View 0 Moffitt Road Chestertown, NY MLS# 202530774
$75,000
Studio

Beds

0.0

Baths

0 Moffitt Road

Chestertown, NY

Courtesy of NAJER REALTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 15 Deer Run Chestertown, NY MLS# 202528852
$54,900
Studio

Beds

0.0

Baths

15 Deer Run

Chestertown, NY

Courtesy of PEARSALL REALTY
View L1.1 Elk Glade Road Chestertown, NY MLS# 202528647
$110,000
Studio

Beds

0.0

Baths

L1.1 Elk Glade Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View L7 MacGlashan Lane Chestertown, NY MLS# 202528376
$65,000
Studio

Beds

0.0

Baths

L7 MacGlashan Lane

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 90 Dixon Road Chestertown, NY MLS# 202527496
$185,000
3

Beds

2.0

Baths

1,312

Sq.Ft.

90 Dixon Road

Chestertown, NY

Courtesy of HUNT ERA
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 14 Granite Ridge Road Chestertown, NY MLS# 202526735
$49,000
Studio

Beds

0.0

Baths

14 Granite Ridge Road

Chestertown, NY

Courtesy of BIG HAT REALTY
View 199 Forest Lake Road Chestertown, NY MLS# 202525522
  • New Construction
1 of 16
$69,000
Studio

Beds

0.0

Baths

360

Sq.Ft.

199 Forest Lake Road

Chestertown, NY

Courtesy of COMPASS GREATER NY, LLC
View Landon Hill Road Chestertown, NY MLS# 880968
$70,900
Studio

Beds

0.0

Baths

162,043

Sq.Ft.

Landon Hill Road

Chestertown, NY

Courtesy of WILLIAM RAVEIS-NEW YORK LLC
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 38 Granite Ridge Road Chestertown, NY MLS# 202520186
$83,500
Studio

Beds

0.0

Baths

38 Granite Ridge Road

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 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 L4-5 Marina Road Chestertown, NY MLS# 202516841
$74,900
Studio

Beds

0.0

Baths

L4-5 Marina Road

Chestertown, NY

Courtesy of JOHN R. PALERMO
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 64 Carriage Knolls Road Chestertown, NY MLS# 202514265
$66,500
Studio

Beds

0.0

Baths

64 Carriage Knolls Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 82 Carriage Knoll Road Chestertown, NY MLS# 202427750
$68,900
Studio

Beds

0.0

Baths

82 Carriage Knoll Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC

About Chestertown

Listings in Chestertown, NY

52

Estimated median home price

$81,200
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 9
$200K - 300K 5
$300K - 400K 4
$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 13
Townhouse 0
Condo 1
Commercial 1
Rental 1
Lots and Land 35
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 12/11/2025)

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 12/13/2025.