View 20 Cresthaven Drive New Windsor, NY MLS# 998445
  • Recently Listed
1 of 47
OPEN HOUSE: Saturday 5/23 12:00 PM - 2:00 PM
$429,999
3

Beds

2.0

Baths

1,216

Sq.Ft.

20 Cresthaven Drive

New Windsor, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
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 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 324 Walnut Avenue New Windsor, NY MLS# 973822
  • Recently Listed
1 of 20
$429,000
3

Beds

2.1

Baths

1,632

Sq.Ft.

324 Walnut Avenue

New Windsor, NY

Courtesy of CHARLES J BUSER
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 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 21 Stonecrest Drive New Windsor, NY MLS# 999560
  • Recently Listed
1 of 36
$449,000
3

Beds

1.0

Baths

1,436

Sq.Ft.

21 Stonecrest 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 1707 Hawthorn Way New Windsor, NY MLS# 995992
  • Recently Listed
1 of 45
$420,000
2

Beds

2.1

Baths

1,758

Sq.Ft.

1707 Hawthorn Way

New Windsor, NY

Courtesy of ICONIC PROS
View 59 Bethlehem Road New Windsor, NY MLS# 993465
  • Recently Listed
1 of 24
$410,000
6

Beds

1.0

Baths

1,489

Sq.Ft.

59 Bethlehem Road

New Windsor, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 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 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 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 11 Ona Lane New Windsor, NY MLS# 20261568
$425,000
3

Beds

2.1

Baths

1,894

Sq.Ft.

11 Ona Lane

New Windsor, NY

UlsterCountyNY
Courtesy of CENTURY 21 ALLIANCE-NP
View 3014 Patrick Henry Court 43 New Windsor, NY MLS# 974757
$419,900
3

Beds

2.1

Baths

2,592

Sq.Ft.

3014 Patrick Henry Court 43

New Windsor, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
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 601 Crab Apple Lane New Windsor, NY MLS# 972987
$439,999
3

Beds

2.1

Baths

1,673

Sq.Ft.

601 Crab Apple Lane

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY NYC GRP
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 9 Hill View Road New Windsor, NY MLS# 965805
  • Virtual Tour
1 of 28
$405,000
3

Beds

1.1

Baths

1,331

Sq.Ft.

9 Hill View Road

New Windsor, NY

Courtesy of REDFIN REAL ESTATE

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.