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
Status
ACTIVE
Island
Key West
County
Monroe
City
Key West
Area
Key West
Subdivision
Old Town - Unrecord (1.0)
Neighborhood
Old Town-N of Truman
Bedrooms
5
Bathrooms
6
Half Baths
1
Living Area
3,223
Acres
0.13
Lot Dimensions
57 X 175
Year Built
1918
Days on Market
1

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

Taxes
$17,519
Interior Features
Vaulted/Cathedral Ceilings, Split Bedroom, Custom Cabinets, Granite Counters, Window Treatments
Furnished
Furnished
Appliances
Washer, Dryer, Dishwasher, Refrigerator, Range, Microwave, Stainless Steel Appliance(s)
Exterior Features
Fence, Guest Quarters, Rain Gutters, Hot Tub, Lighting, Sprinkler System, Storage
Roof
Metal
Pool
Yes
Zoning
HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med

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Listing Courtesy Of Island Life Realty Experts, Contact: 305-766-0585