View 34 Carriage Knolls Road Chestertown, NY MLS# 202611062
$39,500
Studio

Beds

0.0

Baths

34 Carriage Knolls Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 13 Carriage Knolls Road Chestertown, NY MLS# 202611050
$37,500
Studio

Beds

0.0

Baths

13 Carriage Knolls Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 20 Carriage Knolls Road Chestertown, NY MLS# 202611051
$49,500
Studio

Beds

0.0

Baths

20 Carriage Knolls Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 22 Carriage Knolls Road Chestertown, NY MLS# 202611052
$39,500
Studio

Beds

0.0

Baths

22 Carriage Knolls Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 37 Carriage Knolls Road Chestertown, NY MLS# 202611054
$39,000
Studio

Beds

0.0

Baths

37 Carriage Knolls Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 60 Carriage Knolls Road Chestertown, NY MLS# 202611055
$37,500
Studio

Beds

0.0

Baths

60 Carriage Knolls Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 62 Carriage Knolls Road Chestertown, NY MLS# 202611056
$62,000
Studio

Beds

0.0

Baths

62 Carriage Knolls Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 123 Forest Lake Road Chestertown, NY MLS# 202610907
$659,000
5

Beds

4.0

Baths

2,594

Sq.Ft.

123 Forest Lake Road

Chestertown, NY

Courtesy of SCHERMERHORN REALTY GROUP LLC
View 3156 Schroon River Road Chestertown, NY MLS# 202610722
$47,000
Studio

Beds

0.0

Baths

3156 Schroon River Road

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View 5537 NY-8 Chestertown, NY MLS# 202610742
  • Recently Listed
1 of 53
$850,000
1.0

Baths

1,632

Sq.Ft.

5537 NY-8

Chestertown, NY

Courtesy of EXP REALTY
View 5537 State Route 8 Chestertown, NY MLS# 202610363
  • Recently Listed
1 of 53
$850,000
2

Beds

1.0

Baths

1,632

Sq.Ft.

5537 State Route 8

Chestertown, NY

Courtesy of EXP REALTY
View 4895 New York 8 Chestertown, NY MLS# 202610146
$479,000
5

Beds

2.0

Baths

2,640

Sq.Ft.

4895 New York 8

Chestertown, NY

Courtesy of GALLO REALTY ADK INC
View L62.2 Moffitt Road Chestertown, NY MLS# 202530774
$75,000
Studio

Beds

0.0

Baths

L62.2 Moffitt Road

Chestertown, NY

Courtesy of NAJER REALTY
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 36 Grove Street Chestertown, NY MLS# 202530425
$419,900
4

Beds

2.0

Baths

1,144

Sq.Ft.

36 Grove Street

Chestertown, NY

Courtesy of EXP 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
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 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

About Chestertown

Listings in Chestertown, NY

51

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

PriceCount
$0 - 100K29
$100K - 200K7
$200K - 300K5
$300K - 400K2
$400K - 500K2
$500K - 600K1
$600K - 700K2
$700K - 800K0
$800K - 900K2
$900K - 1M0
$1M - Max1

Homes for Sale by Type in Chestertown, NY

Property TypeCount
Single Family13
Townhouse0
Condo1
Commercial2
Rental1
Lots and Land33
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 1/26/2026)

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 1/26/2026.