419 Amelia Street, Key West, FL 33040 (MLS# 617393)

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

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.

More Information MLS# 617393

Contract Information

Listing Board: Key West Association Limited Representation: No Potential Short Sale: No Bank Owned: No Current Price: $9,000,000 Listing Date: 2025-11-20 Sold Price: $9,000,000

Location, Tax & Legal

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 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 Waterfront: No Control Depth: 0 Lot Size: See Document Tab for Survey Lot SqFt: 15969 Business Name: Douglas House Total Units: 15 # Stories: 2 SqFt Source: Property Data Card Total # Buildings: 5 Building SqFt: 7616 Style: Commercial Year Built: 1943 Total Bedrooms: 15 Full Baths: 15 Half Baths: 1 Total Baths: 16

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.

Status Change Info

Sold Comments: Parking lot,1108 Whitehead sold also $1,200,000 Sold Date: 2025-11-20 Sold Price: $9,000,000 Status: Closed

Association Info

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

License Info

# of Transient Licns: 15 Other/See Remarks: 1

Type

Hotel/Motel: 1

Fee Includes

None: 1

Misc Property Info

Recorded Plat: Yes

Dockage

None: 1

Accounts & Meters

# Water Meters: 9 # Electric Meters: 10

Appliances

Dryer: 1 Washer: 1

Property Info

# Kitchens: 2 # Refrigerators: 15 License Included: 1

Cooling

Wall/Window Unit(s): 1

Waterfront

None: 1

Waterview

No Waterview: 1

Floor

Tile: 1

Interior Features

Furnished: 1 Laundry Room: 1 Smoke Alarms: 1 Wet Bar: 1

Construction

Frame: 1

Land Size

More than 1 Lot: 1

Utilities

Buyer to Verify: 1 FKAA: 1 Municipal Sewer: 1

Property Rights

Beverage License: 1 Transient License: 1

Miscellaneous

Fencing: 1 High Traffc Location: 1 High Visibility: 1 Lobby: 1 Patio: 1 Pool: 1

Roof

Metal Roof: 1

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

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.