View 20 Cresthaven Drive New Windsor, NY MLS# 998445
    1 of 4
    OPEN HOUSE: Saturday 5/23 12:00 PM - 2:00 PM
    $429,999
    3

    Beds

    2.0

    Baths

    1,216

    Sq.Ft.

    20 Cresthaven Drive

    New Windsor, NY

    Courtesy of HUDSON VALLEY HOME CONNECTION
    View 239 Leslie Avenue New Windsor, NY MLS# 1001750
      1 of 39
      OPEN HOUSE: Saturday 5/23 11:00 AM - 1:00 PM
      $399,000
      4

      Beds

      1.0

      Baths

      1,335

      Sq.Ft.

      239 Leslie Avenue

      New Windsor, NY

      Courtesy of SERHANT LLC
      View 119 Blanche Avenue New Windsor, NY MLS# 997806
      • Recently Listed with Virtual Tour
      1 of 39
      OPEN HOUSE: Thursday 5/21 4:00 PM - 6:00 PM
      $385,000
      3

      Beds

      2.0

      Baths

      1,553

      Sq.Ft.

      119 Blanche Avenue

      New Windsor, NY

      Courtesy of EXP REALTY
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 324 Walnut Avenue New Windsor, NY MLS# 973822
      • Recently Listed
      1 of 20
      $429,000
      3

      Beds

      2.1

      Baths

      1,632

      Sq.Ft.

      324 Walnut Avenue

      New Windsor, NY

      Courtesy of CHARLES J BUSER
      View 233 Blooming Grove Turnpike New Windsor, NY MLS# 983636
      $475,000
      3

      Beds

      2.0

      Baths

      1,734

      Sq.Ft.

      233 Blooming Grove Turnpike

      New Windsor, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 309 Windsor Highway New Windsor, NY MLS# 000085
      • Recently Listed
      1 of 28
      $395,000
      3

      Beds

      1.1

      Baths

      1,470

      Sq.Ft.

      309 Windsor Highway

      New Windsor, NY

      Courtesy of HOMESMART HOMES & ESTATES
      View 14 Creamery Drive New Windsor, NY MLS# 993436
      • Recently Listed
      1 of 47
      $499,900
      3

      Beds

      2.1

      Baths

      2,020

      Sq.Ft.

      14 Creamery Drive

      New Windsor, NY

      Courtesy of KELLER WILLIAMS PRESTIGE PROP
      View 21 Stonecrest Drive New Windsor, NY MLS# 999560
      • Recently Listed
      1 of 36
      $449,000
      3

      Beds

      1.0

      Baths

      1,436

      Sq.Ft.

      21 Stonecrest Drive

      New Windsor, NY

      Courtesy of TACTICAL REALTY LLC
      View 47 Continental Drive New Windsor, NY MLS# 996899
      • Recently Listed
      1 of 19
      $489,750
      3

      Beds

      2.1

      Baths

      1,876

      Sq.Ft.

      47 Continental Drive

      New Windsor, NY

      Courtesy of COMPASS GREATER NY, LLC
      View 1707 Hawthorn Way New Windsor, NY MLS# 995992
      • Recently Listed
      1 of 45
      $420,000
      2

      Beds

      2.1

      Baths

      1,758

      Sq.Ft.

      1707 Hawthorn Way

      New Windsor, NY

      Courtesy of ICONIC PROS
      View 59 Bethlehem Road New Windsor, NY MLS# 993465
      • Recently Listed
      1 of 24
      $410,000
      6

      Beds

      1.0

      Baths

      1,489

      Sq.Ft.

      59 Bethlehem Road

      New Windsor, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 532 Shore Drive New Windsor, NY MLS# 988669
      $449,900
      4

      Beds

      2.0

      Baths

      1,424

      Sq.Ft.

      532 Shore Drive

      New Windsor, NY

      Courtesy of EXP REALTY
      View 3 Regimental Place New Windsor, NY MLS# 987124
      • Virtual Tour
      1 of 36
      $450,000
      3

      Beds

      1.2

      Baths

      1,900

      Sq.Ft.

      3 Regimental Place

      New Windsor, NY

      Courtesy of RE/MAX BENCHMARK REALTY GROUP
      View 19 Valewood Drive New Windsor, NY MLS# 964560
      • Virtual Tour
      1 of 39
      $399,900
      3

      Beds

      1.1

      Baths

      996

      Sq.Ft.

      19 Valewood Drive

      New Windsor, NY

      Courtesy of Weichert Realtors - Monroe
      View 11 Ona Lane New Windsor, NY MLS# 20261568
      $425,000
      3

      Beds

      2.1

      Baths

      1,894

      Sq.Ft.

      11 Ona Lane

      New Windsor, NY

      UlsterCountyNY
      Courtesy of CENTURY 21 ALLIANCE-NP
      View 3014 Patrick Henry Court 43 New Windsor, NY MLS# 974757
      $419,900
      3

      Beds

      2.1

      Baths

      2,592

      Sq.Ft.

      3014 Patrick Henry Court 43

      New Windsor, NY

      Courtesy of BHG REAL ESTATE GREEN TEAM
      View 111 Cedar Avenue New Windsor, NY MLS# 983164
      • Virtual Tour
      1 of 41
      $489,000
      3

      Beds

      1.2

      Baths

      1,248

      Sq.Ft.

      111 Cedar Avenue

      New Windsor, NY

      Courtesy of RE/MAX BENCHMARK REALTY GROUP
      View 335 Oak Drive New Windsor, NY MLS# 971051
      • Virtual Tour
      1 of 35
      $469,000
      3

      Beds

      1.1

      Baths

      1,664

      Sq.Ft.

      335 Oak Drive

      New Windsor, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 601 Crab Apple Lane New Windsor, NY MLS# 972987
      $439,999
      3

      Beds

      2.1

      Baths

      1,673

      Sq.Ft.

      601 Crab Apple Lane

      New Windsor, NY

      Courtesy of KELLER WILLIAMS REALTY NYC GRP
      View 43 Birchwood Drive New Windsor, NY MLS# 972708
      $374,900
      2

      Beds

      1.1

      Baths

      996

      Sq.Ft.

      43 Birchwood Drive

      New Windsor, NY

      Courtesy of HOWARD HANNA RAND REALTY

      About New Windsor

      Located just 15 miles north of the United States Military Academy at West Point New Windsor benefits from a significant degree of tourist trade.  The community boasts a rich historic legacy that includes cultural attractions like the Knox Headquarters, the New Windsor Cantonment, Patton House,  Last Encampment, and Edmonston House.  Serving as a bedroom community as well as a center for limited business activity, this reason is home to commuters and those who are employed locally.  Among the recreational amenities are Crestview Lake, sports leagues, ball fields, playgrounds, tennis courts, a skating rink, a senior center, and supervised programs. Metro-North commuter rail service and buses are available to New York City, and several routes link to major thoroughfares: Routes 94, 32, 207, and 300. LaGuardia, Stewart, and Kennedy international airports are all accessible.

      Listings in New Windsor, NY

      138

      Estimated median home price

      $453,327
      New Windsor NY Homes for Sale & Properties

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

      Homes for Sale by Price in New Windsor, NY

      PriceCount
      $0 - 100K11
      $100K - 200K6
      $200K - 300K17
      $300K - 400K19
      $400K - 500K29
      $500K - 600K19
      $600K - 700K4
      $700K - 800K9
      $800K - 900K10
      $900K - 1M2
      $1M - Max12

      Homes for Sale by Type in New Windsor, NY

      Property TypeCount
      Single Family83
      Townhouse0
      Condo19
      Commercial15
      Rental35
      Lots and Land10
      Condo/Town/CoOp0
      CoOp6
      Multi Family4
      Mobile Home1
      Farms0

      (Data as of 5/20/2026)

      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.