View 150 Mount Airy Road New Windsor, NY MLS# 1010275
$549,900
3

Beds

4.0

Baths

2,790

Sq.Ft.

150 Mount Airy Road

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 5 Jennifer Court New Windsor, NY MLS# 1063900
  • Recently Listed
1 of 20
$549,000
4

Beds

2.1

Baths

2,028

Sq.Ft.

5 Jennifer Court

New Windsor, NY

Courtesy of EXP REALTY
View 83 Harth Drive New Windsor, NY MLS# 1050802
  • Virtual Tour
1 of 20
$545,000
4

Beds

2.1

Baths

1,616

Sq.Ft.

83 Harth Drive

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 409 Carlton Circle New Windsor, NY MLS# 20266523
  • Recently Listed
1 of 27
$539,000
4

Beds

2.1

Baths

2,500

Sq.Ft.

409 Carlton Circle

New Windsor, NY

UlsterCountyNY
Courtesy of FOUR SEASONS SOTHEBY'S INT'L R
View 409 Carlton Circle New Windsor, NY MLS# 1069979
  • Recently Listed
1 of 27
$539,000
4

Beds

2.1

Baths

2,500

Sq.Ft.

409 Carlton Circle

New Windsor, NY

Courtesy of FOUR SEASONS SOTHEBYS INTL
View 105 Shaker Court N New Windsor, NY MLS# 934043
  • Virtual Tour
1 of 38
$537,999
3

Beds

2.1

Baths

1,764

Sq.Ft.

105 Shaker Court N

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 51 Keats Drive New Windsor, NY MLS# 1039107
$529,500
3

Beds

2.1

Baths

2,207

Sq.Ft.

51 Keats Drive

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 584 Shore Drive New Windsor, NY MLS# 1009591
$527,500
4

Beds

2.1

Baths

2,518

Sq.Ft.

584 Shore Drive

New Windsor, NY

Courtesy of UNITED RE HUDSON VALLEY EDGE
View 20 Mecca Drive New Windsor, NY MLS# 1066752
  • Recently Listed
1 of 40
$525,000
4

Beds

2.1

Baths

1,864

Sq.Ft.

20 Mecca Drive

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 45 Quassaick Avenue New Windsor, NY MLS# 1027715
$519,900
2,592

Sq.Ft.

45 Quassaick Avenue

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 69 Silver Spring Road New Windsor, NY MLS# 1003569
$499,900
3

Beds

2.0

Baths

1,512

Sq.Ft.

69 Silver Spring Road

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
View 6 Lannis Avenue New Windsor, NY MLS# 1058600
  • Virtual Tour
1 of 26
$499,900
3

Beds

2.1

Baths

2,148

Sq.Ft.

6 Lannis Avenue

New Windsor, NY

Courtesy of EREALTY ADVISORS, INC
View 505 Iron Forge Lane New Windsor, NY MLS# 1047948
1 of 38
OPEN HOUSE: Sunday 11/8 1:00 PM - 2:00 PM
$499,000
3

Beds

2.2

Baths

2,550

Sq.Ft.

505 Iron Forge Lane

New Windsor, NY

Courtesy of EREALTY ADVISORS, INC
View 22 Hill View Drive New Windsor, NY MLS# 1054896
1 of 39
OPEN HOUSE: Sunday 11/8 12:00 PM - 2:00 PM
$499,000
5

Beds

2.0

Baths

2,316

Sq.Ft.

22 Hill View Drive

New Windsor, NY

Courtesy of KW HUDSON VALLEY UNITED
View 1110 -1114 route 94 New Windsor, NY MLS# 829593
$495,000
4

Beds

3.0

Baths

1110 -1114 route 94

New Windsor, NY

Courtesy of REAL ESTATE CONNECTION CORP
View 57 Keats Drive New Windsor, NY MLS# 1042444
$494,900
3

Beds

2.0

Baths

1,704

Sq.Ft.

57 Keats Drive

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 202 Iron Forge Lane New Windsor, NY MLS# 1057860
$490,000
3

Beds

2.1

Baths

2,302

Sq.Ft.

202 Iron Forge Lane

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 10 Oak Ridge Drive New Windsor, NY MLS# 1036255
$489,000
3

Beds

2.0

Baths

2,216

Sq.Ft.

10 Oak Ridge Drive

New Windsor, NY

Courtesy of EXP REALTY
View 67 Steele Road New Windsor, NY MLS# 1061101
$489,000
3

Beds

2.1

Baths

1,934

Sq.Ft.

67 Steele Road

New Windsor, NY

Courtesy of HOLLINGSWORTH REAL ESTATE GRP.
View 806 Hawthorn Way New Windsor, NY MLS# 1042554
$485,000
3

Beds

2.1

Baths

1,910

Sq.Ft.

806 Hawthorn Way

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY

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

162

Estimated median home price

$469,000
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

Price Count
$0 - 100K 7
$100K - 200K 10
$200K - 300K 16
$300K - 400K 20
$400K - 500K 42
$500K - 600K 19
$600K - 700K 6
$700K - 800K 8
$800K - 900K 17
$900K - 1M 1
$1M - Max 16

Homes for Sale by Type in New Windsor, NY

Property Type Count
Single Family 93
Townhouse 0
Condo 24
Commercial 22
Rental 41
Lots and Land 9
Condo/Town/CoOp 0
CoOp 5
Multi Family 8
Mobile Home 1
Farms 0

(Data as of 11/8/2026)

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.