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319 White Oak Trail

Winchester, Connecticut 06098

ACTIVE$49,999

Reduced from $70,000

Beds
0
Baths
0
SqFt
Acres
0.12
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

Wooded interior lot located at the end of a dead-end street, offering a private setting. The parcel is slightly sloped and accessed from the end of the road. Clients, do your homework , including but not limited to surveys, zoning, and building approvals. Convenient location with approximately a 15-minute walk to Resha Beach on Highland Lake for recreational enjoyment. Lake rights are granted to this lot

Key Facts

City/Town
Winchester
Neighborhood
Winsted
Property Type
Land
Days on Market
64 days
Beds
0
Baths
0 baths
Lot Size
0.12 acres
Property Taxes
$935 / 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

$49,999

vs $250,000 median

80.0% below median

Price / Sq Ft

--

Median unavailable

Limited comparable data

Days on Market

64 days

vs 89 days median

25 days fresher 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

319 White Oak Trail, Winchester, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$350

per month

  • Principal & Interest$255
  • Property Taxes$78
  • Insurance$17
  • HOA$0

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

Location

City/Town
Winchester
Neighborhood
Winsted
County
Litchfield

Residence

Property Type
Land
Subtype
SingleFamilyResidence

Schools

Elementary
Batcheller
High
Gilbert

Exterior & Lot

Lot Size
0.12 acres
Zoning
HLD
Waterfront Details
Walk to WaterBeach Rights
Water Source
Well Required
Sewer
Septic Required
Lot Description
Interior LotTreedSloping LotRolling

Listing & Financials

Property Taxes
$935 / Annually
Days on Market
64
MLS #
24177619
MLS Status
Active

Similar Properties

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

Listed By

Matt Tearman

(860) 485-4823

Coldwell Banker Realty

(860) 628-2212

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 12:01 PM UTC.