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1115 Fleming Street, Key West, FL 33040

$2,175,000
Property Type: Residential Bedrooms: 4 Baths: 2 Square Footage: 1,760 Lot Size (sq. ft.): 4,284 Status: Active
Current Price: $2,175,000 List Date: 1/20/2026 Last Modified: 1/25/2026

Overview

Description

This rare Key West treasure hasn't changed hands in over a century, and it sits on the most coveted block in Old Town. A true time capsule waiting to be revived, it's the last of its kind not yet renovated—so you won't be buying someone else's overpriced remodel. Bring your imagination and restore this home to its original, sun-soaked beauty. The nearly 5,000-square-foot lot stretches from Fleming Street to Stickeny Lane, offering ample off-street parking and a golden opportunity to expand your tropical living dreams. Nestled in the heart of Old Town, 1115 is just blocks from the historic Seaport and a stone's throw from the city's famous restaurants and nightlife. Early 1900s Sanborn maps even hint at an additional house on the property that may be rebuilt with city permissions (buyers to verify). The home still contains generous pockets of its original Dade County pine, along with historic windows and double balconies that invite sea breezes and sunset cocktails. Currently a legal duplex, each side offers 2 bedrooms and 1 bath. You can keep the duplex as-is, or transform it into a stunning single-family residence in the most sought-after neighborhood in all of Key West.

Listing Details MLS# 618211

Location, Tax & Legal

Street #
1115
Street Name
Fleming
Street Suffix
Street
Key/Island
Key West
State/Province
FL
Zip Code
33040
County
Monroe
Subdivision
Old Town - Unrecord (1.0)
Area
01 - Key West
KW Neighborhood
Old Town-N of Truman
City
KEY WEST
Off Shore Island
No
Mile Marker
1
Marathon Neighborhood
N/A
Side
Median
Flood Zone
AE,AE
Alternate Key #
1005142
Parcel #
00004960-000000
Zoning
HMDR - Historic Medium Density Residential
Deed Restrictions
Unknown
Legal
KW PT LOT 4 SQR 31 D3-146 OR918-444/45 OR921-464 OR921-465 OR1230-2103/05 OR2138-981/82 OR2233-1672 OR2774-814 OR2770-31
Taxes
12811.6
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes
Potential Short Sale
No
Bank Owned
No
Species List
No

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
No
Pool
No
Year Built
1925
Total Units
2
Lot SqFt
4284
Lot Sqft Source
Property Data Card
Acres
0.1
Living Apx SqFt
1760
SqFt Source
Property Data Card
Total Bedrooms
4
Full Baths
2
Total Baths
2
Rentals Allowed
With Restrictions
Min Rental Days
28
Control Depth
0

Association Info

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

License Info

Transient Rntl Licns
No

More Information

Building Style

Above Flood
Unknown

Financial Status

Bank Owned
No
Potential Short Sale
No
Standard Sale
Yes

Remarks & Misc

Remarks – Consumer
This rare Key West treasure hasn't changed hands in over a century, and it sits on the most coveted block in Old Town. A true time capsule waiting to be revived, it's the last of its kind not yet renovated—so you won't be buying someone else's overpriced remodel. Bring your imagination and restore this home to its original, sun-soaked beauty. The nearly 5,000-square-foot lot stretches from Fleming Street to Stickeny Lane, offering ample off-street parking and a golden opportunity to expand your tropical living dreams. Nestled in the heart of Old Town, 1115 is just blocks from the historic Seaport and a stone's throw from the city's famous restaurants and nightlife. Early 1900s Sanborn maps even hint at an additional house on the property that may be rebuilt with city permissions (buyers to verify). The home still contains generous pockets of its original Dade County pine, along with historic windows and double balconies that invite sea breezes and sunset cocktails. Currently a legal duplex, each side offers 2 bedrooms and 1 bath. You can keep the duplex as-is, or transform it into a stunning single-family residence in the most sought-after neighborhood in all of Key West.

Fee Includes

None
Yes

Dockage

None
Yes

Tax Exemptions

None
Yes

Appliances

Oven
Yes
Refrigerator
Yes

Pets

Pets Allowed
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Property Condition

Fixer Upper
Yes

Security

No Security
Yes

Construction

Frame
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Unfurnished
Yes

Terms

Cash
Yes

Utilities

FKAA
Yes

Porch/Balcony

Open Porch/Balcony
Yes

Title

Negotiable
Yes

Roof

Metal Roof
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Fixer Upper Furnished: Unfurnished Utilities: FKAA Appliances: Oven; Refrigerator Construction: Frame Roof: Metal Roof Pets: Pets Allowed Security: No Security Land Size: Less Than 1/4 Acre Terms: Cash Title: Negotiable
Listing Office: Engel & Volkers Key West
Last Updated: January - 25 - 2026
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.