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
  • Recently Listed
1 of 22
$499,900
3

Beds

2.0

Baths

1,512

Sq.Ft.

69 Silver Spring Road

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
View 28 Park Hill Drive New Windsor, NY MLS# 1003023
  • Recently Listed with Virtual Tour
1 of 50
$499,900
3

Beds

2.1

Baths

1,513

Sq.Ft.

28 Park Hill Drive

New Windsor, NY

Courtesy of RE-MAX EXPERIENCE
The time to sell is now! THE TIME TO SELL IS NOW!
View 10 Ona Lane New Windsor, NY MLS# 1006010
  • Recently Listed
1 of 37
$499,900
3

Beds

2.1

Baths

1,818

Sq.Ft.

10 Ona Lane

New Windsor, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
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
$489,750
3

Beds

2.1

Baths

1,876

Sq.Ft.

47 Continental Drive

New Windsor, NY

Courtesy of COMPASS GREATER NY, LLC
View 111 Cedar Avenue New Windsor, NY MLS# 983164
  • Virtual Tour
1 of 41
$489,000
3

Beds

1.2

Baths

1,248

Sq.Ft.

111 Cedar Avenue

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 7 San Giacomo Drive New Windsor, NY MLS# 1007648
  • Recently Listed
1 of 36
$485,000
4

Beds

2.1

Baths

1,790

Sq.Ft.

7 San Giacomo Drive

New Windsor, NY

Courtesy of HOMESMART HOMES & ESTATES
View 5 Oak Ridge Drive New Windsor, NY MLS# 999959
  • Virtual Tour
1 of 40
$480,000
3

Beds

1.1

Baths

1,350

Sq.Ft.

5 Oak Ridge Drive

New Windsor, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 7 Ash Street New Windsor, NY MLS# 852008
$475,000
3

Beds

2.1

Baths

1,850

Sq.Ft.

7 Ash Street

New Windsor, NY

Courtesy of REAL ESTATE CONNECTION CORP
View 233 Blooming Grove Turnpike New Windsor, NY MLS# 983636
$475,000
3

Beds

2.0

Baths

1,734

Sq.Ft.

233 Blooming Grove Turnpike

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 129 Vails Gate Heights Drive New Windsor, NY MLS# 1002813
$475,000
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 335 Oak Drive New Windsor, NY MLS# 971051
  • Virtual Tour
1 of 35
$469,000
3

Beds

1.1

Baths

1,664

Sq.Ft.

335 Oak Drive

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 18 Saint Joseph Place New Windsor, NY MLS# 1003613
  • Recently Listed
1 of 35
OPEN HOUSE: Saturday 6/6 12:00 PM - 2:00 PM
$465,000
3

Beds

2.1

Baths

1,701

Sq.Ft.

18 Saint Joseph Place

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 11 Quassaick Avenue New Windsor, NY MLS# 964500
$456,654
3,900

Sq.Ft.

11 Quassaick Avenue

New Windsor, NY

Courtesy of YOUR MOVE MATTERS LLC
View 3 Regimental Place New Windsor, NY MLS# 987124
  • Virtual Tour
1 of 36
$450,000
3

Beds

1.2

Baths

1,900

Sq.Ft.

3 Regimental Place

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 532 Shore Drive New Windsor, NY MLS# 988669
$449,900
4

Beds

2.0

Baths

1,424

Sq.Ft.

532 Shore Drive

New Windsor, NY

Courtesy of EXP REALTY
View 601 Crab Apple Lane New Windsor, NY MLS# 972987
$439,999
2

Beds

2.1

Baths

1,673

Sq.Ft.

601 Crab Apple Lane

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY NYC GRP
View 15 Riley Road New Windsor, NY MLS# 855497
$439,000
4

Beds

2.1

Baths

1,900

Sq.Ft.

15 Riley Road

New Windsor, NY

Courtesy of ATELIER PROPERTIES LLC
View 21 Stonecrest Drive New Windsor, NY MLS# 999560
$439,000
3

Beds

1.0

Baths

1,436

Sq.Ft.

21 Stonecrest Drive

New Windsor, NY

Courtesy of TACTICAL REALTY 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

140

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 - 300K17
$300K - 400K19
$400K - 500K28
$500K - 600K21
$600K - 700K6
$700K - 800K9
$800K - 900K11
$900K - 1M2
$1M - Max11

Homes for Sale by Type in New Windsor, NY

Property TypeCount
Single Family88
Townhouse0
Condo17
Commercial15
Rental44
Lots and Land9
Condo/Town/CoOp0
CoOp6
Multi Family4
Mobile Home1
Farms0

(Data as of 6/6/2026)

Information deemed reliable but not guaranteed.

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: 6/6/2026.

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.