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Chester, CT
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20 Properties Available

20 Properties Available

The average price in the selected areas has remained stable. Learn more
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135 Middlesex Avenue, Chester, CT 06412
1/37
Open Wed 11AM-1PM

$525,000

3 Beds2 Baths1,188 SqFt

135 Middlesex Avenue, Chester, CT 06412

Listed by Lisa Genovali of Re/Max Valley Shore

6 Jagger Lane, Chester, CT 06412
1/40
Under Contract

$805,000

2 Beds3 Baths2,428 SqFt

6 Jagger Lane, Chester, CT 06412

Listed by Maddy Mattson of Coldwell Banker Realty

16 Sypher Road, Chester, CT 06412
1/40
Under Contract

$585,000

2 Beds3 Baths1,726 SqFt

16 Sypher Road, Chester, CT 06412

Listed by Peg Mitchel of Coldwell Banker Realty

19 Castle View Drive, Chester, CT 06412
1/37
Under Contract

$459,900

3 Beds2 Baths1,092 SqFt

19 Castle View Drive, Chester, CT 06412

Listed by Donna Genovese of Great Estates, CT

136 Goose Hill Road, Chester, CT 06412
1/40
Price Dropped by $50K

$945,000

4 Beds3 Baths3,343 SqFt

136 Goose Hill Road, Chester, CT 06412

Listed by Christopher Torrez of RE/MAX One

3 KIRTLAND Avenue, Chester, CT 06412
Active

$282,225

2 Beds2 Baths1,344 SqFt

3 KIRTLAND Avenue, Chester, CT 06412

Listed by Sherry Price of Realhome Services & Solutions

81 Main Street, Chester, CT 06412
1/39
Under Contract

$550,000

2 Beds2 Baths1,128 SqFt

81 Main Street, Chester, CT 06412

Listed by Susan Woods of William Pitt Sotheby's Int'l

64-68 Middlesex Avenue, Chester, CT 06412
1/13
Under Contract

$2,600

3 Beds2 Baths1,337 SqFt

64-68 Middlesex Avenue, Chester, CT 06412

Listed by Patrick Callahan of Coldwell Banker Realty

55 Liberty Street, Chester, CT 06412
1/21
Active

$2,500

2 Beds3 Baths1,328 SqFt

55 Liberty Street, Chester, CT 06412

Listed by Janet Cronin-Rumanoff of William Pitt Sotheby's Int'l

59-65 Maple Street, Chester, CT 06412
1/37
Active

$2,100,000

11 Beds12 Baths8,500 SqFt

59-65 Maple Street, Chester, CT 06412

Listed by Connor Wenchell of VC Property Group, LLC

288 Middlesex Avenue, Chester, CT 06412
1/38
Active

$3,150,000

4 Beds6 Baths4,926 SqFt

288 Middlesex Avenue, Chester, CT 06412

Listed by Nancy Mesham of Coldwell Banker Realty

59-61 Wig Hill Road, Chester, CT 06412
1/38
Under Contract

$695,000

5 Beds3 Baths3,862 SqFt

59-61 Wig Hill Road, Chester, CT 06412

Listed by Joe Kelly of William Pitt Sotheby's Int'l

26 Ferry Road, Chester, CT 06412
1/14
Under Contract

$850,000

4 Beds2 Baths8,382 SqFt

26 Ferry Road, Chester, CT 06412

Listed by Anthony Velez of VC Property Group, LLC

Goose Hill Road, Chester, CT 06412
1/6
New

$145,000

4.91 Acres

Goose Hill Road, Chester, CT 06412

Listed by Amy Graham of William Pitt Sotheby's Int'l

Turkey Hill Road, Chester, CT 06412
1/19
Active

$99,900

1 Acres

Turkey Hill Road, Chester, CT 06412

Listed by Charles Kroopneck of Charles Kroopneck Real Estate

10 Denlar Drive, Chester, CT 06412
1/30
Active

$1,450,000

28,525 SqFt

10 Denlar Drive, Chester, CT 06412

Listed by Susan Malan of William Pitt Sotheby's Int'l

21 Main Street, Chester, CT 06412
1/37
Active

$1,200,000

3,000 SqFt

21 Main Street, Chester, CT 06412

Listed by Maureen Evans of William Raveis Real Estate

3 Inspiration Lane #1, Chester, CT 06412
1/24
Active

$5,500

4,000 SqFt

3 Inspiration Lane #1, Chester, CT 06412

Listed by Kevin Brignole of Spaulding Realty Group, LLC

132 Main Street, Chester, CT 06412
1/4
Under Contract

$975,000

23,467 SqFt

132 Main Street, Chester, CT 06412

Listed by Janet Peckinpaugh of William Pitt Sotheby's Int'l

11 Kings Highway, Chester, CT 06412
1/11
Under Contract

$238,500

1.5 Acres

11 Kings Highway, Chester, CT 06412

Listed by Rachel Welch of William Raveis Real Estate

  • 1
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.

SITE MAP

      Home
      My Listings
      1. Featured Listings
      2. Sold Listings
      3. Property Portfolio
      Communities
      1. Wallingford
      2. Southington
      3. North Haven
      4. Connecticut
      Sell My Home
      Services
      Military and Veterans
      Resources
      1. Affordability Calculator
      2. Mortgage Calculator
      3. Market Snapshot
      About
      1. My Story
      2. My Resume
      3. Client Survey
      4. Testimonials
      5. Contact Me
Broker-White-v1Proud Partner of FGPMRP_Logo_White_RGB

Eagle Eye Realty PLLC

Deb Jaffe Lic# RES.0808380

+1(203) 444-4880 deb@debjaffe.com

329 Main Street Suite 203, Wallingford, CT, 06492, USA

 

Eagle Eye Realty's Phone: (860) 263-9102

 

Deborah Jaffe doing business as Deb Jaffe

Licensed in CT by Eagle Eye Realty

Get My App

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

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

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.

SITE MAP

      Home
      My Listings
      1. Featured Listings
      2. Sold Listings
      3. Property Portfolio
      Communities
      1. Wallingford
      2. Southington
      3. North Haven
      4. Connecticut
      Sell My Home
      Services
      Military and Veterans
      Resources
      1. Affordability Calculator
      2. Mortgage Calculator
      3. Market Snapshot
      About
      1. My Story
      2. My Resume
      3. Client Survey
      4. Testimonials
      5. Contact Me
Broker-White-v1Proud Partner of FGPMRP_Logo_White_RGB

Eagle Eye Realty PLLC

Deb Jaffe Lic# RES.0808380

+1(203) 444-4880 deb@debjaffe.com

329 Main Street Suite 203, Wallingford, CT, 06492, USA

 

Eagle Eye Realty's Phone: (860) 263-9102

 

Deborah Jaffe doing business as Deb Jaffe

Licensed in CT by Eagle Eye Realty

Get My App

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

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