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
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 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
    The time to sell is now! THE TIME TO SELL IS NOW!
    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 16 McDonald Court New Windsor, NY MLS# 907314
    $825,000
    4

    Beds

    2.1

    Baths

    2,722

    Sq.Ft.

    16 McDonald Court

    New Windsor, NY

    Courtesy of CORCORAN BAER & MCINTOSH
    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 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

    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.

    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.