View 70 Bethlehem Road New Windsor, NY MLS# 959241
$899,999
4

Beds

2.1

Baths

3,098

Sq.Ft.

70 Bethlehem Road

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 3002 Molly Pitcher Drive New Windsor, NY MLS# 968982
$899,000
5

Beds

3.1

Baths

3,510

Sq.Ft.

3002 Molly Pitcher Drive

New Windsor, NY

Courtesy of TACTICAL REALTY LLC
View 131 Riley Road New Windsor, NY MLS# 971735
  • Recently Listed
1 of 5
$899,000
6

Beds

4.1

Baths

4,500

Sq.Ft.

131 Riley Road

New Windsor, NY

Courtesy of LUCIANO RIOS PROPERTY GRP, INC
The time to sell is now! THE TIME TO SELL IS NOW!
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 18 Silver Stream Road New Windsor, NY MLS# 897040
$850,000
8,399

Sq.Ft.

18 Silver Stream Road

New Windsor, NY

Courtesy of RAND COMMERCIAL
View 1010 Pine View New Windsor, NY MLS# 955921
$850,000
5

Beds

4.0

Baths

4,366

Sq.Ft.

1010 Pine View

New Windsor, NY

Courtesy of SERHANT LLC
View 64 Bethlehem Road New Windsor, NY MLS# 958193
$849,999
4

Beds

2.1

Baths

2,668

Sq.Ft.

64 Bethlehem Road

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 107 Denniston Drive New Windsor, NY MLS# 934336
$849,000
4

Beds

2.1

Baths

3,065

Sq.Ft.

107 Denniston Drive

New Windsor, NY

Courtesy of HV PREMIER PROPERTIES REALTY
View 16 McDonald Court New Windsor, NY MLS# 26010032
  • Recently Listed
1 of 35
$835,000
4

Beds

2.1

Baths

16 McDonald Court

New Windsor, NY

NewJerseyMLS
Courtesy of KELLER WILLIAMS VILLAGE SQUARE REALTY
View 8 Oak Drive New Windsor, NY MLS# 890834
  • Virtual Tour
1 of 40
$825,000
6

Beds

5.0

Baths

4,407

Sq.Ft.

8 Oak Drive

New Windsor, NY

Courtesy of REDFIN REAL ESTATE
View 8 Oak Drive New Windsor, NY MLS# 20260715
$825,000
6

Beds

5.0

Baths

4,407

Sq.Ft.

8 Oak Drive

New Windsor, NY

UlsterCountyNY
Courtesy of REDFIN REAL ESTATE
View 3 Clemence Drive New Windsor, NY MLS# 938188
$805,000
4

Beds

2.1

Baths

3,653

Sq.Ft.

3 Clemence Drive

New Windsor, NY

Courtesy of COLDWELL BANKER REALTY
View 2041 Independence Drive New Windsor, NY MLS# 975667
$799,999
5

Beds

2.1

Baths

3,452

Sq.Ft.

2041 Independence Drive

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 3015 Molly Pitcher Drive New Windsor, NY MLS# 968222
$785,000
4

Beds

4.0

Baths

2,808

Sq.Ft.

3015 Molly Pitcher Drive

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 50 Waterview Terrace New Windsor, NY MLS# 801885
$769,967
3

Beds

2.1

Baths

3,516

Sq.Ft.

50 Waterview Terrace

New Windsor, NY

Courtesy of YOUR MOVE MATTERS LLC
View 18 Coach House Court New Windsor, NY MLS# 944360
$765,000
5

Beds

3.0

Baths

2,923

Sq.Ft.

18 Coach House Court

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 74 Red Maple Way New Windsor, NY MLS# 915337
$679,900
5

Beds

2.1

Baths

3,538

Sq.Ft.

74 Red Maple Way

New Windsor, NY

Courtesy of EXP REALTY
View 325 Jackson Avenue New Windsor, NY MLS# 907149
  • Virtual Tour
1 of 20
$659,900
4

Beds

3.1

Baths

4,222

Sq.Ft.

325 Jackson Avenue

New Windsor, NY

Courtesy of 1ST INDEPENDENT REALTY GRP
View 58 Red Maple Way New Windsor, NY MLS# 953469
$630,000
4

Beds

2.1

Baths

2,440

Sq.Ft.

58 Red Maple Way

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 3 Windsor Garden Drive New Windsor, NY MLS# 966217
$629,900
4

Beds

2.1

Baths

3,679

Sq.Ft.

3 Windsor Garden Drive

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP

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

115

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 - 100K10
$100K - 200K6
$200K - 300K13
$300K - 400K14
$400K - 500K25
$500K - 600K10
$600K - 700K4
$700K - 800K4
$800K - 900K12
$900K - 1M5
$1M - Max12

Homes for Sale by Type in New Windsor, NY

Property TypeCount
Single Family61
Townhouse0
Condo21
Commercial14
Rental37
Lots and Land11
Condo/Town/CoOp0
CoOp5
Multi Family2
Mobile Home1
Farms0

(Data as of 4/13/2026)

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: 4/14/2026.

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.