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Winchester, CT
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82 Properties Available

82 Properties Available

The average price in the selected areas has remained stable. Learn more
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144 Rowley Street, Winchester, CT 06098
1/8
Active

$1,900,000

1 Bath12,000 SqFt

144 Rowley Street, Winchester, CT 06098

Listed by Ryan Horvay of Smith & DeGroat Real Estate

431 West Wakefield Boulevard, Winchester, CT 06098
1/37
Active

$1,850,000

9 Beds6 Baths7,000 SqFt

431 West Wakefield Boulevard, Winchester, CT 06098

Listed by Lisa Ogren of Berkshire Hathaway NE Prop.

752 Lake Drive, Winchester, CT 06098
1/38
Active

$1,600,000

4 Beds3 Baths2,129 SqFt

752 Lake Drive, Winchester, CT 06098

Listed by Pam Famiglietti of William Raveis Real Estate

380 Main Street, Winchester, CT 06098
1/16
Active

$999,000

5 Baths6,200 SqFt

380 Main Street, Winchester, CT 06098

Listed by Anthony Gioia of The Washington Agency

469 Platt Hill Road, Winchester, CT 06098
1/40
Open Sun 1PM-3PM

$895,000

4 Beds2 Baths3,088 SqFt

469 Platt Hill Road, Winchester, CT 06098

Listed by Marshall Cohen of Cohen Agency

000000 Norfolk Road, Winchester, CT 06098
1/21
Active

$879,990

131.5 Acres

000000 Norfolk Road, Winchester, CT 06098

Listed by John Harney of William Pitt Sotheby's Int'l

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

257-259 Torringford Street, Winchester, CT 06098
1/15
Price Dropped by $60K

$799,000

65.29 Acres

257-259 Torringford Street, Winchester, CT 06098

Listed by Lisa Toczko of Home Valley Realty, LLC

535, 538 West Wakefield Boulevard, Winchester, CT 06098
1/2
Active

$795,000

0.23 Acres

535, 538 West Wakefield Boulevard, Winchester, CT 06098

Listed by Christian Marino of Cohen Agency

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

812 West Wakefield Boulevard, Winchester, CT 06098
1/39
New

$749,900

2 Beds1 Bath760 SqFt

812 West Wakefield Boulevard, Winchester, CT 06098

Listed by Ryan Horvay of Smith & DeGroat Real Estate

426 Platt Hill Road, Winchester, CT 06098
1/39
Under Contract

$679,900

3 Beds3 Baths2,806 SqFt

426 Platt Hill Road, Winchester, CT 06098

Listed by Mary Leblanc of Mary LeBlanc Realty

121 West Wakefield Boulevard, Winchester, CT 06098
1/38
Under Contract

$679,000

4 Beds4 Baths2,265 SqFt

121 West Wakefield Boulevard, Winchester, CT 06098

Listed by Elizabeth Stockwell of Coldwell Banker Realty

115 Old Robertsville Road, Winchester, CT 06098
1/13
Under Contract

$649,900

41.23 Acres

115 Old Robertsville Road, Winchester, CT 06098

Listed by Jared Tedesco of Litchfield County Real Estate

45 Willow Street, Winchester, CT 06098
1/3
Active

$595,000

9,438 SqFt

45 Willow Street, Winchester, CT 06098

Listed by Christian Marino of Cohen Agency

237 Wallens Hill Road, Winchester, CT 06098
1/40
Price Dropped by $19K

$579,900

4 Beds3 Baths2,628 SqFt

237 Wallens Hill Road, Winchester, CT 06098

Listed by David Sartirana of Northwest CT Realty

150 Oak Street, Winchester, CT 06098
1/19
Price Dropped by $30K

$549,000

11 Beds6 Baths5,233 SqFt

150 Oak Street, Winchester, CT 06098

Listed by Pamela Silvestri of Turning Point Realty, LLC

45 Elm Street, Winchester, CT 06098
1/12
Active

$540,000

8 Baths7,405 SqFt

45 Elm Street, Winchester, CT 06098

Listed by Ashley Chaia of Oxford Realty

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.

293 Torringford Street, Winchester, CT 06098
1/40
Under Contract

$495,000

4 Beds3 Baths3,834 SqFt

293 Torringford Street, Winchester, CT 06098

Listed by Shawna Mucherino of Coldwell Banker Realty

441 Platt Hill Road, Winchester, CT 06098
1/25
Under Contract

$474,900

5 Beds3 Baths3,404 SqFt

441 Platt Hill Road, Winchester, CT 06098

Listed by Meagan Albert of Tier 1 Real Estate

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

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

$450,000

8 Beds4 Baths2,000 SqFt

71-73 Wheeler Street, Winchester, CT 06098

Listed by Ida Carter of The DIY Listing

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Coastal CT Homes brokered by REAL

Kim Dawson

+1(203) 481-4605 kim@coastalcthomes.com

License ID: 0818268

56 Briarwood Drive, North Branford, Connecticut

Get My App

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      1. All Listings
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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

defaultlogo vertical gold
Coastal CT Homes brokered by REAL

Kim Dawson

+1(203) 481-4605 kim@coastalcthomes.com

License ID: 0818268

56 Briarwood Drive, North Branford, Connecticut

Get My App

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Market Snapshot
      The Next Chapter
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