341 High St Extension
Thomaston, Connecticut 06787
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 5,729
- Acres
- 3.69
- Year Built
- 2001
- Neighborhood
- Reynolds Bridge
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Set back on 3.69 private acres in Litchfield County, this property is built for slowing down. The 4,291 sq ft main home has plenty of room to spread out, and two separate apartments make it a fit for extended family, guests, or rental income. The kitchen anchors the first floor with a corian breakfast bar, six-burner range, & wall oven. It opens to the dining room and a large family room with sliders straight out to the pool. A formal living room with a granite fireplace gives you a quieter place to gather. Upstairs are four bedrooms, including a primary suite with its own balcony and private stairs down to the pool. The outdoor space stands out. The 12x24 saltwater pool has a fountain, & hot tub. A heated pool house with deck and grill make it easy to spend the whole day out there. Two horse barns with three stalls and two tack rooms, a fenced chicken coop, a natural spring, and rows of apple, peach and pear trees round out the grounds. The walkout lower-level apartment includes a media room with surround sound, a built-in bar, a full kitchen and a full bath. The second apartment has a refreshed eat-in kitchen, a bedroom and a living/dining room. It's minutes from Route 8, Litchfield and Bantam Lake. Room to live, host and grow. Schedule your private showing.
Key Facts
- City/Town
- Thomaston
- Neighborhood
- Reynolds Bridge
- Property / Style
- Single Family · Colonial,Contemporary
- Year Built
- 2001
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 4 full · 1 half
- Living Area
- 5,729 sq ft
- Lot Size
- 3.69 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $17,569 / Annually
Market Snapshot
The Thomaston Market
Single Family · trailing 12 months
Active Listings
13
13 under contract
Median List Price
$350,000
13 active listings
Median Closed Price
$345,000
62 sales
Median Days on Market
20
13 active listings
Median $ / Sq Ft
$263
13 active listings
Sale-to-List Ratio
100.0%
62 sales
How this home compares
List Price
$700,000
vs $350,000 median
2.0× the median
Price / Sq Ft
$122
vs $263 median
53.6% below median
Days on Market
0 days
vs 20 days median
20 days fresher than median
Based on 13 active and 62 closed sales (trailing 12 mo) of single family in Thomaston. Source: SmartMLS · As of October 15, 2026.
Location
341 High St Extension, Thomaston, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$3,877
- Property Taxes$1,464
- Insurance$233
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Thomaston
- Neighborhood
- Reynolds Bridge
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial,Contemporary
- Year Built
- 2001
- New Construction
- No/Resale
- Living Area
- 5,729 sq ft
Schools
- Elementary
- Black Rock
- Middle
- Thomaston
- High
- Thomaston
Interior
- Heating
- Hot Water
- Heat Fuel
- Propane
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Gas CooktopWall OvenRange HoodRefrigeratorDishwasher
- Basement
- FullFully FinishedLiveable SpaceFull With Walk-Out
- In-Law Apartment
- YesFirst FloorSeparate Entry
Exterior & Lot
- Lot Size
- 3.69 acres
- Zoning
- RA80A
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Public Sewer Connected
- Pool
- HeatedPool HouseSafety FenceVinylSalt WaterIn Ground Pool
- Construction
- Vinyl Siding
- Color
- Yellow
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-Wrap AroundBalconyShedPorchBarnHot TubFrench DoorsPatio
- Lot Description
- Interior LotLevel LotSloping Lot
Listing & Financials
- Property Taxes
- $17,569 / Annually
- Days on Market
- 0
- MLS #
- 24214429
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Sherry Martino
Regency Real Estate, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/15/2026. 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 10/15/2026 at 9:06 PM UTC.