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1009 Whitehead Street STREET

KEY WEST, FL 33040
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Bed 2

Bed

Bath 2

Bath

SqFt809

Sqft

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.

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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $2,800,000

AD Id : 85691915

MLS Id : 620355

Beds : 2

Living Area Size : 809

Year Built : 1918

County : Monroe

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total Bedrooms: 2

    Bathroom Information

    Total Baths: 2 Full Baths: 2
  • Interior Features

    Drapes/Blinds Incl,Dade County Pine,Granite Counter Top,Cathedral Ceilings Appliances: Washer,Microwave,Oven,Refrigerator,Dishwasher,Dryer
  • Roofing Information

    Metal Roof

    Flooring Information

    Tile,Wood

    Heating & Cooling

    Cooling: Central Air,Ceiling Fans(s) Water Front: No None No Waterview

    Window Information

    Window Treatments: Other Windows/Doors,Impact Rstnce Window,Impact Rstnce Doors

  • Building Information

    Year Built: 1918 Total Units: 0.00 Floor Location: 1442 Construction: Frame Roof: Metal Roof
  • Pool Information

    In Ground,Decked,Salt Water

  • Lot Information

    Lot Dimensions: X Lot SqFt: 1,442 Lot SqFt Source: Tax Records 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
  • Property Information

    SQ ft (Living Area): 809 View: No Waterview Subdivision: Old Town - Unrecord (1.0) Stories: 2 Stories

  • Listing Price Information

    List Price: $2,800,000
  • Listing Information

    Cash,Conventional

  • Tax Information

    Taxes: $8,456 Tax Year: 2025 Parcel Number: 00027330-000000 Tax Exemptions: None

  • Multi-Unit Information

    Pets Allowed: Pets Allowed
  • Homeowners Association Information

    Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00

  • Utility Information

    FKAA,Municipal Sewer
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
231 E Shore Drive #UNIT 2, Key West, FL, 33040 $4,250,000 5 6 4,103 4,103 SqFt
508 Grinnell Street, Key West, FL, 33040 $2,595,000 3 3 2,049 2,049 SqFt
414 Virginia Street, Key West, FL, 33040 $1,100,000 3 2 1,344 1,344 SqFt
231 E Shore Drive #UNIT 6, Key West, FL, 33040 $4,375,000 5 6 4,103 4,103 SqFt
4 Shore Drive, Key West, FL, 33040 $640,000 2 2 1,010 1,010 SqFt
60 Golf Club Drive DRIVE, Key West, FL, 33040 $995,000 3 3 1,203 1,203 SqFt
90 Golf Club Drive DRIVE, Key West, FL, 33040 $719,000 2 3 930 930 SqFt
236 Golf Club Drive DRIVE, Key West, FL, 33040 $875,000 2 3 1,120 1,120 SqFt
263 Golf Club Drive DRIVE, Key West, FL, 33040 $1,150,000 3 3 1,480 1,480 SqFt
202 Golf Club Drive DRIVE, Key West, FL, 33040 $799,000 2 3 1,120 1,120 SqFt

ByOwner last updated this listing 06/22/2026 @ 05:57

MLS: 620355 LISTED BY: Brenda J Donnelly , Brenda Donnelly Real Estate LLC 305-304-1116 SOURCE: Florida Keys MLS, Inc.

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