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419 Amelia Street, Key West, FL 33040

$9,000,000
Property Type: Commercial Sale Bedrooms: 15 Baths: 16 Lot Size (sq. ft.): 15,969 Status: Closed
Current Price: $9,000,000 List Date: 11/20/2025 Last Modified: 11/20/2025

Overview

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 ...

Listing Details MLS# 617393

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
KW Neighborhood
Old Town-S of Truman
City
KEY WEST
Mile Marker
1
Marathon Neighborhood
N/A
Side
Median
Flood Zone
X & AE
Alternate Key #
1028851
Add'l Parcel #1
See agent remarks
Parcel #
00028080-000000
Add'l Parcel #2
See agent remarks
Zoning
HMDR - Historic Medium Density Residential
Legal
KW PT SUBS 6 AND 8 PT LOT 2 SQR 6 TR 11 OR325-496/97 OR409-93/95 OR601-31 OR613-268 OR743-144/46 OR744-616/17 OR771-681
Taxes
82617.4
Tax Year
2024

Contract Information

Listing Board
Key West Association
Limited Representation
No
Potential Short Sale
No
Bank Owned
No

General Property Description

Realtor.COM Type
Commercial
Style
Commercial
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
Yes
Total Baths
16
Control Depth
0

Status Change Info

Sold Date
2025-11-20
Sold Comments
Parking lot,1108 Whitehead sold also $1,200,000

License Info

# of Transient Licns
15
Other/See Remarks
Yes

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No

More Information

Misc Property Info

Recorded Plat
Yes

Property Info

# Kitchens
2
# Refrigerators
15
License Included
Yes

Financial Status

Bank Owned
No
Potential Short Sale
No

Remarks & Misc

Remarks – Consumer
**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.
Directions
Amelia St. between Whitehead St. & Duval St. Off of Whitehead St. turn onto Amelia St. (one way street), Douglas House is on the left hand side just before Duval St.

Type

Hotel/Motel
Yes

Fee Includes

None
Yes

Dockage

None
Yes

Accounts & Meters

# Water Meters
9
# Electric Meters
10

Appliances

Dryer
Yes
Washer
Yes

Cooling

Wall/Window Unit(s)
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Tile
Yes

Interior Features

Furnished
Yes
Laundry Room
Yes
Smoke Alarms
Yes
Wet Bar
Yes

Construction

Frame
Yes

Land Size

More than 1 Lot
Yes

Utilities

Buyer to Verify
Yes
FKAA
Yes
Municipal Sewer
Yes

Property Rights

Beverage License
Yes
Transient License
Yes

Miscellaneous

Fencing
Yes
High Traffc Location
Yes
High Visibility
Yes
Lobby
Yes
Patio
Yes
Pool
Yes

Roof

Metal Roof
Yes

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
Broker Attribution: 305-587-3407

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.