1009 Whitehead Street, Key West, FL 33040 (MLS# 620355)

1009 Whitehead Street, Key West, FL 33040

$2,800,000

Virtual Tour

http://tours.keyspropertyvisuals.com/vtnb/363693

Property Type: Residential Bedrooms: 2 Baths: 2 Square Footage: 809 Lot Size (sq. ft.): 1,442 Status: Active

Current Price: $2,800,000 List Date: 6/21/2026 Last Modified: 8/17/2026

Overview

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 ... (Read more)

Listing Details MLS# 620355

Location, Tax & Legal

Street #: 1009
Street Name: Whitehead
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Old Town - Unrecord (1.0)
Area: 01 - Key West

Contract Information

Listing Board: Key West Association
As is Rght to Inspct: Yes

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: No
Pool: Yes
Year Built: 1918
Lot SqFt: 1442
Lot Sqft Source: Tax Records
Acres: 0.03
Living Apx SqFt: 809
SqFt Source: Unknown/Condo
Total Bedrooms: 2
Full Baths: 2
Total Baths: 2
Rentals Allowed: Yes
Min Rental Days: Yes

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No

License Info

# of City License: Yes
Transient Rntl Licns: Yes

More Information

Building Style

Above Flood: Unknown
# Stories: 2 Stories

Financial Status

Standard Sale: Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Updated/Remodeled Building Style: Conch Furnished: Furnished Cooling: Ceiling Fans(s); Central Air Utilities: FKAA; Municipal Sewer Interior Features: Cathedral Ceilings; Dade County Pine; Drapes/Blinds Incl; Granite Counter Top Appliances: Dishwasher; Dryer; Microwave; Oven; Refrigerator; Washer Pool Info: In Ground; Salt Water; Decked Construction: Frame Floor: Tile; Wood Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Negotiable

Listing Office: Brenda Donnelly Real Estate LLC

Last Updated: August - 17 - 2026

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