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Homes Under $900K Price For Sale in Chester, NY | Page 2

93 Homes
 
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  • $370,000
  • 3Bd
  • 2Ba
  • 1,316 Sq Ft
260 Gibson Hill Rd, Chester, NY 10918
  • $374,900
  • 3Bd
  • 2Ba
  • 1,644 Sq Ft
50 Hambletonian Ave, Chester, NY 10918
  • $550,000
  • 3Bd
  • 2Ba
  • 1,583 Sq Ft
75 White Schoolhouse Rd, Chester, NY 12817
  • $285,000
  • 3Bd
  • 2Ba
  • 1,008 Sq Ft
3409 Whispering Hls, Chester, NY 10918
  • $360,000
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
32 Surrey Rd, Chester, NY 10918
  • $475,000
  • 4Bd
  • 2Ba
  • 1,820 Sq Ft
1 Bell Way, Chester, NY 10918
  • $565,000
  • 3Bd
  • 2Ba
  • 1,724 Sq Ft
188 Creamery Pond Rd, Chester, NY 10918
  • $675,000
  • 3Bd
  • 3Ba
  • 3,202 Sq Ft
21 Trotting Dr, Chester, NY 10918
  • $475,000
  • 3Bd
  • 2Ba
  • 1,624 Sq Ft
176 Beverly Rd, Chester, NY 10918
  • $699,900
  • 4Bd
  • 3Ba
  • 2,715 Sq Ft
8 Bergman Way, Chester, NY 12860
  • $35,000
  • 2Bd
  • 1Ba
  • 672 Sq Ft
2007 Whispering Hls, Chester, NY 10918
  • $279,999
  • 2Bd
  • 2Ba
  • 1,086 Sq Ft
4008 Whispering Hills Dr, Chester, NY 10918
  • $290,000
  • 2Bd
  • 2Ba
  • 1,072 Sq Ft
7 Lakeview Dr, Chester, NY 10918
  • $549,999
  • 4Bd
  • 3Ba
  • 2,098 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
3414 Whispering Hls, Chester, NY 10918
  • $349,999
  • 3Bd
  • 2Ba
  • 1,316 Sq Ft
4118 Whispering Hills Dr, Chester, NY 10918
  • $329,000
  • 2Bd
  • 2Ba
  • 1,294 Sq Ft
3 Hemlock Ct, Chester, NY 10918
  • $750,000
  • 5Bd
  • 3Ba
  • 2,700 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
26 Bridle Ln, Chester, NY 10918
  • $685,000
  • 4Bd
  • 3Ba
  • 1,718 Sq Ft
335 Laroe Rd, Chester, NY 10918
  • $675,000
  • 4Bd
  • 3Ba
  • 2,784 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
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
527 Potter Brook Rd, Chester, NY 12817
  • $329,900
  • 3Bd
  • 2Ba
  • 1,960 Sq Ft
$10K
58 Nancy Ln, Chester, NY 10918
  • $744,999
  • 4Bd
  • 3Ba
  • 2,718 Sq Ft
Open SUN 12-2
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
149 Creamery Pond Rd, Chester, NY 10918
  • $775,000
  • 3Bd
  • 3Ba
  • 2,740 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
487 Black Meadow Rd, Chester, NY 10918
  • $699,995
  • 6Bd
  • 4Ba
  • 4,204 Sq Ft
$25K
2113 Whispering Hls, Chester, NY 10918
  • $275,000
  • 2Bd
  • 1Ba
  • 1,084 Sq Ft
$20K
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51 - 93 of 93 Homes for sale in Chester, NY
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Chester, NY real estate market trends

Statistics as of October 2026
$599K
Avg. list price
$266/Sqft
Avg. price/sqft
106
Homes for sale
2,138 Sqft
Avg. home size
63 Days
Avg. days on market
Movoto makes it easy to track market trends in Chester, NY. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Chester, NY?
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Frequently Asked Questions about Chester, NY

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The data relating to real estate for sale on this web site comes in part from the OneKey® MLS. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor the website owner shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Property locations as displayed on any map are best approximations only and exact locations should be independently verified. IDX information is provided exclusively for consumers personal non-commercial use and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.©2026 OneKey® MLS. All rights reserved. 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.
©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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