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Chester, CT
Map
27 Properties Available

27 Properties Available

The average price in the selected areas has remained stable. Learn more
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  • Newest Listings
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  • 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

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

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

42 Straits Road, Chester, CT 06412
1/24
Under Contract

$495,000

3 Beds3 Baths2,068 SqFt

42 Straits Road, Chester, CT 06412

Listed by Stephanie Stone of William Raveis/First Town RE

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

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

49 Chester CT, Cortlandt Manor, NY 10567
1/43
Pending

$999,000

4 Beds3 Baths2,668 SqFt

49 Chester CT, Cortlandt Manor, NY 10567

Listed by Schunk Realty Group

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
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

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

189 Middlesex Avenue, Chester, CT 06412
1/7
Price Dropped by $375K

$3,300,000

21,905 SqFt

189 Middlesex Avenue, Chester, CT 06412

Listed by Stephen Press of Press/Cuozzo Realtors

1 Maple Street, Chester, CT 06412
1/17
Active

$550

4,757 SqFt

1 Maple Street, Chester, CT 06412

Listed by Kelly Puorro of Puorro Realty Group

Goose Hill Road, Chester, CT 06412
1/6
Under Contract

$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
Price Dropped by $24K

$75,000

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

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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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Hudson Valley Team

Hudson Valley Team

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45 Eastdale Ave N., Suite 201, Poughkeepsie

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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
      Buy
      1. All Listings
      2. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Our Team
      1. About the Team
      2. Meet the Members
      3. Contact Us
      OUR TRUSTED VENDORS
      Woodlands At Hyde Park
      Clove Meadows
      New Construction
      Search by Town
      Blogs
defaultdefault

Hudson Valley Team

Hudson Valley Team

+1(845) 460-4663 info@hudsonvalleyteam.com

45 Eastdale Ave N., Suite 201, Poughkeepsie

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