3799 Flamingo Avenue, Sarasota, FL 34242
For Sale $17,650,000
Save Property
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.
Ceiling Fans(s)
Central Vaccum
Coffered Ceiling(s)
Crown Molding
Eat-in Kitchen
Elevator
High Ceilings
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Upstairs
Smart Home
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Wet Bar
Window Treatments
Taxes: $112,550.43
Tax Year: 2025
Balcony
Fire Pit
Lighting
Outdoor Kitchen
Outdoor Shower
Private Yard
Sliding Doors
Bar Fridge
Built-In Oven
Dishwasher
Disposal
Dryer
Ice Maker
Microwave
Range
Range Hood
Refrigerator
Washer
Wine Refrigerator
City
Water
Bay/Harbor
Canal - Saltwater
Lagoon
Lift
Riprap
Seawall - Concrete
Roberts Bay
View: Bay/Harbor - Full
Lagoon
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
Building Description: Custom
MLS Area: 34242 - Sarasota/Crescent Beach/Siesta Key
Total Square Footage: 18,706
Price per Square Feet: $2,168.84
Total Floors: 3
Water: Well
Construction: Block, Stucco
Date Listed: 2026-07-31 00:00:00
Pool: Y
Pool Description: Heated, In Ground, Infinity, Lap, Lighting, Salt Water
Private Spa: Y
Furnished: Unfurnished
Windows: Drapes, Window Treatments
Parking: Circular Driveway, Driveway, Garage Door Opener, Ground Level
Garage Description: Y
Garage Spaces: 8
Attached Garage: Y
Flooring: Hardwood, Marble, Tile
Roof: Tile
Heating: Central, Zoned
Cooling: Central Air, Zoned
Fireplace: Y
Security: Security Gate, Security System, Security System Owned, Smoke Detector(S)
Laundry: Inside, Laundry Room
Pets: Yes
Sewer: Septic Tank
Lot Desc.: Flood Zone, Irregular Lot, Landscaped, Oversized Lot, Private, Paved
Parcel ID: 2019150017
Listing Courtesy Of: Michael Saunders & Company
kimogilvie@michaelsaunders.com
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
Sq Ft: 8,138
($2,169 per
sqft)
Bedrooms: 4
Bathrooms: 4
Partial Baths: 2
City: Sarasota
County: Sarasota
Type: Single Family
Development: Bay Island
Acres: 1.4000
Year Built: 2016
Listing Number: A4699552
Status Code: A-Active
Taxes: $112,550.43
Tax Year: 2025
Garage:
8
/
Y
Furnishings: Unfurnished
Pets Allowed: Yes
Interior Features:
Ceiling Fans(s)
Central Vaccum
Coffered Ceiling(s)
Crown Molding
Eat-in Kitchen
Elevator
High Ceilings
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Upstairs
Smart Home
Solid Wood Cabinets
Split Bedroom
Stone Counters
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Wet Bar
Window Treatments
Financial Information:
Taxes: $112,550.43
Tax Year: 2025
Exterior Features:
Balcony
Fire Pit
Lighting
Outdoor Kitchen
Outdoor Shower
Private Yard
Sliding Doors
Equipment:
Bar Fridge
Built-In Oven
Dishwasher
Disposal
Dryer
Ice Maker
Microwave
Range
Range Hood
Refrigerator
Washer
Wine Refrigerator
View:
City
Water
Waterfront Description:
Bay/Harbor
Canal - Saltwater
Lagoon
Lift
Riprap
Seawall - Concrete
Roberts Bay
View: Bay/Harbor - Full
Lagoon
School Information:
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
Additional Information:
Building Description: Custom
MLS Area: 34242 - Sarasota/Crescent Beach/Siesta Key
Total Square Footage: 18,706
Price per Square Feet: $2,168.84
Total Floors: 3
Water: Well
Construction: Block, Stucco
Date Listed: 2026-07-31 00:00:00
Pool: Y
Pool Description: Heated, In Ground, Infinity, Lap, Lighting, Salt Water
Private Spa: Y
Furnished: Unfurnished
Windows: Drapes, Window Treatments
Parking: Circular Driveway, Driveway, Garage Door Opener, Ground Level
Garage Description: Y
Garage Spaces: 8
Attached Garage: Y
Flooring: Hardwood, Marble, Tile
Roof: Tile
Heating: Central, Zoned
Cooling: Central Air, Zoned
Fireplace: Y
Security: Security Gate, Security System, Security System Owned, Smoke Detector(S)
Laundry: Inside, Laundry Room
Pets: Yes
Sewer: Septic Tank
Lot Desc.: Flood Zone, Irregular Lot, Landscaped, Oversized Lot, Private, Paved
Parcel ID: 2019150017
Map of 3799 Flamingo Avenue, Sarasota, FL 34242
Listing Courtesy Of: Michael Saunders & Company
kimogilvie@michaelsaunders.com