1009 Whitehead Street Key West, FL 33040
Listing Courtesy of: FLORIDA KEYS / Listed By: Brenda Donnelly Real Estate LLC

  1009 Whitehead Street Key West, FL 33040

Active (18 Days)
$2,800,000 (USD)
2
BED
2
BATH
809
SQFT

Description

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.

MLS #:
620355
Taxes
$8,456(2025)
Lot Size
1,442 SQFT
Type
Single-Family Home
Year Built
1918
Style
Single Family
County
Monroe County
Community
Old Town-S of Truman

Listed By

Brenda J Donnelly, Brenda Donnelly Real Estate LLC
Source
FLORIDA KEYS
Last checked Jul 8 2026 at 4:39 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 2
Interior Features
  • Appliances : Dishwasher
  • Appliances : Dryer
  • Appliances : Microwave
  • Appliances : Oven
  • Appliances : Refrigerator
  • Appliances : Washer
  • Appliances :
  • Furnished : Furnished
  • Room(s) : Guest/Servants Quarters : Unknown
  • Windows/Doors : Impact Rstnce Window
  • Interior Features : Granite Counter Top
  • Interior Features : Drapes/Blinds Incl
  • Windows/Doors : Shutters : Unknown
  • Interior Features : Cathedral Ceilings
  • Interior Features : Dade County Pine
  • Windows/Doors : Impact Rstnce Doors
  • Windows/Doors : Windows/Doors : Other Windows/Doors
Subdivision
  • Old Town - Unrecord (1.0)
Lot Information
  • Less Than 1/4 Acre
Heating and Cooling
  • Central Air
  • Ceiling Fans(s)
Pool Information
  • Decked
  • Heated : No
  • In Ground
  • Salt Water
Exterior Features
  • Roof: Metal Roof
Utility Information
  • Utilities: Fkaa, Municipal Sewer
Parking
  • Total Parking Spaces : 0
Stories
  • 2
Living Area
  • 809 sqft
Location
   
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Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price
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Mortgage calculator estimates are provided by CENTURY 21 Real Estate LLC and are intended for information use only. Your payments may be higher or lower and all loans are subject to credit approval.
Disclaimer: Copyright 2026 Florida Keys MLS. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 7/7/26 21:39