3799 Flamingo Avenue, SARASOTA, FL

$17,650,000

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4

Beds

6

Baths

8,138

Square feet

1.40

Acres

About 3799 Flamingo Avenue

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.

Features of 3799 Flamingo Avenue

MLS® # A4699552
Price $17,650,000
Bedrooms 4
Bathrooms 6.00
Full Baths 4
Half Baths 2
Square Footage 8,138
Acres 1.40
Year Built 2016
Type Residential
Sub-Type Single Family Residence
Style Custom
Status Active
Taxes $112,550
CDD N

Community Information

Address 3799 Flamingo Avenue
Area Sarasota/Crescent Beach/Siesta Key
Subdivision BAY ISLAND
City SARASOTA
County Sarasota
State FL
Zip Code 34242-1000

Amenities

Parking Circular Driveway, Driveway, Garage Door Opener, Ground Level
# of Garages 8
View City, Water
Is Waterfront Yes
Waterfront Bay/Harbor, Canal - Saltwater, Lagoon
Has Pool Yes

Interior

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
Appliances Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Heating Central, Zoned
Cooling Central Air, Zoned
Fireplace Yes
Fireplaces Gas, Living Room
# of Stories 3

Exterior

Exterior Features Balcony, Fire Pit, Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower, Private Yard, Sliding Doors
Lot Description FloodZone, Irregular Lot, Landscaped, Oversized Lot, Private
Roof Tile
Foundation Stem Wall

School Information

Elementary Phillippi Shores Elementary
Middle Brookside Middle
High Sarasota High

Pet Information

Number of Pets 10+
Size Extra Large (101+ Lbs.)
Restrictions Please refer to city/county pet restrictions.

Rental Restrictions

Minimum Lease 1 Month

Additional Information

Date Listed July 31st, 2026
Days on Market 11
Zoning RSF1
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeMICHAEL SAUNDERS & COMPANY

Listing Map

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