For sale Residential

Listed Oct 31, 2026

$5,300,000 Est. $35,055/mo

923 Fleming Street

  • 7

    Beds

  • 6

    Baths

  • 3,121

    Sq ft

The story

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.

Facts & features

Home type

Residential

Year built

1889

Price per sq ft

$1,698

Mortgage calculator

Estimated monthly payment

$35,055 /mo

7% rate · 30-yr fixed · 20% down

  • Principal & interest $28,209
  • Property tax $5,300
  • Insurance $1,546

Includes principal, interest, taxes & insurance.

Your Property Journey

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Listing Broker

Realty ONE Group Destination

Broker Name

Realty ONE Group Destination

Agent

Julie L Keller