View 21 Trotting Drive Chester, NY MLS# 1030740
  • Recently Listed with Virtual Tour
Save 21 Trotting Drive Chester, NY MLS# 1030740
1 of 50
$475,000
3

Beds

2.0

Baths

1,624

Sq.Ft.

21 Trotting Drive

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 1310 Whispering Hills Chester, NY MLS# 1034956
  • Recently Listed
Save 1310 Whispering Hills Chester, NY MLS# 1034956
1 of 36
$375,000
3

Beds

2.1

Baths

1,331

Sq.Ft.

1310 Whispering Hills

Chester, NY

Courtesy of HUDSON PREMIUM REALTY
View 3 Grand View Terrace Chester, NY MLS# 1034157
  • Recently Listed
Save 3 Grand View Terrace Chester, NY MLS# 1034157
1 of 37
$749,000
6

Beds

3.0

Baths

3,066

Sq.Ft.

3 Grand View Terrace

Chester, NY

Courtesy of EREALTY ADVISORS, INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 176 Beverly Road Chester, NY MLS# 1034535
  • Recently Listed
Save 176 Beverly Road Chester, NY MLS# 1034535
1 of 39
$777,000
4

Beds

2.1

Baths

2,715

Sq.Ft.

176 Beverly Road

Chester, NY

Courtesy of OWNER ENTRY.COM
View 70 Main Street Chester, NY MLS# 1034449
  • Recently Listed
Save 70 Main Street Chester, NY MLS# 1034449
1 of 27
$469,000
3

Beds

1.2

Baths

1,357

Sq.Ft.

70 Main Street

Chester, NY

Courtesy of CURASI REALTY, INC.
View 66 Whitetail Run Chester, NY MLS# 1033721
  • Recently Listed
Save 66 Whitetail Run Chester, NY MLS# 1033721
1 of 50
$449,000
3

Beds

1.1

Baths

1,500

Sq.Ft.

66 Whitetail Run

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 2522 Whispering Hills Chester, NY MLS# 1027103
  • Recently Listed
Save 2522 Whispering Hills Chester, NY MLS# 1027103
1 of 35
OPEN HOUSE: Sunday 8/9 11:00 AM - 1:00 PM
$369,000
3

Beds

2.1

Baths

1,331

Sq.Ft.

2522 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 3 Hilltop Lane Chester, NY MLS# 1031147
  • Recently Listed
Save 3 Hilltop Lane Chester, NY MLS# 1031147
1 of 1
$750,000
5

Beds

2.1

Baths

2,700

Sq.Ft.

3 Hilltop Lane

Chester, NY

Courtesy of MK REALTY INC
View 151 Main Street Chester, NY MLS# 1031155
  • Recently Listed
Save 151 Main Street Chester, NY MLS# 1031155
1 of 16
$325,000
4

Beds

1.0

Baths

1,504

Sq.Ft.

151 Main Street

Chester, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 2007 Whispering Hills Chester, NY MLS# 1030827
  • Recently Listed
Save 2007 Whispering Hills Chester, NY MLS# 1030827
1 of 44
$279,999
2

Beds

1.1

Baths

1,086

Sq.Ft.

2007 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 68 Conklingtown Road 1&2 Chester, NY MLS# 992189
  • Recently Listed
Save 68 Conklingtown Road 1&2 Chester, NY MLS# 992189
1 of 38
$575,000
6

Beds

2.0

Baths

43,560

Sq.Ft.

68 Conklingtown Road 1&2

Chester, NY

Courtesy of MS REALTY GROUP USA, INC
View 4008 Whispering Hills Drive Chester, NY MLS# 1027838
  • Recently Listed
Save 4008 Whispering Hills Drive Chester, NY MLS# 1027838
1 of 33
$315,000
2

Beds

1.1

Baths

1,072

Sq.Ft.

4008 Whispering Hills Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1 Hilltop Lane Chester, NY MLS# 1031045
  • Recently Listed
Save 1 Hilltop Lane Chester, NY MLS# 1031045
1 of 1
$750,000
5

Beds

2.1

Baths

2,700

Sq.Ft.

1 Hilltop Lane

Chester, NY

Courtesy of MK REALTY INC
View 29 Murray Drive Chester, NY MLS# 1027353
  • Recently Listed
Save 29 Murray Drive Chester, NY MLS# 1027353
1 of 34
$650,000
3

Beds

2.2

Baths

2,520

Sq.Ft.

29 Murray Drive

Chester, NY

Courtesy of EXP REALTY
View 185 Oxford Road Chester, NY MLS# 1019170
    Save 185 Oxford Road Chester, NY MLS# 1019170
    1 of 49
    $389,000
    3

    Beds

    1.0

    Baths

    1,062

    Sq.Ft.

    185 Oxford Road

    Chester, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 7 Lakeview Drive Chester, NY MLS# 1028872
    • Recently Listed
    Save 7 Lakeview Drive Chester, NY MLS# 1028872
    1 of 29
    $549,999
    4

    Beds

    2.1

    Baths

    2,098

    Sq.Ft.

    7 Lakeview Drive

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 1 Periwinkle Court Chester, NY MLS# 1029430
      Save 1 Periwinkle Court Chester, NY MLS# 1029430
      1 of 9
      $750,000
      5

      Beds

      2.1

      Baths

      2,700

      Sq.Ft.

      1 Periwinkle Court

      Chester, NY

      Courtesy of MK REALTY INC
      View 197 Oxford Road Chester, NY MLS# 1012284
      • Recently Listed with Virtual Tour
      Save 197 Oxford Road Chester, NY MLS# 1012284
      1 of 36
      $799,000
      4

      Beds

      2.1

      Baths

      3,070

      Sq.Ft.

      197 Oxford Road

      Chester, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 50 Hambletonian Avenue Chester, NY MLS# 1029645
      • Recently Listed
      Save 50 Hambletonian Avenue Chester, NY MLS# 1029645
      1 of 13
      $599,900
      3

      Beds

      2.0

      Baths

      1,583

      Sq.Ft.

      50 Hambletonian Avenue

      Chester, NY

      Courtesy of GREENE REALTY GROUP
      View 4114 Whispering Hills Chester, NY MLS# 1027245
        Save 4114 Whispering Hills Chester, NY MLS# 1027245
        1 of 29
        $389,900
        3

        Beds

        2.0

        Baths

        1,393

        Sq.Ft.

        4114 Whispering Hills

        Chester, NY

        Courtesy of COLDWELL BANKER REALTY

        About Chester

        Listings in Chester, NY

        101

        Estimated median home price

        $699,995
        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

        PriceCount
        $0 - 100K0
        $100K - 200K0
        $200K - 300K6
        $300K - 400K18
        $400K - 500K11
        $500K - 600K9
        $600K - 700K8
        $700K - 800K19
        $800K - 900K11
        $900K - 1M7
        $1M - Max12

        Homes for Sale by Type in Chester, NY

        Property TypeCount
        Single Family71
        Townhouse0
        Condo16
        Commercial6
        Rental23
        Lots and Land6
        Condo/Town/CoOp0
        CoOp0
        Multi Family2
        Mobile Home0
        Farms0

        (Data as of 8/7/2026)

        Browse Neighborhoods

        Find Properties in Chester, NY

        Chester, NY Information

        Find Properties by Zip

        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.

        Information Copyright 2021, OneKey® MLS. All Rights Reserved.