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Chester, CT
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Map
32 Properties Available

32 Properties Available

The average price in the selected areas has remained stable. Learn more
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  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
92 Water Street, Chester, CT 06412
1/30
New

$284,900

3 Beds1 Bath1,217 SqFt

92 Water Street, Chester, CT 06412

Listed by Ryan O'Keeffe of Salzillo Realty Company

90 Water Street, Chester, CT 06412
1/24
New

$269,900

1 Bed1 Bath1,034 SqFt

90 Water Street, Chester, CT 06412

Listed by Ryan O'Keeffe of Salzillo Realty Company

100 West Main Street #B, Chester, CT 06412
1/20
New

$2,700

1 Bed2 Baths800 SqFt

100 West Main Street #B, Chester, CT 06412

Listed by Aschly Daggett of VC Property Group, LLC

26 Ferry Road #B, Chester, CT 06412
1/25
New

$2,700

2 Beds1 Bath1,500 SqFt

26 Ferry Road #B, Chester, CT 06412

Listed by Aschly Daggett of VC Property Group, LLC

100 W Main Street #A, Chester, CT 06412
1/18
New

$2,500

1 Bed1 Bath750 SqFt

100 W Main Street #A, Chester, CT 06412

Listed by Aschly Daggett of VC Property Group, LLC

7 Chester Street, Milford, CT 06460
1/40
Under Contract

$499,900

2 Beds2 Baths1,316 SqFt

7 Chester Street, Milford, CT 06460

Listed by Cindy Cox of William Raveis Real Estate

11 Castle View Drive, Chester, CT 06412
1/28
Under Contract

$496,900

3 Beds2 Baths2,103 SqFt

11 Castle View Drive, Chester, CT 06412

Listed by Cortney Emshwiller-Swokla of Coldwell Banker Realty

43 Chester Street, Milford, CT 06460
1/28
Active

$449,000

2 Beds1 Bath1,288 SqFt

43 Chester Street, Milford, CT 06460

Listed by Kiersten Bernier of Joy Real Estate

33 Chester Drive, Manchester, CT 06040
1/32
Under Contract

$339,900

3 Beds2 Baths1,229 SqFt

33 Chester Drive, Manchester, CT 06040

Listed by Michael Wrabel of MW Park Real Estate LLC

63 Chester Street, Milford, CT 06460
1/36
Price Dropped by $100K
3D

$1,075,000

4 Beds4 Baths2,949 SqFt

63 Chester Street, Milford, CT 06460

Listed by Michael Hvizdo of Coldwell Banker Realty

25 Goose Hill Road, Chester, CT 06412
1/24
Under Contract

$385,000

2 Beds2 Baths1,454 SqFt

25 Goose Hill Road, Chester, CT 06412

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

22 Goose Hill Road, Chester, CT 06412
1/39
Under Contract

$450,000

3 Beds3 Baths1,714 SqFt

22 Goose Hill Road, Chester, CT 06412

Listed by Kelly Puorro of Puorro Realty Group

225 Chester Street, East Hartford, CT 06108
1/16
Under Contract

$349,999

4 Beds2 Baths1,549 SqFt

225 Chester Street, East Hartford, CT 06108

Listed by Thuyan Tran of Oxford Realty

1 Kirtland Avenue, Chester, CT 06412
1/24
Under Contract

$439,900

3 Beds2 Baths1,198 SqFt

1 Kirtland Avenue, Chester, CT 06412

Listed by Craig Milton of Re/Max Valley Shore

135 Middlesex Avenue, Chester, CT 06412
1/35
Active

$499,000

3 Beds2 Baths1,188 SqFt

135 Middlesex Avenue, Chester, CT 06412

Listed by Lisa Genovali of Re/Max Valley Shore

47 East Kings Highway, Chester, CT 06412
1/39
Active

$2,200,000

4 Beds4 Baths3,957 SqFt

47 East Kings Highway, Chester, CT 06412

Listed by Al Chiarito of Chiarito Real Estate LLC

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

136 Goose Hill Road, Chester, CT 06412
1/40
Price Dropped by $75K

$825,000

4 Beds3 Baths3,343 SqFt

136 Goose Hill Road, Chester, CT 06412

Listed by Christopher Torrez of RE/MAX One

88 Winthrop Road, Chester, CT 06412
1/19
Price Dropped by $149K

$650,000

3 Beds3 Baths2,240 SqFt

88 Winthrop Road, Chester, CT 06412

Listed by Peter Walsh of Re/Max Valley Shore

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

$1,995,000

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

21 Main Street, Chester, CT 06412
1/35
Price Dropped by $205K

$995,000

1 Bath3,000 SqFt

21 Main Street, Chester, CT 06412

Listed by Maureen Evans of William Raveis Real Estate

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

56 Middlesex Turnpike, Chester, CT 06412
1/18
Active

$3,995

1,664 SqFt

56 Middlesex Turnpike, Chester, CT 06412

Listed by Edward Sheehan of William Raveis Real Estate

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THE DENISE WALSH TEAM
    • Home
      About
      1. About Us
    • Listings
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Neighborhoods
      1. Black Rock
      2. Shelton
      3. Easton
      4. Trumbull
      5. Westport
      6. Fairfield
    • Selling
      1. Sell My Home
      2. Home Valuation
      Blogs
The Denise Walsh Team at William Raveis Real Estate
Kaitlyn Walsh

+1(203) 304-2029 kw.dwpartners@gmail.com

54 Miller Street, Fairfield, CT 06824, USA

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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.

The property information herein is derived from various sources that may include, but not be limited to, county records and the Multiple Listing Service, and it may include approximations. Although the information is believed to be accurate, it is not warranted and you should not rely upon it without personal verification. Not intended as a solicitation if your property is already listed by another broker. Affiliated real estate agents are independent contractor sales associates, not employees.

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THE DENISE WALSH TEAM
    • Home
      About
      1. About Us
    • Listings
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Neighborhoods
      1. Black Rock
      2. Shelton
      3. Easton
      4. Trumbull
      5. Westport
      6. Fairfield
    • Selling
      1. Sell My Home
      2. Home Valuation
      Blogs
The Denise Walsh Team at William Raveis Real Estate
Kaitlyn Walsh

+1(203) 304-2029 kw.dwpartners@gmail.com

54 Miller Street, Fairfield, CT 06824, USA

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.

The property information herein is derived from various sources that may include, but not be limited to, county records and the Multiple Listing Service, and it may include approximations. Although the information is believed to be accurate, it is not warranted and you should not rely upon it without personal verification. Not intended as a solicitation if your property is already listed by another broker. Affiliated real estate agents are independent contractor sales associates, not employees.