806 Truman Ave, Key West, FL 33040

$5,365,000
5
BD
6
BA
3,223
SqFt

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List Price
$5,365,000
MLS#
621899
Days on Market
1
Year Built
1918
Bedrooms
5
Bathrooms
6
Half-baths
1
Acres
0.13
Living Area
3,223
Region
Key West
Neighborhood
Old Town-N of Truman
Subdivision
Old Town - Unrecord (1.0)

Property Description

Experience the best of Old Town Key West at 806 Truman Avenue, a beautifully appointed transient-licensed residence offering the rare combination of luxury island living and proven rental performance. This distinctive five-bedroom home features approximately 3,223 square feet of living space, thoughtfully designed for both private enjoyment and gracious entertaining. Tropical landscaping, covered porches, a private pool and spa, and separate guest accommodations create a relaxed resort atmosphere with the privacy and character buyers seek in a premier Key West property. Offered furnished, the residence is well suited as a primary home, second home, or high-end vacation rental. The property generated more than $400,000 in rental revenue in 2025, adding meaningful investment appeal to its lifestyle advantages. Situated in the 'X' flood zone, a lower-risk flood designation and outside FEMA's Special Flood Hazard Area. This can be an attractive ownership advantage compared with properties in higher-risk flood zones, particularly when evaluating insurance, flooding potential, and long-term carrying costs. Ideally located in the heart of Old Town, 806 Truman Avenue places owners and guests close to Key West's renowned dining, galleries, entertainment, beaches, and historic attractions. For the buyer seeking a refined island residence with transient-rental capability, established revenue, and exceptional Old Town appeal, 806 Truman Avenue presents a truly compelling opportunity.

Additional Information

Lot Size
5,729
Lot Dimensions
57 X 175
Roof
Metal
Pool
Yes
Interior Features
Vaulted/Cathedral Ceilings, Split Bedroom, Custom Cabinets, Granite Counters, Window Treatments
Appliances
Washer, Dryer, Dishwasher, Refrigerator, Range, Microwave, Stainless Steel Appliance(s)
Cooling
Central Air, Ceiling Fan(s)

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Calculator source: Real Geeks

Listing courtesy of Island Life Realty Experts.