View 1 Arborvitae Court Chester, NY MLS# 1024518
$725,000
3

Beds

2.1

Baths

2,677

Sq.Ft.

1 Arborvitae Court

Chester, NY

Courtesy of MK REALTY INC
View 424 Laroe Road Chester, NY MLS# 1013375
1 of 40
OPEN HOUSE: Saturday 8/8 1:00 PM - 3:00 PM
$649,999
4

Beds

3.0

Baths

2,316

Sq.Ft.

424 Laroe Road

Chester, NY

Courtesy of EPIQUE REALTY
View 2 Gate Way Chester, NY MLS# 1023347
$710,000
5

Beds

2.1

Baths

3,200

Sq.Ft.

2 Gate Way

Chester, NY

Courtesy of MK REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1 Hemlock Court Chester, NY MLS# 1023396
$700,000
3

Beds

2.1

Baths

2,600

Sq.Ft.

1 Hemlock Court

Chester, NY

Courtesy of MK REALTY INC
View 3414 Whispering Hills Chester, NY MLS# 974398
  • Virtual Tour
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
$575,000
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
$329,000
2

Beds

1.1

Baths

1,294

Sq.Ft.

4118 Whispering Hills Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 985 Craigville Road Chester, NY MLS# 1020165
  • Virtual Tour
1 of 36
$800,000
4

Beds

3.1

Baths

3,100

Sq.Ft.

985 Craigville Road

Chester, NY

Courtesy of SERHANT LLC
View 3 Hemlock Court Chester, NY MLS# 1020128
$750,000
5

Beds

2.1

Baths

2,700

Sq.Ft.

3 Hemlock Court

Chester, NY

Courtesy of MK REALTY INC
View 2119 Whispering Hills Chester, NY MLS# 1019548
$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
$280,000
3

Beds

1.0

Baths

2,016

Sq.Ft.

815 Craigville Road

Chester, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
View 19 Grand View Terrace Chester, NY MLS# 1012919
  • Virtual Tour
1 of 37
OPEN HOUSE: Sunday 8/9 12:00 PM - 2:00 PM
$789,900
5

Beds

4.0

Baths

4,697

Sq.Ft.

19 Grand View Terrace

Chester, NY

Courtesy of EXP REALTY
View 2703 Whispering Hills Chester, NY MLS# 1016415
$365,000
3

Beds

2.1

Baths

1,331

Sq.Ft.

2703 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 9 Derose Lane Chester, NY MLS# 1010959
  • Virtual Tour
1 of 50
$675,000
4

Beds

2.1

Baths

3,100

Sq.Ft.

9 Derose Lane

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 26 Bridle Lane Chester, NY MLS# 1011224
$685,000
4

Beds

2.1

Baths

1,718

Sq.Ft.

26 Bridle Lane

Chester, NY

Courtesy of OWNER ENTRY.COM
View 335 Laroe Road Chester, NY MLS# 1009848
$675,000
4

Beds

2.1

Baths

2,784

Sq.Ft.

335 Laroe Road

Chester, NY

Courtesy of COLDWELL BANKER CHOICE PROP.
View 3318 State Route 94 Chester, NY MLS# 1008703
$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
1 of 40
$500,000
4

Beds

2.0

Baths

1,730

Sq.Ft.

37 Surrey Road

Chester, NY

Courtesy of EXP REALTY
View 107 Pine Hill Road Chester, NY MLS# 1003546
$549,000
3

Beds

2.1

Baths

1,730

Sq.Ft.

107 Pine Hill Road

Chester, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 94 Booth Road Chester, NY MLS# 898870
$529,000
3

Beds

2.1

Baths

2,083

Sq.Ft.

94 Booth Road

Chester, NY

Courtesy of COMPASS GREATER NY, LLC

About Chester

Listings in Chester, NY

100

Estimated median home price

$699,998
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 5
$300K - 400K 17
$400K - 500K 11
$500K - 600K 9
$600K - 700K 8
$700K - 800K 18
$800K - 900K 12
$900K - 1M 7
$1M - Max 12

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 71
Townhouse 0
Condo 14
Commercial 6
Rental 23
Lots and Land 7
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 8/5/2026)

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.