923 Fleming Street, Key West, FL 33040 (MLS# 621882)

923 Fleming Street, Key West, FL 33040

$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

Overview

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 outdoo ...

Listing Details MLS# 621882

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

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes
Species List
No

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
No
Pool
Yes
Year Built
1889
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

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No

Building Style

Above Flood
Unknown

More Information

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.
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