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New Windsor, NY Real Estate and Homes for Sale

$1,100,000
Active
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4 Jefferson Avenue

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 3 Baths
  • 3,100 sqft
$899,999
Active
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70 Bethlehem Road

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 3 Baths
  • 3,098 sqft
$899,000
Active
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131 Riley Road

New Windsor, NY 12553

  • Single Family
  • 6 Beds
  • 5 Baths
  • 4,500 sqft
$899,000
Active
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66 Pin Oak Drive

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 3 Baths
  • 3,161 sqft
$895,000
Active
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10 Willys Court

Rock Tavern, NY 12575

  • Single Family
  • 6 Beds
  • 7 Baths
  • 4,890 sqft
$875,000
Active
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28 Bethlehem Road

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,903 sqft
$850,000
Active
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1010 Pine View

New Windsor, NY 12553

  • Single Family
  • 5 Beds
  • 4 Baths
  • 4,366 sqft
$850,000
Active
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110 Winding Brook Court

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 3 Baths
  • 3,408 sqft
$849,999
Active
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64 Bethlehem Road

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,668 sqft
$824,999
Active
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35 Briarwood Lane

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,425 sqft
$799,999
Active
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2041 Independence Drive

New Windsor, NY 12553

  • Single Family
  • 5 Beds
  • 3 Baths
  • 3,452 sqft
$799,000
Active
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16 McDonald Court

Cornwall, NY 12553

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,772 sqft
$775,000
Active
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28 Ardmore Street

Cornwall, NY 12553

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,779 sqft
$769,950
Active
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3015 Molly Pitcher Drive

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,808 sqft
$730,000
Active
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2058 Independence Drive

New Windsor, NY 12553

  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,778 sqft
$725,000
Active
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2723 Colonial Drive

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,488 sqft
$705,000
Active
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2657 Liberty Ridge

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,435 sqft
$699,900
Active
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351 Jackson Avenue

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 4 Baths
  • 2,898 sqft
$600,000
Active
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158 Sycamore Drive

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,118 sqft
$549,900
Active
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4 Shaker Court

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 4 Baths
  • 2,452 sqft
$547,500
Active
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584 Shore Drive

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 3 Baths
  • 1,512 sqft
$539,999
Active
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41 Guernsey Drive

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,004 sqft
$537,999
Active
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105 Shaker Court N

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,764 sqft
$537,500
Coming Soon
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32 Clintonwood Drive

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,872 sqft
$525,000
Active
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15 Guernsey Drive

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,052 sqft
$524,999
Active
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8 Shaker Court

New Windsor, NY 12553

  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,821 sqft
$499,900
Active
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28 Park Hill Drive

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,513 sqft
$480,000
Active
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5 Oak Ridge Drive

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,350 sqft
$475,000
Active
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233 Blooming Grove Turnpike

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,734 sqft
$470,000
Active
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20 Hudson Drive

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,410 sqft
$469,500
Active
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21 Continental Drive

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,344 sqft
$465,000
Active
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18 Saint Joseph Place

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,701 sqft
$455,000
Active
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25 Woodfield Drive

Washingtonville, NY 10992

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,917 sqft
$439,000
Active
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21 Stonecrest Drive

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 1 Bath
  • 1,436 sqft
$425,000
Active
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86 Keats Drive

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,704 sqft
$420,000
Active
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11 Ona Lane

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 3 Baths
  • 1,894 sqft
$420,000
Active
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178 Mount Airy Road

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 1 Bath
  • 1,424 sqft
$389,900
Active
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20 Hilltop Drive

New Windsor, NY 12553

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,152 sqft
$385,000
Active
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333 Oak Drive

New Windsor, NY 12553

  • Single Family
  • 2 Beds
  • 1 Bath
  • 942 sqft
$325,000
Active
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6 Riverview Avenue

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,262 sqft
$299,000
Active
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12 Elizabeth Lane

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 1 Bath
  • 1,896 sqft
$279,000
Active
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79 Silver Spring Road

New Windsor, NY 12553

  • Single Family
  • 2 Beds
  • 1 Bath
  • 912 sqft
$249,900
Active
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1 Staples Lane

New Windsor, NY 12553

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,400 sqft
$243,500
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128 Brittany Terrace #128

New Windsor, NY 12575

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,344 sqft
$225,000
Active
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43 Lafayette Drive

New Windsor, NY 12553

  • Single Family
  • 2 Beds
  • 1 Bath
  • 715 sqft
$110,000
Active
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16 Bivona Lane #Lot 136

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,152 sqft
Listing provided courtesy of Amodio Real Estate & Prop
$99,900
Active
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11 Square Hill Road ##27

New Windsor, NY 12553

  • Single Family
  • 2 Beds
  • 2 Baths
  • 784 sqft
$99,000
Active
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18 Square Hill Lot 48 Road #48

New Windsor, NY 12575

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,344 sqft
$89,900
Active
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424 Sandgate Drive

New Windsor, NY 12553

  • Single Family
  • 3 Beds
  • 2 Baths
  • 980 sqft
$84,900
Active
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3146 Route 9w #6A

New Windsor, NY 12553

  • Single Family
  • 2 Beds
  • 2 Baths
  • 784 sqft
$84,900
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3146 Route 9w #5A

New Windsor, NY 12553

  • Single Family
  • 2 Beds
  • 2 Baths
  • 784 sqft
$84,900
Active
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2898 Route 9W, Lot 15

New Windsor, NY 12553

  • Single Family
  • 2 Beds
  • 1 Bath
  • 784 sqft
$79,900
Active
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3146 Route 9w #8A

New Windsor, NY 12553

  • Single Family
  • 2 Beds
  • 2 Baths
  • 784 sqft
$71,000
Active
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2 Mazies Lane #3

New Windsor, NY 12553

  • Single Family
  • 1 Bed
  • 1 Bath
  • 650 sqft
The data relating to real estate for sale or lease on this web site comes from the OneKey MLS. The information appearing herein has not been verified by the OneKey MLS or by any individual(s) who may be affiliated with said entities, all of whom hereby collectively and severally disclaim any and all responsibility for the accuracy of the information appearing at this web site, at any time or from time to time. All such information should be independently verified by the recipient of such data. This data is not warranted for any purpose. Copyright 2026 OneKey MLS. All rights reserved.
This data has been updated as of 6/30/2026 04:57 AM PST.

All information provided is deemed reliable but is not guaranteed and should be independently verified. All properties are subject to prior sale or withdrawal. Data may not be reproduced or redistributed and may not be used for any purpose other than individual consumer's use.