Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Price: $1,000,000+
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Sarasota - 611 properties found
1537 SIESTA DR, SARASOTA, FL 34239
$2,995,00049 Days on yellowkey MLS ID: A4692775
REDUCED by $105,000 (3.4%) on 05/29/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3727 Built: 2023 Tax: $31,404 (2025)Community: Sunset Bay SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$31,404
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to 1537 Siesta Drive—an exceptional custom coastal contemporary residence ideally positioned between Downtown Sarasota and world-renowned Siesta Key Beach. Built in 2023, this stunning luxury home offers 4 bedrooms, 4 full baths, 2 half baths, a dedicated office, and over 3,700 square feet of thoughtfully designed living space. From the moment you enter, you’re greeted by soaring ceilings, rich hardwood flooring, and an open-concept floor plan flooded with natural light. The chef’s kitchen is a showpiece, featuring premium appliances, designer finishes, a wine refrigerator, and seamless flow into the expansive great room—perfect for both entertaining and everyday living. The first-floor primary suite is a private retreat, complete with spa-inspired bath, oversized walk-in closet, and outdoor access. Upstairs, additional ensuite bedrooms and private balconies offer elevated comfort with peekaboo Sarasota Bay views. Step outside to your resort-style backyard oasis featuring a heated saltwater pool, outdoor kitchen, putting green, expansive covered lanai for dining and lounging, and lush tropical landscaping—all designed for effortless Florida living. Additional highlights include a 3-car garage, metal roof, impact windows/doors, and a premier West of Trail location just minutes from Southside Village, downtown dining, marinas, and the beaches. Located within city limits, this home has operated as a successful short and long-term rental. Financials are available upon request. Luxury, location, and lifestyle converge at this remarkable Sarasota residence.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
149 MCKINLEY DR, SARASOTA, FL 34236
$5,500,000173 Days on yellowkey MLS ID: A4676647
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4149 Built: 2022 Tax: $55,845 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$55,845
Elementary School: None
High School: None
Middle School: None
Remarks: This custom-built NEW (2022) residence showcases refined craftsmanship and thoughtfully curated luxury upgrades throughout. The home features soaring ceilings and expansive floor-to-ceiling windows that create a dramatic architectural statement while maximizing natural light. Wide-open living spaces are enhanced by high-end tile flooring, sleek modern lines, and a seamless indoor-outdoor flow designed for upscale coastal living. The gourmet kitchen is outfitted with premium cabinetry, designer countertops, and high-end appliances, offering both elegance and functionality for entertaining. Designer-inspired bathrooms feature luxury tilework, glass-enclosed showers, floating vanities, and upscale fixtures, creating a resort-like experience in every en-suite (seven total). Custom lighting, contemporary finishes, and refined millwork elevate each space, while thoughtfully designed en-suite bedrooms provide hotel-style privacy and comfort. Multiple balconies, a private rooftop terrace, and an open upper-level lounge further enhance the home’s architectural appeal, offering elevated vantage points and sophisticated outdoor living spaces. Outdoors, the property is designed for luxury entertaining, featuring an outdoor gas fire pit, gazebo, private outdoor shower, and a fully fenced backyard—perfectly blending style with functionality. An outdoor kitchen, designed to the buyer’s specifications, will be provided at closing, offering a personalized extension of the home’s exceptional indoor-outdoor lifestyle. From the elegant owner’s suite to the panoramic rooftop retreat, every detail of this residence reflects modern coastal luxury and meticulous attention to design. Single-owner, fully custom home thoughtfully designed from plat to completion with exceptional attention to detail throughout. Call to schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
128 FILLMORE DR, SARASOTA, FL 34236
$4,000,00092 Days on yellowkey MLS ID: A4686935
REDUCED by $195,000 (4.6%) on 05/29/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4550 Built: 2023 Tax: $54,830 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$54,830
Remarks: Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic create a welcoming environment for large groups, while the gourmet chef’s kitchen—complete with custom cabinetry, quartz countertops, and premium appliances—supports effortless entertaining and extended stays. Each of the eight bedrooms features an ensuite bathroom, maximizing guest privacy and boosting rental desirability. Multiple balconies and a stunning rooftop terrace provide views of Sarasota Bay and the lush surrounding neighborhood—an unforgettable highlight for vacationers and a standout feature in rental marketing. The outdoor living experience is equally impressive, offering an oversized pool with a swim-up spa, generous patio space, and ample room for lounging or hosting gatherings. These resort-style amenities significantly enhance guest satisfaction and repeat bookings. With its unbeatable walkability to high-end shopping, fine dining, vibrant nightlife, and cultural attractions, plus immediate access to Lido Key’s turquoise waters, this property consistently checks every box for travelers seeking a luxury coastal getaway. Whether you’re expanding your portfolio or entering the short-term rental market, 128 Fillmore Drive represents a rare opportunity to acquire a high-performing asset in one of Sarasota’s most coveted destinations. This is more than a home—it’s a turnkey revenue generator in a premier vacation market.
Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)
Listing Agent: Leslie Wells (941-776-5571)
540 S POLK DR, SARASOTA, FL 34236
$8,250,000137 Days on yellowkey MLS ID: A4681449
REDUCED by $400,000 (4.6%) on 05/29/2026
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5331 Built: 2025 Tax: $20,946 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$20,946
Remarks: This exquisite residence combines sophisticated contemporary design with exceptional income-producing potential, offering 9,258 square feet of resort-style living just steps from the Gulf beaches. With 5,331 square feet of refined interior space and a curated collection of premium furnishings, the home is ideal as a luxurious family retreat or a high-performing corporate getaway. Zoned for seven-day rentals and supported by a strong rental history, the property commands approximately $1,800 per night in season and $1,300 per night out of season, making it an attractive opportunity for investors or business owners seeking both personal enjoyment and revenue generation. The gourmet kitchen centers around a waterfall-edge island and features a Sub-Zero refrigerator, Wolf eight-burner gas range, dual dishwashers, floating shelves and sleek European-style cabinetry. Bespoke finishes elevate every space, including quartz countertops, designer lighting, an interior elevator, custom tambour wood walls, artisanal iron stair rails, 7-inch baseboards and 8-foot interior doors. Each floor includes a wet bar with beverage refrigerators, ice makers or dishwashers, creating effortless flow for entertaining. The primary suite offers a serene private retreat with walk-in closets and a spa-inspired bath featuring a backlit marble wall, designer fixtures and a walk-in shower with rain and handheld showerheads. Five additional bedrooms each feature uniquely designed en-suite baths with custom mirrors, distinctive tilework, sleek cabinetry and under-lit vanities. Outdoor living is extraordinary, with more than 3,300 square feet of covered patios and six balconies culminating in a rooftop deck with 360-degree views of the Gulf, bay and city skyline. The summer kitchen includes a Heston Aspire grill and wet bar. The fenced backyard is a tropical oasis with a heated saltwater pool, waterfall, fiber-optic lighting, a 12-person spa and a private putting green. Multiple lounging and dining areas accommodate everything from family gatherings to corporate retreats, complete with TVs, beverage refrigerators and game spaces for pool or ping pong. Advanced smart-home technology includes a comprehensive surveillance system with high-definition cameras, whole-property Wi-Fi, intelligent access control, programmable architectural lighting and motorized window treatments. A Sonos multi-room audio system and 12 high-definition TVs enhance entertainment throughout. Architectural highlights include stacked-stone and wood cladding, horizontal balcony rails, and Ipe wood on balconies and the rooftop deck. Hurricane-rated windows and doors, tongue-and-groove ceilings and travertine pavers complete the exterior. Ideally located near pristine Gulf beaches, St. Armands Circle and downtown Sarasota’s dining, arts and entertainment, this residence offers the rare combination of luxury living, strong rental income and exceptional appeal for families, executives or investors.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Kathleen Wingate (813-731-3332)
1695 HYDE PARK ST, SARASOTA, FL 34239
$1,895,000148 Days on yellowkey MLS ID: A4679534
REDUCED by $104,999 (5.2%) on 05/29/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2939 Built: 2004 Tax: $18,817 (2025)Community: Mckune SubSpa: YesSingle Family
Taxes:$18,817
Remarks: Exceptional Living in Sarasota's Premier Southside Village. Discover quality living in one of Sarasota's most sought-after addresses. This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an excellent combination of thoughtful design, premium finishes, and an enviable location just half a block from the vibrant shops and restaurants of Southside Village. The heart of this home is a spacious great room with soaring 18-foot ceiling and tasteful hand-hewn hardwood oak flooring that exudes warmth and character. A convenient dry bar equipped with its own refrigerator, wine cooler, and adjacent powder room makes entertaining effortless. Integrated surround sound creates the perfect ambiance throughout the first floor, while French doors open to a generous 20' x 12' screened lanai featuring a private relaxing hot tub. The thoughtfully designed kitchen is well suited for the culinary enthusiast, featuring an abundance of custom cabinetry with pull-out shelves, under-cabinet lighting, and expansive counter space. Premium appliances include an island-mounted DCS gas range with professional-grade hood, Sub-Zero refrigerator, Bosch dishwasher, and a built-in Miele espresso/cappuccino maker for your morning ritual. The adjacent dining area provides ample space for gathering family and friends around the table. A downstairs office showcases custom-built cabinetry and shelving, creating an ideal work-from-home environment. Quality touches throughout include solid wood core doors and a convenient in-wall vacuum system. Retreat to your spacious primary bedroom where French doors open to a private balcony overlooking mature, lush landscaping. Dual walk-in closets feature organized closet systems, while the spa-inspired en-suite bath boasts stone countertops, a solid wood vanity with dual sinks, an oversized shower with rainfall sunflower head, and a stunning Oceania jacuzzi soaking tub. Two spacious secondary bedrooms share a Jack and Jill bathroom perfect for family or guests. The upstairs laundry room is thoughtfully equipped with its own sink, folding table, and storage cabinetry. A fully equipped outdoor kitchen and patio bar complete with refrigerator, sink, gas grill w/range hood, kegerator, and granite bar provide a great gathering spot. Hurricane impact windows throughout, a metal roof, and resilient Hardie board siding provide exceptional protection against Florida's elements. Situated 20+ feet above base flood elevation, flood insurance is not required, offering both security and long-term savings. 3-car carport. In addition to the amenities of Southside Village you're in close proximity to Sarasota Memorial Hospital, downtown Sarasota, top-rated schools including Sarasota High and Southside Elementary and only 5 miles to world-renowned Siesta Key beach Everything you love about Sarasota living is moments away. This exceptional residence offers the complete package: prime location, superior construction, thoughtful amenities, and the ultimate Sarasota lifestyle. Schedule your private showing today. ________________________________________
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Conrad (941-544-0143)
8111 SANTA ROSA CT, SARASOTA, FL 34243
$1,200,000153 Days on yellowkey MLS ID: A4679494
INCREASED by $50,000 (4.3%) on 04/02/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3661 Built: 2007Monthly Fee: $200 Tax: $10,406 (2024)Community: Sonoma Ph ISpa: YesSingle Family
Taxes:$10,406
Elementary School: Kinnan Elementary
High School: Braden River High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: A rare offering in a gated Sarasota community—this luxury, solar-powered pool home with a generator delivers scale, security, and elevated Florida living. Designed for discerning buyers who value space, reliability, and thoughtful upgrades, this residence offers 5 bedrooms plus a bonus room and 3.5 baths, providing exceptional flexibility for refined modern lifestyles, multigenerational living, or executive work-from-home needs. Welcome to 8111 Santa Rosa Court, gracefully positioned on a quiet cul-de-sac where privacy meets convenience. Inside, the home has been extensively upgraded with intention and care. New laminate flooring and interior paint were completed in 2022, followed by fully remodeled bathrooms in early 2023. The kitchen was reimagined in 2025 with new cabinetry and epoxy countertops, paired with updated kitchen appliances and laundry installed in 2022, creating a space that is both functional and beautiful. This home stands apart for its infrastructure and preparedness. New AC systems and a new water heater (2022), solar panels installed in 2022, and a whole-house generator provide exceptional energy efficiency, resilience, and peace of mind—features increasingly sought after in luxury Florida real estate. Outdoors, the private pool area has been transformed into a resort-style retreat. Upgrades include a new pump, filter, heater, and automation system (2022), a rescreened pool enclosure (2022), and a complete resurfacing with new tile and pavers (2024)—ideal for elegant entertaining or tranquil everyday enjoyment. Located moments from shopping, dining, UTC Mall, major roadways, and Sarasota’s world-renowned beaches, this move-in-ready home offers a rare combination of space, upgrades, energy-conscious living, and gated-community privacy. Currently tenant-occupied with an active lease in place. Lease details available upon request.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
3754 EAGLE HAMMOCK DR, SARASOTA, FL 34240
$1,235,00027 Days on yellowkey MLS ID: A4694881
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3672 Built: 2007Monthly Fee: $138 Tax: $9,276 (2025)Community: HammocksSpa: YesSingle Family
Taxes:$9,276
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Nestled on a premium corner lot in the highly sought-after gated community of The Hammocks, this meticulously maintained custom-built Tivoli home offers the perfect blend of luxury, comfort, and Florida-style indoor/outdoor living. This exceptional residence showcases pride of ownership throughout. Designed for both elegant entertaining and everyday living, the spacious floor plan features 5 bedrooms, 4 bathrooms, a private den/study, and a large bonus room. The split-bedroom layout provides ideal privacy for family and guests, while crown molding, and numerous designer upgrades create a refined atmosphere throughout the home. The gourmet kitchen is a chef’s dream, complete with granite countertops, upgraded cabinetry, natural gas stainless steel cooktop, wall oven, and abundant prep and storage space. The luxurious primary suite serves as a private retreat with a spacious sitting area, custom walk-in closet cabinetry, and a spa-inspired bath featuring a Roman walk-in shower and oversized soaking tub. Upstairs, guests or extended family will appreciate the private bonus room, additional bedroom, and full bath — an ideal setup for multigenerational living or visiting guests. Step outside to experience true Florida living. The expansive outdoor entertaining area includes dual covered lanais, a fully equipped updated outdoor kitchen & hood, pool bath, outdoor shower, and a beautifully renovated saltwater pool and spa with a new natural gas heater (2025). Relax while enjoying peaceful preserve views and frequent wildlife sightings year-round. Additional highlights include: Side-entry 3-car garage, Paver driveway and walkway,Double-door entry with welcoming foyer, Built-in surround sound and ceiling speakers, Electric fireplace, Laundry room with utility sink, Irrigation well for yard, Large 15,517 SF corner lot, No CDD fees and low HOA dues. Current owners have invested over $180,000 in recent updates and improvements, including: New tile roof (2026), Two new A/C systems (2023) and one additional A/C (2025), Renovated saltwater pool & spa, Updated irrigation system & controller (2026), Water softener system, New natural gas water heater with recirculating pump (2022), New flooring, Fresh interior & exterior paint, Outdoor lighting system.
Listing Agent: Mike Bridges (941-316-6530)
1400 SIESTA DR, SARASOTA, FL 34239
$4,000,000120 Days on yellowkey MLS ID: A4678496
REDUCED by $500,000 (11.1%) on 05/28/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 4660 Built: 1978 Tax: $22,924 (2025)Community: Acreage & UnrecSpa: YesSingle Family
Taxes:$22,924
Remarks: Welcome to 1400 Siesta Drive, where refined waterfront living becomes your everyday reality. This home is quietly tucked away behind a gated entrance, with an additional secondary gate providing exclusive access to the residence. Thoughtfully designed to embrace breathtaking, unobstructed views of Sarasota Bay, this modern residence is a showcase of light, space, and coastal elegance. Expansive floor-to-ceiling windows frame the ever-changing scenery, offering front-row views of passing boats and unforgettable sunsets from nearly every room. The primary suite is a private sanctuary, featuring a generous walk-in closet, a spa-inspired ensuite bath, and a dedicated office—each enhanced by stunning bay views. Outdoors, your personal oasis awaits with a heated pool, abundant sun-drenched lounging space, and a newly constructed dock ready for effortless boating and waterfront adventures. Ideally located near Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional bayfront retreat offers the perfect balance of privacy and convenience. Offered turn-key furnished, this is a rare opportunity to step seamlessly into an elevated waterfront lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Matthew Voss (941-402-8799)
140 COWPEN LN, SARASOTA, FL 34240
$1,450,00062 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
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)
404 S POLK DR, SARASOTA, FL 34236
$1,700,00064 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
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)
6722 HAWKINS RD, SARASOTA, FL 34241
$5,475,000203 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
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
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
$6,495,000483 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)
1022 S OSPREY AVE, SARASOTA, FL 34236
$1,599,000267 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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
381 BOB WHITE DR, SARASOTA, FL 34236
$2,495,000159 Days on yellowkey MLS ID: A4678714
1 Days Off yellowkey (back on 5/28/2026)
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
High School: Booker High
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
$1,199,000139 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
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)
2045 GOLDENROD ST, SARASOTA, FL 34239
$2,200,000140 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)
212 BLUE MIST WAY, SARASOTA, FL 34240
$2,277,695261 Days on yellowkey MLS ID: A4667498
0 Days Off yellowkey (back on 5/28/2026)
REDUCED by $25,000 (1.1%) on 04/20/2026
Bed: 3 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3054 Built: 2026Monthly Fee: $856 Tax: $5,753 (2025)Community: Wild Blue At WatersideSpa: YesSingle Family
Taxes:$5,753
Remarks: $25,000 Quick Move-In Incentive included! Welcome to Wild Blue at Waterside, where luxury coastal living meets natural beauty. This beautifully designed inventory home by Stock Luxury Homes features 3 bedrooms, 4.5 bathrooms, a spacious Great Room, Study, and versatile Bonus Room. Enjoy seamless indoor-outdoor living with a private outdoor area complete with a pool and spa, plus a 3-car garage. Positioned on a desirable corner homesite, the property is enhanced by extensive berming and lush landscaping, creating a rare sense of privacy. Immediate availability—exceptional opportunity in a prime location.
Listing is courtesy of: STOCK REALTY LLC (941-208-3940)
Listing Agent: Victoria White (941-444-0434)
236 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$4,200,00028 Days on yellowkey MLS ID: A4694867
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3850 Built: 2027 Tax: $13,498 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$13,498
Middle School: Booker Middle
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this upcoming custom residence represents an exceptional opportunity to own brand-new luxury construction just steps from the energy of St. Armands Circle and minutes to the Gulf beaches. Blending refined coastal aesthetics with contemporary comfort, the home is being crafted to deliver an elevated Florida lifestyle with spacious interiors, sophisticated finishes, and beautifully integrated outdoor living spaces. Clean architectural lines and thoughtfully designed entertaining areas create a bright and inviting atmosphere throughout. Planned features are expected to include a designer kitchen with premium finishes and upscale appliances, spacious guest accommodations, private owner’s retreat, elevator access, and seamless indoor-outdoor flow to the resort-inspired pool and outdoor lounge areas. An upper-level observation deck is expected to capture beautiful water views and coastal sunsets, creating an ideal setting for relaxing or entertaining above the surrounding tropical landscape. Designed with a focus on both luxury and resilience, the residence is being constructed to current FEMA-compliant standards with elevated living spaces, impact-rated windows and doors, and modern construction methods intended to enhance durability, efficiency, and long-term peace of mind in a coastal environment. Positioned in one of Sarasota’s premier luxury waterfront and beachside communities, this residence places you near fine dining, upscale shopping, marinas, golf, and the renowned shoreline of Lido Beach while offering the quality and craftsmanship synonymous with Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
350 S SHORE DR, SARASOTA, FL 34234
$7,480,00039 Days on yellowkey MLS ID: A4693355
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5099 Built: 1996 Tax: $39,074 (2026)Community: Sapphire Shores ResubSpa: YesSingle Family
Taxes:$39,074
Tax Year: 2026
Remarks: Imagine owning one of Sarasota Bay’s most exciting waterfront properties, where panoramic views, deep water access, and resort-style living create the kind of lifestyle people dream about but rarely find. Set on an oversized 2/3-acre lot with 172 feet of direct bay frontage, this fully renovated Sapphire Shores estate was redesigned for unforgettable entertaining and vibrant coastal living. Enjoy breathtaking panoramic views stretching across Sarasota Bay from Downtown city lights to Longboat Key, a 100-foot deep water dock with dual lifts 10,000 and 15,000 lbs, brand new seawall, resort-style pool and new spa, outdoor kitchen, multiple expansive decks, and a whole-home smart system with Sonos audio, Lutron lighting, Tesla solar power walls and charging, and security integration. Inside, the home offers five ensuite bedrooms, six-and-a-half baths, a designer kitchen with custom coffee bar, finished game room, luxurious primary suite, and walls of hurricane-rated glass that bring the water into nearly every space. With a brand new standing seam metal roof, updated systems throughout, 16-foot elevation, this property delivers the rare combination of luxury, boating lifestyle, privacy, and peace of mind. Close proximity to Downtown Sarasota, SRQ airport and only 8.4 Miles to IMG Academy. Waterfront homes like this rarely become available. Inquire with listing agent for a full list of improvements. Schedule your private showing today.
Listing Agent: Brandy Sheldon (941-724-0469)
3005 Desoto Rd DESOTO RD, SARASOTA, FL 34234
$1,325,000194 Days on yellowkey MLS ID: A4675128
1 Days Off yellowkey (back on 5/27/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4342 Built: 2002 Tax: $11,165 (2024)Community: Desoto AcresSingle Family
Taxes:$11,165
Remarks: Under contract-accepting backup offers. Nestled in Sarasota's highly desirable Desoto Acres, this exceptional 4-bedroom, 3.5-bath estate offers serene living just minutes from UTC, downtown Sarasota, and premier Gulf coast beaches. Situated on nearly 2 acres of lush, private grounds, this 4,342 square foot home blends expansive indoor living space with outdoor escape and entertainment. The outdoor showpiece is the luxurious salt water infinity-edge pool, perfectly positioned to capture sunset views across the western horizon while relaxing under the solid wood pergola. Whether entertaining guests or unwinding at the end of the day, the outdoor space delivers a stunning backdrop worthy of resort style living. This custom, thoughtful layout features abundant natural light, generous living areas overlooking the infinity pool, an eat-in kitchen, and multiple gathering spaces. The home features natural travertine flooring and Taj Mahal quartzite surfaces throughout, adding a timeless, high-end aesthetic that enhances the living spaces with refined natural beauty. A perfect canvas for both relaxed family life and large-scale entertaining, this property offers a perfect balance of privacy, elegance, and resort-style living. This is Florida living at its finest — seamless indoor-outdoor flow and unforgettable views on a non-deed restricted lot.
Listing Agent: Victor Maravi Passara (941-284-3356)
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