View 76 Surrey Road Chester, NY MLS# 1022518
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OPEN HOUSE: Saturday 7/11 12:00 PM - 2:00 PM
$489,900
3

Beds

2.0

Baths

1,912

Sq.Ft.

76 Surrey Road

Chester, NY

Courtesy of EXP REALTY
View 3414 Whispering Hills Chester, NY MLS# 974398
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OPEN HOUSE: Saturday 7/11 11:00 AM - 1:00 PM
$349,999
3

Beds

2.0

Baths

1,316

Sq.Ft.

3414 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 4118 Whispering Hills Drive Chester, NY MLS# 1018748
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$329,000
2

Beds

1.1

Baths

1,294

Sq.Ft.

4118 Whispering Hills Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2119 Whispering Hills Chester, NY MLS# 1019548
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$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
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$440,800
3

Beds

1.0

Baths

2,016

Sq.Ft.

815 Craigville Road

Chester, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
View 3318 State Route 94 Chester, NY MLS# 1008703
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$549,900
3

Beds

2.0

Baths

2,138

Sq.Ft.

3318 State Route 94

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 37 Surrey Road Chester, NY MLS# 1007164
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$500,000
4

Beds

2.0

Baths

1,730

Sq.Ft.

37 Surrey Road

Chester, NY

Courtesy of EXP REALTY
View 107 Pine Hill Road Chester, NY MLS# 1003546
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$549,000
3

Beds

2.1

Baths

1,730

Sq.Ft.

107 Pine Hill Road

Chester, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 24 Walnut Street Chester, NY MLS# 1004369
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$559,000
4

Beds

2.1

Baths

2,698

Sq.Ft.

24 Walnut Street

Chester, NY

Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
View 1 N Hudson Street Chester, NY MLS# 1001003
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1 of 38
$499,900
3

Beds

2.0

Baths

1,778

Sq.Ft.

1 N Hudson Street

Chester, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 11 Oxford Depot Chester, NY MLS# 1002651
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$425,000
3

Beds

2.0

Baths

1,748

Sq.Ft.

11 Oxford Depot

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 492 Black Meadow Road Chester, NY MLS# 1002697
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$399,000
Studio

Beds

0.0

Baths

2,003,760

Sq.Ft.

492 Black Meadow Road

Chester, NY

Courtesy of EXP REALTY
View 63 Hubshop Road Chester, NY MLS# 997559
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$499,000
4

Beds

2.1

Baths

2,060

Sq.Ft.

63 Hubshop Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 151 Laroe Road Chester, NY MLS# 995916
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1 of 43
$430,000
3

Beds

1.1

Baths

1,177

Sq.Ft.

151 Laroe Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 2820 Whispering Hills Chester, NY MLS# 986005
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1 of 32
$319,900
2

Beds

1.1

Baths

1,072

Sq.Ft.

2820 Whispering Hills

Chester, NY

Courtesy of R2M REALTY INC.
View 35 Maple Avenue Chester, NY MLS# 990509
Save 35 Maple Avenue Chester, NY MLS# 990509
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$489,900
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
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1 of 38
$327,000
2

Beds

2.0

Baths

1,316

Sq.Ft.

2323 Whispering Hills

Chester, NY

Courtesy of CENTURY 21 FULL SERVICE 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
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

About Chester

Listings in Chester, NY

85

Estimated median home price

$735,000
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 3
$300K - 400K 11
$400K - 500K 12
$500K - 600K 6
$600K - 700K 6
$700K - 800K 12
$800K - 900K 13
$900K - 1M 7
$1M - Max 14

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 63
Townhouse 0
Condo 7
Commercial 6
Rental 28
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 7/8/2026)

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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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