View 7 Lakeview Drive Chester, NY MLS# 1028872
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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
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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
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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
The time to sell is now! THE TIME TO SELL IS NOW!
View 50 Hambletonian Avenue Chester, NY MLS# 1029645
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1 of 13
$624,900
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
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1 of 29
$389,900
3

Beds

2.0

Baths

1,393

Sq.Ft.

4114 Whispering Hills

Chester, NY

Courtesy of COLDWELL BANKER REALTY
View 2604 Whispering Hills Chester, NY MLS# 1025165
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1 of 35
$350,000
3

Beds

2.1

Baths

1,086

Sq.Ft.

2604 Whispering Hills

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES
View 2 Hemlock Court Chester, NY MLS# 1025992
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1 of 3
$750,000
5

Beds

2.1

Baths

2,700

Sq.Ft.

2 Hemlock Court

Chester, NY

Courtesy of MK REALTY INC
View 1 Arborvitae Court Chester, NY MLS# 1024518
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1 of 1
$725,000
3

Beds

2.1

Baths

2,677

Sq.Ft.

1 Arborvitae Court

Chester, NY

Courtesy of MK REALTY INC
View 76 Surrey Road Chester, NY MLS# 1022518
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1 of 44
$489,900
3

Beds

2.0

Baths

1,912

Sq.Ft.

76 Surrey Road

Chester, NY

Courtesy of EXP REALTY
View 3414 Whispering Hills Chester, NY MLS# 974398
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1 of 34
$349,999
3

Beds

2.0

Baths

1,316

Sq.Ft.

3414 Whispering Hills

Chester, NY

Courtesy of KW HUDSON VALLEY UNITED
View 11 Chandler Drive Chester, NY MLS# 1018371
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1 of 32
$615,000
3

Beds

2.1

Baths

1,908

Sq.Ft.

11 Chandler Drive

Chester, NY

Courtesy of COLDWELL BANKER REALTY
View 4118 Whispering Hills Drive Chester, NY MLS# 1018748
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1 of 22
$329,000
2

Beds

1.1

Baths

1,294

Sq.Ft.

4118 Whispering Hills Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 5 Hilltop Lane Chester, NY MLS# 1020076
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Save 5 Hilltop Lane Chester, NY MLS# 1020076
1 of 5
$850,000
5

Beds

2.1

Baths

3,200

Sq.Ft.

5 Hilltop Lane

Chester, NY

Courtesy of MK REALTY INC
View 3 Hemlock Court Chester, NY MLS# 1020128
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1 of 50
$750,000
5

Beds

2.1

Baths

2,700

Sq.Ft.

3 Hemlock Court

Chester, NY

Courtesy of MK REALTY INC
View 68 Conklingtown Road 1&2 Chester, NY MLS# 992189
    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 29 Murray Drive Chester, NY MLS# 1027353
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      1 of 34
      OPEN HOUSE: Saturday 7/25 11:00 AM - 1:00 PM
      $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 4
        OPEN HOUSE: Saturday 7/25 1:00 PM - 3:00 PM
        $389,000
        3

        Beds

        1.0

        Baths

        1,062

        Sq.Ft.

        185 Oxford Road

        Chester, NY

        Courtesy of KELLER WILLIAMS HUDSON VALLEY
        View 7 Hilltop Lane Chester, NY MLS# 1024426
          Save 7 Hilltop Lane Chester, NY MLS# 1024426
          1 of 1
          $740,000
          5

          Beds

          2.1

          Baths

          2,700

          Sq.Ft.

          7 Hilltop Lane

          Chester, NY

          Courtesy of MK REALTY INC
          View 424 Laroe Road Chester, NY MLS# 1013375
            Save 424 Laroe Road Chester, NY MLS# 1013375
            1 of 44
            $649,999
            4

            Beds

            3.0

            Baths

            2,316

            Sq.Ft.

            424 Laroe Road

            Chester, NY

            Courtesy of EPIQUE REALTY
            View 2 Gate Way Chester, NY MLS# 1023347
              Save 2 Gate Way Chester, NY MLS# 1023347
              1 of 1
              $710,000
              5

              Beds

              2.1

              Baths

              3,200

              Sq.Ft.

              2 Gate Way

              Chester, NY

              Courtesy of MK REALTY INC

              About Chester

              Listings in Chester, NY

              90

              Estimated median home price

              $717,500
              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 - 200K1
              $200K - 300K4
              $300K - 400K13
              $400K - 500K10
              $500K - 600K7
              $600K - 700K9
              $700K - 800K13
              $800K - 900K12
              $900K - 1M7
              $1M - Max14

              Homes for Sale by Type in Chester, NY

              Property TypeCount
              Single Family65
              Townhouse0
              Condo10
              Commercial6
              Rental25
              Lots and Land7
              Condo/Town/CoOp0
              CoOp0
              Multi Family2
              Mobile Home0
              Farms0

              (Data as of 7/22/2026)

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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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