View 1155 Washington Green New Windsor, NY MLS# 997249
$315,000
2

Beds

2.0

Baths

1,029

Sq.Ft.

1155 Washington Green

New Windsor, NY

Courtesy of WORLD PROP INTL SEA TO SKY
View 1707 Hawthorn Way New Windsor, NY MLS# 995992
$420,000
2

Beds

2.1

Baths

1,758

Sq.Ft.

1707 Hawthorn Way

New Windsor, NY

Courtesy of ICONIC PROS
View 721 Hewitt Lane New Windsor, NY MLS# 994561
$549,900
2

Beds

2.1

Baths

1,768

Sq.Ft.

721 Hewitt Lane

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
The time to sell is now! THE TIME TO SELL IS NOW!
View 10 Oakwood Terrace 87 New Windsor, NY MLS# 970208
$157,900
1

Beds

1.0

Baths

850

Sq.Ft.

10 Oakwood Terrace 87

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 10 Oakwood Terrace 65 New Windsor, NY MLS# 994640
$134,900
1

Beds

1.0

Baths

960

Sq.Ft.

10 Oakwood Terrace 65

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 739 Hewitt Lane New Windsor, NY MLS# 989150
    1 of 32
    OPEN HOUSE: Thursday 6/25 5:30 PM - 7:30 PM
    $599,000
    2

    Beds

    2.1

    Baths

    1,768

    Sq.Ft.

    739 Hewitt Lane

    New Windsor, NY

    Courtesy of TACTICAL REALTY LLC
    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 84 Guernsey Drive New Windsor, NY MLS# 978712
    • Virtual Tour
    1 of 38
    $549,000
    3

    Beds

    3.0

    Baths

    1,736

    Sq.Ft.

    84 Guernsey Drive

    New Windsor, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 27 Lexington Lane New Windsor, NY MLS# 969049
    $245,500
    3

    Beds

    1.1

    Baths

    1,280

    Sq.Ft.

    27 Lexington Lane

    New Windsor, NY

    Courtesy of NEXT LEVEL PROPERTY MANAGEMENT
    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 69 Cedar Avenue New Windsor, NY MLS# 990190
    $349,999
    3

    Beds

    2.1

    Baths

    1,350

    Sq.Ft.

    69 Cedar Avenue

    New Windsor, NY

    Courtesy of EXP REALTY
    View 424 Sandgate Drive New Windsor, NY MLS# 986257
    $89,900
    3

    Beds

    2.0

    Baths

    980

    Sq.Ft.

    424 Sandgate Drive

    New Windsor, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 1 San Giacomo Drive New Windsor, NY MLS# 985453
    $565,000
    5

    Beds

    2.1

    Baths

    1,967

    Sq.Ft.

    1 San Giacomo Drive

    New Windsor, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 610 Mount Airy Road New Windsor, NY MLS# 987038
    $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
    • 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 62 Union Avenue New Windsor, NY MLS# 985407
    $399,000
    3

    Beds

    1.1

    Baths

    1,436

    Sq.Ft.

    62 Union Avenue

    New Windsor, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 17 Shaker Court New Windsor, NY MLS# 984079
    $550,000
    5

    Beds

    2.1

    Baths

    2,431

    Sq.Ft.

    17 Shaker Court

    New Windsor, NY

    Courtesy of DONNA RUFFINO REALTY CORP
    View 67 Bethlehem Road New Windsor, NY MLS# 973774
    $329,000
    3

    Beds

    2.0

    Baths

    1,864

    Sq.Ft.

    67 Bethlehem Road

    New Windsor, NY

    Courtesy of CHARLES J BUSER
    View 505 Iron Forge Lane New Windsor, NY MLS# 977237
    $515,000
    3

    Beds

    2.2

    Baths

    2,550

    Sq.Ft.

    505 Iron Forge Lane

    New Windsor, NY

    Courtesy of EREALTY ADVISORS, INC
    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

    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

    152

    Estimated median home price

    $467,000
    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 - 100K12
    $100K - 200K7
    $200K - 300K17
    $300K - 400K24
    $400K - 500K29
    $500K - 600K22
    $600K - 700K4
    $700K - 800K11
    $800K - 900K13
    $900K - 1M2
    $1M - Max11

    Homes for Sale by Type in New Windsor, NY

    Property TypeCount
    Single Family96
    Townhouse0
    Condo17
    Commercial16
    Rental40
    Lots and Land9
    Condo/Town/CoOp0
    CoOp7
    Multi Family6
    Mobile Home1
    Farms0

    (Data as of 6/24/2026)

    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.