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 233 Blooming Grove Turnpike New Windsor, NY MLS# 983636
  • Recently Listed
1 of 50
$475,000
3

Beds

2.0

Baths

1,734

Sq.Ft.

233 Blooming Grove Turnpike

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 14 Creamery Drive New Windsor, NY MLS# 993436
  • Recently Listed
1 of 47
$499,900
3

Beds

2.1

Baths

2,020

Sq.Ft.

14 Creamery Drive

New Windsor, NY

Courtesy of KELLER WILLIAMS PRESTIGE PROP
The time to sell is now! THE TIME TO SELL IS NOW!
View 21 Stonecrest Drive New Windsor, NY MLS# 999560
  • Recently Listed
1 of 36
$449,000
3

Beds

1.0

Baths

1,436

Sq.Ft.

21 Stonecrest Drive

New Windsor, NY

Courtesy of TACTICAL REALTY LLC
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
View 721 Hewitt Lane New Windsor, NY MLS# 994561
  • Recently Listed
1 of 41
$549,900
2

Beds

2.1

Baths

1,768

Sq.Ft.

721 Hewitt Lane

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
View 739 Hewitt Lane New Windsor, NY MLS# 989150
  • Recently Listed
1 of 32
$599,000
2

Beds

2.1

Baths

1,768

Sq.Ft.

739 Hewitt Lane

New Windsor, NY

Courtesy of TACTICAL REALTY LLC
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 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 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 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
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 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 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 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 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 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 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 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 400 Philo Street New Windsor, NY MLS# 969616
$460,000
3

Beds

1.1

Baths

1,762

Sq.Ft.

400 Philo Street

New Windsor, NY

Courtesy of EXP 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

138

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 11
$100K - 200K 6
$200K - 300K 17
$300K - 400K 19
$400K - 500K 29
$500K - 600K 19
$600K - 700K 4
$700K - 800K 9
$800K - 900K 10
$900K - 1M 2
$1M - Max 12

Homes for Sale by Type in New Windsor, NY

Property Type Count
Single Family 83
Townhouse 0
Condo 19
Commercial 15
Rental 35
Lots and Land 10
Condo/Town/CoOp 0
CoOp 6
Multi Family 4
Mobile Home 1
Farms 0

(Data as of 5/20/2026)

Information deemed reliable but not guaranteed.

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.