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
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 5 Hilltop Lane Chester, NY MLS# 1020076
$850,000
5

Beds

2.1

Baths

3,200

Sq.Ft.

5 Hilltop Lane

Chester, NY

Courtesy of MK REALTY INC
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 24 Boville Court Chester, NY MLS# 1015381
$849,999
4

Beds

2.1

Baths

2,236

Sq.Ft.

24 Boville Court

Chester, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 19 Grand View Terrace Chester, NY MLS# 1012919
  • Virtual Tour
1 of 37
$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 22 Goshen Road Chester, NY MLS# 1010585
  • Virtual Tour
1 of 50
$1,195,000
4

Beds

3.1

Baths

4,281

Sq.Ft.

22 Goshen Road

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View Address not provided Chester, NY MLS# 1012790
$1,680,000
614,196

Sq.Ft.

Address not provided

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 1 Oakland Avenue Chester, NY MLS# 1006113
  • Virtual Tour
1 of 50
$990,000
4

Beds

2.1

Baths

3,955

Sq.Ft.

1 Oakland Avenue

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 49 Stone Mountain Trail Chester, NY MLS# 1011165
$875,000
4

Beds

2.1

Baths

3,656

Sq.Ft.

49 Stone Mountain Trail

Chester, NY

Courtesy of EREALTY ADVISORS, INC
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 63 Whitetail Run Chester, NY MLS# 1010784
$1,200,000
4

Beds

2.1

Baths

2,711

Sq.Ft.

63 Whitetail Run

Chester, NY

Courtesy of SPIRAL NY REAL ESTATE LLC
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

About Chester

Listings in Chester, NY

98

Estimated median home price

$705,000
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 5
$300K - 400K 16
$400K - 500K 10
$500K - 600K 9
$600K - 700K 8
$700K - 800K 17
$800K - 900K 12
$900K - 1M 7
$1M - Max 13

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 70
Townhouse 0
Condo 13
Commercial 6
Rental 22
Lots and Land 7
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 7/30/2026)

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.