This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/28
$2,495,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/28
Property 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.
Full Property Details
Full Property Details for 1104 Truman Ave
General
- Price: $2,495,000
- Taxes: $13,790 (2025)
- Status: Active
- Type: Commercial
- Source: 927
- MLS ID: 619930
- Updated: 5/16/2026
- Added to Site: 5 day(s) ago
Interior
- Interior Features: Smoke Alarms
- Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
- Flooring: Combo
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 5
Parking
- Garage: Yes
- Parking Features: Off Street, Detached
Location
- Area: 02 - Key West
- County: Monroe
- Subdivision: Gwynn Sub (1.0)
Community
- Assoc. Fees Include: None
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Wall/Window Unit(s), Ceiling Fans(s), Central Air
- Heating Type: Varies by Unit
Structural Information
- # Buildings: 1
- Construction: Frame
- Roof: Metal
- Windows/Doors: Aluminum Windows, Other Windows/Doors, Shutters
- Stories/Levels: 2
- Square Feet: 3,136
- Year Built: 1928
Unit Information
- Units in Building: 4
Lot Features
- Property View: No Waterview
- Lot Size (Acres): 0.13
- Lot Size (Sq. Ft.): 5,717
- Lot Dimensions: 55 x 103
- Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med
Water Features
- Water View: Yes
Financial Considerations
- Tax Amount: $13,790.99
- Tax Year: 2025
- Tenant Pays: Electricity
Disclosures and Reports
- Legal Description: 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
- Flood Zone: 0.2 PCT ANNUAL CHANC
- APN: 32580000000
Listed by Location 3 Real Estate of KW Inc (KW), Nancy Swift (305) 849-2455
Get Pre-Approved Today
Schools
Schools serving 1104 Truman Ave
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Horace O'bryant School 1105 Leon Street, Key West, FL 33040 | 6-8 | 0.4 mi |
Key West High School 2100 Flagler Avenue, Key West, FL 33040 | 9-12 | 1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1104 Truman Ave
Date
Details
Price
Change
Source
5/14/2026
Listed
$2,495,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1104 Truman Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,791
6%
$1,465,661
-5%
2024
$13,021
4%
$1,547,337
—
2023
$12,525
22%
$1,548,309
51%
2022
$10,262
-1%
$1,026,919
4%
2021
$10,356
—
$987,196
14%
2019
$10,312
5%
$862,771
10%
2018
$9,783
20%
$784,339
10%
2017
$8,182
—
$713,035
5%
2016
$8,200
2%
$676,267
7%
2015
$8,005
-5%
$634,019
-2%
2014
$8,389
18%
$646,220
—
2013
$7,092
—
$646,236
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1104 Truman Ave
1104 Truman Avenue, Key West, FL 33040 (MLS# 619930) is a Commercial property. 1104 Truman Avenue is currently listed for $2,495,000 and was received on May 14, 2026. Want to learn more about 1104 Truman Avenue? Do you have questions about finding other Commercial real estate for sale in Key West? You can browse all Key West real estate or contact a Coldwell Banker agent to request more information.

