Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Price: $1,000,000+
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Sarasota - 611 properties found
3441 GULFMEAD DR, SARASOTA, FL 34242
$10,500,00029 Days on yellowkey MLS ID: A4693315
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 4769 Built: 2026 Tax: $16,553 (2025)Community: Gulfmead EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$16,553
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on north Siesta Key. This in progress New Construction property by Pham Development is on an expansive 17,842 SF and 0.41 acre lot, with a 4,769 SF traditional-style home to be built. Enjoy two separate guests suites on top of the two 2-car garages, for a total of 4 garage spaces, both with elevator access to the above suites. The master bedroom will have water views, and the grand entry home hosts a total of 6 bedrooms, 6 baths, and 1 powder bath. This property's deep-water grand canal with no bridges is ideal for yachts and boats, with up to a 13-foot draft. A new dock and boat lift is set to be installed. Inside, expansive living spaces boast high-end finishes and top-of-the-line appliances, blending timeless elegance with modern comfort. Enjoy the water, and a large backyard perfect for entertaining, a private pool, and new lush landscaping—making this the ultimate waterfront estate for family.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
5207 SAND LAKE CT, SARASOTA, FL 34238
$2,450,00054 Days on yellowkey MLS ID: A4690912
3 Days Off yellowkey (back on 5/31/2026)
REDUCED by $245,000 (9.1%) on 05/25/2026
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5653 Built: 2005Monthly Fee: $310 Tax: $13,619 (2025)Community: Silver OakSpa: YesSingle Family
Taxes:$13,619
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Set on a quiet cul-de-sac, this custom estate blends timeless design, modern systems & serene natural surroundings. Thoughtfully positioned to capture sweeping views of the protected 15-acre preserve, the home reflects refined Florida living where light, landscape and architecture work in harmony. A stately façade, 2023 concrete tile roof & lush landscaping introduce a residence built with enduring quality. Inside, exemplary craftmanship is evident throughout with attention to details that create a warm, inviting backdrop for everyday living & elegant entertaining. With 5,653 sq. ft. of interior space, the floor plan flows seamlessly, connecting indoor and outdoor environments. The main floor centers around a chef’s kitchen designed for gourmet preparation & effortless hosting. High-end, double appliances support large gatherings with ease. A generous prep island & custom millwork elevate both function and artistry. The adjacent morning room features aquarium-glass windows faming panoramic views, complimented by an entertainment wet bar. Also on the main level is a tranquil primary wing with a spa-like ensuite, a private guest ensuite and 2 dedicated offices ideal for work, creativity or quiet retreat. The expansive lanai offers 559 sq. ft. of covered outdoor living designed for year-round enjoyment. An outdoor kitchen, fireplace, custom pool/spa & generous seating areas extend the home’s interior comfort outdoors. A suite of premium mechanical upgrades enhances peace of mind, including a Rinnai instant hot water heater, Honeywell smart thermostats, integrated security systems, a PVE 2-person elevator, PGT ThermaTru impact-resistant windows, Lennox HVAC systems, whole-house in-wall vacuum, & a Guardian Elite 20kW standby generator. The 4-car garage features upgraded insulation for doors & ceiling & a Daikin split A/C – ideal for collectors, hobbyists, or climate-controlled storage. Located in the X-flood Zone & professionally pre-inspected with repairs completed, this home offers confidence & ease. More than a residence, it is a private retreat where architectural quality meets natural beauty & luxury is expressed through comfort, design & enduring value. The Silver Oak community is located on 115 acres of natural preserves & lakes. Conveniently located in Palmer Ranch, there is easy access to the Nationally Ranked Pine View School, famous Sarasota Beaches, Legacy Trail, outstanding Golf Courses, Downtown Sarasota & Venice.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Jennifer Putnam (941-539-6768)
1805 GOLDENROD ST, SARASOTA, FL 34239
$3,790,00028 Days on yellowkey MLS ID: A4694853
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3640 Built: 2024 Tax: $40,410 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$40,410
Elementary School: Southside Elementary
Remarks: Welcome to this exceptional new construction, upgraded residence located West of Trail, featuring 5 bedrooms, 5 full bathrooms, and 3,640 square feet of thoughtfully curated living space. Designed with a refined modern aesthetic, the home blends clean architectural lines with elevated finishes and seamless indoor-outdoor living. Upon entry, soaring 20-foot ceilings, warm designer lighting, and an expansive open-concept floor plan create an immediate sense of scale and refinement. The chef’s kitchen is appointed with premium GE Café appliances, quartz countertops, and custom cabinetry, flowing effortlessly into the main living and entertaining spaces. The residence also includes a spacious two-car garage equipped with an installed electric vehicle charger for added convenience and modern functionality. Walls of sliding glass doors open to a beautifully enhanced outdoor retreat featuring lush upgraded landscaping, a resort-style pool with a newly added waterfall feature, a fully equipped outdoor kitchen, and a covered dining area complete with remote-controlled mosquito and sun screens for year-round comfort and effortless entertaining. The primary suite serves as a private sanctuary, filled with natural light and designed for both comfort and elegance. The space features a generous walk-in closet, direct access to the outdoor living area, and a spa-inspired bath with a soaking tub and separate glass-enclosed shower. A newly installed stainless steel Bosch built-in coffee system adds an additional layer of luxury, while designer wallpaper and remote-controlled screens throughout the home provide a refined finish and enhanced comfort. Upstairs, three spacious guest suites each feature their own en-suite bathroom, creating ideal accommodations for family and visitors alike, in addition to a spacious media room designed for relaxed living and entertaining. A large rooftop terrace overlooking the pool provides an exceptional setting for relaxing or entertaining. Perfectly positioned between Siesta Key and Downtown Sarasota, this residence offers convenient access to world-class beaches, dining, shopping, and cultural attractions. Thoughtfully designed with timeless architecture, elevated finishes, and exceptional attention to detail throughout, this home delivers an elevated yet comfortable living experience for modern luxury living.
1704 FORTUNA ST, SARASOTA, FL 34239
$1,475,00068 Days on yellowkey MLS ID: A4689929
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2435 Built: 2000 Tax: $12,085 (2025)Community: GranadaSingle Family
Taxes:$12,085
Elementary School: None
High School: None
Middle School: None
Remarks: Tucked away on one of the most charming, oak-lined streets in the coveted Granada neighborhood, this home offers a rare blend of privacy, elegance, and effortless Florida living in the heart of Sarasota. This beautifully maintained single-family residence lives like a maintenance-free home, yet delivers the space, independence, and serenity of a private retreat. Surrounded by lush, manicured landscaping and a fully fenced yard, the property creates a tranquil oasis just minutes from everything that makes Sarasota so desirable. Inside, thoughtful upgrades and timeless finishes elevate every space. Engineered wood floors, crown molding, plantation shutters, and custom built-ins add warmth and sophistication throughout, while exterior and landscape lighting enhance the home’s ambiance day and night. The recently renovated kitchen is a standout feature, designed for both everyday living and entertaining. It boasts sleek quartz countertops and top-of-the-line SubZero, Thermador, and Bosch appliances. The bright, open kitchen accommodates six seats at the oversized island and seamlessly connects to a separate dining room and an inviting great room with a tray ceiling and new custom built-ins. French doors from both spaces open effortlessly to the pool and patio, creating a true indoor-outdoor lifestyle. Upstairs, you’ll find three spacious bedrooms and two full baths, offering comfort and privacy for family or guests. Downstairs, a versatile den and half bath provide the perfect space for a home office, media room, or additional living area. Step outside to your own private backyard retreat—complete with a sparkling pool, lush landscaping, and multiple areas for relaxing or entertaining. It’s a setting designed to enjoy Florida’s year-round sunshine in complete privacy. The location is simply unmatched. Just moments from Red Rock Park, the boutiques and dining of Southside Village, the scenic Sarasota Bay, and the world-renowned shores of Siesta Key, this home places you at the center of Sarasota’s most sought-after lifestyle. This is more than a home—it’s a private sanctuary in one of Sarasota’s most picturesque and convenient neighborhoods, where comfort, style, and location come together seamlessly.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Baldwin (941-404-9396)
1622 KENILWORTH ST, SARASOTA, FL 34231
$3,495,000178 Days on yellowkey MLS ID: A4676310
REDUCED by $205,000 (5.5%) on 04/30/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4058 Built: 2017 Tax: $28,823 (2025)Community: Johnson EstatesSpa: YesSingle Family
Taxes:$28,823
High School: Riverview High
Remarks: Located West of Trail near the historic Field Club, this stunning residence is a refined interpretation of British West Indies architecture, offering over 4,000 square feet of thoughtfully designed single-level living. Set on an estate lot, the home blends timeless coastal elegance with exceptional craftsmanship and seamless indoor–outdoor flow. A dramatic great room welcomes you with vaulted wood ceilings, fireplace, and expansive pocketing sliders that frame views of the lushly landscaped pool and spa. The open-concept design flows effortlessly into the chef’s kitchen, appointed with premium Thermador and Wolf appliances, custom solid-wood cabinetry, quartz surfaces, and an oversized island—perfectly complemented by a separate dining area and custom dry bar with wine refrigeration. Designed for both privacy and versatility, the residence features four en-suite bedrooms, office, and a spacious TV lounge or bonus room that opens directly to the outdoor living areas. The private primary suite is a serene retreat with a vaulted wood ceiling, dual walk-in closets, and direct access to the covered lanai. Its spa-inspired bath showcases dual vanities, a soaking tub, and an expansive glass-enclosed shower. Outdoor living is a true centerpiece, with a generous travertine lanai, fully equipped outdoor kitchen, dining verandah, and a large gas- and electric-heated saltwater pool and spa with waterfall—ideal for entertaining or quiet relaxation amid tropical landscaping and architectural lighting. Additional highlights include hurricane-rated impact windows and doors, a whole-house generator, brand new metal roof, dual on-demand water heaters, an expansive paver motor court, low maintenance & fenced yard, and a rare four-car garage configuration, including an owner’s garage with EV outlet and climate control. Ideally located minutes from Siesta Key, Southside Village, Sarasota Bay, and downtown Sarasota, this exceptional home offers privacy, design integrity, and proximity to the best of the Sarasota lifestyle
Listing is courtesy of: ALLEN REAL ESTATE SERVICES INC (941-923-7777)
Listing Agent: John Allen, Pa (941-923-7777)
1838 ALTA VISTA ST, SARASOTA, FL 34236
$3,495,000352 Days on yellowkey MLS ID: A4657794
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4452 Built: 2022 Tax: $17,607 (2024)Community: Avondale RepSpa: YesSingle Family
Taxes:$17,607
Tax Year: 2024
Remarks: Ensconced in the heart of the highly esteemed West-of-Trail Avondale neighborhood, this stunning 5-bedroom, 4.5-bath, 4400 square foot residence seamlessly blends timeless charm with modern luxury. Situated on a rare 14,750 sq ft oversized lot, the original 1952 home was extensively renovated and thoughtfully expanded in 2022, more than doubling its original square footage—all on a single level. Step inside to discover an open-concept layout designed for both comfort and entertaining, featuring a state-of-the-art kitchen with custom cabinetry, high-end appliances, a spacious eating area, and an impressive full butler’s pantry. The kitchen flows effortlessly into the elegant dining room and the great room, all bathed in natural light and finished with premium materials throughout. The home offers a separate formal living room and a versatile bonus room overlooking the pool—ideal for a home office, library, or sunlit sitting room. The owner's suite features sliding glass doors to access the pool, transom windows that filter in natural light, two walk-in closets, and top of the line finishes in the spa-like bath. The guest wing offers an over-sized bedroom, perfect for a home gym or private in-law suite, and provides privacy and flexibility for guests or multigenerational living. Every detail has been meticulously curated, from designer finishes to thoughtful storage solutions. Outside, enjoy lush landscaping, generous green space, and the perfect setting for outdoor entertaining. The lap pool and spa offer privacy and access to indoor-outdoor living spaces. All of this is located in the highly sought after Southside Elementary School district, and within walking distance to downtown Sarasota and Southside Village, placing dining, shopping, and cultural attractions just steps from your door.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jennifer Linehan (941-266-7555)
1611 HYDE PARK ST, SARASOTA, FL 34239
$3,750,000121 Days on yellowkey MLS ID: A4683619
REDUCED by $449,000 (10.7%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2545 Built: 1920 Tax: $6,507 (2025)Community: NoneSpa: YesSingle Family
Taxes:$6,507
Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations. Can be sold furnished.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
1804 N LAKE SHORE DR, SARASOTA, FL 34231
$4,995,000154 Days on yellowkey MLS ID: A4679067
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6854 Built: 2004 Tax: $22,275 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$22,275
Remarks: A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Bridget Spiess (941-720-6304)
259 ROBIN DR, SARASOTA, FL 34236
$7,900,000184 Days on yellowkey MLS ID: A4675575
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $110 Tax: $31,490 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$31,490
Middle School: Booker Middle
Remarks: An exceptional opportunity on coveted Robin Drive in Bird Key, this fully reimagined bayfront home captures Sarasota’s waterfront lifestyle at its finest. Recently transformed through a meticulous, top-tier renovation, the residence showcases impeccable craftsmanship, elevated finishes, and a seamless blend of sophistication and comfort—where every detail and major system has been thoughtfully curated for effortless, modern coastal living. Elevated above the floodplain with a ground level over 10 feet, sweeping panoramic views span Sarasota Bay, the downtown skyline, and the iconic Ringling Bridge—creating a breathtaking backdrop from sunrise to sunset, with city lights shimmering across the water in the evening. Inside, more than 4,000 square feet of light-filled living space unfolds across two thoughtfully designed levels. Soaring ceilings up to 14 feet and expansive walls of glass bathe the interiors with natural light while framing unobstructed bay views throughout. The main living areas flow seamlessly from the inviting sitting room with a statement fireplace to the dining area and custom-designed kitchen, opening to the family room with a built-in bar—a wonderful gathering area to enjoy the gorgeous backdrop of the bay and downtown lights. The kitchen is anchored by a striking waterfall island and features designer-appointed custom cabinetry, premium Sub-Zero, Wolf, Bosch, and Miele appliances, and refined integrated details throughout. A fully equipped back kitchen and pantry, complete with an additional sink, appliances, and generous prep space, enhances functionality while maintaining a clean, polished aesthetic. The primary suite, privately positioned on the main level, offers direct access to the pool, dual walk-in closets, and a spa-inspired bath with a soaking tub, dual vanities, and elegant finishes. A dedicated office and two powder baths complete the main level. Upstairs, two en-suite bedrooms with bay views, a versatile bonus room, and an additional office space provide comfortable accommodations for family and guests. Outdoor living is equally compelling, featuring an expansive paver terrace, heated pool and spa, and unobstructed views of Sarasota Bay, downtown, and the Ringling Bridge—creating a serene waterfront retreat designed for everyday enjoyment. Set on protected waters, the property offers 120 feet of deep-water frontage along Bird Key’s Pompano Pass, with direct access to Sarasota Bay, Big Pass, and the Gulf. A newly constructed seawall and Trex dock feature fish and dock lighting, a 24,000-pound boat lift, and dedicated kayak and jet ski lifts—perfectly suited for an exceptional boating lifestyle. Additional highlights include a circular driveway, three-car garage with Tesla charger, and irrigation well. Bird Key offers an exceptional coastal lifestyle in one of Sarasota’s most coveted neighborhoods, just moments from downtown’s restaurants, shopping, and cultural venues, as well as the boutiques and dining of St. Armands Circle and the shoreline of Lido Beach. The Bird Key Yacht Club is currently undergoing a full redevelopment and is expected to reopen as a premier destination for boating, tennis, dining, and an active social scene.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
156 SIESTA DR, SARASOTA, FL 34242
$1,649,000315 Days on yellowkey MLS ID: A4661717
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2901 Built: 1977 Tax: $19,016 (2024)Community: Siesta Rev ResubSingle Family
Taxes:$19,016
Remarks: Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal. Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain. The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
7125 WESTMORELAND DR, SARASOTA, FL 34243
$3,595,000188 Days on yellowkey MLS ID: A4675672
REDUCED by $30,000 (0.8%) on 05/06/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4343 Built: 2025 Tax: $4,490 (2024)Community: North IslesSingle Family
Taxes:$4,490
Elementary School: Bayshore Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: One or more photo(s) has been virtually staged. The Abaco Model is a stunning Sarasota luxury residence offering 4,343 square feet of refined living space and 6,273 square feet under roof, featuring four true bedrooms and six total rooms. This home is Florida Green Home Bronze Certified, reflecting thoughtful construction, energy efficiency, and sustainable building practices. Upon arrival through dramatic 10-foot iron front doors, the foyer provides a breathtaking sightline through the home to the pool and canal beyond. The oversized great room is ideal for entertaining and showcases stained cypress beams, a gas fireplace with full-height tile surround, and a 16-foot-wide by 10-foot-high pocketing sliding glass door that opens seamlessly to the outdoor living and pool area. The chef’s kitchen features an oversized island with gas cooktop, walk-in pantry, and sunlit windows above the sink for abundant natural light. The private owner’s wing includes a refined library or office adjacent to the owner’s suite, both enjoying water views. Dual oversized customized built in walk-in closets and a spa-inspired owner’s bath complete the retreat with a freestanding soaking tub, walk-in shower, private water closet, and separate his-and-her vanities. Two additional guest suites accommodate king-sized beds and feature ensuite baths and walk-in closets. A waterfront bonus room at the rear of the home also enjoys water views and is serviced by a nearby full bath that also functions as a powder bath and pool bath. Two additional flexible sleeping rooms bring the total sleeping capacity to six. The expansive outdoor living and dining area overlooks the pool and spa and includes a cozy gas fireplace, creating the perfect waterfront entertaining setting. The three-car garage leads into a walk-in laundry room with a dedicated storage closet. All windows and exterior doors feature Low-E impact glass, all interior doors are 8-foot shaker style, all interior walls include sound batt insulation, walls and ceilings have smooth finishes, and all interior floors are tiled throughout. Cabinetry is by Wood-Mode/Brookhaven. The West Indies–inspired exterior elevation features shutters, corbels, decorative brackets, and a concrete tile roof. The private dock includes a high-capacity 33,000-pound boat lift with water and power and is capable of accommodating 40–50-foot vessels with protected deep-water access and quick entry to Sarasota Bay making this property ideal for the serious boater.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Lauren Holt, Pllc (941-928-7211)
8438 WEBBER RD, SARASOTA, FL 34240
$1,275,00064 Days on yellowkey MLS ID: A4688777
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $20,000 (1.5%) on 05/13/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4573 Built: 2010Monthly Fee: $133 Tax: $7,765 (2025)Community: Regent LakeSpa: YesSingle Family
Taxes:$7,765
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Back on the market - Buyer was unable to secure financing. Room to truly live, relax, and entertain on over an acre in the intimate 13 home community of Regent Lake. This impressive residence offers five spacious bedrooms, four with private en-suite baths, plus a half bath on the main floor. The thoughtfully designed layout also includes a large upstairs bonus room, perfect as a media room, game room, or private retreat for guests. At the center of the home is a generous open-concept living space where the kitchen, breakfast nook, and family room flow seamlessly together. 10’ ceilings on the main level, 9’ ceilings upstairs, and eight-foot doors throughout add to the home’s spacious feel. Designed with both everyday living and entertaining in mind, the kitchen features an oversized center island, separate breakfast bar, stainless steel appliances, granite countertops, dual built-in convection oven and microwave and a cooktop with a custom wood vent hood. Rich 42-inch wood cabinetry with crown molding, decorative backsplash, and solid wood dovetail drawers with soft-close construction has timeless style. The primary suite is a private retreat featuring dual walk-in closets, a garden tub, walk-in tiled shower, double vanities, and upgraded fixtures throughout. Step outside to more than 1,500 square feet of screened outdoor living space designed for year-round enjoyment. The expansive lanai features a heated spa, saltwater pool, and a fully equipped outdoor kitchen, making it ideal for hosting guests or unwinding at the end of the day. Western rear exposure provides stunning sunset views, while the front of the home enjoys soft morning light. From the lanai and main living areas, take in peaceful views of the 25-acre spring-fed lake, stocked with bass and ideal for canoeing, kayaking, or electric boating. Privately tucked away yet conveniently located near I-75, Gulf beaches, restaurants, and shopping, this home offers the perfect balance of peaceful country-style living and everyday convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Sherry Johnson (941-730-0897)
8456 MIDNIGHT PASS RD, SARASOTA, FL 34242
$1,900,00070 Days on yellowkey MLS ID: TB8497342
REDUCED by $300,000 (13.6%) on 05/30/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 966 Built: 1962 Tax: $7,269 (2025)Community: Heron Lagoon Lodge SubSingle Family
Taxes:$7,269
Remarks: Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
5727 RIEGELS POINT RD, SARASOTA, FL 34242
$4,295,000693 Days on yellowkey MLS ID: A4618421
REDUCED by $300,000 (6.5%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3616 Built: 1982Monthly Fee: $125 Tax: $19,884 (2024)Community: Riegels LandingSpa: YesSingle Family
Taxes:$19,884
Remarks: When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water shoreline on a private basin with direct Intracoastal access. It’s a true boater’s paradise, complete with two 10,000-lb boat lifts, a floating kayak launch, water and electricity at the dock, and lit pilings perfect for nighttime fishing. The water is deep enough for a large-scale yacht to sit comfortably at your dock. Expansive Shellstone patios wrap around the home, offering countless spaces to relax, dine, and entertain. The saltwater pool and raised spa, framed by fire and water features anchor this private resort experience. Remote smart controls make it easy to unwind in the pool and spa after a sunset cruise. The front entry showcases coastal curb appeal with double frosted glass doors, leading into an interior that blends casual sophistication with the ease of turnkey living. The great room is open and airy, with engineered wood floors and abundant natural light. Large sliders provide seamless access to the outdoor amenities, creating a perfect space for both entertaining and casual relaxation. The chef’s kitchen is designed for both form and function, featuring Wolf cooking appliances, a Sub-Zero refrigerator, a Miele dishwasher, a galley sink, and custom cabinetry throughout. Hidden outlets at the cabinet base and multiple pantries, plus clever storage built into the island, keep everything organized with ease. The primary suite is a serene retreat with engineered hardwood floors, a access to a waterfront terrace with Trex decking that wraps around the entire home, and well-thought-out blind and electrical automation. The luxurious bath features lighted mirrors, dual sinks, a makeup vanity, a free-standing tub, a walk-in shower, and a Toto commode. The suite also includes a spacious walk-in closet with custom built-ins. Upstairs, two generous guest suites share a well-appointed full bathroom. Two loft areas provide the perfect space for reading, working, or relaxing. The lower level offers a multifunctional space, featuring a living space, fitness room, sliders to access the outdoor space, and a wine room with plumbing for a cooler. Additional features include a spacious 2-car garage with custom built-ins, Control4 smart home technology for lighting, AV, security, and more, four HVAC zones for comfort, turnkey furnishings, a whole-house water softener system (salt and carbon filters), a whole house generator and an oversized laundry room with custom organization. At 5727 Riegels Point, enjoy island living with easy access to Sarasota and Siesta Key Village’s dining, shopping, and entertainment. Siesta Key Beach, recently named the No. 1 beach in America by Tripadvisor, is just moments away, offering powdery sand, clear waters, and stunning sunsets. From dockside mornings to poolside evenings, this is coastal living at its best—a full-time escape where your dream lifestyle unfolds.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1418 JOHN RINGLING PKWY, SARASOTA, FL 34236
$7,900,000179 Days on yellowkey MLS ID: A4675500
1 Days Off yellowkey (back on 5/21/2026)
REDUCED by $600,000 (7.1%) on 05/17/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5582 Built: 2004Monthly Fee: $42 Tax: $57,926 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$57,926
Remarks: Discover refined living and tranquility in this stunning home set within the esteemed Lido Shores neighborhood. Step inside through striking Sapele entry doors into a thoughtfully remodeled residence by award-winning Mindy Webb Design. The instant you enter, you're greeted by a breathtaking wall of windows that highlights the infinity pool, sweeping views of Sarasota Bay, the city skyline, and the impressive John Ringling Bridge. Inside, a contemporary color palette and premium finishes elevate every room. The spacious five-bedroom estate reveals meticulous craftsmanship throughout, with Italian flooring, a gourmet chef’s kitchen, butler’s pantry, billiard room, two wet bars, a climate-controlled wine cellar holding up to 648 bottles, intricate crown molding, tray ceilings, an office/den with embossed copper ceiling, and a two-stop elevator. The master suite, on the main floor, includes dual, custom walk-in closets and a spa-like bathroom. An extraordinary collection of chandeliers throughout the home adds a touch of elegance. Three of the additional en-suite bedrooms provide comfort for guests or family, the show-stopping wine cellar , with new cooler, will delight any enthusiast. Start your mornings peacefully, taking in the kaleidoscope of hues as the sun rises over the bay, watch dolphins and manatees glide by. Relax at night beside a fire on the upper balcony, enjoying views of the glowing Ringling Bridge and Sarasota skyline. Outdoor features include a summer kitchen, two separate dining spaces, a 16,000 lb. boat lift capable of accommodating deep-hulled vessels, two Jet Ski lifts, a dedicated kayak/paddle boat platform measuring 9 feet by 14 feet with an integrated rack, as well as an additional dock platform sized at 16 feet by 9 feet. Sustainable updates abound, like 51 new solar panels paired with three Tesla storage batteries. Additional features: four-zone Trane air system, fenced yard, brand-new metal roof (2025). The professionally landscaped grounds feature native Florida foliage, palm trees, and ambient lighting for evening gatherings. Furniture available via separate contract. End your day with a stroll along your community-private beach. Lido Shores Association membership is voluntary ($500/year) for access to a private gated beach, pavilion, Bocci Ball Court, and many community events. This home has been expertly renovated and meticulously maintained—simply bring your suitcase and move right in! Located minutes from boutique shopping, fine dining, cultural venues, and St. Armands Circle, residents also enjoy proximity to world-class golf courses and recreational parks. The residence promises both privacy and community, offering a tranquil retreat while being close to Sarasota's vibrant coastal lifestyle.
Listing Agent: Kelly Gettel (941-315-2525)
765 SIESTA KEY CIR, SARASOTA, FL 34242
$3,290,00044 Days on yellowkey MLS ID: C7525634
REDUCED by $210,000 (6.0%) on 05/30/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3446 Built: 1972Monthly Fee: $83 Tax: $20,136 (2025)Community: Siestas BaysideSingle Family
Taxes:$20,136
Remarks: Hidden behind an expansive 250-foot circular driveway, the residence is designed for those who appreciate luxury waterfront living and effortless entertaining. Offering approximately 3,500+ square feet, the home features 5 bedrooms, 2 bonus rooms, and dual primary suites, including a spacious main-level owner’s retreat and an additional upstairs suite ideal for guests or multigenerational living. Inside, timeless elegance meets modern functionality with marble flooring, GE Café appliances, spray foam insulated walls for enhanced efficiency and sound reduction, and expansive living spaces filled with natural light and tranquil water views. Recent improvements include three newer HVAC systems, a newer pool heater, major mechanical updates, and an oversized deep-water dock capable of accommodating larger vessels. Outdoor amenities create a true resort-style setting with a heated pool, private basketball court, lush tropical landscaping, and multiple areas for relaxation and entertaining. The oversized waterfront lot is the true centerpiece of the property, providing remarkable privacy and unobstructed boating access with no waterway limitations — an increasingly rare offering on Siesta Key. Conveniently located just minutes from Siesta Key Beach, marinas, fine dining, private clubs, and downtown Sarasota, this extraordinary property presents a rare opportunity to own a premier waterfront estate in one of Southwest Florida’s most desirable coastal destinations.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Taylor Brady (239-896-6433)
1067 WESTWAY DR, SARASOTA, FL 34236
$18,000,000132 Days on yellowkey MLS ID: A4680843
REDUCED by $2,000,000 (10.0%) on 05/30/2026
Bed: 6 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 7438 Built: 1996Monthly Fee: $42 Tax: $225,146 (2025)Community: Lido C/ Lido ShoresSpa: NoSingle Family
Taxes:$225,146
Remarks: Positioned on the pristine shores of Sarasota’s Lido Key, 1067 Westway Drive presents a truly rare Gulf-front offering—defined by scale, privacy and irreplaceable land value. With over 100 feet of private, direct beachfront, this estate occupies one of the most coveted and increasingly scarce stretches of shoreline on Florida’s West Coast. Parcels of this size are rarely found, positioning this property as both a refined coastal retreat and a generational asset. Designed to embrace its extraordinary setting, the residence unfolds with light-filled interiors, grand architectural moments and uninterrupted turquoise Gulf views from nearly every living space. A dramatic atrium entry and marble staircase lead to expansive rooms where soaring ceilings, bespoke detailing and walls of glass blur the line between indoors and out. The welcoming great room opens effortlessly into an expansive beachfront terrace - offering front-row views of endless sunsets over the Gulf of Mexico. The home is equally suited for elegant entertaining and relaxed coastal living, featuring a sophisticated bar and lounge with a custom glass wine room, a gourmet chef’s kitchen with premium appliances and multiple dining spaces outlined by panoramic water views. Savor resort-style outdoor living - and soak up the sun with unlimited boating, water sports and beachcombing. Experience the lush, tropical landscaping, infinity-edge pool overlooking the Gulf, and multiple rooftop terraces - culminating in a spectacular rooftop entertaining level with sweeping sunrise-to-sunset vistas spanning Sarasota Bay, downtown and the Gulf beyond. The primary suite is a dedicated sanctuary with its own beach-front terrace, spa-inspired bath, boutique-style dressing room and fitness space. Artfully designed for both the owner’s privacy as well as those who visit – the five guest suites are thoughtfully appointed as intimate retreats. And while famous St. Armands’s Circle and vibrant downtown Sarasota is merely minutes away for dining and shopping – there’s no need to leave the grounds when you have a private theater, 2 executive offices, fitness room, family and game rooms, bunk room and multiple rooftop decks for lounging and entertaining. Offering exceptional Gulf of Mexico frontage, uncompromising privacy and a world-class beachfront lifestyle, 1067 Westway Drive stands among the most significant residential offerings on Florida’s Gulf Coast—an estate where luxury, location and legacy converge. (Two adjoining parcels are available to design one of the most private retreats in South Florida.)
Listing Agent: Monica Verinder (941-704-4040)
600 MOURNING DOVE DR, SARASOTA, FL 34236
$11,900,00026 Days on yellowkey MLS ID: A4694192
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5767 Built: 2026Monthly Fee: $89 Tax: $47,243 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$47,243
Remarks: Under Construction. Positioned on one of Bird Key’s most expansive waterfront parcels featuring 200 foot of water-frontage, this extraordinary new construction estate captures sweeping Sarasota Bay views and represents a rare blend of architectural sophistication, enduring strength, and refined coastal luxury. Masterfully designed by renowned architect DSDG Architects and built by Dynan Construction, Sarasota’s premier waterfront builder, the residence has been thoughtfully engineered to the Fortified Gold standard, offering exceptional resilience and peace of mind for luxury waterfront living. A striking modern façade introduces interiors defined by dramatic floor-to-ceiling glass, allowing natural light and panoramic water views to pour throughout the home while seamlessly blending indoor and outdoor living. Warm, curated interior finishes create an inviting yet sophisticated ambiance, balancing contemporary architecture with timeless livability. Designed for both grand-scale entertaining and effortless daily living, the residence features four luxurious bedroom suites, a private office, a gym/wellness center with sauna, elevator access to all levels, an expansive rooftop deck designed to capture breathtaking sunsets over Sarasota Bay, and a spacious three-car garage. The outdoor living experience is equally compelling, with resort-inspired entertaining spaces thoughtfully designed to embrace the coveted waterfront lifestyle. The masterfully designed infinity-edge pool serves as the centerpiece of the outdoor living experience, offering a striking visual connection to the surrounding waterfront setting. Set within one of Sarasota’s most prestigious waterfront communities, this exceptional offering presents a rare opportunity to own a statement residence between downtown Sarasota and St. Armands Circle, offering an unmatched lifestyle surrounded by fine dining, boutique shopping, cultural attractions, boating amenities, and breathtaking Gulf beaches.
Listing is courtesy of: COASTAL RESERVE (941-586-7736)
Listing Agent: Cassandra Miller (941-586-7736)
12016 LEGACY ESTATES BLVD, SARASOTA, FL 34238
$1,795,000174 Days on yellowkey MLS ID: A4676570
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3639 Built: 2017Monthly Fee: $560 Tax: $8,084 (2025)Community: Legacy Estates At Esplanade On Palmer RanchSpa: NoSingle Family
Taxes:$8,084
Remarks: Under contract-accepting backup offers. Welcome to 12016 Legacy Estates Blvd, a meticulously maintained 3-bedroom, 3.5-bath home offering 3,639 sq. ft. of living space in a sought-after resort-style community. This spacious residence features beautiful porcelain tile floors, abundant natural light, and an open layout designed for both comfortable living and entertaining. The home provides plenty of space for family and guests and includes an oversized bonus room that can be easily converted into a fourth bedroom or media room. Pride of ownership is evident throughout. Step outside to your private outdoor retreat featuring an oversized lanai, outdoor kitchen, and a serene pool overlooking a peaceful pond, perfect for relaxing or hosting gatherings while enjoying Florida’s indoor-outdoor lifestyle. Residents enjoy access to an impressive resort-style clubhouse offering a fitness center, spa, game room, and large common areas ideal for social events. The community pool is complemented by the popular Bahama Bar, serving great food and drinks in a relaxed setting. For outdoor enthusiasts, the community offers two convenient access points to the famous Legacy Trail, perfect for running, walking, or biking. This exceptional property combines luxury, space, and outstanding amenities in an unbeatable location.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Austin Hager (941-254-3199)
8067 WATERBEND TRL, SARASOTA, FL 34240
$1,900,000153 Days on yellowkey MLS ID: A4678689
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3509 Built: 2022Monthly Fee: $382 Tax: $17,545 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Taxes:$17,545
Remarks: Welcome to your dream home in the highly sought-after Lakehouse Cove at Lakewood Ranch. This exceptional Tideland floor plan by Homes by Towne offers the perfect blend of luxury, comfort, and true waterfront living, highlighted by expansive panoramic lake views. This thoughtfully designed 3-bedroom, 4-bathroom residence features a spacious open-concept layout accented by high-end finishes and quality upgrades throughout. The main level includes a dedicated office, ideal for working from home or creating a private retreat, as well as a generous primary suite with a spa-inspired bathroom and large walk-in closet. Step outside to the oversized screened lanai and take in tranquil mornings and breathtaking sunset views over the lake—an ideal setting for relaxation and entertaining. The upper level offers a versatile bonus living area, perfect for a media room, guest suite, or additional gathering space. Each bedroom is designed for privacy and comfort, with its own en-suite bathroom, making this home well-suited for family and guests alike. Situated within the amenity-rich Lakehouse Cove community, residents enjoy access to a resort-style clubhouse, fitness center, pool, kayak launch, and miles of scenic walking trails. Conveniently located near shopping, dining, and all that Lakewood Ranch has to offer, this lakefront home presents a rare opportunity to enjoy refined Florida living at its best.
Listing is courtesy of: RANCH REALTY (941-228-1229)
Listing Agent: Kevin Bryceland (941-228-1229)
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