1009 Whitehead St Key West, FL 33040
Old Town NeighborhoodEstimated payment $15,740/month
Highlights
- Cathedral Ceiling
- Granite Countertops
- Central Air
- Furnished
- Impact Glass
- Ceiling Fan
About This Home
High 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.
Listing Agent
Brenda Donnelly Real Estate LLC License #3037635 Listed on: 06/21/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,456
Year Built
- Built in 1918 | Remodeled
Lot Details
- 1,442 Sq Ft Lot
- Property is zoned HMDR - Historic Medium Density Residential
Home Design
- Frame Construction
- Metal Roof
Interior Spaces
- 809 Sq Ft Home
- 2-Story Property
- Furnished
- Cathedral Ceiling
- Ceiling Fan
- Drapes & Rods
- Impact Glass
Kitchen
- Oven
- Microwave
- Dishwasher
- Granite Countertops
Bedrooms and Bathrooms
- 2 Bedrooms
- 2 Full Bathrooms
Laundry
- Dryer
- Washer
Utilities
- Central Air
Community Details
- Old Town Unrecord Subdivision
Listing and Financial Details
- Assessor Parcel Number 00027330-000000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,456 | $1,027,931 | $595,102 | $432,829 |
| 2024 | $7,247 | $1,015,410 | $595,102 | $420,308 |
| 2023 | $7,247 | $904,397 | $510,139 | $394,258 |
| 2022 | $6,434 | $785,199 | $386,524 | $398,675 |
| 2021 | $5,937 | $629,172 | $285,882 | $343,290 |
| 2020 | $5,916 | $630,779 | $283,694 | $347,085 |
| 2019 | $5,707 | $647,376 | $296,497 | $350,879 |
| 2018 | $5,419 | $617,946 | $263,274 | $354,672 |
| 2017 | $4,739 | $471,887 | $0 | $0 |
| 2016 | $5,077 | $480,577 | $0 | $0 |
| 2015 | $4,977 | $456,899 | $0 | $0 |
| 2014 | $5,236 | $463,553 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/21/2026 06/21/26 | For Sale | $2,800,000 | +211.5% | $3,461 / Sq Ft | |
| 08/01/2014 08/01/14 | Sold | $899,000 | -2.8% | $999 / Sq Ft | View Prior Sale |
| 08/01/2014 08/01/14 | Pending | -- | -- | -- | |
| 07/31/2014 07/31/14 | For Sale | $925,000 | -- | $1,028 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $899,000 | Attorney | |
| Quit Claim Deed | -- | None Available | |
| Warranty Deed | $456,000 | Attorney | |
| Warranty Deed | $350,000 | -- | |
| Quit Claim Deed | $100 | -- | |
| Quit Claim Deed | -- | -- | |
| Warranty Deed | $100,000 | -- | |
| Warranty Deed | $70,000 | -- | |
| Warranty Deed | $69,500 | -- | |
| Warranty Deed | $31,500 | -- | |
| Deed | $34,500 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $275,000 | No Value Available | |
| Previous Owner | $80,000 | New Conventional |
Source: Key West Association of REALTORS®
MLS Number: 620355
APN: 00027330-000000
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Ask me questions while you tour the home.