Winchester Real Estate

837 East Wakefield Boulevard

$629,900

Save View Details Similar Properties

Most Expensive

752 Lake Drive

$1,550,000

Save View Details Similar Properties

Least Expensive

Winchester Listings Summary

Winchester - Town vs. County Stats

Avg Price in Winchester: $477,900 / County Avg $855,200

56%

Avg Taxes in Winchester: $6,400 / County Avg $7,800

83%

Avg Sq. Ft. in Winchester: 1,993 / County Avg 2,360

84%

Avg Price per/sqft in Winchester:$240 / County Avg $362

66%

Avg Year Built in Winchester: 1935 / County Avg 1950

99%

Avg Days on Website in Winchester: 66 / County Avg 82

80%

Winchester Real Estate Market Health

New Listings

Reductions

Foreclosures

Short Sales

Neighborhoods in Winchester CT
Wallen's Hill
Winsted

eXp Realty in Eastern New York

Broker of Record Located at: 1266 East Main Street, Suite 700R
Stamford, CT 06902

860-946-4426

eXp Realty in Connecticut

Broker of Record Located at: 1266 East Main Street, Suite 700R
Stamford, CT 06902

Additional:

22 Century Hill Dr #101
Latham, NY 12110

Should you require assistance in navigating our website or searching for real estate, please contact our offices at 888-276-0630.

Standardized Operating Procedure for Purchasers of Real Estate Pursuant to Real Property Law 442-H

MLS® Disclaimer

©2019 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. Data last updated September 21, 2026 1:31 PM UTC Show More...

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Show More...

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By proceeding, I am electronically signing and consenting to receive marketing communications (about real estate brokerage services and one or more properties that I may buy, sell, or rent), that may be delivered to me via email, telephone and/or text messaging (using "automated technology" such as an automatic telephone dialing system, and/or an artificial or prerecorded voice), from eXp Realty® and its independent contractor real estate professionals using the contact information I provided. Your consent is not a condition of purchase and you may revoke it at any time by replying to any of our texts to opt-out, unsubscribing via email, or contacting us directly at the email or telephone number listed on this website.

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* I consent to receive communications in accordance with the terms below. By proceeding, I am electronically signing and consenting to receive marketing communications (about real estate brokerage services and one or more properties that I may buy, sell, or rent), that may be delivered to me via email, telephone and/or text messaging (using "automated technology" such as an automatic telephone dialing system, and/or an artificial or prerecorded voice), from eXp Realty® and its independent contractor real estate professionals using the contact information I provided. Your consent is not a condition of purchase and you may revoke it at any time by replying to any of our texts to opt-out, unsubscribing via email, or contacting us directly at the email or telephone number listed on this website.

By proceeding, I am electronically signing and consenting to receive marketing communications (about real estate brokerage services and one or more properties that I may buy, sell, or rent), that may be delivered to me via email, telephone and/or text messaging (using "automated technology" such as an automatic telephone dialing system, and/or an artificial or prerecorded voice), from eXp Realty® and its independent contractor real estate professionals using the contact information I provided. Your consent is not a condition of purchase and you may revoke it at any time by replying to any of our texts to opt-out, unsubscribing via email, or contacting us directly at the email or telephone number listed on this website.

Winchester Real Estate

837 East Wakefield Boulevard

$629,900

752 Lake Drive

$1,550,000

416 Horne Avenue

$199000

Winchester Listings Summary

Winchester - Town vs. County Stats

Winchester Real Estate Market Health

eXp Realty in Eastern New York

eXp Realty in Connecticut

Standardized Operating Procedure for Purchasers of Real Estate Pursuant to Real Property Law 442-H

MLS® Disclaimer

Winchester Real Estate

837 East Wakefield Boulevard

$629,900

752 Lake Drive

$1,550,000

416 Horne Avenue

$199000

Winchester Listings Summary

Winchester - Town vs. County Stats

Winchester Real Estate Market Health

eXp Realty in Eastern New York

eXp Realty in Connecticut

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MLS® Disclaimer

Standardized Operating Procedure for Purchasers of Real Estate Pursuant to Real Property Law 442-H