View 940 Little Britain Road New Windsor, NY MLS# 928150
$1,000,000
1,000

Sq.Ft.

940 Little Britain Road

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 9 Benedict Lane 5-7 New Windsor, NY MLS# 953231
$999,000
8

Beds

4.0

Baths

60,984

Sq.Ft.

9 Benedict Lane 5-7

New Windsor, NY

Courtesy of EXP REALTY
View 106 Station Road New Windsor, NY MLS# 202528247
$985,000
3

Beds

5.0

Baths

3,000

Sq.Ft.

106 Station Road

New Windsor, NY

Courtesy of HOULIHAN LAWRENCE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1016 Forest Glen New Windsor, NY MLS# 960917
$965,000
4

Beds

4.1

Baths

4,834

Sq.Ft.

1016 Forest Glen

New Windsor, NY

Courtesy of EXIT REALTY CONNECTIONS
View 23 Swan Hollow New Windsor, NY MLS# 957153
$950,000
3

Beds

2.1

Baths

2,353

Sq.Ft.

23 Swan Hollow

New Windsor, NY

Courtesy of EXP REALTY
View 3002 Molly Pitcher Drive New Windsor, NY MLS# 968982
$936,000
5

Beds

3.1

Baths

3,510

Sq.Ft.

3002 Molly Pitcher Drive

New Windsor, NY

Courtesy of TACTICAL REALTY LLC
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 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 100 Pleasant Hill Road New Windsor, NY MLS# 820747
$869,000
6

Beds

5.0

Baths

4,522

Sq.Ft.

100 Pleasant Hill Road

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
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 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 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 8 Oak Drive New Windsor, NY MLS# 20260715
$849,000
6

Beds

5.0

Baths

4,407

Sq.Ft.

8 Oak Drive

New Windsor, NY

UlsterCountyNY
Courtesy of REDFIN REAL ESTATE
View 16 McDonald Court New Windsor, NY MLS# 975894
  • Recently Listed
1 of 38
OPEN HOUSE: Thursday 3/26 10:00 AM - 2:00 PM
$835,000
4

Beds

2.1

Baths

2,772

Sq.Ft.

16 McDonald Court

New Windsor, NY

Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
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 3015 Molly Pitcher Drive New Windsor, NY MLS# 968222
  • Recently Listed with Virtual Tour
1 of 46
$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
  • Recently Listed
1 of 43
$765,000
5

Beds

3.0

Baths

2,923

Sq.Ft.

18 Coach House Court

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

114

Estimated median home price

$477,500
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 - 100K8
$100K - 200K6
$200K - 300K15
$300K - 400K13
$400K - 500K23
$500K - 600K12
$600K - 700K6
$700K - 800K2
$800K - 900K10
$900K - 1M6
$1M - Max13

Homes for Sale by Type in New Windsor, NY

Property TypeCount
Single Family57
Townhouse0
Condo22
Commercial16
Rental39
Lots and Land11
Condo/Town/CoOp0
CoOp5
Multi Family2
Mobile Home1
Farms0

(Data as of 3/24/2026)

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 ©2026 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 3/25/2026.

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.