3799 FLAMINGO AVE, Sarasota, FL 34242
3799 FLAMINGO AVE, Sarasota, FL 34242
3799 FLAMINGO AVE, Sarasota, FL 34242
3799 FLAMINGO AVE, Sarasota, FL 34242
3799 FLAMINGO AVE, Sarasota, FL 34242
3799 FLAMINGO AVE, Sarasota, FL 34242
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Debbie Gentry

Debbie Gentry

+1(352) 217-3179
$ 17,650,000
Est. payment | /mo

4 Beds

6 Baths

8,138 SqFt

Save
$ 17,650,000
Est. payment | /mo
Save

4 Beds

6 Baths

8,138 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 8,138 sqft

Price per Sqft $2,168

Subdivision Bay Island

MLS Listing ID A4699552

Bedrooms 4

Full Baths 4

Half Baths 2

Construction Status Completed

HOA Y/N No

Year Built 2016

Annual Tax Amount $112,550

Lot Size 1.400 Acres

Acres 1.4

Property Sub-Type Single Family Residence

Source Stellar MLS

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.

Location

State FL

County Sarasota

Community Bay Island

Area 34242 - Sarasota/Crescent Beach/Siesta Key

Zoning RSF1

Interior

Interior Features 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

Heating Central, Zoned

Cooling Central Air, Zoned

Flooring Hardwood, Marble, Tile

Fireplaces Type Gas, Living Room

Furnishings Unfurnished

Fireplace true

Appliance Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator

Laundry Inside, Laundry Room

Exterior

Exterior Feature Balcony, Fire Pit, Lighting, Outdoor Kitchen, Outdoor Shower, Private Yard, Sliding Doors

Parking Features Circular Driveway, Driveway, Garage Door Opener, Ground Level

Garage Spaces 8.0

Fence Fenced

Pool Heated, In Ground, Infinity, Lap, Lighting, Salt Water

Utilities Available Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Water Connected

Waterfront Description Bay/Harbor,Canal - Saltwater,Lagoon

View Y/N Yes

Water Access Yes

Water Access Desc Bay/Harbor,Canal - Saltwater,Lagoon

View City, Water

Roof Type Tile

Porch Front Porch, Rear Porch

Attached Garage true

Exposure Northwest

Garage true

Private Pool Yes

Building

Lot Description FloodZone, Irregular Lot, Landscaped, Oversized Lot, Private, Paved

Story 3

Entry Level Two

Foundation Stem Wall

Lot Size Range 1 to less than 2

Sewer Septic Tank

Water Well

Architectural Style Custom

Structure Type Block,Stucco

New Construction false

Construction Status Completed

Schools

Elementary Schools Phillippi Shores Elementary

Middle Schools Brookside Middle

High Schools Sarasota High

Others

Pets Allowed Yes

Senior Community No

Pet Size Extra Large (101+ Lbs.)

Ownership Fee Simple

Acceptable Financing Cash, Conventional

Listing Terms Cash, Conventional

Num of Pet 10+

Special Listing Condition None

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Kim Ogilvie MICHAEL SAUNDERS & COMPANY

NEARBY SCHOOLS & PROPERTIES

Debbie Gentry

"My job is to find and attract mastery-based agents to the office, protect the culture, and make sure everyone is happy! "

+1(352) 217-3179

debbie@debbiegentry.com

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3799 FLAMINGO AVE