3799 Flamingo AvenueSarasota, FL 34242Price: $18,500,000

  • Price: $18,500,000
  • Est. Mortgage of $/month
  • 373 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.5300000000000000000000000000000000000000% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $18,500,000List Price
  • 4Bedrooms
  • 4Full Bath
  • 2Half Baths
  • 8,138Square Feet
Discover a one-of-a-kind Balinese-inspired waterfront estate on the north end of world-famous Siesta Key, where luxury, wellness, privacy, and resort-style living converge across more than an acre of prime waterfront property. Offered fully furnished and curated for immediate enjoyment, this extraordinary compound presents a rare opportunity to experience a true island retreat in one of Sarasota's most sought-after coastal locations. Designed to embrace the art of indoor-outdoor living, the residence encompasses more than 8,000 square feet of interior space seamlessly connected to thousands of square feet of outdoor entertaining and relaxation areas. Expansive walls of glass create a natural flow between the home and its spectacular waterfront setting, while rich wood and stone finishes reinforce the property's warm, tranquil aesthetic. The resort-inspired outdoor environment rivals that of a private luxury retreat, featuring an infinity-edge pool with swim-up bar, sunken fire pit lounge, spa, outdoor kitchen, dining pavilion with living plant wall, and an open-air waterfront living room anchored by a fireplace. A serene koi pond with built-in footbridges extends nearly the length of the residence, enhancing the property's distinctive Zen-inspired atmosphere. With more than 700 feet of waterfront frontage, the estate offers exceptional opportunities for boating, paddleboarding, kayaking, and waterfront recreation. A private boat dock, waterfront garage, paddleboard and canoe launch, and newer seawall provide functionality rarely found in luxury waterfront real estate. The thoughtfully designed interior offers multiple gathering and lifestyle spaces, including a home theater, game room, fitness studio, meditation room, and an expansive garage capable of accommodating more than eight vehicles. Modern conveniences include Crestron home automation, a three-stop elevator, full-house generator, whole-house reverse osmosis water filtration system, and numerous upgrades designed to enhance comfort, efficiency, and peace of mind. Despite its remarkable privacy and secluded resort feel, the property remains just moments from Siesta Key Beach, Sarasota's renowned dining and shopping destinations, vibrant arts and cultural attractions, and the area's celebrated waterfront lifestyle. Offering the rare combination of resort-style amenities, extensive waterfront frontage, luxury infrastructure, wellness-focused design, and move-in-ready convenience, this exceptional Siesta Key estate represents a truly unique opportunity to own one of Florida's most distinctive private waterfront compounds.

Property Details of 3799 Flamingo Avenue

Property Details

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Mortgage Calculator


$
$
%
Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.5300000000000000000000000000000000000000% last updated on May 28, 2026. * The above figures are estimates provided by Union Street Media using the FRED® API, and are not endorsed or certified by the Federal Reserve Bank of St. Louis. Check with your lender for actual interest rates.
Listed by Joel Schemmel of DOUGLAS ELLIMAN (Lena White)

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 30, 2026 4:02 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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