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 84 Guernsey Drive New Windsor, NY MLS# 978712
  • Recently Listed with Virtual Tour
1 of 38
OPEN HOUSE: Saturday 5/2 11:00 AM - 1:00 PM
$549,000
3

Beds

3.0

Baths

1,736

Sq.Ft.

84 Guernsey Drive

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2 Split Tree Drive New Windsor, NY MLS# 936079
$539,000
4

Beds

2.1

Baths

2,338

Sq.Ft.

2 Split Tree Drive

New Windsor, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1110 -1114 route 94 New Windsor, NY MLS# 829593
$525,000
3

Beds

1.0

Baths

1110 -1114 route 94

New Windsor, NY

Courtesy of REAL ESTATE CONNECTION CORP
View 45 Quassaick Avenue New Windsor, NY MLS# 959992
$525,000
2,592

Sq.Ft.

45 Quassaick Avenue

New Windsor, NY

Courtesy of JOHN J LEASE REALTORS INC
View 505 Iron Forge Lane New Windsor, NY MLS# 977237
  • Recently Listed
1 of 38
$525,000
3

Beds

2.2

Baths

2,550

Sq.Ft.

505 Iron Forge Lane

New Windsor, NY

Courtesy of EREALTY ADVISORS, INC
View Silver Stream Road New Windsor, NY MLS# 929366
$499,900
Studio

Beds

0.0

Baths

100,188

Sq.Ft.

Silver Stream Road

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 14 Creamery Drive New Windsor, NY MLS# 991325
$499,900
3

Beds

2.1

Baths

2,020

Sq.Ft.

14 Creamery Drive

New Windsor, NY

Courtesy of KELLER WILLIAMS PRESTIGE PROP
View 1974 St Rte 32 New Windsor, NY MLS# 895373
$499,000
3

Beds

2.1

Baths

2,137

Sq.Ft.

1974 St Rte 32

New Windsor, NY

Courtesy of Weichert Realtors - Monroe
View 0 Rt-94 New Windsor, NY MLS# 927873
$499,000

0 Rt-94

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
View 129 Vails Gate Heights Drive New Windsor, NY MLS# 969501
$499,000
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 16 Faye Avenue New Windsor, NY MLS# 900303
$495,000
4

Beds

2.0

Baths

2,319

Sq.Ft.

16 Faye Avenue

New Windsor, NY

Courtesy of CENTURY 21 REALTY CENTER
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 1402 Hawthorn Way New Windsor, NY MLS# 949028
$479,999
3

Beds

2.1

Baths

2,139

Sq.Ft.

1402 Hawthorn Way

New Windsor, NY

Courtesy of CENTURY 21 ALLIANCE RLTY GROUP
View 1210 Hawthorn Way New Windsor, NY MLS# 950896
  • Virtual Tour
1 of 40
$479,999
3

Beds

2.1

Baths

2,040

Sq.Ft.

1210 Hawthorn Way

New Windsor, NY

Courtesy of KELLER WILLIAMS REALTY
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 11 Queen Street New Windsor, NY MLS# 910542
$469,999
5

Beds

3.0

Baths

2,400

Sq.Ft.

11 Queen Street

New Windsor, NY

Courtesy of HOMESMART HOMES & ESTATES
View 1404 Hawthorn Way New Windsor, NY MLS# 924162
$469,999
3

Beds

2.1

Baths

1,910

Sq.Ft.

1404 Hawthorn Way

New Windsor, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
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

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

$469,000
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

Price Count
$0 - 100K 11
$100K - 200K 5
$200K - 300K 13
$300K - 400K 15
$400K - 500K 28
$500K - 600K 12
$600K - 700K 4
$700K - 800K 5
$800K - 900K 11
$900K - 1M 4
$1M - Max 11

Homes for Sale by Type in New Windsor, NY

Property Type Count
Single Family 70
Townhouse 0
Condo 17
Commercial 14
Rental 36
Lots and Land 10
Condo/Town/CoOp 0
CoOp 5
Multi Family 2
Mobile Home 1
Farms 0

(Data as of 4/30/2026)

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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