Classic Key West cigar maker's cottage, beautifully updated with whimsy and class. Soaring cathedral ceilings and windows along every wall fill this home with light. Hardwood floors add charm and durability; a full wall of French doors open from the great room to the pool and deck plus a gracious outdoor seating area. The ground floor has two bedrooms and two baths and the spacious second floor loft is currently configured as a third bedroom plus study/den. The quintessential Key West cottage in a peaceful section of Old Town and in the X Flood Zone. Continuously updated by meticulous owners. .. 2016 the wooden windows have been replaced and shutters installed (all HARC compliant), 2017 new on demand water heater and new A/C, 2018 new washer/dryer. The deck has been replaced, the pool resurfaced and a full bath has been added, all in the last five years.
Single-familyProperty Type
1933Year Built
2,513 sq ftLot Size
$1,184Est. Price/Sq.Ft.
Listed by Dawn Thornburgh• Beach Club Brokers (KW)
Bought with Jaime Caballero• Key West Vacation Properties & Realty, LLC (KW)
Completely renovated by an artist/designer, this classic Key West cigar maker's cottage has wonderful style. The living area opens to a very private pool surrounded by lush tropical foliage. French doors and windows fill the house with light from the front porch to the back of the house. Light wood floors, high ceilings, an open staircase to the loft and the two bedrooms all have the charm factor. Great old town location. Easy to see.
FLKMLS #94332
Jun 1, 2005
Sold
$750,000
$667/sq ft
Dec 30, 2004
Listed
$845,000
$751/sq ft
FLKMLS #525415
Jun 1, 2005
Sold
$750,000
$667/sq ft
Dec 30, 2004
Listed
$845,000
$751/sq ft
This is a wonderful cottage with French doors and vaulted ceilings from the living/dining area to the heated pool and garden. There's central air throughout, two bedrooms and bath on the ground and upstairs a charming loft area ideal for overflow guests, storage and also currently being used as a study. Over 1000 SF including loft space.
FLKMLS #412179
Apr 29, 1999
Sold
$236,500
$210/sq ft
Nov 2, 1998
Listed
$254,900
$227/sq ft
Public Records
Oct 31, 1995
Sold
$172,000
$153/sq ft
Public Records
Jul 19, 1988
Sold
$80,000
$71/sq ft
Public Records
Dec 1, 1983
Sold
$37,000
$33/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$9,385 (+3.7%)
2024
$9,053 (+1.6%)
2023
$8,909 (+12.5%)
$550,146 + $500,839
$1,050,985
2022
$7,918 (+8.8%)
2021
$7,279 (−4.1%)
$352,825 + $429,573
$782,398
2020
$7,594 (+2.5%)
$386,801 + $434,357
$821,158
2019
$7,409 (+32.3%)
$386,801 + $434,357
$821,158
2018
$5,600 (+3.9%)
$374,387 + $201,547
$575,934
2017
$5,389 (+4.8%)
$374,387 + $173,258
$547,645
2015
$5,143 (+11.0%)
$400,857 + $162,608
$563,465
2014
$4,634
Tax history for 809 Virginia St
Year
Property tax
Land + Additions
Assessment*
2025
$9,385 (+3.7%)
2024
$9,053 (+1.6%)
2023
$8,909 (+12.5%)
$550,146 + $500,839
$1,050,985
2022
$7,918 (+8.8%)
2021
$7,279 (−4.1%)
$352,825 + $429,573
$782,398
2020
$7,594 (+2.5%)
$386,801 + $434,357
$821,158
2019
$7,409 (+32.3%)
$386,801 + $434,357
$821,158
2018
$5,600 (+3.9%)
$374,387 + $201,547
$575,934
2017
$5,389 (+4.8%)
$374,387 + $173,258
$547,645
2015
$5,143 (+11.0%)
$400,857 + $162,608
$563,465
2014
$4,634
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Permits
Beds
2
Baths
1
Stories
2
Lot width
—
Lot depth
—
Lot size
2,522 Sq. Ft.
Year renovated
2012
Sq. Ft.
933
Year built
1933
Style
Single Family Residential
County
Monroe County
APN
0668 25 00030380000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 10, 2026.
HMDR
Historic Medium Density Residential District
The historic medium density residential district HMDR is established to implement comprehensive plan policies for areas designated HMDR on the comprehensive plan future land use map. The HMDR district shall accommodate historic Old Town medium density residential development for permanent residents, including single-family, duplex, and multiple-family residential structures. The HMDR district shall provide a management framework for preserving the residential character and historic quality of the medium density residential areas within Old Town.; In addition, accessory uses, including approved home occupations conducted within the residential structure, and customary community facilities can be located in the HMDR designated area. This area shall not accommodate transient residential uses, including guesthomes, motels or hotels. Similarly, the area shall not accommodate commercial office, retail, or other commercial uses. Lawfully existing office or commercial uses shall be permitted to continue to exist as lawful nonconforming uses if such uses continue to comply with conditions invoked when the respective uses were approved. In the event the city owns the portion of the Truman Waterfront Parcel designated HMDR, the site will be developed for 100 percent affordable housing. If the site is privately owned, one-third of the dwelling units will be affordable.
Permitted uses
Include but are not limited to:
Housing-Group
Housing-Single unit
Housing-Multiple units
Dec 10, 2021 • Final
Roofing
Roofing
Aug 18, 2021 • Final
Harc
Remodel
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.