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.
Property Details
Price:
$17,650,000
MLS #:
A4699552
Status:
Active
Beds:
4
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
BAY ISLAND
Neighborhood:
34242sarasotacrescentbeachsiestakey
Listed Date:
Jul 31, 2026
Finished Sq Ft:
8,138
Total Sq Ft:
18,706
Lot Size:
60,968 sqft / 1.40 acres (approx)
Year Built:
2016
See this Listing
Schools
Elementary School:
Phillippi Shores Elementary
Middle School:
Brookside Middle
High School:
Sarasota High
Interior
Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air, Zoned
Flooring
Engineered Hardwood, Marble, Porcelain Tile
Heating
Central, Zoned
Interior Features
Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, Elevator, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Smart Home, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Architectural Style
Custom
Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
8
Direction Faces
Northwest
Exterior Features
Balcony, Fire Pit, Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower, Private Yard, Sliding Doors
Fencing
Fenced
Garage Spaces
8
Lot Features
FloodZone, Irregular Lot, Landscaped, Oversized Lot, Private
Open Parking YN
1
Parking Features
Circular Driveway, Driveway, Garage Door Opener, Ground Level
Patio And Porch Features
Front Porch, Rear Porch
Roof
Tile
Security Features
Security Gate, Security System, Security System Owned, Smoke Detector(s)
Spa Features
Heated, In Ground
View
City, Water
Waterfront Features
Bay/Harbor, Canal – Saltwater, Lagoon
Window Features
Drapes, Window Treatments
Financial
Tax Year
2025
Taxes
$112,550
Map
Community
- Address3799 FLAMINGO AVENUE SARASOTA FL
- SubdivisionBAY ISLAND
- CitySARASOTA
- CountySarasota
- Zip Code34242
Market Summary
Current real estate data for Single Family in SARASOTA as of Aug 29, 2026
1,867
Single Family Listed
117
Avg DOM
471
Avg $ / SqFt
$1,428,013
Avg List Price
Property Summary
- Located in the BAY ISLAND subdivision, 3799 FLAMINGO AVENUE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34242. It is listed for $17,650,000 and features 4 beds, 5 baths, and has approximately 8,138 square feet of living space, and was originally constructed in 2016. The current price per square foot is $2,169. The average price per square foot for Single Family listings in SARASOTA is $471. The average listing price for Single Family in SARASOTA is $1,428,013. To schedule a showing of MLS#a4699552 at 3799 FLAMINGO AVENUE in SARASOTA, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of MICHAEL SAUNDERS & COMPANY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 3799 FLAMINGO AVENUE
SARASOTA, FL
