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377 East Main Street

Thomaston, Connecticut 06787

ACTIVE - NEW$329,900
Beds
4
Baths
2
SqFt
1,786
Acres
0.49
Year Built
1920
Matt Caiola

Matt Caiola

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2-Car Garage

About This Home

Charming two-family home conveniently located just off Route 8, Exit 39, near the commuter lot, shopping, dining and downtown. Situated on a fenced .49-acre corner lot, the property includes a detached two-car garage with new roof. Each unit offers two bedrooms, one full bath, an eat-in kitchen, spacious living room, generously sized bedrooms and antique wide-plank flooring. The first-floor unit features front and side porches, while the second-floor unit includes a private deck. Separate gas and electric baseboard heating systems. CIty water and sewer. Gas heater on 1st floor only 2 years old. Convenient to Thomaston, Terryville and surrounding amenities. A must-see opportunity for investors or owner-occupants!

Key Facts

City/Town
Thomaston
Neighborhood
N/A
Property / Style
Multi-Family · Units on different Floors
Year Built
1920
Days on Market
0 days
Beds
4
Baths
2 full
Living Area
1,786 sq ft
Lot Size
0.49 acres
Garage / Parking
2 garage
Property Taxes
$4,866 / Annually

Market Snapshot

The Thomaston Market

Multi-Family · trailing 12 months

Median Days on Market

21

2 active listings

Median $ / Sq Ft

$171

2 active listings

Sale-to-List Ratio

106.5%

7 sales

How this home compares

List Price

$329,900

vs $389,950 median

15.4% below median

Price / Sq Ft

$185

vs $171 median

8.2% above median

Days on Market

0 days

vs 21 days median

21 days fresher than median

Based on 2 active and 7 closed sales (trailing 12 mo) of multi-family in Thomaston. Source: SmartMLS · As of July 30, 2026.

Location

377 East Main Street, Thomaston, Connecticut

Property + 1 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,198

per month

  • Principal & Interest$1,682
  • Property Taxes$406
  • Insurance$110
  • 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
1920
New Construction
No/Resale
Living Area
1,786 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Baseboard
Heat Fuel
ElectricNatural Gas
Cooling
Wall Unit
Basement
Full

Exterior & Lot

Lot Size
0.49 acres
Zoning
RA15
Garage / Parking
2 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Masonry
Exterior Features
PorchDeckGarden AreaCovered Deck
Lot Description
Lightly WoodedLevel Lot

Listing & Financials

Property Taxes
$4,866 / Annually
Days on Market
0
MLS #
24195589
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Kristen Duchene

Litchfield County Real Estate

(860) 806-4169

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/30/2026. 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 7/30/2026 at 9:20 PM UTC.