Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Price: $1,000,000+
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Sarasota - 625 properties found
2829 WILFRED REID CIR, SARASOTA, FL 34240
$2,475,00063 Days on yellowkey MLS ID: A4683188
1 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 6573 Built: 1999Monthly Fee: $369 Tax: $15,482 (2025)Community: Laurel Oak EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,482
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. PERFECTLY POSITIONED ON 2 LOTS PROVIDING YOU A VERY PRIVATE SETTING ON 1.33 ACRES * QUALITY BUILT BY William McGinnis Custom Homes and BUILT TO LAST with a TIMELESS OLD WORLD DESIGN * This is NOT a cookie cutter home * Ideal for the discerning buyer who will appreciate the SPACIOUS LIVING, QUALITY CRAFTSMANSHIP & ENDURING ELEGANCE * Pride of ownership shows * The MAIN HOUSE features a Formal Living Room and Formal Dining Room, a Library/Den/Office with Custom Built-ins * The Gourmet Kitchen is a Chef’s delight with Graber Wood Cabinets, Granite Counter-tops, Sub-Zero Refrigerator, Viking Gas Stove, Double Ovens, Warming Drawer and Triple Sinks * Your Kitchen is open to the SPACIOUS Family Room with Coffered Ceilings, Wood Beams, Crown Molding and a BEAUTIFUL FIREPLACE * The Primary Suite is a true retreat featuring a Sitting Room, Custom Walk-in Closets, Marble Flooring and a Spa-style Bath * The ONLY UPSTAIRS Living Space is the 2nd En-suite Bedroom with a Walk-in Closet & Balcony * The GUEST CASITA has 2 En-suite Bedrooms with Walk-in Closets & a Full Sauna – perfect for your guest's privacy. All of this wraps your OUTDOOR OASIS showcasing a LARGE, CAGED POOL & SPA PLUS AN OUTDOOR KITCHEN and an ABUNDANCE OF COVERED LANAI * This is the perfect home for entertaining family & friends or for simply relaxing in your slice of paradise * OVERSIZED Gated Motor Court with 4 Garage Bays – one is detached, air conditioned and ideal as a Flex-space * Quiet side street * LARGE Circular Driveway * 6573-/- sqft a/c INCLUDES the Main House & Guest House & the 4th Detached Garage or Flex-space * A special opportunity behind the gates of Laurel Oak Estates, an outstanding Country Club community where nature and elegance abound. Offering 800+ acres of beauty and serenity, it is easy to see why some of the most discerning homeowners call Laurel Oak home. Optional club with outstanding facilities including 2 championship courses, 12 Har-Tru tennis courts, Junior Olympic-sized heated pool, & beautiful clubhouse, golf shop and attended locker rooms. Enjoy reciprocity with the Bird Key Yacht Club (boating, tennis, fitness, dining & social events) and quick easy access to I-75, downtown, UTC Mall, World Famous Siesta Key beach and our other beautiful beaches * One look & you'll fall in love * Golf is optional, but if you want a golf membership, BUY THIS HOME AND GO TO THE FRONT OF THE LINE FOR A GOLF MEMBERSHIP. One look & you'll fall in love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Glenn Brown (941-342-6464)
7809 PASSIONFLOWER DR, SARASOTA, FL 34241
$1,195,00070 Days on yellowkey MLS ID: A4683116
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3438 Built: 2015Monthly Fee: $289 Tax: $10,509 (2025)Community: WildgrassSingle Family
Taxes:$10,509
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: This is the one * BEAUTIFUL ESTATE HOME BY QUALITY BUILDER NEAL SIGNATURE HOMES * LOADED with UPGRADES * SITS ON A PREMIUM LOT with a LARGE PRIVATE YARD, ALMOST 1/2 ACRE * Custom landscaping package * Shows like a model with upgrades above & beyond the standard finishes * IMPECCABLY MAINTAINED & WELL-APPOINTED this estate home is a special opportunity in the SOUGHT AFTER GATED NEIGHBORHOOD OF WILDGRASS * FEATURING 4 BEDROOMS, 4 FULL BATHS, GREAT ROOM, CLUB ROOM and a BONUS ROOM, PLUS A DEN/OFFICE * Expansive Master Suite with Spa-like Bath boasts a freestanding soaking tub, walk-in shower, dual vanities & 2 walk-in closets with custom cabinetry * AUTHENTIC CHEF'S KITCHEN with GRANITE island counter-top, high quality appliances including 6 BURNER NATURAL GAS COOK-TOP with stainless steel hood & a walk-in pantry * Split plan design with MASTER SUITE & 2 GUEST BEDROOMS DOWNSTAIRS * Upstairs is the 4th Bedroom & 4th Bath with a 20x13 Bonus Room * For outdoor relaxation and entertaining there is an Outdoor Kitchen with top of the line grill, sink & refrigerator * Extended Covered Lanai with CAGED, HEATED POOL & PAVER POOL DECK * Custom Waterscapes Pool is a must-see * VERY PRIVATE POOL & BACKYARD * THIS IS THE LARGEST LOT IN WILDGRASS * MUST SEE OUTDOOR LIVING AT ITS BEST * The backyard is like Selby Gardens * Additional upgrades include FULL HURRICANE PROTECTION (windows & panels), upgraded flooring, custom closets, security system, NATURAL GAS and FULL HURRICANE PROTECTION – IMPACT GLASS & ROLL-DOWN SHUTTERS * PAVER BRICK DRIVEWAY & 3 CAR GARAGE * A-RATED SCHOOL DISTRICT * Your slice of paradise awaits * Minutes to I-75, shopping, dining on Clark Rd, short drive to Siesta Key Beach or UTC Mall, and Downtown Sarasota * One look & you'll fall in love *
Listing Agent: Ryan Brown (941-330-7774)
1915 TULIP DR, SARASOTA, FL 34239
$2,649,999154 Days on yellowkey MLS ID: A4673707
0 Days Off yellowkey (back on 4/17/2026)
REDUCED by $50,000 (1.9%) on 04/03/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2935 Built: 2025 Tax: $6,145 (2025)Community: Hartland ParkSpa: YesSingle Family
Taxes:$6,145
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome to 1915 Tulip Drive – a beautiful Single Story home you will love! This new construction Modern Coastal Single Story home is located West of the Trail in the preferred Zone X (unshaded) with elevated storm protection and easy access to Siesta Key beaches, Southside Village and Downtown Sarasota. Built strong and stylish by Majestik Homes, this 4 bedroom 4 bathroom residence blends architectural elegance with energy efficiency and storm-ready construction. From the moment you enter through the grand 9-foot doors, you’re greeted by soaring ceilings, expansive glass, and a seamless indoor-outdoor flow that captures Florida living at its finest. The open floor plan centers around a designer great room, a chef’s kitchen outfitted with premium Thermador gas appliances and a dining room that is perfect for intimate dinners and larger gatherings. Designed with both performance and sustainability in mind, this home features energy-efficient lighting, appliances, and insulation systems that reduce consumption without sacrificing comfort. With 2 efficient air conditioning units and a tankless gas water heating system you will enjoy energy efficient heating and cooling year-round. Built with an emphasis on strength and safety, this residence offers peace of mind with a finished floor height of 26’ above sea level and materials selected to withstand Florida’s toughest storms. Every detail—from the block construction to the impact-rated windows—has been thoughtfully engineered to provide long-lasting security and a safe haven for your family. Beautifully staged and thoughtfully designed, this home showcases artwork from some of the local area’s most inspiring artists. Easy to show – you won’t want to miss this exceptional opportunity.
Listing is courtesy of: MAJESTIK REALTY, INC (941-363-6080)
Listing Agent: Michael Hankin (941-504-4337)
55 N WASHINGTON DR, SARASOTA, FL 34236
$2,900,00070 Days on yellowkey MLS ID: A4683582
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3071 Built: 1960 Tax: $20,384 (2025)Community: St Armands Div/John Ringling ESingle Family
Taxes:$20,384
Elementary School: None
High School: None
Middle School: None
Remarks: St. Armand's Circle is home to this beautiful turnkey furnished vacation home: a wonderful 2 story, 6 BR, 4.5 BA pool home with ample chef's kitchen, formal dining area, new durable beach sand worthy epoxy flooring. This home is perfect for large family vacation home or to utilize as a successful investment opportunity. This home has been meticulously cared for and enjoyed as a vacation rental for over 10 years and is successful for any investor wanting to cover carrying costs and come visit throughout the year. Just ask for rental history. The expansive yet comfortable floor plan boasts an eat-in kitchen with breakfast table and breakfast bar. The open concept living room and entertaining area open from sliding glass doors lead to a private backyard oasis featuring an outdoor natural gas heated pool andplenty ofroom to enjoy fun in the sun! Adding to privacy for guests, there is an in-law suite off garage as the 6th bedroom with bathroom and separate exit. This is the perfect home for a big group to spread out and have your own privacy and space while still allowing for shared memories on the island. A short jaunt out the back gate and you are on St. Armand's Circle - shopping, restaurants, spas, beaches and live music are all around the corner - it doesn't get better than this! At the end of your day you have a private, beautiful place to relax with family and friends. You can spend the entire day right around the corner at our famous St. Armand's Circle with its award winning indoor or outdoor dining, upscale shopping, and galleries.There is an abundant amount of Activities and Attractions in Sarasota/Bradenton - close by to enjoy many treasures and cultural events. Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, Florida's Largest Wildlife Rescue, Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, Museum of the Circus, water fountain at Island Park, Myakka River and Park, Ed Smith Stadium Sport Complex, Sarasota Ballet (Oct-Apr), Van Wezel Performing Arts, Florida Studio Theatre, Sarasota Opera House, The Asolo Theatre, and Players Theatre. Leisure time can be spent on shops, galleries, golfing, tennis, ice skating, water sports like; fishing, snorkeling, kayaking, diving, jet skis, water skiing or leisure boating or choose from one of our many famous beaches: Siesta Key, Longboat Key, Lido Key, Bradenton Beach, and Anna Maria Beach.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
149 MCKINLEY DR, SARASOTA, FL 34236
$5,500,000122 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
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)
746 PLYMOUTH ST, SARASOTA, FL 34242
$1,500,000451 Days on yellowkey MLS ID: A4639522
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2185 Built: 1990 Tax: $10,134 (2024)Community: Siesta BeachSingle Family
Taxes:$10,134
Tax Year: 2024
Remarks: Nestled in the heart of Siesta Key, this home offers the perfect blend of relaxation and opportunity. Whether you're seeking a serene beach getaway, a vacation rental, or a full-time residence, this property checks all the boxes. The interior style will delight those who love mid-century modern decor! The home’s unique floor plan is flooded with natural light, creating a bright, inviting atmosphere throughout. A rare find, both the home and the garage are elevated, ensuring that all living spaces are conveniently located on a single level. This thoughtful design and high elevation (including the driveway) provide easy access to the pool and give peace of mind – no flooding in the house or garage from recent storms. As you step inside, soaring 12-foot ceilings greet you in the foyer and main living area, with expansive glass sliding doors framing the view of the pool. The floor plan includes 3 spacious bedrooms, plus a versatile mother-in-law suite. The primary bedroom boasts enough room for a separate sitting area and direct access to the pool, while the second bedroom also enjoys direct pool views and access. The dining room and fourth bedroom have been reconfigured to form a cozy mother-in-law suite, but the original layout could be easily reinstated. Outdoor living takes center stage in this tropical oasis, with a heated pool offering the perfect retreat. The oversized, 26-foot deep two-car garage provides ample space for your toys and beach gear. Recent updates include a tankless hot water system and a new pool heater installed in 2022. Whether you choose to update the home to suit your personal style or enjoy its current mid-centrury modern vibe, the possibilities are endless. Located in a tranquil, natural setting, this property can become your peaceful beach escape, a rental investment, or a combination of both. Currently being used for short term rentals with owner in residence. Just a short walk or bike ride to the renowned Siesta Key beaches, along with easy access to local dining, shopping, and nightlife. This is a rare opportunity you won’t want to miss!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Carla Rayman Kidd, Pl (941-724-0519)
1802 FIELD RD, SARASOTA, FL 34231
$4,295,000549 Days on yellowkey MLS ID: A4627178
0 Days Off yellowkey (back on 4/15/2026)
REDUCED by $200,000 (4.4%) on 04/01/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4020 Built: 2026 Tax: $10,938 (2023)Community: Field Club EstatesSpa: YesSingle Family
Taxes:$10,938
Elementary School: Phillippi Shores Elementary
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Completed and Move-In Ready. A rare opportunity to own a newly completed custom residence by Nutter Custom Construction, thoughtfully designed and set on an expansive homesite in the sought-after Field Club Estates. Spanning over 4,000 square feet, this single-story home blends refined architectural detail with a layout that offers both openness and privacy. A striking arrival is framed by mature palms and lush landscaping, complemented by a three-car side-load garage with epoxy flooring and a grand iron front door that sets the tone for the home’s elevated design. Impact-rated windows and sliding glass doors, along with solid core doors throughout, further enhance both quality and comfort. Inside, the home unfolds into a grand great room with soaring 15.5-foot ceilings, naturally aged flooring, and expansive 10-foot sliding glass doors that create a seamless connection to the outdoors. The kitchen is designed for both everyday living and entertaining, featuring an oversized island, custom wood cabinetry, luxury appliances, and a gas cooktop, along with a spacious walk-in pantry. The primary suite serves as a private retreat, thoughtfully positioned to capture serene views of the pool and tranquil pond beyond. This space features dual walk-in closets, custom cabinetry, and a spa-inspired bath complete with a soaking tub and a beautifully appointed walk-in shower. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom is thoughtfully designed to function as a private casita or pool bath with dual access from both the interior and lanai. A media lounge with disappearing corner sliders enhances the home’s indoor-outdoor flow, opening to a resort-style outdoor living space. The covered lanai is designed for year-round enjoyment, highlighted by a 72” ventless gas linear fireplace, a fully equipped outdoor kitchen, and a dedicated dining area. The pool and spa are gas-heated and perfectly positioned to capture tranquil pond views, with a sun shelf and expansive deck creating a true backyard retreat—all enclosed within a clear-view screen for unobstructed views. Designed to balance luxury living with a serene natural setting, the home is equipped with gas service for the cooktop, water heater, outdoor kitchen, and pool/spa heater, offering both efficiency and elevated functionality. Ideally located, it provides convenient access to Sarasota’s renowned beaches, downtown, dining, and shopping. Please inquire for a complete list of features and specifications. Please note: Some photos have been virtually staged for illustration purposes.
Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)
Listing Agent: Morgan Marziali (941-806-7214)
5362 SHADOW LAWN DR, SARASOTA, FL 34242
$4,950,000181 Days on yellowkey MLS ID: A4667008
0 Days Off yellowkey (back on 4/16/2026)
REDUCED by $445,000 (8.2%) on 04/04/2026
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4294 Built: 2023Monthly Fee: $17 Tax: $36,494 (2024)Community: Siesta IslesSpa: YesSingle Family
Taxes:$36,494
Remarks: Under contract-accepting backup offers. Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable
2069 HIBISCUS ST, SARASOTA, FL 34239
$1,825,000167 Days on yellowkey MLS ID: A4672246
REDUCED by $10,000 (0.5%) on 04/16/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2454 Built: 2026 Tax: $5,180 (2024)Community: Grove Lawn RepSingle Family
Taxes:$5,180
Remarks: Under Construction. Soon to receive COO APRIL 2026! No expense has been spared in the construction of this luxurious new offering in the highly coveted Arlington Park Neighborhood! Featuring a solid block concrete exterior, aluminum impact windows, spray foam insulation, and a TPO roof to ensure your home LASTS; as well as tall ceilings, luxury vinyl plank and handpicked tile flooring, designer wood cabinets, walk-in closets, and premium quartz countertops to ensure that your home lasts…In Style! Of course, the home is also paired with a gunite saltwater lounge pool, as well as professional fencing and landscaping to ensure your privacy. Centrally located, a short drive or bike ride away from the restaurants and boutiques of downtown Sarasota, award-winning Siesta Key beaches, and several top-rated golf courses, you will be in the perfect location to take advantage of all the sun-soaked fun that Sarasota has to offer! Don’t wait! Call and schedule your tour today for an exclusive builder walkthrough! Make every day in paradise count at 2069 Hibiscus!
Listing is courtesy of: THE REAL ESTATE STORE (941-685-4224)
Listing Agent: Thatcher Miner (901-238-7175)
139 S WASHINGTON DR, SARASOTA, FL 34236
$14,950,000266 Days on yellowkey MLS ID: A4661401
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 7817 Built: 1936 Tax: $158,866 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$158,866
Remarks: Where HISTORY Meets MODERN LUXURY @ "Casa del Carnevale," an exquisite waterfront estate, situated in the prestigious St. Armands Key, the neighborhood of John Ringling Estates. This home seamlessly blends history with modern luxury, offering views of the Sarasota Waterway and Bay with a historic designation. Casa del Carnevale presents a rare opportunity to own an esteemed historical property. Offered for only the fifth time in its storied history, this exceptional estate combines Old World architectural charm with contemporary opulence. The home underwent an extensive renovation, with meticulous attention to detail and craftsmanship, utilizing top-tier materials and artisanship. Expanded from 4,000 to nearly 10,000 square feet under roof, and featuring over 7,800 square feet of air-conditioned space, Casa del Carnevale preserves its original charm while offering a reimagined layout that exceeds modern luxury standards. Set on three sprawling lots, 30,000+ square feet, the estate boasts 171 feet of waterfrontage, a private dock lift, a floating lift for jet skis and kayaks, and breathtaking views of Sarasota Waterway. The lush, meticulously designed tropical landscaping creates a private oasis that feels like you are walking in Selby Gardens on St. Armands. The residence includes five bedrooms and six and a half baths across two spacious levels with an elevator. Multiple terraces provide perfect outdoor retreats and entertaining areas, all complemented by stunning garden water vistas, a central courtyard, and an elegant 65' saltwater pool and spa with arched spraying fountains and iridescent glass tiles. Other luxury features include a three-car garage, elevator, nanny’s quarters, walk-in wine room, billiards room, office, and custom impact-glass arched windows designed to maximize unobstructed views. The chef’s kitchen boasts premium finishes, top-of-the-line appliances, a 5-Star La Cornue range and hood from France, featuring gas or electric ovens (kitchen art). Sub-Zero refrigerators, a Bosch dishwasher, a Miele microwave, a Miele built-in coffee machine, a stand-alone beverage refrigerator, and a stand-alone ice maker. Throughout the home, exposed beams, warm wood tones, natural stone, custom ironwork, Pecky Cypress wood throughout, and curated artwork create an inviting, sophisticated atmosphere. Offering furniture (negotiable under separate contract), and instant enjoyment to create everlasting memories, Casa del Carnevale is a rare and exquisite blend of history, elegance, and modern comfort on one of Sarasota’s most coveted waterfront estates. EASY TO SHOW. CASA DEL CARNEVALE IS A MUST-SEE IN PERSON TO FULLY APPRECIATE.
Listing Agent: Judy Kepecz-Hays (941-587-1700)
3500 FLORES AVE, SARASOTA, FL 34239
$4,250,000251 Days on yellowkey MLS ID: A4663143
1 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3551 Built: 2025 Tax: $7,545 (2024)Community: GranadaSpa: YesSingle Family
Taxes:$7,545
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Introducing Coastal Elegance Just Minutes from Siesta Key Beach! Experience the ultimate coastal lifestyle by building your custom dream home in Sarasota's coveted Granada Park. This is your chance to create a personal sanctuary just minutes from the pristine sands of Siesta Key Beach. This rare offering includes a prime lot with all city-approved plans and permits, allowing you to choose from a thoughtfully designed layout or bring your own vision to life. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. This thoughtfully designed home features 4 bedrooms, 3 full and 2 half bathrooms, an open floor plan, a dedicated office, and flexible loft space. The heart of the home is a gourmet chef’s kitchen with custom cabinetry, quartz countertops, professional appliances, and a walk-in pantry. A large quartz waterfall island opens seamlessly to the dining area and great room, anchored by a sleek LED fireplace and glass sliding doors that frame the resort-style backyard. The first-floor primary suite is a private retreat, offering a spa-inspired bathroom with a freestanding soaking tub, frameless glass walk-in shower, dual vanities, and an oversized walk-in closet. On the second floor, three additional bedrooms provide en-suite or jack-and-jill bath access, perfect for family or guests. Designed for entertaining, the outdoor living spaces include two covered lanais, a resort-style pool with spa and sun shelf surrounded by paver decking, a summer kitchen, outdoor shower, and pool bath. Upstairs, a covered balcony overlooks the landscaped backyard and preserved Grand Oak tree, adding privacy and natural beauty. Additional features include an oversized 3-car garage with storage, impact-rated windows and doors throughout, a metal roof system with upgraded underlayment, an energy-efficient tankless water heater, and an elevation exceeding Sarasota flood requirements. Short-term rentals are permitted, allowing flexibility for many investment opportunities. Living here means enjoying the best of both worlds: a tranquil, custom-designed home combined with unparalleled access to Sarasota's finest attractions. Stroll over to Southside Village for dinner, enjoy the arts and culture of Downtown Sarasota, or simply walk to the beach to catch the sunset. This is more than a home; it's the lifestyle you've been dreaming of.
Listing Agent: Chad Fonder (941-961-3865)
160 GARDEN LN, SARASOTA, FL 34242
$4,250,000250 Days on yellowkey MLS ID: A4663247
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4086 Built: 2025 Tax: $10,687 (2024)Community: Siesta Rev Plat OfSpa: YesSingle Family
Taxes:$10,687
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?
3607 FLAMINGO AVE, SARASOTA, FL 34242
$4,950,000220 Days on yellowkey MLS ID: A4662402
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3876 Built: 2005 Tax: $17,596 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$17,596
Remarks: DIRECT ACCESS TO INTRACOASTAL WATERWAY - North Siesta Key's Bay Island Boater's Dream - Experience the best of coastal living in this elegant 4bd/4ba residence - just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with Brazilian Ipe hardwood flooring throughout, hurricane rated windows and French doors and volume ceilings. At the heart of the home is a true cook's kitchen with Wolff Gas Range, built-in Sub-Zero stainless refrigerator, Fisher Paykel dishwasher and soap-stone counter-tops. A true Chef's pantry, abundant cabinetry and full bar with wine refrigeration elevate the entertaining experience. The Primary Bedroom Suite, set in its own private wing, offers a tranquil retreat w/French Doors opening to a full private deck, perfect to enjoy sunrise and coffee; generous closet space and spa-inspired Bath; Guests Private wing and other rooms offer flexibility; French doors, automated window coverings, and architectural details create a refined and comfortable atmosphere. A full laundry room w/sink, office nook and mudroom are conveniently located off the 3-car garage. Outdoors, enjoy multiple covered decks, one with gas-fireplace for perfect evening waterfront ambiance; overlooking heated salt-water pool/spa; lush tropical landscape; Minutes to downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Maria Beck, Pa (646-531-4118)
355 S SHORE DR, SARASOTA, FL 34234
$2,295,000172 Days on yellowkey MLS ID: A4671767
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 3276 Built: 1954 Tax: $9,362 (2024)Community: Sapphire Shores Resub Blk MSpa: NoSingle Family
Taxes:$9,362
Remarks: Build Your Dream Home on Sarasota Bay in Sapphire Shores! Set on an expansive 0.34-acre (14,665-sq.-ft.) waterfront lot, this property presents a rare opportunity to create a custom Sarasota residence in one of the city’s most desirable West-of-Trail neighborhoods. Perfectly positioned on a protected inlet that opens directly to Sarasota Bay, this oversized homesite offers stunning water views and the ideal setting for a modern coastal estate with private dockage and outdoor living space. Nestled among multi-million-dollar properties in the sought-after Sapphire Shores community, the location captures both tranquility and convenience. Just minutes from downtown Sarasota, residents enjoy easy access to world-class dining, boutique shopping, cultural landmarks, and vibrant nightlife. Nearby attractions include The Ringling Museum of Art, Sarasota Jungle Gardens, and the Van Wezel Performing Arts Hall, while Lido Beach, Longboat Key, and St. Armands Circle are only a short drive away. Offering a coveted combination of bay proximity, generous lot size, and prime positioning within Sarasota’s prestigious museum district, this property is ready for new vision—whether you imagine a coastal contemporary retreat or timeless Sarasota modern. Opportunities of this caliber are increasingly rare in today’s market—seize the chance to build your dream home in one of Sarasota’s most storied waterfront enclaves.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
3087 DICK WILSON DR, SARASOTA, FL 34240
$1,595,000194 Days on yellowkey MLS ID: A4664505
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3705 Built: 1991Monthly Fee: $369 Tax: $7,569 (2024)Community: Laurel Oak EstatesSpa: YesSingle Family
Taxes:$7,569
Remarks: Under contract-accepting backup offers. WELCOME TO LAUREL OAK ESTATES & COUNTRY CLUB, ONE OF THE MOST COVETED COUNTRY CLUB COMMUNITIES IN SARASOTA * This EXECUTIVE RUTENBERG BUILT HOME BOASTS VIEWS of LAKE & GOLF COURSE * A very private setting that is perfectly positioned on OVER 1/2 ACRE * PRIDE OF OWNERSHIP SHOWS * Featuring 4 Bedrooms & 3.5 Baths * Split Plan * Formal Living Room and Formal Dining Room * This SPECTACULAR home has been LOVINGLY RENOVATED with custom and extensive upgrades with wet bar * Your LARGE, open Eat-in Kitchen features Upgraded Appliances, QUARTZ Countertops, and an Island perfect for gathering around at the Breakfast Bar * Your Kitchen overlooks the Family Room boasting a cozy, wood-burning Fireplace * The Primary Bedroom showcases a LARGE sitting area and the Spa-style Bath has been THOUGHTFULLY REIMAGINED with TRAVERTINE FLOORS and MARBLE COUNTERTOPS, a Walk-in Shower, a Soaking Jetted Tub and a Walk-in Closet with Custom Built-ins * There are 3 Guest Bedrooms * Whole House Water Filtration System * Central Vac * ALL NEW LED Ceiling Lights * Volume Ceilings with Crown Molding * French Doors with additional transom windows above * This IMMACULATE HOME has AN ABUNDANCE OF NATURAL LIGHT * All of this wraps your FANTASTIC OUTDOOR LIVING SPACE WITH A CAGED, HEATED POOL & SPA * LARGE BACKYARD & CUSTOM LANDSCAPING * NEW TILE ROOF in 2018 * NEW A/Cs in 2022 & 2023 * Yard well for irrigation * OVERSIZED 3 Car Side Load Garage * This is the perfect home for entertaining or simply relaxing in your slice of paradise * A special opportunity behind the gates of Laurel Oak Estates, an outstanding Country Club community where nature and elegance abound. Offering 800+ acres of beauty and serenity, it is easy to see why some of the most discerning homeowners call Laurel Oak home. Optional club with outstanding facilities including 2 championship courses, 12 Har-Tru tennis courts, Junior Olympic-sized heated pool, & beautiful clubhouse, golf shop and attended locker rooms. Enjoy reciprocity with the Bird Key Yacht Club (boating, tennis, fitness, dining & social events) and quick easy access to I75, downtown, UTC Mall, World Famous Siesta Key beach and our other beautiful beaches * One look & you'll fall in love * Golf is optional, but if you want a golf membership, BUY THIS HOME AND GO TO THE FRONT OF THE LINE FOR A GOLF MEMBERSHIP. One look & you'll fall in love *
1920 WISTERIA ST, SARASOTA, FL 34239
$1,450,00066 Days on yellowkey MLS ID: A4683653
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1736 Built: 1951 Tax: $7,904 (2025)Community: Desota ParkSingle Family
Taxes:$7,904
Remarks: Under contract-accepting backup offers. Located West of the Trail in Sarasota’s highly sought after Southside neighborhood, this beautifully renovated home at 1920 Wisteria Street offers the perfect blend of location, lifestyle, and thoughtful updates. Just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the world famous beaches of Siesta Key, this home places you close to everything that makes living in Sarasota so desirable. The property is also located within the highly regarded Southside Elementary school zone, one of the most sought after elementary schools in Sarasota. Inside, the home features a bright open floor plan designed for comfortable everyday living and effortless entertaining. The fully remodeled kitchen serves as the centerpiece of the home and showcases quartz countertops, updated cabinetry, and modern finishes that flow seamlessly into the main living space. Crown molding throughout adds a refined touch, while a gas fireplace creates a warm and inviting focal point. The bathrooms have been tastefully remodeled and the home includes custom built in closets that provide both function and organization. Major system upgrades add comfort and peace of mind, including impact windows and doors throughout and a 2021 HVAC system. Step outside to a private backyard retreat designed for enjoying the Florida lifestyle year round. The pool was remodeled in 2022 and is surrounded by updated landscaping and mature Areca palms that create the natural privacy you have been looking for. One of the most unique features of the home is the outdoor tiki bar paired with a refreshed turf yard, creating the perfect setting for relaxing or entertaining guests. With its West of the Trail location, thoughtful renovations, and proximity to Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and Siesta Key Beach, this property offers an exceptional opportunity to enjoy one of Sarasota’s most convenient and desirable neighborhoods. Furniture is negotiable.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
7522 CONSERVATION CT, SARASOTA, FL 34241
$1,595,00062 Days on yellowkey MLS ID: A4684574
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3898 Built: 2006Monthly Fee: $495 Tax: $9,365 (2025)Community: Preserve At Heron LakeSpa: YesSingle Family
Taxes:$9,365
Remarks: This Preserve at Heron Lake Estate Home was built by Arthur Rutenberg in 2008 by the owners. Pride of ownership abounds. On a ¾-acre corner lot with four bedrooms, 3 ½ baths, the split floor plan offers plenty of space to spread out and live large! The home has an open kitchen/family room, bar area, walk-in pantry and eat-in dining area with an aquarium window looking out onto the saltwater pool and spa, complete with travertine decking. A formal dining room, living room with fireplace and family room that opens out to the pool deck with triple sliding doors that pocket, creating indoor/outdoor living. The kitchen has a Viking cooktop, GE Profile appliances, double convection ovens, built-in microwave and a double drawer under-island refrigerator. The owner’s suite is something to behold with sitting area space, large dual custom closets, owners bath with tub and Roman walk-in shower, dual vanity sink areas and private water closet. New luxury vinyl plank in owner’s suite and Jack and Jill bedrooms. Custom closets, soft-close custom cabinetry and custom lighting throughout, wood plantation shutter window treatments. Four-tray ceilings with Venetian plaster. Entire exterior painted in 2023. Leaf Guard gutter system. Zoned for three AC. Garage has built-in cabinetry and air conditioner has been added. Owners customized the three-car garage, a closet in the owner's suite and the formal dining area, all are larger than original floor plan.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Candria Crisp, Pa (941-726-5822)
336 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,595,00040 Days on yellowkey MLS ID: A4687301
REDUCED by $100,000 (1.8%) on 04/16/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3811 Built: 2019 Tax: $25,684 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$25,684
Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.
Listing Agent: Samantha Callaway (630-865-3189)
551 S WASHINGTON DR, SARASOTA, FL 34236
$9,495,000201 Days on yellowkey MLS ID: A4668634
Bed: 9 Bath: 9.0 Gar: 5 Liv Area Sq Ft: 5493 Built: 2024 Tax: $31,312 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$31,312
Remarks: Welcome to Lido Dreams, an exquisite 5,500 square foot luxury retreat nestled in the vibrant heart of St. Armands Circle on Lido Key. This brand-new masterpiece boasts 9 spacious bedrooms and 9 luxurious bathrooms, making it the ideal sanctuary for families or groups seeking both comfort and style. With a private pool, relaxing hot tub, and expansive outdoor living areas, Lido Dreams harmoniously blends modern elegance with the laid-back charm of coastal living. As you step inside, you’ll be greeted by a grand private foyer that sets the tone for the sophistication that awaits. An elevator and stylish stairway provide seamless access to the main living spaces, ensuring that your experience is as convenient as it is enjoyable. The oversized garage accommodates up to five vehicles, providing ample space for parking and storage, perfect for those who love to explore the surrounding area. On the second floor, you’ll find the heart of the home, designed for gatherings and celebrations. The spacious living room invites you to unwind, while the bright dining area and chef’s kitchen create a welcoming hub for shared meals and memorable moments. With five beautifully appointed bedrooms on this level, each featuring its own ensuite bathroom, your guests will enjoy the perfect balance of privacy and comfort. A well-equipped butler's pantry and one of two laundry rooms enhance the functionality of this floor, making it as practical as it is luxurious. Venture to the third floor, where the expansive primary suite offers a private sanctuary. Complete with its own living area, an extra-large bedroom, dual bathroom vanities, and a grand walk-in closet, this suite is designed for relaxation and rejuvenation. Picture yourself enjoying breathtaking views of playful manatees and dolphins from the comfort of your extraordinary owner's suite. Additional bedrooms, each with ensuite baths, ensure that every guest feels at home, with a second laundry room conveniently located on this level for added ease. Ascending to the rooftop, you will discover an open-air living space that redefines outdoor entertaining. This large rooftop deck invites you to savor morning coffee under the sun, enjoy sunset cocktails with friends, or indulge in stargazing on a clear night. It’s the ultimate backdrop for unforgettable moments, whether you're hosting a gathering or simply soaking in the serene surroundings. From sunlit gathering spaces to tranquil private retreats, Lido Dreams strikes the perfect balance between togetherness and solitude. Set in an unbeatable location just steps away from shopping, dining, and the pristine beach, this property embodies the essence of luxury living on Lido Key. Currently operating as a successful short-term rental with impressive bookings, Lido Dreams offers not just a home but an opportunity for a thriving investment. Financials are available upon request, making this an enticing prospect for discerning buyers. Don’t miss your chance to own this exceptional piece of paradise! *not pictured: boat dock & deck and outdoor kitchen & shower to be included in asking price.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
332 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,595,00041 Days on yellowkey MLS ID: A4687188
Bed: 9 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4055 Built: 2019 Tax: $26,520 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$26,520
Remarks: ~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
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