1009 Whitehead Street, Key West, FL 33040
New Listing
$2,800,000
Property Type:
Residential
Bedrooms:
2
Baths:
2
Square Footage:
809
Lot Size (sq. ft.):
1,442
Status:
Active
Current Price:
$2,800,000
List Date:
6/21/2026
Last Modified:
6/22/2026
Listing Details MLS# 620355
Location, Tax & Legal
- Street #
- 1009
- Street Name
- Whitehead
- Street Suffix
- Street
- Key/Island
- Key West
- State/Province
- FL
- Zip Code
- 33040
- County
- Monroe
- Subdivision
- Old Town - Unrecord (1.0)
- Area
- 01 - Key West
- KW Neighborhood
- Old Town-S of Truman
- City
- KEY WEST
- Off Shore Island
- No
- Mile Marker
- 1
- Marathon Neighborhood
- N/A
- Side
- Median
- Flood Zone
- 0.2 PCT ANNUAL CHANC
- Alternate Key #
- 1028100
- Parcel #
- 00027330-000000
- Zoning
- HMDR - Historic Medium Density Residential
- Deed Restrictions
- Unknown
- Legal
- KW SUB 8 PT LOT 3 SQR 3 TR 11 ZZ-130 OR575-208/11 OR771-1386 OR822-1408/09 OR843-1957 OR892-2034 OR999-1824 OR1124-1871
- Taxes
- 8455.65
- Tax Year
- 2025
- Pub Sewer HkUp
- Yes
Contract Information
- Listing Board
- Key West Association
- As is Rght to Inspct
- Yes
General Property Description
- Realtor.COM Type
- Residential - Single Family
- Style
- Single Family
- Waterfront
- No
- Pool
- Yes
- Year Built
- 1918
- Lot SqFt
- 1442
- Lot Sqft Source
- Tax Records
- Acres
- 0.03
- Living Apx SqFt
- 809
- SqFt Source
- Unknown/Condo
- Total Bedrooms
- 2
- Full Baths
- 2
- Total Baths
- 2
- Rentals Allowed
- Yes
- Min Rental Days
- Yes
- Control Depth
- 0
- Total Units
- 0
Association Info
- Mandatory Home Owners Asc
- No
- 1st Right of Refusal
- No
- Association Fee $
- 0
License Info
- # of City License
- Yes
- Transient Rntl Licns
- Yes
More Information
Building Style
- Above Flood
- Unknown
- Stories
- 2 Stories
- Conch
- Yes
Financial Status
- Standard Sale
- Yes
Remarks & Misc
- Remarks – Consumer
- 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.
Fee Includes
- None
- Yes
Dockage
- None
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Dishwasher
- Yes
- Dryer
- Yes
- Microwave
- Yes
- Oven
- Yes
- Refrigerator
- Yes
- Washer
- Yes
Pets
- Pets Allowed
- Yes
Cooling
- Ceiling Fans(s)
- Yes
- Central Air
- Yes
Waterfront
- None
- Yes
Waterview
- No Waterview
- Yes
Floor
- Tile
- Yes
- Wood
- Yes
Interior Features
- Cathedral Ceilings
- Yes
- Dade County Pine
- Yes
- Drapes/Blinds Incl
- Yes
- Granite Counter Top
- Yes
Property Condition
- Updated/Remodeled
- Yes
Windows/Doors
- Impact Rstnce Doors
- Yes
- Impact Rstnce Window
- Yes
- Other Windows/Doors
- Yes
Construction
- Frame
- Yes
Land Size
- Less Than 1/4 Acre
- Yes
Furnished
- Furnished
- Yes
Terms
- Cash
- Yes
- Conventional
- Yes
Utilities
- FKAA
- Yes
- Municipal Sewer
- Yes
Porch/Balcony
- Deck
- Yes
- Open Porch/Balcony
- Yes
Title
- Negotiable
- Yes
Pool Info
- In Ground
- Yes
- Salt Water
- Yes
- Decked
- Yes
Roof
- Metal Roof
- Yes
Property Features
Fee Includes:
None
Tax Exemptions:
None
Waterfront:
None
Waterview:
No Waterview
Dockage:
None
Property Condition:
Updated/Remodeled
Building Style:
Conch
Furnished:
Furnished
Cooling:
Ceiling Fans(s); Central Air
Utilities:
FKAA; Municipal Sewer
Interior Features:
Cathedral Ceilings; Dade County Pine; Drapes/Blinds Incl; Granite Counter Top
Appliances:
Dishwasher; Dryer; Microwave; Oven; Refrigerator; Washer
Pool Info:
In Ground; Salt Water; Decked
Construction:
Frame
Floor:
Tile; Wood
Roof:
Metal Roof
Pets:
Pets Allowed
Land Size:
Less Than 1/4 Acre
Terms:
Cash; Conventional
Title:
Negotiable
Listing Office:
Brenda Donnelly Real Estate LLC
Last Updated: June - 22 - 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.