View 10 Oakwood Terrace 65 New Windsor, NY MLS# 994640
$134,900
1

Beds

1.0

Baths

960

Sq.Ft.

10 Oakwood Terrace 65

New Windsor, NY

Courtesy of KELLER WILLIAMS 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 27 Lexington Lane New Windsor, NY MLS# 969049
$245,500
3

Beds

1.1

Baths

1,280

Sq.Ft.

27 Lexington Lane

New Windsor, NY

Courtesy of NEXT LEVEL PROPERTY MANAGEMENT
The time to sell is now! THE TIME TO SELL IS NOW!
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 424 Sandgate Drive New Windsor, NY MLS# 986257
$89,900
3

Beds

2.0

Baths

980

Sq.Ft.

424 Sandgate Drive

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
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
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 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 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 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 10 Oakwood Terrace 26 New Windsor, NY MLS# 980139
$175,000
2

Beds

1.0

Baths

944

Sq.Ft.

10 Oakwood Terrace 26

New Windsor, NY

Courtesy of GILLESPIE REAL ESTATE LLC
View 276 Temple Hill Road 1515 New Windsor, NY MLS# 977319
$247,500
2

Beds

1.0

Baths

1,026

Sq.Ft.

276 Temple Hill Road 1515

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 3146 Route 9w 5A New Windsor, NY MLS# 977603
$84,900
2

Beds

2.0

Baths

784

Sq.Ft.

3146 Route 9w 5A

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 3146 Route 9w 6A New Windsor, NY MLS# 977604
$84,900
2

Beds

2.0

Baths

784

Sq.Ft.

3146 Route 9w 6A

New Windsor, NY

Courtesy of HOWARD HANNA RAND 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 276 Temple Hill Road 2414 New Windsor, NY MLS# 973111
$285,000
2

Beds

2.0

Baths

1,176

Sq.Ft.

276 Temple Hill Road 2414

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
View 10 Oakwood Terrace 88 New Windsor, NY MLS# 949147
$190,000
2

Beds

1.0

Baths

950

Sq.Ft.

10 Oakwood Terrace 88

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
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

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 - 700K2
$700K - 800K12
$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 6/20/2026)

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.