320 Simonton Court Cottage #2, Key West, FL 33040

$800,000

Property Type: Residential Bedrooms: 2 Baths: 2 Square Footage: 1,081 Lot Size (sq. ft.): 1,452 Status: Closed

Current Price: $800,000 List Date: 7/01/2021 Last Modified: 9/24/2026

Overview

Description

Rare opportunity and great investment property to own Cottage #2 at 320 Simonton Street, in the heart of Old Town Key West. This adults only resort is located just one block from Duval Street. Enter the serene setting of Simonton Court Historic Inn & Cottages and you'll be greeted by fragrant tropical flowers blooming beneath gently swaying palms. The Inn was once a cigar factory where craftsmen hand rolled some of the world's most famous cigars. A brick walkway, once a lane, runs past our sparkling pools and historic cottages built in 1880 as the homes of cigar factory workers. Today this lane is a beautiful footpath through luxuriant private gardens, past expertly restored cottages and four pools shimmering amid flowering vines and palm fronds.

Supplements: The Cottages at Simonton Court offer privacy and a feel of home. Cottage 2 has a private bedroom downstairs and one open loft over the living room.

Listing Details MLS# 596736

Location, Tax & Legal

Street #: 320
Street Name: Simonton
Street Suffix: Court
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Old Town - Unlisted (1.0)
Area: 02 - Key West
KW Neighborhood: Old Town-N of Truman
Unit #: Cottage #2
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Flood Zone: 0.2 PCT ANNUAL CHANC
Alternate Key #: 8643730
Parcel #: 00004190-000200
Zoning: HCT - Historic Commercial Tourist
Deed Restrictions: Unknown
Legal: KW PT LOT 1 SQR 24 HURRICANE ALLEY LOT 2 AND INT IN COMMON AREA A4-531/4 BOOK OF WILLS D-117/18 OR668-615/16 OR872-219/2
Taxes: 5823.2
Tax Year: 2020
Pub Sewer HkUp: Yes

Contract Information

Listing Board: Key West Association
Potential Short Sale: No
Bank Owned: No

General Property Description

Realtor.COM Type: Residential - Condo/Townhouse
Style: Townhouse
Waterfront: No
Pool: Yes
Year Built: 1976
Lot SqFt: 1452
Acres: 0.05
Living Apx SqFt: 1081
SqFt Source: Seller
Total Bedrooms: 2
Full Baths: 2
Total Baths: 2
Rentals Allowed: Yes
Control Depth: 0
Total Units: 0

Status Change Info

Under Contract Date: 2021-07-29
Sold Date: 2021-08-31

Association Info

Mandatory Home Owners Asc: No
Condo Doc's: No
1st Right of Refusal: Yes
Association Fee $: 0

License Info

Transient Rntl Licns: Yes

More Information

Building Style

Above Flood: Unknown
Cigar Maker: Yes

Financial Status

Bank Owned: No
Potential Short Sale: No

Remarks & Misc

Remarks – Consumer: Rare opportunity and great investment property to own Cottage #2 at 320 Simonton Street, in the heart of Old Town Key West. This adults only resort is located just one block from Duval Street. Enter the serene setting of Simonton Court Historic Inn & Cottages and you'll be greeted by fragrant tropical flowers blooming beneath gently swaying palms. The Inn was once a cigar factory where craftsmen hand rolled some of the world's most famous cigars. A brick walkway, once a lane, runs past our sparkling pools and historic cottages built in 1880 as the homes of cigar factory workers. Today this lane is a beautiful footpath through luxuriant private gardens, past expertly restored cottages and four pools shimmering amid flowering vines and palm fronds.

Fee Includes

Other: Yes

Dockage

None: Yes

Tax Exemptions

None: Yes

Appliances

No Appliances: Yes

Pets

No Pets Allowed: Yes

Cooling

Ceiling Fans(s): Yes
Central Air: Yes

Waterfront

None: Yes

Waterview

No Waterview: Yes

Floor

Wood: Yes

Neighborhood Feature

Manager on Premises: Yes

Interior Features

Drapes/Blinds Incl: Yes
Fire Sprinkler: Yes
Lobby: Yes
Smoke Alarms: Yes
Wet Bar: Yes
Whirlpool Bath Tub: Yes

Security

Electric Gate: Yes

Construction

Frame: Yes

Land Size

Less Than 1/4 Acre: Yes

Furnished

Furnished: Yes

Terms

Cash: Yes
Conventional: Yes

Utilities

Buyer to Verify: Yes
Cable Available: Yes
FKAA: Yes
Municipal Sewer: Yes

Porch/Balcony

Deck: Yes
Open Porch/Balcony: Yes

Exterior Features

Lighting: Yes
Outdoor Shower: Yes
Sprinkler System: Yes

Pool Info

In Ground: Yes
Decked: Yes

Roof

Metal Roof: Yes

Property Features

Fee Includes: Other Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Building Style: Cigar Maker Furnished: Furnished Cooling: Ceiling Fans(s); Central Air Utilities: Buyer to Verify; Cable Available; FKAA; Municipal Sewer Interior Features: Drapes/Blinds Incl; Fire Sprinkler; Lobby; Smoke Alarms; Wet Bar; Whirlpool Bath Tub Appliances: No Appliances Exterior Features: Lighting; Outdoor Shower; Sprinkler System Pool Info: In Ground; Decked Construction: Frame Floor: Wood Roof: Metal Roof Pets: No Pets Allowed Neighborhood Feature: Manager on Premises Security: Electric Gate Land Size: Less Than 1/4 Acre Terms: Cash; Conventional

Listing Office: Robert Slack LLC

Last Updated: September - 24 - 2026

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.

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