3799 FLAMINGO AVENUE SARASOTA FL 34242 MLS #A4699552 | Gary Kusher | Florida Real Estate

3799 FLAMINGO AVENUE
SARASOTA, FL, 34242
$17,650,000
4 Beds
5 Baths
8,138 SqFt
1.4 Acres
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MLS #A4699552 image #0
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
CustomWaterfrontPool34242 – Sarasota/crescent Beach/siesta Key34242sarasotacrescentbeachsiestakeyBay IslandPhillippi Shores ElementaryBrookside MiddleSarasota HighRoberts Bay1 MonthPets Allowed

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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

Subdivisions in SARASOTA

Market Summary

Current real estate data for Single Family in SARASOTA as of Aug 01, 2026
1,886
Single Family Listed
115
Avg DOM
472
Avg $ / SqFt
$1,434,656
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 $472. The average listing price for Single Family in SARASOTA is $1,434,656. To schedule a showing of MLS#a4699552 at 3799 FLAMINGO AVENUE in SARASOTA, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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