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Winchester, CT
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87 Properties Available

87 Properties Available

The average price in the selected areas has remained stable. Learn more
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405 North Main Street, Winchester, CT 06098
1/40
Under Contract

$349,900

3 Beds2 Baths1,466 SqFt

405 North Main Street, Winchester, CT 06098

Listed by Nancy Reardon of Berkshire Hathaway NE Prop.

88 Spencer Street #2, Winchester, CT 06098
New

$1,495

2 Beds1 Bath800 SqFt

88 Spencer Street #2, Winchester, CT 06098

Listed by Amanda Balaski of Northwest CT Realty

212 Spencer Hill Road, Winchester, CT 06098
1/39
Under Contract

$369,000

2 Beds2 Baths1,440 SqFt

212 Spencer Hill Road, Winchester, CT 06098

Listed by David Sartirana of Northwest CT Realty

257 Wallens Hill Road, Winchester, CT 06098
1/38
Under Contract

$539,900

3 Beds3 Baths2,011 SqFt

257 Wallens Hill Road, Winchester, CT 06098

Listed by Kelly Sullivan of Sullivan Real Estate Inc

107 Roberts Avenue, Winchester, CT 06098
1/19
Under Contract

$349,000

3 Beds2 Baths1,888 SqFt

107 Roberts Avenue, Winchester, CT 06098

Listed by Mary Anne Casey of D. Beckley Realty

188 Glendale Avenue, Winchester, CT 06098
1/29
Under Contract

$325,000

3 Beds2 Baths1,118 SqFt

188 Glendale Avenue, Winchester, CT 06098

Listed by Mary Anne Casey of D. Beckley Realty

878 West Wakefield Boulevard, Winchester, CT 06098
1/26
Under Contract

$998,000

4 Beds3 Baths3,330 SqFt

878 West Wakefield Boulevard, Winchester, CT 06098

Listed by Annie Simard of LPT Realty

71-73 Wheeler Street, Winchester, CT 06098
1/17
Active

$450,000

8 Beds4 Baths2,000 SqFt

71-73 Wheeler Street, Winchester, CT 06098

Listed by Ida Carter of The DIY Listing

441 Platt Hill Road, Winchester, CT 06098
1/25
Price Dropped by $25K

$474,900

5 Beds3 Baths3,404 SqFt

441 Platt Hill Road, Winchester, CT 06098

Listed by Meagan Albert of Tier 1 Real Estate

205 Old New Hartford Road, Winchester, CT 06098
1/7
Active

$499,900

6 Beds5 Baths2,864 SqFt

205 Old New Hartford Road, Winchester, CT 06098

Listed by TK Krumm of Berkshire Hathaway NE Prop.

68 Wetmore Avenue, Winchester, CT 06098
1/28
Under Contract

$349,999

6 Beds3 Baths2,555 SqFt

68 Wetmore Avenue, Winchester, CT 06098

Listed by Alex King of Lock and Key Realty, Inc

30 Upland Road, Winchester, CT 06098
1/26
Active

$220,000

4 Beds2 Baths1,844 SqFt

30 Upland Road, Winchester, CT 06098

Listed by Jeffrey Liskin of Northwest CT Realty

936 Main Street #14, Winchester, CT 06098
1/9
Active

$1,500

2 Beds2 Baths1,000 SqFt

936 Main Street #14, Winchester, CT 06098

Listed by Michael Block of Building Blocks LLC

736 West Wakefield Boulevard, Winchester, CT 06098
1/24
Active

$544,000

1 Bed2 Baths1,308 SqFt

736 West Wakefield Boulevard, Winchester, CT 06098

Listed by Ed Richman of Lakefront Living Realty, LLC

9 Loomis Street, Winchester, CT 06098
1/19
Active

$469,900

3 Beds2 Baths1,768 SqFt

9 Loomis Street, Winchester, CT 06098

Listed by Marshall Cohen of Cohen Agency

63 Meadow Street, Winchester, CT 06098
1/38
Under Contract

$345,000

5 Beds3 Baths2,602 SqFt

63 Meadow Street, Winchester, CT 06098

Listed by Lauren Hill of Mark Tavares Realty, LLC

147 E. Wakefield Boulevard, Winchester, CT 06098
1/29
Active

$299,900

2 Beds1 Bath702 SqFt

147 E. Wakefield Boulevard, Winchester, CT 06098

Listed by Kristin Leblanc of Mary LeBlanc Realty

69 Prospect Street, Winchester, CT 06098
1/32
Under Contract

$274,900

7 Beds3 Baths2,204 SqFt

69 Prospect Street, Winchester, CT 06098

Listed by Adam Cannon of Coldwell Banker Realty

624 Wynne Road, Winchester, CT 06098
1/23
Price Dropped by $25K

$174,900

2 Beds1 Bath672 SqFt

624 Wynne Road, Winchester, CT 06098

Listed by AJ Davis of Better Homes and Gardens Real Estate Executive Real Estate

34 Hannifin Road, Winchester, CT 06098
1/16
Under Contract

$85,000

3 Beds1 Bath1,435 SqFt

34 Hannifin Road, Winchester, CT 06098

Listed by Michael Barnes of Coldwell Banker Realty

111 Torringford Street #33, Winchester, CT 06098
1/24
Under Contract

$189,900

2 Beds2 Baths1,102 SqFt

111 Torringford Street #33, Winchester, CT 06098

Listed by Ryan Horvay of Smith & DeGroat Real Estate

184 Smith Hill Road, Winchester, CT 06098
1/37
Under Contract

$765,000

3 Beds3 Baths4,387 SqFt

184 Smith Hill Road, Winchester, CT 06098

Listed by Mary New of Berkshire Hathaway NE Prop.

660 East Wakefield Boulevard, Winchester, CT 06098
1/28
Under Contract

$749,999

2 Beds2 Baths1,320 SqFt

660 East Wakefield Boulevard, Winchester, CT 06098

Listed by Matthew Smith of Smith & DeGroat Real Estate

104 Maloney Court, Winchester, CT 06098
1/26
Price Dropped by $5K

$279,000

3 Beds1 Bath1,008 SqFt

104 Maloney Court, Winchester, CT 06098

Listed by Lisa Garten Johnson of Turning Point Realty, LLC

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Scalzo Real Estate

Scalzo Real Estate

+1(203) 241-3444 info@scalzo.com
4 Stony Hill Road, Bethel, CT, 06801, United States

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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Copy of Copy of LOGO OFFICIAL BLACK
Scalzo Real Estate

Scalzo Real Estate

+1(203) 241-3444 info@scalzo.com
4 Stony Hill Road, Bethel, CT, 06801, United States

Get My App

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Blogs
      Market Snapshot
      Calculator
      Contact Us
      Our Agents
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility