923 Fleming Street, Key West, FL 33040
New Listing
$5,300,000
Property Type:
Residential
Bedrooms:
7
Baths:
6
Square Footage:
3,121
Lot Size (sq. ft.):
4,525
Status:
Active
Current Price:
$5,300,000
List Date:
10/31/2026
Last Modified:
10/31/2026
Description
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.
More Information MLS# 621882
Contract Information
Current Price: $5,300,000
Listing Date: 2026-10-30
Listing Board: Key West Association
List Price: $5,300,000
As is Rght to Inspct: Yes
Species List: No
Location Tax Legal
Street #: 923
Street Name: Fleming
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Old Town - Unlisted (1.0)
Area: 02 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: No
Pool: Yes
Year Built: 1889
Lot Size: 45 X 100
Lot SqFt: 4525
Lot Sqft Source: Survey
Acres: 0.1
Living Apx SqFt: 3121
SqFt Source: Seller
Total Bedrooms: 7
Full Baths: 6
Total Baths: 6
Rentals Allowed: With Restrictions
Status Change Info
Status: Active
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Building Style
Above Flood: Unknown
Pool Info
Heated: Yes
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: Updated/Remodeled
Vehicle Storage: Off Street Parking
Furnished: Negotiable
Cooling: Ductless; Wall/Window Unit(s)
Heating: Ductless
Utilities: Elect Separate Meter; FKAA; Municipal Sewer; Water Separate Meter
Interior Features: Built-in Cabinets; Dade County Pine; Smoke Alarms; Walk-in Closet(s); Window Treatments
Pre-Wired: Satellite
Appliances: Dishwasher; Disposal; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Bar; Detached Guest Qtrs; Fencing; Outdoor Shower
Pool Info: In Ground; Salt Water
Construction: Frame
Floor: Wood
Roof: Metal Roof
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional
Listing Office: Realty ONE Group Destination
Last Updated: October - 31 - 2026
Broker Attribution:
rogdestination@gmail.com
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.