Location: Sarasota
Do Not Show Listings
5278 FAR OAK CIR, SARASOTA, FL 34238
$649,000101 Days on yellowkey MLS ID: A4675507
2 Days Off yellowkey (back on 4/5/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2254 Built: 1997Monthly Fee: $275 Tax: $4,326 (2025)Community: Turtle Rock Prcl A-2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,326
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located behind the gates of the highly sought-after community of Turtle Rock in Palmer Ranch, this impeccably maintained, Lee Wetherington built, 4bedroom plus 3 full bath residence offers timeless design, thoughtful upgrades, and exceptional privacy throughout. MOVE-IN-READY with fresh interior paint, new carpet, and a stunning barrel tile roof replaced in 2018, the home is enhanced with an updated landscaping package and an elegant all-paver driveway and walkway leading to stately double-entry doors. Inside you will enjoy a smart split floor plan providing privacy for family members and guests alike, enhanced by subtle architectural details throughout the home. Features such as crown molding, plantation shutters on every window, and abundant natural light create a warm and inviting atmosphere throughout. Designed for both everyday living and effortless entertaining, the kitchen features a sunny breakfast nook with built-in seating and stainless-steel appliances, including a natural gas range—a valuable feature as Turtle Rock is a natural gas community. The spacious primary suite is a serene private retreat with direct lanai access, three generously sized closets, a built-in window seat and a well-appointed bath complete with walk-in shower, jacuzzi tub and dual vanities. Guest accommodations are equally inviting: two guest bedrooms share a nicely updated guest shower, while the fourth bedroom functions beautifully as a guest suite or office, offering a full bath and private access to the outdoor living space. The outdoor living area features a custom-built saltwater pool and spa with a pavered deck, all enclosed within a large, exceptionally private screened lanai and pool cage—ideal for relaxing, dining, or entertaining in a tranquil Florida setting. Additional home improvements include hurricane window panel protection throughout, new Wi-Fi-enabled hurricane-rated garage door, central vacuum system, newly installed fivezone irrigation system, and underground backflow preventer. Turtle Rock is known for its mature landscaping, scenic lakes, and resort-style amenities, including a heated community pool, clubhouse, tennis and pickleball courts, basketball, playground, and miles of scenic walking trails and biking paths. This prime location is ideally located just minutes from world-famous Siesta Key Beach, the Legacy Trail, excellent shopping and dining, top-rated schools, and the recently updated YMCA making this home an exceptional opportunity to enjoy the very best of the Florida lifestyle. Make an appointment today for your private showing before it's too late.
Listing is courtesy of: CP REALTY INTERNATIONAL (941-685-8441)
Listing Agent: Claude Pierre (941-685-8441)
3233 TEAL AVE, SARASOTA, FL 34232
$417,900138 Days on yellowkey MLS ID: N6141825
0 Days Off yellowkey (back on 4/5/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1284 Built: 1973 Tax: $4,614 (2024)Community: Sarasota SpgsSingle Family
Taxes:$4,614
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. Nestled in a prime Sarasota location just minutes from Siesta Key Beach, downtown dining, shopping, and local parks, 3233 Teal Ave is a beautifully updated 2/2/2 home with a resort-style backyard built for relaxation and entertaining. The stunning 12x24 saltwater pool (2022) features a sundeck, PebbleTec finish, and solar heat, complemented by a spacious concrete patio (2024) and freshly resurfaced pool deck (2025). Inside, you’ll find modern upgrades throughout, including sliding glass doors with power blinds (2022), recent interior paint, wallpaper, and molding (2025), and a kitchen remodel boasting Corian countertops, new LG appliances, updated fixtures, and a recessed bar with built-in fridge (2023). The home also offers a master bath with granite countertops (2019), a fully remodeled second bathroom (2025), and added comfort with updated attic insulation (2020). Exterior enhancements include an 8-ft privacy fence (2024), new exterior paint (2023), and refreshed front landscaping (2025). Two backyard sheds and some outdoor furniture may remain to help sweeten the deal—making this home truly move-in ready and perfectly situated to enjoy everything in Sarasota.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Brittany Provencher (941-716-0430)
8215 COUNTRY OAKS CT, SARASOTA, FL 34243
$399,00077 Days on yellowkey MLS ID: A4681462
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1953 Built: 1984Monthly Fee: $30 Tax: $3,777 (2024)Community: Country Oaks Ph ISingle Family
Taxes:$3,777
Remarks: Under contract-accepting backup offers. PRICED $61,000 BELOW RECENT APPRAISAL for instant value! This well-maintained home offers the perfect blend of comfort, updates, and location. Tucked away with a quiet, private, fully fenced backyard and mature landscaping, you’ll enjoy a peaceful outdoor setting ideal for relaxing, pets, or entertaining. Major updates give peace of mind, including a 2020 roof, brand new 2026 water heater, 2018 HVAC system with a transferable warranty (2 years remaining), and a new garage door (2023). Inside, the home feels fresh and move-in ready with brand-new carpet and interior paint (2025). On top of important updates, sellers are also offering a home warranty to next owner! Need extra storage? A 2022 shed provides the perfect space for tools, hobbies, or outdoor gear. There is also an attic above the garage. Located in a community with low HOA fees and NO CDD. The VERY low fee covers the community pool, recreation center, and tennis courts. Easy access to the beautiful Conservatory Park, approximately 4 miles to University Town Center, 10 miles to Lido Key Beach, and 12 miles to world-famous Siesta Key Beach. Shopping, dining, and Gulf Coast living are all within easy reach.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Jennifer Salome (502-767-2741)
4129 CASCINA WAY, SARASOTA, FL 34238
$650,00023 Days on yellowkey MLS ID: A4688465
1 Days Off yellowkey (back on 4/5/2026)
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1955 Built: 2017Monthly Fee: $532 Tax: $8,011 (2025)Community: Cobblestone/Palmer Ranch Ph 1Single Family
Taxes:$8,011
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. TURNKEY FURNISHED! This "Piceno" model home was custom built by Taylor Morrison Homes, and has over $160k in upgrades. The home sits on a premium lot, just a short walk from the Amenities center and pool. The outdoor patio has the largest extension that the builder offered, and still has plenty of room for a pool. Interior upgrades include: premium fixtures, 20’’ floor tile throughout, 10’ tall ceilings, 8’ tall doors, crown molding, GE Monogram appliances, and high end glazed cabinets and quartz countertops for the gourmet builtin kitchen. The home also features a 34 foot long tandem garage. There is a whole house water softener system as well as a radiant barrier in the attic making your electric bill as efficient as possible. The primary suite offers dual closets, soaking tub, glass-enclosed shower, dual vanities, and tile finishes. The wavered driveway was extended 3 feet making parking much easier. Cobblestone is located in Palmer Ranch, amenities include: Clubhouse, fitness center, pickleball, bocce ball, gated, and maintenance free. This location is less than 0.5 miles to the Legacy Bike Trail, 8 miles to Siesta Key, 11 miles to downtown Sarasota.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Matt Leicht (941-356-5377)
5424 AMERICA DR, SARASOTA, FL 34231
$1,495,00092 Days on yellowkey MLS ID: A4679427
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1706 Built: 1983 Tax: $14,691 (2025)Community: Phillippi Gardens 08Single Family
Taxes:$14,691
Elementary School: Phillippi Shores Elementary
Remarks: One or more photo(s) has been virtually staged. "Welcome to your waterfront oasis! This property has never flooded!! Nestled on a quiet cul-de-sac street, this stunning three-bedroom, three-bath home in Sarasota offers a pool and direct access to the Intracoastal Waterway via Phillipi Creek. Located on, world famous, Coquina Island, it remained safe from flooding during recent hurricanes and provides a protected, scenic view. Enjoy peace of mind with a new roof, the charm of a paver-brick driveway, a pool overlooking the river and a freshly painted exterior. With amazing views from your waterfront retreat, every day feels like a vacation. Plus, you’re just a five-minute drive to the world-renowned Siesta Key Beach. A listing at this price won’t be around long—please call the listing agent to set up your private showing!"
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Bradley Kayser (941-809-7396)
10808 LEAFWING DR, SARASOTA, FL 34241
$2,650,000232 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 RanchSingle Family
Taxes:$21,698
Elementary School: Lakeview Elementary
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)
2414 VACCARO DR, SARASOTA, FL 34231
$983,000107 Days on yellowkey MLS ID: A4677299
REDUCED by $57,000 (5.5%) on 04/04/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2014Monthly Fee: $570 Tax: $6,350 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,350
Middle School: Brookside Middle
Remarks: NEW PRICE Best Value in the Neighborhood. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
1039 23RD ST, SARASOTA, FL 34234
$675,00040 Days on yellowkey MLS ID: A4686390
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1951 Tax: $7,175 (2025)Community: Sylvan ShoresSingle Family
Taxes:$7,175
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Completely rebuilt in 2017, this beautifully updated 3-bedroom, 2-bath home offers modern construction and thoughtful design throughout. Major improvements include new plumbing, updated electrical with a new meter, a new AC system with updated ductwork, a metal roof with new trusses, and modern windows for added efficiency and peace of mind. The single-story layout offers 1,513 sq ft of well-designed living space featuring tile flooring throughout, tray ceilings with integrated lighting, and a vaulted ceiling in the living room that creates a bright, open feel. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, ideal for entertaining and everyday living. An 8-foot sliding glass door opens to a covered porch and a large fenced backyard, creating an easy indoor-outdoor lifestyle. The kitchen features sleek countertops, modern cabinetry, and Whirlpool stainless steel appliances with ample counter space and storage. Bedrooms are spacious and filled with natural light. The primary suite includes a modern en-suite bath with dual sinks and a walk-in shower, while both bathrooms feature clean, contemporary finishes. The backyard offers plenty of room to add a pool and create your own private outdoor retreat. No HOA. The home can be sold furnished or unfurnished. Strong investment potential in a favorable short-term rental market, ideal for buyers seeking income opportunities. Conveniently located just minutes from the Ringling Museum, downtown Sarasota, St. Armands Circle, Sarasota-Bradenton International Airport, and the beaches of Lido Key and Longboat Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,290,00043 Days on yellowkey MLS ID: A4685652
REDUCED by $100,000 (4.2%) on 04/02/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1989Monthly Fee: $1,400 Tax: $15,416 (2025)Community: Hamilton ClubSingle Family
Taxes:$15,416
High School: Sarasota High
Remarks: PRICE IMPROVEMENT... Located in the highly sought-after Hamilton Club community on Siesta Key, this beautifully updated 3-bedroom, 3.5-bath residence offers the ideal blend of coastal comfort, boating convenience, and island living. A large screened-in porch overlooking the water provides a peaceful setting to enjoy morning coffee and gentle coastal breezes. Designed for both everyday living and entertaining, the home features a new private elevator, impact windows and doors, and your own private 10,000-lb boat lift with quick access to the water, making it easy to enjoy boating and the surrounding waterways. Each well-appointed bedroom offers its own private en-suite bathroom, providing exceptional privacy for family and guests. The residence has been thoughtfully upgraded with kitchen updates completed in 2023, updated lighting throughout (2023), fully renovated bathrooms (2022–2023), and new wood flooring, creating a fresh, modern aesthetic with timeless coastal appeal. Additional improvements include a new water softener and water pressure pump installed in 2025, enhancing everyday comfort and functionality. The home is offered furnished or unfurnished, allowing buyers the flexibility to move right in or personalize the space to their style. Hamilton Club residents will also enjoy new community landscaping scheduled for this summer, with exterior building painting planned for 2027, both covered within HOA dues for added peace of mind. Ideally located just minutes from Siesta Key’s world-famous beaches, dining, and shopping, this residence offers an exceptional combination of water views, private boating access, modern upgrades, and relaxed island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
1621 BAY POINT CT, SARASOTA, FL 34236
$5,950,00060 Days on yellowkey MLS ID: A4683737
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3645 Built: 2025 Tax: $18,935 (2025)Community: The Mooring At Bay PointeSingle Family
Taxes:$18,935
Elementary School: Southside Elementary
Remarks: Welcome to a new (built in 2025) and extraordinary single-family waterfront home on the serene and beautiful Hudson Bayou - a premier, tranquil location that feels worlds away while reflecting the vibrancy of the city just moments away. This isn’t just a house, it’s your gateway to the very best of downtown living, and perhaps a viable in-town condominium alternative, with generous guest parking, low-maintenance landscape and NO ASSOCIATION DUES. Nestled in one of the city’s most coveted locations, this beautifully designed residence is just steps from the world-renowned Selby Botanical Gardens- where bayfront beauty, exotic orchids, and lush tropical landscapes await. You are also steps away from the vibrant heart of Downtown Sarasota, the serene Bayfront Park for sunset strolls and events and the city’s central marina. Inside you’ll be captivated by the thoughtful design and an ingenious use of space throughout. The main floor features a large and comfortable open floor plan of great room and kitchen, a luxurious primary suite, an en-suite guest bedroom plus an office. The main living area opens to a lovely private patio with plunge pool and spa overlooking garden and water views. Plus your own private boat dock, featuring a 13,000 lb boat lift and 67 feet of waterfront Upstairs 2 generous en-suite bedrooms await with luxuriously designed baths, each with access to an oversized second story terrace. In addition, this level features a large gym with sauna and a second office. Every inch of this home exudes quality and modern luxury: a show-stopping kitchen with top-tier appliances, a large central island perfect for gathering and entertaining, and a cleverly concealed walk-in pantry behind custom cabinet doors that keeps everything beautifully organized and out of sight. From the high-end finishes, to the seamless indoor-outdoor flow, this detail-filled home combines quality, elegance, and functionality with the unbeatable Sarasota lifestyle. It’s where nature, culture, and waterfront living converge right outside your door. Come experience yourself!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
8134 SANTA ROSA CT, SARASOTA, FL 34243
$900,000190 Days on yellowkey MLS ID: A4666633
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3934 Built: 2007Monthly Fee: $200 Tax: $6,786 (2024)Community: Sonoma Ph ISingle Family
Taxes:$6,786
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: This beautifully updated 5-bedroom, 4-bathroom residence has everything you could want and more! Nestled in the heart of Sonoma, this home combines modern luxury with spacious, functional living. *New Paint* *New Flooring* *New Pool Pump" The primary bedroom is conveniently located on the first floor, offering a private retreat with direct access to the caged lanai. Also on the first floor, you’ll find a large kitchen featuring a wet bar, perfect for entertaining, and a spacious dining area, ideal for big gatherings. For added convenience, the laundry room is also located on the main level. The screened-in pool overlooks lush green space, creating the perfect backdrop for enjoying the beautiful Florida lifestyle. Whether you're relaxing in the sun, swimming, or hosting friends and family, this outdoor space is sure to impress. Upstairs, you'll find 3 additional bedrooms, a versatile bonus room, and another living room area, offering plenty of space for everyone to unwind. The 3 car garage has also been freshly epoxied to give it that great custom look, long lasting, low maintenance surface. Sonoma offers a community pool, park, tennis courts and private access to Conservatory Park for walking trails in it’s 50 plus -acre nature preserve. Located off University Parkway west of I-75, minutes from golf, lots of great restaurants, shopping, downtown Sarasota, UTC Mall, beaches, and the Sarasota International airport. This home is the ideal blend of luxury, comfort, and convenience. Don’t miss your chance to own a piece of paradise in Sonoma. Schedule your showing today!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Nick Paape (941-320-2609)
2436 ARAPAHO ST, SARASOTA, FL 34231
$415,000145 Days on yellowkey MLS ID: TB8452475
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 1948 Tax: $4,316 (2024)Community: Jackson HighlandsSingle Family
Taxes:$4,316
Remarks: Recently updated throughout, this 3 bedroom, 2 bath home is move-in ready. The home has been fully renovated, including new flooring and a new roof installed in October 2024. A peaceful serenity in a lush private back yard oasis is accessed by the new impact-glass slider door. A new Trex deck with a sunshade and bistro LED lights for entertaining guests or lounging around the fire pit entices all. When you walk through the front door you see vaulted ceilings, an electric fireplace, and updated flooring. Newer kitchen with shaker cabinets, granite counters, and stainless appliances. A new washer and dryer are steps away in the spacious laundry room. The master bedroom has a new closet organizer for more efficiency and plenty of space for a king-sized bed. The 3rd bedroom with a loft is currently used as an office/library. There is newer central air, as well as a mini-split A/C system upgrade new in 2021. New R-38 insulation was installed in 2021. Detached 22x22 garage with newer garage door. This home has county water as well as sewer, with a well for irrigation. Location is prime—restaurants, shopping, banks, churches, medical, schools, minutes to Siesta Key beaches and downtown Sarasota to enjoy the many cultural events.
Listing is courtesy of: FRIENDS REALTY LLC (813-464-1640)
Listing Agent: Jansel Lozano Vazquez (813-817-4180)
7147 LAGO ST, SARASOTA, FL 34241
$399,900154 Days on yellowkey MLS ID: A4672479
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2056 Built: 1977 Tax: $4,455 (2024)Community: Lake SarasotaSingle Family
Taxes:$4,455
Remarks: Lake Sarasota- Great Opportunity -Move-in Ready Home in Lake Sarasota Includes 4 Bedrooms & 3 Full Bathrooms, Designed w/ a Split Bedroom plan that Offers Privacy & Convenience ~ all within 2056 A/C square feet of living area. This Home's Floor Plan, Provides Room for Guest/In-law or home office, Flex Room w/ separate entrance. Home has Mature Oak Trees & Landscaping, w/ Fenced Back Yard, Covered Carport w/ a Large Paver Driveway. The Primary Bedroom / Bathroom upstairs plus additional walk-in storage space in a walk-in Attic Area. !!!NEW ROOF in 2025!!!Easy access to Lakeview PAW PARK, a Sarasota County Park with amenities including Canoe/Kayak Launch, Dog-Friendly (leash required), Just Across the Street!. Very conveniently located to I-75, and near a variety of restaurants, Sarasota/Tampa airports, the University Town Center mall. Siesta Key Beaches just a short drive away. Come See this Great Home with and Make it Yours!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
4839 GIVENS CT, SARASOTA, FL 34242
$2,750,00054 Days on yellowkey MLS ID: A4683309
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3524 Built: 1994 Tax: $25,564 (2025)Community: Siesta HammockSingle Family
Taxes:$25,564
Remarks: **Rare Siesta Key Estate Compound | 4 Lots | Guest House + Studio | Minutes to Beach & Village** A truly exceptional offering on Siesta Key—this private multi-residence estate spans four combined lots, creating a rare sense of space, flexibility, and opportunity just moments from the world-renowned Siesta Beach and vibrant Siesta Key Village. The main residence features 3 bedrooms and 3.5 baths, thoughtfully designed for comfortable coastal living and effortless entertaining. Complementing the main home, a detached guest house and separate studio apartment provide additional private accommodations—ideal for extended family, visitors, or flexible use as a home office, creative space, or potential income-producing opportunity. Set within a quiet residential enclave, the expansive property offers a level of privacy seldom found on the island. Mature landscaping and generous grounds create a true “compound” feel—perfect for multi-generational living, seasonal retreats, or those seeking room to expand and customize. Whether envisioned as a private coastal retreat, a legacy family property, or a redevelopment opportunity, the possibilities here are unmatched. The oversized parcel presents potential for future expansion or reconfiguration, making this a compelling option for both end-users and investors alike. Located less than a mile from Siesta Key’s powdery soft sand beaches and the dining, shopping, and entertainment of the Village, this property delivers the best of island living—space, privacy, and proximity. **Opportunities like this are exceptionally rare on Siesta Key.**
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Caroline Amory (941-524-0463)
2435 EUGENE ST, SARASOTA, FL 34231
$398,000117 Days on yellowkey MLS ID: A4676302
1 Days Off yellowkey (back on 4/4/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1170 Built: 1959 Tax: $3,021 (2025)Community: Pinehurst Park Rep OfSingle Family
Taxes:$3,021
Remarks: Under contract-accepting backup offers. Significant Price Improvement! Just 4.5 miles from the powdery white sands of Siesta Key Beach, this fully renovated Sarasota retreat delivers the freedom, style, and lifestyle buyers are craving — without HOA restrictions and with monthly rentals allowed. Renovated in 2025, this 2-bedroom, 2-bath block home blends modern design with effortless flow, creating a space that feels both elevated and inviting. The heart of the home is a show-stopping, European-inspired kitchen, thoughtfully designed with high-end cabinetry and a premium appliance package — perfect for casual mornings, entertaining friends, or unwinding after a beach day. The open-concept layout maximizes every inch of the 1,170 sq ft, offering seamless transitions between living, dining, and kitchen spaces. New flooring throughout and a completely updated bathroom add to the fresh, move-in-ready feel. Major upgrades provide peace of mind and long-term value, including: *BRAND NEW ROOF*--- *Hurricane-rated windows and doors*--- *Solid block construction*--- It is also Located in Flood Zone X Step outside to a fully fenced backyard designed for flexibility and Florida living. With room for a pool, a drive-through gate for easy boat or RV storage, an oversized driveway, and a large storage shed, this property offers a level of versatility rarely found this close to the coast. Set in a prime Sarasota location near Gulf Gate Library, popular dining, shopping, and neighborhood favorites — with quick access to Siesta Key, Downtown Sarasota, Downtown Sarasota, and surrounding hotspots — this home checks every box for a primary residence, investor, or lifestyle buyer seeking freedom and upside. Homes this close to Siesta Key with no deed restrictions, modern renovations, rental flexibility, and space for boats or RVs are exceptionally rare. Schedule your private showing today — opportunities like this don’t last.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Julie Shaw (941-408-4760)
8882 BLOOMFIELD BLVD, SARASOTA, FL 34238
$799,000145 Days on yellowkey MLS ID: A4673804
0 Days Off yellowkey (back on 4/2/2026)
REDUCED by $31,000 (3.7%) on 03/31/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2623 Built: 2001Monthly Fee: $302 Tax: $6,029 (2024)Community: Silver OakSingle Family
Taxes:$6,029
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. PRICE JUST IMPROVED! The perfect chance to customize this home to your personal style and build instant equity. Welcome to an exquisite custom residence, gracefully positioned within one of Sarasota’s most prestigious gated enclaves. This sophisticated 4-bedroom home embodies both elegance and livability, offering refined interiors, a flowing open layout, and a resort-worthy outdoor sanctuary. Enter through a stately foyer where soaring ceilings, intricate crown moldings, immediately set the tone for the home’s exceptional craftsmanship. The foyer unfolds into a luminous sitting room an inviting space perfect for intimate gatherings or moments of serene reflection. The expansive main living area showcases lofty ceilings, abundant natural light, and unobstructed views of the sparkling pool, creating an atmosphere of effortless luxury. At the center of the home, the chef’s kitchen boasts custom cabinetry, generous counter space, and a thoughtfully designed layout ideal for both gourmet cooking and effortless entertaining. A split floor plan ensures privacy and comfort, featuring a spacious primary suite as a serene retreat, while three additional bedrooms provide versatility for guests, family, or a sophisticated home office. Step outside to experience the essence of Florida living: a heated, resort-style pool complemented by a soothing jacuzzi, all framed by lush landscaping. The covered lanai offers an idyllic setting for year-round relaxation, creating a private oasis perfect for both tranquil mornings and memorable evenings. Situated on an expansive, oversized lot, the property also includes an impressive 3-car garage ideal for car enthusiasts, additional storage, or future workspace needs. With a newer roof (2022) , newer AC (2020), and a brand-new pool pump, key upgrades (natural gas added ) are already in place allowing discerning buyers the opportunity to infuse their own vision and personal touches into an extraordinary home. Located just minutes from the gorgeous beaches on Siesta Key and Casey Key, downtown Venice, top-ranked schools including the highly acclaimed Pine View School, world-class golf, Costco, Potter Park YMCA, The Legacy Trail plus convenient I-75 access, this residence offers an unparalleled lifestyle in one of Sarasota’s finest communities! Equipped with a whole house generator for uninterrupted power during storms an invaluable upgrade for Florida living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Selina Bacigalupo (941-893-7267)
1759 WALDEMERE ST, SARASOTA, FL 34239
$4,449,999200 Days on yellowkey MLS ID: A4666725
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4513 Built: 2025 Tax: $13,348 (2024)Community: Midwood ManorSingle Family
Taxes:$13,348
Remarks: One or more photo(s) has been virtually staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.
Listing Agent: Rachel Hamrick (941-529-1773)
3013 JENNINGS DR, SARASOTA, FL 34239
$489,000256 Days on yellowkey MLS ID: A4660149
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1364 Built: 1960 Tax: $4,676 (2024)Community: South GateSingle Family
Taxes:$4,676
Remarks: One or more photo(s) has been virtually staged. Priced WELL UNDER APPRAISAL VALUE, this home offers an incredible buyer opportunity in today’s market. This residence, in the highly desirable South Gate neighborhood, comes with up to $8,000 In closing cost credits! Step inside to an inviting open-concept layout where BRAND NEW LVP floors and updated cabinetry create a bright, modern feel. The gourmet kitchen shines with stainless steel appliances, sleek granite countertops, a contrasting tiled backsplash, and rich cabinetry ideal for everyday meals or entertaining friends. The fully fenced backyard provides privacy and plenty of space for outdoor enjoyment. Bring your boat or RV—there’s ample room to store them here! Recent upgrades include LVP Flooring(2026) cabinetry(2026) Primary bathroom(2026) metal roof(2023), AC & Ductwork(2022) Custom closet organizers(2022) plus the home has been fully converted to underground utilities and connected to public water and sewer for peace of mind and lower maintenance. It’s perfect for those seeking room to breathe without the restrictions of an HOA or CDDs. South Gate offers the best of coastal Florida living in a convenient central location. You’re just 4 miles from vibrant downtown Sarasota, 5 miles from world-famous Siesta Key Beach (ranked #1 Beach in the U.S. and #4 in the world), and only 3 miles from Sarasota Memorial Hospital. The Legacy Trail is a quick 2-mile ride away, and excellent schools are nearby. This turnkey, move-in-ready home represents outstanding value. WALK INTO INSTANT EQUITY and schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Tanner Carlson (941-928-9771)
144 GARDEN LN, SARASOTA, FL 34242
$875,00026 Days on yellowkey MLS ID: A4687753
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 and the 50% rule, 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 Agent: Shane O'Neill (949-230-2616)
5201 AVENIDA DEL MARE, SARASOTA, FL 34242
$1,495,00080 Days on yellowkey MLS ID: A4680975
REDUCED by $65,000 (4.2%) on 04/01/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2802 Built: 2008 Tax: $6,145 (2025)Community: Sarasota BeachSingle Family
Taxes:$6,145
Remarks: WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs. The front door entrance invites you into the main level with an easy flow between the living room and the dining room. The gourmet kitchen features wood cabinets, granite countertops, stainless steel appliances and French Door refrigerator. The guest bath, laundry room and bonus room complete the downstairs. The backyard is a fenced, private oasis with a pool surrounded by stone pavers with room for lounge chairs, grill and an outdoor table setting. Mature royal palm trees and smaller palms create a beautiful habitat for birds and other wildlife. The second floor has two comfortable bedrooms, one with a private balcony. A full bath completes this level. The top level offers a spacious Primary Bedroom and En Suite Bathroom retreat with exceptional amenities, a large bathroom with granite countertops, wrap-around walk-in shower, and separate garden tub, with a screened-in balcony overlooking the pool area. The top level is completed by an additional Bedroom with an en suite Bathroom with walk-in shower, linen closet, and granite countertops. Additional features include solar panels (paid in full), a security system, stone paved driveway and walkway, along with an oversized 2 car garage. This open, sunny home is located in a quiet neighborhood at the end of the street and has so many quality features. It is definitely worth a visit.
Listing Agent: Mary Kassen (941-900-9776)
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