View 4114 Whispering Hills Chester, NY MLS# 1027245
Save 4114 Whispering Hills Chester, NY MLS# 1027245
1 of 29
$389,900
3

Beds

2.0

Baths

1,393

Sq.Ft.

4114 Whispering Hills

Chester, NY

Courtesy of COLDWELL BANKER REALTY
View 2604 Whispering Hills Chester, NY MLS# 1025165
Save 2604 Whispering Hills Chester, NY MLS# 1025165
1 of 35
$350,000
3

Beds

2.1

Baths

1,086

Sq.Ft.

2604 Whispering Hills

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES
View 76 Surrey Road Chester, NY MLS# 1022518
Save 76 Surrey Road Chester, NY MLS# 1022518
1 of 44
$489,900
3

Beds

2.0

Baths

1,912

Sq.Ft.

76 Surrey Road

Chester, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 3414 Whispering Hills Chester, NY MLS# 974398
  • Virtual Tour
Save 3414 Whispering Hills Chester, NY MLS# 974398
1 of 34
$349,999
3

Beds

2.0

Baths

1,316

Sq.Ft.

3414 Whispering Hills

Chester, NY

Courtesy of KW HUDSON VALLEY UNITED
View 11 Chandler Drive Chester, NY MLS# 1018371
Save 11 Chandler Drive Chester, NY MLS# 1018371
1 of 32
OPEN HOUSE: Sunday 8/30 1:00 PM - 3:00 PM
$545,000
3

Beds

2.1

Baths

1,908

Sq.Ft.

11 Chandler Drive

Chester, NY

Courtesy of COLDWELL BANKER REALTY
View 4118 Whispering Hills Drive Chester, NY MLS# 1018748
Save 4118 Whispering Hills Drive Chester, NY MLS# 1018748
1 of 22
$329,000
2

Beds

1.1

Baths

1,294

Sq.Ft.

4118 Whispering Hills Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 2119 Whispering Hills Chester, NY MLS# 1019548
Save 2119 Whispering Hills Chester, NY MLS# 1019548
1 of 32
$295,000
2

Beds

1.1

Baths

1,086

Sq.Ft.

2119 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 815 Craigville Road Chester, NY MLS# 1016060
Save 815 Craigville Road Chester, NY MLS# 1016060
1 of 50
$280,000
3

Beds

1.0

Baths

2,016

Sq.Ft.

815 Craigville Road

Chester, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
View 2703 Whispering Hills Chester, NY MLS# 1016415
Save 2703 Whispering Hills Chester, NY MLS# 1016415
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 3318 State Route 94 Chester, NY MLS# 1008703
Save 3318 State Route 94 Chester, NY MLS# 1008703
1 of 29
$549,900
3

Beds

2.0

Baths

2,138

Sq.Ft.

3318 State Route 94

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 37 Surrey Road Chester, NY MLS# 1007164
  • Virtual Tour
Save 37 Surrey Road Chester, NY MLS# 1007164
1 of 40
$500,000
4

Beds

2.0

Baths

1,730

Sq.Ft.

37 Surrey Road

Chester, NY

Courtesy of EXP REALTY
View 94 Booth Road Chester, NY MLS# 898870
Save 94 Booth Road Chester, NY MLS# 898870
1 of 23
$520,000
3

Beds

2.1

Baths

2,083

Sq.Ft.

94 Booth Road

Chester, NY

Courtesy of COMPASS GREATER NY, LLC
View 24 Walnut Street Chester, NY MLS# 1004369
Save 24 Walnut Street Chester, NY MLS# 1004369
1 of 28
$539,000
4

Beds

2.1

Baths

2,698

Sq.Ft.

24 Walnut Street

Chester, NY

Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
View 492 Black Meadow Road Chester, NY MLS# 1002697
Save 492 Black Meadow Road Chester, NY MLS# 1002697
1 of 18
$399,000
Studio

Beds

0.0

Baths

2,003,760

Sq.Ft.

492 Black Meadow Road

Chester, NY

Courtesy of EXP REALTY
View 3815 Whispering Hills Drive Chester, NY MLS# 1000359
Save 3815 Whispering Hills Drive Chester, NY MLS# 1000359
1 of 50
$370,000
3

Beds

2.1

Baths

1,331

Sq.Ft.

3815 Whispering Hills Drive

Chester, NY

Courtesy of MK REALTY INC
View 151 Laroe Road Chester, NY MLS# 995916
Save 151 Laroe Road Chester, NY MLS# 995916
1 of 43
$430,000
3

Beds

1.1

Baths

1,177

Sq.Ft.

151 Laroe Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 2820 Whispering Hills Chester, NY MLS# 986005
Save 2820 Whispering Hills Chester, NY MLS# 986005
1 of 32
$319,900
2

Beds

1.1

Baths

1,072

Sq.Ft.

2820 Whispering Hills

Chester, NY

Courtesy of R2M REALTY INC.
View 35 Maple Avenue Chester, NY MLS# 990509
Save 35 Maple Avenue Chester, NY MLS# 990509
1 of 29
$489,900
3

Beds

3.0

Baths

2,032

Sq.Ft.

35 Maple Avenue

Chester, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 85 Surrey Road Chester, NY MLS# 984933
Save 85 Surrey Road Chester, NY MLS# 984933
1 of 35
$524,900
4

Beds

2.0

Baths

2,076

Sq.Ft.

85 Surrey Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 1311 Whispering Hills Chester, NY MLS# 983111
Save 1311 Whispering Hills Chester, NY MLS# 983111
1 of 32
$329,900
3

Beds

2.0

Baths

1,316

Sq.Ft.

1311 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

About Chester

Listings in Chester, NY

112

Estimated median home price

$692,000
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 1
$100K - 200K 0
$200K - 300K 7
$300K - 400K 17
$400K - 500K 14
$500K - 600K 10
$600K - 700K 13
$700K - 800K 21
$800K - 900K 11
$900K - 1M 6
$1M - Max 12

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 83
Townhouse 0
Condo 16
Commercial 6
Rental 23
Lots and Land 5
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 8/27/2026)

Browse Neighborhoods

Find Properties in Chester, NY

Chester, NY Information

Find Properties by Zip

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.