Movoto Real Estate

Homes Under $550K Price For Sale in Chester, NY

39 Homes
 
8 Bergman Way, Chester, NY 12860
  • $35,000
  • 2Bd
  • 1Ba
  • 672 Sq Ft
New 47 Hours
2522 Whispering Hls, Chester, NY 10918
  • $369,000
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
New 3 Days
66 Whitetail Run, Chester, NY 10918
  • $449,000
  • 3Bd
  • 2Ba
  • 1,500 Sq Ft
New 3 Days
33 Meadow Ave, Chester, NY 10918
  • $370,000
  • 3Bd
  • 1Ba
  • 1,561 Sq Ft
New 5 Days
2007 Whispering Hls, Chester, NY 10918
  • $279,999
  • 2Bd
  • 2Ba
  • 1,086 Sq Ft
151 Main St, Chester, NY 10918
  • $350,000
  • 4Bd
  • 1Ba
  • 1,504 Sq Ft
4008 Whispering Hills Dr, Chester, NY 10918
  • $315,000
  • 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
241 Meadow Ave, Chester, NY 10918
  • $399,999
  • 4Bd
  • 2Ba
  • 1,560 Sq Ft
185 Oxford Rd, Chester, NY 10918
  • $389,000
  • 3Bd
  • 1Ba
  • 1,062 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
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
$160K
87 Clarkson Rd, Chester, NY 12817
  • $366,000
  • 2Bd
  • 1Ba
  • 792 Sq Ft
2703 Whispering Hls, Chester, NY 10918
  • $365,000
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
3318 State Route 94, Chester, NY 10918
  • $549,900
  • 3Bd
  • 2Ba
  • 2,138 Sq Ft
37 Surrey Rd, Chester, NY 10918
  • $500,000
  • 4Bd
  • 2Ba
  • 1,730 Sq Ft
107 Pine Hill Rd, Chester, NY 10918
  • $549,000
  • 3Bd
  • 3Ba
  • 1,730 Sq Ft
94 Booth Rd, Chester, NY 10918
  • $529,000
  • 3Bd
  • 3Ba
  • 2,083 Sq Ft
$21K
11 Oxford Depot, Chester, NY 10918
  • $425,000
  • 3Bd
  • 2Ba
  • 1,748 Sq Ft
1 N Hudson St, Chester, NY 10918
  • $499,900
  • 3Bd
  • 2Ba
  • 1,778 Sq Ft
3815 Whispering Hills Dr, Chester, NY 10918
  • $370,000
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
527 Potter Brook Rd, Chester, NY 12817
  • $329,900
  • 3Bd
  • 2Ba
  • 1,960 Sq Ft
$10K
63 Hubshop Rd, Chester, NY 10918
  • $499,000
  • 4Bd
  • 3Ba
  • 2,060 Sq Ft
$30K
151 Laroe Rd, Chester, NY 10918
  • $430,000
  • 3Bd
  • 2Ba
  • 1,177 Sq Ft
2820 Whispering Hls, Chester, NY 10918
  • $319,900
  • 2Bd
  • 2Ba
  • 1,072 Sq Ft
35 Maple Ave, Chester, NY 10918
  • $489,900
  • 3Bd
  • 3Ba
  • 2,032 Sq Ft
$10K
85 Surrey Rd, Chester, NY 10918
  • $524,900
  • 4Bd
  • 2Ba
  • 2,076 Sq Ft
1311 Whispering Hls, Chester, NY 10918
  • $329,900
  • 3Bd
  • 2Ba
  • 1,316 Sq Ft
50 Kingsley Ln, Chester, NY 12817
  • $499,000
  • 4Bd
  • 2Ba
  • 2,552 Sq Ft
$15.9K
5 N Hudson St, Chester, NY 10918
  • $500,000
  • 3Bd
  • 2Ba
  • 2,688 Sq Ft
7 Hambletonian Ave, Chester, NY 10918
  • $379,900
  • 2Bd
  • 1Ba
  • 1,026 Sq Ft
$20K
16 Oakland Ave, Chester, NY 10918
  • $425,000
  • 4Bd
  • 3Ba
  • 2,090 Sq Ft
1401 Whispering Hls, Chester, NY 10918
  • $260,000
  • 2Bd
  • 1Ba
  • 1,084 Sq Ft
Landon Hill Road, Chester, NY
  • $76,900
  • 5.17 Acre
Landon Hill Road, Chester, NY
  • $70,900
  • 3.72 Acre
See More Homes
Adjust filters to expand your search.
1 - 39 of 39 Homes for sale in Chester, NY
1
By entering my info and clicking Submit below, I am providing my e-signature and express written consent to receive marketing emails, calls, and texts (including via automatic telephone dialing systems, AI generative, artificial or pre-recorded voice technology) relating to my inquiry from Movoto (and parties calling/messaging on their behalf) even if my number appears on the company, state, or national Do Not Call Registry. You also agree to ourTerms and Conditions and Privacy Policy. Consent not required to receive services (call 1-844-420-1270 to be connected without providing consent).

Refine your search for houses in Chester, NY

Bathrooms
Bedrooms
Price
Amenities
Schools
Chester, NY Schools. Ratings provided by great school See all…

Chester, NY Real Estate Snapshot

List Price
$685,000
$/Sqft
$269
Homes For Sale
95
Home Size
2,524 Sqft
Days on Movoto
59

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.

Real Estate & Homes For Sale Nearby Chester, NY

Cities
ZIP Codes
Neighborhoods
Counties
Meet with a real estate agent today (844) 417-0593
  • Movoto Logo
  • Download IOS APP Download Android APP
The multiple listing information is provided by OneKey® MLS. 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. Buyer to verify all information. The information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
Movoto Real Estate is committed to ensuring accessibility for individuals with disabilities. We are continuously working to improve the accessibility of our web experience for everyone. We welcome feedback and accommodation requests, please submit them here.
OneKey® MLS system
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.
Requests for information regarding mortgage products will be directed to Movoto.com affiliate, Lower, LLC - a licensed Mortgage Lender (NMLS #1124061), or, based on your location, may be redirected to a participating mortgage marketing partner that may pay Lower, LLC for any consumer contact information provided through this site.