For sale Home

Listed Jun 21, 2026

$2,800,000 Est. $18,519/mo

1009 Whitehead Street

  • 2

    Beds

  • 2

    Baths

  • 809

    Sq ft

The story

  • Pool

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.

Facts & features

Home type

Home

Year built

1918

Floors

2

Price per sq ft

$3,461

Included features

  • Pool

    Yes

  • Cooling

    Central Air, Ceiling Fan(s)

  • Appliances

    Washer, Microwave, Oven, Refrigerator, Dishwasher, Dryer

  • Flooring

    Tile, Wood

  • Roof

    Metal

  • Sewer

    Public Sewer

Mortgage calculator

Estimated monthly payment

$18,519 /mo

7% rate · 30-yr fixed · 20% down

  • Principal & interest $14,903
  • Property tax $2,800
  • Insurance $817

Includes principal, interest, taxes & insurance.

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Listing Broker

Brenda Donnelly Real Estate LLC

Broker Name

Brenda Donnelly Real Estate LLC

Agent

Brenda J Donnelly