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
For sale
Price cut: $26K (3/20)
$1,399,000
1111 Watson St APT B, Key West, FL 33040
2beds
1,250sqft
Est.:
Single Family Residence
Built in 1978
1,742.4 Square Feet Lot
$1,308,700 Zestimate®
$1,119/sqft
$292/mo HOA
What's special
- 53 days |
- 902 |
- 28 |
Zillow last checked: 9 hours ago
Listing updated: March 26, 2026 at 11:07pm
Listed by:
Juan Alberto Benitez 305-587-9230,
Keller Williams Key West Compass Realty
Source: FLKMLS,MLS#: 618516
Originating MLS: Key West Association
Originating MLS: Key West AssociationTour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Cooling
- Ceiling Fans(s), Ductless
Appliances
- Included: Washer, Stainless Steel Appliance(s), Microwave, Refrigerator, Dishwasher, Dryer
Features
- Quartz Countertops, Dade County Pine, Built-in Cabinets, Cathedral Ceiling(s)
- Flooring: Tile, Laminate
- Doors: Sliding Glass Doors, Impact Rstnce Doors
- Windows: Drapes/Blinds Incl, Skylight(s), Impact Rstnce Window, Other
Interior area
- Total interior livable area: 1,250 sqft
Property
Features
- Levels: One
- Stories: 1
- Patio & porch: Deck, Patio
- Has private pool: Yes
- Pool features: Heated, In Ground, Decked
- Has spa: Yes
- Spa features: Private
- Water view: None
- Waterfront features: None, Dockage: None
Lot
- Size: 1,742.4 Square Feet
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00033540000200
- Zoning: HMDR
- Zoning description: Historic Medium Density Residential
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cigar Maker
- Property subtype: Single Family Residence
Materials
- Frame
- Roof: Metal
Condition
- Year built: 1978
Utilities & green energy
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA
Community & HOA
Community
- Security: Smoke Detector(s)
- Subdivision: Gwynn Sub (1.0)
HOA
- Has HOA: Yes
- Services included: Maintenance Grounds
- HOA fee: $292 monthly
Location
- Region: Key West
Financial & listing details
- Price per square foot: $1,119/sqft
- Tax assessed value: $942,153
- Annual tax amount: $7,271
- Date on market: 2/6/2026
- Listing terms: Cash,Conventional
Estimated market value
$1,308,700
$1.24M - $1.37M
$4,925/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/20/2026 | Price change | $1,399,000-1.8%$1,119/sqft |
Source:  FLKMLS #618516 Report a problem | ||
| 2/6/2026 | Listed for sale | $1,425,000+58.3%$1,140/sqft |
Source:  Key West AOR #618516 Report a problem | ||
| 8/17/2025 | Listing removed | $7,250$6/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/31/2025 | Listed for rent | $7,250$6/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/6/2025 | Listing removed | $7,250$6/sqft |
Source: Zillow Rentals Report a problem | ||
| 4/3/2025 | Listed for rent | $7,250$6/sqft |
Source: Zillow Rentals Report a problem | ||
| 4/27/2022 | Sold | $900,000-5.2%$720/sqft |
Source: FLKMLS #599937 Report a problem | ||
| 3/21/2022 | Contingent | $949,000$759/sqft |
Source: FLKMLS #599937 Report a problem | ||
| 3/3/2022 | Listed for sale | $949,000+30.2%$759/sqft |
Source: FLKMLS #599937 Report a problem | ||
| 3/15/2021 | Listing removed | -- |
Source:  Keller Williams Report a problem | ||
| 2/1/2021 | Price change | $729,000-2.7%$583/sqft |
Source: FLKMLS #591229 Report a problem | ||
| 9/9/2020 | Price change | $749,000-1.3%$599/sqft |
Source: Keller Williams Key West Compass Realty #591229 Report a problem | ||
| 6/13/2020 | Listed for sale | $759,000+46%$607/sqft |
Source: Keller Williams Key West Compass Realty #591229 Report a problem | ||
| 3/15/2017 | Sold | $520,000$416/sqft |
Source: FLKMLS #123135 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,271 +9.8% | $744,622 +10% |
| 2024 | $6,623 +18% | $676,929 +10% |
| 2023 | $5,612 +1.3% | $615,390 -0.3% |
| 2022 | $5,543 +30.7% | $617,487 +41.7% |
| 2021 | $4,242 +0% | $435,621 -0.4% |
| 2020 | $4,242 | $437,455 +0.9% |
| 2019 | $4,242 +0.1% | $433,342 -3.5% |
| 2018 | $4,238 -4.9% | $449,010 -19.6% |
| 2017 | $4,456 -16.8% | $558,135 +1.1% |
| 2016 | $5,353 | $551,947 +5.4% |
| 2015 | -- | $523,561 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$8,507/mo
Principal & interest
$7259
Property taxes
$956
HOA Fees
$292
More affordability tools
Climate risks
Neighborhood: Old Town
Nearby schools
GreatSchools rating
- 3/10Horace O'bryant SchoolGrades: PK-8Distance: 0.4 mi
- 3/10Key West High SchoolGrades: 9-12Distance: 0.9 mi
Local experts in 33040
- Florida
- Monroe County
- Key West
- 33040
- Old Town
- 1111 Watson St Apartment B
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