3799 FLAMINGO AVENUE SARASOTA FL 34242 MLS #A4653658

3799 FLAMINGO AVENUE
SARASOTA, FL, 34242
$18,500,000
4 Beds
5 Baths
8,138 SqFt
1.4 Acres
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MLS #A4653658 image #0
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).

Property Details

Price:
$18,500,000
MLS #:
A4653658
Status:
Active
Beds:
4
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SIESTA KEY / BAY ISLAND
Neighborhood:
34242sarasotacrescentbeachsiestakey
Listed Date:
May 23, 2025
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 Key34242sarasotacrescentbeachsiestakeySiesta Key / Bay IslandPhillippi Shores ElementaryBrookside MiddleSarasota High1 Month

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Schools

Elementary School:
Phillippi Shores Elementary
Middle School:
Brookside Middle
High School:
Sarasota High

Interior

Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Microwave, Other, Washer, Whole House R.O. System
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air, Zoned
Flooring
Marble, Porcelain Tile, Hardwood
Heating
Central, Natural Gas, Zoned
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
Laundry Features
Inside, Upper Level
Levels
Two

Exterior

Accessibility Features
Accessible Elevator Installed
Architectural Style
Custom
Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
9
Direction Faces
North
Exterior Features
Balcony, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Storage
Garage Spaces
8
Green Energy Efficient
Insulation
Lot Features
FloodZone, In County, Oversized Lot
Open Parking YN
1
Other Structures
Outdoor Kitchen, Storage
Parking Features
Covered, Driveway, Garage Door Opener, Guest, Oversized, Portico, Split Garage
Patio And Porch Features
Deck, Patio, Porch, Screened
Roof
Tile
Security Features
Closed Circuit Camera(s), Security Gate, Security System, Security System Owned, Smoke Detector(s)
Spa Features
Heated, In Ground
View
Pool, Water
Waterfront Features
Bay/Harbor, Canal – Saltwater, Lagoon
Window Features
Blinds, Shades, Storm Window(s), Thermal Windows, Window Treatments

Financial

Tax Year
2024
Taxes
$109,657

Map

Community

Subdivisions in SARASOTA

Market Summary

Current real estate data for Single Family in SARASOTA as of Apr 30, 2026
2,292
Single Family Listed
112
Avg DOM
491
Avg $ / SqFt
$1,505,083
Avg List Price

Property Summary

    Located in the SIESTA KEY / BAY ISLAND subdivision, 3799 FLAMINGO AVENUE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34242. It is listed for $18,500,000 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 $2,273. The average price per square foot for Single Family listings in SARASOTA is $491. The average listing price for Single Family in SARASOTA is $1,505,083. To schedule a showing of MLS#a4653658 at 3799 FLAMINGO AVENUE in SARASOTA, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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