View 17 Woodridge Drive Chester, NY MLS# 972648
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$749,000
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
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$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
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1 of 35
$524,900
4

Beds

2.0

Baths

2,076

Sq.Ft.

85 Surrey Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1071 Craigville Road Chester, NY MLS# 976307
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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
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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
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$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
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$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
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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
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$349,900
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
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$725,000
4

Beds

2.2

Baths

3,908

Sq.Ft.

78 Goshen Road

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 90 Pewter Circle Chester, NY MLS# 981270
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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
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$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
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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 307 Gibson Hill Road Chester, NY MLS# 968972
Save 307 Gibson Hill Road Chester, NY MLS# 968972
1 of 38
$350,000
2

Beds

1.0

Baths

1,272

Sq.Ft.

307 Gibson Hill Road

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 2203 Whispering Hills Chester, NY MLS# 954443
Save 2203 Whispering Hills Chester, NY MLS# 954443
1 of 24
$362,900
3

Beds

2.1

Baths

1,331

Sq.Ft.

2203 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1414 Kings Highway Chester, NY MLS# 965992
Save 1414 Kings Highway Chester, NY MLS# 965992
1 of 9
$879,900
4

Beds

2.1

Baths

3,200

Sq.Ft.

1414 Kings Highway

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 10 Wells Sweep Lane Chester, NY MLS# 966048
Save 10 Wells Sweep Lane Chester, NY MLS# 966048
1 of 8
$869,900
4

Beds

2.1

Baths

3,000

Sq.Ft.

10 Wells Sweep Lane

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 31 Hudson Street Chester, NY MLS# 963657
Save 31 Hudson Street Chester, NY MLS# 963657
1 of 25
$449,900
2

Beds

2.0

Baths

1,998

Sq.Ft.

31 Hudson Street

Chester, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 558 Pine Hill Road Chester, NY MLS# 958731
Save 558 Pine Hill Road Chester, NY MLS# 958731
1 of 50
$799,000
4

Beds

2.1

Baths

3,120

Sq.Ft.

558 Pine Hill Road

Chester, NY

Courtesy of EREALTY ADVISORS, INC

About Chester

Listings in Chester, NY

69

Estimated median home price

$699,000
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 8
$300K - 400K 11
$400K - 500K 7
$500K - 600K 2
$600K - 700K 7
$700K - 800K 11
$800K - 900K 6
$900K - 1M 4
$1M - Max 10

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 42
Townhouse 0
Condo 10
Commercial 5
Rental 26
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/20/2026)

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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.

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