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Winchester, CT
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Map
96 Properties Available

96 Properties Available

The average price in the selected areas has remained stable. Learn more
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104 Elm Street, Winchester, CT 06098
1/17
New

$1,400

2 Beds2 Baths1,100 SqFt

104 Elm Street, Winchester, CT 06098

Listed by Jeffrey Liskin of Northwest CT Realty

600 East Wakefield Boulevard, Winchester, CT 06098
1/38
New

$649,900

2 Beds1 Bath1,361 SqFt

600 East Wakefield Boulevard, Winchester, CT 06098

Listed by Stacy Anselmo of Coldwell Banker Realty

550 Winchester Avenue #2, New Haven, CT 06511
1/16
New

$1,825

3 Beds1 Bath1,238 SqFt

550 Winchester Avenue #2, New Haven, CT 06511

Listed by Sheyla Moncayo of Coldwell Banker Realty

335a Winchester Avenue #537, New Haven, CT 06511
1/12
New

$1,690

1 Bed1 Bath490 SqFt

335a Winchester Avenue #537, New Haven, CT 06511

Listed by Jarah Tuttle of Jarah Tuttle

59 Cook Street #7, Winchester, CT 06098
1/28
New

$1,950

2 Beds2 Baths1,289 SqFt

59 Cook Street #7, Winchester, CT 06098

Listed by Debra Jablonski of Berkshire Hathaway NE Prop.

122 Standard Avenue, Winchester, CT 06098
1/16
Active

$399,900

4 Beds2 Baths1,944 SqFt

122 Standard Avenue, Winchester, CT 06098

Listed by Amanda Balaski of Northwest CT Realty

169 Winchester Avenue #3, New Haven, CT 06511
1/18
Active

$1,975

2 Beds1 Bath1,100 SqFt

169 Winchester Avenue #3, New Haven, CT 06511

Listed by David Mayhew of Pearce Real Estate

936 Main Street #LOT 12, Winchester, CT 06098
1/8
Active

$1,500

2 Beds2 Baths950 SqFt

936 Main Street #LOT 12, Winchester, CT 06098

Listed by Michael Block of Building Blocks LLC

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

$1,500

2 Beds2 Baths950 SqFt

936 Main Street #LOT 14, Winchester, CT 06098

Listed by Michael Block of Building Blocks LLC

111 Rockwell Street #1, Winchester, CT 06098
1/17
Active

$1,225

2 Beds1 Bath756 SqFt

111 Rockwell Street #1, Winchester, CT 06098

Listed by Mike Gregor of Cohen Agency SiM, LLC

204 East Wakefield Boulevard, Winchester, CT 06098
1/40
Under Contract

$959,900

2 Beds2 Baths1,472 SqFt

204 East Wakefield Boulevard, Winchester, CT 06098

Listed by David Sartirana of Northwest CT Realty

64 Wheeler Street, Winchester, CT 06098
1/14
Under Contract

$299,000

4 Beds2 Baths2,270 SqFt

64 Wheeler Street, Winchester, CT 06098

Listed by David Sartirana of Northwest CT Realty

729 West Wakefield Boulevard, Winchester, CT 06098
Under Contract

$320,000

2 Beds1 Bath1,128 SqFt

729 West Wakefield Boulevard, Winchester, CT 06098

Listed by Annie Simard of LPT Realty

111 Riverton Road #57, Winchester, CT 06098
1/27
Under Contract

$179,990

2 Beds2 Baths1,204 SqFt

111 Riverton Road #57, Winchester, CT 06098

Listed by Joseph Caslin of Sailpoint Property Group

812 West Wakefield Boulevard, Winchester, CT 06098
1/39
Under Contract

$749,900

2 Beds1 Bath760 SqFt

812 West Wakefield Boulevard, Winchester, CT 06098

Listed by Ryan Horvay of Smith & DeGroat Real Estate

46 Cherry Street, Winchester, CT 06098
1/23
Active

$199,900

4 Beds2 Baths1,376 SqFt

46 Cherry Street, Winchester, CT 06098

Listed by Debra Jablonski of Berkshire Hathaway NE Prop.

119 West Wakefield Boulevard, Winchester, CT 06098
1/36
Active

$849,900

4 Beds2 Baths1,781 SqFt

119 West Wakefield Boulevard, Winchester, CT 06098

Listed by Mela Veltri Case of KW Legacy Partners

119 West Wakefield Boulevard, Winchester, CT 06098
1/35
Active

$849,900

4 Beds2 Baths1,781 SqFt

119 West Wakefield Boulevard, Winchester, CT 06098

Listed by Mela Veltri Case of KW Legacy Partners

195 Reaching Hill Road, Winchester, CT 06098
1/36
Under Contract

$353,500

3 Beds2 Baths1,324 SqFt

195 Reaching Hill Road, Winchester, CT 06098

Listed by Nicolle Estrella of eXp Realty

653 Winchester Avenue, New Haven, CT 06511
1/35
Price Dropped by $10K

$489,900

4 Beds4 Baths1,855 SqFt

653 Winchester Avenue, New Haven, CT 06511

Listed by Jacob Miller of Huntsman,Meade & Partners Comp

149 Winchester Avenue, New Haven, CT 06511
1/22
Under Contract

$3,500

2 Beds2 Baths1,703 SqFt

149 Winchester Avenue, New Haven, CT 06511

Listed by Joshua James of Farnam Realty Group

752 Lake Drive, Winchester, CT 06098
1/38
Under Contract

$1,600,000

4 Beds3 Baths2,129 SqFt

752 Lake Drive, Winchester, CT 06098

Listed by Pam Famiglietti of William Raveis Real Estate

720 Main Street, Winchester, CT 06098
1/24
Open Sun 11AM-12PM

$395,000

3 Beds2 Baths1,909 SqFt

720 Main Street, Winchester, CT 06098

Listed by Arlene Gonzalez of The Gonzalez Property Group

112 Rockwell Street #2, Winchester, CT 06098
Under Contract

$1,550

4 Beds2 Baths900 SqFt

112 Rockwell Street #2, Winchester, CT 06098

Listed by Amanda Balaski of Northwest CT Realty

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The Denise Walsh Team

Christine McKinney

+1(203) 260-9912 christine.mckinney@raveis.com
54 Miller Street Fairfield, CT 06824

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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.

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The Denise Walsh Team

Christine McKinney

+1(203) 260-9912 christine.mckinney@raveis.com
54 Miller Street Fairfield, CT 06824

Get My App

      Home
      Listings
      1. All Listings
      2. Featured Listings
      Selling
      1. Sell My Home
      2. Home Valuation
      About
      1. About Us
      Neighborhoods
      1. Westport
      2. Fairfield
      Zillow Reviews
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