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3799 Flamingo Avenue, SARASOTA, FL – $18,500,000

  • 4 Beds
  • 6 Baths
  • 8,138 Sqft
  • 1.4 Acres
  • 4 Beds
  • 6 Baths
  • 8,138 Sqft
  • 1.4 Acres

3799 Flamingo Avenue

Relax and take in the positive energy of Lotus-style living in this one-of-a-kind Balinese-inspired resort compound on north end of the world-famous Siesta Key. Nothing is needed to begin your Zen journey as the property comes completely furnished down to dishes, silverware and a Buddha living wall. The coexistence of indoor and outdoor space blends over 8,000 square feet of indoor space with thousands of square feet of patio and pool area. An outdoor oasis offering an infinity-edge pool with a swim-up bar, a sunken fire pit lounge within the pool, a spa, an outdoor kitchen, a dining pavilion with a living plant wall and an open-air living room with a fireplace. A koi pond with stunning built-in footbridges stretches nearly the entire length of the home, enhancing the serene ambiance of the outdoor space. Spanning over an acre with more than 700 feet of waterfront, the property is a masterpiece of luxury, designed for effortless relaxed living or island-style entertaining. A custom-designed driveway welcomes you to a breathtaking entrance, where waterfalls and fire features set the tone for the experience that awaits inside. Expansive walls of glass, seamless indoor-outdoor transitions, and rich wood and stone flooring throughout create a striking, cohesive aesthetic. The thoughtfully designed interior boasts multiple living spaces, including a game room, home theater, fitness room, meditation space and an impressive 8-plus-car garage. For the waterfront enthusiast, a well-equipped boat dock, a separate waterfront garage, and a paddleboard/canoe launch provide unparalleled access to pristine waters. This exceptional residence also features a newer seawall, full-house generator, Crestron home automation, a three-stop elevator and a whole-house reverse-osmosis water filtration system, ensuring convenience and peace of mind. An island paradise, this estate offers unmatched privacy while remaining just moments from Sarasota’s vibrant shopping, dining and world-renowned cultural attractions. Don’t miss this rare opportunity to own a move-in-ready masterpiece on Siesta Key – home to the #1 beach in the USA (Tripadvisor).

Essential Information

  • MLS® #A4653658
  • Price$18,500,000
  • Bedrooms4
  • Bathrooms6.00
  • Full Baths4
  • Half Baths2
  • Square Footage8,138
  • Acres1.40
  • Year Built2016
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StyleCustom
  • StatusActive

Community Information

  • Address3799 Flamingo Avenue
  • SubdivisionSIESTA KEY / BAY ISLAND
  • CitySARASOTA
  • CountySarasota
  • StateFL
  • Zip Code34242-1000

Area

Sarasota/Crescent Beach/Siesta Key

Amenities

  • # of Garages8
  • ViewPool, Water
  • Is WaterfrontYes
  • Has PoolYes

Parking

Covered, Driveway, Garage Door Opener, Guest, Oversized, Portico, Split Garage

Waterfront

Bay/Harbor, Canal - Saltwater, Lagoon

Interior

  • HeatingCentral, Natural Gas, Zoned
  • CoolingCentral Air, Zoned
  • FireplaceYes
  • FireplacesGas, Living Room, Outside
  • # of Stories2

Interior Features

Ceiling Fan(s), Eating Space In Kitchen, Elevator, High Ceilings, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Tray Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments

Appliances

Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Microwave, Other, Washer, Whole House R.O. System

Exterior

  • RoofTile
  • FoundationSlab

Exterior Features

Balcony, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Storage

Lot Description

FloodZone, In County, Oversized Lot

School Information

  • ElementaryPhillippi Shores Elementary
  • MiddleBrookside Middle
  • HighSarasota High

Additional Information

  • Date ListedMay 23rd, 2025
  • Days on Market195
  • ZoningRSF1
  • Taxes$109,657

Listing Details

  • OfficeDOUGLAS ELLIMAN
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on December 8th, 2025 at 2:43am EST.