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258 Perch Rock Trail, 
Winchester, CT 06098

$795,000


4

Beds


2

Baths


1,373

Sq Ft


Single Family


Virtual Tour

Pending

Listed by

Nancy Reardon, (860) 836-7506

Berkshire Hathaway Ne Prop., (860) 653-4507

(860) 653-4507

Last updated:

May 23, 2026, 07:28 AM

MLS#

24171657

Source:

CT

About This Home

258 Perch Rock Trail

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!

Home Facts

Single Family

2 Baths

4 Bedrooms

Built in 1922

Price Summary

795,000

$579 per Sq. Ft.

MLS #:

24171657

Last Updated:

May 23, 2026, 07:28 AM

Added:

17 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

1,373 Sq. Ft.


Structure

Structure

Architectural Style:

Cape Cod

Building Area:

1,373 Sq. Ft.

Year Built:

1922


Lot

Lot Size (Sq. Ft):

6,534


Finances & Disclosures

Finances

Price:

$795,000

Price per Sq. Ft:

$579 per Sq. Ft.

Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.