View 14 Cherie Lane New Windsor, NY MLS# 883116
  • Virtual Tour
1 of 43
$500,000
3

Beds

2.1

Baths

1,958

Sq.Ft.

14 Cherie Lane

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 179 Riley Road New Windsor, NY MLS# 890838
$99,900
Studio

Beds

0.0

Baths

23,256

Sq.Ft.

179 Riley Road

New Windsor, NY

Courtesy of RIVER REALTY SERVICES, INC.
View 18 Park Hill Drive New Windsor, NY MLS# 891191
$479,000
3

Beds

2.0

Baths

2,100

Sq.Ft.

18 Park Hill Drive

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY NYC GRP
The time to sell is now! THE TIME TO SELL IS NOW!
View 8 Oak Drive New Windsor, NY MLS# 890834
  • Virtual Tour
1 of 40
$849,000
6

Beds

5.0

Baths

4,407

Sq.Ft.

8 Oak Drive

New Windsor, NY

Courtesy of REDFIN REAL ESTATE
View 3 Saint Anne Drive New Windsor, NY MLS# 889996
$389,983
3

Beds

1.1

Baths

1,392

Sq.Ft.

3 Saint Anne Drive

New Windsor, NY

Courtesy of YOUR MOVE MATTERS LLC
View 2898 Route 9W Lot 54 New Windsor, NY MLS# 880995
$148,000
3

Beds

2.0

Baths

1,067

Sq.Ft.

2898 Route 9W Lot 54

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View Hillington Road New Windsor, NY MLS# 888344
$50,000
Studio

Beds

0.0

Baths

87,120

Sq.Ft.

Hillington Road

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 11 Square Hill Road #27 New Windsor, NY MLS# 886006
$99,900
2

Beds

2.0

Baths

784

Sq.Ft.

11 Square Hill Road #27

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 2 Dimiceli Street New Windsor, NY MLS# 881844
$600,000
5

Beds

4.0

Baths

3,000

Sq.Ft.

2 Dimiceli Street

New Windsor, NY

Courtesy of REDFIN REAL ESTATE
View 62 Lakeside Drive New Windsor, NY MLS# 879106
  • Virtual Tour
1 of 50
$429,999
4

Beds

2.1

Baths

1,659

Sq.Ft.

62 Lakeside Drive

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 60 Palomino Place New Windsor, NY MLS# 882012
$499,000
3

Beds

3.0

Baths

1,918

Sq.Ft.

60 Palomino Place

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 12 Union Ave Lot 1 Union Avenue New Windsor, NY MLS# 880751
$87,000
Studio

Beds

0.0

Baths

17,800

Sq.Ft.

12 Union Ave Lot 1 Union Avenue

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY PARTNER
View 1004 Washington Green New Windsor, NY MLS# H6318040
$280,000
2

Beds

2.0

Baths

1,029

Sq.Ft.

1004 Washington Green

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 67 Keats Drive New Windsor, NY MLS# 872751
  • Virtual Tour
1 of 48
$525,000
6

Beds

2.0

Baths

2,596

Sq.Ft.

67 Keats Drive

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 4 Jefferson Avenue New Windsor, NY MLS# 873089
$1,100,000
4

Beds

3.0

Baths

3,100

Sq.Ft.

4 Jefferson Avenue

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 38 Panorama Drive New Windsor, NY MLS# 867126
  • Virtual Tour
1 of 32
$695,000
4

Beds

2.1

Baths

2,808

Sq.Ft.

38 Panorama Drive

New Windsor, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 7 Ash Street New Windsor, NY MLS# 852008
$475,000
3

Beds

2.1

Baths

1,850

Sq.Ft.

7 Ash Street

New Windsor, NY

Courtesy of REAL ESTATE CONNECTION CORP
View 501 Iron Forge Lane New Windsor, NY MLS# 867377
$519,000
4

Beds

2.2

Baths

2,550

Sq.Ft.

501 Iron Forge Lane

New Windsor, NY

Courtesy of EREALTY ADVISORS, INC
View 2435 S State Route 32 New Windsor, NY MLS# 866831
$895,000
9,552

Sq.Ft.

2435 S State Route 32

New Windsor, NY

Courtesy of RAND COMMERCIAL
View 10 Oakwood Terrace 118 New Windsor, NY MLS# 862569
$149,999
1

Beds

1.0

Baths

850

Sq.Ft.

10 Oakwood Terrace 118

New Windsor, NY

Courtesy of KELLER WILLIAMS 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

118

Estimated median home price

$475,000
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

PriceCount
$0 - 100K7
$100K - 200K8
$200K - 300K7
$300K - 400K14
$400K - 500K37
$500K - 600K10
$600K - 700K6
$700K - 800K6
$800K - 900K10
$900K - 1M1
$1M - Max12

Homes for Sale by Type in New Windsor, NY

Property TypeCount
Single Family72
Townhouse0
Condo15
Commercial14
Rental33
Lots and Land10
Condo/Town/CoOp0
CoOp5
Multi Family2
Mobile Home0
Farms0

(Data as of 12/20/2025)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from The Internet Data Exchange Program of ©2025 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing.

Data is updated as of 12/22/2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Copyright 2025 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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