View 17 Shaker Court New Windsor, NY MLS# 984079
$570,000
5

Beds

2.1

Baths

2,431

Sq.Ft.

17 Shaker Court

New Windsor, NY

Courtesy of DONNA RUFFINO REALTY CORP
View 263 Riley Road New Windsor, NY MLS# 000031
  • Recently Listed
1 of 25
$569,900
4

Beds

2.0

Baths

2,432

Sq.Ft.

263 Riley Road

New Windsor, NY

Courtesy of CURASI REALTY, INC.
View 1 San Giacomo Drive New Windsor, NY MLS# 985453
$565,000
5

Beds

2.1

Baths

1,967

Sq.Ft.

1 San Giacomo Drive

New Windsor, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 209 Summit Drive New Windsor, NY MLS# 971287
  • Virtual Tour
1 of 35
$550,000
3

Beds

2.1

Baths

1,883

Sq.Ft.

209 Summit Drive

New Windsor, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 721 Hewitt Lane New Windsor, NY MLS# 994561
$549,900
2

Beds

2.1

Baths

1,768

Sq.Ft.

721 Hewitt Lane

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
View 5 Sunrise Terrace New Windsor, NY MLS# 972319
$549,000
4

Beds

2.1

Baths

1,968

Sq.Ft.

5 Sunrise Terrace

New Windsor, NY

Courtesy of TYLER'S ESTATES LLC
View 313 Chestnut Avenue New Windsor, NY MLS# 973058
$549,000
4

Beds

3.0

Baths

2,821

Sq.Ft.

313 Chestnut Avenue

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 84 Guernsey Drive New Windsor, NY MLS# 978712
  • Virtual Tour
1 of 38
$549,000
3

Beds

3.0

Baths

1,736

Sq.Ft.

84 Guernsey Drive

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
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 1110 -1114 route 94 New Windsor, NY MLS# 829593
$525,000
3

Beds

1.0

Baths

1110 -1114 route 94

New Windsor, NY

Courtesy of REAL ESTATE CONNECTION CORP
View 45 Quassaick Avenue New Windsor, NY MLS# 959992
$525,000
2,592

Sq.Ft.

45 Quassaick Avenue

New Windsor, NY

Courtesy of JOHN J LEASE REALTORS INC
View 114 Chestnut Drive New Windsor, NY MLS# 969678
  • Virtual Tour
1 of 39
$525,000
3

Beds

2.0

Baths

1,484

Sq.Ft.

114 Chestnut Drive

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 512 Riley Road New Windsor, NY MLS# 1001952
  • Recently Listed with Virtual Tour
1 of 46
$525,000
3

Beds

1.0

Baths

960

Sq.Ft.

512 Riley Road

New Windsor, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 505 Iron Forge Lane New Windsor, NY MLS# 977237
$515,000
3

Beds

2.2

Baths

2,550

Sq.Ft.

505 Iron Forge Lane

New Windsor, NY

Courtesy of EREALTY ADVISORS, INC
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 14 Creamery Drive New Windsor, NY MLS# 993436
$499,900
3

Beds

2.1

Baths

2,020

Sq.Ft.

14 Creamery Drive

New Windsor, NY

Courtesy of KELLER WILLIAMS PRESTIGE PROP
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 1974 St Rte 32 New Windsor, NY MLS# 895373
$499,000
3

Beds

2.1

Baths

2,137

Sq.Ft.

1974 St Rte 32

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
View 0 Rt-94 New Windsor, NY MLS# 927873
$499,000

0 Rt-94

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 47 Continental Drive New Windsor, NY MLS# 996899
  • Recently Listed
1 of 19
$489,750
3

Beds

2.1

Baths

1,876

Sq.Ft.

47 Continental Drive

New Windsor, NY

Courtesy of COMPASS GREATER NY, LLC

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

136

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

Price Count
$0 - 100K 10
$100K - 200K 6
$200K - 300K 17
$300K - 400K 19
$400K - 500K 29
$500K - 600K 19
$600K - 700K 3
$700K - 800K 10
$800K - 900K 9
$900K - 1M 2
$1M - Max 12

Homes for Sale by Type in New Windsor, NY

Property Type Count
Single Family 83
Townhouse 0
Condo 18
Commercial 15
Rental 37
Lots and Land 9
Condo/Town/CoOp 0
CoOp 6
Multi Family 4
Mobile Home 1
Farms 0

(Data as of 5/23/2026)

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 the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 5/24/2026.

Source: New Jersey Multiple Listing Service, Inc.

© 2026 New Jersey Multiple Listing Service, Inc. All rights reserved.

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.