View 262 Quassaick Avenue New Windsor, NY MLS# 1024613
$1,250,000
2,969

Sq.Ft.

262 Quassaick Avenue

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 400 Plover Court New Windsor, NY MLS# 1022395
  • Virtual Tour
1 of 48
$400,000
3

Beds

3.1

Baths

2,084

Sq.Ft.

400 Plover Court

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 305 Gazebo Court New Windsor, NY MLS# 1021785
$325,000
2

Beds

2.0

Baths

1,222

Sq.Ft.

305 Gazebo Court

New Windsor, NY

Courtesy of HV PREMIER PROPERTIES REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 276 Temple Hill Road 2001 New Windsor, NY MLS# 984763
$344,999
3

Beds

1.1

Baths

1,512

Sq.Ft.

276 Temple Hill Road 2001

New Windsor, NY

Courtesy of NATIONAL VETERANS REALTY GROUP
View 7 Columbus Street New Windsor, NY MLS# 1013440
$335,000
2

Beds

2.0

Baths

1,320

Sq.Ft.

7 Columbus Street

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 20 Hudson Drive New Windsor, NY MLS# 1014237
$429,000
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
$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 20 Hilltop Drive New Windsor, NY MLS# 979998
$369,900
2

Beds

2.0

Baths

1,152

Sq.Ft.

20 Hilltop Drive

New Windsor, NY

Courtesy of EXP REALTY
View 150 Mount Airy Road New Windsor, NY MLS# 1010275
$549,900
3

Beds

4.0

Baths

2,790

Sq.Ft.

150 Mount Airy Road

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 584 Shore Drive New Windsor, NY MLS# 1009591
$527,500
4

Beds

2.1

Baths

2,518

Sq.Ft.

584 Shore Drive

New Windsor, NY

Courtesy of UNITED RE HUDSON VALLEY EDGE
View 12 Elizabeth Lane New Windsor, NY MLS# 999345
$299,000
3

Beds

1.0

Baths

1,896

Sq.Ft.

12 Elizabeth Lane

New Windsor, NY

Courtesy of EREALTY ADVISORS, INC
View 158 Sycamore Drive New Windsor, NY MLS# 1005897
$600,000
3

Beds

2.1

Baths

2,118

Sq.Ft.

158 Sycamore Drive

New Windsor, NY

Courtesy of AMERICAN DREAM HOMES 110 INC
View 8 Oak Drive New Windsor, NY MLS# 992546
  • Virtual Tour
1 of 50
$785,000
6

Beds

5.0

Baths

4,407

Sq.Ft.

8 Oak Drive

New Windsor, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 6 Riverview Avenue New Windsor, NY MLS# 1003639
$325,000
3

Beds

2.0

Baths

1,262

Sq.Ft.

6 Riverview Avenue

New Windsor, NY

Courtesy of HOMESMART HOMES & ESTATES
View 263 Riley Road New Windsor, NY MLS# 000031
    1 of 28
    OPEN HOUSE: Sunday 11/15 11:00 AM - 1:00 PM
    $569,900
    4

    Beds

    2.0

    Baths

    2,432

    Sq.Ft.

    263 Riley Road

    New Windsor, NY

    Courtesy of CURASI REALTY, INC.
    View 21 Stonecrest Drive New Windsor, NY MLS# 999560
    $429,000
    3

    Beds

    1.0

    Baths

    1,436

    Sq.Ft.

    21 Stonecrest Drive

    New Windsor, NY

    Courtesy of TACTICAL REALTY LLC
    View 3146 Route 9w 8A New Windsor, NY MLS# 000000
    $69,900
    2

    Beds

    2.0

    Baths

    784

    Sq.Ft.

    3146 Route 9w 8A

    New Windsor, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 2723 Colonial Drive New Windsor, NY MLS# 995059
    $695,000
    4

    Beds

    2.1

    Baths

    2,488

    Sq.Ft.

    2723 Colonial Drive

    New Windsor, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 10 Oakwood Terrace 87 New Windsor, NY MLS# 970208
    $144,500
    1

    Beds

    1.0

    Baths

    850

    Sq.Ft.

    10 Oakwood Terrace 87

    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

    167

    Estimated median home price

    $485,000
    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 - 200K11
    $200K - 300K13
    $300K - 400K20
    $400K - 500K41
    $500K - 600K21
    $600K - 700K6
    $700K - 800K11
    $800K - 900K18
    $900K - 1M1
    $1M - Max17

    Homes for Sale by Type in New Windsor, NY

    Property TypeCount
    Single Family96
    Townhouse0
    Condo24
    Commercial23
    Rental42
    Lots and Land9
    Condo/Town/CoOp0
    CoOp5
    Multi Family8
    Mobile Home2
    Farms0

    (Data as of 11/13/2026)

    Information deemed reliable but not guaranteed.

    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: 11/13/2026.

    Source: New Jersey Multiple Listing Service, Inc.

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

    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.