1009 Whitehead St, Key West, FL 33040
What's special
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.
- 104 days |
- 792 |
- 37 |
Travel times
Living Room
Kitchen
Bedroom
Zillow last checked:
Listing updated:
Brenda J Donnelly 305-304-1116,
Brenda Donnelly Real Estate LLC
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave
Features
- Granite Counters, Dade County Pine
- Flooring: Tile, Wood
- Furnished: Yes
Interior area
- Total structure area: 809
- Total interior livable area: 809 sqft
Video & virtual tour
Property
Features
- Patio & porch: Open Porch/Balcony, Deck
- Has private pool: Yes
- Pool features: In Ground, Salt Water, Decked
Lot
- Size: 1,306 Square Feet
Details
- Parcel number: 00027330000000
- Zoning: HMDR - Historic Medium Density Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Conch
- Property subtype: Single Family Residence
Materials
- Frame
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1918
Community & HOA
Community
- Subdivision: Old Town - Unrecord (1.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Key West
Financial & listing details
- Price per square foot: $3,461/sqft
- Tax assessed value: $1,027,931
- Annual tax amount: $8,455
- Date on market: 6/21/2026
- Listing terms: Cash,Conventional
Price history
| Date | Event | Price |
|---|---|---|
| 6/21/2026 | Listed for sale | $2,800,000+211.5%$3,461/sqft |
Source: | ||
| 8/1/2014 | Sold | $899,000+97.1%$1,111/sqft |
Source: | ||
| 1/24/2011 | Sold | $456,000+30.3%$564/sqft |
Source: | ||
| 6/8/2000 | Sold | $350,000$433/sqft |
Source: Public Record | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,456 +7.2% | $921,171 +10% |
| 2024 | $7,885 +8.8% | $837,428 +10% |
| 2023 | $7,247 +12.6% | $761,298 +10% |
| 2022 | $6,434 +8.4% | $692,089 +10% |
| 2021 | $5,937 +0.4% | $629,172 +0.2% |
| 2020 | $5,916 | $628,081 -3% |
| 2019 | $5,916 +3.7% | $647,376 +4.8% |
| 2018 | $5,707 +5.3% | $617,946 +31% |
| 2017 | $5,419 +14.4% | $471,887 -1.8% |
| 2016 | $4,739 -6.7% | $480,577 +5.2% |
| 2015 | $5,077 | $456,899 |
Find assessor info on the county website
Monthly payment
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
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Climate risks
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