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$1,399,000
1111 Watson Street B
Key West, FL 33040
MLS# 618516
2 beds  |  1 baths  |  1250 sqft


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Property Description
Secret Garden Cigar Maker's Cottage in Old Town 🌴 Tucked behind a private gate on a quiet section of Old Town in Key West, this enchanting 2-bedroom historic cottage invites you into a hidden world of tropical beauty, offering a rare blend of privacy, charm, and walkable island living--set in an X flood zone for added peace of mind. Follow a palm-lined path into a lush, private garden oasis filled with orchids, vibrant blooms, and softly glowing evening light. The outdoor pavilion and private deck create an effortless indoor-outdoor lifestyle--complemented by a spa-inspired retreat space designed for open-air relaxation, cooling rinses, and tranquil moments under the palms. Perfect for relaxing, entertaining, or simply enjoying the Key West breeze. Inside, vaulted ceilings, natural light, and original Cuban tile details reflect the home's 1890 cigar-maker heritage, while the updated kitchen features quartz countertops, stainless steel appliances, and garden views. Enjoy the charm of a boutique six-cottage enclave with a shared heated pool and spa. The home offers both connection and quiet escape. Just steps to Duval Street, the Historic Seaport, beaches, and beloved local spots -- leave the car behind and explore on foot or bike. Private. Lush. Magical. Effortlessly Pure Key West

Details
Maps
Contract Information
Listing Board: Key West Association
As is Rght to Inspct: Yes
Species List: Yes
Current Price: $1,399,000
Listing Date: 2026-02-06
List Price: $1,399,000
Location, Tax & Legal
KW Neighborhood: Old Town-S of Truman
Unit #: B
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Flood Zone: 0.2 PCT ANNUAL CHANC
Alternate Key #: 8639651
Parcel #: 00033540-000200
Zoning: HMDR - Historic Medium Density Residential
Deed Restrictions: Unknown
Legal: KW GWYNN SUB PT OF TRACT 13 PARCEL B & 1/6 INT IN PARCEL H G1-428 G5-237 OR552-279 OR592-857 OR594-276 OR652-254 OR719-3
Taxes: 7271.04
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 1111
Street Name: Watson
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Gwynn Sub (1.0)
Area: 02 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: No
Control Depth: 0
Lot Size: X
Lot SqFt: 1855
Pool: Yes
Lot Sqft Source: Tax Records
Total Units: 0
Acres: 0.04
SqFt Source: Seller
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Single Family
Year Built: 1978
Living Apx SqFt: 1250
Total Bedrooms: 2
Full Baths: 1
Total Baths: 1
Remarks & Misc
Remarks – Consumer: Secret Garden Cigar Maker's Cottage in Old Town 🌴 Tucked behind a private gate on a quiet section of Old Town in Key West, this enchanting 2-bedroom historic cottage invites you into a hidden world of tropical beauty, offering a rare blend of privacy, charm, and walkable island living--set in an X flood zone for added peace of mind. Follow a palm-lined path into a lush, private garden oasis filled with orchids, vibrant blooms, and softly glowing evening light. The outdoor pavilion and private deck create an effortless indoor-outdoor lifestyle--complemented by a spa-inspired retreat space designed for open-air relaxation, cooling rinses, and tranquil moments under the palms. Perfect for relaxing, entertaining, or simply enjoying the Key West breeze. Inside, vaulted ceilings, natural light, and original Cuban tile details reflect the home's 1890 cigar-maker heritage, while the updated kitchen features quartz countertops, stainless steel appliances, and garden views. Enjoy the charm of a boutique six-cottage enclave with a shared heated pool and spa. The home offers both connection and quiet escape. Just steps to Duval Street, the Historic Seaport, beaches, and beloved local spots -- leave the car behind and explore on foot or bike. Private. Lush. Magical. Effortlessly Pure Key West
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 291.67
Assoc/Mnt Fee Per: Monthly
Fee Includes
Common Area Mnt: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Microwave: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Ductless: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Laminate: 1
Tile: 1
Interior Features
Built-in Cabinets: 1
Cathedral Ceilings: 1
Dade County Pine: 1
Drapes/Blinds Incl: 1
Quartz Countertops: 1
Sky Light(s): 1
Smoke Alarms: 1
Building Style
Above Flood: Unknown
Cigar Maker: 1
Stories: 1 Story
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Sliding Glass Doors: 1
Construction
Frame: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Negotiable: 1
Terms
Cash: 1
Conventional: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Deck: 1
Patio: 1
Title
Negotiable: 1
Exterior Features
Hot Tub: 1
Pool Info
In Ground: 1
Heated: Yes
Decked: 1
Roof
Metal Roof: 1
Financial Status
Standard Sale: Yes
Shutters
Other: 1
Status Change Info
Status: Active
Property Features
Fee Includes: Common Area Mnt
Tax Exemptions: None
Waterfront: None
Waterview: No Waterview
Dockage: None
Building Style: Cigar Maker
Furnished: Negotiable
Cooling: Ceiling Fans(s); Ductless
Utilities: FKAA; Municipal Sewer
Interior Features: Built-in Cabinets; Cathedral Ceilings; Dade County Pine; Drapes/Blinds Incl; Quartz Countertops; Sky Light(s); Smoke Alarms
Appliances: Dishwasher; Dryer; Microwave; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Hot Tub
Pool Info: In Ground; Decked
Construction: Frame
Shutters: Other
Floor: Laminate; Tile
Roof: Metal Roof
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional
Title: Negotiable

Listing Office: Keller Williams Key West Compass Realty

Last Updated: April - 26 - 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.