View 18 Woodcliff Acres Chestertown, NY MLS# 202521026
$399,000
3

Beds

1.0

Baths

920

Sq.Ft.

18 Woodcliff Acres

Chestertown, NY

Courtesy of KW PLATFORM
View 71 Ferris Road Chestertown, NY MLS# 202528007
  • New Construction
1 of 48
OPEN HOUSE: Sunday 12/28 11:00 AM - 1:00 PM
$359,500
3

Beds

2.0

Baths

1,400

Sq.Ft.

71 Ferris Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View L9 Atateka Road Chestertown, NY MLS# 202427695
$299,900
Studio

Beds

0.0

Baths

L9 Atateka Road

Chestertown, NY

Courtesy of TIMBERLAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 73 Carl Turner Road Chestertown, NY MLS# 202527609
$299,000
2

Beds

1.0

Baths

877

Sq.Ft.

73 Carl Turner Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 6367 US Route 9 Chestertown, NY MLS# 202515802
$235,000
2

Beds

2.1

Baths

1,927

Sq.Ft.

6367 US Route 9

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View L34 Mountain Lane Chestertown, NY MLS# 202523697
$229,000
Studio

Beds

0.0

Baths

L34 Mountain Lane

Chestertown, NY

Courtesy of JOHN R. PALERMO
View 60 Dixon Road Chestertown, NY MLS# 202528178
$225,000
2

Beds

1.0

Baths

1,160

Sq.Ft.

60 Dixon Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 6378 US Route 9 Chestertown, NY MLS# 202515799
$199,000
1

Beds

1.1

Baths

3,222

Sq.Ft.

6378 US Route 9

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 11K Overlook Lane Chestertown, NY MLS# 202518188
$189,000
2

Beds

1.1

Baths

928

Sq.Ft.

11K Overlook Lane

Chestertown, NY

Courtesy of JOHN R. PALERMO
View L2 Friends Lake Road Chestertown, NY MLS# 202417943
$169,500
Studio

Beds

0.0

Baths

L2 Friends Lake Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View L31 Clarkson Road Chestertown, NY MLS# 202526758
$144,900
Studio

Beds

0.0

Baths

L31 Clarkson Road

Chestertown, NY

Courtesy of FOUR SEASONS SOTHEBY'S INTERNATIONAL REALTY
View 856 Olmstedville Road Chestertown, NY MLS# 202529390
$144,000
1

Beds

1.0

Baths

492

Sq.Ft.

856 Olmstedville Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 5204 State Route 9 Chestertown, NY MLS# 202529613
$119,000
2

Beds

1.1

Baths

1,862

Sq.Ft.

5204 State Route 9

Chestertown, NY

Courtesy of DAVIES-DAVIES & ASSOC REAL EST
View 5204 State Route 9 Chestertown, NY MLS# 202529615
$119,000
2.0

Baths

1,862

Sq.Ft.

5204 State Route 9

Chestertown, NY

Courtesy of DAVIES-DAVIES & ASSOC REAL EST
View 3-4 Adirondack Heights Road Chestertown, NY MLS# 202421816
$89,500
Studio

Beds

0.0

Baths

3-4 Adirondack Heights Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 115 Atateka Drive Chestertown, NY MLS# 202419511
$85,000
Studio

Beds

0.0

Baths

115 Atateka Drive

Chestertown, NY

Courtesy of BRYCE REAL ESTATE INC
View 106 Carriage Knoll Road Chestertown, NY MLS# 202427760
$78,900
Studio

Beds

0.0

Baths

106 Carriage Knoll Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 112 Carriage Knoll Road Chestertown, NY MLS# 202427761
$76,900
Studio

Beds

0.0

Baths

112 Carriage Knoll Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View Landon Hill Road Chestertown, NY MLS# 880970
$76,900
Studio

Beds

0.0

Baths

225,205

Sq.Ft.

Landon Hill Road

Chestertown, NY

Courtesy of WILLIAM RAVEIS-NEW YORK LLC
View L62.2 Moffitt Road Chestertown, NY MLS# 202530774
  • Recently Listed
1 of 3
$75,000
Studio

Beds

0.0

Baths

L62.2 Moffitt Road

Chestertown, NY

Courtesy of NAJER REALTY

About Chestertown

Listings in Chestertown, NY

49

Estimated median home price

$76,900
Chestertown NY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Chestertown, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chestertown, NY.

Homes for Sale by Price in Chestertown, NY

Price Count
$0 - 100K 29
$100K - 200K 8
$200K - 300K 5
$300K - 400K 2
$400K - 500K 1
$500K - 600K 1
$600K - 700K 1
$700K - 800K 1
$800K - 900K 0
$900K - 1M 0
$1M - Max 1

Homes for Sale by Type in Chestertown, NY

Property Type Count
Single Family 12
Townhouse 0
Condo 1
Commercial 1
Rental 1
Lots and Land 33
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 12/24/2025)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

Information Copyright 2021, OneKey® MLS. All Rights Reserved.

The data relating to real estate for sale on this web site comes in part from The Internet Data Exchange Program of ©2025 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.

Data is updated as of 12/27/2025.