View 4 Debbie Court Chester, NY MLS# 995223
$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
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
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 58 Nancy Lane Chester, NY MLS# 995624
$769,000
3

Beds

2.1

Baths

2,718

Sq.Ft.

58 Nancy Lane

Chester, NY

Courtesy of HOWARD HANNA RAND 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 4 Greycourt Road Chester, NY MLS# 992700
$640,000
3

Beds

1.1

Baths

2,136

Sq.Ft.

4 Greycourt Road

Chester, NY

Courtesy of MK REALTY INC
View 2820 Whispering Hills Chester, NY MLS# 986005
$319,900
2

Beds

1.1

Baths

1,072

Sq.Ft.

2820 Whispering Hills

Chester, NY

Courtesy of R2M REALTY INC.
View 2 Heidi Lane Chester, NY MLS# 988299
$869,000
5

Beds

3.0

Baths

3,846

Sq.Ft.

2 Heidi Lane

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 2 Primrose Lane Chester, NY MLS# 991517
$849,900
4

Beds

3.0

Baths

2,370

Sq.Ft.

2 Primrose Lane

Chester, NY

Courtesy of Weichert Realtors - Monroe
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
View 2323 Whispering Hills Chester, NY MLS# 979690
$327,000
2

Beds

2.0

Baths

1,316

Sq.Ft.

2323 Whispering Hills

Chester, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 149 Creamery Pond Road Chester, NY MLS# 986323
  • Virtual Tour
1 of 50
$849,900
3

Beds

3.0

Baths

2,740

Sq.Ft.

149 Creamery Pond Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 17 Woodridge Drive Chester, NY MLS# 972648
$624,900
4

Beds

2.1

Baths

2,524

Sq.Ft.

17 Woodridge Drive

Chester, NY

Courtesy of EXP REALTY
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 85 Surrey Road Chester, NY MLS# 984933
$524,900
4

Beds

2.0

Baths

2,076

Sq.Ft.

85 Surrey Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 1071 Craigville Road Chester, NY MLS# 976307
  • Virtual Tour
1 of 48
$795,000
4

Beds

2.1

Baths

2,780

Sq.Ft.

1071 Craigville Road

Chester, NY

Courtesy of MS REALTY GROUP USA, INC
View 5 Gabriels Drive Chester, NY MLS# 983687
$850,000
4

Beds

2.1

Baths

2,722

Sq.Ft.

5 Gabriels Drive

Chester, NY

Courtesy of Q HOME SALES
View 2 Pine Hill Road Chester, NY MLS# 974429
  • Virtual Tour
1 of 36
$875,000
3

Beds

2.1

Baths

2,302

Sq.Ft.

2 Pine Hill Road

Chester, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
View 58 Oxford Springs Road Chester, NY MLS# 982136
  • Virtual Tour
1 of 38
$349,900
1

Beds

1.0

Baths

783

Sq.Ft.

58 Oxford Springs Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 101 Whitetail Run Chester, NY MLS# 983196
$589,000
3

Beds

2.1

Baths

1,854

Sq.Ft.

101 Whitetail Run

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE

About Chester

Listings in Chester, NY

95

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 0
$100K - 200K 3
$200K - 300K 5
$300K - 400K 14
$400K - 500K 14
$500K - 600K 7
$600K - 700K 6
$700K - 800K 11
$800K - 900K 12
$900K - 1M 7
$1M - Max 16

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 65
Townhouse 0
Condo 10
Commercial 6
Rental 28
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 6/14/2026)

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.