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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: 5/04/2026

Overview

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 t ...

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.