$795,000

258 Perch Rock Trail, Winchester, CT 06098

  • 4 beds |
  • 2 baths |
  • 1,373 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1922
  • Property Lot Size Icon6,534sqft lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $579/sqft
  • Property List Date Icon Listed 6 days ago

Property Description

Turn-key direct waterfront gem on Highland Lake! Perfectly positioned on the desirable east side of the lake, this beautifully maintained Cape offers abundant sunshine, gorgeous sunsets, & stunning water views. The updated kitchen features a breakfast bar, generous cabinet space, & opens to the dining room & inviting great room with hardwood floors & a gas fireplace. Enjoy lake views from the enclosed sunroom with sliders to the spacious deck, overlooking the level yard & private dock. The first floor offers a possible bedroom or office, full bath, and laundry. Upstairs are four additional bedrooms, including a beautiful lake facing primary bedroom with a large bay window, & breathtaking views. A full bath is conveniently located in the hall serving the upper level. Additional highlights include central air, whole-house generator, town water and sewer, newer roof, a full basement for storage & a putting green! Live like you are on vacation every day-swimming, boating, relaxing, and making memories with family and friends. This fabulous location offers quick access to Routes 8 & 44, with nearby attractions including Ski Sundown, Warner Theatre, wineries, breweries, hiking, and biking trails. Approx. 40 minutes to Hartford and Bradley International Airport, with convenient access toward New Haven and New York. Don't miss this rare opportunity to own your own slice of paradise on Highland Lake!

Listing Status:
Pending
Date Added:
May 7, 2026
Data Last Updated:
May 13, 2026 at 12:52AM
Listing Office:
Berkshire Hathaway NE Prop. : (860) 653-4507
Listing Agent:
Nancy Reardon : (860) 836-7506
MLS ID:
24171657
  • General: Cable - AvailableOpen Floor Plan
  • Appliances: Oven/RangeRange HoodRefrigeratorDishwasherDisposalWasherDryer
  • Laundry: Main Level
  • Basement: PartialPartial With Walk-Out
  • A/C: Central Air
  • Heating: Hot AirOil
  • Fireplace: Fireplaces: 1
  • General: Porch-EnclosedPorchDeckGuttersStone Wall
  • Style: Cape Cod
  • Roofing: Asphalt Shingle
  • County: Litchfield
  • Zoning: HLD928340
  • Water: Public Water Connected
  • Sewer: Public Sewer Connected

This listing courtesy of Nancy Reardon , Berkshire Hathaway NE Prop.

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

Ready to Start a VA Loan?

Get Started Veterans United Home LoansNMLS #1907  †
Get Prequalified »
Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.

Location