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3799 Flamingo Avenue, Sarasota, FL 34242

$17,650,000
  • 3799 Flamingo Avenue, Sarasota, FL 34242 Main Photo

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Active
BEDS4 BATHS4 full 2 partial SQUARE FEET8,138 MLS#A4699552
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONBAY ISLAND

Property Description

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.

3799 Flamingo Avenue | MLS# A4699552

This single family home located at 3799 Flamingo Avenue, Sarasota, FL 34242 is currently listed for sale with an asking price of $17,650,000. This property was built in 2016 and has 4 bedrooms and 4 full and 2 partial baths with 8138 sq. ft. Flamingo Avenue is located in the BAY ISLAND subdivision. Search BAY ISLAND real estate on vbarbosa.realty100.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air, Zoned
Fenced: Yes
Garage: 8 car attached
Heating: Central, Zoned
Home Style: Custom
Lot Size: 1.40 Acres
Roof Type: Tile
Stories: 3.0
Taxes: $112,550
Year Built: 2016

Amenities

Ceiling Fans(s)
Central Vaccum
Coffered Ceiling(s)
Crown Molding
Eat-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
Balcony
Fire Pit
Lighting
Outdoor Kitchen
Outdoor Shower
Private Yard
Sliding Doors

Feature Descriptions

Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Body of Water: ROBERTS BAY
Days on Site: 10
Directions: From Siesta Dr, turn left onto Flamingo Ave, Property will be on the left hand side.
Exterior: Block, Stucco
Fencing: Fenced
Fireplace: Gas, Living Room
Fireplace Y/N: Yes
Flood Zone Code: AE
Flooring: Hardwood, Marble, Tile
Foundation: Stem Wall
Frontage Bay Harbor: 188
Frontage Canal Salt: 231
Frontage Lagoon: 308
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: FloodZone, Irregular Lot, Landscaped, Oversized Lot, Private, Paved
Lot Dimensions: 1.4
Number of Pets: 10+
Other Equipment: Fire Pit, Irrigation Equipment, Private Yard
Ownership: Fee Simple
Parking: Circular Driveway, Driveway, Garage Door Opener, Ground Level
Parking Notes: Circular Driveway, Driveway, Garage Door Opener, Grou
Patio/Porch: Front Porch, Rear Porch
Pets Allowed: Yes
Pets Restrictions: Please refer to city/county pet restrictions.
Pets Size: Extra Large (101+ Lbs.)
Pool: Heated, In Ground, Infinity, Lap, Lighting, Salt Water
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Security Gate, Security System, Security System Owned, Smoke Detector(s)
Sewer: Septic Tank
Showing Instructions: Appointment Only, Key In Office, Key/Agent, Listing Agent Must Accompany, ShowingTime
Spa: Heated, In Ground
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Water Connected
Vegetation: Mature Landscaping, Trees/Landscaped
Water: Well
Water Access: Bay/Harbor, Canal - Saltwater, Lagoon
Water Access Y/N: Yes
Waterfront Features: Bay/Harbor, Canal - Saltwater, Lagoon, Lift, Riprap, Seawall - Concrete
Water View: Bay/Harbor - Full, Lagoon
Windows: Drapes, Window Treatments
Zoning: RSF1

Room Sizes

Bedroom 1: 12.9x14.1
Bedroom 2: 25.5x19.1
Bedroom 3: 24.5x14.8
Dining Room: 15.6x24.11
Family Room: 24x39.8
Kitchen: 23.1x18.11
Living Room: 24.11x23.9
Primary Bathroom: 14.1x17.11
Primary Bedroom: 19x27
Office: 13.3x15.11
Foyer: 14.7x16

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: MICHAEL SAUNDERS & COMPANY
Agency Contact: 941-951-6660

Shown By

Agent Name: Vanessa Barbosa
Agent Phone: Cell: (954) 695-3936
Agency Title: Realty 100

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Estimated Payment

$ 53,808.33 per month $39,281.25 Principal & Interest $9,379.17 Property Tax $5,147.92 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 08/10/2026. The listing information on this page last changed on 08/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 08/10/2026 12:19:19 AM EST) or Miami MLS (last updated Mon 08/10/2026 12:08:16 AM EST) or Stellar MLS (last updated Mon 08/10/2026 12:13:44 AM EST) or Beaches MLS (last updated Mon 08/10/2026 12:15:24 AM EST). Real estate listings held by brokerage firms other than Realty 100 may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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