View 43 Lafayette Drive New Windsor, NY MLS# 981186
$264,900
2

Beds

1.0

Baths

715

Sq.Ft.

43 Lafayette Drive

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 10 Oakwood Terrace 26 New Windsor, NY MLS# 980139
$175,000
2

Beds

1.0

Baths

944

Sq.Ft.

10 Oakwood Terrace 26

New Windsor, NY

Courtesy of GILLESPIE REAL ESTATE LLC
View 276 Temple Hill Road 1602 New Windsor, NY MLS# 978331
$225,000
1

Beds

1.0

Baths

800

Sq.Ft.

276 Temple Hill Road 1602

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
View 276 Temple Hill Road 1515 New Windsor, NY MLS# 977319
$247,500
2

Beds

1.0

Baths

1,026

Sq.Ft.

276 Temple Hill Road 1515

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 3146 Route 9w 5A New Windsor, NY MLS# 977603
$84,900
2

Beds

2.0

Baths

784

Sq.Ft.

3146 Route 9w 5A

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 3146 Route 9w 6A New Windsor, NY MLS# 977604
$84,900
2

Beds

2.0

Baths

784

Sq.Ft.

3146 Route 9w 6A

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 601 Crab Apple Lane New Windsor, NY MLS# 972987
$439,999
3

Beds

2.1

Baths

1,673

Sq.Ft.

601 Crab Apple Lane

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY NYC GRP
View 276 Temple Hill Road 2414 New Windsor, NY MLS# 973111
$300,000
2

Beds

2.0

Baths

1,176

Sq.Ft.

276 Temple Hill Road 2414

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
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 256 Quassaick Avenue 7 New Windsor, NY MLS# 976263
$325,000
3

Beds

2.1

Baths

1,426

Sq.Ft.

256 Quassaick Avenue 7

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 10 Oakwood Terrace 88 New Windsor, NY MLS# 949147
$190,000
2

Beds

1.0

Baths

950

Sq.Ft.

10 Oakwood Terrace 88

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
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 256 Quassaick Avenue 13 New Windsor, NY MLS# 970975
$324,999
3

Beds

2.1

Baths

1,426

Sq.Ft.

256 Quassaick Avenue 13

New Windsor, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 43 Birchwood Drive New Windsor, NY MLS# 972708
$374,900
2

Beds

1.1

Baths

996

Sq.Ft.

43 Birchwood Drive

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 9 Hill View Road New Windsor, NY MLS# 965805
  • 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 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 3105 Betsy Ross Ridge New Windsor, NY MLS# 967103
$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

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 18
$400K - 500K 32
$500K - 600K 18
$600K - 700K 4
$700K - 800K 8
$800K - 900K 10
$900K - 1M 2
$1M - Max 12

Homes for Sale by Type in New Windsor, NY

Property Type Count
Single Family 85
Townhouse 0
Condo 19
Commercial 15
Rental 34
Lots and Land 10
Condo/Town/CoOp 0
CoOp 6
Multi Family 2
Mobile Home 1
Farms 0

(Data as of 5/16/2026)

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 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.

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