Own a piece of history! Enjoy life in historic Hotchkissville of Woodbury in this 1836 Greek Revival home. Just one mile from Woodbury's town center, step back in time while being in close proximity to all major conveniences. Currently functioning as a two family property, this unique home can be easily converted to a four bedroom, three bath, 2500sf single family. Experience the old world charms of exposed beams and wide-board flooring, in this 19th Century structure that was once home to one of Woodbury's most prominent textile families! The main level of the home features one bedroom, galley kitchen, a full bath, and living and dining room options. There is also a loft bedroom with its own private bath. The shop, also on the main level, can be utilized for business purposes again by an occupant or convert this space to a fabulous great room as it connects in two ways to the rest of the main level, open floor plan. On the second level, find two more bedrooms with full bath, finished walk up attic as rec room, or office space as well as a bonus room, currently used as a small kitchenette and laundry room, that can be converted to fit your needs. Property is located within a 1 hour and 30 minute drive from New York City. Lots to see and appreciate at this unique property in Connecticut's Most Charming town according to Reader's Digest Magazine.
Known as the Thomas Dawson House, John and Lewis Dawson married the daughters of Ira Thomas, a prosperous local farmer, in a double wedding. Legend has it that the twin trees on the property (one recently succumbed to a storm) were from this time. The Dawson brothers numbered five, and their family rejuvenated the textile industry in Hotchkissville in the mid-to-late nineteenth century. Please see attached National Register of Historic Places write up for the Hotchkissville Historic District. This house is a "contributing" resource within the district. The business next door used to be an associated outbuilding.
Single-familyProperty Type
1836Year Built
0.52 acresLot Size
$193Est. Price/Sq.Ft.
4 spacesParking
Listed by Kat Parlato• Drakeley Real Estate, Inc.
Bought with Cindy Gaioni• KW Legacy Partners
Source:Smart MLS #24052535
Redfin Estimate
$486,561
$57K since sold in April 2025$51K since September
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 18.7% lower than the average sale price ($598K) of 6 comparable homes.
Excellent opportunity to own a multi-family in Woodbury! 1800s Greek Revival colonial with two residential units and an additional storefront shop. Currently the shop storefront is vacant (previously used as an upholstery shop) and both residential units are vacant! The main door opens to a common foyer with a second door to the retail shop. The first floor unit is in good condition with wideboard flooring throughout, exposed beams, galley kitchen, first floor bedroom and full bath with 2nd floor loft bedroom and an additional full bath. The living room opens up to a large back deck shared by both units. The second floor unit can be accessed through a staircase off the main foyer. Up the stairs you will find wide-board flooring throughout, a full bath, kitchen with washer/dryer and two good size bedrooms. Additional space (used as a family room previously) exists in the walkup, finished attic that has wall to wall carpet, cable hookup and heat. The shop has separate electricity from the residences, but it does not have separate heating zone or water/toilet access. This space can be used by an occupant of the two family as an accessory use per town guidelines. Purchase as an investment or owner-occupy and offset your mortgage! Property is one mile away from Woodbury's town center!
Known as the Thomas Dawson House, John and Lewis Dawson married the daughters of Ira Thomas, a prosperous local farmer, in a double wedding. Legend has it that the twin trees on the property (one recently succumbed to a storm) were from this time. The Dawson brothers numbered five, and their family rejuvenated the textile industry in Hotchkissville in the mid-to-late nineteenth century. Please see attached National Register of Historic Places write up for the Hotchkissville Historic District. This house is a "contributing" resource within the district. The business next door used to be an associated outbuilding.
Smart MLS #24052535
Apr 4, 2025
Sold
$430,000
$171/sq ft
Mar 21, 2025
Pending
—
Feb 19, 2025
Contingent
—
Dec 8, 2024
Price Changed
$439,000
$174/sq ft
Oct 10, 2024
Listed
$455,000
$180/sq ft
Smart MLS #170479643
Sep 14, 2022
Listing Removed
—
Apr 12, 2022
Listed
$479,000
$190/sq ft
Public Records
Apr 2, 2007
Sold
$430,000
$171/sq ft
Smart MLS #W1035916
Oct 7, 2006
Listed
$449,000
$178/sq ft
Smart MLS #W1027690
Oct 5, 2006
Listing Removed
—
Sep 15, 2005
Listed
$454,900
$180/sq ft
Smart MLS #W1027687
Oct 5, 2006
Listing Removed
—
Sep 15, 2005
Listed
$454,900
$180/sq ft
Smart MLS #W1037449
Jan 4, 2006
Listed
$449,000
$178/sq ft
Public Records
Mar 9, 2005
Sold
$205,000
$81/sq ft
Smart MLS #98211300
Nov 6, 2004
Listing Removed
—
Sep 9, 2004
Listed
$255,900
$102/sq ft
Smart MLS #98202444
Aug 21, 2004
Listing Removed
—
Jun 21, 2004
Listed
$299,000
$119/sq ft
Smart MLS #G349012
May 6, 2004
Listed
$240,900
$96/sq ft
Public Records
Aug 8, 2000
Sold
$238,900
$95/sq ft
Public Records
Jan 21, 1988
Sold
$205,000
$81/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$5,920 (−0.4%)
$60,980 + $142,740
$203,720
2022
$5,943
$60,980 + $142,740
$203,720
2021
$5,943
$60,980 + $142,740
$203,720
2020
$5,943
$60,980 + $142,740
$203,720
2019
$5,943 (−4.9%)
$60,980 + $142,740
$203,720
2018
$6,246 (−2.1%)
$67,760 + $167,240
$235,000
2017
$6,383 (+3.3%)
$67,760 + $167,240
$235,000
2016
$6,178 (+2.3%)
$67,760 + $167,240
$235,000
2014
$6,037
$67,760 + $167,240
$235,000
Tax history for 163 Washington Rd
Year
Property tax
Land + Additions
Assessment*
2023
$5,920 (−0.4%)
$60,980 + $142,740
$203,720
2022
$5,943
$60,980 + $142,740
$203,720
2021
$5,943
$60,980 + $142,740
$203,720
2020
$5,943
$60,980 + $142,740
$203,720
2019
$5,943 (−4.9%)
$60,980 + $142,740
$203,720
2018
$6,246 (−2.1%)
$67,760 + $167,240
$235,000
2017
$6,383 (+3.3%)
$67,760 + $167,240
$235,000
2016
$6,178 (+2.3%)
$67,760 + $167,240
$235,000
2014
$6,037
$67,760 + $167,240
$235,000
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
2
Baths
3
Stories
2
Lot width
—
Lot depth
—
Lot size
0.52 Acres
Year renovated
—
Sq. Ft.
2,521
Year built
1836
Style
Multi-Family (2-4 Unit)
County
Litchfield County
APN
936397
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jun 20, 2023.
Property details
Parking
Garage Information
Garage & Parking: None, Off Street Parking
Parking Information
Parking Total Spaces: 4
Interior
Virtual Tour Information
Interior Information
Total Rooms: 10
Laundry Room Info: Main Level, Upper Level
Interior Features: Cable - Available, Open Floor Plan