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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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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$1,599,000
4

Beds

3.1

Baths

3,622

Sq.Ft.

14 Pond Hollow Court

Pleasantville, NY

Courtesy of WILLIAM RAVEIS REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 64 Foxwood Drive 8 Pleasantville, NY MLS# 964380
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$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
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$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
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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
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    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
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      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
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          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
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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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          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 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
                View 199 Marble Avenue Pleasantville, NY MLS# 802082
                  Save 199 Marble Avenue Pleasantville, NY MLS# 802082
                  1 of 10
                  $1,250,000
                  2,590

                  Sq.Ft.

                  199 Marble Avenue

                  Pleasantville, NY

                  Courtesy of HOULIHAN LAWRENCE COMMERCIAL

                  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

                  17

                  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 - 500K1
                  $500K - 600K1
                  $600K - 700K2
                  $700K - 800K2
                  $800K - 900K1
                  $900K - 1M1
                  $1M - Max7

                  Homes for Sale by Type in Pleasantville, NY

                  Property TypeCount
                  Single Family9
                  Townhouse0
                  Condo6
                  Commercial2
                  Rental19
                  Lots and Land0
                  Condo/Town/CoOp0
                  CoOp0
                  Multi Family0
                  Mobile Home0
                  Farms0

                  (Data as of 3/10/2026)

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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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