Movoto Real Estate

Chester, NY Homes for Sale & Real Estate

97 Homes
 
504 Bull Mill Rd, Chester, NY 10918
  • $945,000
  • 4Bd
  • 3Ba
  • 2,777 Sq Ft
New 3 Days
87 Hardscrabble Rd, Chester, NY 10918
  • $825,000
  • 4Bd
  • 3Ba
  • 2,671 Sq Ft
New 3 Days
53 Gibson Hill Rd, Chester, NY 10918
  • $975,000
  • 5Bd
  • 4Ba
  • 5,312 Sq Ft
New 3 Days
2 Periwinkle Ct, Chester, NY 10918
  • $880,000
  • 5Bd
  • 3Ba
  • 3,600 Sq Ft
2313 Whispering Hls, Chester, NY 10918
  • $239,900
  • 2Bd
  • 1Ba
  • 1,084 Sq Ft
20 Goshen Rd, Chester, NY 10918
  • $1,725,000
  • 4Bd
  • 3Ba
  • 3,348 Sq Ft
985 Craigville Rd, Chester, NY 10918
  • $750,000
  • 4Bd
  • 4Ba
  • 3,100 Sq Ft
111 Ayr Rd, Chester, NY 10918
  • $599,000
  • 4Bd
  • 5Ba
  • 3,326 Sq Ft
7 Greycourt Rd, Chester, NY 10918
  • $1,850,000
  • 3Bd
  • 3Ba
  • 2,404 Sq Ft
3706 Whispering Hls, Chester, NY 10918
  • $339,900
  • 2Bd
  • 2Ba
  • 1,086 Sq Ft
2107 Whispering Hls, Chester, NY 10918
  • $299,000
  • 2Bd
  • 2Ba
  • 1,086 Sq Ft
$10K
94 Booth Rd, Chester, NY 10918
  • $485,000
  • 3Bd
  • 3Ba
  • 2,441 Sq Ft
$40K
147 Main St, Chester, NY 10918
  • $549,000
  • 4Bd
  • 2Ba
  • 2,824 Sq Ft
1212 Whispering Hls, Chester, NY 10918
  • $269,000
  • 2Bd
  • 1Ba
  • 1,084 Sq Ft
1223 Whispering Hls, Chester, NY 10918
  • $299,900
  • 3Bd
  • 2Ba
  • 1,316 Sq Ft
1168 Craigville Rd, Chester, NY 10918
  • $765,000
  • 4Bd
  • 3Ba
  • 2,616 Sq Ft
$14.9K
19 Meadow Ave, Chester, NY 10918
  • $499,999
  • 2Bd
  • 2Ba
  • 1,910 Sq Ft
$25K
L13.5 Joan Court, Chester, NY 12817
  • $49,900
  • 2.38 Acre
8 Townsend Pl, Chester, NY 10918
  • $449,000
  • 4Bd
  • 2Ba
  • 1,832 Sq Ft
$10K
5 Red Fox Run, Chester, NY 10918
  • $679,000
  • 4Bd
  • 4Ba
  • 2,960 Sq Ft
Open SUN 12-2
4704 Whispering Hls, Chester, NY 10918
  • $370,000
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
$10K
2921 Whispering Hls, Chester, NY 10918
  • $354,900
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
$10K
1005 Whispering Hls, Chester, NY 10918
  • $290,000
  • 2Bd
  • 2Ba
  • 1,053 Sq Ft
121 Conklingtown Rd, Chester, NY 10918
  • $739,000
  • 4Bd
  • 3Ba
  • 2,599 Sq Ft
Open SUN 3-4
2124 Whispering Hls, Chester, NY 10918
  • $289,000
  • 2Bd
  • 1Ba
  • 1,084 Sq Ft
$10K
3561 Rte 94, Chester, NY 10918
  • $619,999
  • 3Bd
  • 3Ba
  • 2,902 Sq Ft
$16K
65 Oxford Springs Rd, Chester, NY 10918
  • $699,000
  • 5Bd
  • 4Ba
  • 3,463 Sq Ft
Photos coming soon
  • $750,000
  • 4Bd
  • 3Ba
  • 2,280 Sq Ft
13 Bianca Blvd, Chester, NY 10918
  • $690,000
  • 4Bd
  • 3Ba
  • 3,296 Sq Ft
Open SUN 1-3
1367 Kings Hwy, Chester, NY 10918
  • $440,000
  • 3Bd
  • 2Ba
  • 1,728 Sq Ft
20 Mountainside Dr, Chester, NY 10918
  • $739,900
  • 4Bd
  • 4Ba
  • 3,080 Sq Ft
Open SUN 2-4
3 Garnett Hill Rd, Chester, NY 10918
  • $789,000
  • 4Bd
  • 3Ba
  • 2,516 Sq Ft
Open SUN 12-2
412 Laroe Rd, Chester, NY 10918
  • $605,000
  • 3Bd
  • 2Ba
  • 1,848 Sq Ft
$10K
2522 Whispering Hls, Chester, NY 10918
  • $355,000
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
$4K
66 Whitetail Run, Chester, NY 10918
  • $399,999
  • 3Bd
  • 2Ba
  • 1,500 Sq Ft
Open SUN 12-2
33 Meadow Ave, Chester, NY 10918
  • $370,000
  • 3Bd
  • 1Ba
  • 1,561 Sq Ft
3 Hilltop Ln, Chester, NY 10918
  • $750,000
  • 5Bd
  • 3Ba
  • 2,700 Sq Ft
151 Main St, Chester, NY 10918
  • $299,000
  • 4Bd
  • 1Ba
  • 1,504 Sq Ft
$26K
1 Hilltop Ln, Chester, NY 10918
  • $760,000
  • 5Bd
  • 3Ba
  • 2,700 Sq Ft
$10K
197 Oxford Rd, Chester, NY 10918
  • $799,000
  • 4Bd
  • 3Ba
  • 3,070 Sq Ft
241 Meadow Ave, Chester, NY 10918
  • $349,999
  • 4Bd
  • 2Ba
  • 1,560 Sq Ft
$25K
11 Chandler Dr, Chester, NY 10918
  • $499,999
  • 3Bd
  • 3Ba
  • 1,908 Sq Ft
$45K
424 Laroe Rd, Chester, NY 10918
  • $634,999
  • 4Bd
  • 3Ba
  • 2,316 Sq Ft
$15K
19 Grand View Ter, Chester, NY 10918
  • $789,900
  • 5Bd
  • 4Ba
  • 4,697 Sq Ft
Open SUN 12-3
22 Goshen Rd, Chester, NY 10918
  • $1,195,000
  • 4Bd
  • 4Ba
  • 4,281 Sq Ft
49 Stone Mountain Trl, Chester, NY 10918
  • $875,000
  • 4Bd
  • 3Ba
  • 3,656 Sq Ft
63 Whitetail Run, Chester, NY 10918
  • $1,200,000
  • 4Bd
  • 3Ba
  • 2,711 Sq Ft
1 Oakland Ave, Chester, NY 10918
  • $910,000
  • 4Bd
  • 3Ba
  • 3,955 Sq Ft
$70K
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
1 - 50 of 97 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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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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