1104 Truman Avenue, Key West, FL 33040

New Listing

$2,495,000

Property Type: Commercial Sale Bedrooms: 5 Baths: 4 Square Footage: 3,136 Lot Size (sq. ft.): 5,717 Status: Active

Current Price: $2,495,000 List Date: 5/16/2026 Last Modified: 5/16/2026

Description

NEW LISTING! Old Town Key West Four-Unit Property in a Prime Old Town Key West Location. 55 ft of Truman Avenue frontage. Property formerly configured for two business offices. Would be perfect for your business downstairs and reside upstairs. Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Classic Conch-style construction with covered porches adds to the property's island appeal and long-term value. The property currently consists of one 2BR/1BA unit and three 1BR/1BA units, all licensed rentals.. Flexible layout supports a variety of uses including long-term rentals, monthly vacation rentals, employee housing, or mixed-use potential with possible commercial use on the ground level and residential above. The property also offers the potential to be reimagined as a spacious single-family residence. (Buyer to verify) This is an extremely well-located property with multiple use possibilities. Buyer to verify any conversion from existing use.

More Information MLS# 619930

Contract Information

Listing Board: Key West Association Limited Representation: No As is Rght to Inspct: Yes Potential Short Sale: No Bank Owned: No Current Price: $2,495,000 Listing Date: 2026-05-14 List Price: $2,495,000

Location, Tax & Legal

KW Neighborhood: Old Town-S of Truman City: KEY WEST Off Shore Island: No Mile Marker: 1 Marathon Neighborhood: N/A Side: Median Flood Zone: 0.2 PCT ANNUAL CHANC Alternate Key #: 1033341 Parcel #: 00032580000000 Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med Legal: Kw Gwynn Sub 0-195 Lot 16 Sqr 1 Tr 13 O-212 G7-1 Or281-437 Or406-880 Or991-2308 Or2980-0870 Or2980-0872 Or3216-0934 Taxes: 13790.99 Tax Year: 2025 Street #: 1104 Street Name: Truman Street Suffix: Avenue Key/Island: Key West State/Province: FL Zip Code: 33040 Subdivision: Gwynn Sub (1.0) County: Monroe Area: 02 - Key West

General Property Description

Realtor.COM Type: Commercial Waterfront: No Control Depth: 0 Lot Size: 55 X 103 Lot SqFt: 5717 Total Units: 4 # Parking Spaces: 4+ Off Street Parking: Yes # Stories: 2 Total # Buildings: 1 Building SqFt: 3136 Style: Commercial Living Apx SqFt: 3136 Year Built: 1928 Total Bedrooms: 5 Full Baths: 4 Total Baths: 4

Remarks & Misc

Remarks – Consumer: NEW LISTING! Old Town Key West Four-Unit Property in a Prime Old Town Key West Location. 55 ft of Truman Avenue frontage. Property formerly configured for two business offices. Would be perfect for your business downstairs and reside upstairs. Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Classic Conch-style construction with covered porches adds to the property's island appeal and long-term value. The property currently consists of one 2BR/1BA unit and three 1BR/1BA units, all licensed rentals.. Flexible layout supports a variety of uses including long-term rentals, monthly vacation rentals, employee housing, or mixed-use potential with possible commercial use on the ground level and residential above. The property also offers the potential to be reimagined as a spacious single-family residence. (Buyer to verify) This is an extremely well-located property with multiple use possibilities. Buyer to verify any conversion from existing use.

Association Info

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

License Info

# of City License: 4 Non Trans Rntl Lic: 1

Type

Apartment 3 or more: 1 Office Buildings: 1

Fee Includes

None: 1

Dockage

None: 1

Appliances

Dishwasher: 1 Dryer: 1 Range: 1 Refrigerator: 1 Washer: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1 Wall/Window Unit(s): 1

Heating

Varies by Unit: 1

Waterfront

None: 1

Waterview

No Waterview: 1

Floor

Combo: 1

Interior Features

Smoke Alarms: 1

Windows/Doors

Aluminum Windows: 1 Other Windows/Doors: 1

Vehicle Storage

Car(s): 4+ Garage: 1 Detached: 1 Off Street Parking: 1

Construction

Frame: 1

Land Size

Less Than 1/4 Acre: 1

Utilities

FKAA: 1 Separate Meters: 1

Title

Negotiable: 1

Property Rights

Other/See Remarks: 1

Miscellaneous

Fencing: 1 High Traffc Location: 1 High Visibility: 1

Roof

Metal Roof: 1

Financial Status

Bank Owned: No Potential Short Sale: No

Shutters

Other: 1

Tenant Paid

Electric: 1

Status Change Info

Status: Active

Property Features

License Info: Non Trans Rntl Lic Type: Apartment 3 or more; Office Buildings Waterfront: None Waterview: No Waterview Dockage: None Vehicle Storage: Garage; Detached; Off Street Parking Cooling: Ceiling Fans(s); Central Air; Wall/Window Unit(s) Heating: Varies by Unit Utilities: FKAA; Separate Meters Interior Features: Smoke Alarms Appliances: Dishwasher; Dryer; Range; Refrigerator; Washer Miscellaneous: Fencing; High Traffc Location; High Visibility Construction: Frame Shutters: Other Floor: Combo Roof: Metal Roof Land Size: Less Than 1/4 Acre Fee Includes: None Title: Negotiable Tenant Paid: Electric Property Rights: Other/See Remarks

Listing Office: Location 3 Real Estate of KW Inc (KW)

Last Updated: May - 16 - 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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