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923 Fleming Street, Key West, FL - photo 1

$5,300,000

923 Fleming Street

Key West, FL 33040

Estimated payment $27,375/month

HOA not listed, not included · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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7Beds
6Baths
3,121Sq Ft
$1698Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

Built in 1889
4,356 sqft Lot

About This Home

A rare opportunity to own a beautifully renovated historic property on coveted Fleming Street in the heart of Old Town Key West. Thoughtfully designed and renovated with exceptional craftsmanship, this unique property offers 7 bedrooms and 6 baths, creating an extraordinary combination of flexibility, privacy, and Old Town charm.The property is comprised of a 5-bedroom, 4-bath main residence, a separate one-bedroom guest apartment, and a one-bedroom pool cottage, each offering its own living space and kitchen. The guest apartment provides the perfect private quarters for visiting family and friends, or could easily be incorporated into the main residence to create additional living space or an expansive primary suite. The detached pool cottage offers yet another private retreat or rental opportunity. Outdoor living is at the heart of this exceptional property. A secluded, lushly landscaped entertaining area features a lagoon-style heated saltwater pool, tiki bar, and outdoor shower - an ideal setting for relaxing afternoons, sunset cocktails, and entertaining guests. Front and rear balconies provide additional opportunities to enjoy the quintessential Key West lifestyle, from morning coffee to evening cocktails.A private off-street parking space adds an especially valuable convenience in Old Town. Inside, the renovation reflects an exceptional level of craftsmanship and attention to detail, with beautiful finishes and crown molding throughout.Just a few blocks from the energy of Duval Street, the Historic Seaport and all that Old Town Key West has to offer, yet designed to provide a private oasis when you return home. A truly special property with endless possibilities for living, entertaining, and enjoying the Key West lifestyle.Owner is a licensed Florida Real Estate agent.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:7
  • •Bathrooms:6
  • •Full bathrooms:6
  • •Half bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:3,121 sqft
  • •Total interior livable area:3,121 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:4,356 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1889

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Price history

DateEventPrice
11/1/2026Listed for sale$5,300,000$1698/sqft

Listing Agent

Julie L Keller

Realty ONE Group Destination

Brokerage Phone: 305-293-8881

Source: Florida Keys MLS · MLS #621882

Data Powered by Home Junction, Inc.

Nearby

Schools

MONROE VIRTUAL INSTRUCTION PROGRAM

Elementary · 0.3 mi

MONROE VIRTUAL FRANCHISE

High · 0.3 mi

MONROE VIRTUAL ACADEMY (COURSE OFFERINGS)

High · 0.3 mi

Supermarkets

Key West Artisan Market

0.2 mi

Charlie's Grocery

0.3 mi

Faustos

0.3 mi

Dining

Cole's Peace Artisan Breads

0.1 mi

Harpoon Harry's Restaurant and Bar

0.1 mi

Eleven Eleven Food Truck

0.2 mi

Parks

Nancy Forrester's Secret Garden

0.3 mi

Bill Butler Park

0.4 mi

Memorial Sculpture Garden

0.6 mi

Beaches

South Beach

0.9 mi

Dog Beach

0.9 mi

Higgs Beach

1.1 mi

Nearby amenity locations include data © OpenStreetMap contributors.