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3799 Flamingo Avenue

Sarasota, FL 34242
  • $17,650,000
  • STATUS: Active
  • ON SITE: 42 Days
  • MLS #: A4699552
UPDATED: 55 min ago
$17,650,000
  • 4
    BEDS
  • 1.4
    ACRES
  • 4
    BATHS
  • 2
    1/2 BATHS
  • 8,138
    SQFT
  • $2,169
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2016
County:

School Information

Elementary School:
Middle School:
High School:

Description

Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Balinese-inspired estate is a rare sanctuary where timeless architecture, unparalleled craftsmanship, and the restorative beauty of nature exist in perfect harmony. Offered fully furnished, the residence has been curated to provide an effortless, move-in-ready lifestyle, where every detail has been thoughtfully considered and every space evokes a sense of calm, balance, and understated luxury. Spanning more than 8,000 square feet, the home embraces the philosophy of seamless indoor-outdoor living. Expansive walls of glass dissolve the boundaries between the interiors and the surrounding tropical landscape, filling the home with natural light, gentle coastal breezes, and mesmerizing waterfront views. Rich exotic woods, natural stone, tranquil water features, and handcrafted architectural elements create an atmosphere reminiscent of an exclusive Balinese resort, where every room serves as a peaceful retreat. Designed as a private wellness oasis, the grounds are nothing short of breathtaking. Lush tropical gardens, mature specimen palms, fragrant flowering plants, and winding pathways lead through a series of serene outdoor spaces that inspire quiet reflection and effortless entertaining. A tranquil koi pond, crossed by picturesque footbridges, gently meanders alongside the residence, filling the air with the soothing sound of flowing water and creating a Zen-inspired tranquility throughout the estate. The resort-caliber outdoor living spaces are exceptional. An infinity-edge pool appears to merge effortlessly with the sparkling bay beyond and features a swim-up bar, spa, expansive sun shelves, and multiple terraces for lounging in the Florida sunshine. A dramatic sunken fire pit provides the perfect setting for evening gatherings beneath the stars, while the outdoor kitchen, covered dining pavilion, and numerous seating areas invite unforgettable alfresco entertaining against a backdrop of spectacular sunsets and panoramic waterfront vistas. With more than 700 feet of waterfront frontage, the property offers an extraordinary connection to the water that is rarely found. Whether setting out for a morning paddle through calm mangrove-lined waters or enjoying effortless boating from the private dock, every day begins and ends immersed in Sarasota's extraordinary coastal beauty. A dedicated waterfront garage, newer seawall, and abundant shoreline further enhance this exceptional waterfront lifestyle. Inside, every space has been thoughtfully designed to nurture both relaxation and recreation. A private theater, game room, fitness studio, and dedicated meditation room create an environment centered around wellness, entertainment, and everyday enjoyment. An oversized garage accommodating more than eight vehicles provides ample space for collectors and enthusiasts alike. Modern technology complements the home's timeless design with Crestron smart home automation, a three-stop elevator, whole-house generator, reverse osmosis water filtration system, and numerous additional upgrades that deliver effortless comfort, security, and peace of mind. This one-of-a-kind estate represents one of Siesta Key's most extraordinary luxury offerings and an exceptionally rare opportunity to own a true legacy property.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-09-12T08:43:43.927.
www.cartwrightrealtyoftampa.com/homes/179546698
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3799 Flamingo Avenue Sarasota, FL 34242

  • Price: $17,650,000
  • Status: Active
  • On Site: 42 Days
  • Updated: 55 min ago
  • MLS #: A4699552
4
Beds
4
Baths
2
½ Baths
1.4
Acres
8,138
SQFT
$2,169
$/SQFT
2016
Built
Neighborhood:
Bay Island
County:
Sarasota
Area:
Sarasota/Crescent Beach/Siesta Key
Elementary School:
Phillippi Shores Elementary
Middle School:
Brookside Middle
High School:
Sarasota High
Property Description
Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Balinese-inspired estate is a rare sanctuary where timeless architecture, unparalleled craftsmanship, and the restorative beauty of nature exist in perfect harmony. Offered fully furnished, the residence has been curated to provide an effortless, move-in-ready lifestyle, where every detail has been thoughtfully considered and every space evokes a sense of calm, balance, and understated luxury. Spanning more than 8,000 square feet, the home embraces the philosophy of seamless indoor-outdoor living. Expansive walls of glass dissolve the boundaries between the interiors and the surrounding tropical landscape, filling the home with natural light, gentle coastal breezes, and mesmerizing waterfront views. Rich exotic woods, natural stone, tranquil water features, and handcrafted architectural elements create an atmosphere reminiscent of an exclusive Balinese resort, where every room serves as a peaceful retreat. Designed as a private wellness oasis, the grounds are nothing short of breathtaking. Lush tropical gardens, mature specimen palms, fragrant flowering plants, and winding pathways lead through a series of serene outdoor spaces that inspire quiet reflection and effortless entertaining. A tranquil koi pond, crossed by picturesque footbridges, gently meanders alongside the residence, filling the air with the soothing sound of flowing water and creating a Zen-inspired tranquility throughout the estate. The resort-caliber outdoor living spaces are exceptional. An infinity-edge pool appears to merge effortlessly with the sparkling bay beyond and features a swim-up bar, spa, expansive sun shelves, and multiple terraces for lounging in the Florida sunshine. A dramatic sunken fire pit provides the perfect setting for evening gatherings beneath the stars, while the outdoor kitchen, covered dining pavilion, and numerous seating areas invite unforgettable alfresco entertaining against a backdrop of spectacular sunsets and panoramic waterfront vistas. With more than 700 feet of waterfront frontage, the property offers an extraordinary connection to the water that is rarely found. Whether setting out for a morning paddle through calm mangrove-lined waters or enjoying effortless boating from the private dock, every day begins and ends immersed in Sarasota's extraordinary coastal beauty. A dedicated waterfront garage, newer seawall, and abundant shoreline further enhance this exceptional waterfront lifestyle. Inside, every space has been thoughtfully designed to nurture both relaxation and recreation. A private theater, game room, fitness studio, and dedicated meditation room create an environment centered around wellness, entertainment, and everyday enjoyment. An oversized garage accommodating more than eight vehicles provides ample space for collectors and enthusiasts alike. Modern technology complements the home's timeless design with Crestron smart home automation, a three-stop elevator, whole-house generator, reverse osmosis water filtration system, and numerous additional upgrades that deliver effortless comfort, security, and peace of mind. This one-of-a-kind estate represents one of Siesta Key's most extraordinary luxury offerings and an exceptionally rare opportunity to own a true legacy property.
Exterior Features

Architectural Style Custom Attached Garage Yn Yes Carport Yn No Construction Materials BlockStucco Covered Spaces 8 Direction Faces Northwest Exterior Features BalconyFire PitIrrigation SystemLightingOutdoor KitchenOutdoor ShowerPrivate YardSliding Doors Fencing Fenced Foundation Details Stem Wall Lot Features FloodZoneIrregular LotLandscapedOversized LotPrivate Open Parking YN Yes Parking Features Circular DrivewayDrivewayGarage Door OpenerGround Level Patio And Porch Features Front PorchRear Porch Pool Features HeatedIn GroundInfinityLapLightingSalt Water Pool Private Yn Yes Road Frontage Type Street Paved Road Surface Type Paved Roof Tile Spa Features HeatedIn Ground Spa YN Yes View CityWater Water Access Bay/HarborCanal - SaltwaterLagoon Water Access Yn Yes Water Body Name ROBERTS BAY Water Extras LiftRiprapSeawall - Concrete Water Extras Yn Yes Water View Bay/Harbor - FullLagoon Water View Yn Yes Waterfront Features Bay/HarborCanal - SaltwaterLagoon Waterfront Yn Yes

Interior Features

Appliances Bar FridgeBuilt-In OvenDishwasherDisposalDryerIce MakerMicrowaveRangeRange HoodRefrigeratorWasherWine Refrigerator Building Area Total 18706 Building Elevator Yn Yes Cooling Central AirZoned Cooling YN Yes Fireplace Features GasLiving Room Fireplace Yn Yes Flooring Engineered HardwoodMarblePorcelain Tile Furnished Unfurnished Heating CentralZoned Heating YN Yes Interior Features Ceiling Fan(s)Central VacuumCoffered Ceiling(s)Crown MoldingEating Space In KitchenElevatorHigh CeilingsLiving Room/Dining Room ComboOpen FloorplanPrimaryBedroom UpstairsSmart HomeSolid Wood CabinetsSplit BedroomStone CountersThermostatVaulted Ceiling(s)Walk-In Closet(s)Wet BarWindow Treatments Laundry Features InsideLaundry Room Levels Two Sewer Septic Tank Stories Total 3 Water Source Well Window Features DrapesWindow Treatments

Property Features

Additional Parcels YN No Association Yn No Cdd Yn No Down Payment Resource No Flood Zone Code AE Garage Yn Yes Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN No Listing Terms CashConventional Minimum Lease 1 Month New Construction Yn No Number Of Pets 10+ Occupant Type Owner Ownership Fee Simple Pet Restrictions Please refer to city/county pet restrictions. Pet Size Extra Large (101+ Lbs.) Pets Allowed Yes Property Condition Completed Property Sub Type Single Family Residence Realtor Info Brochure AvailableDocs AvailableSign Security Features Security GateSecurity SystemSecurity System OwnedSmoke Detector(s) Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Bay Island Tax Annual Amount 112550.43 Total Annual Fees 0 Total Monthly Fees 0 Utilities Cable ConnectedElectricity ConnectedNatural Gas ConnectedPhone AvailableSewer ConnectedWater Connected Yrs Of Owner Prior To Leasing Re No Zoning RSF1


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of MICHAEL SAUNDERS & COMPANY: 941-951-6660.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-09-12T08:43:43.927.
 
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