting investment in both lifestyle and history.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Jennings (941-650-7354)
1929 PAR PL, SARASOTA, FL 34240
$439,00032 Days on yellowkey MLS ID: A4690285
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 1974 Tax: $3,599 (2025)Community: Sarasota Golf Club Colony 4Single Family
Taxes:$3,599
Remarks: Tucked away in the heart of Sarasota, this home offers the rare feeling of peaceful country living without giving up the convenience of being close to everything. Set on a spacious 1/3-acre lot with Old Florida mature landscaping, there’s room here to breathe, unwind, and truly feel at home. Inside, you’ll find over 2,000 square feet of thoughtfully designed living space, with a split-bedroom layout that gives everyone their own sense of privacy. The open floor plan flows naturally, making it easy to gather with family or host friends. A cozy den with a built-in desk and Murphy bed adds flexibility—perfect for a home office, guest space, or both. Step outside and it only gets better. The backyard is made for Florida living, featuring a spacious lanai and a generous 15ft x 32ft pool—ideal for laps, weekend fun, or simply relaxing in the sun. This home has also been well cared for with major updates already done for you, including a new roof (2025), hurricane impact windows, a 2023 AC system, and a hurricane-rated garage door. The oversized two-car garage offers plenty of extra storage for bikes, tools, or beach gear. All of this, just minutes from I-75, great local dining, and top-rated schools—giving you the perfect balance of privacy and accessibility.
Listing Agent: Brett Keyser, Jr (941-957-8425)
2070 59TH ST, SARASOTA, FL 34243
$659,00034 Days on yellowkey MLS ID: A4691713
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1745 Built: 1984 Tax: $6,039 (2025)Community: Desoto AcresSingle Family
Taxes:$6,039
Remarks: Tucked away on 2.15 private acres in the heart of DeSoto Acres, this One-of-a-Kind 3-bedroom, 3-bath property captures the essence of “Country Estates in the Heart of Town.” Spanning more than 850 acres of 2+ acre homesites, DeSoto Acres—renamed in 1945—remains Sarasota County’s largest RE-1 low-density community, celebrated for its rustic charm, canopy roads, and equestrian-friendly lifestyle just minutes from city conveniences. This inviting home offers exceptional versatility, making it an ideal primary residence, investment opportunity, or income-producing rental. Step inside to a welcoming, light-filled Florida sunroom that flows seamlessly into a screened patio—perfect for enjoying peaceful mornings and breezy evenings surrounded by nature. The thoughtfully designed layout includes a spacious primary suite with an en suite bathroom, large walk-in closet and a slider door that provides access to the tranquil side yard. A guest bedroom features a bonus den with direct access to a screened rear porch—an ideal retreat overlooking the shady, tree-filled preserve where birdsong and natural beauty abound. Adding even more value is a private 1-bedroom, 1-bath apartment with a kitchenette and separate entrance (completed in 2024), offering excellent potential for rental income, guest accommodations, or multigenerational living. The cozy main living area is anchored by a striking rock hearth fireplace and complemented by a Vermont Castings wood-burning stove, creating a warm and welcoming atmosphere. Recent upgrades include impact entry doors and a newer hot water heater for added peace of mind. Practical features abound with a 2-car carport, an attached 2.5-car garage, and ample storage space. Outdoors, the expansive property truly shines—featuring a 20' x 10' livestock corral ready for chickens, mini cows, or even a horse. With no deed restrictions, you’ll enjoy unmatched freedom, privacy, and the flexibility to create your own country lifestyle. This is a rare opportunity to own a slice of Old Florida charm with room to grow, invest, and live freely—all in a highly sought-after Sarasota location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Heather Gehan (941-893-0213)
5151 SAINT ALBANS AVE, SARASOTA, FL 34242
$1,095,000244 Days on yellowkey MLS ID: A4666929
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2314 Built: 1963 Tax: $8,056 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$8,056
Remarks: Under contract-accepting backup offers. Charming Coastal Oasis in the Heart of Siesta Key Nestled on a serene, tree-lined property, this inviting 4-bedroom, 3.5-bath beach-style home offers the perfect blend of tranquility, charm, and central location. Step into a spacious, light-filled living area with an open kitchen layout—ideal for hosting friends and making family memories. Freshly updated with new paint, gleaming quartz countertops, and stainless steel appliances, this move-in-ready home is designed for easy, coastal living. The open floor plan includes a spacious upstairs primary suite with French doors leading to a private balcony—your own quiet retreat. Three additional guest bedrooms are thoughtfully located on the first floor, including a separate guest suite with its own private entrance, offering comfort and flexibility. Step outside into your private backyard oasis featuring a beautiful pool and spa, fully enclosed with a lovely paver deck—perfect for relaxing, entertaining, or enjoying sunny Florida days in peace and privacy. There's still plenty of yard space to garden or play. Slip on your sandals for a short stroll to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor, or bike to the charming Siesta Key Village with its eclectic mix of shops, restaurants, and entertainment. Don’t miss this peaceful, spacious retreat—your own slice of paradise on Siesta Key.
Listing Agent: Dianne Anderson (941-350-3513)
16418 WINBURN DR, SARASOTA, FL 34240
$735,000132 Days on yellowkey MLS ID: A4679086
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1404 Built: 1983Monthly Fee: $63 Tax: $7,071 (2025)Community: Rainbow Ranch AcresSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to a place where life slows down and space opens up. Set on 5 peaceful acres, this Sarasota farmette offers the rare freedom to live intentionally—no CDD fees, no restrictions on farm animals, and room to create your own homestead lifestyle. Begin your mornings on the wraparound porch, soaking in the quiet, open surroundings and natural beauty. Inside, the home blends modern comfort with farmhouse charm, featuring luxury vinyl plank flooring throughout and a custom accent entertainment wall that creates a warm, stylish focal point for gathering and relaxing. A water softening system adds everyday convenience and comfort. The property includes a main residence plus two detached garages, all with running electric and brand-new roofs installed in 2024—ideal for workshops, storage, equipment, or creative spaces that support a true farmette way of life. Outside, the land invites endless possibilities—gardens, animals, trails, or simply wide-open space to enjoy. Despite the serene setting, you’re a quick drive from Siesta Key’s world-famous beaches and University Town Center for premier shopping, dining, and entertainment, offering the perfect balance between country living and modern convenience. This is more than a home—it’s a lifestyle. A place to grow, gather, and live freely. If you’ve been dreaming of a Sarasota farmette where you can make the space truly your own, this property is ready to welcome you home. Please ask about our preferred lender incentives to help YOU save even more on this wonderful home.
Listing Agent: Dylan Lach (952-649-8324)
3550 SARASOTA GOLF CLUB BLVD, SARASOTA, FL 34240
$4,500,000192 Days on yellowkey MLS ID: N6141577
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 9018 Built: 2004 Tax: $24,425 (2024)Community: Palmer Farms 3RdSpa: YesSingle Family
Taxes:$24,425
Remarks: Set behind a private gated entrance and approached by a sweeping drive that curves around the front pond, this 5.6-acre Sarasota estate offers privacy, size and distinction, along with a long list of high-end improvements. upgrades include a 2025 roof, brand-new whole-home generator, comprehensive smart-home systems, a new pool deck with pavers and turf, 4-hole putting green, new outdoor kitchen, refreshed irrigation well (2024), reverse-osmosis well system, 5 AC units, 2 gas tankless water heaters, 2 in-ground propane tanks, 500 Gallon RO Tank, a 1450 aeroator tank, and refined interior details such as Venetian plaster walls and custom cherry wood in-lay flooring in the game room loft area. The result is a property that feels both luxurious and exceptionally well cared for. Beyond the upgrades, the home offers more than enough space for large-scale living and entertaining. The main living areas are anchored by a 24-foot high ceiling in the great room, a dedicated theater room, and an expansive game room/loft area with full bar, balcony, and additional loft space. Smart-home features include a phone-controlled gate system, whole-property cameras, Sonos audio, smart garage access, and an integrated alarm system. The primary suite occupies its own wing, designed with two oversized walk-in closets, a private exercise room with sauna, and a spa-like bathroom featuring a jacuzzi tub, dual sinks, and a large shower with double heads and body sprays. Four additional en-suite bedrooms include features such as private balconies, outdoor entrances, oversized closets, and a convenient laundry chute. Each bedroom offers generous square footage, giving guests or family members plenty of room to spread out comfortably. Two additional flex rooms offer options for an office, studio, homework area, or additional sleeping space. The kitchen is equipped with GE Monogram built-ins, a Bosch espresso machine, wine cooler, mini fridge, two sinks, and an adjacent formal dining room. Additional interior features include a 3-car garage with specialty flooring and storage systems plus an EV Charger, a dedicated dog spa room, homework/craft/sewing room, separate fenced run, extensive cabinet storage, two staircases, and a spacious laundry room with desk nook. Outdoor living has been fully modernized with a redesigned pool area, electric and gas heaters, pool bath and changing area, and outdoor shower. The property also offers the rare ability to add two additional structures, along with a scenic pond, mature landscaping, and abundant wildlife. Location is another standout feature. While the estate feels tucked away and exceptionally private, it sits just minutes from I-75, offering quick access to the greater Sarasota region. Downtown Sarasota is an easy drive at roughly 10–12 miles, Siesta Key Beach is about 15 miles away, and travel is convenient with SRQ Airport approximately 15–20 miles and Tampa International Airport about 55–60 miles from the propertyThis blend of privacy, acreage, and proximity to everything is truly rare—allowing you to feel worlds away while staying connected to the best of Sarasota. Call for a private tour today.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Michelle Hupp (941-773-5464)
3707 SHARONDALE DR, SARASOTA, FL 34232
$279,00024 Days on yellowkey MLS ID: TB8506907
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1213 Built: 1966 Tax: $2,190 (2025)Community: Ridgewood Estates Add 06 Resub 01Single Family
Taxes:$2,190
Remarks: Under contract-accepting backup offers. Great opportunity for the handy homeowner or Investor! Very spacious 3BR/2BA home with huge Florida room that can be easily converted to a 4th bedroom. Great layout. Oversized 1 car garage with built-in shelving and work area. Solid block construction. Roof and the long driveway are in great shape. X flood zone. Large fenced in back yard. No expensive patio slider doors to replace. Great central location with strong demand. Little to no updated homes available in the area. Close to downtown Sarasota, restaurants, and Siesta Beach. The property is being sold strictly as-is and requires updates.
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Dariusz Nowak (847-738-9697)
8083 WATERBEND TRL, SARASOTA, FL 34240
$1,849,000133 Days on yellowkey MLS ID: A4678845
REDUCED by $50,000 (2.6%) on 05/13/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2850 Built: 2020Monthly Fee: $408 Tax: $12,784 (2025)Community: Lakehouse Cove/Waterside Ph 2Single Family
Taxes:$12,784
Remarks: Nestled in the heart of the prestigious Lakehouse Cove community, this extraordinary home redefines Florida luxury living with its unparalleled blend of elegance, seclusion, and natural beauty. Sitting on the largest lot in Lakehouse Cove, this property offers an unmatched sense of privacy, with a 35-foot buffer on one side and 50 feet on the other. Adding to its exclusivity, the home boasts 2000 feet of uninterrupted long lake views, with nothing but serene waters and spectacular sunrises & sunsets as your backdrop—no neighbors in sight. This South-facing gem is designed to soak in the Florida sunshine, filling every corner with warm, natural light. Inside, the*open Outrigger floor plan is thoughtfully crafted, featuring a split-bedroom layout for ultimate privacy. The expansive chef’s kitchen impresses with two-tone countertops, a gas stove, and abundant storage, making it as functional as it is beautiful. Elegant details like tray ceilings, plantation shutters, and impact-rated windows and sliding doors add sophistication and peace of mind. Step outside, and you’ll find an entertainer’s dream. The frameless screened patio offers unobstructed views of the shimmering lake, while the heated saltwater pool and summer kitchen set the stage for unforgettable gatherings. The custom landscaped yard and spacious covered patio create a tranquil outdoor haven, and the cozy front patio overlooking a serene wildlife preserve adds even more charm. Practical upgrades abound here: an extended garage for extra convenience, additional cabinetry for effortless organization, and the removal of interior columns to create an open, airy flow. Every detail has been meticulously designed for comfort, style, and a seamless indoor-outdoor lifestyle. Purchasing this home with all its premium upgrades and this prime lot directly from the builder would cost over $2.5 million, if available. Why wait or pay more? This stunning, move-in-ready home is a rare opportunity to own the best of Lakehouse Cove today. Furniture included in the sale
Listing Agent: Pierre Shaheen (954-907-7648)
6568 BIG BAYOU DR, SARASOTA, FL 34241
$599,990265 Days on yellowkey MLS ID: A4664560
REDUCED by $8,000 (1.3%) on 05/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2064 Built: 2025Monthly Fee: $330 Tax: $1,276 (2024)Community: Grand Park Phase 2Single Family
Taxes:$1,276
Remarks: Under Construction. Competitively priced, this stunning White Star farmhouse-style home in Grand Park offers the perfect blend of comfort and design. The north-facing backyard keeps the home cool while providing sunshine on the lanai, which includes a gas hook-up for grilling. Tall privacy hedges line the paved walking trail just beyond the backyard, creating a peaceful, custom-landscaped feel. Enjoy quick, walking-distance access to the Grand Park clubhouse and community amenities directly from the trail. Interior highlights include impact glass windows, 8-foot interior doors, a double-door den, walk-in pantry, recessed ceilings, wood cabinetry, quartz countertops, and wood-look tile flooring throughout. This home combines high-quality finishes, energy efficiency, and a desirable location—all at a great value in Grand Park.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
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