View 5 Kingsley Lane Chestertown, NY MLS# 202615037
  • Virtual Tour
1 of 42
$650,000
4

Beds

3.0

Baths

2,436

Sq.Ft.

5 Kingsley Lane

Chestertown, NY

Courtesy of HUNT ERA
View 2727 Schroon River Road Chestertown, NY MLS# 202614514
  • Recently Listed with Virtual Tour
1 of 41
$605,000
4

Beds

3.0

Baths

2,584

Sq.Ft.

2727 Schroon River Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 5107 NY-8 Chestertown, NY MLS# 202614428
  • Recently Listed
1 of 60
$589,900
3

Beds

2.1

Baths

1,806

Sq.Ft.

5107 NY-8

Chestertown, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 50 Kingsley Lane Chestertown, NY MLS# 202614469
  • Recently Listed with Virtual Tour
1 of 34
$539,000
4

Beds

2.0

Baths

2,156

Sq.Ft.

50 Kingsley Lane

Chestertown, NY

Courtesy of FOUR SEASONS SOTHEBY'S INTERNATIONAL REALTY
View 6324 State Route 9 Chestertown, NY MLS# 202614239
  • Recently Listed with Virtual Tour
1 of 38
OPEN HOUSE: Sunday 4/19 12:00 PM - 2:00 PM
$449,900
6

Beds

3.0

Baths

2,916

Sq.Ft.

6324 State Route 9

Chestertown, NY

Courtesy of KW PLATFORM
View 6336 US-9 Chestertown, NY MLS# 202614960
  • Recently Listed
1 of 17
$300,000
2.0

Baths

3,775

Sq.Ft.

6336 US-9

Chestertown, NY

Courtesy of HUNT ERA
View 6367 US-9 Chestertown, NY MLS# 202614572
  • Recently Listed
1 of 20
$235,000
2

Beds

2.1

Baths

1,927

Sq.Ft.

6367 US-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-9 Chestertown, NY MLS# 202614579
  • Recently Listed
1 of 8
$199,000
1

Beds

1.1

Baths

3,222

Sq.Ft.

6378 US-9

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 11 S Overlook Lane UNIT B # UNIT B Chestertown, NY MLS# 202613847
$195,000
2

Beds

1.1

Baths

1,024

Sq.Ft.

11 S Overlook Lane UNIT B # UNIT B

Chestertown, NY

Courtesy of HUNT ERA
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 L3 Emily Lane Lot 3 # Lot 3 Chestertown, NY MLS# 202615342
$165,000
Studio

Beds

0.0

Baths

L3 Emily Lane Lot 3 # Lot 3

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 856 Olmstedville Road Chestertown, NY MLS# 202529390
$139,400
2

Beds

1.0

Baths

492

Sq.Ft.

856 Olmstedville Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View L31 Clarkson Road Chestertown, NY MLS# 202526758
$129,000
Studio

Beds

0.0

Baths

L31 Clarkson Road

Chestertown, NY

Courtesy of FOUR SEASONS SOTHEBY'S INTERNATIONAL REALTY
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 38 Granite Ridge Road Chestertown, NY MLS# 202611777
$83,500
Studio

Beds

0.0

Baths

38 Granite Ridge Road

Chestertown, NY

Courtesy of KW PLATFORM
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

About Chestertown

Listings in Chestertown, NY

52

Estimated median home price

$74,900
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 33
$100K - 200K 6
$200K - 300K 4
$300K - 400K 0
$400K - 500K 1
$500K - 600K 2
$600K - 700K 4
$700K - 800K 1
$800K - 900K 1
$900K - 1M 0
$1M - Max 0

Homes for Sale by Type in Chestertown, NY

Property Type Count
Single Family 9
Townhouse 0
Condo 2
Commercial 2
Rental 1
Lots and Land 37
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 4/18/2026)

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 ©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.

Data is updated as of 4/19/2026.