View Main Street Chester, NY MLS# H6204360
$500,000
Studio

Beds

0.0

Baths

36,098

Sq.Ft.

Main Street

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 5 N Hudson Street Chester, NY MLS# 976521
$500,000
3

Beds

2.0

Baths

2,688

Sq.Ft.

5 N Hudson Street

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 35 Maple Avenue Chester, NY MLS# 990509
$499,900
3

Beds

3.0

Baths

2,032

Sq.Ft.

35 Maple Avenue

Chester, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 1 N Hudson Street Chester, NY MLS# 1001003
$499,900
3

Beds

2.0

Baths

1,778

Sq.Ft.

1 N Hudson Street

Chester, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 63 Hubshop Road Chester, NY MLS# 997559
$499,000
4

Beds

2.1

Baths

2,060

Sq.Ft.

63 Hubshop Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 1367 Kings Highway Chester, NY MLS# 951876
$460,000
3

Beds

1.1

Baths

1,728

Sq.Ft.

1367 Kings Highway

Chester, NY

Courtesy of KARTEN REAL ESTATE SVCS LLC
View 5 Roggia Road Chester, NY MLS# 978824
  • Virtual Tour
1 of 32
$450,000
3

Beds

2.0

Baths

1,882

Sq.Ft.

5 Roggia Road

Chester, NY

Courtesy of NAZMA REAL ESTATE LLC
View 815 Craigville Road Chester, NY MLS# 1016060
  • Recently Listed
1 of 50
$440,800
3

Beds

1.0

Baths

2,016

Sq.Ft.

815 Craigville Road

Chester, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
View 151 Laroe Road Chester, NY MLS# 995916
$430,000
3

Beds

1.1

Baths

1,177

Sq.Ft.

151 Laroe Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 16 Oakland Avenue Chester, NY MLS# 939522
$425,000
4

Beds

2.1

Baths

2,090

Sq.Ft.

16 Oakland Avenue

Chester, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 11 Oxford Depot Chester, NY MLS# 1002651
$425,000
3

Beds

2.0

Baths

1,748

Sq.Ft.

11 Oxford Depot

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 7 Hambletonian Avenue Chester, NY MLS# 964090
$399,900
2

Beds

1.0

Baths

1,026

Sq.Ft.

7 Hambletonian Avenue

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES
View 492 Black Meadow Road Chester, NY MLS# 1002697
$399,000
Studio

Beds

0.0

Baths

2,003,760

Sq.Ft.

492 Black Meadow Road

Chester, NY

Courtesy of EXP REALTY
View 4116 Whispering Hills Chester, NY MLS# 975277
$375,000
3

Beds

2.1

Baths

1,355

Sq.Ft.

4116 Whispering Hills

Chester, NY

Courtesy of WILLIAM RAVEIS-NEW YORK, LLC
View 3815 Whispering Hills Drive Chester, NY MLS# 1000359
$370,000
3

Beds

2.1

Baths

1,331

Sq.Ft.

3815 Whispering Hills Drive

Chester, NY

Courtesy of MK REALTY INC
View 3910 Whispering Hills Chester, NY MLS# 946789
  • Virtual Tour
1 of 11
$369,900
3

Beds

2.1

Baths

1,331

Sq.Ft.

3910 Whispering Hills

Chester, NY

Courtesy of EXP REALTY
View 2703 Whispering Hills Chester, NY MLS# 1016415
  • Recently Listed
1 of 39
$365,000
3

Beds

2.1

Baths

1,331

Sq.Ft.

2703 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 2 Virginia Lane Chester, NY MLS# H6215339
$350,000
Studio

Beds

0.0

Baths

235,224

Sq.Ft.

2 Virginia Lane

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View Odyssey Drive Chester, NY MLS# 858370
$350,000
Studio

Beds

0.0

Baths

222,156

Sq.Ft.

Odyssey Drive

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 220 Oxford Road Chester, NY MLS# 907969
$350,000
Studio

Beds

0.0

Baths

274,428

Sq.Ft.

220 Oxford Road

Chester, NY

Courtesy of EXIT REALTY VENTURE

About Chester

Listings in Chester, NY

87

Estimated median home price

$730,000
Chester NY Homes for Sale & Properties

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

Homes for Sale by Price in Chester, NY

Price Count
$0 - 100K 0
$100K - 200K 1
$200K - 300K 4
$300K - 400K 13
$400K - 500K 11
$500K - 600K 7
$600K - 700K 5
$700K - 800K 11
$800K - 900K 13
$900K - 1M 8
$1M - Max 14

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 62
Townhouse 0
Condo 10
Commercial 6
Rental 28
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 7/4/2026)

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.