$1,299,000
$126K PRICE DROP

1111 Watson St Unit B Key West, FL 33040

Old Town Neighborhood

Estimated payment $7,901/month

Total Views 10,379
2 Beds
1 Bath
1,086 Sq Ft
$1,196 Price per Sq Ft

Highlights

  • Spa
  • Quartz Countertops
  • Skylights
  • Cathedral Ceiling
  • Stainless Steel Appliances
  • 3-minute walk to Higgs Beach Dog Park

About This Home

*** REAL POSSIBILITY FOR 2ND BATH, CALL LISTING AGENT. ***
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

Est. Annual Taxes

  • $7,271

Year Built

  • Built in 1978

Lot Details

  • 1,855 Sq Ft Lot
  • Property is zoned HMDR - Historic Medium Density Residential

HOA Fees

  • $292 per month

Home Design

  • Frame Construction
  • Metal Roof

Interior Spaces

  • 1,086 Sq Ft Home
  • 1-Story Property
  • Cathedral Ceiling
  • Ceiling Fan
  • Skylights
  • Drapes & Rods
  • Sliding Doors

Kitchen

  • Microwave
  • Dishwasher
  • Stainless Steel Appliances
  • Quartz Countertops
  • Built-In or Custom Kitchen Cabinets

Bedrooms and Bathrooms

  • 2 Bedrooms
  • 1 Full Bathroom

Laundry

  • Dryer
  • Washer

Home Security

  • Impact Glass
  • Fire and Smoke Detector

Pool

  • Spa
  • Heated Pool

Utilities

  • Ductless Heating Or Cooling System

Community Details

  • Gwynn Sub Subdivision

Listing and Financial Details

  • Assessor Parcel Number 00033540-000200

Home Details

Home Type

Single Family

Est. Annual Taxes

$7,271

Year Built

Built in 1978

Lot Details

1,855 Sq Ft Lot

HOA Fees

$292 per month

Listing Details

  • Property Type: Residential
  • Year Built: 1978
  • Building Style Above Flood: Unknown
  • Financial Status Standard Sale: Yes
  • Property Sub Type: Single Family Residence
  • Lot Size: X
  • Co List Office Mls Id: kwa.office20311
  • Co List Office Phone: 305-292-0020
  • Subdivision Name: Gwynn Sub (1.0)
  • Special Features: None

Interior Features

  • Interior Amenities: Built-in Cabinets, Dade County Pine, Sky Light(s), Quartz Countertops
  • Appliances: Washer, Dryer, Dishwasher, Refrigerator, Microwave, Stainless Steel Appliance(s)
  • Full Bathrooms: 1
  • Total Bedrooms: 2

Exterior Features

  • Waterfront: No
  • Exterior Features: Hot Tub
  • Construction Type: Frame
  • Waterfront: None
  • Roof: Metal Roof

Utilities

  • Cooling: Ceiling Fans(s), Ductless
  • Utilities: FKAA, Municipal Sewer

Condo/Co-op/Association

  • Pets Allowed: Yes

Lot Info

  • Parcel Number: 00033540-000200
  • Lot Size Sq Ft: 1855.0

Rental Info

  • Furnished: Unfurnished

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 7271.04

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

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

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 $7,271 $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

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
05/19/2026 05/19/26 Price Changed $1,299,000 -7.1% $1,196 / Sq Ft
03/20/2026 03/20/26 Price Changed $1,399,000 -1.8% $1,288 / Sq Ft
02/06/2026 02/06/26 For Sale $1,425,000 +58.3% $1,312 / 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

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

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

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

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

Florida Monroe County Key West 33040 Old Town

1111 Watson St Unit B, Key West, FL

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Key West Association of REALTORS® IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Juan Benitez Benitez
Listing Agent
Juan Benitez Benitez
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Keller Williams Key West Compass Realty
(305) 587-9230
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