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Chester Real Estate & Chester, NY Homes For Sale | Page 2

101 Homes
 
75 White Schoolhouse Rd, Chester, NY 12817
  • $285,000
  • 3Bd
  • 2Ba
  • 1,008 Sq Ft
1 Bell Way, Chester, NY 10918
  • $565,000
  • 3Bd
  • 2Ba
  • 1,724 Sq Ft
176 Beverly Rd, Chester, NY 10918
  • $699,900
  • 4Bd
  • 3Ba
  • 2,715 Sq Ft
33 Meadow Ave, Chester, NY 10918
  • $370,000
  • 3Bd
  • 1Ba
  • 1,561 Sq Ft
2007 Whispering Hls, Chester, NY 10918
  • $279,999
  • 2Bd
  • 2Ba
  • 1,086 Sq Ft
4114 Whispering Hls, Chester, NY 10918
  • $389,900
  • 3Bd
  • 2Ba
  • 1,393 Sq Ft
2604 Whispering Hls, Chester, NY 10918
  • $350,000
  • 3Bd
  • 3Ba
  • 1,086 Sq Ft
1 Arborvitae Ct, Chester, NY 10918
  • $725,000
  • 3Bd
  • 3Ba
  • 2,677 Sq Ft
7 Hilltop Ln, Chester, NY 10918
  • $740,000
  • 5Bd
  • 3Ba
  • 2,700 Sq Ft
3414 Whispering Hls, Chester, NY 10918
  • $349,999
  • 3Bd
  • 2Ba
  • 1,316 Sq Ft
1 Hemlock Ct, Chester, NY 10918
  • $700,000
  • 3Bd
  • 3Ba
  • 2,600 Sq Ft
76 Surrey Rd, Chester, NY 10918
  • $489,900
  • 3Bd
  • 2Ba
  • 1,912 Sq Ft
4118 Whispering Hills Dr, Chester, NY 10918
  • $329,000
  • 2Bd
  • 2Ba
  • 1,294 Sq Ft
2119 Whispering Hls, Chester, NY 10918
  • $295,000
  • 2Bd
  • 2Ba
  • 1,086 Sq Ft
815 Craigville Rd, Chester, NY 10918
  • $280,000
  • 3Bd
  • 1Ba
  • 2,016 Sq Ft
2703 Whispering Hls, Chester, NY 10918
  • $365,000
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
26 Bridle Ln, Chester, NY 10918
  • $685,000
  • 4Bd
  • 3Ba
  • 1,718 Sq Ft
1 Oakland Ave, Chester, NY 10918
  • $990,000
  • 4Bd
  • 3Ba
  • 3,955 Sq Ft
$10K
19 Bull Mine Rd, Chester, NY 10918
  • $949,000
  • 4Bd
  • 3Ba
  • 3,332 Sq Ft
3318 State Route 94, Chester, NY 10918
  • $549,900
  • 3Bd
  • 2Ba
  • 2,138 Sq Ft
335 Laroe Rd, Chester, NY 10918
  • $675,000
  • 4Bd
  • 3Ba
  • 2,784 Sq Ft
206 Greycourt Rd, Chester, NY 10918
  • $999,900
  • —Bd
  • —Ba
  • 4,032 Sq Ft
102 Beverly Rd, Chester, NY 10918
  • $1,090,000
  • 4Bd
  • 4Ba
  • 4,130 Sq Ft
133 East Shore Dr, Chester, NY 12817
  • $875,000
  • 2Bd
  • 3Ba
  • 1,572 Sq Ft
24 Walnut St, Chester, NY 10918
  • $539,000
  • 4Bd
  • 3Ba
  • 2,698 Sq Ft
$20K
60 Whitetail Run, Chester, NY 10918
  • $900,000
  • 4Bd
  • 3Ba
  • 2,588 Sq Ft
220 Oxford Rd, Chester, NY 10918
  • $894,000
  • 3Bd
  • 4Ba
  • 3,535 Sq Ft
$5K
3815 Whispering Hills Dr, Chester, NY 10918
  • $370,000
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
2 Garnett Hill Rd, Chester, NY 10918
  • $999,999
  • 5Bd
  • 3Ba
  • 4,772 Sq Ft
45 Whitetail Run, Chester, NY 10918
  • $825,000
  • 4Bd
  • 3Ba
  • 2,732 Sq Ft
4 Debbie Ct, Chester, NY 10918
  • $785,000
  • 5Bd
  • 6Ba
  • 5,403 Sq Ft
$14K
527 Potter Brook Rd, Chester, NY 12817
  • $329,900
  • 3Bd
  • 2Ba
  • 1,960 Sq Ft
$10K
58 Nancy Ln, Chester, NY 10918
  • $749,999
  • 4Bd
  • 3Ba
  • 2,718 Sq Ft
$19K
19 High St, Chester, NY 10918
  • $1,145,000
  • 9Bd
  • 7Ba
  • 4,965 Sq Ft
$50K
2820 Whispering Hls, Chester, NY 10918
  • $319,900
  • 2Bd
  • 2Ba
  • 1,072 Sq Ft
2 Primrose Ln, Chester, NY 10918
  • $849,900
  • 4Bd
  • 3Ba
  • 2,370 Sq Ft
35 Maple Ave, Chester, NY 10918
  • $489,900
  • 3Bd
  • 3Ba
  • 2,032 Sq Ft
19 Greentree Ln, Chester, NY 10918
  • $3,400,000
  • 4Bd
  • 4Ba
  • 7,750 Sq Ft
149 Creamery Pond Rd, Chester, NY 10918
  • $775,000
  • 3Bd
  • 3Ba
  • 2,740 Sq Ft
53 Gibson Hill Rd, Chester, NY 10918
  • $1,100,000
  • 5Bd
  • 4Ba
  • 5,312 Sq Ft
2 Pine Hill Rd, Chester, NY 10918
  • $875,000
  • 3Bd
  • 3Ba
  • 2,302 Sq Ft
1311 Whispering Hls, Chester, NY 10918
  • $329,900
  • 3Bd
  • 2Ba
  • 1,316 Sq Ft
90 Pewter Cir, Chester, NY 10918
  • $759,900
  • 4Bd
  • 3Ba
  • 2,250 Sq Ft
5 N Hudson St, Chester, NY 10918
  • $500,000
  • 3Bd
  • 2Ba
  • 2,688 Sq Ft
1414 Kings Hwy, Chester, NY 10918
  • $879,900
  • 4Bd
  • 3Ba
  • 3,200 Sq Ft
10 Wells Sweep Ln, Chester, NY 10918
  • $869,900
  • 4Bd
  • 3Ba
  • 3,000 Sq Ft
7 Hambletonian Ave, Chester, NY 10918
  • $379,900
  • 2Bd
  • 1Ba
  • 1,026 Sq Ft
$20K
487 Black Meadow Rd, Chester, NY 10918
  • $699,995
  • 6Bd
  • 4Ba
  • 4,204 Sq Ft
$25K
12 Damian Ct, Chester, NY 10918
  • $949,000
  • 5Bd
  • 4Ba
  • 3,136 Sq Ft
$50K
2113 Whispering Hls, Chester, NY 10918
  • $275,000
  • 2Bd
  • 1Ba
  • 1,084 Sq Ft
$20K
51 - 100 of 101 Homes for sale in Chester, NY
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Chester, NY Real Estate Snapshot

List Price
$680,000
$/Sqft
$270
Homes For Sale
108
Home Size
2,518 Sqft
Days on Movoto
56

Frequently Asked Questions about Chester, NY

The Movoto Advantage
Movoto gives you access to the most up-to-the-minute real estate information in Chester. As a licensed brokerage in New York (and across the United States), Movoto has access to the latest real estate data including Chester Homes for Sale, Chester Single family for Sale, Chester Townhomes/Condos for Sale, Chester Multi family/Duplex for Sale, Chester Land for Sale, Chester New Listings for Sale, Chester Rentals, Chester Apartments for Rent, Chester Single Family for Rent, Chester Recently Sold Homes, Chester Waterfront for Sale, Chester Foreclosures for Sale.

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©2026 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. Fair Housing Notice
Standardized Operating Procedures for the Prerequisites Prospective Homebuyers: (1) Perspective clients will not be required to verify their identity during the home purchase process by providing government issued identification. (2) An exclusive broker agreement will not be required on an individual property basis. Or, a specific period of time in order to assist perspective home buyers. (3) In the event a home buyer will be using a mortgage loan to facilitate the purchase of a property. The home buyer will be required to provide proof of pre-approval. (4) In the event the perspective home buyer will be purchasing in all cash. The buyer will be required to provide proof of funds before the submission of an offer.
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