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Listing 12 out of 471
Sold for $8,000,000 Sold

4095 S Roosevelt Boulevard
Key West, FL 33040

7 beds, 6 full, 2 partial baths | Single Family Home
8,700 sq ft; lot: 213444 sq ft lot - MLS# 584412
Property Photo


Sold for $8,000,000 on Mar 28, 2019


This private island legendary estate sits on just under 5 acres of land. It is the only private Island with direct access to AIA in Key West by a land bridge. This property is perfect for a family compound, a corporate retreat, or a seasonal home with potential monthly rental opportunity. It is the most unique offering in the Keys in generations. Built in the 1930's by the legendary Thompson Family it was passed on through the Knight Family for over 7 decades. The majestic home features breathtaking direct views of the Atlantic Ocean, a caretaker's cottage, and a 4-car garage. The 4 bedrooms, 6 bathrooms home is equipped with a large propane generator and 250,000-gallon cistern. This estate sale is being offered at appraised value.


  • Property Type: Single Family Home
  • Sub Type: Off Shore Island
  • Listing Status: Closed
  • Listing Price: $10,495,000
  • County/Area: Monroe County
  • Zip Code: 33040
  • Year Built: 1939
  • Subdivision/Neighborhood: New Town - Unlisted (2.0)
  • Sq.Ft.: 8,700 sq ft
  • Bedrooms: 7
  • Full Baths: 6
  • Half Baths: 2
  • Lot Size: 213444 sq ft lot
  • Baths: 8
  • View: Bay/Gulf View, Canal View, Ocean View
  • Waterfront: Bay Front, Canal Front, Oceanfront, Open Water, Yes
  • Zoning: SF - Single Family
  • Appliances: Dishwasher, Oven, Range, Refrigerator
  • Construction: Cbs, Poured Concrete Cnst
  • Control Depth: 3
  • Dockage: Boat Lift, Davit Pads
  • Dockage: Dock: Wood
  • Dockage: Dock Size: 20
  • Floor: Carpet, Marble, Tile Floor, Wood Floor
  • Furnished: Unfurnished
  • Key/Island: Key West
  • Land Size: 2 Less Than 5 Acres
  • Lot SqFt: 213443
  • Mile Marker: 2
  • Pets Allowed: Pets Allowed
  • Realtor.COM Type: Residential - Single Family
  • Rentals Allowed: With Restrictions
  • Roof: Concrete Roof
  • Side: Ocean
  • SqFt Source: Property Data Card
  • Utilities: Cistern, Fkaa, Propane Gas, Septic Tank, Whole House Generatr
  • Vehicle Storage: Garage, Off Street Parking
  • Windows/Doors: Aluminum Windows, French Doors, Glass Doors
  • Sold Price: 8000000
  • Sold Date: 2019-03-28
Courtesy of Berkshire Hathaway Knight & Gardner Realty (KW)

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Everett Watkins 
Juan Benitez

Keller Williams Key West Compass Realty
333 Fleming Street
Key West, FL 33040

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