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105,107 Mountain Road

Winchester, Connecticut 06098

ACTIVE$59,900

Reduced from $69,000

Beds
0
Baths
0
SqFt
Acres
0.41
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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Price Reduced

About This Home

105 & 107 Mountain Road parcels are contiguous and located on a dirt road . . Deed indicates right of way to Highland lake water frontage within walking distance. See documents attached for Deed , Site plan, Peculation tests , Survey and Septic testing available . Possible city sewer access at buyers expense . Seller will consider financing with a minimum of 15% DOWN PAYMENT FOR A 2 YEAR BALLOON MORTGAGE @7.5% WITH A 30 YEAR AMORTIZATION SCHEDULE .

Key Facts

City/Town
Winchester
Neighborhood
N/A
Property Type
Land
Days on Market
940 days
Beds
0
Baths
0 baths
Lot Size
0.41 acres
Property Taxes
$794 / 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

$59,900

vs $250,000 median

76.0% below median

Price / Sq Ft

--

Median unavailable

Limited comparable data

Days on Market

940 days

vs 89 days median

851 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

105,107 Mountain Road, Winchester, Connecticut

Property + 7 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$391

per month

  • Principal & Interest$305
  • Property Taxes$66
  • Insurance$20
  • 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
New Construction
No/Resale

Schools

Elementary
Per Board of Ed
High
Gilbert

Exterior & Lot

Lot Size
0.41 acres
Zoning
HL
Waterfront Details
Walk to Water
Water Source
Well Required
Sewer
None
Lot Description
SecludedTreedWater View

Listing & Financials

Property Taxes
$794 / Annually
Days on Market
940
MLS #
170616672
MLS Status
Active

Similar Properties

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Listed By

David D'Amore

(860) 485-3508

Northwest CT Realty

(860) 379-7245

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 12:55 PM UTC.