View 323 Sycamore Drive New Windsor, NY MLS# 907260
  • Virtual Tour
1 of 44
$699,999
4

Beds

3.1

Baths

3,512

Sq.Ft.

323 Sycamore Drive

New Windsor, NY

Courtesy of HOMESMART HOMES & ESTATES
View 2806 Cherry Tree Way New Windsor, NY MLS# 903109
$699,000
4

Beds

2.1

Baths

3,500

Sq.Ft.

2806 Cherry Tree Way

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 545 Shore Drive New Windsor, NY MLS# 844094
  • Virtual Tour
1 of 35
$695,000
4

Beds

3.0

Baths

2,695

Sq.Ft.

545 Shore Drive

New Windsor, NY

Courtesy of TACTICAL REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
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 29 Deer Brook Drive New Windsor, NY MLS# 943411
  • Recently Listed with Virtual Tour
1 of 50
$689,900
3

Beds

2.1

Baths

3,161

Sq.Ft.

29 Deer Brook Drive

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 282 Tamerisk Lane New Windsor, NY MLS# 912824
  • Virtual Tour
1 of 36
$650,000
3

Beds

3.1

Baths

3,102

Sq.Ft.

282 Tamerisk Lane

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 91 Creamery Drive New Windsor, NY MLS# 940274
$649,950
5

Beds

2.1

Baths

2,314

Sq.Ft.

91 Creamery Drive

New Windsor, NY

Courtesy of UNITED RE HUDSON VALLEY EDGE
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 57 Union Avenue New Windsor, NY MLS# H6204046
$585,000
4

Beds

3.0

Baths

2,500

Sq.Ft.

57 Union Avenue

New Windsor, NY

Courtesy of REAL ESTATE EXCHANGE LTD
View 64 Palomino Place New Windsor, NY MLS# 908627
  • Virtual Tour
1 of 33
$534,000
3

Beds

2.1

Baths

2,122

Sq.Ft.

64 Palomino Place

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 293 Garden Street New Windsor, NY MLS# 937267
$529,900
3

Beds

2.0

Baths

1,972

Sq.Ft.

293 Garden Street

New Windsor, NY

Courtesy of EREALTY ADVISORS, INC
View 117 Sandpiper Lane 1C New Windsor, NY MLS# 920482
$525,000
3

Beds

2.0

Baths

1,850

Sq.Ft.

117 Sandpiper Lane 1C

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 13 Farmstead Road New Windsor, NY MLS# H6329694
$525,000
4

Beds

2.1

Baths

2,020

Sq.Ft.

13 Farmstead Road

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 6 Farmstead Road New Windsor, NY MLS# 922239
$524,900
3

Beds

2.0

Baths

2,768

Sq.Ft.

6 Farmstead Road

New Windsor, NY

Courtesy of LPT REALTY TRI-STATE, LLC
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 404 Carlton Circle New Windsor, NY MLS# 933717
$510,000
3

Beds

2.1

Baths

2,146

Sq.Ft.

404 Carlton Circle

New Windsor, NY

Courtesy of EXIT REALTY ACHIEVE
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 2960 Us Route 9W New Windsor, NY MLS# 814701
$499,900
2,592

Sq.Ft.

2960 Us Route 9W

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View Silver Stream Road New Windsor, NY MLS# 929366
$499,900
Studio

Beds

0.0

Baths

100,188

Sq.Ft.

Silver Stream Road

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
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

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

116

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 - 200K9
$200K - 300K8
$300K - 400K13
$400K - 500K35
$500K - 600K9
$600K - 700K7
$700K - 800K5
$800K - 900K10
$900K - 1M1
$1M - Max12

Homes for Sale by Type in New Windsor, NY

Property TypeCount
Single Family67
Townhouse0
Condo17
Commercial14
Rental35
Lots and Land10
Condo/Town/CoOp0
CoOp5
Multi Family2
Mobile Home1
Farms0

(Data as of 12/28/2025)

Information deemed reliable but not guaranteed.

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.