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

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 ... (Read more)

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
KW Neighborhood: Old Town-N of Truman
City: KEY WEST
Off Shore Island: No
Mile Marker: 1
Marathon Neighborhood: N/A
Senior Community YN: No
Side: Median
Flood Zone: AE
Alternate Key #: 1005614
Parcel #: 00005430-000000
Zoning: HMDR - Historic Medium Density Residential
Deed Restrictions: No
Legal: KW PT LOT 1 SQR 33 PP-714 OR732-496 OR764-978 OR890-158 OR1174-1565 OR1190-1715 OR1337-948 OR1547-1478 OR1725-1967 OR172
Taxes: 15782.98
Tax Year: 2025
Pub Sewer HkUp: Yes

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
Control Depth: 0
Total Units: 0

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0

Building Style

Above Flood: Unknown

More Information

Pool Info

Heated: Yes
In Ground: Yes
Salt Water: Yes

Remarks & Misc

Remarks – Consumer: 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.
Directions: Between Margarat and Grinnell streets. House is mid block on the left.

Fee Includes

None: Yes

Dockage

None: Yes

Tax Exemptions

Homestead: Yes

Appliances

Dishwasher: Yes
Disposal: Yes
Dryer: Yes
Microwave: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes
Stainless Steel Appliance(s): Yes
Washer: Yes

Pets

Pets Allowed: Yes

Cooling

Ductless: Yes
Wall/Window Unit(s): Yes

Heating

Ductless: Yes

Waterfront

None: Yes

Waterview

No Waterview: Yes

Floor

Wood: Yes

Interior Features

Built-in Cabinets: Yes
Dade County Pine: Yes
Smoke Alarms: Yes
Walk-in Closet(s): Yes
Window Treatments: Yes

Property Condition

Updated/Remodeled: Yes

Windows/Doors

Double Hung Windows: Yes
French Doors: Yes
Glass Doors: Yes

Vehicle Storage

Off Street Parking: Yes

Construction

Frame: Yes

Land Size

Less Than 1/4 Acre: Yes

Furnished

Negotiable: Yes

Terms

Cash: Yes
Conventional: Yes

Utilities

Elect Separate Meter: Yes
FKAA: Yes
Municipal Sewer: Yes
Water Separate Meter: Yes

Porch/Balcony

Deck: Yes
Open Porch/Balcony: Yes

Exterior Features

Bar: Yes
Detached Guest Qtrs: Yes
Fencing: Yes
Outdoor Shower: Yes

Pre-Wired

Satellite: Yes

Roof

Metal Roof: 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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