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ZIP Code: 06098
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72 Properties Available

72 Properties Available

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804 West Wakefield Boulevard, Winchester, CT 06098
1/37
Open Sat 1PM-3PM

$799,900

2 Beds1 Bath1,044 SqFt

804 West Wakefield Boulevard, Winchester, CT 06098

Listed by Pamela Dostilio of Coldwell Banker Realty

139 North Main Street #LL, Winchester, CT 06098
1/4
New

$1,095

1 Bed1 Bath500 SqFt

139 North Main Street #LL, Winchester, CT 06098

Listed by Amanda Balaski of Northwest CT Realty

14 Bank Street, Winchester, CT 06098
1/23
New

$339,900

2 Beds1 Bath1,034 SqFt

14 Bank Street, Winchester, CT 06098

Listed by David White of OwnerEntry.com

205 Wallens Street, Winchester, CT 06098
1/40
New

$600,000

4 Beds3 Baths3,486 SqFt

205 Wallens Street, Winchester, CT 06098

Listed by Kelly Sullivan of Sullivan Real Estate Inc

50 High Street, Winchester, CT 06098
1/38
New

$324,900

4 Beds2 Baths3,044 SqFt

50 High Street, Winchester, CT 06098

Listed by David Sartirana of Northwest CT Realty

99-101 Elm Street, Winchester, CT 06098
1/4
New

$1,495

2 Beds1 Bath856 SqFt

99-101 Elm Street, Winchester, CT 06098

Listed by Amanda Balaski of Northwest CT Realty

104 Elm Street, Winchester, CT 06098
1/17
Active

$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
Active

$649,900

2 Beds1 Bath1,361 SqFt

600 East Wakefield Boulevard, Winchester, CT 06098

Listed by Stacy Anselmo of Coldwell Banker Realty

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

$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

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
Under Contract

$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

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

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

720 Main Street, Winchester, CT 06098
1/24
Active

$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

70 Walnut Street, Winchester, CT 06098
1/28
Under Contract

$349,900

4 Beds2 Baths2,722 SqFt

70 Walnut Street, Winchester, CT 06098

Listed by David Sartirana of Northwest CT Realty

120 East Lake Street, Winchester, CT 06098
1/30
Under Contract

$325,000

4 Beds2 Baths2,103 SqFt

120 East Lake Street, Winchester, CT 06098

Listed by David Sartirana of Northwest CT Realty

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Real Broker CT, LLC

Lindsay Gaudioso, Connecticut Realtor

+1(203) 942-6617 lindsay@listingwithlindsay.com

RES. RES.0809074

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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

Real Logo Outline Black
Real Broker CT, LLC

Lindsay Gaudioso, Connecticut Realtor

+1(203) 942-6617 lindsay@listingwithlindsay.com

RES. RES.0809074

Get My App

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Blogs
      About
      1. About Me
      2. Contact Me
      3. Reviews
      Market Snapshot
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