View 29 Purdys Lane New Windsor, NY MLS# 1010298
  • Recently Listed with Virtual Tour
1 of 49
$599,900
3

Beds

2.1

Baths

2,352

Sq.Ft.

29 Purdys Lane

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
View 1505 Balsam Drive New Windsor, NY MLS# 1010026
  • Recently Listed with Virtual Tour
1 of 50
$450,000
2

Beds

3.0

Baths

2,020

Sq.Ft.

1505 Balsam Drive

New Windsor, NY

Courtesy of EXP REALTY
View 8 Shaker Court New Windsor, NY MLS# 1009500
  • Recently Listed
1 of 32
$524,999
5

Beds

2.1

Baths

2,821

Sq.Ft.

8 Shaker Court

New Windsor, NY

Courtesy of KELLER WILLIAMS RLTY INTEGRITY
The time to sell is now! THE TIME TO SELL IS NOW!
View 584 Shore Drive New Windsor, NY MLS# 1009591
  • Recently Listed
1 of 35
OPEN HOUSE: Saturday 6/20 12:00 PM - 3:00 PM
$547,500
4

Beds

2.1

Baths

1,512

Sq.Ft.

584 Shore Drive

New Windsor, NY

Courtesy of UNITED RE HUDSON VALLEY EDGE
View 2058 Independence Drive New Windsor, NY MLS# 1007950
$730,000
5

Beds

3.0

Baths

2,778

Sq.Ft.

2058 Independence Drive

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 333 Oak Drive New Windsor, NY MLS# 1001297
  • Recently Listed
1 of 46
$385,000
2

Beds

1.0

Baths

942

Sq.Ft.

333 Oak Drive

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 1103 Washington Green New Windsor, NY MLS# 1007338
  • Recently Listed with Virtual Tour
1 of 21
$325,000
2

Beds

2.0

Baths

1,029

Sq.Ft.

1103 Washington Green

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 28 Park Hill Drive New Windsor, NY MLS# 1003023
  • Recently Listed with Virtual Tour
1 of 50
$499,900
3

Beds

2.1

Baths

1,513

Sq.Ft.

28 Park Hill Drive

New Windsor, NY

Courtesy of RE-MAX EXPERIENCE
View 116 Chestnut Drive New Windsor, NY MLS# 1001314
  • Recently Listed
1 of 48
$575,000
3

Beds

2.1

Baths

1,900

Sq.Ft.

116 Chestnut Drive

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
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 3510 John Paul Jones Lane New Windsor, NY MLS# 1003884
$699,000
4

Beds

2.1

Baths

2,276

Sq.Ft.

3510 John Paul Jones Lane

New Windsor, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 351 Jackson Avenue New Windsor, NY MLS# 1002827
$699,900
3

Beds

3.1

Baths

2,898

Sq.Ft.

351 Jackson Avenue

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 158 Sycamore Drive New Windsor, NY MLS# 1005897
$725,000
3

Beds

2.1

Baths

2,118

Sq.Ft.

158 Sycamore Drive

New Windsor, NY

Courtesy of AMERICAN DREAM HOMES 110 INC
View 708 Mount Airy Road New Windsor, NY MLS# 1002730
$69,900
Studio

Beds

0.0

Baths

25,591

Sq.Ft.

708 Mount Airy Road

New Windsor, NY

Courtesy of KARTEN REAL ESTATE SVCS LLC
View 28 Bethlehem Road New Windsor, NY MLS# 1004367
$875,000
3

Beds

3.0

Baths

2,903

Sq.Ft.

28 Bethlehem Road

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 43 Lafayette Drive New Windsor, NY MLS# 1005062
$225,000
2

Beds

1.0

Baths

715

Sq.Ft.

43 Lafayette Drive

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 18 Saint Joseph Place New Windsor, NY MLS# 1003613
$465,000
3

Beds

2.1

Baths

1,701

Sq.Ft.

18 Saint Joseph Place

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 20 Cresthaven Drive New Windsor, NY MLS# 998445
$429,999
3

Beds

2.0

Baths

1,216

Sq.Ft.

20 Cresthaven Drive

New Windsor, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 8 Oak Drive New Windsor, NY MLS# 992546
  • Virtual Tour
1 of 49
$799,999
6

Beds

5.0

Baths

4,407

Sq.Ft.

8 Oak Drive

New Windsor, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 512 Riley Road New Windsor, NY MLS# 1001952
  • Virtual Tour
1 of 46
$525,000
3

Beds

1.0

Baths

960

Sq.Ft.

512 Riley Road

New Windsor, NY

Courtesy of BHG REAL ESTATE GREEN TEAM

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

149

Estimated median home price

$465,000
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 - 300K16
$300K - 400K23
$400K - 500K30
$500K - 600K21
$600K - 700K2
$700K - 800K11
$800K - 900K14
$900K - 1M2
$1M - Max11

Homes for Sale by Type in New Windsor, NY

Property TypeCount
Single Family95
Townhouse0
Condo16
Commercial16
Rental44
Lots and Land9
Condo/Town/CoOp0
CoOp7
Multi Family5
Mobile Home1
Farms0

(Data as of 6/19/2026)

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: 6/20/2026.

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.