View 590 Bedford Road 2 Pleasantville, NY MLS# 968376
    Save 590 Bedford Road 2 Pleasantville, NY MLS# 968376
    1 of 30
    $459,000
    2

    Beds

    1.0

    Baths

    1,100

    Sq.Ft.

    590 Bedford Road 2

    Pleasantville, NY

    Courtesy of WILLIAM RAVEIS REAL ESTATE
    View 31 Pierce Drive Pleasantville, NY MLS# 969776
      Save 31 Pierce Drive Pleasantville, NY MLS# 969776
      1 of 49
      $1,435,000
      4

      Beds

      3.1

      Baths

      2,600

      Sq.Ft.

      31 Pierce Drive

      Pleasantville, NY

      Courtesy of RE/MAX PRIME PROPERTIES
      View 17 Foxwood Drive 5 Pleasantville, NY MLS# 962077
      • Recently Listed
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      1 of 22
      OPEN HOUSE: Saturday 3/14 12:00 PM - 2:30 PM
      $600,000
      1

      Beds

      1.1

      Baths

      1,056

      Sq.Ft.

      17 Foxwood Drive 5

      Pleasantville, NY

      Courtesy of COMPASS GREATER NY, LLC
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 580 Bedford Road 8 Pleasantville, NY MLS# 964089
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      1 of 35
      $249,900
      Studio

      Beds

      1.0

      Baths

      500

      Sq.Ft.

      580 Bedford Road 8

      Pleasantville, NY

      Courtesy of KEY REAL ESTATE SERVICES, LLC
      View 35 Lenox Avenue Pleasantville, NY MLS# 961828
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      Save 35 Lenox Avenue Pleasantville, NY MLS# 961828
      1 of 45
      $739,000
      3

      Beds

      3.0

      Baths

      2,050

      Sq.Ft.

      35 Lenox Avenue

      Pleasantville, NY

      Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
      View 14 Pond Hollow Court Pleasantville, NY MLS# 958358
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      1 of 42
      $1,599,000
      4

      Beds

      3.1

      Baths

      3,622

      Sq.Ft.

      14 Pond Hollow Court

      Pleasantville, NY

      Courtesy of WILLIAM RAVEIS REAL ESTATE
      View 64 Foxwood Drive 8 Pleasantville, NY MLS# 964380
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      1 of 22
      $649,000
      2

      Beds

      1.1

      Baths

      1,117

      Sq.Ft.

      64 Foxwood Drive 8

      Pleasantville, NY

      Courtesy of RE/MAX ACE REALTY
      View 21 Foxwood Drive 8 Pleasantville, NY MLS# 963159
        Save 21 Foxwood Drive 8 Pleasantville, NY MLS# 963159
        1 of 26
        $550,000
        2

        Beds

        1.1

        Baths

        1,036

        Sq.Ft.

        21 Foxwood Drive 8

        Pleasantville, NY

        Courtesy of HOULIHAN LAWRENCE INC.
        View 33 Roselle Avenue K Pleasantville, NY MLS# 963022
        • Recently Listed with Virtual Tour
        Save 33 Roselle Avenue K Pleasantville, NY MLS# 963022
        1 of 17
        OPEN HOUSE: Saturday 3/14 1:00 PM - 3:00 PM
        $495,000
        1

        Beds

        1.1

        Baths

        1,000

        Sq.Ft.

        33 Roselle Avenue K

        Pleasantville, NY

        Courtesy of KELLER WILLIAMS NY REALTY
        View 11 Roselle Avenue Pleasantville, NY MLS# 954609
          Save 11 Roselle Avenue Pleasantville, NY MLS# 954609
          1 of 36
          $1,175,000
          3

          Beds

          3.0

          Baths

          2,393

          Sq.Ft.

          11 Roselle Avenue

          Pleasantville, NY

          Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
          View 155 Lake Shore Drive Pleasantville, NY MLS# 935919
            Save 155 Lake Shore Drive Pleasantville, NY MLS# 935919
            1 of 33
            $900,000
            4

            Beds

            3.0

            Baths

            1,842

            Sq.Ft.

            155 Lake Shore Drive

            Pleasantville, NY

            Courtesy of RE/MAX CLASSIC REALTY
            View 300 Washington Avenue Pleasantville, NY MLS# 956443
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            1 of 45
            $999,000
            4

            Beds

            4.0

            Baths

            2,184

            Sq.Ft.

            300 Washington Avenue

            Pleasantville, NY

            Courtesy of SCHUNK REALTY GROUP
            View 4 Foxwood Drive 5 Pleasantville, NY MLS# 952520
              Save 4 Foxwood Drive 5 Pleasantville, NY MLS# 952520
              1 of 18
              $639,000
              2

              Beds

              1.1

              Baths

              1,117

              Sq.Ft.

              4 Foxwood Drive 5

              Pleasantville, NY

              Courtesy of HOULIHAN LAWRENCE INC.
              View 235 Bear Ridge Road Pleasantville, NY MLS# 944741
                Save 235 Bear Ridge Road Pleasantville, NY MLS# 944741
                1 of 24
                $2,350,000
                6

                Beds

                4.1

                Baths

                7,722

                Sq.Ft.

                235 Bear Ridge Road

                Pleasantville, NY

                Courtesy of WILLIAM RAVEIS REAL ESTATE
                View 580 Bedford Road 20 Pleasantville, NY MLS# 945824
                • Virtual Tour
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                1 of 17
                $359,000
                1

                Beds

                1.0

                Baths

                750

                Sq.Ft.

                580 Bedford Road 20

                Pleasantville, NY

                Courtesy of HOWARD HANNA RAND REALTY
                View 19 Club Court Pleasantville, NY MLS# 936234
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                Save 19 Club Court Pleasantville, NY MLS# 936234
                1 of 36
                $1,250,000
                2

                Beds

                3.1

                Baths

                2,880

                Sq.Ft.

                19 Club Court

                Pleasantville, NY

                Courtesy of WILLIAM RAVEIS-NEW YORK, LLC
                View 7 Elsa Avenue Pleasantville, NY MLS# 934755
                  Save 7 Elsa Avenue Pleasantville, NY MLS# 934755
                  1 of 27
                  $749,990
                  5

                  Beds

                  3.0

                  Baths

                  2,060

                  Sq.Ft.

                  7 Elsa Avenue

                  Pleasantville, NY

                  Courtesy of NESTEDGE REALTY
                  View 4 Rockledge Lane Pleasantville, NY MLS# 927829
                    Save 4 Rockledge Lane Pleasantville, NY MLS# 927829
                    1 of 36
                    OPEN HOUSE: Saturday 3/14 12:00 PM - 2:00 PM
                    $997,500
                    3

                    Beds

                    2.1

                    Baths

                    2,760

                    Sq.Ft.

                    4 Rockledge Lane

                    Pleasantville, NY

                    Courtesy of HOULIHAN LAWRENCE INC.
                    View 26 Club Court Pleasantville, NY MLS# 919097
                      Save 26 Club Court Pleasantville, NY MLS# 919097
                      1 of 46
                      $1,499,999
                      2

                      Beds

                      3.1

                      Baths

                      4,132

                      Sq.Ft.

                      26 Club Court

                      Pleasantville, NY

                      Courtesy of HOULIHAN LAWRENCE INC.
                      View 413-415 Bedford Road Pleasantville, NY MLS# 867179
                        Save 413-415 Bedford Road Pleasantville, NY MLS# 867179
                        1 of 24
                        $2,825,000
                        8,320

                        Sq.Ft.

                        413-415 Bedford Road

                        Pleasantville, NY

                        Courtesy of CENTURY 21 HIRE REALTY

                        About Pleasantville

                        Pleasantville is a small village located in Westchester County in New York's lower Hudson Valley. Founded in 1695, Pleasantville today is home to approximately 7000 people and covers 1.8 square miles. Pleasantville, the original home of the Reader's Digest, has also begun establishing itself as a cultural centre with the opening of the Jacob Burns Theatre and the Pleasantville Music Festival. Pleasantville's schools have been distinguished as Blue Ribbon Schools by New York State and the high school was ranked in the top 6% of high schools nationwide (ranked #191) by Newsweek.

                        Listings in Pleasantville, NY

                        21

                        Estimated median home price

                        $900,000
                        Pleasantville NY Homes for Sale & Properties

                        Weichert Realtors is one of the nation's leading providers of Pleasantville, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Pleasantville, NY.

                        Homes for Sale by Price in Pleasantville, NY

                        PriceCount
                        $0 - 100K0
                        $100K - 200K0
                        $200K - 300K1
                        $300K - 400K1
                        $400K - 500K2
                        $500K - 600K2
                        $600K - 700K2
                        $700K - 800K2
                        $800K - 900K1
                        $900K - 1M2
                        $1M - Max8

                        Homes for Sale by Type in Pleasantville, NY

                        Property TypeCount
                        Single Family11
                        Townhouse0
                        Condo8
                        Commercial2
                        Rental16
                        Lots and Land0
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 3/14/2026)

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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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