3401 Flamingo Avenue, Sarasota, FL 34242
For Sale $9,850,000
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A rare and distinguished offering of 1.12 acres directly on the sparkling shore of Big Pass on Siesta Key, FL. This legacy estate on coveted Flamingo Avenue is a unique parcel at the north end of this most desirable address, and one of the most extraordinary properties available on Florida’s Gulf Coast. 3401 Flamingo Avenue exemplifies waterfront living at its finest. The property enjoys 150’ of wide deep-water frontage, a coveted boathouse in a protected inlet that accommodates two boats, plus a large dockage structure for a yacht (currently being repaired). Given the direct Gulf and Sarasota Bay access, this is an ideal property for the consummate boater, whether a fisherman, water sports enthusiast, day- or overnight tripper, or prefer the easy cruising or sailing lifestyle, this is the ultimate location for any boating enthusiast. Owners will revel in the glistening Gulf of Mexico and Sarasota Bay waters, enjoy watching boaters gliding through Big Pass, and marvel at the plethora of marine life from every vantage point. These views are the perfect frame to savor the captivating sunsets over the Gulf, picturesque downtown Sarasota skyline and Bird Key, and pristine shifting sands of nearby sand bars. This walled and gated oversized bayfront property offers not just endless possibilities for your new estate home, but also space for amenities such as gardens, tennis and/or pickle ball court, separate guest house, and of course a waterfront pool. The current structure is not habitable, and a quote for demolition is available upon request. Here you’re not just buying a property, you are creating your own magnificent home, lifestyle, and legacy. Located just minutes away from the center of famed Siesta Key’s dining, shopping, and nightlife, and a short ride to enjoy the cultural amenities, galleries, fine dining, and vibrant Sarasota downtown community. Many of the photos have had the house virtually removed.
Taxes: $35,494.91
Tax Year: 2024
Bay/Harbor
Intracoastal Waterway
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
MLS Area: 34242 - Sarasota/Crescent Beach/Siesta Key
Water: Public
Lot Desc.: Buildable, City Limits, Oversized Lot, Street Dead-End
Date Listed: 2025-11-18 20:21:33
Sewer: Public Sewer
Listing Courtesy Of: Michael Saunders & Company
michaelmoulton@michaelsaunders.com
A rare and distinguished offering of 1.12 acres directly on the sparkling shore of Big Pass on Siesta Key, FL. This legacy estate on coveted Flamingo Avenue is a unique parcel at the north end of this most desirable address, and one of the most extraordinary properties available on Florida’s Gulf Coast. 3401 Flamingo Avenue exemplifies waterfront living at its finest. The property enjoys 150’ of wide deep-water frontage, a coveted boathouse in a protected inlet that accommodates two boats, plus a large dockage structure for a yacht (currently being repaired). Given the direct Gulf and Sarasota Bay access, this is an ideal property for the consummate boater, whether a fisherman, water sports enthusiast, day- or overnight tripper, or prefer the easy cruising or sailing lifestyle, this is the ultimate location for any boating enthusiast. Owners will revel in the glistening Gulf of Mexico and Sarasota Bay waters, enjoy watching boaters gliding through Big Pass, and marvel at the plethora of marine life from every vantage point. These views are the perfect frame to savor the captivating sunsets over the Gulf, picturesque downtown Sarasota skyline and Bird Key, and pristine shifting sands of nearby sand bars. This walled and gated oversized bayfront property offers not just endless possibilities for your new estate home, but also space for amenities such as gardens, tennis and/or pickle ball court, separate guest house, and of course a waterfront pool. The current structure is not habitable, and a quote for demolition is available upon request. Here you’re not just buying a property, you are creating your own magnificent home, lifestyle, and legacy. Located just minutes away from the center of famed Siesta Key’s dining, shopping, and nightlife, and a short ride to enjoy the cultural amenities, galleries, fine dining, and vibrant Sarasota downtown community. Many of the photos have had the house virtually removed.
Property Details
Price: $9,850,000
City: Sarasota
County: Sarasota
Development: Bay Island
Acres: 1.11
Virtual Tour/Floorplan: View
Listing Number: A4671575
Status Code: A-Active
Taxes: $35,494.91
Tax Year: 2024
Financial Information:
Taxes: $35,494.91
Tax Year: 2024
Waterfront Description:
Bay/Harbor
Intracoastal Waterway
School Information:
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
Additional Information:
MLS Area: 34242 - Sarasota/Crescent Beach/Siesta Key
Water: Public
Lot Desc.: Buildable, City Limits, Oversized Lot, Street Dead-End
Date Listed: 2025-11-18 20:21:33
Sewer: Public Sewer
Map of 3401 Flamingo Avenue, Sarasota, FL 34242
Listing Courtesy Of: Michael Saunders & Company
michaelmoulton@michaelsaunders.com