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115 Old Robertsville Road

Winchester, Connecticut 06098

PENDING$649,900
Beds
0
Baths
0
SqFt
Acres
41.23
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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About This Home

Development Opportunity! 41.23 Acres with Historic Home & Barn - Subdivision Possible Rare chance to own a prime 41.23-acre parcel in New England with an 1800 Antique Colonial Farmhouse and classic English/New England hybrid barn. The land may be subdividable and is located near the highly desirable Riverwalk Condominiums, making it ideal for new condo development (subject to approvals). The home and barns are in need of complete renovations to be brought back to its original beauty. Endless possibilities: equestrian facility, hunting lodge, glamping, corporate retreat, B&B, resort, spa, farming, or wedding venue. Home requires full renovation. Property offers a mix of open fields, wooded areas, and historic charm in a peaceful, private setting. Bring your ideas and breathe new life into this timeless estate!

Key Facts

City/Town
Winchester
Neighborhood
N/A
Property Type
Land
Days on Market
410 days
Beds
0
Baths
0 baths
Lot Size
41.23 acres
Property Taxes
$8,005 / 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

$649,900

vs $250,000 median

2.6× the median

Price / Sq Ft

--

Median unavailable

Limited comparable data

Days on Market

410 days

vs 89 days median

321 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

115 Old Robertsville Road, Winchester, Connecticut

Property + 2 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,198

per month

  • Principal & Interest$3,314
  • Property Taxes$667
  • Insurance$217
  • 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
41.23 acres
Zoning
RR
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Lot Description
Level LotOpen Lot

Listing & Financials

Property Taxes
$8,005 / Annually
Days on Market
410
MLS #
24104099
MLS Status
Under Contract

Similar Properties

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

Listed By

Jared Tedesco

(860) 806-3002

Litchfield County Real Estate

(860) 806-4169

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 10:10 AM UTC.