3799 Flamingo Avenue, SARASOTA, FL 34242-1000

 -  $17,650,000

MLS® # A4699552

  • 4 Bedrooms
  • 6 Bathrooms
  • 8,138 SQ. Feet
  • 2016 Year Built

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.

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Property

Location

  • NeighborhoodBay Island
  • Address3799 Flamingo Avenue
  • CitySARASOTA
  • StateFL

Size And Restrictions

  • Acres1.40
  • Lot DescriptionFloodZone, Irregular Lot, Landscaped, Oversized Lot, Private

Improvements

  • FenceNo
  • SprinklerNo

Features

  • ViewCity, Water

Market

Interior

Bedrooms And Bathrooms

  • Bedrooms4
  • Bathrooms6.00

Heating And Cooling

  • HeatingCentral, Zoned
  • Air ConditioningCentral Air, Zoned
  • FireplaceYes

Interior Features

  • AppliancesBar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • FeaturesCeiling Fan(s), Central Vacuum, Coffered Ceiling(s), Crown Molding, Eating Space 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

Building

Building Information

  • Year Built2016
  • # Of Stories3
  • RoofTile

Property Features

  • Exterior FeaturesBalcony, Fire Pit, Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower, Private Yard, Sliding Doors

Garage And Parking

  • GarageCircular Driveway, Driveway, Garage Door Opener, Ground Level

Community

Schools

  • ElementaryPhillippi Shores Elementary
  • MiddleBrookside Middle
  • HighSarasota High

Info

  • OfficeMICHAEL SAUNDERS & COMPANY

Map & Directions

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on September 6th, 2026 at 11:52pm EDT.

Serving Sarasota Since 1981

"For over 35 years, Allen Real Estate Services, Inc. has been serving Sarasota Florida and the surrounding barrier islands. Today, our commitment remains focused on serving the unique needs of our clients. Read More
~ John Allen, Broker/Owner

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Our experience with Mark Scallen was professional in every aspect of the process involved in buying and building a new home. His knowledge in new home construction was extremely helpful, from start…

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Contact Us

Allen Real Estate Services, Inc.
7131 Curtiss Ave. Suite 1
Sarasota, Florida 34231
Tel: (941) 923-7777
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