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321 Colebrook Road

Winchester, Connecticut 06098

ACTIVE$250,000
Beds
0
Baths
0
SqFt
Acres
9.00
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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

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About This Home

321 Colebrook Road is a rare opportunity to own beautiful land with natural features and self-sustaining potential. A natural spring gently rolls through the property, surrounded by mature oak, ash, birch, black walnut, pine, and abundant sugar maple trees - perfect for producing your own maple syrup. The land is rich with native granite and sparkling quartz throughout, adding character and natural beauty to the landscape. Established apple and peach trees, along with blackberry, raspberry, blueberry, and strawberry plants, make this property ideal for gardening, homesteading, or simply enjoying nature. Previously used as an apiary, the property is especially well-suited for beekeeping and pollinator-friendly use. Whether you are looking for recreational land, a future homestead site, or a peaceful natural retreat, this unique property offers endless possibilities.

Key Facts

City/Town
Winchester
Neighborhood
N/A
Property Type
Land
Days on Market
49 days
Beds
0
Baths
0 baths
Lot Size
9.00 acres
Property Taxes
$1,881 / 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

$250,000

vs $250,000 median

In line with median

Price / Sq Ft

--

Median unavailable

Limited comparable data

Days on Market

49 days

vs 88 days median

39 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

321 Colebrook Road, Winchester, Connecticut

Property + 4 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$1,515

per month

  • Principal & Interest$1,275
  • Property Taxes$157
  • Insurance$83
  • 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
Per Board of Ed
High
Per Board of Ed

Exterior & Lot

Lot Size
9.00 acres
Zoning
RU-2
Waterfront Details
Not Applicable
Water Source
Well Required
Sewer
Septic Required
Lot Description
TreedRocky

Listing & Financials

Property Taxes
$1,881 / Annually
Days on Market
49
MLS #
24178092
MLS Status
Active

Similar Properties

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Listed By

Ariel Edery

(203) 278-0910

mygoodagent

(888) 257-8265

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.