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535,538 West Wakefield Boulevard

Winchester, Connecticut 06098

ACTIVE$795,000
Beds
0
Baths
0
SqFt
Acres
0.23
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Waterfront

About This Home

This waterfront property is ideal for contractors or individuals who want to build a year-round home on Highland Lake's West side. The property is being sold as a package (3 lots have been approved for construction, parking, and a well ). The lots consist of .10 acres across the street from the water and .023 acres on the water.

Key Facts

City/Town
Winchester
Neighborhood
Winsted
Property Type
Land
Days on Market
70 days
Beds
0
Baths
0 baths
Lot Size
0.23 acres
Property Taxes
$572 / 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

$795,000

vs $250,000 median

3.2× the median

Price / Sq Ft

--

Median unavailable

Limited comparable data

Days on Market

70 days

vs 88 days median

18 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

535,538 West Wakefield Boulevard, Winchester, Connecticut

Property + 10 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,366

per month

  • Principal & Interest$4,053
  • Property Taxes$48
  • Insurance$265
  • 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
Per Board of Ed
High
Per Board of Ed

Exterior & Lot

Lot Size
0.23 acres
Zoning
RR
Waterfront
Direct waterfront
Waterfront Details
Lake
Water Source
Well Required
Sewer
Public Sewer In Street
Flood Zone
No
Lot Description
Level Lot

Listing & Financials

Property Taxes
$572 / Annually
Days on Market
70
MLS #
24037015
MLS Status
Active

Similar Properties

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

Listed By

Christian Marino

(860) 482-6864

Cohen Agency

(860) 618-5800

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 8:02 AM UTC.