$17,650,000

3799 FLAMINGO AVENUE, Sarasota

4

Beds

5

Baths

8,138 ft2

Property Size

A4699552

MLS #

About The Property

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.

Listing updated: 2026-09-02T19:29:47.803Z

Listed by Realtor: Kim Ogilvie

Listed by office:  MICHAEL SAUNDERS & COMPANY

Source: Stellar MLS

Property Details

Listing Id: A4699552
Price: $17,650,000
Property Size: 8,138 ft2
Property Lot Size: 1 ft2
Rooms: 11
Bedrooms: 4
Bathrooms: 5
Architectural Style: Custom
Bathrooms Full: 4
Bathrooms Half: 2
Modification Timestamp: 2026-10-06T19:36:12.761Z
Building Area Total: 18706
Construction Materials: Block, Stucco
Cooling: Central Air, Zoned
CoveredSpaces: 8
CumulativeDaysOnMarket: 67
DaysOnMarket: 67
DirectionFaces: Northwest
ElementarySchool: Phillippi Shores Elementary
Fencing: Fenced
FireplaceFeatures: Gas, Living Room
Flooring: Engineered Hardwood, Marble, Porcelain Tile
FoundationDetails: Stem Wall
Furnished: Unfurnished
GarageSpaces: 8
HighSchool: Sarasota High
Laundry Features: Inside, Laundry Room
Levels: Two
List AOR: Sarasota - Manatee
List Agent AOR: Sarasota - Manatee
List Agent Email: kimogilvie@michaelsaunders.com
List Agent Full Name: Kim Ogilvie
List Agent MlsId: 281500596
ListOfficeMlsId: 281504998
List Office Name: MICHAEL SAUNDERS & COMPANY
ListOfficePhone: 941-951-6660
Listing Terms: Cash, Conventional
Living Area Source: Public Records
Lot Features: FloodZone, Irregular Lot, Landscaped, Oversized Lot, Private
LotSizeArea: 1.3996
LotSizeSquareFeet: 60968
MLS Area Major: 34242 - Sarasota/Crescent Beach/Siesta Key
MiddleOrJuniorSchool: Brookside Middle
MlsStatus: Active
ModificationTimestamp: 2026-09-02T19:29:47.803Z
OnMarketDate: 2026-07-31
Originating System Name: Stellar MLS
Ownership: Fee Simple
Parcel Number: 2019150017
Parking Features: Circular Driveway, Driveway, Garage Door Opener, Ground Level
Pets Allowed: Yes
Pool Features: Heated, In Ground, Infinity, Lap, Lighting, Salt Water
Property Condition: Completed
Roof: Tile
Security Features: Security Gate, Security System, Security System Owned, Smoke Detector(s)
Sewer: Septic Tank
Spa Features: Heated, In Ground
State Or Province: FL
Status Change Timestamp: 2026-07-31T18:53:21.070Z
Stories Total: 3
Street Name: FLAMINGO
Street Number: 3799
Street Number Numeric: 3799
Street Suffix: AVENUE
Tax Annual Amount: 112550.43
Tax Book Number: 2-171
Tax Year: 2025
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Water Connected
View: City, Water
Water Source: Well
Waterfront Features: Bay/Harbor, Canal - Saltwater, Lagoon
Window Features: Drapes, Window Treatments
Year Built: 2016
Zoning: RSF1
FeedTypes: IDX
Source System Key: 799570937
OriginalEntryTimestamp: 2026-07-09T18:43:41.053Z
OriginalListPrice: 17650000

Amenities and Features

Outdoor Details
Garage Attached
Other Features
Balcony
Bar Fridge
Built-In Oven
Ceiling Fan(s)
Central Vacuum
Coffered Ceiling(s)
Crown Molding
Dishwasher
Disposal
Dryer
Eating Space In Kitchen
Elevator
Fire Pit
Has a View
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Pool
Has Waterfront
High Ceilings
Ice Maker
Irrigation System
Lighting
Living Room/Dining Room Combo
Microwave
Open Floorplan
Open Parking
Outdoor Kitchen
Outdoor Shower
PrimaryBedroom Upstairs
Private Yard
Range
Range Hood
Refrigerator
Sliding Doors
Smart Home
Solid Wood Cabinets
Spa
Split Bedroom
Stone Counters
Thermostat
Vaulted Ceiling(s)
Walk-In Closet(s)
Washer
Wet Bar
Window Treatments
Wine Refrigerator

Schedule a tour

Sat 14 Nov
Sun 15 Nov
Mon 16 Nov
Tue 17 Nov
Wed 18 Nov
Thu 19 Nov
Fri 20 Nov
Sat 21 Nov
Sun 22 Nov
Mon 23 Nov
In Person
Video Chat
Your information

Map Location

Property Map

Mortgage Calculator

Payment Calculator

$90,495.04
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 68,432.54

Image Gallery

Similar Listings

Similar Listings

1640 WALDEMERE STREET, Sarasota
Residential
Active
$5,400,000

1640 WALDEMERE STREET, Sarasota

MLS #
A4701346
Size
5,270 ft2
Beds:
5
Baths:
5.5
mls_logo
206 S WATERWAY DRIVE NW, Port Charlotte
Residential
Active
$825,000

206 S WATERWAY DRIVE NW, Port Charlotte

MLS #
C7529496
Size
2,479 ft2
Beds:
4
Baths:
2
mls_logo
10698 ROYAL CYPRESS WAY, Orlando
Residential
Active
$899,000

10698 ROYAL CYPRESS WAY, Orlando

MLS #
O6443682
Size
2,311 ft2
Beds:
3
Baths:
3
mls_logo

Disclaimer

Property ID - | 955889

All listings featuring of Stellar MLS are provided by Stellar MLS. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

©2026 Stellar MLS All rights reserved.

Compare Listings

Janet Richmond
Check Pricing