View 41 Guernsey Drive New Windsor, NY MLS# 1017153
    1 of 25
    OPEN HOUSE: Saturday 6/27 12:00 PM - 2:00 PM
    $539,999
    4

    Beds

    3.0

    Baths

    2,004

    Sq.Ft.

    41 Guernsey Drive

    New Windsor, NY

    Courtesy of EXP REALTY
    View 4 Shaker Court New Windsor, NY MLS# 1013401
    • Recently Listed
    1 of 49
    $549,900
    4

    Beds

    3.1

    Baths

    2,452

    Sq.Ft.

    4 Shaker Court

    New Windsor, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 276 Temple Hill Road 2001 New Windsor, NY MLS# 984763
    • Recently Listed with Virtual Tour
    1 of 50
    OPEN HOUSE: Sunday 6/28 11:30 AM - 1:30 PM
    $344,900
    3

    Beds

    1.1

    Baths

    1,512

    Sq.Ft.

    276 Temple Hill Road 2001

    New Windsor, NY

    Courtesy of NATIONAL VETERANS REALTY GROUP
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 276 Temple Hill Rd #1516 New Windsor, NY MLS# 1014945
    $225,000
    2

    Beds

    1.0

    Baths

    1,026

    Sq.Ft.

    276 Temple Hill Rd #1516

    New Windsor, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 178 Mount Airy Road New Windsor, NY MLS# 1011248
    • Recently Listed with Virtual Tour
    1 of 33
    OPEN HOUSE: Saturday 6/27 12:00 PM - 2:00 PM
    $420,000
    3

    Beds

    1.0

    Baths

    1,424

    Sq.Ft.

    178 Mount Airy Road

    New Windsor, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 15 Guernsey Drive New Windsor, NY MLS# 1014088
    • Recently Listed
    1 of 34
    $525,000
    4

    Beds

    2.1

    Baths

    2,052

    Sq.Ft.

    15 Guernsey Drive

    New Windsor, NY

    Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
    View 11 Ona Lane New Windsor, NY MLS# 1014514
    • Recently Listed
    1 of 19
    $420,000
    3

    Beds

    2.1

    Baths

    1,894

    Sq.Ft.

    11 Ona Lane

    New Windsor, NY

    Courtesy of KW HUDSON VALLEY UNITED
    View 7 Columbus Street New Windsor, NY MLS# 1013440
    • Recently Listed
    1 of 14
    $399,900
    2

    Beds

    2.0

    Baths

    1,320

    Sq.Ft.

    7 Columbus Street

    New Windsor, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 86 Keats Drive New Windsor, NY MLS# 1006980
    • Recently Listed
    1 of 24
    $425,000
    3

    Beds

    1.1

    Baths

    1,704

    Sq.Ft.

    86 Keats Drive

    New Windsor, NY

    Courtesy of KW MIDHUDSON
    View 66 Pin Oak Drive New Windsor, NY MLS# 1013679
    • Recently Listed
    1 of 32
    $899,000
    4

    Beds

    3.0

    Baths

    3,161

    Sq.Ft.

    66 Pin Oak Drive

    New Windsor, NY

    Courtesy of KELLER WILLIAMS VALLEY REALTY
    View 21 Continental Drive New Windsor, NY MLS# 1013279
    • Recently Listed
    1 of 32
    OPEN HOUSE: Sunday 6/28 1:00 PM - 3:00 PM
    $469,500
    3

    Beds

    1.1

    Baths

    1,344

    Sq.Ft.

    21 Continental Drive

    New Windsor, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 20 Hudson Drive New Windsor, NY MLS# 1014237
    • Recently Listed
    1 of 44
    $470,000
    3

    Beds

    1.2

    Baths

    1,410

    Sq.Ft.

    20 Hudson Drive

    New Windsor, NY

    Courtesy of TACTICAL REALTY LLC
    View 2314 State Route 32 New Windsor, NY MLS# 1013198
    • Recently Listed
    1 of 19
    $850,000
    5,288

    Sq.Ft.

    2314 State Route 32

    New Windsor, NY

    Courtesy of E REALTY INTERNATIONAL CORP
    View 16 Bivona Lane Lot 136 New Windsor, NY MLS# 20263289
    $110,000
    3

    Beds

    2.0

    Baths

    1,152

    Sq.Ft.

    16 Bivona Lane Lot 136

    New Windsor, NY

    UlsterCountyNY
    Courtesy of AMODIO REAL ESTATE & PROP
    View 5 Oak Ridge Drive New Windsor, NY MLS# 999959
    • Recently Listed with Virtual Tour
    1 of 40
    $480,000
    3

    Beds

    1.1

    Baths

    1,350

    Sq.Ft.

    5 Oak Ridge Drive

    New Windsor, NY

    Courtesy of HUDSON VALLEY HOME CONNECTION
    View 35 Briarwood Lane New Windsor, NY MLS# 1008219
    • Recently Listed with Virtual Tour
    1 of 48
    OPEN HOUSE: Sunday 6/28 1:00 PM - 3:00 PM
    $824,999
    3

    Beds

    2.1

    Baths

    2,425

    Sq.Ft.

    35 Briarwood Lane

    New Windsor, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 20 Hilltop Drive New Windsor, NY MLS# 979998
    • Recently Listed
    1 of 21
    $389,900
    2

    Beds

    2.0

    Baths

    1,152

    Sq.Ft.

    20 Hilltop Drive

    New Windsor, NY

    Courtesy of EXP REALTY
    View 10 Oakwood Terrace 101 New Windsor, NY MLS# 1012422
    $270,000
    2

    Beds

    1.1

    Baths

    1,200

    Sq.Ft.

    10 Oakwood Terrace 101

    New Windsor, NY

    Courtesy of KRISTINA OLSEN
    View 6 Lannis Avenue New Windsor, NY MLS# 1011969
    • Recently Listed
    1 of 12
    $388,000
    3

    Beds

    2.1

    Baths

    2,148

    Sq.Ft.

    6 Lannis Avenue

    New Windsor, NY

    Courtesy of EREALTY ADVISORS, INC
    View 110 Winding Brook Court New Windsor, NY MLS# 1011610
    • Recently Listed with Virtual Tour
    1 of 50
    $850,000
    4

    Beds

    3.0

    Baths

    3,408

    Sq.Ft.

    110 Winding Brook Court

    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

    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 the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

    All information deemed reliable but not guaranteed. Last date updated: 6/25/2026.

    Source: New Jersey Multiple Listing Service, Inc.

    © 2026 New Jersey Multiple Listing Service, Inc. All rights reserved.

    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.