1022 Fleming Street, Key West, FL 33040

$1,750,000
Property Type: Residential Bedrooms: 4 Baths: 2 Square Footage: 2,016 Lot Size (sq. ft.): 2,724 Status: Active
Current Price: $1,750,000 List Date: 9/09/2025 Last Modified: 3/01/2026

Description

Invest in Key West with this legal Duplex which can be easily converted to a single family home! Step into a piece of Key West history with this light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit. Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit is currently rented. It boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

Open Houses

Sunday, March 01, 11:00 am - 1:00 pm

More Information MLS# 616423

Contract Information

Current Price: $1,750,000 Listing Date: 2025-09-07 Listing Board: Key West Association List Price: $1,750,000 As is Rght to Inspct: Yes Potential Short Sale: No Bank Owned: No Species List: No

Location Tax Legal

Street #: 1022 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: Duplex Waterfront: No Pool: Yes Year Built: 1928 Total Units: 2 Lot SqFt: 2724 Acres: 0.06 Living Apx SqFt: 2016 SqFt Source: Tax Records Total Bedrooms: 4 Full Baths: 2 Total Baths: 2 Floor Number: 2 Rentals Allowed: With Restrictions Min Rental Days: 29

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Building Style

Above Flood: Yes Stories: 2 Stories

Financial Status

Bank Owned: No Potential Short Sale: No

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Updated/Remodeled Furnished: Negotiable Cooling: Ceiling Fans(s); Ductless Heating: Ductless Utilities: Elect Separate Meter; FKAA; Water Separate Meter Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Smoke Alarms Pre-Wired: Cable; Surround Sound Appliances: Dryer; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Fencing Pool Info: In Ground; Concrete Construction: Frame Shutters: Panel Floor: Combo; Tile; Wood Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Bike Paths Security: On Premises System; Secured Building Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Negotiable
Listing Office: Ocean Sotheby's International Realty
Last Updated: March - 01 - 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.