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 239 Leslie Avenue New Windsor, NY MLS# 1001750
  • Recently Listed
1 of 39
OPEN HOUSE: Saturday 5/23 11:00 AM - 1:00 PM
$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
The time to sell is now! THE TIME TO SELL IS NOW!
View 309 Windsor Highway New Windsor, NY MLS# 000085
  • Recently Listed
1 of 28
$395,000
3

Beds

1.1

Baths

1,470

Sq.Ft.

309 Windsor Highway

New Windsor, NY

Courtesy of HOMESMART HOMES & ESTATES
View 119 Blanche Avenue New Windsor, NY MLS# 997806
  • Recently Listed with Virtual Tour
1 of 39
OPEN HOUSE: Sunday 5/24 1:00 PM - 3:00 PM
$385,000
3

Beds

2.0

Baths

1,553

Sq.Ft.

119 Blanche Avenue

New Windsor, NY

Courtesy of EXP REALTY
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
  • Recently Listed with 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
  • Recently Listed with 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 305 Gazebo Court New Windsor, NY MLS# 960228
$325,000
2

Beds

2.0

Baths

1,222

Sq.Ft.

305 Gazebo Court

New Windsor, NY

Courtesy of HV PREMIER PROPERTIES REALTY
View 256 Quassaick Avenue 7 New Windsor, NY MLS# 976263
$325,000
3

Beds

2.1

Baths

1,426

Sq.Ft.

256 Quassaick Avenue 7

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 256 Quassaick Avenue 13 New Windsor, NY MLS# 970975
$324,999
3

Beds

2.1

Baths

1,426

Sq.Ft.

256 Quassaick Avenue 13

New Windsor, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 1155 Washington Green New Windsor, NY MLS# 997249
  • Recently Listed with Virtual Tour
1 of 17
$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 276 Temple Hill Road 704 New Windsor, NY MLS# 984016
$310,000
2

Beds

1.1

Baths

1,296

Sq.Ft.

276 Temple Hill Road 704

New Windsor, NY

Courtesy of EXP REALTY
View 276 Temple Hill Road 2414 New Windsor, NY MLS# 973111
$300,000
2

Beds

2.0

Baths

1,176

Sq.Ft.

276 Temple Hill Road 2414

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
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

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

134

Estimated median home price

$453,327
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 - 100K10
$100K - 200K6
$200K - 300K17
$300K - 400K18
$400K - 500K29
$500K - 600K18
$600K - 700K3
$700K - 800K9
$800K - 900K10
$900K - 1M2
$1M - Max12

Homes for Sale by Type in New Windsor, NY

Property TypeCount
Single Family81
Townhouse0
Condo18
Commercial15
Rental37
Lots and Land9
Condo/Town/CoOp0
CoOp6
Multi Family4
Mobile Home1
Farms0

(Data as of 5/22/2026)

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.