$1,399,000
$26K PRICE DROP

1111 Watson St Unit B Key West, FL 33040

Old Town Neighborhood
Total Views 3,071
2 Beds
1 Bath
1,250 Sq Ft
$1,119 Price per Sq Ft

About This Home

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 Agent

Juan Benitez Benitez

Keller Williams Key West Compass Realty License #3376731 Listed on: 02/06/2026

Keller Williams Key West Compass Realty

Home Details

Home Type

  • Single Family

Year Built

  • 1978

Interior Spaces

  • Vaulted Ceiling

Home Details

Home Type

Single Family

Year Built

1978

Lot Details

1,742 Sq Ft Lot

Listing Details

  • Property Type: Residential
  • Style: Single Family
  • As Is Right To Inspect: Yes
  • First Right of Refusal: No
  • Association Fee: 291.67
  • Mandatory HOA: Yes
  • Fee Includes: Common Area Mnt
  • Key Island: Key West
  • K W Neighborhood: Old Town-S of Truman
  • Limited Representation: No
  • Marathon Neighborhood: N/A
  • Mile Marker: 1.00
  • Min Rental Days: 28.00
  • M L S Identifier: 20060123165453488875000000
  • Pets: Pets Allowed
  • Property Group I D: 19990816212109142258000000
  • Side: Median
  • State Province: FL
  • Taxes: 7271.04
  • Title: Negotiable
  • Year Built: 1978
  • Alternate Key Number: 8639651
  • Building Style: Cigar Maker
  • Cooling Heating: Ceiling Fans(s), Ductless
  • Lot Sq Ft: 1855.00
  • Pool Info: In Ground, Decked
  • Pool Info Heated: Yes
  • Porch Balcony: Deck, Patio
  • Association Maintenance Fee Per: Monthly
  • Shutters: Other
  • Species List: Yes
  • Tax Exemptions: None
  • Building Style Above Flood: Unknown
  • Building Style Stories: 1 Story
  • Estimated Living Sq Ft: 1250.00
  • Financial Status Standard Sale: Yes
  • Sewer Hook Up: Yes
  • Statistical Purposes Only: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Interior Amenities: Drapes/Blinds Incl, Quartz Countertops, Smoke Alarms, Sky Light(s), Dade County Pine, Built-in Cabinets, Cathedral Ceilings
  • Total Bathrooms: 1.00
  • Full Bathrooms: 1
  • Appliances: Washer, Stainless Steel Appliance(s), Microwave, Refrigerator, Dishwasher, Dryer
  • Floor: Tile, Laminate
  • Windows/Doors: Sliding Glass Doors, Impact Rstnce Window, Impact Rstnce Doors
  • Total Bedrooms: 2

Exterior Features

  • Dockage: None
  • Waterfront: None
  • Waterfront: No
  • Construction: Frame
  • Exterior Features: Hot Tub
  • Roof: Metal Roof
  • Waterview: No Waterview
  • Pool: Yes

Utilities

  • Utilities: FKAA, Municipal Sewer

Lot Info

  • Deed Restrictions: Unknown
  • Flood Zone: 0.2 PCT ANNUAL CHANC
  • Parcel Number: 00033540-000200
  • Lot Size: X
  • Land Size: Less Than 1/4 Acre
  • Acres: 0.04

Rental Info

  • Rentals Allowed: With Restrictions
  • Furnished: Negotiable

Tax Info

  • Tax Year: 2025

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $6,623 $942,153 $718,998 $223,155
2024 $5,612 $875,710 $658,451 $217,259
2023 $5,612 $615,390 $411,721 $203,669
2022 $5,543 $617,487 $411,721 $205,766
2021 $4,242 $435,621 $311,818 $123,803
2020 $4,242 $437,455 $310,304 $127,151
2019 $4,238 $433,342 $299,709 $133,633
2018 $4,456 $449,010 $310,304 $138,706
2017 $5,353 $558,135 $0 $0
2016 $5,320 $551,947 $0 $0
2015 -- $523,561 $0 $0
2014 -- $428,752 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
03/20/2026 03/20/26 Price Changed $1,399,000 -1.8% $1,119 / Sq Ft
02/06/2026 02/06/26 For Sale $1,425,000 +58.3% $1,140 / Sq Ft
04/27/2022 04/27/22 Sold $900,000 -5.2% $829 / Sq Ft View Prior Sale
03/21/2022 03/21/22 Pending -- -- --
03/03/2022 03/03/22 For Sale $949,000 +82.5% $874 / Sq Ft
03/15/2017 03/15/17 Sold $520,000 -12.6% $480 / Sq Ft View Prior Sale
03/06/2017 03/06/17 Pending -- -- --
04/04/2016 04/04/16 For Sale $595,000 -- $549 / Sq Ft
Source: Key West Association of REALTORS®

Purchase History

Date Type Sale Price Title Company
Deed $900,000 Richard M Klitenick Pa
Warranty Deed -- Buhl Little Lynwood & Harris P
Warranty Deed $100 None Listed On Document
Warranty Deed $520,000 First Internaional Title Inc
Warranty Deed $128,000 --
Warranty Deed -- --
Warranty Deed $22,500 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $720,000 New Conventional
Previous Owner $531,180 VA
Source: Public Records

Source: Key West Association of REALTORS®

MLS Number: 618516

Key West Association of REALTORS®

APN: 00033540-000200

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