View 2 Primrose Lane Chester, NY MLS# 991517
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1 of 42
$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
Save 35 Maple Avenue Chester, NY MLS# 990509
1 of 29
$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
Save 2323 Whispering Hills Chester, NY MLS# 979690
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 149 Creamery Pond Road Chester, NY MLS# 986323
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Save 149 Creamery Pond Road Chester, NY MLS# 986323
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
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 5 Roggia Road Chester, NY MLS# 978824
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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 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
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
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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
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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
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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 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
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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 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

About Chester

Listings in Chester, NY

87

Estimated median home price

$635,000
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 15
$400K - 500K 13
$500K - 600K 5
$600K - 700K 5
$700K - 800K 12
$800K - 900K 11
$900K - 1M 5
$1M - Max 13

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 57
Townhouse 0
Condo 11
Commercial 5
Rental 27
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 6/7/2026)

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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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