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 233 Blooming Grove Turnpike New Windsor, NY MLS# 983636
$475,000
3

Beds

2.0

Baths

1,734

Sq.Ft.

233 Blooming Grove Turnpike

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 129 Vails Gate Heights Drive New Windsor, NY MLS# 1002813
$475,000
3

Beds

2.0

Baths

2,257

Sq.Ft.

129 Vails Gate Heights Drive

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
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 21 Continental Drive New Windsor, NY MLS# 1013279
  • Recently Listed
1 of 32
$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 335 Oak Drive New Windsor, NY MLS# 971051
  • Virtual Tour
1 of 35
$469,000
3

Beds

1.1

Baths

1,664

Sq.Ft.

335 Oak Drive

New Windsor, NY

Courtesy of HOWARD HANNA RAND 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 11 Quassaick Avenue New Windsor, NY MLS# 964500
$456,654
3,900

Sq.Ft.

11 Quassaick Avenue

New Windsor, NY

Courtesy of YOUR MOVE MATTERS LLC
View 3 Regimental Place New Windsor, NY MLS# 987124
  • Virtual Tour
1 of 36
$450,000
3

Beds

1.2

Baths

1,900

Sq.Ft.

3 Regimental Place

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
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 532 Shore Drive New Windsor, NY MLS# 988669
$449,900
4

Beds

2.0

Baths

1,424

Sq.Ft.

532 Shore Drive

New Windsor, NY

Courtesy of EXP REALTY
View 601 Crab Apple Lane New Windsor, NY MLS# 972987
$439,999
2

Beds

2.1

Baths

1,673

Sq.Ft.

601 Crab Apple Lane

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY NYC GRP
View 15 Riley Road New Windsor, NY MLS# 855497
$439,000
4

Beds

2.1

Baths

1,900

Sq.Ft.

15 Riley Road

New Windsor, NY

Courtesy of ATELIER PROPERTIES LLC
View 21 Stonecrest Drive New Windsor, NY MLS# 999560
$439,000
3

Beds

1.0

Baths

1,436

Sq.Ft.

21 Stonecrest Drive

New Windsor, NY

Courtesy of TACTICAL REALTY LLC
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 117 Sandpiper Lane 1B New Windsor, NY MLS# 949842
$429,900
3

Beds

2.0

Baths

1,510

Sq.Ft.

117 Sandpiper Lane 1B

New Windsor, NY

Courtesy of EASY LIFESTYLE REAL ESTATE
View 324 Walnut Avenue New Windsor, NY MLS# 973822
$429,000
3

Beds

2.1

Baths

1,632

Sq.Ft.

324 Walnut Avenue

New Windsor, NY

Courtesy of CHARLES J BUSER
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 19 Split Tree Drive New Windsor, NY MLS# 967365
$420,000
4

Beds

2.0

Baths

1,836

Sq.Ft.

19 Split Tree Drive

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1707 Hawthorn Way New Windsor, NY MLS# 995992
$420,000
2

Beds

2.1

Baths

1,758

Sq.Ft.

1707 Hawthorn Way

New Windsor, NY

Courtesy of ICONIC PROS

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.

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