View 276 Temple Hill Road 2414 New Windsor, NY MLS# 973111
$315,000
2

Beds

2.0

Baths

1,176

Sq.Ft.

276 Temple Hill Road 2414

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
View 209 Summit Drive New Windsor, NY MLS# 971287
  • Recently Listed with 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 256 Quassaick Avenue 13 New Windsor, NY MLS# 970975
  • Recently Listed with Virtual Tour
1 of 20
$324,999
3

Beds

2.1

Baths

1,426

Sq.Ft.

256 Quassaick Avenue 13

New Windsor, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 9 Hill View Road New Windsor, NY MLS# 965805
  • Recently Listed with Virtual Tour
1 of 28
$405,000
3

Beds

1.1

Baths

1,331

Sq.Ft.

9 Hill View Road

New Windsor, NY

Courtesy of REDFIN REAL ESTATE
View 3015 Molly Pitcher Drive New Windsor, NY MLS# 968222
  • Recently Listed with Virtual Tour
1 of 46
OPEN HOUSE: Saturday 3/21 12:00 PM - 3:00 PM
$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 5 Sunrise Terrace New Windsor, NY MLS# 972319
  • Recently Listed
1 of 44
$549,000
4

Beds

2.1

Baths

1,968

Sq.Ft.

5 Sunrise Terrace

New Windsor, NY

Courtesy of TYLER'S ESTATES LLC
View 3105 Betsy Ross Ridge New Windsor, NY MLS# 967103
  • Recently Listed
1 of 27
$649,000
3

Beds

2.1

Baths

1,817

Sq.Ft.

3105 Betsy Ross Ridge

New Windsor, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
View 400 Philo Street New Windsor, NY MLS# 969616
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 3/21 11:00 AM - 1:00 PM
$460,000
3

Beds

1.1

Baths

1,762

Sq.Ft.

400 Philo Street

New Windsor, NY

Courtesy of EXP REALTY
View 614 Crab Apple Lane New Windsor, NY MLS# 962103
  • Recently Listed with Virtual Tour
1 of 24
$349,900
2

Beds

1.1

Baths

1,228

Sq.Ft.

614 Crab Apple Lane

New Windsor, NY

Courtesy of A.B.S. REALTY CORP
View 3002 Molly Pitcher Drive New Windsor, NY MLS# 968982
  • Recently Listed
1 of 50
$936,000
5

Beds

3.1

Baths

3,510

Sq.Ft.

3002 Molly Pitcher Drive

New Windsor, NY

Courtesy of TACTICAL REALTY LLC
View 1067 Washington Green New Windsor, NY MLS# 939142
  • Recently Listed
1 of 34
$380,000
2

Beds

2.0

Baths

1,503

Sq.Ft.

1067 Washington Green

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 129 Vails Gate Heights Drive New Windsor, NY MLS# 969501
$549,999
3

Beds

2.0

Baths

2,257

Sq.Ft.

129 Vails Gate Heights Drive

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 27 Walnut Street New Windsor, NY MLS# 967265
  • Recently Listed
1 of 35
$429,000
3

Beds

2.0

Baths

1,713

Sq.Ft.

27 Walnut Street

New Windsor, NY

Courtesy of REALTY EXECUTIVES EXCEPTIONAL
View 11 Shaker Court New Windsor, NY MLS# 964605
$445,000
3

Beds

2.1

Baths

1,492

Sq.Ft.

11 Shaker Court

New Windsor, NY

Courtesy of COMPASS GREATER NY, LLC
View 618 Crab Apple Lane New Windsor, NY MLS# 966197
  • Recently Listed
1 of 25
$325,000
2

Beds

1.1

Baths

1,228

Sq.Ft.

618 Crab Apple Lane

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 3 Windsor Garden Drive New Windsor, NY MLS# 966217
  • Recently Listed
1 of 39
$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
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 11 Quassaick Avenue New Windsor, NY MLS# 964500
$469,964
3,900

Sq.Ft.

11 Quassaick Avenue

New Windsor, NY

Courtesy of YOUR MOVE MATTERS LLC
View 810 Blooming Grove Turnpike 36 New Windsor, NY MLS# 963211
$234,999
2

Beds

1.0

Baths

1,260

Sq.Ft.

810 Blooming Grove Turnpike 36

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 276 Temple Hill Road 1117 New Windsor, NY MLS# 963251
$267,000
2

Beds

1.0

Baths

1,026

Sq.Ft.

276 Temple Hill Road 1117

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

119

Estimated median home price

$479,999
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 8
$100K - 200K 6
$200K - 300K 15
$300K - 400K 12
$400K - 500K 26
$500K - 600K 13
$600K - 700K 8
$700K - 800K 2
$800K - 900K 10
$900K - 1M 6
$1M - Max 13

Homes for Sale by Type in New Windsor, NY

Property Type Count
Single Family 61
Townhouse 0
Condo 22
Commercial 17
Rental 41
Lots and Land 11
Condo/Town/CoOp 0
CoOp 5
Multi Family 2
Mobile Home 1
Farms 0

(Data as of 3/18/2026)

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 3/21/2026.

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.