341 High St EXT
Thomaston, Connecticut 06787
- Beds
- 4
- 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
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About This Home
Hidden Estate at High Street: A private Litchfield County retreat offering relaxed country living with exceptional versatility. This secluded country estate features fantastic outdoor spaces, 5 bedrooms, 6 baths, 12x24 salt water fountained pool, pool house and 2 studio apartments. Boasting 4,291 sq ft on 3.69 acres, this secluded oasis is the perfect hideaway to relax and refresh. The heart of the home is the oversized sunlit kitchen complete with granite breakfast bar, 6 burner stove, wall oven, dishwasher and double refrigerators. Kitchen is open to dining room and huge family room with sliders to pool area. There is also a formal living room w/granite fireplace. Upstairs consists of 4 bedrooms including a PBR suite with Juliet balcony and stairs down to the pool. The lower level features a walkout in-law suite with a living area, bedroom, kitchen and a full bath. A studio apartment features a kitchen, living room, bedroom and full bath. The pool area boasts a gorgeous fountain, hot tub, shower, lighting and a cabana with deck. The property is lined with apple, peach and pear trees. Minutes to town center, Route 8, Litchfield and Bantam Lake. Great multigenerational or rental opportunity.
Key Facts
- City/Town
- Thomaston
- Neighborhood
- Reynolds Bridge
- Property / Style
- Single Family · Contemporary
- Year Built
- 2001
- Days on Market
- 88 days
- Beds
- 4
- Baths
- 4 full · 1 half
- Living Area
- 5,729 sq ft
- Lot Size
- 3.69 acres
- Property Taxes
- $17,569 / Annually
Market Snapshot
The Thomaston Market
Single Family · trailing 12 months
Active Listings
6
18 under contract
Median List Price
$363,900
6 active listings
Median Closed Price
$336,000
64 sales
Median Days on Market
14
6 active listings
Median $ / Sq Ft
$240
6 active listings
Sale-to-List Ratio
100.0%
64 sales
How this home compares
List Price
$800,000
vs $363,900 median
2.2× the median
Price / Sq Ft
$140
vs $240 median
41.7% below median
Days on Market
88 days
vs 14 days median
74 days longer than median
Based on 6 active and 64 closed sales (trailing 12 mo) of single family in Thomaston. Source: SmartMLS · As of July 28, 2026.
Location
341 High St EXT, Thomaston, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,079
- Property Taxes$1,464
- Insurance$267
- 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
- Contemporary
- Year Built
- 2001
- New Construction
- No/Resale
- Living Area
- 5,729 sq ft
Schools
- Elementary
- Black Rock
- High
- Thomaston
Interior
- Heating
- Hot AirHot WaterZoned
- Heat Fuel
- ElectricPropane
- Cooling
- Ceiling FansCentral AirZoned
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigeratorDishwasher
- Basement
- FullHeatedFully FinishedGarage AccessApartmentInterior AccessFull With Walk-Out
- In-Law Apartment
- YesFirst FloorSeparate Entry
- Interior Features
- Auto Garage Door OpenerCable - Pre-wired
- Additional Rooms
- FoyerLaundry Room
Exterior & Lot
- Lot Size
- 3.69 acres
- Zoning
- RA80A
- Waterfront Details
- Not Applicable
- Water Source
- Private Water SystemPrivate Well
- Sewer
- Public Sewer Connected
- Pool
- GuniteHeatedPool HouseSalt WaterIn Ground Pool
- Construction
- Vinyl Siding
- Color
- Yellow
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyAwningsFruit TreesCabanaGarden AreaLightingHot TubFrench Doors
- Lot Description
- Interior LotLightly Wooded
Listing & Financials
- Property Taxes
- $17,569 / Annually
- Days on Market
- 88
- MLS #
- 24171546
- MLS Status
- Active
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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 7/28/2026. 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 7/28/2026 at 6:55 AM UTC.