View 3 DeRose Lane Chester, NY MLS# 924694
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$650,000
5

Beds

3.1

Baths

2,550

Sq.Ft.

3 DeRose Lane

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 65 Oxford Springs Road Chester, NY MLS# 938744
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1 of 50
$650,000
5

Beds

3.1

Baths

3,617

Sq.Ft.

65 Oxford Springs Road

Chester, NY

Courtesy of EXP REALTY
View 23 Pewter Circle Chester, NY MLS# 939836
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1 of 37
$650,000
4

Beds

2.1

Baths

2,318

Sq.Ft.

23 Pewter Circle

Chester, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 25 Sugarloaf Mountain Road Chester, NY MLS# 951920
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1 of 38
$635,000
3

Beds

2.1

Baths

1,954

Sq.Ft.

25 Sugarloaf Mountain Road

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 44 Cedar Pond Lane Chester, NY MLS# 942578
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1 of 42
$600,000
3

Beds

2.0

Baths

1,876

Sq.Ft.

44 Cedar Pond Lane

Chester, NY

Courtesy of EXP REALTY
View 80 Pewter Circle Chester, NY MLS# 913254
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1 of 49
$534,900
3

Beds

2.1

Baths

1,946

Sq.Ft.

80 Pewter Circle

Chester, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 219 Bull Mill Road Chester, NY MLS# 924125
Save 219 Bull Mill Road Chester, NY MLS# 924125
1 of 47
$525,000
4

Beds

2.0

Baths

1,928

Sq.Ft.

219 Bull Mill Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 25 High Street Chester, NY MLS# 883804
Save 25 High Street Chester, NY MLS# 883804
1 of 28
$515,000
4

Beds

2.1

Baths

2,898

Sq.Ft.

25 High Street

Chester, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
View 391 Bull Mill Road Chester, NY MLS# 880804
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$509,999
3

Beds

2.0

Baths

1,800

Sq.Ft.

391 Bull Mill Road

Chester, NY

Courtesy of CENTURY 21 REALTY CENTER
View Main Street Chester, NY MLS# H6204360
Save Main Street Chester, NY MLS# H6204360
1 of 2
$500,000
Studio

Beds

0.0

Baths

36,098

Sq.Ft.

Main Street

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 16 Mari Road Chester, NY MLS# 926859
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1 of 38
$500,000
4

Beds

3.0

Baths

2,098

Sq.Ft.

16 Mari Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 70 Main Street Chester, NY MLS# 914556
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1 of 23
$475,000
4

Beds

2.1

Baths

1,357

Sq.Ft.

70 Main Street

Chester, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 1367 Kings Highway Chester, NY MLS# 951876
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$460,000
3

Beds

1.1

Baths

1,728

Sq.Ft.

1367 Kings Highway

Chester, NY

Courtesy of KARTEN REAL ESTATE SVCS LLC
View 71 Greycourt Road Chester, NY MLS# 942503
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1 of 38
$449,000
3

Beds

1.1

Baths

1,056

Sq.Ft.

71 Greycourt Road

Chester, NY

Courtesy of BLOOMING REALTY
View 108 Pine Hill Road Chester, NY MLS# 944582
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$449,000
4

Beds

1.1

Baths

1,780

Sq.Ft.

108 Pine Hill Road

Chester, NY

Courtesy of AVION
View 84 Pine Hill Road Chester, NY MLS# 926175
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1 of 18
$425,000
3

Beds

1.0

Baths

1,266

Sq.Ft.

84 Pine Hill Road

Chester, NY

Courtesy of EREALTY ADVISORS, INC
View 16 Oakland Avenue Chester, NY MLS# 939522
Save 16 Oakland Avenue Chester, NY MLS# 939522
1 of 49
$425,000
4

Beds

2.1

Baths

2,090

Sq.Ft.

16 Oakland Avenue

Chester, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 3910 Whispering Hills Chester, NY MLS# 946789
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1 of 9
$369,900
3

Beds

2.1

Baths

1,331

Sq.Ft.

3910 Whispering Hills

Chester, NY

Courtesy of EXP REALTY
View 2915 Whispering Hills Chester, NY MLS# 927990
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1 of 23
$369,000
3

Beds

2.1

Baths

1,331

Sq.Ft.

2915 Whispering Hills

Chester, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 2 Virginia Lane Chester, NY MLS# H6215339
Save 2 Virginia Lane Chester, NY MLS# H6215339
1 of 4
$350,000
Studio

Beds

0.0

Baths

235,224

Sq.Ft.

2 Virginia Lane

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

About Chester

Listings in Chester, NY

68

Estimated median home price

$567,450
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 2
$200K - 300K 7
$300K - 400K 12
$400K - 500K 8
$500K - 600K 5
$600K - 700K 9
$700K - 800K 6
$800K - 900K 3
$900K - 1M 3
$1M - Max 12

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 39
Townhouse 0
Condo 12
Commercial 6
Rental 29
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 1/28/2026)

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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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