View 14 Valewood Drive New Windsor, NY MLS# 1052277
$449,900
3

Beds

1.1

Baths

1,314

Sq.Ft.

14 Valewood Drive

New Windsor, NY

Courtesy of EXP REALTY
View 39 Clintonwood Drive New Windsor, NY MLS# 1055234
$569,900
5

Beds

3.0

Baths

2,291

Sq.Ft.

39 Clintonwood Drive

New Windsor, NY

Courtesy of HOMESMART HOMES & ESTATES
View 15 Guernsey Drive New Windsor, NY MLS# 1053022
$559,888
4

Beds

2.1

Baths

2,052

Sq.Ft.

15 Guernsey Drive

New Windsor, NY

Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
The time to sell is now! THE TIME TO SELL IS NOW!
View 18 St Joseph Place New Windsor, NY MLS# 1050414
$459,999
3

Beds

2.1

Baths

1,701

Sq.Ft.

18 St Joseph Place

New Windsor, NY

Courtesy of EXP REALTY
View 83 Harth Drive New Windsor, NY MLS# 1050802
  • Virtual Tour
1 of 20
$545,000
4

Beds

2.1

Baths

1,616

Sq.Ft.

83 Harth Drive

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 241 Garden Street New Windsor, NY MLS# 1043928
  • Virtual Tour
1 of 47
$465,000
3

Beds

2.1

Baths

1,812

Sq.Ft.

241 Garden Street

New Windsor, NY

Courtesy of KW HUDSON VALLEY UNITED
View 809 Fairway Court New Windsor, NY MLS# 1050902
$445,000
3

Beds

2.1

Baths

2,290

Sq.Ft.

809 Fairway Court

New Windsor, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 505 Iron Forge Lane New Windsor, NY MLS# 1047948
    1 of 38
    OPEN HOUSE: Sunday 11/8 1:00 PM - 2:00 PM
    $499,000
    3

    Beds

    2.2

    Baths

    2,550

    Sq.Ft.

    505 Iron Forge Lane

    New Windsor, NY

    Courtesy of EREALTY ADVISORS, INC
    View 57 Keats Drive New Windsor, NY MLS# 1042444
    $494,900
    3

    Beds

    2.0

    Baths

    1,704

    Sq.Ft.

    57 Keats Drive

    New Windsor, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 51 Keats Drive New Windsor, NY MLS# 1039107
    $529,500
    3

    Beds

    2.1

    Baths

    2,207

    Sq.Ft.

    51 Keats Drive

    New Windsor, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 2 Lilac Hill Road New Windsor, NY MLS# 1044757
    • Virtual Tour
    1 of 44
    $550,000
    3

    Beds

    2.1

    Baths

    1,947

    Sq.Ft.

    2 Lilac Hill Road

    New Windsor, NY

    Courtesy of Weichert Realtors - Monroe
    View 806 Hawthorn Way New Windsor, NY MLS# 1042554
    $485,000
    3

    Beds

    2.1

    Baths

    1,910

    Sq.Ft.

    806 Hawthorn Way

    New Windsor, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 17 Old Hemlock Drive New Windsor, NY MLS# 1041638
    $572,000
    3

    Beds

    2.0

    Baths

    1,807

    Sq.Ft.

    17 Old Hemlock Drive

    New Windsor, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 67 Myrtle Avenue New Windsor, NY MLS# 1032433
    $449,000
    3

    Beds

    2.0

    Baths

    2,243

    Sq.Ft.

    67 Myrtle Avenue

    New Windsor, NY

    Courtesy of GILLESPIE REAL ESTATE LLC
    View 4 Cannon Drive New Windsor, NY MLS# 1038867
    $445,000
    3

    Beds

    1.2

    Baths

    1,730

    Sq.Ft.

    4 Cannon Drive

    New Windsor, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 10 Oak Ridge Drive New Windsor, NY MLS# 1036255
    $489,000
    3

    Beds

    2.0

    Baths

    2,216

    Sq.Ft.

    10 Oak Ridge Drive

    New Windsor, NY

    Courtesy of EXP REALTY
    View 2330 State Route 32 New Windsor, NY MLS# 1032777
    $469,000
    3,264

    Sq.Ft.

    2330 State Route 32

    New Windsor, NY

    Courtesy of LOOP REALTY INC
    View 45 Quassaick Avenue New Windsor, NY MLS# 1027715
    $519,900
    2,592

    Sq.Ft.

    45 Quassaick Avenue

    New Windsor, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 703 Little Britain Road New Windsor, NY MLS# 1023813
    $449,000
    4

    Beds

    2.0

    Baths

    2,025

    Sq.Ft.

    703 Little Britain Road

    New Windsor, NY

    Courtesy of HUDSON HERITAGE REALTY
    View 150 Mount Airy Road New Windsor, NY MLS# 1010275
    $549,900
    3

    Beds

    4.0

    Baths

    2,790

    Sq.Ft.

    150 Mount Airy Road

    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

    159

    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

    PriceCount
    $0 - 100K8
    $100K - 200K10
    $200K - 300K15
    $300K - 400K19
    $400K - 500K41
    $500K - 600K19
    $600K - 700K6
    $700K - 800K7
    $800K - 900K17
    $900K - 1M1
    $1M - Max16

    Homes for Sale by Type in New Windsor, NY

    Property TypeCount
    Single Family91
    Townhouse0
    Condo24
    Commercial22
    Rental43
    Lots and Land9
    Condo/Town/CoOp0
    CoOp5
    Multi Family7
    Mobile Home1
    Farms0

    (Data as of 11/6/2026)

    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.

    Information Copyright 2021, OneKey® MLS. All Rights Reserved.