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205 Perch Rock Trail

Winchester, Connecticut 06098

ACTIVE - NEW$300,000
Beds
4
Baths
2 | 1
SqFt
2,407
Acres
0.17
Year Built
1970
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1-Car Garage2 Fireplaces

About This Home

Valued by Redfin at $497,000 and Realtor at $516,000 - this house is a gem! Welcome to 205 Perch Rock Trail, a spacious 4-bedroom, 2.5-bath home in the highly desirable Highland Lake area of Winsted. Offering an incredible combination of space, location, and value, this property is a rare opportunity for a buyer looking to create something special. The home needs renovations and is being sold As Is, but the potential is substantial.The home offers approximately 2,369 square feet of living space, including a finished lower level with a kitchenette and full bath - ideal for an in-law setup, guest suite, home office, recreation space, or extended-family living. Enjoy lake views, nearby water access, a private backyard, two fireplaces, a balcony, generous storage, and an under-house garage. Public water and public sewer. With 4 bedrooms, multiple living areas, and flexible lower-level space, the possibilities here are exceptional. Whether you are looking for a year-round residence, weekend lake retreat, renovation opportunity, or investment property, 205 Perch Rock Trail offers tremendous upside. Bring your vision and make this Highland Lake gem your own!

Key Facts

City/Town
Winchester
Neighborhood
Winsted
Property / Style
Single Family · Cape Cod
Year Built
1970
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
2,407 sq ft
Lot Size
0.17 acres
Garage / Parking
1 garage
Property Taxes
$8,100 / Annually

Market Snapshot

The Winchester Market

Single Family · trailing 12 months

Median Days on Market

33

23 active listings

Median $ / Sq Ft

$256

23 active listings

Sale-to-List Ratio

100.0%

91 sales

How this home compares

List Price

$300,000

vs $425,000 median

29.4% below median

Price / Sq Ft

$125

vs $256 median

51.2% below median

Days on Market

0 days

vs 33 days median

33 days fresher than median

Based on 23 active and 91 closed sales (trailing 12 mo) of single family in Winchester. Source: SmartMLS · As of September 29, 2026.

Location

205 Perch Rock Trail, Winchester, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,377

per month

  • Principal & Interest$1,602
  • Property Taxes$675
  • Insurance$100
  • 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
Single Family
Style
Cape Cod
Year Built
1970
New Construction
No/Resale
Living Area
2,407 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Baseboard
Heat Fuel
Electric
Cooling
Window Unit
Fireplaces
2
Appliances
None
Basement
Full

Exterior & Lot

Lot Size
0.17 acres
Zoning
HL
Garage / Parking
1 garage spaceAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Level Lot

Listing & Financials

Property Taxes
$8,100 / Annually
Days on Market
0
MLS #
24210637
MLS Status
Active

Similar Properties

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

Listed By

Elizabeth Vernes

(347) 852-4116

Find Real Estate LLC

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/29/2026. 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 9/29/2026 at 5:55 PM UTC.