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1006-1008 Fleming Street, Key West, FL 33040

Key West
Local realty services provided by:CENTURY 21 Circle
1006-1008 Fleming Street,Key West, FL 33040
$4,795,000
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  • 4 Beds
  • 5 Baths
  • 3,336 sq. ft.
  • Single family
  • Active
Listed by: terri spottswood, the spottswood team
Office: truman & co. (kw)
MLS#:617020
Source:FL_FKBOR

Price summary

  • Price:$4,795,000
  • Price per sq. ft.:$1,437.35

About this home

MOTIVATED SELLERS! Exceptional Old Town estate with pool, gardens, and 2 guest houses in the heart of Key West. This impeccable property blends timeless architecture with modern updates across three beautifully appointed structures. Behind a privacy wall & gate, the estate includes a grand main residence and two guest houses (both with kitchenettes), offering a total of four bedrooms and four-and-a-half baths. The main house welcomes you with an open floor plan, soaring ceilings, and a light-filled living and dining area. A dramatic wall of glass featuring new 40-foot impact-rated Nana doors and skylights opens to reveal lush tropical gardens and a resurfaced PebbleTec pool with a cascading waterfall. The heated, chilled, and saltwater-converted pool includes new tiled coping and a remote-controlled waterproof outdoor TV for movies or game nights under the stars. The gourmet kitchen features top-of-the-line appliances, Italian cabinetry, Silestone countertops, and a new espresso bar...

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Home facts

  • Year built:1938
  • Listing ID #:617020
  • Added:170 day(s) ago
  • Updated:April 30, 2026 at 02:46 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:5
  • Kitchen Description:Built-in Cabinets
  • Living area:3,336 sq. ft.

Heating and cooling

  • Cooling:Ceiling Fans(s), Central Air
  • Heating:Central

Structure and exterior

  • Year built:1938
  • Building area:3,336 sq. ft.
  • Lot area:0.21 Acres
  • Construction Materials:Frame
  • Exterior Features:Fencing, Lanai, Lighting, Outdoor Shower, Water Display

Finances and disclosures

  • Price:$4,795,000
  • Price per sq. ft.:$1,437.35
  • Tax amount:$24,447

Features and amenities

  • Amenities:Built-in Cabinets, Cathedral Ceilings, Drapes Included, Wet Bar, Window Treatments

Parking

  • Parking description:Off Street

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