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 19 Grand View Terrace Chester, NY MLS# 1012919
  • Virtual Tour
Save 19 Grand View Terrace Chester, NY MLS# 1012919
1 of 37
$789,900
5

Beds

4.0

Baths

4,697

Sq.Ft.

19 Grand View Terrace

Chester, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 22 Goshen Road Chester, NY MLS# 1010585
  • Virtual Tour
Save 22 Goshen Road Chester, NY MLS# 1010585
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
Save Address not provided Chester, NY MLS# 1012790
1 of 1
$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
Save 1 Oakland Avenue Chester, NY MLS# 1006113
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
Save 49 Stone Mountain Trail Chester, NY MLS# 1011165
1 of 35
$875,000
4

Beds

2.1

Baths

3,656

Sq.Ft.

49 Stone Mountain Trail

Chester, NY

Courtesy of EREALTY ADVISORS, INC
View 63 Whitetail Run Chester, NY MLS# 1010784
Save 63 Whitetail Run Chester, NY MLS# 1010784
1 of 38
$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
Save 26 Bridle Lane Chester, NY MLS# 1011224
1 of 29
$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
Save 335 Laroe Road Chester, NY MLS# 1009848
1 of 35
$675,000
4

Beds

2.1

Baths

2,784

Sq.Ft.

335 Laroe Road

Chester, NY

Courtesy of COLDWELL BANKER CHOICE PROP.
View 19 Bull Mine Road Chester, NY MLS# 1007687
  • Virtual Tour
Save 19 Bull Mine Road Chester, NY MLS# 1007687
1 of 43
$949,000
4

Beds

2.1

Baths

3,332

Sq.Ft.

19 Bull Mine Road

Chester, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
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 206 Greycourt Road Chester, NY MLS# 1003998
Save 206 Greycourt Road Chester, NY MLS# 1003998
1 of 49
$999,900
0.0

Baths

4,032

Sq.Ft.

206 Greycourt Road

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 24 Walnut Street Chester, NY MLS# 1004369
Save 24 Walnut Street Chester, NY MLS# 1004369
1 of 28
$525,000
4

Beds

2.1

Baths

2,698

Sq.Ft.

24 Walnut Street

Chester, NY

Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
View 45 Whitetail Run Chester, NY MLS# 999741
  • Virtual Tour
Save 45 Whitetail Run Chester, NY MLS# 999741
1 of 47
$825,000
4

Beds

2.1

Baths

2,732

Sq.Ft.

45 Whitetail Run

Chester, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 492 Black Meadow Road Chester, NY MLS# 1002697
Save 492 Black Meadow Road Chester, NY MLS# 1002697
1 of 18
$399,000
0.0

Baths

2,003,760

Sq.Ft.

492 Black Meadow Road

Chester, NY

Courtesy of EXP REALTY
View 60 Whitetail Run Chester, NY MLS# 1002536
Save 60 Whitetail Run Chester, NY MLS# 1002536
1 of 7
$900,000
4

Beds

2.1

Baths

2,588

Sq.Ft.

60 Whitetail Run

Chester, NY

Courtesy of REALTY BLUE CORP
View 220 Oxford Road Chester, NY MLS# 000137
Save 220 Oxford Road Chester, NY MLS# 000137
1 of 20
$894,000
3

Beds

3.1

Baths

3,535

Sq.Ft.

220 Oxford Road

Chester, NY

Courtesy of BLOOMING REALTY
View 4 Debbie Court Chester, NY MLS# 995223
Save 4 Debbie Court Chester, NY MLS# 995223
1 of 49
$785,000
5

Beds

5.1

Baths

5,403

Sq.Ft.

4 Debbie Court

Chester, NY

Courtesy of FLAG REALTY GROUP
View 2 Garnett Hill Road Chester, NY MLS# 999261
  • Virtual Tour
Save 2 Garnett Hill Road Chester, NY MLS# 999261
1 of 35
$999,999
5

Beds

2.1

Baths

4,772

Sq.Ft.

2 Garnett Hill Road

Chester, NY

Courtesy of PLATINUM REALTY ASSOCIATES

About Chester

Listings in Chester, NY

101

Estimated median home price

$675,000
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 10
$300K - 400K 18
$400K - 500K 8
$500K - 600K 10
$600K - 700K 11
$700K - 800K 16
$800K - 900K 10
$900K - 1M 6
$1M - Max 11

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 67
Townhouse 0
Condo 21
Commercial 6
Rental 22
Lots and Land 4
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 10/1/2026)

Browse Neighborhoods

Find Properties in Chester, NY

Chester, NY Information

Find Properties by Zip

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 10/1/2026.

Source: New Jersey Multiple Listing Service, Inc.

© 2026 New Jersey Multiple Listing Service, Inc. All rights reserved.

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.