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Winchester, CT - single-family homes for sale
32 of 32 results displayed
- New
$85,000Active3 beds 1 baths1,435 sq. ft.34 Hannifin Road, Winchester, CT 06098
MLS# 24171237Listed by: Coldwell Banker Realty - Coming Soon
$749,999Coming Soon2 beds 2 baths660 East Wakefield Boulevard, Winchester, CT 06098
MLS# 24174215Listed by: Smith & DeGroat Real Estate - New
$765,000Active3 beds 3 baths4,387 sq. ft.184 Smith Hill Road, Winchester, CT 06098
MLS# 24173895Listed by: Berkshire Hathaway NE Prop. - Coming Soon
$289,000Coming Soon3 beds 1 baths104 Maloney Court, Winchester, CT 06098
MLS# 24172219Listed by: Turning Point Realty, LLC
$795,000Pending4 beds 2 baths1,373 sq. ft.258 Perch Rock Trail, Winchester, CT 06098
MLS# 24171657Listed by: Berkshire Hathaway NE Prop.- Open Sat, 1 to 3pm
$895,000Active4 beds 2 baths3,088 sq. ft.469 Platt Hill Road, Winchester, CT 06098
MLS# 24172121Listed by: Cohen Agency
$1,249,900Pending5 beds 4 baths3,584 sq. ft.748 Lake Drive, Winchester, CT 06098
MLS# 24171778Listed by: Smith & DeGroat Real Estate
$990,000Pending3 beds 3 baths2,097 sq. ft.674 East Wakefield Boulevard, Winchester, CT 06098
MLS# 24170488Listed by: Smith & DeGroat Real Estate- Open Sun, 12 to 2pm
$1,595,000Active5 beds 2 baths3,693 sq. ft.424 East Wakefield Boulevard, Winchester, CT 06098
MLS# 24171266Listed by: William Pitt Sotheby's Int'l
$274,900Pending2 beds 1 baths993 sq. ft.149 East Mountain Avenue, Winchester, CT 06098
MLS# 24170791Listed by: Berkshire Hathaway NE Prop.
$285,000Pending2 beds 1 baths720 sq. ft.350 Walnut Street, Winchester, CT 06098
MLS# 24170101Listed by: Hudson Home Services LLC
$239,000Pending7 beds 3 baths2,400 sq. ft.Address Withheld By Seller, Winchester, CT 06098
MLS# 24169258Listed by: Town & Country Real Estate
$349,900Pending3 beds 2 baths1,898 sq. ft.102 Wallens Street, Winchester, CT 06098
MLS# 24168531Listed by: Northwest CT Realty
$329,900Pending3 beds 2 baths1,582 sq. ft.9 Colony Drive, Winchester, CT 06098
MLS# 24168127Listed by: Northwest CT Realty
$1,200,000Pending3 beds 3 baths1,556 sq. ft.722 Lake Drive, Winchester, CT 06098
MLS# 24168140Listed by: The Washington Agency
$275,000Pending4 beds 2 baths1,416 sq. ft.57 Bridge Street, Winchester, CT 06098
MLS# 24167580Listed by: Northwest CT Realty
$1,495,000Pending3 beds 4 baths2,699 sq. ft.129 East Lake Street, Winchester, CT 06098
MLS# 24166368Listed by: William Pitt Sotheby's Int'l
$419,000Pending4 beds 3 baths2,240 sq. ft.118 South Road, Winchester, CT 06098
MLS# 24167287Listed by: Berkshire Hathaway NE Prop.
$625,000Pending3 beds 3 baths2,144 sq. ft.162 Spencer Hill Road, Winchester, CT 06098
MLS# 24167312Listed by: Sullivan Real Estate Inc
$425,000Pending3 beds 2 baths1,781 sq. ft.123 Old North Road, Winchester, CT 06098
MLS# 24164624Listed by: Century 21 AllPoints Realty
$349,900Pending3 beds 2 baths1,600 sq. ft.1 Hamill Drive, Winchester, CT 06098
MLS# 24164318Listed by: Realty ONE Group Connect
$335,000Pending3 beds 1 baths1,282 sq. ft.90 Colony Drive, Winchester, CT 06098
MLS# 24164163Listed by: Coldwell Banker Premier Real Estate
$749,000Active4 beds 4 baths2,265 sq. ft.121 West Wakefield Boulevard, Winchester, CT 06098
MLS# 24159801Listed by: Coldwell Banker Realty
$360,000Pending3 beds 2 baths1,312 sq. ft.262 Holabird Avenue, Winchester, CT 06098
MLS# 24162992Listed by: D. Beckley Realty
$339,900Pending2 beds 1 baths975 sq. ft.621 Wynne Road, Winchester, CT 06098
MLS# 24161635Listed by: Northwest CT Realty
$1,850,000Active9 beds 6 baths7,000 sq. ft.431 West Wakefield Boulevard, Winchester, CT 06098
MLS# 24159989Listed by: Berkshire Hathaway NE Prop.
$779,900Pending5 beds 2 baths1,258 sq. ft.156 Shore Drive, Winchester, CT 06098
MLS# 24160676Listed by: Showcase Realty, Inc.
$499,000Pending4 beds 3 baths3,556 sq. ft.5 Stadler Heights, Winchester, CT 06098
MLS# 24159478Listed by: Northwest CT Realty
$240,000Pending4 beds 2 baths1,874 sq. ft.107 Birdsall Street, Winchester, CT 06098
MLS# 24150688Listed by: Dave Jones Realty, LLC
$269,999Pending3 beds 2 baths1,652 sq. ft.118 Meadow Street, Winchester, CT 06098
MLS# 24140514Listed by: The Washington Agency
$189,900Pending3 beds 1 baths1,248 sq. ft.14 Curtice Street, Winchester, CT 06098
MLS# 24120651Listed by: Lock and Key Realty, Inc
$449,000Active5 beds 4 baths5,016 sq. ft.55 Walnut Street, Winchester, CT 06098
MLS# 24071827Listed by: Northwest CT Realty
Local realty services provided by:Better Homes and Gardens Real Estate Executive Real Estate
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.
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