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City: Winchester, CT
Listing Status: Active
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50 Properties Available In Winchester

50 Properties Available In Winchester

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CT >Winchester >
Market Insights
205 Wallens Street, Winchester, CT 06098
1/40
Open Sun 1PM-3PM

$600,000

4 Beds3 Baths3,486 SqFt

205 Wallens Street, Winchester, CT 06098

Listed by Kelly Sullivan of Sullivan Real Estate Inc

804 West Wakefield Boulevard, Winchester, CT 06098
1/37
New

$799,900

2 Beds1 Bath1,044 SqFt

804 West Wakefield Boulevard, Winchester, CT 06098

Listed by Pamela Dostilio of Coldwell Banker Realty

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
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

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
Active

$1,225

2 Beds1 Bath756 SqFt

111 Rockwell Street #1, Winchester, CT 06098

Listed by Mike Gregor of Cohen Agency SiM, LLC

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

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

70 Walnut Street, Winchester, CT 06098
1/28
Price Dropped by $20K

$349,900

4 Beds2 Baths2,722 SqFt

70 Walnut Street, Winchester, CT 06098

Listed by David Sartirana of Northwest CT Realty

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

103 Cordano Road, Winchester, CT 06098
1/35
Price Dropped by $19K

$305,000

3 Beds2 Baths1,442 SqFt

103 Cordano Road, Winchester, CT 06098

Listed by David Sartirana of Northwest CT Realty

1 Lake Street, Winchester, CT 06098
1/40
Active

$349,900

3 Baths4,800 SqFt

1 Lake Street, Winchester, CT 06098

Listed by Ryan Horvay of Smith & DeGroat Real Estate

132 East Lake Street, Winchester, CT 06098
1/17
Price Dropped by $24K

$365,000

3 Beds2 Baths1,820 SqFt

132 East Lake Street, Winchester, CT 06098

Listed by Bryan Palladino of Showcase Realty, Inc.

205 Old New Hartford Road, Winchester, CT 06098
1/8
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.

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

469 Platt Hill Road, Winchester, CT 06098
1/40
Active

$895,000

4 Beds2 Baths3,088 SqFt

469 Platt Hill Road, Winchester, CT 06098

Listed by Marshall Cohen of Cohen Agency

267 Rockwell Street #1st fl, Winchester, CT 06098
1/12
Active

$1,195

1 Bed1 Bath600 SqFt

267 Rockwell Street #1st fl, Winchester, CT 06098

Listed by Diane Carroll of The Washington Agency

29 Center Street, Winchester, CT 06098
1/26
Active

$239,000

7 Beds3 Baths2,400 SqFt

29 Center Street, Winchester, CT 06098

Listed by Frank Berg of Town & Country Real Estate

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w1200_original_be8e92d1-1125-42c7-9d6f-610b3aa700f6
Call It Closed
Akiba Watts
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+1(475) 256-8828
soldbyakiba@gmail.com
4851 Tamiami Trl N, Naples, FL 34103-3024

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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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w1200_original_be8e92d1-1125-42c7-9d6f-610b3aa700f6
Call It Closed
Akiba Watts
      Home
      Buy
      1. Explore Homes
      2. Curated Homes
      Sell
      1. Sell My Home
      2. Free Valuation
      About
      1. Meet Akiba
      2. Client Stories
      Resources
      1. Mortgage Calculator
      2. Affordability Calculator
      Areas
      1. Milford
      2. New Haven
      3. Fairfield
      4. Trumbull
      5. Guilford
      Connect
      1. Start the Conversation
      2. Schedule a Meeting
+1(475) 256-8828
soldbyakiba@gmail.com
4851 Tamiami Trl N, Naples, FL 34103-3024

Get My App

Do Not Sell or Share My Personal Data
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.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.