View Silver Stream Road New Windsor, NY MLS# 929366
$399,900
Studio

Beds

0.0

Baths

100,188

Sq.Ft.

Silver Stream Road

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
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 7 Columbus Street New Windsor, NY MLS# 1013440
  • Recently Listed
1 of 13
$399,900
2

Beds

2.0

Baths

1,320

Sq.Ft.

7 Columbus Street

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
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 239 Leslie Avenue New Windsor, NY MLS# 1001750
$399,000
4

Beds

1.0

Baths

1,335

Sq.Ft.

239 Leslie Avenue

New Windsor, NY

Courtesy of SERHANT LLC
View 85 Holloran Road New Windsor, NY MLS# 955895
$395,000
3

Beds

1.0

Baths

1,438

Sq.Ft.

85 Holloran Road

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 309 Windsor Highway New Windsor, NY MLS# 000085
$395,000
3

Beds

1.1

Baths

1,470

Sq.Ft.

309 Windsor Highway

New Windsor, NY

Courtesy of HOMESMART HOMES & ESTATES
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 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 119 Blanche Avenue New Windsor, NY MLS# 997806
  • Virtual Tour
1 of 39
$385,000
3

Beds

2.0

Baths

1,553

Sq.Ft.

119 Blanche Avenue

New Windsor, NY

Courtesy of EXP 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 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
View 524 Macnary Road New Windsor, NY MLS# H6293619
$350,000
Studio

Beds

0.0

Baths

117,176

Sq.Ft.

524 Macnary Road

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 70 Airport Center Drive New Windsor, NY MLS# 896356
$350,000
4,800

Sq.Ft.

70 Airport Center Drive

New Windsor, NY

Courtesy of TACTICAL REALTY LLC
View 714 Hewitt Lane New Windsor, NY MLS# 995349
  • Virtual Tour
1 of 45
$350,000
2

Beds

1.1

Baths

1,312

Sq.Ft.

714 Hewitt Lane

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 23 Ardmore Street New Windsor, NY MLS# 997150
  • Virtual Tour
1 of 35
$349,999
2

Beds

1.0

Baths

1,244

Sq.Ft.

23 Ardmore Street

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 276 Temple Hill Road 2808 New Windsor, NY MLS# 959621
$337,000
3

Beds

1.1

Baths

1,530

Sq.Ft.

276 Temple Hill Road 2808

New Windsor, NY

Courtesy of CURASI REALTY, INC.
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 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

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

150

Estimated median home price

$460,827
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 - 400K24
$400K - 500K30
$500K - 600K21
$600K - 700K3
$700K - 800K11
$800K - 900K13
$900K - 1M2
$1M - Max11

Homes for Sale by Type in New Windsor, NY

Property TypeCount
Single Family95
Townhouse0
Condo16
Commercial16
Rental43
Lots and Land9
Condo/Town/CoOp0
CoOp7
Multi Family6
Mobile Home1
Farms0

(Data as of 6/22/2026)

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.