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$3,795,000
1011 Whitehead Street
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
Listing Board: Key West Association
As is Rght to Inspct: Yes
Current Price: $3,795,000
Listing Date: 2026-10-09
List Price: $3,795,000
Location, Tax & Legal
KW Neighborhood: Old Town-S of Truman
City: KEY WEST
Mile Marker: 0.5
Marathon Neighborhood: N/A
Side: Median
Flood Zone: 0.2 PCT ANNUAL CHANC
Alternate Key #: 8682425
Parcel #: 00027330-000200
Zoning: HMDR - Historic Medium Density Residential
Deed Restrictions: Unknown
Legal: KW PT SUB 8 PT LOT 3 SQR 3 TR 11 OR950-337 OR1012-1916R/S OR1094-2147 OR1460-262/63R/S OR1637-811/12 OR2089-1776AFF OR21
Taxes: 8504.34
Tax Year: 2025
Pub Sewer HkUp: Yes
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
Waterfront: No
Control Depth: 0
Lot Size: X
Lot SqFt: 1125
Pool: No
Lot Sqft Source: Tax Records
Total Units: 4
Acres: 0.03
SqFt Source: Tax Records
Rentals Allowed: Yes
Min Rental Days: 1
Style: Multi-Units
Year Built: 1918
Living Apx SqFt: 2024
Total Bedrooms: 3
Full Baths: 3
Half Baths: 2
Total Baths: 5
Remarks & Misc
Remarks – Consumer: 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.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
License Info
Transient Rntl Licns: Yes
Fee Includes
None: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Pets
Pets Allowed: 1
Cooling
Ductless: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Interior Features
Built-in Cabinets: 1
Drapes/Blinds Incl: 1
Granite Counter Top: 1
Storage: 1
Window Treatments: 1
Building Style
Above Flood: Unknown
Stories: 3 Stories
Construction
Frame: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Furnished: 1
Utilities
Elect Separate Meter: 1
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
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

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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