View 17 Woodridge Drive Chester, NY MLS# 972648
Save 17 Woodridge Drive Chester, NY MLS# 972648
1 of 50
$624,900
4

Beds

2.1

Baths

2,524

Sq.Ft.

17 Woodridge Drive

Chester, NY

Courtesy of EXP REALTY
View 145 Kings Highway Bypass Chester, NY MLS# 982708
  • Virtual Tour
Save 145 Kings Highway Bypass Chester, NY MLS# 982708
1 of 48
$1,299,900
4

Beds

4.0

Baths

4,508

Sq.Ft.

145 Kings Highway Bypass

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 53 Gibson Hill Road Chester, NY MLS# 986225
Save 53 Gibson Hill Road Chester, NY MLS# 986225
1 of 48
$1,100,000
5

Beds

4.0

Baths

5,312

Sq.Ft.

53 Gibson Hill Road

Chester, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 5 Roggia Road Chester, NY MLS# 978824
  • Virtual Tour
Save 5 Roggia Road Chester, NY MLS# 978824
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
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 16 Lori Lane Chester, NY MLS# 982679
  • Virtual Tour
Save 16 Lori Lane Chester, NY MLS# 982679
1 of 41
$1,159,900
4

Beds

3.2

Baths

4,624

Sq.Ft.

16 Lori Lane

Chester, NY

Courtesy of EXP REALTY
View 1071 Craigville Road Chester, NY MLS# 976307
  • Virtual Tour
Save 1071 Craigville Road Chester, NY MLS# 976307
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
Save 5 Gabriels Drive Chester, NY MLS# 983687
1 of 45
$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
Save 2 Pine Hill Road Chester, NY MLS# 974429
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
Save 58 Oxford Springs Road Chester, NY MLS# 982136
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
Save 101 Whitetail Run Chester, NY MLS# 983196
1 of 35
$589,000
3

Beds

2.1

Baths

1,854

Sq.Ft.

101 Whitetail Run

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
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
View 78 Goshen Road Chester, NY MLS# 968517
Save 78 Goshen Road Chester, NY MLS# 968517
1 of 50
$725,000
4

Beds

2.2

Baths

3,908

Sq.Ft.

78 Goshen Road

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 4 Oak Street Chester, NY MLS# 973625
Save 4 Oak Street Chester, NY MLS# 973625
1 of 42
$499,900
3

Beds

2.1

Baths

1,888

Sq.Ft.

4 Oak Street

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 90 Pewter Circle Chester, NY MLS# 981270
Save 90 Pewter Circle Chester, NY MLS# 981270
1 of 5
$759,900
4

Beds

2.1

Baths

2,250

Sq.Ft.

90 Pewter Circle

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 5 N Hudson Street Chester, NY MLS# 976521
Save 5 N Hudson Street Chester, NY MLS# 976521
1 of 28
$500,000
3

Beds

2.0

Baths

2,688

Sq.Ft.

5 N Hudson Street

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 55 Beverly Road Chester, NY MLS# 977281
  • Virtual Tour
Save 55 Beverly Road Chester, NY MLS# 977281
1 of 49
$735,000
4

Beds

3.1

Baths

3,356

Sq.Ft.

55 Beverly Road

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 4116 Whispering Hills Chester, NY MLS# 975277
Save 4116 Whispering Hills Chester, NY MLS# 975277
1 of 25
$375,000
3

Beds

2.1

Baths

1,355

Sq.Ft.

4116 Whispering Hills

Chester, NY

Courtesy of WILLIAM RAVEIS-NEW YORK, LLC
View 21 Bull Mine Road Chester, NY MLS# 973228
  • Virtual Tour
Save 21 Bull Mine Road Chester, NY MLS# 973228
1 of 48
$925,000
5

Beds

3.1

Baths

3,680

Sq.Ft.

21 Bull Mine Road

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View Address not provided Chester, NY MLS# 962912
Save Address not provided Chester, NY MLS# 962912
1 of 1
$1,000,000

Address not provided

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

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)

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.