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1006-1008 Fleming Street

Key West, FL 33040
  • $4,795,000
  • STATUS: Active Under Contract
  • ON SITE: 177 Days
  • MLS #: 617020
Under Contract
UPDATED: 134 min ago
$4,795,000
  • 4
    BEDS
  • 0.21
    ACRES
  • 4
    BATHS
  • 1
    1/2 BATHS
  • 3,336
    SQFT
  • $1,437
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1938
County:

School Ratings & Info

Description

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 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 & dining areas, wet-bar, vaulted ceilings, a unique bath with outdoor shower & a private porch overlooking the pool & 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. 2 off-street parking spaces complete this remarkable Old Town retreat.

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The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys MLS, Inc. Real estate listings held by brokerage firms other than Expert Realty are marked with the MLS Logo and detailed information about them include the name of the listing broker's office.
www.mykeysrealestate.com/homes/169225743
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1006-1008 Fleming Street Key West, FL 33040

  • Price: $4,795,000
  • Status: Active Under Contract
  • On Site: 177 Days
  • Updated: 134 min ago
  • MLS #: 617020
4
Beds
4
Baths
1
½ Baths
0.21
Acres
3,336
SQFT
$1,437
$/SQFT
1938
Built
Neighborhood:
Old Town-N Of Truman
County:
Monroe
Area:
02 - Key West
Property Description
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 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 & dining areas, wet-bar, vaulted ceilings, a unique bath with outdoor shower & a private porch overlooking the pool & 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. 2 off-street parking spaces complete this remarkable Old Town retreat.
Exterior Features

Architectural Style [] Attached Garage YN No Building Stories 1 Story Construction Materials Frame Dockage None Exterior Features FencingDetached Guest QtrsLightingLanaiOutdoor ShowerWater Display Parking Features [] Patio And Porch Features DeckPatio Pool Features In GroundSalt WaterConcrete Pool Heated Yes Pool Info Chilled Pool Private YN Yes Roof Metal Roof Shutters Bahama Vehicle Storage Off Street Parking Vehicle Storage Cars 2 View [] Waterview No Waterview Window Features [] Windows Doors Glass DoorsOther Windows/DoorsImpact Rstnce Doors

Interior Features

Accessibility Features [] Appliances WasherDryerDishwasherRefrigeratorRangeOvenMicrowaveWine Cooler Cooling Central AirCeiling Fans(s) Cooling YN Yes Flooring TileWood Guest Servant Qtrs Legal Heating Central Heating YN True Interior Drapes/Blinds InclWet BarCathedral CeilingsEntrance FoyerBuilt-in CabinetsWhirlpool Bath TubWindow Treatments Interior Features Built-in CabinetsWired for Sound Laundry Features [] Levels [] Rooms Total 0

Property Features

Above Flood Unknown Association Fee 0 Association Fee Includes None Association YN No Association1st Right Of Refusal No Bank Owned No Building Features [] Community Features [] Control Depth 0 Deed Restricts Unknown Electric [] Flood Zone AE Frontage Type [] Green Energy Generation [] Green Water Conservation [] KWNeighborhood Old Town-N of Truman Land Size Less Than 1/4 Acre Listing Terms CashConventional Marathon Nbhd N/A Mile Marker 1 Min Rental Days 28 New Construction YN No Other Equipment [] Other Structures [] Pets Allowed Yes Pre Wired Surround Sound Property Condition Updated/Remodeled Property Sub Type Single Family Residence Public Sewer Hookup Yes Rental Allowed With Restrictions Security Features [] Special Licenses [] Tax Annual Amount 24447.08 Tax Legal Description KW PT LOT 3 SQR 45 G36-487 OR80-390 OR459-595 OR1479-1601 OR1740-1862 OR2406-1715 OR2547-1508 OR2692-262 OR2724-2495 OR Tax Year 2024 Utilities Whole House Generatr Utilities Info FKAAMunicipal SewerBuyer to VerifyWhole House Generatr Water Source [] Waterfrnt No Waterfront None Waterfront Features [] Waterfront YN No Zoning HMDR - Historic Medium Density Residential

Listing courtesy of Terri Spottswood of Truman & Co. (KW): 305-292-2244.


The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys MLS, Inc. Real estate listings held by brokerage firms other than Expert Realty are marked with the MLS Logo and detailed information about them include the name of the listing broker's office.
 
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Expert Realty
517 Duval Street #205
Key West FL, 33040