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000000 Norfolk Road

Winchester, Connecticut 06098

ACTIVE$879,990
Beds
0
Baths
0
SqFt
Acres
131.50
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Rare Multi-Parcel Land Opportunity 5 Contiguous Parcels | Colebrook & Winchester, CT Discover an exceptional land offering spanning five contiguous parcels across two of Litchfield County's most desirable rural towns. This unique property features a strong presence in highly sought-after Colebrook, known for its scenic beauty, low-density living, and unspoiled New England charm-paired with the convenience of nearby Winchester, offering easy access to shopping, dining, Bradley airport, and Highland Lake. This rare assemblage presents an opportunity to own a significant stretch of Connecticut countryside, where tranquility and natural beauty define the landscape. The property showcases a captivating blend of open meadows and mature woodland, providing both visual appeal and versatility. Elevated topography enhances privacy and offers potential for long-range views-hallmarks of the Colebrook setting. An established network of logging trails winds throughout the property, providing easy access to explore its natural features, including peaceful springs and gently flowing brooks that add to its character. Currently enrolled in Forest Land (490) classification, the property may offer tax advantages while preserving its natural integrity. A rare opportunity for outdoor enthusiasts, conservation-minded buyers, or visionary investors seeking a premier landholding in Northwestern Connecticut.

Key Facts

City/Town
Winchester
Neighborhood
N/A
Property Type
Land
Days on Market
298 days
Beds
0
Baths
0 baths
Lot Size
131.50 acres
Property Taxes
$1,475 / Annually

Market Snapshot

The Winchester Market

Land · trailing 12 months

Median Days on Market

89

13 active listings

Median $ / Sq Ft

--

13 active listings

Sale-to-List Ratio

85.9%

8 sales

How this home compares

List Price

$879,990

vs $250,000 median

3.5× the median

Price / Sq Ft

--

Median unavailable

Limited comparable data

Days on Market

298 days

vs 89 days median

209 days longer than median

Based on 13 active and 8 closed sales (trailing 12 mo) of land in Winchester. Source: SmartMLS · As of July 29, 2026.

Location

000000 Norfolk Road, Winchester, Connecticut

Property + 4 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,903

per month

  • Principal & Interest$4,487
  • Property Taxes$123
  • Insurance$293
  • HOA$0

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

Location

City/Town
Winchester
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Land
Subtype
SingleFamilyResidence

Schools

Elementary
Batcheller
High
Gilbert

Exterior & Lot

Lot Size
131.50 acres
Zoning
RU-1
Waterfront Details
Not Applicable
Water Source
Well Required
Sewer
Septic Required
Lot Description
Some WetlandsTreedBorders Open SpaceSloping Lot

Listing & Financials

Property Taxes
$1,475 / Annually
Days on Market
298
MLS #
24131284
MLS Status
Active
Financing
Assumable

Similar Properties

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

Listed By

John Harney

(860) 921-7910

William Pitt Sotheby's Int'l

(860) 435-2400

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 10:55 AM UTC.