View 393 Windsor Highway New Windsor, NY MLS# H6292564
$1,995,000
11,180

Sq.Ft.

393 Windsor Highway

New Windsor, NY

Courtesy of RAND COMMERCIAL
View 929 Little Britain Road New Windsor, NY MLS# 912968
$1,950,000
1,850

Sq.Ft.

929 Little Britain Road

New Windsor, NY

Courtesy of CURASI REALTY, INC.
View 139 Windsor Highway New Windsor, NY MLS# 935145
$1,950,000
Studio

Beds

0.0

Baths

296,208

Sq.Ft.

139 Windsor Highway

New Windsor, NY

Courtesy of KW MIDHUDSON
The time to sell is now! THE TIME TO SELL IS NOW!
View 268 Windsor Highway New Windsor, NY MLS# 911709
$1,690,000
5,741

Sq.Ft.

268 Windsor Highway

New Windsor, NY

Courtesy of CURASI REALTY, INC.
View 31 Walnut Street New Windsor, NY MLS# 837140
$1,599,900
12,144

Sq.Ft.

31 Walnut Street

New Windsor, NY

Courtesy of MK REALTY INC
View Mt Airy Road New Windsor, NY MLS# 913137
  • Virtual Tour
1 of 23
$1,500,000
Studio

Beds

0.0

Baths

1,263,240

Sq.Ft.

Mt Airy Road

New Windsor, NY

Courtesy of KELLER WILLIAMS VALLEY REALTY
View 563 Temple Hill Road New Windsor, NY MLS# 941176
$1,500,000
3,574

Sq.Ft.

563 Temple Hill Road

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View Silver Stream Road New Windsor, NY MLS# H6282502
$1,375,000
Studio

Beds

0.0

Baths

675,180

Sq.Ft.

Silver Stream Road

New Windsor, NY

Courtesy of SAGE REALTY CENTER LLC
View 334 Windsor Highway New Windsor, NY MLS# H6312842
$1,200,000
47,916

Sq.Ft.

334 Windsor Highway

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 8 Jefferson Avenue New Windsor, NY MLS# 924486
$1,200,000
4

Beds

3.1

Baths

3,100

Sq.Ft.

8 Jefferson Avenue

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 4 Jefferson Avenue New Windsor, NY MLS# 873089
$1,100,000
4

Beds

3.0

Baths

3,100

Sq.Ft.

4 Jefferson Avenue

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 106 Station Road New Windsor, NY MLS# 202528247
    1 of 60
    OPEN HOUSE: Sunday 1/11 1:00 PM - 4:00 PM
    $1,100,000
    4

    Beds

    5.0

    Baths

    3,000

    Sq.Ft.

    106 Station Road

    New Windsor, NY

    Courtesy of HOULIHAN LAWRENCE
    View 940 Little Britain Road New Windsor, NY MLS# 928150
    $1,000,000
    1,000

    Sq.Ft.

    940 Little Britain Road

    New Windsor, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 86 Frank Street New Windsor, NY MLS# 907294
    $899,000
    4

    Beds

    3.1

    Baths

    2,856

    Sq.Ft.

    86 Frank Street

    New Windsor, NY

    Courtesy of CORCORAN BAER & MCINTOSH
    View 2435 S State Route 32 New Windsor, NY MLS# 866831
    $895,000
    9,552

    Sq.Ft.

    2435 S State Route 32

    New Windsor, NY

    Courtesy of RAND COMMERCIAL
    View 100 Pleasant Hill Road New Windsor, NY MLS# 820747
    $869,000
    6

    Beds

    5.0

    Baths

    4,522

    Sq.Ft.

    100 Pleasant Hill Road

    New Windsor, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 18 Silver Stream Road New Windsor, NY MLS# 897040
    $850,000
    8,399

    Sq.Ft.

    18 Silver Stream Road

    New Windsor, NY

    Courtesy of RAND COMMERCIAL
    View 8 Oak Drive New Windsor, NY MLS# 890834
    • Virtual Tour
    1 of 40
    OPEN HOUSE: Sunday 1/11 11:00 AM - 2:00 PM
    $849,000
    6

    Beds

    5.0

    Baths

    4,407

    Sq.Ft.

    8 Oak Drive

    New Windsor, NY

    Courtesy of REDFIN REAL ESTATE
    View 8 Oak Drive New Windsor, NY MLS# 20255283
      1 of 40
      OPEN HOUSE: Sunday 1/11 11:00 AM - 2:00 PM
      $849,000
      6

      Beds

      5.0

      Baths

      4,407

      Sq.Ft.

      8 Oak Drive

      New Windsor, NY

      UlsterCountyNY
      Courtesy of REDFIN REAL ESTATE
      View 107 Denniston Drive New Windsor, NY MLS# 934336
      $849,000
      4

      Beds

      2.1

      Baths

      3,065

      Sq.Ft.

      107 Denniston Drive

      New Windsor, NY

      Courtesy of HV PREMIER PROPERTIES 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

      118

      Estimated median home price

      $475,000
      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 - 100K8
      $100K - 200K9
      $200K - 300K9
      $300K - 400K14
      $400K - 500K35
      $500K - 600K10
      $600K - 700K8
      $700K - 800K3
      $800K - 900K9
      $900K - 1M1
      $1M - Max12

      Homes for Sale by Type in New Windsor, NY

      Property TypeCount
      Single Family69
      Townhouse0
      Condo16
      Commercial14
      Rental34
      Lots and Land11
      Condo/Town/CoOp0
      CoOp5
      Multi Family2
      Mobile Home1
      Farms0

      (Data as of 1/6/2026)

      Information deemed reliable but not guaranteed.

      The data relating to real estate for sale on this web site comes in part from The Internet Data Exchange Program of ©2026 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing.

      Data is updated as of 1/7/2026.

      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.