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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.
