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1111 Watson Street B, Key West, FL 33040
$1,399,000
Property Type:
Residential
Bedrooms:
2
Baths:
1
Square Footage:
1,250
Lot Size (sq. ft.):
1,855
Status:
Active
Current Price:
$1,399,000
List Date:
2/06/2026
Last Modified:
4/12/2026
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
More Information MLS# 618516
Contract Information
Current Price: $1,399,000
Listing Date: 2026-02-06
Listing Board: Key West Association
List Price: $1,399,000
As is Rght to Inspct: Yes
Species List: Yes
Location Tax Legal
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
Style: Single Family
Waterfront: No
Pool: Yes
Year Built: 1978
Lot Size: X
Lot SqFt: 1855
Lot Sqft Source: Tax Records
Acres: 0.04
Living Apx SqFt: 1250
SqFt Source: Seller
Total Bedrooms: 2
Full Baths: 1
Total Baths: 1
Rentals Allowed: With Restrictions
Min Rental Days: 28
Status Change Info
Status: Active
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 291.67
Assoc/Mnt Fee Per: Monthly
Building Style
Above Flood: Unknown
Stories: 1 Story
Pool Info
Heated: Yes
Financial Status
Standard Sale: Yes
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 - 12 - 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.
