View 101 Whitetail Run Chester, NY MLS# 983196
$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
$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
$725,000
4

Beds

2.2

Baths

3,908

Sq.Ft.

78 Goshen Road

Chester, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 4 Oak Street Chester, NY MLS# 973625
$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
$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
$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
  • Virtual Tour
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
$375,000
3

Beds

2.1

Baths

1,355

Sq.Ft.

4116 Whispering Hills

Chester, NY

Courtesy of WILLIAM RAVEIS-NEW YORK, LLC
View 21 Bull Mine Road Chester, NY MLS# 973228
  • Virtual Tour
1 of 48
$925,000
5

Beds

3.1

Baths

3,680

Sq.Ft.

21 Bull Mine Road

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View Address not provided Chester, NY MLS# 962912
$1,000,000

Address not provided

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 2203 Whispering Hills Chester, NY MLS# 954443
$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
$879,900
4

Beds

2.1

Baths

3,200

Sq.Ft.

1414 Kings Highway

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 10 Wells Sweep Lane Chester, NY MLS# 966048
$869,900
4

Beds

2.1

Baths

3,000

Sq.Ft.

10 Wells Sweep Lane

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 558 Pine Hill Road Chester, NY MLS# 958731
    1 of 50
    OPEN HOUSE: Sunday 6/7 1:00 PM - 2:30 PM
    $599,000
    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
      1 of 1
      OPEN HOUSE: Sunday 6/7 1:00 AM - 2:30 PM
      $299,000
      Studio

      Beds

      0.0

      Baths

      248,292

      Sq.Ft.

      552 Pine Hill Road

      Chester, NY

      Courtesy of EREALTY ADVISORS, INC
      View 7 Hambletonian Avenue Chester, NY MLS# 964090
      $399,900
      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
      $149,900
      Studio

      Beds

      0.0

      Baths

      8,875

      Sq.Ft.

      2 Imperial Park

      Chester, NY

      Courtesy of HOMESMART HOMES & ESTATES
      View 20 Goshen Road Chester, NY MLS# 961236
      $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
      $725,000
      6

      Beds

      3.1

      Baths

      4,204

      Sq.Ft.

      487 Black Meadow Road

      Chester, NY

      Courtesy of JOSEPH BARATTA COMPANY REALTY
      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

      About Chester

      Listings in Chester, NY

      86

      Estimated median home price

      $637,500
      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 - 200K3
      $200K - 300K5
      $300K - 400K15
      $400K - 500K13
      $500K - 600K4
      $600K - 700K5
      $700K - 800K12
      $800K - 900K11
      $900K - 1M5
      $1M - Max13

      Homes for Sale by Type in Chester, NY

      Property TypeCount
      Single Family56
      Townhouse0
      Condo11
      Commercial5
      Rental27
      Lots and Land13
      Condo/Town/CoOp0
      CoOp0
      Multi Family1
      Mobile Home0
      Farms0

      (Data as of 6/6/2026)

      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.

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