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KEY WEST FL 33040

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  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street
  • 1006-1008 Fleming Street

$4,998,000

1006-1008 Fleming Street, Key West, FL 33040

  • Bedrooms

    4

  • Bathrooms

    5

  • Sq.Ft.

    3,336

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1006-1008 Fleming Street
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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.

Overview

Property Status
For Sale
Lot Size
9,180 Sq.Ft.
MLS ID
617020
Property Type
Residential
Year Built
1938

Features & Amenities

Total Area
3,336 Sq.Ft.
Neighborhood
Old Town
Water Frontage
None
View Description
No Waterview
Stories
1
Utilites
FKAA, Whole House Generatr, Buyer to Verify, Municipal Sewer
Pool
In Ground, Concrete, Salt Water
Roof
Metal Roof
Parking
Off Street Parking
Heat Type
Central
Air Conditioning
Central Air, Ceiling Fans(s)
Appliances
Washer, Wine Cooler, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Other Interior Features
Drapes/Blinds Incl, Window Treatments, Built-in Cabinets, Whirlpool Bath Tub, Entrance Foyer, Cathedral Ceilings, Wet Bar, Surround Sound, Bahama, Glass Doors, Impact Rstnce Doors, Other Windows/Doors
HOA Amenities
None
Other Exterior Features
Fencing, Water Display, Outdoor Shower, Lanai, Lighting, Detached Guest Qtrs
Sales Price
$4,998,000
Real Estate Tax
$24,447/yr
Zoning
HMDR - Historic Medium Density Residential

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1006-1008 Fleming Street

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1006-1008 Fleming Street
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Old Town

Explore Old Town

Carries its own unique character yet shares the same laid-back rhythm of life that defines the Keys.

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  • This impeccable property blends timeless architecture with modern updates across three beautifully appointed structures. Main House + 2 Guest Houses - perfect for family, friends & entertaining!

    Terri Spottswood | Broker, Truman & Co. Real Estate Services

1006-1008 Fleming Street 1006-1008 Fleming Street 1006-1008 Fleming Street

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THE SPOTTSWOOD TEAM

(305) 432-4848

ADDRESS 1205 TRUMAN AVE KEY WEST FL 33040

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THE SPOTTSWOOD TEAM

(305) 432-4848

ADDRESS 1205 TRUMAN AVE KEY WEST FL 33040

TALK TO OUR TEAM
Send us a quick message — we’ll respond promptly to assist with your real estate needs.