View 7 Greycourt Road Chester, NY MLS# 1054698
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1 of 19
$1,850,000
3

Beds

2.1

Baths

2,404

Sq.Ft.

7 Greycourt Road

Chester, NY

Courtesy of KW HUDSON VALLEY UNITED
View 111 Ayr Road Chester, NY MLS# 1049653
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1 of 30
$599,000
4

Beds

4.1

Baths

3,326

Sq.Ft.

111 Ayr Road

Chester, NY

Courtesy of CURASI REALTY, INC.
View 985 Craigville Road Chester, NY MLS# 1057348
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1 of 36
$750,000
4

Beds

3.1

Baths

3,100

Sq.Ft.

985 Craigville Road

Chester, NY

Courtesy of HOULIHAN LAWRENCE INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 3706 Whispering Hills Chester, NY MLS# 1039289
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1 of 18
$339,900
2

Beds

1.1

Baths

1,086

Sq.Ft.

3706 Whispering Hills

Chester, NY

Courtesy of EXP REALTY
View 2107 Whispering Hills Chester, NY MLS# 1050213
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1 of 34
$309,000
2

Beds

1.1

Baths

1,086

Sq.Ft.

2107 Whispering Hills

Chester, NY

Courtesy of WANSOR REALTY
View 94 Booth Road Chester, NY MLS# 1050173
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1 of 31
$525,000
3

Beds

2.1

Baths

2,441

Sq.Ft.

94 Booth Road

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 147 Main Street Chester, NY MLS# 1052484
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$549,000
4

Beds

2.0

Baths

2,824

Sq.Ft.

147 Main Street

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 19 Meadow Avenue Chester, NY MLS# 1050131
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1 of 18
$525,000
2

Beds

2.0

Baths

1,910

Sq.Ft.

19 Meadow Avenue

Chester, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 1212 Whispering Hills Chester, NY MLS# 1048656
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1 of 48
$269,000
2

Beds

1.0

Baths

1,084

Sq.Ft.

1212 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 18 Schueler Road Chester, NY MLS# 1046033
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1 of 43
$339,900
2

Beds

1.0

Baths

960

Sq.Ft.

18 Schueler Road

Chester, NY

Courtesy of Weichert Realtors - Monroe
View 1168 Craigville Road Chester, NY MLS# 1050193
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1 of 37
$779,900
4

Beds

2.1

Baths

2,616

Sq.Ft.

1168 Craigville Road

Chester, NY

Courtesy of ARC REALTY 1 IN SALES
View 3211 Whispering Hills Chester, NY MLS# 1046996
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1 of 40
$370,000
3

Beds

2.0

Baths

1,316

Sq.Ft.

3211 Whispering Hills

Chester, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 101 Beverly Road Chester, NY MLS# 1048079
Save 101 Beverly Road Chester, NY MLS# 1048079
1 of 31
$879,000
4

Beds

2.2

Baths

3,764

Sq.Ft.

101 Beverly Road

Chester, NY

Courtesy of GREENE REALTY GROUP
View 5 Red Fox Run Chester, NY MLS# 1046418
Save 5 Red Fox Run Chester, NY MLS# 1046418
1 of 47
$679,000
4

Beds

3.1

Baths

2,960

Sq.Ft.

5 Red Fox Run

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 3409 Whispering Hills Chester, NY MLS# 1032618
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1 of 24
$360,000
3

Beds

2.1

Baths

1,331

Sq.Ft.

3409 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 4704 Whispering Hills Chester, NY MLS# 1038636
Save 4704 Whispering Hills Chester, NY MLS# 1038636
1 of 19
$370,000
3

Beds

2.1

Baths

1,331

Sq.Ft.

4704 Whispering Hills

Chester, NY

Courtesy of SAHAGIAN REALTY LLC
View 69 Cedar Pond Lane Chester, NY MLS# 26032766
Save 69 Cedar Pond Lane Chester, NY MLS# 26032766
1 of 50
OPEN HOUSE: Saturday 10/3 1:00 PM - 3:00 PM
$1,599,999
6

Beds

7.1

Baths

69 Cedar Pond Lane

Chester, NY

NewJerseyMLS
Courtesy of PROMINENT PROPERTIES SOTHEBY'S INTERNATIONAL REALTY-ALPINE
View 188 Creamery Pond Road Chester, NY MLS# 1038759
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1 of 45
$675,000
3

Beds

2.1

Baths

3,202

Sq.Ft.

188 Creamery Pond Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 3561 Rte 94 Chester, NY MLS# 1041906
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OPEN HOUSE: Saturday 10/3 11:00 AM - 1:00 PM
$619,999
3

Beds

3.0

Baths

2,902

Sq.Ft.

3561 Rte 94

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 2124 Whispering Hills Chester, NY MLS# 1042658
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1 of 18
$289,000
2

Beds

1.0

Baths

1,084

Sq.Ft.

2124 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY

About Chester

Listings in Chester, NY

101

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 1
$100K - 200K 0
$200K - 300K 10
$300K - 400K 18
$400K - 500K 8
$500K - 600K 10
$600K - 700K 11
$700K - 800K 16
$800K - 900K 10
$900K - 1M 6
$1M - Max 11

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 67
Townhouse 0
Condo 21
Commercial 6
Rental 22
Lots and Land 4
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 10/1/2026)

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Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 10/1/2026.

Source: New Jersey Multiple Listing Service, Inc.

© 2026 New Jersey Multiple Listing Service, Inc. All rights reserved.

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.