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1009 Whitehead Street KEY WEST, FL 33040
Listing #620355

Income-Producing Transient Licensed Gem in the Heart of Old Town Key West! Rare opportunity to own a highly sought-after transient licensed vacation rental in one of Key West's most desirable Old Town locations. This charming 2-bedroom, 2-bath home also features a versatile bonus room, offering additional space for guests, a home office, or a creative retreat. Thoughtfully updated from top to bottom, the property boasts a new roof, A/C system, appliances, water heater, furniture, decking, pool and much more--providing a truly turnkey investment. A proven performer, this popular vacation rental enjoys strong occupancy, excellent reviews, and consistent income potential. ''Potter's Cottage'' a true Key West conch house, showcases artistic character and unique touches of the former owner who was a well known Key West potter, creating an authentic Key West experience that guests love. Outside, enjoy a beautifully refreshed salt water pool area, a covered lanai, an outdoor shower, new Trex decking, and inviting outdoor living spaces designed for relaxation and entertaining. The quaint front porch offers the perfect spot to unwind and soak in the vibrant neighborhood atmosphere. Ideally situated in the heart of Old Town, you're just steps from Duval Street, world-class dining, shopping, galleries, entertainment, and historic attractions. Leave the car behind--everything Key West has to offer is within easy walking or biking distance. Whether you're seeking a profitable investment, a personal island getaway, or the best of both worlds, this exceptional property delivers. A buyer can step into existing bookings and reputation on day one, proven 5.0 rating, 100 plus reviews and strong repeat bookings. Schedule your private showing today and discover this outstanding Key West opportunity.

$2,800,000
Beds: 2 Baths: 2 SQFT: 809 Status: active Year Built: 1918 Property Type: House Neighborhood: KW Old Town-S of Truman
Property Details
Location Information
County: Monroe
Neighborhood: Key West
MLS Area: 01 - Key West
Latitude: 24.550139
Longitude: -81.799993
Subdivision: Old Town - Unrecord (1.0)
KW Neighborhood: Old Town-S of Truman
Interior Features
Interior: Drapes/Blinds Incl, Cathedral Ceilings, Granite Counter Top, Dade County Pine
1/2 Baths: 0
Cooling: Central Air, Ceiling Fans(s)
Floors: Tile, Wood
Appliances: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave
Total Number of Units: 0
Furnished: Furnished
Exterior Features
Style: Conch
Construction: Frame
Patio / Deck Description: Open Porch/Balcony, Deck
Has a Pool: Yes
Pool Description: In Ground, Salt Water, Decked
Lot Size: Less Than 1/4 Acre
Lot Size in Acres: 0.03
Lot Size in Sq. Ft.: 1,442
Zoning: HMDR - Historic Medium Density Residential
Flood Zone: 0.2 PCT ANNUAL CHANC
Side: Median
Additional Information
Property Type: SFR
Property SubType: Single Family Residence
Year Built: 1918
APN: 00027330-000000
Status: Active
Fees Include: None
HOA Fee: $0
Win/Doors: Other Windows/Doors, Impact Rstnce Window, Impact Rs
Tax Year: 2025
Tax Amount: $8,455.65
Square Feet Source: Unknown/Condo

Listing courtesy of Brenda J Donnelly, Brenda Donnelly Real Estate LLC

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange program of Florida Keys MLS. Real Estate listings held by brokerage firms other than are marked with the MLS logo and detailed information about them includes the name of the listing broker's office.

Florida Keys MLS data last updated at June 22, 2026, 10:34 AM ET

Interested In 1009 Whitehead Street, KEY WEST, FL 33040

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