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587 High St Extension

Thomaston, Connecticut 06787

ACTIVE - NEW$475,000
Beds
3
Baths
2 | 1
SqFt
1,728
Acres
0.48
Year Built
2001
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Request a private showing and get Matt's read on price, condition, and next steps.

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2-Car Garage

About This Home

Timeless Colonial style meets exceptional value under $500,000! Welcome to 587 High Street Extension in Thomaston's desirable Highwood Farms development. This original owner custom-built, well maintained and move in ready home offers 1,728 square feet of thoughtfully arranged living space. An inviting carpeted living room and formal dining room with hardwood flooring create a gracious setting for everyday living and entertaining. The eat-in kitchen features warm wood cabinetry, stainless steel appliances, double door oven, tile flooring and breakfast bar. Sliders lead to a new, expanded 12x24 deck overlooking the backyard-an ideal setting for alfresco dining, morning coffee or relaxing evenings. A half bath with pedestal sink & tile flooring completes the main level. Upstairs are three carpeted bedrooms including a spacious primary suite with walk-in closet and private full bath, a second full bathroom and landing overlooking the 2-story foyer complete this level. The full walkout basement offers laundry, generous storage and opportunities for future customization. An attached two car garage with an oversized interior provides added space for storage alongside your vehicles. Audio & Video on premises. Natural gas heat, central air, public water and sewer enhance the comfort and convenience of this welcoming home. Classic appeal, inviting outdoor living and room to make it your own. Schedule your private showing today!

Key Facts

City/Town
Thomaston
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2001
Days on Market
0 days
Beds
3
Baths
2 full · 1 half
Living Area
1,728 sq ft
Lot Size
0.48 acres
Garage / Parking
2 garage · 6 total
Property Taxes
$7,844 / Annually

Market Snapshot

The Thomaston Market

Single Family · trailing 12 months

Median Days on Market

17

13 active listings

Median $ / Sq Ft

$226

13 active listings

Sale-to-List Ratio

100.0%

63 sales

How this home compares

List Price

$475,000

vs $399,900 median

18.8% above median

Price / Sq Ft

$275

vs $226 median

21.7% above median

Days on Market

0 days

vs 17 days median

17 days fresher than median

Based on 13 active and 63 closed sales (trailing 12 mo) of single family in Thomaston. Source: SmartMLS · As of October 29, 2026.

Location

587 High St Extension, Thomaston, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,402

per month

  • Principal & Interest$2,590
  • Property Taxes$654
  • Insurance$158
  • 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
Single Family
Style
Colonial
Year Built
2001
New Construction
No/Resale
Living Area
1,728 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Laundry
Lower Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullInterior AccessConcrete FloorFull With Walk-Out
Interior Features
Auto Garage Door OpenerSecurity System

Exterior & Lot

Lot Size
0.48 acres
Zoning
RA80A
Garage / Parking
2 garage spaces6 total parking spacesAttached GarageDrivewayPrivatePaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Color
Sage
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckGuttersLightingStone Wall
Lot Description
Lightly WoodedTreedLevel LotSloping Lot

Listing & Financials

Property Taxes
$7,844 / Annually
Days on Market
0
MLS #
24217821
MLS Status
Active

Similar Properties

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

Listed By

Dawn Rousseau

(203) 217-6522

Showcase Realty, Inc.

(860) 283-1298

Co-Listed By

Lynn Weitzner

Showcase Realty, Inc.

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/29/2026. 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 10/29/2026 at 5:40 PM UTC.