535,538 West Wakefield Boulevard
Winchester, Connecticut 06098
- Beds
- 0
- Baths
- 0
- SqFt
- —
- Acres
- 0.23
- Neighborhood
- Winsted
- Property Type
- Land

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
13
8 under contract
Median List Price
$250,000
13 active listings
Median Closed Price
$36,750
8 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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.
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.