220 Jackson Street
Thomaston, Connecticut 06787
- Beds
- 5
- Baths
- 2
- SqFt
- 2,814
- Acres
- 1.80
- Year Built
- 1845
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Beautifully renovated and thoughtfully converted into a legal two-family residence, this spacious property offers an exceptional opportunity for both investors and owner-occupants. Originally built in 1845, this home blends timeless character with modern updates and features two well-designed living units, generous living space and a large 1.8-acre lot. Whether you are looking to generate rental income, accommodate multi-generational living or occupy one unit while renting the other, this versatile property offers endless possibilities in a convenient Thomaston location.
Key Facts
- City/Town
- Thomaston
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1845
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 2 full
- Living Area
- 2,814 sq ft
- Lot Size
- 1.80 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $4,038 / Annually
Market Snapshot
The Thomaston Market
Multi-Family · trailing 12 months
Active Listings
1
1 under contract
Median List Price
$537,775
1 active listing
Median Closed Price
$385,000
6 sales
Median Days on Market
0
1 active listing
Median $ / Sq Ft
$191
1 active listing
Sale-to-List Ratio
105.5%
6 sales
How this home compares
List Price
$537,775
vs $537,775 median
In line with median
Price / Sq Ft
$191
vs $191 median
In line with median
Days on Market
--
vs 0 days median
Limited comparable data
Based on 1 active and 6 closed sales (trailing 12 mo) of multi-family in Thomaston. Source: SmartMLS · As of November 9, 2026.
Location
220 Jackson Street, Thomaston, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$2,914
- Property Taxes$337
- Insurance$179
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Thomaston
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1845
- New Construction
- No/Resale
- Living Area
- 2,814 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Thomaston
Interior
- Heating
- Steam
- Heat Fuel
- Natural Gas
- Cooling
- Ceiling FansWall Unit
- Laundry
- All Units Have Hook-Ups
- Basement
- FullShared Basement
Exterior & Lot
- Lot Size
- 1.80 acres
- Zoning
- RA80
- Garage / Parking
- 3 garage spacesAttached GarageUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $4,038 / Annually
- Days on Market
- 0
- MLS #
- 24219920
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/9/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 11/9/2026 at 1:46 PM UTC.