Walter Group Real Estate
Walter Group Real Estate

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Search for available homes and condominiums in Longboat Key, Bird Key, Lido Key, and the surrounding areas.
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$18,500,000
372 Days On Site

3799 FLAMINGO AVENUE
SARASOTA, FL 34242

For Sale|Single Family Residence|Active
4
Beds
6
Total Baths
4
Full Baths
2
Partial Baths
8,138
SqFt
$2,273
/SqFt
2016
Built
Subdivision:
SIESTA KEY / BAY ISLAND
County:
Sarasota
3799 FLAMINGO AVENUE3799 FLAMINGO AVENUE3799 FLAMINGO AVENUE3799 FLAMINGO AVENUE
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Discover a one-of-a-kind Balinese-inspired waterfront estate on the north end of world-famous Siesta Key, where luxury, wellness, privacy, and resort-style living converge across more than an acre of prime waterfront property. Offered fully furnished and curated for immediate enjoyment, this extraordinary compound presents a rare opportunity to experience a true island retreat in one of Sarasota's most sought-after coastal locations. Designed to embrace the art of indoor-outdoor living, the residence encompasses more than 8,000 square feet of interior space seamlessly connected to thousands of square feet of outdoor entertaining and relaxation areas. Expansive walls of glass create a natural flow between the home and its spectacular waterfront setting, while rich wood and stone finishes reinforce the property's warm, tranquil aesthetic. The resort-inspired outdoor environment rivals that of a private luxury retreat, featuring an infinity-edge pool with swim-up bar, sunken fire pit lounge, spa, outdoor kitchen, dining pavilion with living plant wall, and an open-air waterfront living room anchored by a fireplace. A serene koi pond with built-in footbridges extends nearly the length of the residence, enhancing the property's distinctive Zen-inspired atmosphere. With more than 700 feet of waterfront frontage, the estate offers exceptional opportunities for boating, paddleboarding, kayaking, and waterfront recreation. A private boat dock, waterfront garage, paddleboard and canoe launch, and newer seawall provide functionality rarely found in luxury waterfront real estate. The thoughtfully designed interior offers multiple gathering and lifestyle spaces, including a home theater, game room, fitness studio, meditation room, and an expansive garage capable of accommodating more than eight vehicles. Modern conveniences include Crestron home automation, a three-stop elevator, full-house generator, whole-house reverse osmosis water filtration system, and numerous upgrades designed to enhance comfort, efficiency, and peace of mind. Despite its remarkable privacy and secluded resort feel, the property remains just moments from Siesta Key Beach, Sarasota's renowned dining and shopping destinations, vibrant arts and cultural attractions, and the area's celebrated waterfront lifestyle. Offering the rare combination of resort-style amenities, extensive waterfront frontage, luxury infrastructure, wellness-focused design, and move-in-ready convenience, this exceptional Siesta Key estate represents a truly unique opportunity to own one of Florida's most distinctive private waterfront compounds.

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Listing Snapshot
Price 
$18,500,000
Days On Site 
372 Days
Bedrooms 
4
Inside Area (SqFt) 
8,138 sqft
Total Baths 
6
Full Baths 
4
Partial Baths 
2
Lot Size 
1.4 Acres
Year Built 
2016
MLS® Number 
A4653658
Status 
Active
Property Tax 
$109,657
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
3 months agoStatus changed to Active
11 months agoPrice changed to $18,500,000
a year agoListing first seen on site
General Features
Acres 
1.4
Attached Garage 
Yes
Carport 
1
Direction Faces 
North
Foundation 
Slab
Garage 
Yes
Garage Spaces 
8
Green Energy Efficient 
Insulation
Levels 
Two
Number Of Stories 
2
Parking 
CoveredDrivewayGarage Door OpenerGuestOversizedGarageAttached
Property Sub Type 
Single Family Residence
Security 
Closed Circuit Camera(s)Security GateSecurity SystemSecurity System OwnedSmoke Detector(s)
Sewer 
Septic Tank
SqFt Total 
18706
Style 
Custom
Utilities 
Natural Gas AvailableCable AvailableElectricity ConnectedNatural Gas Connected
Water Source 
PrivateWell
Zoning 
RSF1
Interior Features
Appliances 
CooktopDishwasherDisposalDryerExhaust FanGas Water HeaterMicrowaveOtherWasher
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
GasLiving RoomOutside
Flooring 
MarbleTileWood
Furnished 
Unfurnished
Heating 
CentralNatural GasZoned
Interior 
Eat-in KitchenElevatorHigh CeilingsOpen FloorplanTray Ceiling(s)Walk-In Closet(s)Wet Bar
Laundry Features 
InsideUpper Level
Spa 
Yes
Window Features 
Window CoveringsBlindsStorm Window(s)Window Treatments
Bedroom 1 
Dimensions - 13x18Level - First
Bedroom 2 
Dimensions - 12x14Level - First
Bedroom 3 
Dimensions - 14x19Level - First
Dinette 
Dimensions - 11x12Level - First
Dining Room 
Dimensions - 12x25Level - First
Family Room 
Dimensions - 24x39Level - First
Foyer 
Dimensions - 12x16Level - First
Kitchen 
Dimensions - 19x20Level - FirstFeatures - Breakfast Bar, Kitchen Island, Pantry
Living Room 
Dimensions - 20x25Level - First
Master Bathroom 
Dimensions - 13x17Level - SecondFeatures - Double Vanity
Master Bedroom 
Dimensions - 19x27Level - SecondFeatures - Breakfast Bar
Office 
Dimensions - 12x15Level - Second
Utility Room 
Dimensions - 10x14Level - First
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Exterior Features
Construction Details 
BlockStucco
Exterior 
BalconyLightingOutdoor GrillOutdoor KitchenOutdoor ShowerRain GuttersStorageDock
Lot Features 
PavedWaterfront
Other Structures 
Outdoor KitchenStorage
Patio And Porch 
DeckPatioPorchScreened
Pool Features 
GuniteHeatedIn GroundInfinitySalt WaterPrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
CanalWaterPool
Waterfront 
Yes
Waterfront Features 
Canal FrontLagoon
Waterview 
CanalWaterPool
Windows/Doors 
Window CoveringsBlindsStorm Window(s)Window Treatments
Community Features
Accessibility Features 
Accessible EntranceAccessible Elevator Installed
Financing Terms Available 
CashConventional
MLS Area 
34242 - Sarasota/Crescent Beach/Siesta Key
Roads 
AsphaltPaved
Township 
36
Schools
School District
Unknown
Elementary School
Phillippi Shores Elementary
Middle School
Brookside Middle
High School
Sarasota High
Listing courtesy of DOUGLAS ELLIMAN (941) 587-4894



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-05-30 03:20 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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