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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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$9,000,000
419 Amelia Street
Key West, FL 33040
MLS# 617393
Status: Closed
15 beds  |  16 baths


1-Douglas House, Key West
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Property Description
**FOR STATISTICAL PURPOSES ONLY** Located in picturesque Old Town of Key West, just steps from lively Duval Street, Douglas House is a captivating guest house ensemble. Spanning across five interconnected lots, with dual street access from both Amelia and Virginia Streets, this property is a remarkable collection of 15 licensed transient accommodations and a historic 5-COP liquor license + a parking lot. Douglas House, a cherished Inn, stands out for its perfect balance of accessibility and affordability, coupled with its recent renovations, ensuring it remains in pristine condition. At its heart lies a beautifully designed pool and bar area, enveloped by lush, tropical greenery, offering a tranquil oasis amidst the vibrancy of Key West. The guest house presents a variety of lodging options, from cozy queen rooms to expansive suites equipped with bars and kitchens, all featuring a modern decor. Many of these suites offer the added luxury of private porches or balconies, overlooking the garden and pool. Guests are treated to an array of amenities including a refreshing swimming pool, a charming bar area, off-street parking, and relaxing garden spaces with winding brick paths. Complimentary Wi-Fi and tea & coffee service add to the comfort of the stay. Moreover, the Douglas House is within a short stroll of Key West's renowned attractions such as the Ernest Hemingway House, Southernmost Point Monument, and Sunset Pier at Mallory Square, not to mention the array of galleries, eateries, bars, and shops nearby. Parking lot at corner of Amelia St at 1108 Whitehead St. also for sale for guest parking & added income.

Details
Maps
Contract Information
Current Price: $9,000,000
Listing Date: 2025-11-20
Listing Board: Key West Association
Leased Price Monthly: $9,000,000
Limited Representation: No
Potential Short Sale: No
Bank Owned: No
Location, Tax & Legal
Street #: 419
Street Name: Amelia
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
Subdivision: Old Town - Unlisted (1.0)
County: Monroe
Area: 02 - Key West
General Property Description
Realtor.COM Type: Commercial
Style: Commercial
Lot Size: See Document Tab for Survey
Lot SqFt: 15969
Waterfront: No
Business Name: Douglas House
# Stories: 2
Total # Buildings: 5
Building SqFt: 7616
SqFt Source: Property Data Card
Total Units: 15
Year Built: 1943
Total Bedrooms: 15
Full Baths: 15
Half Baths: 1
Total Baths: 16
Status Change Info
Under Contract Date: 2025-11-20
Leased Date: 2025-11-20
Leased Price Monthly: $9,000,000
Sold Comments: Parking lot,1108 Whitehead sold also $1,200,000
Status: Closed
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
License Info
# of Transient Licns: 15
Misc Property Info
Recorded Plat: Yes
Property Info
# Kitchens: 2
# Refrigerators: 15
Financial Status
Bank Owned: No
Potential Short Sale: No
Property Features
License Info: Other/See Remarks
Property Info: License Included
Type: Hotel/Motel
Waterfront: None
Waterview: No Waterview
Dockage: None
Cooling: Wall/Window Unit(s)
Utilities: Buyer to Verify; FKAA; Municipal Sewer
Interior Features: Furnished; Laundry Room; Smoke Alarms; Wet Bar
Appliances: Dryer; Washer
Miscellaneous: Fencing; High Traffc Location; High Visibility; Lobby; Patio; Pool
Construction: Frame
Floor: Tile
Roof: Metal Roof
Land Size: More than 1 Lot
Fee Includes: None
Property Rights: Beverage License; Transient License

Listing Office: Truman & Co. (KW)

Last Updated: November - 20 - 2025

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.


Broker Attribution: 305-587-3407

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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)