Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Living Area Square Feet: 3500+
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Sarasota - 332 properties found
3099 DICK WILSON DR, SARASOTA, FL 34240
$1,725,000188 Days on yellowkey MLS ID: A4673663
REDUCED by $100,000 (5.5%) on 05/27/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 4069 Built: 1990Monthly Fee: $369 Tax: $7,352 (2024)Community: Laurel Oak EstatesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,352
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: This is the one * WELCOME TO LAUREL OAK ESTATES & COUNTRY CLUB, ONE OF THE MOST COVETED COUNTRY CLUB COMMUNITIES IN SARASOTA * This EXECUTIVE HOME BOASTS PANORAMIC VIEWS of a LARGE LAKE & GOLF COURSE * These are MUST SEE VIEWS * A very private setting that is perfectly positioned on OVER 1/2 ACRE * PRIDE OF OWNERSHIP SHOWS * Featuring 3 SPACIOUS Bedrooms & 3 Full Baths PLUS a Den/Office * Split Plan Design * Formal Living Room with BEAUTIFUL COFFERED CEILING * The Chef's Kitchen is stunning showcasing Double Ovens , Cook-top Island, GORGEOUS STONE Counter-tops, and ample storage * The Kitchen is open to the Family Room featuring a Wood-burning Fireplace * The Primary Suite is a true retreat with a Spa-style Bath * All of this wraps your OUTDOOR LIVING SPACE with a Panoramic Pool Cage for your Heated Pool * There are TWO Covered Lanais with a Summer Kitchen + Vented Grill * LARGE, open Backyard * Breathtaking custom landscaping throughout the property * OVERSIZED 2 Car Garage with a Separate Golf Cart Garage * This is a SPECTACULAR home with INCREDIBLE curb appeal + a classic circular driveway * Tile Roof is 8 years young * A/Cs are zoned, 3 years young & 9 years young * Volume Ceilings * 8 foot Sliding Glass Doors * 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 * 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: Ryan Brown (941-330-7774)
7366 POINT OF ROCKS RD, SARASOTA, FL 34242
$26,000,000168 Days on yellowkey MLS ID: A4673754
Bed: 5 Bath: 6.0 Gar: 6 Liv Area Sq Ft: 10600 Built: 2020 Tax: $115,958 (2025)Community: Siesta KeySpa: YesSingle Family
Taxes:$115,958
Elementary School: Phillippi Shores Elementary
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Rising above an enviable stretch of shoreline, this Gulf-front estate showcases timeless architecture and coastal refinement. Designed by CMSA Architects and completed in 2020, the residence features layered rooflines, sculpted stone staircases, and soaring arched windows across more than 180 feet of Gulf frontage. With 10,600 square feet of interiors and 20,982 square feet in total, the home offers a grand yet effortless indoor–outdoor lifestyle, ideal for both elevated entertaining and daily living. A sweeping motor court, mature palms, and a grand double staircase create an immediate sense of arrival. Inside, natural light and uninterrupted Gulf vistas establish a feeling of calm, scale, and sophistication from sunrise to sunset. The great room, lined with floor-to-ceiling arched windows and anchored by a carved-stone fireplace, delivers both serenity and architectural presence. The main kitchen is a triumph of craftsmanship - featuring custom Campbell cabinetry, quartz countertops, designer lighting, Sub-Zero refrigeration, a Wolf six-burner dual-oven range, and a substantial island that anchors the open flow into the living and dining spaces. A prep kitchen and workspace elevate functionality with premium appliances, expansive storage, quartz counters, and a dedicated gift-wrapping wall. The bar and wine room create a refined entertaining destination, defined by custom cabinetry and designer lighting. An iron-and-glass–enclosed, temperature-controlled wine room serves as the focal point, complemented by adjacent illuminated display shelving. Sub-Zero refrigeration, an ice maker, and a Fisher & Paykel dishwasher drawer complete the space. Outdoors, the estate unfolds across three dramatic tiers of Gulf-facing living, featuring arched loggias and a resort-style alfresco kitchen with a wraparound bar that opens seamlessly to the main living spaces. An elevated infinity-edge pool and spa appear to merge with the Gulf, while thoughtfully designed outdoor areas transition effortlessly to a manicured lawn and direct access to the crystal-clear waters at Point of Rocks—where snorkeling, dolphin sightings, and sunset walks become part of daily life. The primary suite forms a private wing, introduced by an illuminated groin-vault corridor that enhances the home’s architectural rhythm. Gulf views fill the bedroom and its terrace, while the bath offers a symmetrically designed retreat with dual vanities, full-height mirrors, multiple chandeliers, a massive double-entry shower, a stone-surround soaking tub, a Sub-Zero–equipped coffee bar, and two exceptional custom closets. Nearby, the office provides a quiet, light-filled workspace. The upper level is devoted to comfort and privacy, offering four well-appointed guest suites, a spacious family room with a wet bar, multiple terraces capturing Gulf views, an additional office, and a laundry room. The ground level is enhanced by indoor–outdoor walkways connecting multiple spaces and generous storage, reinforcing the effortless, resort-style livability. A generator, 3-stop elevator, 6-plus humidity-controlled garage spaces, floor-to-ceiling shades, linear vents, whole-house automation, and shellstone and French oak flooring complete the offering. A short, shaded, tree-lined walk places you at Siesta Key Beach, the No. 1 beach in America by TripAdvisor, offering effortless access to one of the world’s most iconic shorelines.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
290 N WASHINGTON DR, SARASOTA, FL 34236
$6,945,000388 Days on yellowkey MLS ID: A4652926
REDUCED by $5,000 (0.1%) on 05/26/2026
Bed: 5 Bath: 5.0 Gar: 6 Liv Area Sq Ft: 6799 Built: 2008 Tax: $78,313 (2024)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$78,313
Elementary School: Southside Elementary
Middle School: Sarasota Middle
Remarks: A boater's dream and RARE opportunity—One of just 39 homes on this EXCLUSIVE side of St. Armands Circle offering -DIRECT GULF ACCESS- NO FIXED BRIDGES - and NO OBSTACLES. True deep-water dockage that comfortably accommodates a vessel over 60 feet. Enjoy full waterfront views of Sarasota Bay and the iconic downtown Sarasota skyline from every north-facing room in this home. This stunning, gated waterfront estate showcases the timeless elegance of Mediterranean architecture, blending classical design with refined coastal living. Expertly engineered with solid poured concrete walls reinforced by structural steel beams, this residence offers unmatched strength, integrity, and long-term value—an ideal foundation for both luxury and peace of mind. This Venetian-inspired estate is a rare architectural masterpiece, showcasing meticulously hand-applied Venetian plaster walls that exude artisan-crafted elegance—both refined and truly one-of-a-kind. The home features unmatched fit and finish throughout the entire residence. The primary floor of this home is thoughtfully designed for seamless living and exceptional entertaining value. Take in full waterfront views of Sarasota Bay and the downtown skyline while preparing a meal in the master-crafted kitchen or relaxing on the expansive waterfront veranda. The kitchen is an authentic showpiece and a true chef’s dream, featuring professional-grade appliances, a robust gas range with multiple burners, hand-carved cabinetry, and marble flooring throughout. This four-story home is equipped with a whole-house elevator for effortless access to each level. With an expansive extended garage, it’s ideal for car enthusiasts, offering multiple storage bays and additional space for organization. Looking for ease of maintenance? Enjoy the recently installed, top-of-the-line polymer turf surrounding the home. The luxury pool and spa features all brand new equipment and water heater, a premium-grade saltwater chlorination system, complete with full automation and water features. Delivering crystal-clear water and low-maintenance convenience. St. Armands Circle is one of Sarasota’s most coveted and prestigious addresses. This home's premier location places you just steps from Lido Beach. Frequent festivals, classic car shows, and seasonal events make the area lively year-round. Choose from gourmet restaurants, boutique shops, and family-friendly activities as you stroll the Circle. Downtown Sarasota’s theaters, museums, and fine arts venues are just a short drive away. For golf enthusiasts, this home is minutes from The Longboat Key Club—one of Sarasota’s most prestigious private clubs. The club features 45 holes of championship golf across two beautifully maintained courses and a full-service, resort-style experience including a world-class tennis center, private beach, deepwater marina slips, full-service spa, upscale dining, and an active calendar of social events.
Listing Agent: Allen Smith, Iv (407-460-1564)
3586 RECURVE CIR, SARASOTA, FL 34240
$1,999,999176 Days on yellowkey MLS ID: TB8459416
REDUCED by $50,001 (2.4%) on 05/20/2026
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4452 Built: 2023Monthly Fee: $180 Tax: $20,912 (2025)Community: Hampton LakesSingle Family
Taxes:$20,912
High School: Booker High
Remarks: ***Priced WELL below reproduction cost + nearly $200k in options added.*** If you’re looking for a home that combines modern luxury in an away-from-it-all setting with easy access to wonderful Sarasota, 3586 Recurve Circle is the property for you. This nearly new 5 bedroom, 4 bathroom Grand Cayman estate is situated on an expansive, private 8 acre lot in the gated Hampton Lakes community with no rear neighbors and a serene conservation view. Located in Flood Zone X, flood insurance is not required. Plus, hurricane impact windows and reinforced garage doors add to your peace of mind. Built with an extended lanai and graced with an additional bonus room/5th bedroom, this home is perfectly designed for indoor-outdoor living. Whether you’re looking for a spacious property to connect with family and friends or just want room to breathe, this property checks these boxes and more. Soaring ceilings greet you at the front door with an easy flowing floor plan that leads you past the office/den, living room, dining room, and butler pantry to your beautiful kitchen with impressive quartz countertops and on to the bright, inviting family room. The spacious primary suite encompasses the entire east side of the home and includes a generous 15x18 walk-in closet, soaker tub, and walk-in shower with waterfall showerhead. On the western side of the home are 3 more bedrooms with full ensuite bathrooms and a bonus room with a large closet that can be used however you see fit. The home has thoughtful options above the base model including an additional bedroom, double driveway, and generous screened and covered outdoor space (pre-plumbed and wired for an outdoor kitchen) perfect for entertaining or taking in the peaceful view. Your cavernous garage (1,325 sq ft) has room for four vehicles and more. Situated away from it all but close to everything - just minutes from Lakewood Ranch and Waterside Place. You would spend significantly more to build the base model of this home so come embrace all this estate home has to offer and imagine yourself in this unique opportunity.
Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-972-3430)
Listing Agent: Brian Webb (813-595-3229)
440 MEADOW LARK DR, SARASOTA, FL 34236
$11,300,000268 Days on yellowkey MLS ID: A4666605
1 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6880 Built: 2023Monthly Fee: $110 Tax: $82,533 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$82,533
Remarks: A breathtaking fusion of architectural brilliance and design sophistication, 440 Meadow Lark Drive is arguably the finest residence ever constructed in Sarasota. Envisioned by the masterful minds of architect Clifford Scholz and Voigt Brothers Construction, this custom estate is a testament to elevated living where no detail has been spared. From the moment you approach the bespoke exterior elevations, crafted to distinguish with striking individuality you realize this is not merely a home, but a work of art. Step inside to discover nearly 7,000 square feet of flawlessly curated interiors where each room tells a story. Italian oak floors, Gucci, Phillip Jeffries, and Holly Hunt wallpapers, and SAWW’s custom cabinetry set the tone for refined elegance. Every room is inspired by the glamor of Kelly Wearstler’s Hollywood Regency style and brought to life by renowned designer Christiana Engert, while the entire home functions as a smart residence, seamlessly blending intuitive technology with timeless luxury. At the heart of the home, the kitchen is both showpiece and workspace, featuring Dolomite marble counters with protective tough-skin, double dishwashers, Wolf, Sub-Zero, and Miele appliances, and a hidden pantry with display cabinetry, wine chiller, and artwork. The adjacent morning room is perfect for casual lounging, complete with custom cabinetry and a discreet TV. The living room exudes warmth with a Nero Marquina marble gas fireplace, generous seating, and captivating water views, while the dining room stuns with a one-piece luxe side table and a dramatic custom chandelier. Entertain effortlessly in the media room with surround sound, three TVs, and a custom bar. An adjacent butler’s pantry includes an additional refrigerator, washer/dryer, dishwasher, and concealed storage. The 1400+ bottle wine cellar is a masterpiece unto itself. With custom artistic designs, backlit lighting, and a commercial capacity cooling system, the one-of-a-kind space is perfect for the most discerning collector. The primary suite is a sanctuary of indulgence with hand-painted wallpaper, sweeping waterway views, and his-and-her closets with exquisite built-ins, chandelier, a marble island, and boutique-style jewelry displays. The spa bathroom features gold-leaf inspired tile, dual vanities, and indoor and outdoor showers. Ascend the single-piece staircase to the upper level, where guest suites are equally impressive with vaulted ceilings, en-suite baths, and private access to the second-floor entertainment terrace. A loft with clerestory windows, serving bar, and hidden storage provides flexibility as a guest lounge, office, or retreat. A separate-access guest suite doubles as an office or bonus room, with its own bath and dramatic architectural lines. Outdoors, resort-level amenities await. The lanai offers seamless indoor-outdoor flow through oversized sliders, a full outdoor kitchen, fireplace, and multiple seating areas beneath tongue-and-groove ceilings. Limestone pavers surround a saltwater pool and spa designed for comfort and elegance, while a 20,000 lb boat lift and 7,000 lb deck lift for kayaks or paddleboards make this an ideal waterfront escape. Stunning privacy landscaping by Michael A. Gilkey ensures serenity across the grounds. With concrete walls on both levels, an 8-inch concrete slab second floor, full-house generator, whole-house water softener, and natural gas, this estate combines enduring structure with breathtaking beauty.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Keith Redding (941-894-4216)
139 S WASHINGTON DR, SARASOTA, FL 34236
$14,950,000317 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: Timeless Elegance, Effortless Living 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 sq. ft. under roof, and featuring over 7,800 sq. f.t 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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
3512 CAMINO REAL, SARASOTA, FL 34239
$2,650,000229 Days on yellowkey MLS ID: A4671290
REDUCED by $95,000 (3.5%) on 04/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3810 Built: 2025 Tax: $6,583 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$6,583
Remarks: 3512 Camino Real represents a rare opportunity to acquire a newly constructed luxury residence strategically positioned for high-performing short-term rental income in one of Sarasota’s most supply-constrained residential corridors. Located inside the City of Sarasota and approximately 10 minutes to Siesta Key Beach, Siesta Key Village, and Downtown Sarasota, this property is purpose-built to operate under a weekly rental model that aligns with current city regulations while attracting higher-quality, longer-stay guests. Unlike many coastal investment properties that rely on nightly rental volatility or regulatory gray areas, this home offers a compliant, predictable income profile paired with strong long-term appreciation fundamentals. Completed in 2025 by award-winning Heritage Builders, the British West Indies–inspired residence spans 3,810 square feet on an oversized .27-acre corner double lot, offering 5 bedrooms, 4.5 bathrooms, a dedicated office, a game room, and a 3-car garage. The layout comfortably sleeps up to 12 guests, supporting premium weekly rates and strong demand across multiple seasons. The home’s interior and exterior amenities are intentionally aligned with today’s luxury short-term rental market: a private heated resort-style pool and spa, expansive covered lanai with outdoor kitchen, open-concept living areas, high ceilings, impact-rated windows, concrete block construction, and elevated hurricane standards. These features enhance guest experience while also reducing operational risk, insurance exposure, and long-term maintenance costs—key considerations for investor underwriting. From an operational standpoint, a weekly rental strategy delivers meaningful advantages: fewer guest turnovers, lower housekeeping and wear-and-tear costs, improved booking stability, and reduced party risk. The surrounding Granada neighborhood further strengthens the investment thesis, offering oak-lined sidewalks, walkable parks, proximity to boating access, Southside Village dining, and Downtown Sarasota’s cultural and marina district—all while remaining above the flood zone, a critical differentiator for long-term ownership and asset resilience. Beyond income potential, 3512 Camino Real offers multiple exit strategies. Its new-construction pedigree, desirable residential setting, and luxury finish level support future resale to primary residents, second-home buyers, or continued investor ownership. Limited supply of large, newly built homes with pools inside Sarasota city limits underpins long-term value appreciation and broad buyer appeal across market cycles. A comprehensive Short-Term Rental Investor Report, including projected revenue, operating assumptions, conservative and upside scenarios, and long-term investment analysis, is available upon request and is attached in the MLS for qualified buyers.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
8969 BERNINI PL, SARASOTA, FL 34240
$1,349,00084 Days on yellowkey MLS ID: A4688095
REDUCED by $50,900 (3.6%) on 05/10/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3646 Built: 2018Monthly Fee: $434 Tax: $11,176 (2025)Community: Artistry Ph 1ASpa: YesSingle Family
Taxes:$11,176
Remarks: One or more photo(s) has been virtually staged. Experience elevated living in this gorgeous newer Kolter Chagall home located in the highly desirable community of Artistry of Sarasota. Offering 4 bedrooms and 5 baths, along with a club room and loft area, this beautifully designed residence blends everyday comfort with upscale entertaining. With model like finishes throughout, the home showcases exceptional quality, style, and thoughtfully curated upgrades including coffered ceiling sets the tone upon entry, introducing the home’s refined architectural detail and airy elegance. At the heart of the home is a stunning open concept first floor, where the newly painted entry, living room, and kitchen create a fresh, bright, and welcoming atmosphere for both comfortable daily living and effortless entertaining. The chef’s kitchen features quartz countertops, a dramatic oversized center island with waterfall edge detail and generous seating, custom white shaker cabinetry, backlit upper display cabinets designed for decorative appeal, designer backsplash detail, GE Monogram wall ovens and gas cooktop, LG refrigerator and dishwasher, and abundant prep and storage space. The adjoining great room is enhanced by a coffered ceiling and custom accent wall, adding warmth, texture, and architectural interest. An abundance of natural light pours in through the sliders, creating a bright and airy atmosphere while drawing your eye out to the glorious spa like pool and zen inspired lanai. The first floor features a flex office/guest suite, full bath for guests, laundry room with built in shelving, and a beautifully appointed club room complete with a wet bar and wine fridge, offering the perfect setting for entertaining or unwinding. The first floor primary suite is a luxurious retreat with abundant natural light, custom built walk in closets, and a coffered ceiling that enhances the sense of elegance and scale. The spa like primary bath features dual vanities and a generous walk in shower. As you make your way upstairs, a staircase accented by a sleek horizontal metal railing adds a clean architectural element to the home’s modern design. Upstairs, there are three guest bedrooms and tow of them feature en suite baths and walk in closets, centered around a large loft area that offers the perfect setting for a media room, game room, or casual lounge for hosting family and friends. The outdoor living area is designed as a true private retreat, the screened lanai showcases a spectacular saltwater pool and spa with beautiful water features, a sun shelf with in pool seating, and a hot tub style spa area perfect for unwinding. Framed by travertine decking and lush green views, the outdoor space also features a striking pergola style architectural accent that enhances the resort like setting. The covered lanai includes an outdoor kitchen with bar seating and an additional generous seating area, creating the ultimate backdrop for entertaining, relaxing poolside, or enjoying peaceful Florida living. Upgrades include hurricane impact windows and doors, gas appliances, community irrigation, a mini split in the garage, and a Briggs & Stratton whole house generator. Located in the gated, amenity rich community of Artistry, residents enjoy maintenance free living with access to a resort style pool, clubhouse, pickleball courts, basketball court, playground, and scenic walking trails. Ideally located near world class shopping, dining, and Sarasota’s renowned beaches, this home is high and dry located in zone X.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Andrew Garcia (917-916-6308)
5132 JUNGLE PLUM RD, SARASOTA, FL 34242
$5,985,000406 Days on yellowkey MLS ID: A4651663
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 6928 Built: 2008Monthly Fee: $247 Tax: $45,860 (2024)Community: Hidden HarborSpa: YesSingle Family
Taxes:$45,860
Remarks: Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.
7340 PALOMINO TRL, SARASOTA, FL 34241
$6,950,000251 Days on yellowkey MLS ID: O6352294
Bed: 11 Bath: 9.5 Gar: 10 Liv Area Sq Ft: 15311 Built: 1981Monthly Fee: $150 Tax: $22,398 (2024)Community: Saddle CreekSingle Family
Taxes:$22,398
Elementary School: Lakeview Elementary
High School: Riverview High
Remarks: Welcome to The Palomino Estate — a private, 17-acre gated oasis unlike anything else in Sarasota County. Located just 10 miles from Siesta Key Beach and 15 miles to downtown Sarasota, this extraordinary property blends resort-style living with the peace and privacy of the countryside. Set within the equestrian community of Saddle Creek, where horse enthusiasts are welcome to use the 31 miles of riding trails, this multi-residence estate offers over 15,000 sq ft under air across multiple structures, including two custom homes, a 5,000 sq ft air-conditioned “barndominium” and entertainment pavilion, and multiple garages. Behind an eight-foot perimeter fence with dual gated entries, you’ll find lush tropical landscaping, privacy berms, and nature trails weaving through the property. You can stroll through the bamboo forest and reflection garden while enjoying multiple ponds for fishing or kayaking. A raised wooden boardwalk winds through the property offering biking and hiking adventures, while a lighted pickleball, tennis, and basketball court with gazebo creates endless opportunities for recreation. In the center of the compound, a massive stone firepit anchors the grounds for gatherings under the stars. There is plenty of space to have a garden or raise livestock.This expansive estate features two custom residences with pools, plus an entertainment barn constructed of solid block. The barn includes two bedrooms, two bathrooms, a full-saloon-style bar, kitchenette, gym, sauna, golf simulator, movie theater, game room, and outdoor kitchen, creating a space that feels like a private resort. A separate air-conditioned garage with 11-foot ceilings offers space for cars, boats, equipment, and more, while another detached garage adds even more covered parking and storage.Together with the barn, the two homes offer eleven bedrooms, nine and a half bathrooms, and over fifteen thousand square feet under air (more than twenty-two thousand total), making this property ideal for multi-generational living, entertaining, or use as a private retreat.Each structure is equipped with whole-home generators, water filtration systems, and impact windows and doors, along with modern security and digital gate entry panels.Recent improvements include new roofs on every structure in 2023, resurfaced pools with travertine and flagstone decking, composite decking and railings, landscape lighting, golf simulator and sauna installations in 2023, and freshly paved asphalt and concrete driveways, and fencing for pets.The main residence offers expansive living areas, soaring ceilings, a massive stone fireplace great room, multiple en-suite bedrooms, an in-law suite with its own kitchen, and relaxing poolside views. The guest residence has been completely renovated with high quality finishes and could serve as a primary home for your extended family. It features a bright open floor plan with gourmet kitchen and second story wrap-around deck for 360-degree nature views. This home also features a private resort-style outdoor area overlooking the lake. This estate was designed for comfort, recreation, and peace of mind, with every detail crafted for privacy and long-term enjoyment.Whether used as a private family compound, equestrian hideaway, or corporate retreat,The Palomino Estate represents a property that truly has it all—green space, activities, security, luxury, and serenity—all just minutes from Sarasota's world-famous beaches, dining, and shopping.
Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)
Listing Agent: Justin Pekarek (407-808-3695)
51 S ADAMS DR, SARASOTA, FL 34236
$4,500,00033 Days on yellowkey MLS ID: A4694522
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3800 Built: 2027 Tax: $13,737 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$13,737
Middle School: Booker Middle
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, introducing an exceptional modern coastal residence, ideally located just moments from St. Armands Circle and Lido Beach. This striking home blends timeless architecture with relaxed coastal elegance, offering a refined lifestyle in one of Sarasota’s most coveted neighborhoods. Thoughtfully crafted for both everyday comfort and upscale entertaining, the residence showcases expansive light-filled interiors, soaring ceilings, and dramatic walls of impact glass that seamlessly connect indoor and outdoor living. At the heart of the home, the gourmet kitchen features an oversized island, custom cabinetry, designer finishes, and a premium appliance package tailored for effortless hosting. The well-appointed floor plan includes spacious guest suites, a private office, elevator access, and a luxurious primary retreat complete with spa-inspired amenities and oversized walk-in closets. Outdoor spaces are equally inviting, featuring covered lounge areas, a resort-style pool and spa, and lush tropical landscaping designed to create a private coastal oasis. Built to elevated FEMA-compliant standards with reinforced structural components and impact-rated windows and doors, the home was designed with durability, storm resilience, and peace of mind in mind — all while maintaining a bold architectural presence.. Spend your mornings walking the shoreline of Lido Beach, afternoons enjoying boutique shopping and waterfront dining at St. Armands Circle, and evenings relaxing in your own resort-style outdoor living space. With its timeless modern design, low-maintenance luxury lifestyle, and premier Sarasota location, this home is perfectly suited for full-time living or as an upscale seasonal getaway along Florida’s Gulf Coast.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
5684 EASTWIND DR, SARASOTA, FL 34233
$925,00033 Days on yellowkey MLS ID: A4671483
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3577 Built: 2003Monthly Fee: $40 Tax: $9,282 (2024)Community: Three OaksSpa: YesSingle Family
Taxes:$9,282
Elementary School: Ashton Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to Three Oaks—where refined living meets natural serenity. This exceptional 4-bedroom + den, 3.5-bath home with a 3-car garage is perfectly positioned along a 125-acre private preserve and lake, offering rare privacy and breathtaking, unobstructed views—truly a bird-watcher’s paradise. Step through elegant double glass entry doors into a home defined by timeless architectural details, including graceful arches, tray ceilings, crown molding, and custom niches—features rarely found at this price point. Soaring ceilings, rich bamboo and plank wood flooring, and expansive windows fill the home with warmth and natural light. The thoughtfully designed layout offers a first-floor primary suite and den for convenient single-level living. At the heart of the home, the gourmet kitchen features granite countertops, custom wood cabinetry, and ample space for both casual dining and entertaining. Step outside to your private retreat. The screened lanai boasts a sparkling pool and spa, and peaceful preserve and lake views—perfect for relaxing evenings or hosting guests in complete privacy. Recent updates provide peace of mind, including a new roof (April 2026), fresh interior and exterior paint, new second-floor flooring, a new pool pump (2026), lanai hurricane shutters, and a brand-new portable grill. Ideally located near top-rated schools, premier shopping and dining, and the world-renowned beaches of Sarasota, this home offers the perfect balance of luxury, comfort, and location. Schedule your private showing today and experience the best of Three Oaks living.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Pino (714-588-0319)
1525 MALLARD LN, SARASOTA, FL 34239
$8,250,00041 Days on yellowkey MLS ID: A4692537
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 5664 Built: 2021 Tax: $67,285 (2025)Community: Paradise ShoresSpa: YesSingle Family
Taxes:$67,285
Remarks: A true masterpiece of modern coastal design, this custom-built 2021 waterfront estate is a stunning showcase of luxury, craftsmanship, and breathtaking views. Nestled in the highly coveted West of Trail Paradise Shores community, this 5,664 sq. ft. architectural beauty offers five bedrooms, five and a half baths, and state-of-the-art amenities designed for the discerning buyer. Step through the custom 10-foot decorative glass entry doors, and you’re welcomed by an ambiance of refined elegance. The home’s open-concept design is accentuated by vaulted ceiling details, a showcase electric fireplace, and a multitude of custom built-ins. Hardwood flooring flows throughout the first floor and continues onto the upstairs balcony and bonus room, creating a warm yet sophisticated atmosphere. A Control4 automation system provides whole-home automation, allowing effortless control of lighting, sound, and security. At the heart of the home, the chef’s kitchen boasts top-tier Wolf and Sub-Zero appliances, including a 36” Wolf cooktop, built-in ovens, a Sub-Zero refrigerator/freezer, wine cooler, and walk-in pantry, ensuring every culinary experience is extraordinary. The built-in dining buffet/bar adds an element of effortless entertaining. The main floor primary suite is a private retreat featuring dual vanities, an oversized walk-in shower, a soaking tub, two custom-designed walk-in closets, and stunning custom ceiling details. A private en-suite guest quarter located on the first floor, offers a den and an exclusive balcony, making it a perfect sanctuary for visitors. Upstairs, three beautiful and spacious en-suite bedrooms offer privacy and comfort, while a bonus movie room provides the ultimate entertainment escape, complete with a dry bar for added convenience. Designed for seamless indoor-outdoor living, the 1,000 sq. ft. raised outdoor area is nothing short of spectacular, with the pool and spa elevated to the main living level which is at 14 feet. Lounge in the resort-style pool and spa, gather around the double-sided fireplace topped with two televisions, or enjoy dining in the fully equipped outdoor kitchen, complete with a Sub-Zero refrigerator, ice maker, and Wolf natural gas grill with side burner. Remote-controlled retractable screens offer sun/shade versatility for a comfortable outdoor retreat year-round, while the fire bowls and lush landscaping create an enchanting ambiance. For boating enthusiasts, this estate boasts 123 feet of seawall and water frontage, a private dock, a 20,000 lb boat lift, and two jet ski lifts, offering direct access to the Gulf of Mexico – no bridges, just open water. Engineered for both beauty and resilience, the home sits at an elevation of 14 feet, with PGT high impact security windows and doors, spray foam insulation, a concrete tile roof, and a whole-house Kohler generator. An elevator services all three levels, leading to the sky deck, where panoramic views of Sarasota Bay and downtown create an remarkable backdrop. The 6 plus car garage with epoxy flooring provides ample space for a car collection and additional storage. Located just a short walk to Southside Village, you’ll enjoy some of Sarasota’s finest dining and boutique shopping, including Morton’s, Libby’s, and Veronica’s. With downtown Sarasota and Siesta Beach just a quick drive away, this home offers the ultimate combination of luxury, lifestyle, and location. Experience unparalleled waterfront living—schedule your private showing today.
Listing Agent: Robert Ruiz (941-544-3299)
436 S POLK DR, SARASOTA, FL 34236
$4,957,777166 Days on yellowkey MLS ID: A4676956
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4038 Built: 2019 Tax: $48,523 (2025)Community: Lido Beach Div B ResubSingle Family
Taxes:$48,523
Remarks: Impressive coastal luxury home featuring exquisite finishes throughout and only a block from the beach in the famous Lido Key, Sarasota. Generously sized en-suite 5 bedrooms, and 5 ½ bathrooms, along with a 2-car garage, pool, spa, and slide that is certain to please either homeowner or investor looking to invest in an income-producing vacation rental. Turnkey furnished, this beautiful home is ready for a seamless transition. Located just steps away from St. Armands Circle, this home is in the heart of one of Florida’s most sought-after-destinations. Enjoy a perfect Florida morning or evening sipping coffee or cocktails on the rooftop, watching the sunrise or sunset, and ocean waves. The main level features 2 suites that offer Daiken minis for added comfort for those who enjoy undisturbed, optimal sleep in cooler temperatures, a living room, and an open kitchen with 2 built-in ovens, refrigerator, gas cooktop, leading into the dining room. Expansive high ceilings and vast window treatments create a bright & spacious atmosphere. The second level features 3 spacious suites, as well as a game room. This home pays attention to detail on finishes and is designed with Florida living in mind. This premier location places you at the center of Sarasota’s most vibrant coastal lifestyle. World-class dining, boutique shopping, cafés, galleries, and the white sand beach of Lido Key are just moments away from your door. Downtown Sarasota’s cultural attractions, year-round events, marina, and waterfront dining are a short drive over the Ringling Bridge. This beautiful estate offers a unique opportunity in a location defined by prestige, walkability, and timeless coastal charm.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Terry Cordle (740-601-4121)
2513 WATERFRONT CIR, SARASOTA, FL 34240
$1,649,000242 Days on yellowkey MLS ID: A4669760
1 Days Off yellowkey (back on 5/21/2026)
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4664 Built: 2026Monthly Fee: $373 Tax: $2,564 (2025)Community: Monterey At Lakewood RanchSpa: YesSingle Family
Taxes:$2,564
Remarks: Under Construction. Estimated completion February 2026. This beautiful home with pool, spa, and serene preserve views was perfectly crafted to fit your lifestyle. A soaring two-story foyer showcases the oak staircase and loft upstairs. The stylish kitchen features JennAir appliances, an alternate kitchen island, and quartz countertops. Take in the fresh air with the home's expanded, alternate covered lanai, including a pool/spa and outdoor kitchen to enhance your outdoor living space. Schedule an appointment today to see it for yourself! The two-story great room boasts views of your private pool and spa.
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Brenee Solari, Llc (240-256-5955)
5301 GREENBROOK DR, SARASOTA, FL 34238
$2,299,00055 Days on yellowkey MLS ID: A4691224
REDUCED by $201,000 (8.0%) on 05/21/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5171 Built: 2019Monthly Fee: $560 Tax: $17,854 (2025)Community: Legacy Estates At Esplanade On Palmer RanchSpa: YesSingle Family
Taxes:$17,854
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Opportunities like this are rare within the exclusive Legacy Estates at Esplanade on Palmer Ranch. This exceptional two-story Gulf Coast residence offers 5 bedrooms, 4 full baths, 2 half baths, and 5,171 square feet designed for luxury living, multigenerational flexibility, executive work-from-home, and elevated entertaining. Perfectly positioned on a private corner homesite with preserve views and direct access to the Legacy Trail, the home is just a bike ride from Gulf Coast waters and nationally acclaimed Pine View School, currently ranked #12 in the nation. A dramatic gallery-style entry immediately captures attention with a striking overhead walkway connecting the upper-level wings before opening into a breathtaking two-story living room with soaring 25-foot ceilings, abundant natural light, and seamless indoor-outdoor living. The expansive three-panel sliders open to a private lanai, resort-style pool, and serene preserve backdrop with no neighbors to the rear or west. The main level features an executive office with French doors, formal dining room, guest suite, chef’s kitchen designed for entertaining, and an elegant owner’s retreat with spa-inspired bath. Upstairs, four generously sized bedrooms are thoughtfully split between two wings, each featuring private sink and vanity areas. A spacious recreational loft overlooks the grand living area and is complemented by a half bath and additional flex room ideal for a theater, study, fitness room, or secondary office. Additional luxury features include hurricane impact windows throughout, Sonos whole-home audio, abundant storage, gated security, and a spacious 3-car garage. Legacy Estates at Esplanade delivers a true resort lifestyle with the on-site Bahama Bar restaurant, resort pools and spa, fitness center with studio classes, 8 pickle ball courts, 2 tennis courts, 3 dog parks, scenic nature trails, and direct Legacy Trail access. Oscar Scherer State Park is just one mile away. More than a home, this is a private luxury retreat offering the ultimate blend of elegance, recreation, wellness, and Gulf Coast living. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
1389 TANGIER WAY, SARASOTA, FL 34239
$5,985,000159 Days on yellowkey MLS ID: A4677509
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5310 Built: 2003 Tax: $39,106 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$39,106
Remarks: One or more photo(s) has been virtually staged. Step into a private, gated waterfront estate in Sarasota offering deep-water boating access, refined coastal architecture, and an unsurpassed location just minutes to Siesta Key Beach, Southside Village, and downtown Sarasota. Located in the coveted San Remo Estates community, this exceptional residence blends timeless elegance with modern functionality—perfect for buyers searching for a luxury Sarasota waterfront home with privacy and proximity to the city’s best dining, shopping, and beaches. Designed by renowned architect Walter Hamm and built by Bill McGinness, the home is engineered for lasting stability with construction supported by 54 concrete pilings, a powerful value point for buyers seeking a well-built coastal property. Set on a sprawling private lot with mature landscaping and serene surroundings, the home captures panoramic water views and features a protected deep-water harbor, ideal for boaters who want quick access to Sarasota Bay and Gulf. Inside, the home showcases a bright, open layout filled with natural light, elevated by custom millwork, coffered ceilings, rich wood flooring, and polished travertine. The gourmet kitchen is designed for both entertaining and everyday living, featuring an oversized center island, quartz countertops, premium wood cabinetry, granite perimeter counters, subway tile backsplash, and stainless-steel appliances, along with an inviting breakfast nook that overlooks the water. The adjacent family room creates a warm gathering space, while the formal dining room is ideal for hosting. A private office provides a quiet, dedicated workspace, ideal for today’s lifestyle. The primary suite on the main level is a true waterfront retreat with oversized windows framing tranquil views, two custom walk-in closets, and a spa-style bath with a floating vanity, illuminated mirrors, a freestanding soaking tub, and an oversized walk-in shower. Upstairs, the second level is designed for comfort and entertaining with three generous bedroom suites, a TV/game room, a convenient kitchenette, and a terrace that overlooks the pool and peaceful waterscape, perfect for guests, multi-generational living, or extended stays. Outdoor living is equally impressive, featuring an expansive travertine pool deck, a heated pool and spa, a fenced and spacious yard, and lush tropical landscaping that creates a resort-style environment with exceptional privacy. Andersen sliding doors and windows enhance the indoor-outdoor connection and raise the overall quality of the home. A comprehensive renovation completed in 2015 elevated the interiors with sophisticated, updated finishes, while key improvements include a new roof (2020) and updated AC systems (2023 & 2024). Additional features include an ADT security system, generous storage, abundant closet space, a large laundry room, provisions for an elevator, and an oversized three-car garage. Sought-after San Remo Estates is positioned at the heart of Sarasota, just before the north bridge to Siesta Key, making it one of the most desirable locations for those wanting a Sarasota luxury waterfront home with both convenience and privacy. This exceptional coastal estate delivers the ultimate Florida lifestyle: deep-water boating, serene water views, and effortless access to Sarasota’s beaches, culture, and world-class amenities.
25 N WASHINGTON DR, SARASOTA, FL 34236
$4,500,00035 Days on yellowkey MLS ID: A4694297
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4000 Built: 2027 Tax: $353 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$353
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, experience the pinnacle of coastal luxury in this custom residence, perfectly positioned near St. Armands Circle and the white sand shores of Lido Key Beach. Designed to embody elevated coastal living, the residence welcomes you with soaring ceilings, expansive open living spaces, custom architectural details, and a warm modern coastal aesthetic throughout. Thoughtfully curated for both everyday comfort and upscale entertaining, every space blends timeless design with effortless functionality. The chef’s kitchen is a true showpiece featuring premium appliances, custom cabinetry and oversized island with quartz countertops. The luxurious primary suite offers a private retreat complete with a spa-inspired bath, walk in closets, private balcony access, and serene coastal ambiance. Spacious guest suites provide comfort and privacy, while additional flex spaces create the perfect setting for a home office, media room or fitness studio. Outdoor living is equally impressive with a resort-style pool and spa, expansive covered lanai, tropical landscaping, and areas designed to embrace the Florida lifestyle year-round. Built to modern coastal standards, the home features elevated FEMA-rated construction, impact windows and doors, elevator access, and exceptional craftsmanship throughout. Located just minutes from boutique shopping, award-winning dining, marinas, downtown Sarasota, and some of the Gulf Coast’s most beautiful beaches, this is a rare opportunity to own luxury new construction in one of Sarasota’s most sought-after coastal communities. Whether as a primary residence or seasonal retreat, this home represents the very best of modern coastal living near St. Armands Circle. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
1504 S LODGE DR, SARASOTA, FL 34239
$6,990,000107 Days on yellowkey MLS ID: A4683855
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 5450 Built: 1965Monthly Fee: $25 Tax: $15,432 (2025)Community: Cherokee LodgeSpa: YesSingle Family
Taxes:$15,432
High School: None
Middle School: None
Remarks: Dreaming of breathtaking sunsets? This property is for you! A one of a kind bayfront lot located in highly sought-after Cherokee Park, West of Trail. Located in "X" flood zone this property offers unobstructed panoramic views of Sarasota Bay. The stunning vistas of Ringling Bridge, Siesta Key and downtown are truly mesmerizing. Boating enthusiasts will appreciate the brand-new dock with a 16,000lb lift and direct access to Sarasota's exceptional boating waters. Enjoy the home as it is or take advantage of this rare opportunity to build a custom waterfront estate on this magnificent property. Offered at $6,990,000, do not miss your chance to own one of Sarasota's finest waterfront locations.
Listing Agent: Melody Davis (908-202-4085)
344 W ROYAL FLAMINGO DR, SARASOTA, FL 34236
$6,850,00042 Days on yellowkey MLS ID: A4693231
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4344 Built: 1998Monthly Fee: $108 Tax: $51,269 (2025)Community: Bird KeySpa: YesSingle Family
Taxes:$51,269
Remarks: Open bay sunsets, deep water access, and timeless coastal architecture define this exceptional Bird Key waterfront residence. Positioned on a quiet cul-de-sac along Sarasota Bay, this extensively updated bayfront home offers panoramic open water views, refined living spaces, and direct Gulf access with no fixed bridges. With approximately 100 feet of waterfront frontage and a new dock completed in 2023 accommodating up to a 60-foot vessel, the property is ideally suited for both motor yachts and sailboats while embracing Sarasota’s boating lifestyle. Inside, the residence balances warmth and scale with expansive living spaces, detailed millwork, and a thoughtful floor plan designed for both everyday comfort and entertaining. Beautiful renovations throughout have created a move-in ready environment, including a completely remodeled primary bedroom and bath, a full kitchen renovation in 2023 featuring Sub-Zero and Viking appliances, updated second-floor bathrooms, redesigned TV room with custom fireplace and cabinetry, and a temperature-controlled 140-bottle wine wall and bar installation. Walls of hurricane-rated Pella windows and sliding doors frame open bay views while allowing natural light to move throughout the interiors. Marble, wood, and carpeted flooring, custom cabinetry, wood-paneled accents, and integrated audio systems contribute to the home’s tailored yet inviting atmosphere. Additional upgrades include a replaced seawall, resealed and painted roof, fresh exterior paint, replaced garage doors, sealed driveway, instantaneous hot water system, and updated air conditioning systems. Outdoor living is centered around sweeping sunset views, expansive waterfront terraces, and the privacy of a generously sized homesite within Bird Key. Residents enjoy immediate access to downtown Sarasota, St. Armands Circle, Lido Beach, Bird Key Yacht Club, and the area’s renowned dining, shopping, and cultural attractions while returning home to the quiet character of this residential island community. A beautifully maintained bayfront residence offering exceptional boating access, open water views, and a location that remains one of Sarasota’s most desirable waterfront settings. Private showings available by appointment.
Listing Agent: Gigi Silverberg (941-993-3695)
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