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:
5/04/2026
Overview
Description
...
(Read more)
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
Listing Details MLS# 618516
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
- 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
Contract Information
- Listing Board
- Key West Association
- As is Rght to Inspct
- Yes
- Species List
- Yes
General Property Description
- Realtor.COM Type
- Residential - Single Family
- Style
- Single Family
- Waterfront
- No
- Pool
- Yes
- Year Built
- 1978
- Lot SqFt
- 1855
- Lot Sqft Source
- Tax Records
- Acres
- 0.04
- Living Apx SqFt
- 1250
- SqFt Source
- Seller
- Total Bedrooms
- 2
- Full Baths
- Yes
- Total Baths
- Yes
- Rentals Allowed
- With Restrictions
- Min Rental Days
- 28
- Control Depth
- 0
- Total Units
- 0
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
- Cigar Maker
- Yes
More Information
Pool Info
- Heated
- Yes
- In Ground
- Yes
- Decked
- Yes
Financial Status
- Standard Sale
- Yes
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
Fee Includes
- Common Area Mnt
- Yes
Dockage
- None
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Dishwasher
- Yes
- Dryer
- Yes
- Microwave
- Yes
- Refrigerator
- Yes
- Stainless Steel Appliance(s)
- Yes
- Washer
- Yes
Pets
- Pets Allowed
- Yes
Cooling
- Ceiling Fans(s)
- Yes
- Ductless
- Yes
Waterfront
- None
- Yes
Waterview
- No Waterview
- Yes
Floor
- Laminate
- Yes
- Tile
- Yes
Interior Features
- Built-in Cabinets
- Yes
- Cathedral Ceilings
- Yes
- Dade County Pine
- Yes
- Drapes/Blinds Incl
- Yes
- Quartz Countertops
- Yes
- Sky Light(s)
- Yes
- Smoke Alarms
- Yes
Windows/Doors
- Impact Rstnce Doors
- Yes
- Impact Rstnce Window
- Yes
- Sliding Glass Doors
- Yes
Construction
- Frame
- Yes
Land Size
- Less Than 1/4 Acre
- Yes
Furnished
- Negotiable
- Yes
Terms
- Cash
- Yes
- Conventional
- Yes
Utilities
- FKAA
- Yes
- Municipal Sewer
- Yes
Porch/Balcony
- Deck
- Yes
- Patio
- Yes
Title
- Negotiable
- Yes
Exterior Features
- Hot Tub
- Yes
Roof
- Metal Roof
- Yes
Shutters
- Other
- 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: May - 04 - 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.
