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Listed price in listed location currency (USD).
$5,595,000

450

MLS® 617020

  • Key Facts
  • Description
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3336 sqft
Garage No
Taxes $24,447
Days Active 5
Lot Size 
Approx. Age 1938
Avg. Price Per Sqft $1,677
MLS® Number 617020

Property Address: 1008 Fleming St, Key West, FL, 33040-6908

Average square foot calculated using Size range provided by listing agent.

Description

Exceptional Old Town compound with pool, gardens, and two 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 and gate, the estate includes a grand main residence and two fully equipped guest houses, offering 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 with wine cooler and beverage center. Real stone and hardwood floors run throughout, including two spacious bedrooms, each with an en suite bath. The primary suite offers French doors and a spa-like bathroom with premium fixtures. The front guest house provides flexible living space currently a den or ''man cave'' with a bedroom, pantry kitchen, and a stunning bath clad in rare iridescent Czechoslovakian green glass from the 1950s. The rear guest cottage, tucked at the back of the property, includes its own sitting and dining areas, vaulted ceilings, a unique bath with outdoor shower, and a private porch overlooking the pool and garden.Additional upgrades include a whole-house generator, new exterior lighting and irrigation by Blue Island, a state-of-the-art sound system, hurricane and plantation shutters, fresh exterior paint, and lush landscaping. Two off-street parking spaces on Fleming Street complete this remarkable Old Town retreat.
MLS® Number617020
Laundry Level
Central VacNo
FireplaceNo
Acreage0.21
Exterior
GarageNo
Approx. Age1938
Basement
DrivewayOff Street Parking
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Similar Listings

Price History

-End Date
Not Sold YetSold Price

For Sale

Oct 24, 2025List Date
$5,595,000List Price
  • Commute

Commute

Starting Address
Destination Address
1008 Fleming St, Key West, FL

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