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1020 Fleming Street, Key West, FL 33040

$1,392,100
Property Type: Residential Bedrooms: 2 Baths: 1 Square Footage: 759 Lot Size (sq. ft.): 1,012 Status: Active
Current Price: $1,392,100 List Date: 11/07/2025 Last Modified: 2/26/2026

Overview

Description

Welcome to 1020 Fleming Street, an adorable Conch Cottage situated on the corner of prestigious Fleming Street and Nassau Lane. Built in 1918, this two (2) bedroom and one (1) bath charming and historic home is the perfect retreat in Old Town, Key West. Once a famous Old Town Grocery Store. Step inside your white picket fence and into one of two brick-paved courtyards, complete with a fire pit with bench seating and a bistro-style dining area. Entering the home, you're greeted by an open concept floor plan framed by vaulted ceilings with exposed beams. The spacious living area and kitchen feature hardwood floors throughout with windows on both sides of the home, and a built-in dining nook. Through double pocket doors you'll find the Primary Bedroom with access to an additional brick-paved courtyard, shaded by potted palms. A second guest room also has access to the outdoors, making the most of the home's indoor-outdoor flow. The shared bath is tastefully updated with a custom wal ...

Listing Details MLS# 617236

Location, Tax & Legal

Street #
1020
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
Mile Marker
1
Marathon Neighborhood
N/A
Side
Median
Flood Zone
AE
Alternate Key #
8670371
Parcel #
00007340-000100
Zoning
HHDR - Historic High Density Residential
Deed Restrictions
Unknown
Legal
KW PT LOT 2 SQR 45 OR914-2428 OR1009-780 OR1047-2458 OR1644-338 OR2213-1120/21 OR2232-261/62-C
Taxes
2701.15
Tax Year
2024
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
Potential Short Sale
No
Bank Owned
No

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
No
Pool
No
Year Built
1918
Lot SqFt
1012
Lot Sqft Source
Tax Records
Acres
0.02
Living Apx SqFt
759
SqFt Source
Tax Records
Total Bedrooms
2
Full Baths
Yes
Total Baths
Yes
Rentals Allowed
With Restrictions
Min Rental Days
30
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
Conch
Yes

More Information

Financial Status

Auction
No
Bank Owned
No
Potential Short Sale
No
Standard Sale
Yes

Remarks & Misc

Remarks – Consumer
Welcome to 1020 Fleming Street, an adorable Conch Cottage situated on the corner of prestigious Fleming Street and Nassau Lane. Built in 1918, this two (2) bedroom and one (1) bath charming and historic home is the perfect retreat in Old Town, Key West. Once a famous Old Town Grocery Store. Step inside your white picket fence and into one of two brick-paved courtyards, complete with a fire pit with bench seating and a bistro-style dining area. Entering the home, you're greeted by an open concept floor plan framed by vaulted ceilings with exposed beams. The spacious living area and kitchen feature hardwood floors throughout with windows on both sides of the home, and a built-in dining nook. Through double pocket doors you'll find the Primary Bedroom with access to an additional brick-paved courtyard, shaded by potted palms. A second guest room also has access to the outdoors, making the most of the home's indoor-outdoor flow. The shared bath is tastefully updated with a custom walk-in shower featuring dual showerheads and stylish tilework. Walk to all that Key West has to offer, including fine dining, world-famous bars, boutique shopping, and the Historic Seaport. This home truly embodies the timeless charm and character of Key West. Schedule your private showing today!

Fee Includes

None
Yes

Dockage

None
Yes

Tax Exemptions

Homestead
Yes

Appliances

Oven
Yes
Refrigerator
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Wall/Window Unit(s)
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Property Condition

Updated/Remodeled
Yes

Security

No Security
Yes

Construction

Frame
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes
FHA
Yes
No Seller Finance
Yes
VA
Yes

Utilities

Buyer to Verify
Yes
FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Patio
Yes

Title

Negotiable
Yes

Exterior Features

Fencing
Yes

Roof

Metal Roof
Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Updated/Remodeled Building Style: Conch Furnished: Negotiable Cooling: Ceiling Fans(s); Wall/Window Unit(s) Utilities: Buyer to Verify; FKAA; Municipal Sewer Appliances: Oven; Refrigerator Exterior Features: Fencing Construction: Frame Roof: Metal Roof Pets: Pets Allowed Security: No Security Land Size: Less Than 1/4 Acre Terms: Cash; Conventional; FHA; No Seller Finance; VA Title: Negotiable
Listing Office: RE/MAX Keys Connection (KW)
Last Updated: February - 26 - 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.
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