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12553, NY - single-family homes for sale
87 of 87 results displayed
- New
$397,000Active3 beds 2 baths1,887 sq. ft.105 Vails Gate Heights Drive, New Windsor, NY 12553
MLS# 1034796Listed by: HOWARD HANNA RAND REALTY - Coming Soon
$489,000Coming Soon3 beds 2 baths10 Oak Ridge Drive, New Windsor, NY 12553
MLS# 1036255Listed by: EXP REALTY - New
$399,900Active3 beds 2 baths1,713 sq. ft.27 Walnut Street, New Windsor, NY 12553
MLS# 1034932Listed by: REALTY EXECUTIVES EXCEPTIONAL - New
$425,000Active3 beds 2 baths1,056 sq. ft.91 Myrtle Avenue, New Windsor, NY 12553
MLS# 1029978Listed by: RE/MAX BENCHMARK REALTY GROUP - Coming Soon
$699,999Coming Soon4 beds 4 baths254 Orrs Mills Road, New Windsor, NY 12553
MLS# 1032874Listed by: EXP REALTY 
$299,900Active2 beds 2 baths1,029 sq. ft.1002 Washington Green #AG2, New Windsor, NY 12553
MLS# 1031728Listed by: RE/MAX BENCHMARK REALTY GROUP
$515,000Active3 beds 4 baths2,550 sq. ft.501 Iron Forge Lane, New Windsor, NY 12553
MLS# 1030988Listed by: EREALTY ADVISORS, INC
$850,000Active4 beds 3 baths3,857 sq. ft.33 Luthien Forest Road, New Windsor, NY 12553
MLS# 1019242Listed by: EXP REALTY
$425,000Active2 beds 1 baths1,058 sq. ft.136 Lake Road, Salisbury Mills, NY 12577
MLS# 1030769Listed by: WEICHERT REALTORS
$989,000Active4 beds 3 baths4,565 sq. ft.219 Taylor Road, Cornwall, NY 10953
MLS# 1029707Listed by: RIDGE & VALLEY RE CORP
$488,888Active3 beds 2 baths1,764 sq. ft.42 Keats Drive, New Windsor, NY 12553
MLS# 1030142Listed by: YOURHOMESOLD GUARANTEED REALTY
$444,000Active3 beds 2 baths1,344 sq. ft.19 Farmstead Road, New Windsor, NY 12553
MLS# 1027849Listed by: EXP REALTY
$500,000Pending3 beds 2 baths1,646 sq. ft.414 Philo Street, New Windsor, NY 12553
MLS# 1027390Listed by: GREENE REALTY GROUP
$484,900Active3 beds 3 baths1,424 sq. ft.3 Park Hill Drive, New Windsor, NY 12553
MLS# 1027494Listed by: EREALTY ADVISORS, INC
$499,900Active3 beds 3 baths1,812 sq. ft.41 Keats Drive, New Windsor, NY 12553
MLS# 1027670Listed by: HOWARD HANNA RAND REALTY
$599,000Active5 beds 2 baths2,316 sq. ft.22 Hill View Road, New Windsor, NY 12553
MLS# 996845Listed by: REDFIN REAL ESTATE
$830,000Active4 beds 4 baths3,188 sq. ft.84 Pin Oak Drive, New Windsor, NY 12553
MLS# 1024794Listed by: RIVER TO RIDGE RLTY ASSOCIATES
$479,000Active4 beds 2 baths2,025 sq. ft.703 Little Britain Road, New Windsor, NY 12553
MLS# 1023813Listed by: HUDSON HERITAGE REALTY
$479,900Pending3 beds 3 baths2,139 sq. ft.2012 Hawthorn Way, New Windsor, NY 12553
MLS# 1024845Listed by: CURASI REALTY, INC.
$319,000Active2 beds 1 baths1,220 sq. ft.5 Beaverbrook Road, New Windsor, NY 12553
MLS# 1016961Listed by: GILLESPIE REAL ESTATE LLC
$499,000Active3 beds 3 baths2,139 sq. ft.2608 Hawthorn Way, New Windsor, NY 12553
MLS# 1020799Listed by: KELLER WILLIAMS REALTY
$325,000Active2 beds 2 baths1,222 sq. ft.305 Gazebo Court, New Windsor, NY 12553
MLS# 1021785Listed by: HV PREMIER PROPERTIES REALTY
$450,000Pending3 beds 2 baths1,365 sq. ft.26 Garden Drive, New Windsor, NY 12553
MLS# 1019959Listed by: RE/MAX BENCHMARK REALTY GROUP
$357,000Active3 beds 1 baths1,408 sq. ft.237 Windsor Highway, New Windsor, NY 12553
MLS# 1019884Listed by: RE/MAX BENCHMARK REALTY GROUP
$539,999Pending4 beds 3 baths2,004 sq. ft.41 Guernsey Drive, New Windsor, NY 12553
MLS# 1017153Listed by: EXP REALTY
$549,900Pending4 beds 4 baths2,452 sq. ft.4 Shaker Court, New Windsor, NY 12553
MLS# 1013401Listed by: HOWARD HANNA RAND REALTY
$899,000Active4 beds 3 baths3,161 sq. ft.66 Pin Oak Drive, New Windsor, NY 12553
MLS# 1013679Listed by: KELLER WILLIAMS VALLEY REALTY
$425,000Pending3 beds 2 baths1,704 sq. ft.86 Keats Drive, New Windsor, NY 12553
MLS# 1006980Listed by: KW MIDHUDSON
$399,900Active3 beds 1 baths1,424 sq. ft.178 Mount Airy Road, New Windsor, NY 12553
MLS# 1011248Listed by: RE/MAX BENCHMARK REALTY GROUP
$460,000Active3 beds 3 baths1,410 sq. ft.20 Hudson Drive, New Windsor, NY 12553
MLS# 1014237Listed by: TACTICAL REALTY LLC
$469,500Pending3 beds 2 baths1,344 sq. ft.21 Continental Drive, New Windsor, NY 12553
MLS# 1013279Listed by: RE/MAX BENCHMARK REALTY GROUP
$750,000Active4 beds 3 baths2,779 sq. ft.28 Ardmore Street, Cornwall, NY 12553
MLS# 1013135Listed by: EXP REALTY
$650,000Active4 beds 3 baths4,472 sq. ft.117 Ketcham Avenue, Mountainville, NY 10953
MLS# 1006413Listed by: SMITCHGER REALTY
$825,000Active4 beds 3 baths3,408 sq. ft.110 Winding Brook Court, New Windsor, NY 12553
MLS# 1011610Listed by: HOWARD HANNA RAND REALTY
$824,999Pending3 beds 3 baths2,425 sq. ft.35 Briarwood Lane, New Windsor, NY 12553
MLS# 1008219Listed by: HOWARD HANNA RAND REALTY
$489,000Pending4 beds 2 baths1,320 sq. ft.13 Clarkview Road, New Windsor, NY 12553
MLS# 1010649Listed by: HOWARD HANNA RAND REALTY
$599,900Pending3 beds 3 baths2,352 sq. ft.29 Purdys Lane, New Windsor, NY 12553
MLS# 1010298Listed by: WEICHERT REALTORS
$649,900Active4 beds 3 baths2,403 sq. ft.185 Taylor Road, Mountainville, NY 10953
MLS# 20263076Listed by: QUINN REALTY GROUP INC.
$389,900Active2 beds 2 baths1,152 sq. ft.20 Hilltop Drive, New Windsor, NY 12553
MLS# 979998Listed by: EXP REALTY
$839,900Active4 beds 3 baths2,694 sq. ft.268 Lake Road, Salisbury Mills, NY 12577
MLS# 1010058Listed by: BIAGINI REALTY
$480,000Active3 beds 2 baths1,350 sq. ft.5 Oak Ridge Drive, New Windsor, NY 12553
MLS# 999959Listed by: HUDSON VALLEY HOME CONNECTION
$385,000Pending2 beds 1 baths942 sq. ft.333 Oak Drive, New Windsor, NY 12553
MLS# 1001297Listed by: RE/MAX BENCHMARK REALTY GROUP
$730,000Pending5 beds 3 baths2,778 sq. ft.2058 Independence Drive, New Windsor, NY 12553
MLS# 1007950Listed by: HOWARD HANNA RAND REALTY
$524,999Pending5 beds 3 baths2,821 sq. ft.8 Shaker Court, New Windsor, NY 12553
MLS# 1009500Listed by: KELLER WILLIAMS RLTY INTEGRITY
$547,500Active4 beds 3 baths1,512 sq. ft.584 Shore Drive, New Windsor, NY 12553
MLS# 1009591Listed by: UNITED RE HUDSON VALLEY EDGE- Open Sat, 12 to 3pm
$860,000Active5 beds 3 baths2,998 sq. ft.27 Wild Turkey Lane, Rock Tavern, NY 12575
MLS# 1011637Listed by: COLDWELL BANKER REALTY 
$499,900Pending3 beds 3 baths1,818 sq. ft.10 Ona Lane, New Windsor, NY 12553
MLS# 1006010Listed by: CRONIN & COMPANY REAL ESTATE
$485,000Pending4 beds 3 baths1,790 sq. ft.7 San Giacomo Drive, New Windsor, NY 12553
MLS# 1007648Listed by: CURASI REALTY, INC.
$499,900Pending3 beds 3 baths1,513 sq. ft.28 Park Hill Drive, New Windsor, NY 12553
MLS# 1003023Listed by: RE-MAX EXPERIENCE
$575,000Pending3 beds 3 baths1,900 sq. ft.116 Chestnut Drive, New Windsor, NY 12553
MLS# 1001314Listed by: HOWARD HANNA RAND REALTY
$600,000Active3 beds 3 baths2,118 sq. ft.158 Sycamore Drive, New Windsor, NY 12553
MLS# 1005897Listed by: AMERICAN DREAM HOMES 110 INC
$875,000Active3 beds 3 baths2,903 sq. ft.28 Bethlehem Road, New Windsor, NY 12553
MLS# 1004367Listed by: HOWARD HANNA RAND REALTY
$225,000Pending2 beds 1 baths715 sq. ft.43 Lafayette Drive, New Windsor, NY 12553
MLS# 1005062Listed by: KELLER WILLIAMS REALTY
$299,000Pending3 beds 1 baths1,896 sq. ft.12 Elizabeth Lane, New Windsor, NY 12553
MLS# 999345Listed by: EREALTY ADVISORS, INC
$465,000Active3 beds 3 baths1,701 sq. ft.18 Saint Joseph Place, New Windsor, NY 12553
MLS# 1003613Listed by: RE/MAX BENCHMARK REALTY GROUP
$625,000Pending4 beds 3 baths2,910 sq. ft.37 Guernsey Drive, New Windsor, NY 12553
MLS# 1003311Listed by: RE/MAX BENCHMARK REALTY GROUP
$499,900Pending3 beds 2 baths1,512 sq. ft.69 Silver Spring Road, New Windsor, NY 12553
MLS# 1003569Listed by: WEICHERT REALTORS
$325,000Pending3 beds 2 baths1,262 sq. ft.6 Riverview Avenue, New Windsor, NY 12553
MLS# 1003639Listed by: HOMESMART HOMES & ESTATES
$385,000Pending3 beds 2 baths1,553 sq. ft.119 Blanche Avenue, New Windsor, NY 12553
MLS# 997806Listed by: EXP REALTY
$705,000Pending4 beds 3 baths2,435 sq. ft.2657 Liberty Ridge, New Windsor, NY 12553
MLS# 987228Listed by: HOWARD HANNA RAND REALTY
$429,000Active3 beds 1 baths1,436 sq. ft.21 Stonecrest Drive, New Windsor, NY 12553
MLS# 999560Listed by: TACTICAL REALTY LLC- Open Sat, 1 to 3pm
$620,000Active4 beds 3 baths2,879 sq. ft.12 Buttermilk Drive, New Windsor, NY 12553
MLS# 999187Listed by: HOWARD HANNA RAND REALTY 
$269,000Pending2 beds 1 baths912 sq. ft.79 Silver Spring Road, New Windsor, NY 12553
MLS# 994919Listed by: RE/MAX PRIME PROPERTIES
$259,000Pending3 beds 1 baths1,144 sq. ft.35 Union Avenue, New Windsor, NY 12553
MLS# 961045Listed by: KELLER WILLIAMS HUDSON VALLEY
$429,000Pending3 beds 3 baths1,632 sq. ft.324 Walnut Avenue, New Windsor, NY 12553
MLS# 973822Listed by: CHARLES J BUSER
$489,750Pending3 beds 3 baths1,876 sq. ft.47 Continental Drive, New Windsor, NY 12553
MLS# 996899Listed by: COMPASS GREATER NY, LLC
$350,000Pending2 beds 2 baths1,312 sq. ft.714 Hewitt Lane, New Windsor, NY 12553
MLS# 995349Listed by: RE/MAX BENCHMARK REALTY GROUP
$695,000Active4 beds 3 baths2,488 sq. ft.2723 Colonial Drive, New Windsor, NY 12553
MLS# 995059Listed by: RE/MAX BENCHMARK REALTY GROUP
$410,000Pending6 beds 1 baths1,489 sq. ft.59 Bethlehem Road, New Windsor, NY 12553
MLS# 993465Listed by: KELLER WILLIAMS HUDSON VALLEY
$724,999Pending4 beds 3 baths2,808 sq. ft.3403 Red Coat Drive, New Windsor, NY 12553
MLS# 978263Listed by: KELLER WILLIAMS REALTY
$450,000Pending3 beds 3 baths1,900 sq. ft.3 Regimental Place, New Windsor, NY 12553
MLS# 987124Listed by: RE/MAX BENCHMARK REALTY GROUP
$299,900Pending3 beds 2 baths1,184 sq. ft.610 Mount Airy Road, New Windsor, NY 12553
MLS# 987038Listed by: JOHN J LEASE REALTORS INC
$565,000Active5 beds 3 baths1,967 sq. ft.1 San Giacomo Drive, New Windsor, NY 12553
MLS# 985453Listed by: KELLER WILLIAMS HUDSON VALLEY
$550,000Pending5 beds 3 baths2,431 sq. ft.17 Shaker Court, New Windsor, NY 12553
MLS# 984079Listed by: DONNA RUFFINO REALTY CORP
$515,000Active3 beds 4 baths2,550 sq. ft.505 Iron Forge Lane, New Windsor, NY 12553
MLS# 977237Listed by: EREALTY ADVISORS, INC
$899,000Active6 beds 5 baths4,500 sq. ft.131 Riley Road, New Windsor, NY 12553
MLS# 971735Listed by: LUCIANO RIOS PROPERTY GRP, INC
$475,000Pending3 beds 3 baths1,848 sq. ft.9 Sunrise Terrace, Newburgh, NY 12553
MLS# 975836Listed by: REDFIN REAL ESTATE
$765,000Pending5 beds 3 baths2,923 sq. ft.18 Coach House Court, New Windsor, NY 12553
MLS# 944360Listed by: KELLER WILLIAMS REALTY
$849,999Active4 beds 3 baths2,668 sq. ft.64 Bethlehem Road, New Windsor, NY 12553
MLS# 958193Listed by: KELLER WILLIAMS REALTY
$899,999Active4 beds 3 baths3,098 sq. ft.70 Bethlehem Road, New Windsor, NY 12553
MLS# 959241Listed by: KELLER WILLIAMS REALTY
$235,000Pending2 beds 2 baths575 sq. ft.24 Quassaick Avenue, New Windsor, NY 12553
MLS# 949659Listed by: KELLER WILLIAMS HUDSON VALLEY
$537,999Active3 beds 3 baths1,764 sq. ft.105 Shaker Court N, New Windsor, NY 12553
MLS# 934043Listed by: HOWARD HANNA RAND REALTY
$249,900Active4 beds 2 baths1,400 sq. ft.1 Staples Lane, New Windsor, NY 12553
MLS# 940793Listed by: HOWARD HANNA RAND REALTY
$1,200,000Active4 beds 4 baths3,100 sq. ft.8 Jefferson Avenue, New Windsor, NY 12553
MLS# 924486Listed by: RE/MAX BENCHMARK REALTY GROUP
$1,100,000Active4 beds 3 baths3,100 sq. ft.4 Jefferson Avenue, New Windsor, NY 12553
MLS# 873089Listed by: RE/MAX BENCHMARK REALTY GROUP
$769,967Pending3 beds 3 baths3,516 sq. ft.50 Waterview Terrace, New Windsor, NY 12553
MLS# 801885Listed by: YOUR MOVE MATTERS LLC
$585,000Pending4 beds 3 baths2,500 sq. ft.57 Union Avenue, New Windsor, NY 12553
MLS# H6204046Listed by: REAL ESTATE EXCHANGE LTD
Local realty services provided by:CENTURY 21 Full Service Realty, CENTURY 21 Hudson Valley Realty
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.