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Listing 15 out of 15
$10,495,000 For Sale

4095 S Roosevelt Boulevard
Key West, FL 33040

7 beds, 6 full, 2 partial baths | Single Family Home
8,700 sq ft; lot:4.9 acres - MLS# 573315
Property Photo


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


  • Accessibility: Yes
  • Appliances: Oven, Range
  • Baths: 8
  • Bedrooms: 7
  • Car(s): 4+
  • Construction: Cbs, Poured Concrete Cnst
  • Control Depth: 3
  • Cooling/Heating: Ceiling Fans, Ductless A/C, Window/Wall Unit
  • County/Area: Monroe County
  • Dockage: Boat Lift, Davits
  • Dockage: Dock: Wood
  • Dockage: Dock Size: 20
  • Exterior Features: Detached Guest Qtrs, Fencing, Landscape Lighting, Privacy Wall/Fence, Sprinkler System, Water Displa
  • Floor: Carpet, Concrete, Marble, Wood Floor
  • Full Baths: 6
  • Furnished: Unfurnished
  • Half Baths: 2
  • Interior Features: Bar, Elevator, Fireplace(S), Foyer, Pantry, Security System, Split Bedroom, Storage, Tray Ceilings,
  • Key/Island: Key West
  • KW Neighborhood: New Town
  • Land Size: 2 Less Than 5 Acres
  • Listing Status: Active
  • Lot Size: 4.9000
  • Mile Marker: 3
  • Off Shore Island: Yes
  • Pets: Pets Not Applicable
  • Porch/Balcony: Open Porch/Balcony, Patio
  • Pre-Wired: Cable
  • Property Type: Single Family Home
  • Realtor.COM Type: Residential - Single Family
  • Rentals Allowed: Yes
  • Roof: Concrete Roof
  • Security: Central Station Sys, Electric Gate, On Premises System
  • Shutters: Panel
  • Side: Ocean
  • Specialty Rooms: Laundry Room, Utility Room, Workshop
  • Sq.Ft.: 8700
  • SqFt: Main House Is 6, 958 Sf, Caretaker Cottage Is 665 Sf, 4 Car Garage With Living Quarters Upstairs 1,
  • SqFt Source: Property Data Card
  • Stories: 2 Stories
  • Style: Other Bldg Style
  • Sub Type: Off Shore Island
  • Subdivision: New Town - Unrecord (3.0)
  • Subdivision/Neighborhood: New Town - Unrecord (3.0)
  • Total Baths: 6.20
  • Total Units: 1
  • Utilities: Cistern, Elect Separate Meter, Fkaa, Propane Gas, Septic Tank, Whole House Generatr
  • Vehicle Storage: Detached, Garage, Guest Parking, Off Street Parking, Trailer Storage
  • Windows/Doors: Aluminum Windows, French Doors, Glass Doors
  • Year Built: 1939
  • Zip Code: 33040
  • Zoning: SF - Single Family
  • View: Bay/Gulf View, Ocean View, Open Water View
  • Waterfront: Oceanfront, Open Water, Yes

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Everett Watkins and Juan Benitez
Keller Williams Key West Compass Realty
333 Fleming Street
Key West, FL 33040