Chester New York Homes for Sale

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59 total properties
View 1414 Kings Highway Chester, NY MLS# 965992
  • Recently Listed
1 of 7
$879,900
4

Beds

2.1

Baths

3,200

Sq.Ft.

1414 Kings Highway

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View * Lot #4 Wells Sweep Lane Chester, NY MLS# 966048
  • Recently Listed
1 of 6
$869,900
4

Beds

2.1

Baths

3,000

Sq.Ft.

* Lot #4 Wells Sweep Lane

Chester, NY

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

Beds

1.1

Baths

1,998

Sq.Ft.

31 Hudson Street

Chester, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
The time to sell is now! THE TIME TO SELL IS NOW!
View 558 Pine Hill Road Chester, NY MLS# 958731
  • Recently Listed
1 of 50
$850,000
4

Beds

2.1

Baths

3,120

Sq.Ft.

558 Pine Hill Road

Chester, NY

Courtesy of EREALTY ADVISORS, INC
View 552 Pine Hill Road Chester, NY MLS# 958740
$350,000
Studio

Beds

0.0

Baths

248,292

Sq.Ft.

552 Pine Hill Road

Chester, NY

Courtesy of EREALTY ADVISORS, INC
View 1005 Whispering Hills Chester, NY MLS# 964957
$249,900
2

Beds

1.1

Baths

1,053

Sq.Ft.

1005 Whispering Hills

Chester, NY

Courtesy of ARC REALTY 1 IN SALES
View 7 Hambletonian Avenue Chester, NY MLS# 964090
  • Recently Listed
1 of 23
$425,000
2

Beds

1.0

Baths

1,026

Sq.Ft.

7 Hambletonian Avenue

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES
View 2 Imperial Park Chester, NY MLS# 964115
  • Recently Listed
1 of 9
$149,900
Studio

Beds

0.0

Baths

8,875

Sq.Ft.

2 Imperial Park

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES
View 34 Booth Road Chester, NY MLS# 961100
  • Recently Listed with Virtual Tour
1 of 42
$720,000
4

Beds

2.1

Baths

2,506

Sq.Ft.

34 Booth Road

Chester, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 2913 Whispering Hills Chester, NY MLS# 962709
  • Recently Listed
1 of 29
$279,900
2

Beds

1.0

Baths

1,084

Sq.Ft.

2913 Whispering Hills

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES
View 4 Debbie Court Chester, NY MLS# 962813
  • Recently Listed
1 of 46
$849,999
5

Beds

5.1

Baths

5,403

Sq.Ft.

4 Debbie Court

Chester, NY

Courtesy of FLAG REALTY GROUP
View 20 Goshen Road Chester, NY MLS# 961236
  • Recently Listed
1 of 50
$1,725,000
4

Beds

2.1

Baths

3,348

Sq.Ft.

20 Goshen Road

Chester, NY

Courtesy of EXP REALTY
View 487 Black Meadow Road Chester, NY MLS# 960665
  • Recently Listed
1 of 35
$725,000
6

Beds

3.1

Baths

4,204

Sq.Ft.

487 Black Meadow Road

Chester, NY

Courtesy of JOSEPH BARATTA COMPANY REALTY
View 5 Bens Way Chester, NY MLS# 959390
1 of 26
OPEN HOUSE: Sunday 3/8 1:00 PM - 3:00 PM
$744,999
4

Beds

2.1

Baths

2,544

Sq.Ft.

5 Bens Way

Chester, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 34 Mountainside Drive Chester, NY MLS# 956879
$699,990
4

Beds

3.0

Baths

1,867

Sq.Ft.

34 Mountainside Drive

Chester, NY

Courtesy of OUR HOUSE REAL ESTATE GROUP
View 25 Sugarloaf Mountain Road Chester, NY MLS# 951920
$635,000
3

Beds

2.1

Baths

1,954

Sq.Ft.

25 Sugarloaf Mountain Road

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 4 Camelback Road Chester, NY MLS# 955725
$949,999
5

Beds

2.2

Baths

5,080

Sq.Ft.

4 Camelback Road

Chester, NY

Courtesy of PROMINENT PROPERTIES SOTHEBY'S
View 50 Elkay Drive Chester, NY MLS# 954329
$675,000
Studio

Beds

0.0

Baths

87,120

Sq.Ft.

50 Elkay Drive

Chester, NY

Courtesy of POINT REALTY USA
View 1367 Kings Highway Chester, NY MLS# 951876
$460,000
3

Beds

1.1

Baths

1,728

Sq.Ft.

1367 Kings Highway

Chester, NY

Courtesy of KARTEN REAL ESTATE SVCS LLC
View 5 Gabriels Drive Chester, NY MLS# 952148
  • Virtual Tour
1 of 49
OPEN HOUSE: Sunday 3/8 1:00 PM - 3:00 PM
$899,000
4

Beds

2.1

Baths

2,722

Sq.Ft.

5 Gabriels Drive

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

About Chester

Listings in Chester, NY

59

Estimated median home price

$500,000
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 10
$300K - 400K 8
$400K - 500K 9
$500K - 600K 2
$600K - 700K 5
$700K - 800K 7
$800K - 900K 5
$900K - 1M 3
$1M - Max 7

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 33
Townhouse 0
Condo 10
Commercial 4
Rental 26
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 3/2/2026)

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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