$3,795,000
Key West, FL 33040
MLS# 621561
3 beds | 5 baths | 2024 sqft

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Property Description
Rare Old Town mixed-use opportunity at 1011 Whitehead Street, just steps from Duval Street, the Key West Lighthouse and the Hemingway Home. This historic property features three beautifully updated, furnished one-bedroom residences, each with its own kitchen and transient rental license, allowing the units to be rented individually or together. Private patios and balconies add classic Key West charm, while a street-level commercial storefront provides an additional income-producing component. With three valuable transient licenses, flexible use and an iconic walkable location, this is a unique opportunity to own a distinctive piece of Key West.
Details
Maps
Contract Information
Current Price: $3,795,000
Listing Date: 2026-10-09
Listing Board: Key West Association
Monthly Rent: $3,795,000
As is Rght to Inspct: Yes
Location, Tax & Legal
Street #: 1011
Street Name: Whitehead
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: Multi-family
Style: Multi-Units
Waterfront: No
Pool: No
Year Built: 1918
Total Units: 4
Lot Size: X
Lot SqFt: 1125
Lot Sqft Source: Tax Records
Acres: 0.03
Living Apx SqFt: 2024
SqFt Source: Tax Records
Total Bedrooms: 3
Full Baths: 3
Half Baths: 2
Total Baths: 5
Rentals Allowed: Yes
Min Rental Days: 1
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
License Info
Transient Rntl Licns: Yes
Building Style
Above Flood: Unknown
# Stories: 3 Stories
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: None
Waterview: No Waterview
Dockage: None
Furnished: Furnished
Cooling: Ductless
Utilities: Elect Separate Meter; FKAA; Municipal Sewer
Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Granite Counter Top; Storage; Window Treatments
Appliances: Dishwasher; Microwave; Oven; Range; Refrigerator
Construction: Frame
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Listing Office: Realty ONE Group Destination
Last Updated: October - 11 - 2026
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