Homes for sale in Chester, NY

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For SaleOneKey® MLS

$419,000

70 Main Street, Chester

3 bd · 2 ba · House · 70 DOM

1034449, Curasi Realty, Inc., Pedro Garcia

For SaleOneKey® MLS

$549,000

147 Main Street, Chester

4 bd · 2 ba · Multi-family · 23 DOM

1052484, Howard Hanna Rand Realty, Samantha Ortiz

For SaleOneKey® MLS

$299,000

2107 Whispering Hills, Chester

2 bd · 1.5 ba · Condo · 27 DOM

1050213, Wansor Realty, Zachary Leentjes

For SaleOneKey® MLS

$750,000

985 Craigville Road, Chester

4 bd · 3.5 ba · House · 12 DOM

1057348, Houlihan Lawrence Inc., David Deberardinis

For SaleOneKey® MLS

$339,900

3706 Whispering Hills, Chester

2 bd · 1.5 ba · Townhouse · 21 DOM

1039289, eXp Realty, Randolph Rogers

For SaleOneKey® MLS

$599,000

111 Ayr Road, Chester

4 bd · 4.5 ba · House · 22 DOM

1049653, Curasi Realty, Inc., Victoria Fini

For SaleOneKey® MLS

$485,000

94 Booth Road, Chester

3 bd · 2.5 ba · House · 22 DOM

1050173, Howard Hanna Rand Realty, Alyssa Scancarello

For SaleOneKey® MLS

$1,850,000

7 Greycourt Road, Chester

3 bd · 2.5 ba · House · 22 DOM

1054698, KW Hudson Valley United, Nancy E. LaBarbera

For SaleOneKey® MLS

$269,000

1212 Whispering Hills, Chester

2 bd · 1 ba · Townhouse · 27 DOM

1048656, Keller Williams Realty, Beth Palma

For SaleOneKey® MLS

$299,900

1223 Whispering Hills, Chester

3 bd · 2 ba · Townhouse · 27 DOM

1051585, KW Hudson Valley United, Jonathon Z. Lee

For SaleOneKey® MLS

$779,900

1168 Craigville Road, Chester

4 bd · 2.5 ba · House · 30 DOM

1050193, ARC Realty 1 in Sales, Amanda M Dnistrian

For SaleOneKey® MLS

$499,999

19 Meadow Avenue, Chester

2 bd · 2 ba · House · 32 DOM

1050131, RE/MAX Town & Country, Delease A. Jenkins

For SaleOneKey® MLS

$459,000

8 Townsend Place, Chester

4 bd · 2 ba · House · 35 DOM

1047996, Howard Hanna Rand Realty, Donna Gennaro

For SaleOneKey® MLS

$879,000

101 Beverly Road, Chester

4 bd · 3 ba · House · 35 DOM

1048079, Greene Realty Group, Derek J. Greene

For SaleOneKey® MLS

$339,900

18 Schueler Road, Chester

2 bd · 1 ba · House · 41 DOM

1046033, Weichert Realtors, Janet A Rendle

For SaleOneKey® MLS

$1,599,999

69 Cedar Pond Lane, Chester

6 bd · 7.5 ba · House · 46 DOM

1043860, Prominent Properties Sotheby's, Alexander Fayn

For SaleOneKey® MLS

$364,900

2921 Whispering Hills, Chester

3 bd · 2.5 ba · Townhouse · 47 DOM

1043986, ARC Realty 1 in Sales, Amanda M Dnistrian

For SaleOneKey® MLS

$290,000

1005 Whispering Hills, Chester

2 bd · 1.5 ba · Condo · 48 DOM

1043197, Century 21 Full Service Realty, Kristie A. Jacques

For SaleOneKey® MLS

$289,000

2124 Whispering Hills, Chester

2 bd · 1 ba · Townhouse · 49 DOM

1042658, Howard Hanna Rand Realty, Beverly Huaman

For SaleOneKey® MLS

$370,000

4704 Whispering Hills, Chester

3 bd · 2.5 ba · Condo · 50 DOM

1038636, Sahagian Realty LLC, Evelyn Martino

For SaleOneKey® MLS

$749,000

121 Conklingtown Road, Chester

4 bd · 2.5 ba · House · 50 DOM

1042913, MS Realty Group USA, Inc, Chaim Weiss

For SaleOneKey® MLS

$699,000

65 Oxford Springs Road, Chester

5 bd · 3.5 ba · House · 53 DOM

1041722, HomeSmart Homes & Estates, Stephanie Dolan

For SaleOneKey® MLS

$750,000

1 Sanford Avenue, Chester

4 bd · 3 ba · House · 53 DOM

1041533, Redfin Real Estate, Danielle R. Hinton

For SaleOneKey® MLS

$700,000

13 Bianca Boulevard, Chester

4 bd · 2.5 ba · House · 56 DOM

1040084, Keller Williams Realty, Theresa M Powers

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Based on information submitted to the MLS GRID as of 10/12/2026, 12:10 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Listings courtesy of OneKey® MLS as distributed by MLS GRID.

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