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00 Main Street

Winchester, Connecticut 06098

ACTIVE$386,000
Beds
0
Baths
0
SqFt
Acres
1.91
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Waterfront

About This Home

Exceptional 2+ Acre Development Opportunity - Route 44, Winsted, CT** Rare opportunity to acquire approximately 2+- acres with nearly 700 feet of frontage on Main Street (Route 44), one of Winsted's primary commercial corridors. Located within the Town Gateway Zone, this highly visible parcel offers outstanding flexibility for a variety of development opportunities, including commercial, industrial, mixed-use, and residential uses, subject to local approvals. Rich in local history, the property was once part of the site of the famed American Knife Company, a cornerstone of Winsted's manufacturing heritage. Today, it presents a unique opportunity to transform a historic location into a new destination for manufacturing, business, housing, or investment. All public utilities, including water, sewer, natural gas, and electric, are available, providing a significant advantage for future development. The extensive road frontage offers excellent visibility, accessibility, and site design potential. Winsted is open for business and eager to work with developers, investors, and entrepreneurs to bring new projects to life. Whether your vision is commercial, residential, industrial, or a combination thereof, this property provides the location, infrastructure, and zoning flexibility to make it a reality. A rare offering with exceptional frontage, utility access, development potential, and historical significance.

Key Facts

City/Town
Winchester
Property Type
Land
Days on Market
47 days
Beds
0
Baths
0 baths
Lot Size
1.91 acres
Property Taxes
$3,882 / Annually

Market Snapshot

The Winchester Market

Land · trailing 12 months

Median Days on Market

88

13 active listings

Median $ / Sq Ft

--

13 active listings

Sale-to-List Ratio

85.9%

8 sales

How this home compares

List Price

$386,000

vs $250,000 median

54.4% above median

Price / Sq Ft

--

Median unavailable

Limited comparable data

Days on Market

47 days

vs 88 days median

41 days fresher than median

Based on 13 active and 8 closed sales (trailing 12 mo) of land in Winchester. Source: SmartMLS · As of July 28, 2026.

Location

00 Main Street, Winchester, Connecticut

Property + 9 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,421

per month

  • Principal & Interest$1,968
  • Property Taxes$324
  • Insurance$129
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Winchester
County
Litchfield

Residence

Property Type
Land
Subtype
Industrial

Exterior & Lot

Lot Size
1.91 acres
Zoning
Town Gateway
Waterfront
Direct waterfront
Waterfront Details
River
Water Source
Public Water In Street
Sewer
Public Sewer In Street
Lot Description
Level LotCleared

Listing & Financials

Property Taxes
$3,882 / Annually
Days on Market
47
MLS #
24182990
MLS Status
Active

Similar Properties

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Listed By

Dan Merrigan

(860) 614-1748

Merrigan & Lefebvre Realty

(860) 623-2389

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 6:50 AM UTC.