View 3 Regimental Place New Windsor, NY MLS# 987124
    1 of 35
    OPEN HOUSE: Sunday 4/26 1:00 PM - 3:00 PM
    $450,000
    3

    Beds

    1.2

    Baths

    1,704

    Sq.Ft.

    3 Regimental Place

    New Windsor, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 424 Sandgate Drive New Windsor, NY MLS# 986257
    • Recently Listed
    1 of 16
    $89,900
    3

    Beds

    2.0

    Baths

    980

    Sq.Ft.

    424 Sandgate Drive

    New Windsor, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 276 Temple Hill Road 704 New Windsor, NY MLS# 984016
    • Recently Listed
    1 of 18
    OPEN HOUSE: Saturday 4/25 11:00 AM - 1:00 PM
    $310,000
    2

    Beds

    1.1

    Baths

    1,296

    Sq.Ft.

    276 Temple Hill Road 704

    New Windsor, NY

    Courtesy of EXP REALTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 610 Mount Airy Road New Windsor, NY MLS# 987038
    • Recently Listed
    1 of 28
    $299,900
    3

    Beds

    2.0

    Baths

    1,184

    Sq.Ft.

    610 Mount Airy Road

    New Windsor, NY

    Courtesy of JOHN J LEASE REALTORS INC
    View 19 Valewood Drive New Windsor, NY MLS# 964560
    • Recently Listed with 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
    • Recently Listed
    1 of 19
    $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 11 Ona Lane New Windsor, NY MLS# 984837
    • Recently Listed
    1 of 19
    $425,000
    3

    Beds

    2.1

    Baths

    1,894

    Sq.Ft.

    11 Ona Lane

    New Windsor, NY

    Courtesy of CENTURY 21 ALLIANCE RLTY GROUP
    View 67 Bethlehem Road New Windsor, NY MLS# 973774
    • Recently Listed
    1 of 19
    $329,000
    3

    Beds

    2.0

    Baths

    1,864

    Sq.Ft.

    67 Bethlehem Road

    New Windsor, NY

    Courtesy of CHARLES J BUSER
    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 43 Lafayette Drive New Windsor, NY MLS# 981186
    • Recently Listed
    1 of 25
    $274,900
    2

    Beds

    1.0

    Baths

    715

    Sq.Ft.

    43 Lafayette Drive

    New Windsor, NY

    Courtesy of KELLER WILLIAMS REALTY
    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 10 Oakwood Terrace 26 New Windsor, NY MLS# 980139
    • Recently Listed
    1 of 20
    $175,000
    2

    Beds

    1.0

    Baths

    944

    Sq.Ft.

    10 Oakwood Terrace 26

    New Windsor, NY

    Courtesy of GILLESPIE REAL ESTATE LLC
    View 3146 Route 9w 5A New Windsor, NY MLS# 977603
    $84,900
    2

    Beds

    2.0

    Baths

    784

    Sq.Ft.

    3146 Route 9w 5A

    New Windsor, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 3146 Route 9w 6A New Windsor, NY MLS# 977604
    $84,900
    2

    Beds

    2.0

    Baths

    784

    Sq.Ft.

    3146 Route 9w 6A

    New Windsor, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 601 Crab Apple Lane New Windsor, NY MLS# 972987
    $449,999
    3

    Beds

    2.1

    Baths

    1,673

    Sq.Ft.

    601 Crab Apple Lane

    New Windsor, NY

    Courtesy of KELLER WILLIAMS REALTY NYC GRP
    View 276 Temple Hill Road 2414 New Windsor, NY MLS# 973111
    $315,000
    2

    Beds

    2.0

    Baths

    1,176

    Sq.Ft.

    276 Temple Hill Road 2414

    New Windsor, NY

    Courtesy of Weichert Realtors - Monroe
    View 810 Blooming Grove Turnpike 7 New Windsor, NY MLS# 974766
    $244,999
    2

    Beds

    1.0

    Baths

    1,260

    Sq.Ft.

    810 Blooming Grove Turnpike 7

    New Windsor, NY

    Courtesy of ARC REALTY 1 IN SALES
    View 10 Oakwood Terrace 88 New Windsor, NY MLS# 949147
    $190,000
    2

    Beds

    1.0

    Baths

    950

    Sq.Ft.

    10 Oakwood Terrace 88

    New Windsor, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 256 Quassaick Avenue 13 New Windsor, NY MLS# 970975
    $324,999
    3

    Beds

    2.1

    Baths

    1,426

    Sq.Ft.

    256 Quassaick Avenue 13

    New Windsor, NY

    Courtesy of BHHS HUDSON VALLEY PROPERTIES
    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

    117

    Estimated median home price

    $469,999
    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 - 100K10
    $100K - 200K5
    $200K - 300K12
    $300K - 400K14
    $400K - 500K30
    $500K - 600K11
    $600K - 700K3
    $700K - 800K4
    $800K - 900K13
    $900K - 1M4
    $1M - Max11

    Homes for Sale by Type in New Windsor, NY

    Property TypeCount
    Single Family68
    Townhouse0
    Condo17
    Commercial14
    Rental38
    Lots and Land10
    Condo/Town/CoOp0
    CoOp5
    Multi Family2
    Mobile Home1
    Farms0

    (Data as of 4/22/2026)

    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.