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Chester, CT
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Map
29 Properties Available

29 Properties Available

The average price in the selected areas has remained stable. Learn more
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  • Price-Low To High
  • Newest Listings
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  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
6 Jagger Lane, Chester, CT 06412
1/40
New

$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

41 Chester Avenue, Waterbury, CT 06704
1/22
Price Dropped by $15K

$309,900

5 Beds3 Baths1,782 SqFt

41 Chester Avenue, Waterbury, CT 06704

Listed by Lynn LaForme of Regency Real Estate, LLC

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

131 Chester Street, Hamden, CT 06514
1/40
Price Dropped by $10K

$349,000

4 Beds2 Baths1,130 SqFt

131 Chester Street, Hamden, CT 06514

Listed by Michelle Gutierrez of Social & Co Realty

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

19 Chester Road, Darien, CT 06820
1/34
Under Contract

$2,225,000

4 Beds3 Baths3,264 SqFt

19 Chester Road, Darien, CT 06820

Listed by Heather Hilleman of Houlihan Lawrence

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

135 Middlesex Avenue, Chester, CT 06412
1/37
Open 6/17 11AM-1PM

$525,000

3 Beds2 Baths1,188 SqFt

135 Middlesex Avenue, Chester, CT 06412

Listed by Lisa Genovali of Re/Max Valley Shore

41 Chester Street, Stamford, CT 06905
1/40
Under Contract

$1,295,000

4 Beds4 Baths3,213 SqFt

41 Chester Street, Stamford, CT 06905

Listed by Jonathan Makovsky of Compass Connecticut, 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

8 Chester Road, Warren, CT 06754
1/28
Active

$25,000

4 Beds3 Baths2,378 SqFt

8 Chester Road, Warren, CT 06754

Listed by Joseph Lorino of Klemm Real Estate Inc

8 Chester Road, Warren, CT 06754
1/28
Active

$7,500

4 Beds3 Baths2,378 SqFt

8 Chester Road, Warren, CT 06754

Listed by Joseph Lorino of Klemm Real Estate Inc

21 Main Street, Chester, CT 06412
1/35
Active

$1,200,000

1 Bath3,000 SqFt

21 Main Street, Chester, CT 06412

Listed by Maureen Evans of William Raveis Real Estate

139 Chester Avenue, Waterbury, CT 06704
1/23
Under Contract

$239,000

3 Beds1 Bath1,018 SqFt

139 Chester Avenue, Waterbury, CT 06704

Listed by Paul Roger of Full Service Realty LLC

44 Chester Street, Milford, CT 06460
1/15
Under Contract

$250,000

3 Beds1 Bath936 SqFt

44 Chester Street, Milford, CT 06460

Listed by Thomas Mele of Dorrance Realty

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

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Denise Walsh & Partners

Whitney Olsen

+1(203) 687-6378 whitney.olsen@raveis.com

License ID: 0797430

54 Miller Street, Fairfield, CT, 06824

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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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Denise Walsh & Partners

Whitney Olsen

+1(203) 687-6378 whitney.olsen@raveis.com

License ID: 0797430

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
      Blogs
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