Movoto Real Estate

Homes Under $450K Price For Sale in Chestertown, NY

42 Homes
 
16 Evergreen Rd # D, Chestertown, NY 12817
  • $379,900
  • 3Bd
  • 3Ba
  • 1,660 Sq Ft
11 S Overlook Ln # Q, Chestertown, NY 12817
  • $225,000
  • 3Bd
  • 3Ba
  • 1,200 Sq Ft
4827 New York 8, Chestertown, NY 12817
  • $380,000
  • 2Bd
  • 2Ba
  • 1,350 Sq Ft
36 Ferris Rd, Chestertown, NY 12817
  • $349,900
  • 3Bd
  • 2Ba
  • 1,296 Sq Ft
$15.6K
1 E High Pines Ter #E, Chestertown, NY 12817
  • $224,000
  • 2Bd
  • 2Ba
  • 1,078 Sq Ft
5154 Us 9, Chestertown, NY 12817
  • $239,000
  • 3Bd
  • 1Ba
  • 1,225 Sq Ft
$20K
22 Spring St, Chestertown, NY 12817
  • $290,000
  • 2Bd
  • 2Ba
  • 1,021 Sq Ft
$10K
5 Marina Road # l4, Chestertown, NY 12817
  • $88,900
  • 1.79 Acre
L20 Granite Ridge Road, Chestertown, NY 12817
  • $32,000
  • 1.32 Acre
$7K
4 B High Pines Ter, Chestertown, NY 12817
  • $149,000
  • 2Bd
  • 2Ba
  • 1,040 Sq Ft
20 Vetter Ave, Chestertown, NY 12817
  • $320,000
  • 5Bd
  • 2Ba
  • 1,286 Sq Ft
$75K
14 Vanderwalker Rd, Chestertown, NY 12817
  • $420,000
  • 3Bd
  • 2Ba
  • 1,488 Sq Ft
12 Theriot Ave, Chestertown, NY 12817
  • $200,000
  • 1Bd
  • 1Ba
  • 704 Sq Ft
$12K
36 Fawn Ridge Rd, Chestertown, NY 12817
  • $150,000
  • 5.14 Acre
34 Mcphillips Pine Lane, Chestertown, NY 12817
  • $375,000
  • 7.53 Acre
$100K
2 Dixon Rd, Chestertown, NY 12817
  • $189,000
  • 3.14 Acre
4 High Pines Ter # A, Chestertown, NY 12817
  • $235,000
  • 2Bd
  • 2Ba
  • 1,404 Sq Ft
81 Clarkson Rd, Chestertown, NY 12817
  • $395,000
  • 2Bd
  • 2Ba
  • 1,086 Sq Ft
$25K
6378 Us-9, Chestertown, NY 12817
  • $185,000
  • 1Bd
  • 2Ba
  • 3,222 Sq Ft
$14K
6367 Us-9, Chestertown, NY 12817
  • $215,000
  • 2Bd
  • 3Ba
  • 1,927 Sq Ft
37 Blue Bay Rd #LAKEVIEW PT. 40, Chestertown, NY 12817
  • $60,500
  • 1.73 Acre
$3K
6324 State Route 9, Chestertown, NY 12817
  • $399,900
  • 6Bd
  • 3Ba
  • 2,916 Sq Ft
$25K
11 S Overlook Ln UNIT B, Chestertown, NY 12817
  • $195,000
  • 2Bd
  • 2Ba
  • 1,024 Sq Ft
34 Carriage Knolls Rd, Chestertown, NY 12817
  • $39,500
  • 1.82 Acre
13 Carriage Knolls Rd, Chestertown, NY 12817
  • $37,500
  • 2 Acre
22 Carriage Knolls Rd, Chestertown, NY 12817
  • $39,500
  • 2.38 Acre
37 Carriage Knolls Rd, Chestertown, NY 12817
  • $39,000
  • 2.48 Acre
60 Carriage Knolls Rd, Chestertown, NY 12817
  • $37,500
  • 1.62 Acre
20 Carriage Knolls Rd, Chestertown, NY 12817
  • $49,500
  • 3.36 Acre
62 Carriage Knolls Rd, Chestertown, NY 12817
  • $62,000
  • 11.11 Acre
15 Deer Run, Chestertown, NY 12817
  • $49,000
  • 10.14 Acre
$5.9K
11 Overlook Ln # K, Chestertown, NY 12817
  • $189,000
  • 2Bd
  • 2Ba
  • 928 Sq Ft
64 Carriage Knolls Rd, Chestertown, NY 12817
  • $59,000
  • 3.25 Acre
$5K
77 Carriage Knoll Rd, Chestertown, NY 12817
  • $74,900
  • 4.17 Acre
$18.9K
85 Carriage Knoll Rd, Chestertown, NY 12817
  • $74,900
  • 4.05 Acre
$18.9K
112 Carriage Knoll Rd, Chestertown, NY 12817
  • $76,900
  • 5.1 Acre
$14.4K
106 Carriage Knoll Rd, Chestertown, NY 12817
  • $78,900
  • 5.76 Acre
$14K
86 Carriage Knoll Rd, Chestertown, NY 12817
  • $68,900
  • 3.37 Acre
$19.4K
98 Carriage Knoll Rd, Chestertown, NY 12817
  • $68,900
  • 3.26 Acre
$19.4K
82 Carriage Knoll Rd, Chestertown, NY 12817
  • $68,900
  • 3.05 Acre
$19.4K
72 Carriage Knoll Rd, Chestertown, NY 12817
  • $68,900
  • 3.11 Acre
$19.4K
3 Adirondack Heights Rd # -4, Chestertown, NY 12817
  • $88,500
  • 12.79 Acre
$1K
See More Homes
Adjust filters to expand your search.
1 - 42 of 42 Homes for sale in Chestertown, 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 Chestertown, NY

Price
Amenities
Schools
Chestertown, NY Schools. Ratings provided by great school See all…

Chestertown, NY Real Estate Snapshot

List Price
$449,500
$/Sqft
$277
Homes For Sale
33
Home Size
1,482 Sqft
Days on Movoto
101

Frequently Asked Questions about Chestertown, NY

The Movoto Advantage

Real Estate & Homes For Sale Nearby Chestertown, NY

Cities
ZIP Codes
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 Global 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.
©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.