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341 High St EXT

Thomaston, Connecticut 06787

ACTIVE$800,000
Beds
4
Baths
4 | 1
SqFt
5,729
Acres
3.69
Year Built
2001
Matt Caiola

Matt Caiola

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Pool1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,810

per 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

Similar Properties

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Listed By

Patti Guarantano

(203) 231-9288

William Pitt Sotheby's Int'l

(860) 868-6600

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.