View 2948 State Route 94 Chester, NY MLS# 940751
    1 of 45
    OPEN HOUSE: Saturday 1/24 1:00 PM - 3:00 PM
    $1,395,000
    4

    Beds

    2.1

    Baths

    3,866

    Sq.Ft.

    2948 State Route 94

    Chester, NY

    Courtesy of TUXEDO HUDSON REALTY CORP
    View 23 Pewter Circle Chester, NY MLS# 939836
    • Virtual Tour
    1 of 37
    $650,000
    4

    Beds

    2.1

    Baths

    2,318

    Sq.Ft.

    23 Pewter Circle

    Chester, NY

    Courtesy of EXP REALTY
    View 16 Oakland Avenue Chester, NY MLS# 939522
    $425,000
    4

    Beds

    2.1

    Baths

    2,090

    Sq.Ft.

    16 Oakland Avenue

    Chester, NY

    Courtesy of BHG REAL ESTATE GREEN TEAM
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 65 Oxford Springs Road Chester, NY MLS# 938744
    $650,000
    5

    Beds

    3.1

    Baths

    3,617

    Sq.Ft.

    65 Oxford Springs Road

    Chester, NY

    Courtesy of EXP REALTY
    View 2812 Whispering Hills Chester, NY MLS# 936470
    $290,000
    2

    Beds

    1.0

    Baths

    1,084

    Sq.Ft.

    2812 Whispering Hills

    Chester, NY

    Courtesy of EXIT REALTY CONNECTIONS
    View 16 Oxford Springs Road Chester, NY MLS# 935115
    • Virtual Tour
    1 of 48
    $750,000
    3

    Beds

    3.0

    Baths

    2,870

    Sq.Ft.

    16 Oxford Springs Road

    Chester, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 80 Pewter Circle Chester, NY MLS# 913254
    $534,900
    3

    Beds

    2.1

    Baths

    1,946

    Sq.Ft.

    80 Pewter Circle

    Chester, NY

    Courtesy of BHG REAL ESTATE GREEN TEAM
    View 1503 Whispering Hills Chester, NY MLS# 937839
      1 of 17
      OPEN HOUSE: Saturday 1/24 11:30 AM - 2:30 PM
      $309,900
      3

      Beds

      2.1

      Baths

      1,331

      Sq.Ft.

      1503 Whispering Hills

      Chester, NY

      Courtesy of CENTURY 21 E & M WILLIAMS RLTY
      View 2912 Whispering Hills Chester, NY MLS# 937375
      $304,900
      2

      Beds

      1.0

      Baths

      1,084

      Sq.Ft.

      2912 Whispering Hills

      Chester, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 2104 Whispering Hills Chester, NY MLS# 936624
      $299,900
      3

      Beds

      2.1

      Baths

      1,331

      Sq.Ft.

      2104 Whispering Hills

      Chester, NY

      Courtesy of ARC REALTY 1 IN SALES
      View 1401 Whispering Hills Chester, NY MLS# 935471
      $295,000
      2

      Beds

      1.0

      Baths

      1,084

      Sq.Ft.

      1401 Whispering Hills

      Chester, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 65 Hudson Street Chester, NY MLS# 934146
      $345,000
      3

      Beds

      1.0

      Baths

      1,120

      Sq.Ft.

      65 Hudson Street

      Chester, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 2 Pine Hill Road Chester, NY MLS# 933779
      • Virtual Tour
      1 of 31
      $875,000
      3

      Beds

      2.1

      Baths

      2,302

      Sq.Ft.

      2 Pine Hill Road

      Chester, NY

      Courtesy of SHAHAR MANAGEMENT LLC
      View 2915 Whispering Hills Chester, NY MLS# 927990
      • Virtual Tour
      1 of 23
      $369,000
      3

      Beds

      2.1

      Baths

      1,331

      Sq.Ft.

      2915 Whispering Hills

      Chester, NY

      Courtesy of CENTURY 21 FULL SERVICE REALTY
      View 80 Black Meadow Road Chester, NY MLS# 929619
      $1,725,000
      12,500

      Sq.Ft.

      80 Black Meadow Road

      Chester, NY

      Courtesy of MK REALTY INC
      View 3 Grand View Terrace Chester, NY MLS# 925401
      $749,000
      6

      Beds

      3.0

      Baths

      3,066

      Sq.Ft.

      3 Grand View Terrace

      Chester, NY

      Courtesy of EREALTY ADVISORS, INC
      View 10 Damian Court Chester, NY MLS# 930372
      $1,375,000
      11

      Beds

      6.1

      Baths

      4,327

      Sq.Ft.

      10 Damian Court

      Chester, NY

      Courtesy of MS REALTY GROUP USA, INC
      View 220 Oxford Road Chester, NY MLS# 927454
      $699,000
      4

      Beds

      3.1

      Baths

      3,472

      Sq.Ft.

      220 Oxford Road

      Chester, NY

      Courtesy of EXIT REALTY VENTURE
      View 16 Mari Road Chester, NY MLS# 926859
      • Virtual Tour
      1 of 38
      $500,000
      4

      Beds

      3.0

      Baths

      2,098

      Sq.Ft.

      16 Mari Road

      Chester, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 7 Park Place Chester, NY MLS# 927218
      $740,000
      4

      Beds

      3.1

      Baths

      2,780

      Sq.Ft.

      7 Park Place

      Chester, NY

      Courtesy of CENTURY 21 FULL SERVICE REALTY

      About Chester

      Listings in Chester, NY

      68

      Estimated median home price

      $529,950
      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 - 100K1
      $100K - 200K2
      $200K - 300K7
      $300K - 400K13
      $400K - 500K8
      $500K - 600K4
      $600K - 700K8
      $700K - 800K5
      $800K - 900K4
      $900K - 1M2
      $1M - Max14

      Homes for Sale by Type in Chester, NY

      Property TypeCount
      Single Family38
      Townhouse0
      Condo12
      Commercial7
      Rental26
      Lots and Land9
      Condo/Town/CoOp0
      CoOp0
      Multi Family2
      Mobile Home0
      Farms0

      (Data as of 1/22/2026)

      Information deemed reliable but not guaranteed.

      All information provided is deemed reliable but is not guaranteed and should be independently verified.

      Copyright 2026 by the Multiple Listing service of Ulster County, Inc. All Rights Reserved.

      The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

      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.