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Winchester, CT
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Map
109 Properties Available

109 Properties Available

The average price in the selected areas has remained stable. Learn more
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  • Newest Listings
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  • Year Built (Newest)
  • Square Feet (Biggest)
31 Winchester Street, Waterbury, CT 06704
1/24
New

$209,000

3 Beds2 Baths1,414 SqFt

31 Winchester Street, Waterbury, CT 06704

Listed by Linda Lopez of Coldwell Banker Realty

622 Winchester Avenue, New Haven, CT 06511
1/4
New

$2,000

2 Beds1 Bath3,498 SqFt

622 Winchester Avenue, New Haven, CT 06511

Listed by Marcia Harvey of Eagles Agency Services, LLC

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

86 Winchester Road, New Hartford, CT 06057
1/32
New

$669,000

3 Beds3 Baths1,917 SqFt

86 Winchester Road, New Hartford, CT 06057

Listed by Jennifer Roller of Berkshire Hathaway NE Prop.

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

841 Winchester Road, Norfolk, CT 06058
1/40
Active

$7,250,000

5 Beds5 Baths5,036 SqFt

841 Winchester Road, Norfolk, CT 06058

Listed by Lenore Mallett of William Pitt Sotheby's Int'l

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

687-689 Winchester Avenue, New Haven, CT 06511
1/26
Under Contract

$575,000

8 Beds4 Baths2,432 SqFt

687-689 Winchester Avenue, New Haven, CT 06511

Listed by Vince Calcasola of Robert C White & Company LLC

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

589 WINCHESTER Avenue #2, New Haven, CT 06511
1/14
Active

$2,400

4 Beds1 Bath3,936 SqFt

589 WINCHESTER Avenue #2, New Haven, CT 06511

Listed by Donald Ormsby of LIONHEART REALTY & MGMT 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

130 Winchester Avenue #21, New Haven, CT 06511
1/27
Price Dropped by $11K

$299,000

2 Beds2 Baths1,388 SqFt

130 Winchester Avenue #21, New Haven, CT 06511

Listed by Dena Liberman of Weichert, Realtors-On The Mark

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Denise Walsh & Partners

Jessica Walsh

+1(617) 501-5320 jessica.walsh@raveis.com

License ID: 0788158

54 Miller Street, Fairfield, CT, 06824

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      Home
      Listings
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      1. Sell My Home
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      1. About Us
      Neighborhoods
      1. Westport
      2. Fairfield
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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Denise Walsh & Partners

Jessica Walsh

+1(617) 501-5320 jessica.walsh@raveis.com

License ID: 0788158

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
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