Location: Sarasota
Do Not Show Listings
6836 ROXBURY DR, SARASOTA, FL 34231
$539,00072 Days on yellowkey MLS ID: A4686601
REDUCED by $36,000 (6.3%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1969 Tax: $5,635 (2025)Community: Gulf GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,635
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: A fantastic opportunity to own a beautifully updated pool home in Gulf Gate. Featuring 2 bedrooms, 2 bathrooms, a versatile bonus room, and a spacious one-car garage with a circular driveway, this property offers flexibility, comfort, and convenience in one of Sarasota's most established communities. Inside, the open-concept living and dining area is enhanced by tile flooring throughout, creating a bright and inviting atmosphere. The updated kitchen features granite countertops, while both bedrooms offer walk-in closets for ample storage. The bonus room provides additional flexibility and may be ideal for a home office, hobby room, guest space, or other uses depending on a buyer's needs. Significant updates include a 2021 roof, updated ductwork, improved underground plumbing, a new AC system installed in 2024, and a new 200-amp electrical panel completed in 2024. Additional improvements include a full-property irrigation system and landscape lighting with backyard timer controls, both installed in 2024. Step outside to enjoy the fully renovated heated saltwater pool and screened lanai, creating a private outdoor setting ideal for relaxing, entertaining, or enjoying Florida's year-round lifestyle. Currently operating as a successful vacation rental, the property offers an attractive opportunity for both owner-occupants and investors. Rental history is available for review. Ideally located just minutes from Siesta Beach, the Legacy Trail, shopping, dining, Gulf Gate Library, and everyday conveniences, Gulf Gate features sidewalks, streetlights, parks, and convenient access to many of Sarasota's most popular destinations.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
140 COWPEN LN, SARASOTA, FL 34240
$1,450,00056 Days on yellowkey MLS ID: A4691106
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3115 Built: 1984 Tax: $6,269 (2025)Community: Not ApplicableSpa: YesSingle Family
Taxes:$6,269
Elementary School: None
High School: None
Middle School: None
Remarks: You have found your Dream Home built by Jonas Yoder Custom Homes - this is the kind of property that invites you to slow down, spread out, and truly live the Florida lifestyle on your own terms. From the moment you arrive through the gated, double entry driveway there’s a sense of freedom here—no deed restrictions, no limitations, just space to create the life you’ve been imagining. Picture your RV tucked neatly under its own dedicated carport, your boats, trailers, and toys all with room to spare, and wide-open skies above instead of rooftops crowding in. The family room adjacent to the kitchen features a wood burning fireplace, wood planked ceilings, and a wet bar making entertaining easy while preparing a meal in the gourmet kitchen with a large island and newer appliances. At the heart of the property, a barn adds both charm and versatility, complete with an efficiency apartment that’s ready for guests, rental income, or easily converted into a full living space, or bring your horses and reconfigure back to stalls. Whether you’re hosting friends for the season, creating a private retreat, or building out a multi-generational setup, the possibilities feel endless. RV carport is 20 x 40 and has 50 amp service. An expansive lanai with a screened pool and spa, solar panels heat the pool and spa. A 4-ton Rudd AC unit was installed in May 2025, a hardwired security system requires no subscription, septic was replaced 2002. For those who dream of a little more land and a little more freedom, this property welcomes your horses the property is fully fenced, your hobbies, and your vision. There’s room to roam, room to grow, and room to make it entirely your own—something that’s becoming harder to find in Sarasota. While it feels like your own private escape, you’re still just a short drive from everything that makes Sarasota so desirable—beautiful Gulf beaches, dining, shopping, and everyday conveniences. Only 5 miles to I 75. This isn’t just a home—it’s a lifestyle. One where you set the rules, bring what you love, and finally have the space to enjoy it all.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Lynn Bondanza (941-704-2388)
4751 CARRINGTON CIR, SARASOTA, FL 34243
$685,000113 Days on yellowkey MLS ID: A4683772
0 Days Off yellowkey (back on 5/28/2026)
REDUCED by $35,000 (4.9%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 2000Monthly Fee: $96 Tax: $5,300 (2024)Community: Treymore At The Villages Of Palm-Aire 1Spa: NoSingle Family
Taxes:$5,300
Tax Year: 2024
Remarks: Located behind the gates of Treymore at the Villages of Palm Aire, this Arthur Rutenberg-designed residence is positioned on an oversized 0.37-acre homesite, offering privacy, elegance, and timeless design. A 2023 paver driveway and brick walkway lead to glass double entry doors, welcoming you into an open, light-filled floor plan designed for effortless living and gracious entertaining. Luxury vinyl plank flooring (2023) flows throughout the main living areas, creating a cohesive and updated aesthetic. The spacious great room opens through expansive sliding glass doors to a screened lanai featuring a solar-heated pool (2022) and retractable awning — a private outdoor retreat perfect for evening gatherings or quiet mornings by the water. The kitchen is both stylish and functional, appointed with staggered cabinetry, gas range, double ovens, tile backsplash, pendant lighting, and thoughtfully integrated roll-out shelving that enhances organization while maintaining clean design lines. The primary suite offers a serene retreat with dual walk-in closets and a well-appointed bath featuring dual vanities, a walk-in shower, soaking tub, and private water closet. A split-bedroom floor plan ensures comfort and privacy, with two guest bedrooms positioned opposite the primary suite. Recent improvements include washer, dryer, and refrigerator (2025), gas water heater (2025), tile roof (2021), updated A/C system (2019) with ducts cleaned and UV light added (2025), Mylar window and slider film, and a portable gas generator — reflecting consistent pride of ownership. Treymore residents enjoy the security of a gated enclave just moments from optional membership at Palm Aire Golf & Country Club. Offering two championship golf courses, Har-Tru tennis courts, pickleball, fitness facilities, dining, and a vibrant social calendar, Palm Aire delivers a true country club lifestyle without mandatory membership. Conveniently located near UTC Mall, SRQ Airport, downtown Sarasota and Bradenton, and approximately 14 miles to Siesta Key, Lido Key, and Bradenton Beach.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Lisa Kartz (941-587-3602)
3112 SAVOY WAY, SARASOTA, FL 34232
$280,00043 Days on yellowkey MLS ID: A4692681
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1095 Built: 1956 Tax: $3,064 (2025)Community: Sarasota SpgsSingle Family
Taxes:$3,064
Elementary School: Brentwood Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: Short Sale. SHORT SALE-LENDER APPROVAL REQUIRED. Excellent opportunity in a highly desirable Sarasota area! Located in a NON-FLOOD ZONE, this property presents strong value for buyers and investors. Centrally located near shopping, dining, and major roadways. Bring your vision and make this property your own! Multiple offers received. Sellers is looking for strongest price and terms. Please submit highest and best offers.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mayelin Salazar (941-704-5487)
9312 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$715,000150 Days on yellowkey MLS ID: A4678544
REDUCED by $14,000 (1.9%) on 05/28/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2664 Built: 2023Monthly Fee: $251 Tax: $9,815 (2025)Community: Skye Ranch Nbrhd 2Single Family
Taxes:$9,815
Remarks: Fully furnished and move-in ready, this beautifully maintained residence offers a seamless blend of comfort and resort-style living with lots of upgrades. The open-concept floor plan features a well-appointed kitchen, spacious living and dining areas, and thoughtfully designed bedrooms, making it ideal for full-time living, seasonal enjoyment, or investment use. Enjoy access to an impressive array of community amenities, including a resort-style pool, clubhouse, fitness center, sports courts, and scenic walking trails. Conveniently located near shopping, dining, entertainment, and major roadways, this home delivers low-maintenance living with exceptional lifestyle benefits.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Azzarello (941-266-6084)
7606 37TH STREET CIR E, SARASOTA, FL 34243
$280,00059 Days on yellowkey MLS ID: O6397676
1 Days Off yellowkey (back on 5/28/2026)
REDUCED by $19,000 (6.4%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1638 Built: 1988Monthly Fee: $15 Tax: $2,940 (2024)Community: Crescent Lakes Ph 3Spa: NoSingle Family
Taxes:$2,940
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Short Sale. Located in the Crescent Lakes community of Sarasota (Manatee County), this 3-bedroom, 2-bath home offers approximately 1,638 square feet of living space with a two-car garage and a functional single-story layout. The home is situated on a cul-de-sac lot with a peaceful pond view, providing a quiet residential setting. Interior features include an open living area with vaulted ceilings, a kitchen with breakfast bar, and a primary suite with walk-in closet. The property also offers outdoor living space with a screened and covered patio area, along with a storage shed for additional utility. With a low HOA fee and no minimum lease restrictions, this property offers flexibility for both owner-occupants and investors. Conveniently located near shopping, dining, schools, and major roadways throughout the Sarasota and Bradenton areas. The property is located in Flood Zone X. The home appears to be in need of extensive repairs inside, as well as needing a roof replacement. Buyers should verify all information. Agents: Please review all private remarks prior to scheduling a showing.
Listing is courtesy of: KELLER WILLIAMS ELITE REALTY (239-949-8338)
Listing Agent: Jonathon, Pa Mcleod (239-357-8938)
2547 LOMA LINDA ST, SARASOTA, FL 34239
$365,000163 Days on yellowkey MLS ID: TB8456707
REDUCED by $14,990 (3.9%) on 05/28/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 974 Built: 1953 Tax: $3,932 (2024)Community: Rustic LodgeSingle Family
Taxes:$3,932
Remarks: New Price improvement!! Step into this fully remodeled, move-in ready home in the heart of Sarasota! This beautifully updated property features modern finishes throughout, including a new kitchen with contemporary cabinetry, quartz countertops and stainless steel appliances. Renovated bathroom, updated tile flooring, lighting, and fresh interior and exterior paint. Brand new hurricane impact windows and doors, a 2021 architectural shingle roof, 2024 Water heater and updated plumbing, 2017 HVAC fully serviced. The open and functional layout offers excellent natural light and comfortable living spaces, ideal for both full-time residents and investors. Recent upgrades provide peace of mind and low maintenance for years to come. Ample parking space and a large fenced in backyard. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. The property is situated in an area known for strong rental demand and may be suitable for short-term rental use, making it an attractive opportunity for Airbnb or vacation rental income (buyer to verify all local regulations). No HOA. No Flood zone. Prime location. Turnkey condition. A rare opportunity to own a fully renovated home in one of Sarasota’s most desirable areas.
Listing is courtesy of: EVRON & MCCARTHY REALTY LLC (954-248-2396)
Listing Agent: Abi Ochoa (954-632-5965)
4414 LONGFORD DR, SARASOTA, FL 34232
$387,900186 Days on yellowkey MLS ID: A4674882
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 1972 Tax: $3,973 (2024)Community: Sarasota SpgsSpa: NoSingle Family
Taxes:$3,973
Remarks: Under contract-accepting backup offers. This home is back on the market after bathrooms have been modeled, several new windows installed, new tile flooring in Florida room. Inside and outside of home have been freshly painted. Wonderful investment opportunity or starter home in Sarasota Springs. 3-bedroom, 2 full bath home. There is an extra room with window a/c to the right of the garage, room can be a playroom or private office. New roof installed 2023 and all new skylights were installed same time. New A/C installed in 2023. Large primary bedroom has plenty of closet space. Primary bathroom has new shower, new vanity mirror and lighting as well as separate tub with new shower head and faucet. Split floor plan offers privacy to everyone. Enclosed lanai area opens up to beautiful, oversized lot and back yard. Entire yard is fenced and plenty of room for a pool. Oversized garage houses washer and dryer area. Bring your toys to this home with this spacious yard. Home is close to Legacy Bike Trail, shopping, beaches and downtown Sarasota. Ideal location for families with great schools.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Lois Seropian (941-356-4195)
7067 JARVIS RD, SARASOTA, FL 34241
$420,00069 Days on yellowkey MLS ID: A4687431
REDUCED by $10,000 (2.3%) on 05/11/2026
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1608 Built: 1992 Tax: $2,406 (2025)Community: Lake SarasotaSingle Family
Taxes:$2,406
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Welcome to this spacious two-story, 4-bedroom, 2-bath home located in the desirable Lake Sarasota neighborhood—just minutes from I-75 with no HOA restrictions! Start your day on the charming screened-in front porch, the perfect spot for morning coffee or unwinding while enjoying a beautiful Florida sunset. Step inside to a bright and inviting living room and dining room combination, filled with natural light and ideal for both everyday living and entertaining. The kitchen has been recently updated with granite countertops and offers ample cabinet space, making it both stylish and functional for any home chef. Conveniently located on the main level, the primary bedroom features a walk-in closet and ensuite bathroom. Upstairs, you’ll find three additional bedrooms, including an oversized 16’ x 10’ room that offers endless possibilities—whether you envision a guest suite, home office, gym, or a space large enough to accommodate two queen beds. Step outside to a fully fenced backyard with plenty of room to add a pool and create your own private oasis. A storage shed adds extra convenience for tools and outdoor equipment. Enjoy peace of mind with recent updates including a new roof (2025) and a newer water heater. The home is located in an X flood zone, offers wind-resistant windows, and includes solar panels to help keep electric costs low. Conveniently situated near parks, schools, shopping, and recreational activities, this home offers the perfect blend of comfort, flexibility, and Florida living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Edith Richman (941-855-0072)
404 S POLK DR, SARASOTA, FL 34236
$1,700,00058 Days on yellowkey MLS ID: A4689616
0 Days Off yellowkey (back on 5/14/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2260 Built: 1960 Tax: $16,784 (2025)Community: Lido Beach Div B ResubSingle Family
Taxes:$16,784
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Welcome home to 404 S Polk — A Phenomenal Coastal Retreat on Lido Key-- Timeless beach charm meets modern ease in a bright, airy home that’s been loved, enjoyed, and meticulously maintained by the same family for 65 years. Impeccably renovated and extended with both families and beachgoers in mind, this 4BR/3BA residence sits on a SPRAWLING CORNER LOT with a grassy front yard and a fenced-in backyard patio and dining area perfect for grilling your fresh catch. Effortless indoor/outdoor living flows from two primary suites (one on the main floor and one upstairs) to a bright and open VAULTED CEILING entryway, welcoming family room, casual dining area, and a separate formal dining room. IMPACT WINDOWS & SLIDERS provide relief for out-of-state owners. Sleek, updated kitchen featuring granite countertops and stainless steel appliances, alongside updated baths and a 5-year old ROOF for peace of mind. An ideal setting for every lifestyle — family living, long-weekend getaways, vacation memories, or a weekly RENTAL property. Prime location just STEPS from the powdery quartz-sand beaches and turquoise waters of Lido Key. The 2nd-floor balcony is your front-row seat for cool Gulf breezes, beach views, and spectacular bright orange sunsets. Parking is a premium on the beach, but this home has plenty of space with a tandem 2-car garage, and space for 3 cars in the circular driveway! A 4-minute walk to Lido Beach Pavilion: public pool, on-beach dining (including lobster roll favorites), covered seating areas, and convenient beach equipment rentals. St. Armand's Circle is about half a mile away, offering restaurants, boutique shopping, live music, and entertainment. Easy access to Sarasota’s Bayfront, theaters, opera, and museums via a short drive over the John Ringling bridge.
Listing Agent: Judy Kepecz-Hays (941-587-1700)
6579 MAUNA LOA BLVD, SARASOTA, FL 34241
$415,00099 Days on yellowkey MLS ID: A4685839
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1616 Built: 1976 Tax: $2,984 (2025)Community: Lake SarasotaSpa: NoSingle Family
Taxes:$2,984
Remarks: Welcome to easy Sarasota living! This move-in ready gem checks every box. NEW ROOF (2024), NEWER HVAC (2024), IMPACT WINDOWS AND DOORS (2019) bring peace of mind. Updated kitchen and baths, beautiful tile flooring, pitched ceilings and a 2-car garage, plus a fully fenced backyard completes the picture. Zoned for A-rated schools and tucked into a location that puts the best of Sarasota within reach: University Town Center and Waterside Place in 10-15 minutes, Siesta Key and Downtown in 20, plus the Celery Fields, Paw Park, and Detweiler's Farm Market just around the corner. Major updates are done just move in and enjoy.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Alex Stafford (941-809-7221)
3953 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$384,900268 Days on yellowkey MLS ID: A4665903
REDUCED by $5,099 (1.3%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1981Monthly Fee: $438 Tax: $2,346 (2024)Community: Glen Oaks ManorSingle Family
Taxes:$2,346
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to 3953 Glen Oaks Manor Drive, a beautifully maintained residence offering a rare blend of privacy, thoughtful updates, and central Sarasota convenience in one of the city’s most established and tranquil communities. Step inside to a light-filled layout centered around an enclosed atrium, creating a calming indoor-outdoor connection that’s perfect for relaxing, entertaining, or showcasing plants and décor. The home has been well cared for with major improvements already completed, including a new roof (2023), impact windows, A/C replaced in 2019, updated electrical panel, and replaced water supply lines, providing peace of mind for years to come. An enclosed porch adds approximately 132 square feet under air, offering flexible space ideal for a home office, reading nook, or hobby room. The guest bedroom features a queen-size Murphy bed, allowing the room to function effortlessly as both a bedroom and a multi-purpose space. Out back, the lushly landscaped lanai creates a private garden retreat—perfect for morning coffee, quiet evenings, or simply enjoying Florida’s indoor-outdoor lifestyle. Additional features include a whole-house water softener with reverse osmosis system in the kitchen, tree-lined streets, and a welcoming, walkable neighborhood ideal for biking and leisurely strolls. Glen Oaks Manor is centrally located just minutes from the Bobby Jones Golf Club, shopping, dining, downtown Sarasota, and area beaches—offering a peaceful residential setting without sacrificing accessibility. This is an excellent opportunity to enjoy a low-maintenance Florida lifestyle in a quiet, well-established Sarasota community.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Matthew Hickey (941-539-6773)
6722 HAWKINS RD, SARASOTA, FL 34241
$5,475,000197 Days on yellowkey MLS ID: A4667142
REDUCED by $220,000 (3.9%) on 05/28/2026
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 6350 Built: 2018 Tax: $20,968 (2024)Community: Not Part Of A SubdivisionSpa: NoSingle Family
Taxes:$20,968
Remarks: **EXQUISITE, CUSTOM-BUILT (2018) ESTATE SITUATED ON 6.80 ACRES OFFERS THE UTMOST IN LUXURY LIVING AND ENTERTAINING** Behind the Private, iron gate entrance, you will find a Magnificent Residence with its Spacious 6350sf floorplan boasting 5 En Suite Bedrooms + Office, 4-Car Garage and numerous indoor and outdoor venues for Entertaining your loved ones! Premium features abound throughout this meticulously detailed residence, including 26ft Soaring Ceilings, winding staircase, stone gas fireplace, climate-controlled wine storage room, bar area, additional Bonus Room and Bar on the second level accompanied by a charming Library and impressive Home Theater / Media Room. The striking Chef’s Kitchen entails exotic stone counters, custom hardwood cabinetry, premium appliances including Thermador and Wolf, large walk-in pantry, etc. The Elegant Primary Suite features a private seating area with serene pool views, custom walk-in closets and expansive primary bath with separate sinks, soaking tub and custom-tiled shower. Enjoy a quintessential Florida lifestyle with a Resort-style, outdoor oasis featuring a saltwater Pool with swim-up bar, adjacent casita, Outdoor Kitchen/Grilling area, lounge deck, and more! The manicured grounds entail wonderful natural highlights including a large, palm tree-lined, stocked fishing pond, gazebo with bridge over a lovely koi pond, elevated garden, basketball court, etc. Multiple outbuildings include a (1) separate Garage Apartment with Full Bath, Kitchenette, covered parking, (2) well-equipped RV garage with full electrical package, etc. Advance, Reverse Osmosis technology delivering over 4,000 gallons of pristine water daily from a 2500-gallon primary tank and two secondary 500-gallon tanks, equipped with filters, offers a complete solution for your water purification needs. LOCATION! LOCATION!! Adjacent to Twin Lakes Park with its many recreational venues and Easy Access to Nearby Interstate-75 and SR72, area Beaches including #1-rated Siesta Beach, Shopping, Downtown Sarasota cultural venues, and all that Florida’s Gulf Coast Living has to offer. **Enjoy Viewing the 3D VIRTUAL TOUR and AERIAL VIDEO**
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000477 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Elementary School: Phillippi Shores Elementary
Remarks: One or more photo(s) has been virtually staged. Panoramic Sarasota Bay views, a gated West of Trail setting in Oyster Bay Estates and an exceptional boating lifestyle define this remarkable waterfront residence overlooking the downtown Sarasota skyline and open waters. Blending timeless architectural details with expansive entertaining spaces and resort-inspired living, the home presents a rare opportunity to experience one of Sarasota’s most sought-after waterfront addresses. Brand-new impact-rated windows and doors are scheduled for installation in August/September 2026, further enhancing the property’s long-term value and storm readiness. A grand arrival sets the tone with travertine stairs leading to stately double entry doors framed by an arched transom window. Inside, expansive living and dining spaces are highlighted by intricate coffered ceilings, artisanal millwork, wainscoting-lined hallways and walls of sliding glass doors designed to maximize natural light while showcasing breathtaking water views. A carved stone gas fireplace anchors the main living area, while seamless indoor-outdoor flow enhances the home’s elevated waterfront atmosphere. Designed for both entertaining and everyday living, the chef’s kitchen features an oversized center island with prep sink, granite countertops, custom wood cabinetry and premium Viking® appliances paired with a Sub-Zero® professional refrigerator. A walk-in pantry with custom organization and an adjoining butler’s pantry with beverage cooler, dishwasher drawers and glass-front cabinetry create exceptional functionality for hosting. Breakfast and casual dining spaces are positioned to capture spectacular waterfront and skyline views from nearly every angle. The great room is surrounded by windows framing Sarasota Bay, lush tropical scenery and the downtown Sarasota skyline, while multiple entertaining bars with beverage coolers, prep sinks, dishwasher drawers and granite countertops provide ideal gathering spaces for family and guests. The primary suite serves as a luxurious private retreat featuring windows overlooking the water, a custom sitting area and a spa-inspired bath with travertine finishes, dual vanities, jetted soaking tub, oversized walk-in shower and custom-designed walk-in closet. A dramatic wood staircase leads to four additional en-suite guest bedrooms, each with access to an enormous balcony showcasing stunning downtown and water views. A three-stop elevator provides convenient access throughout all levels of the residence. The ground-level bonus area seamlessly connects to the resort-style pool deck, creating exceptional flexibility for indoor-outdoor waterfront living. Above the garage, a private guest apartment with separate staircase access offers a living area, kitchenette, spacious bedroom, full bath and private balcony, ideal for extended guests or multigenerational living. Additional highlights include hardwood flooring, plantation shutters, crown molding, custom tray and coffered ceilings, a central vacuum system and extensive architectural detailing throughout. Located minutes from Siesta Key, Southside Village and vibrant downtown Sarasota, this extraordinary Sarasota waterfront estate offers a rare combination of luxury bayfront living, boating access, panoramic sunset views and timeless coastal elegance in one of Sarasota’s premier West of Trail neighborhoods.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
4821 ELFRIDA AVE, SARASOTA, FL 34235
$460,00079 Days on yellowkey MLS ID: A4684754
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1958 Tax: $3,298 (2025)Community: De Soto LakesSpa: NoSingle Family
Taxes:$3,298
Elementary School: Emma E. Booker Elementary
Remarks: Beautifully updated and move-in ready, this 3-bedroom home is built with durable concrete block construction for lasting quality. The property also features a spacious yard, perfect for outdoor living and entertaining, along with an excellent backyard for recreation and a generous front area providing ample parking. Inside, the layout is thoughtfully designed with an open living and dining area, a kitchen set to the side, and bedrooms positioned toward the rear for privacy. The master suite includes a private side entrance, offering added flexibility and seclusion. A generously sized bonus room—originally a carport—has been properly converted, providing flexible space for a family room, home office, or additional living area. Completely remodeled in 2024, the home includes recently replaced appliances, a new air conditioning system with updated ductwork, and a roof that is approximately two years old. Conveniently located, it’s just a short drive to Downtown, the airport, and about 20 minutes from the beaches.
1022 S OSPREY AVE, SARASOTA, FL 34236
$1,599,000261 Days on yellowkey MLS ID: A4666624
4 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1922 Tax: $4,185 (2024)Community: Rigbys SubSingle Family
Taxes:$4,185
Remarks: Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.
Listing Agent: Barbara May (404-822-9264)
381 BOB WHITE DR, SARASOTA, FL 34236
$2,495,000153 Days on yellowkey MLS ID: A4678714
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3774 Built: 2003Monthly Fee: $89 Tax: $14,487 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$14,487
Remarks: Under contract-accepting backup offers. Poised within the prestigious enclave of Bird Key, 381 Bob White Drive is an exquisitely appointed garden residence defined by understated luxury, architectural balance, and refined coastal living. The home offers four bedrooms, three-and-a-half baths, a private office and nearly 3,800 square feet of thoughtfully curated interiors, complemented by a three-car garage and exceptional curb appeal framed by manicured landscaping. Thoughtfully remodeled in 2013, with continuous renovations in 2014 and 2018, the residence showcases rich hardwood flooring throughout, beautifully updated baths, and a timeless palette of finishes that feel elevated and inviting. A paver drive and lush gardens create a gracious arrival, while the home’s flowing layout lends itself equally well to intimate daily living and polished entertaining. The primary suite, on the main level, is a serene retreat with generous proportions, walk-in closets and a spa-inspired bath with dual vanities, a soaking tub and walk-in shower. Direct access to the pool deck enhances the sense of privacy and ease. The split-bedroom design continues upstairs, where a spacious bonus room, two additional bedrooms, and a full bath provide ideal accommodations for guests or flexible living. The gourmet kitchen anchors the home with sleek countertops, custom cabinetry, a breakfast bar and thoughtfully expanded storage, including additional cabinetry and a built-in wine cooler. A sunlit breakfast nook overlooks the pool, while the formal dining room, just beyond the kitchen, offers an elegant setting for gatherings and celebrations. Outdoor living is beautifully curated with a heated pool, a well-appointed outdoor kitchen and multiple seating areas, all surrounded by mature landscaping that creates a sense of privacy and tranquility. A well-water irrigation system with upgraded sprinklers supports the home’s lush, garden-like setting. Ideally, between downtown Sarasota and St. Armands Circle, Bird Key remains one of the area’s desired addresses. Residents enjoy proximity to Bird Key Yacht Club, as well as effortless access to the beaches of Lido Key, Longboat Key and Siesta Key. 381 Bob White Drive presents a rare opportunity to enjoy elevated garden living in one of Sarasota’s iconic communities, where timeless elegance and an exceptional lifestyle converge.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Louis Wery (941-232-3001)
12809 SHERINGHAM WAY, SARASOTA, FL 34240
$1,199,000133 Days on yellowkey MLS ID: A4681466
5 Days Off yellowkey (back on 5/28/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3336 Built: 1992Monthly Fee: $47 Tax: $5,157 (2025)Community: Oak Ford Golf ClubSpa: NoSingle Family
Taxes:$5,157
Elementary School: Tatum Ridge Elementary
Remarks: Under contract-accepting backup offers. SARASOTA FL: Private Oak Ford Magical Retreat on 2 Acres with Expansive Lake Views, Pool with Waterfall, Outdoor Kitchen, attached Guest House or 2nd primary bedroom suite, and brand-new major upgrades with NEW ROOF— is a true hidden sanctuary. Tucked at the end of a quiet cul-de-sac, this LEE WETHERINGTON custom-built, fully remodeled private estate offers rare serenity with two full acres of total enjoyment. The backyard feels like a nature preserve, alive with birdlife, a glowing pond with water fountain, and a private fishing dock that creates a peaceful, one-of-a-kind setting. Total peace and quiet tranquility. Inside, soaring ceilings and abundant natural light showcase extensive renovations throughout, including new flooring, designer lighting, glass interior doors, upgraded entry doors, a renovated den, and 2 electric fireplaces in both the living room and primary suite. The home features 3 bedrooms in main home, 1-bedroom attached suite, 3 full baths, generous storage, a 2-car garage, a brand-new roof, newer water heater, for complete peace of mind, and so many more upgrades to mention. The modern kitchen is both beautiful and functional with granite countertops, dual sinks, and abundant cabinetry, complemented by a dining room just off the kitchen. Outdoor living is extraordinary. Enjoy a large, screened lanai, resort-style pool with fountain, pergola-covered outdoor kitchen with grill, pizza oven, and bar seating, plus an extended veranda terrace with fire pit and expansive paved entertaining areas designed for unforgettable gatherings. A separate attached 865± sq ft guest house, could be a 2nd primary bedroom suite, or in-law, or studio. Built in 2021 features a private entrance, impact windows, full bath, and kitchenette-ready sink — ideal for guest house, a home office, gym, or an artist's creative retreat. This move-in-ready estate is a rare opportunity to own a private sanctuary in Oak Ford, where nature, luxury, and flexibility come together in perfect balance. NOTE: 1-acre property is per county records and 1-acre is per owner acquired easement grant.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sharon Klein (941-928-7447)
2806 SATSUMA DR, SARASOTA, FL 34239
$999,99931 Days on yellowkey MLS ID: A4694084
2 Days Off yellowkey (back on 5/28/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1971 Tax: $4,564 (2025)Community: South GateSingle Family
Taxes:$4,564
Remarks: Under contract-accepting backup offers. Welcome to a one-of-a-kind, fully renovated Southgate gem just minutes from Sarasota Bay, Siesta Key, and downtown. From the moment you arrive, the expansive circular drive and separate oversized two-car garage driveway create an immediate sense of elevated living. Enter through a serene, tranquil courtyard that immediately distinguishes this home from the crowd. Inside, light pours through expansive impact windows and oversized triple-track sliding doors, illuminating a bright, open floor plan with a highly desirable split layout designed for both connection and quiet. Nearly every main living space is centered around views of the heated saltwater pool, creating a seamless indoor-outdoor flow and a peaceful resort-like atmosphere throughout the entire home. The kitchen anchors the heart of the home with all-new top-tier appliances, flowing beautifully into the living, dining, and outdoor spaces. As evening falls, the ambient pool lighting softly reflects throughout the home, creating an atmosphere that feels warm, calming, and quietly unforgettable. The storage and functionality are just as impressive as the design itself. A generous walk-in pantry, spacious laundry room with direct garage access, and an oversized two-car garage featuring two double-door storage closets and an open shelving closet make the home exceptionally practical while preserving its clean modern aesthetic. This home isn’t just renovated, it has been extensively and thoughtfully upgraded throughout, including: • Brand-new HVAC system, ductwork, and attic insulation • All new sewer lines • Hurricane-impact windows and doors throughout • Oversized triple-track sliders • Whole-home water filtration system • Reverse osmosis drinking water filtration • Brand-new pool pump and pool heater • New roof (2019) • New well pump, full irrigation system, and pristine lawn • All new flooring, doors, and trim throughout (2019) • All new kitchen and bathrooms (2019) Outside, the experience continues. The heated saltwater pool, upgraded no-see-um screened enclosure, modern privacy fencing, and intentionally low-maintenance landscaping create a setting that feels more like a private boutique retreat than a traditional backyard. Whether hosting friends, enjoying a slow afternoon in the sun, or slipping into a quiet evening swim beneath the stars, this home was designed to make everyday life feel exceptional. With virtually no backyard maintenance and true lock-and-leave simplicity, this is the kind of home that allows you to travel, entertain, unwind, and fully enjoy Sarasota living without constantly managing a property. All of this is positioned in one of Sarasota’s most loved and centrally located neighborhoods: • 2 miles to Sarasota Bay • 3 miles to Siesta Key access • 3 miles to downtown Sarasota • less than 1 mile to Arlington Park • less than 1 mile to grocery and shopping So you’re always moments from everything… while still feeling completely removed from it all. Homes that feel like this—fully dialed, extremely functional, naturally light-filled, and thoughtfully upgraded—rarely come to market. And once you step inside, you’ll understand exactly why.
Listing Agent: David Hughes (502-631-0996)
2045 GOLDENROD ST, SARASOTA, FL 34239
$2,200,000134 Days on yellowkey MLS ID: A4681259
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3784 Built: 2025 Tax: $3,884 (2025)Community: Akin AcresSpa: YesSingle Family
Taxes:$3,884
Remarks: One or more photo(s) has been virtually staged. Experience elevated coastal living in this nearly new Coastal Modern Farmhouse, thoughtfully built in 2025 by WG Homes with exceptional quality and craftsmanship. Constructed with solid block all the way up and topped with a standing-seam metal roof, this two-story residence offers five bedrooms, four-and-a-half baths, and a spacious, well-designed layout ideal for both everyday living and entertaining. Inside, soaring ceilings and abundant natural light define the open first-floor living spaces, complemented by beautiful wood flooring and designer finishes throughout. The chef’s kitchen features top-of-the-line Thermador appliances, a large hidden walk-in pantry, dry bar, and seamless flow to the dining and living areas. A private office, along with a well-appointed laundry and mudroom, enhances everyday functionality. The first-floor primary suite offers a serene retreat with a soaking tub, spa-inspired shower, and expansive walk-in closet designed for comfort and convenience. Upstairs, you’ll find three bedrooms, three full bathrooms, and a spacious bonus room with closet that could easily function as an additional bedroom, media room, playroom, or lounge. Vaulted ceilings in many of the upstairs rooms add architectural character and a sense of openness. Outdoor living is equally impressive, with sliding glass doors opening to a resort-style saltwater pool and hot tub. The covered patio, fully equipped outdoor kitchen featuring Thermador appliances, upgraded pavers, and full irrigation system complete this private oasis, perfectly designed for year-round Florida living. The home is further enhanced by premium upgrades including PGT aluminum impact-rated windows and doors, an epoxy-finished two-car garage, exterior architectural lighting, an additional laundry hookup upstairs, pre-wiring for security cameras, and multiple access points for future technology integration. Ideally located east of the Trail within the highly sought-after Southside School District, you’re just minutes from downtown Sarasota, Sarasota Memorial Hospital, top restaurants, parks, and under 10 minutes to world-class beaches including Siesta Key, Lido Key, and St. Armands Circle. This nearly new residence offers a rare opportunity to own a home that blends modern coastal design, superior construction, and exceptional Sarasota living.
Listing Agent: Victoria Turner (662-614-2783)
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