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12553, NY - homes for sale
101 of 101 results displayed
- Coming Soon
$936,000Coming Soon5 beds 4 baths3002 Molly Pitcher Drive, New Windsor, NY 12553
MLS# 968982Listed by: TACTICAL REALTY LLC - New
$429,000Active3 beds 2 baths1,713 sq. ft.27 Walnut Street, New Windsor, NY 12553
MLS# 967265Listed by: REALTY EXECUTIVES EXCEPTIONAL - Coming Soon
$349,900Coming Soon2 beds 2 baths614 Crab Apple Lane, New Windsor, NY 12553
MLS# 962103Listed by: A.B.S. REALTY CORP - Coming Soon
$785,000Coming Soon4 beds 4 baths3015 Molly Pitcher Drive, New Windsor, NY 12553
MLS# 968222Listed by: HOWARD HANNA RAND REALTY - New
$629,900Active4 beds 3 baths3,679 sq. ft.3 Windsor Garden Drive, New Windsor, NY 12553
MLS# 966217Listed by: RE/MAX BENCHMARK REALTY GROUP - Coming Soon
$649,000Coming Soon3 beds 3 baths3105 Betsy Ross Ridge, New Windsor, NY 12553
MLS# 967103Listed by: CHRISTIE'S INT. REAL ESTATE - New
$325,000Active2 beds 2 baths1,228 sq. ft.618 Crab Apple Lane, New Windsor, NY 12553
MLS# 966197Listed by: HOWARD HANNA RAND REALTY 
$445,000Active3 beds 3 baths1,492 sq. ft.11 Shaker Court, New Windsor, NY 12553
MLS# 964605Listed by: COMPASS GREATER NY, LLC
$234,999Pending2 beds 1 baths1,260 sq. ft.810 Blooming Grove Turnpike #36, New Windsor, NY 12553
MLS# 963211Listed by: KELLER WILLIAMS REALTY
$267,000Active2 beds 1 baths1,026 sq. ft.276 Temple Hill Road #1117, New Windsor, NY 12553
MLS# 963251Listed by: RE/MAX BENCHMARK REALTY GROUP
$300,000Pending3 beds 1 baths1,040 sq. ft.77 Melrose Avenue, New Windsor, NY 12553
MLS# 962013Listed by: RE/MAX BENCHMARK REALTY GROUP
$425,000Active3 beds 2 baths2,120 sq. ft.35 Oxford Road, New Windsor, NY 12553
MLS# 962228Listed by: HOMESMART HOMES & ESTATES
$850,000Active5 beds 4 baths4,366 sq. ft.1010 Pine View, New Windsor, NY 12553
MLS# 955921Listed by: SERHANT LLC
$330,000Active2 beds 2 baths1,222 sq. ft.305 Gazebo Court, New Windsor, NY 12553
MLS# 960228Listed by: HV PREMIER PROPERTIES REALTY
$165,000Active1 beds 1 baths850 sq. ft.10 Oakwood Terrace #67, New Windsor, NY 12553
MLS# 959624Listed by: KELLER WILLIAMS REALTY
$99,000Active3 beds 2 baths952 sq. ft.16 Bivona Lane Lot 10, New Windsor, NY 12553
MLS# 954276Listed by: HOWARD HANNA RAND REALTY
$339,900Active3 beds 2 baths1,530 sq. ft.276 Temple Hill Road #2808, New Windsor, NY 12553
MLS# 959621Listed by: CURASI REALTY, INC.
$235,000Pending2 beds 1 baths1,260 sq. ft.810 Blooming Grove Turnpike #3, New Windsor, NY 12553
MLS# 960094Listed by: HOWARD HANNA RAND REALTY
$299,000Active3 beds 2 baths1,512 sq. ft.276 Temple Hill Road #1305, New Windsor, NY 12553
MLS# 957113Listed by: KELLER WILLIAMS REALTY
$65,000Active0.22 Acres21 Coffey Avenue, New Windsor, NY 12553
MLS# 953282Listed by: JOHN J LEASE REALTORS INC
$245,000Active1 beds 1 baths1,026 sq. ft.276 Temple Hill Road #1506, New Windsor, NY 12553
MLS# 958364Listed by: EXP 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
$599,000Active2 beds 1 baths1110 -1114 Route 94, New Windsor, NY 12553
MLS# 829593Listed by: REAL ESTATE CONNECTION CORP
$349,000Pending2 beds 1 baths1,147 sq. ft.320 Walnut Avenue, New Windsor, NY 12553
MLS# 958899Listed by: CURASI REALTY, INC.
$225,000Pending2 beds 1 baths1,026 sq. ft.276 Temple Hill Road #2203, New Windsor, NY 12553
MLS# 947816Listed by: HOWARD HANNA RAND REALTY
$950,000Active3 beds 3 baths2,353 sq. ft.23 Swan Hollow, New Windsor, NY 12553
MLS# 957153Listed by: EXP REALTY
$289,000Active2 beds 1 baths864 sq. ft.32 Blanche Avenue, New Windsor, NY 12553
MLS# 953544Listed by: AVION
$539,000Pending4 beds 3 baths2,338 sq. ft.2 Split Tree Drive, New Windsor, NY 12553
MLS# 936079Listed by: HOWARD HANNA RAND REALTY
$999,000Active8 beds 4 baths9 Benedict Lane #5-7, New Windsor, NY 12553
MLS# 953231Listed by: EXP REALTY
$630,000Pending4 beds 3 baths2,440 sq. ft.58 Red Maple Way, New Windsor, NY 12553
MLS# 953469Listed by: RE/MAX BENCHMARK REALTY GROUP
$3,200,000Active3.7 AcresWembly Road, New Windsor, NY 12553
MLS# 952384Listed by: EREALTY ADVISORS, INC
$459,900Pending2 beds 3 baths1,990 sq. ft.917 Balsam Drive, New Windsor, NY 12553
MLS# 951932Listed by: WEICHERT REALTORS
$479,999Pending3 beds 3 baths2,040 sq. ft.1210 Hawthorn Way, New Windsor, NY 12553
MLS# 950896Listed by: KELLER WILLIAMS REALTY
$445,900Active3 beds 2 baths1,510 sq. ft.117 Sandpiper Lane #1B, New Windsor, NY 12553
MLS# 949842Listed by: EASY LIFESTYLE REAL ESTATE
$320,000Active2.87 AcresMoore's Hill Road, New Windsor, NY 12553
MLS# 942803Listed by: KELLER WILLIAMS VALLEY REALTY
$235,000Pending2 beds 2 baths575 sq. ft.24 Quassaick Avenue, New Windsor, NY 12553
MLS# 949659Listed by: KELLER WILLIAMS HUDSON VALLEY
$449,900Active2 beds 3 baths2,132 sq. ft.241 Tamerisk Lane, New Windsor, NY 12553
MLS# 947908Listed by: EASY LIFESTYLE REAL ESTATE
$859,000Pending4 beds 3 baths3,512 sq. ft.102 Luthien Forest Road, Rock Tavern, NY 12553
MLS# 917930Listed by: RE/MAX BENCHMARK REALTY GROUP
$250,000Pending2 beds 2 baths1,176 sq. ft.276 Temple Hill Road #2604, New Windsor, NY 12553
MLS# 947876Listed by: RE/MAX TOWN & COUNTRY
$549,999Active3 beds 3 baths1,764 sq. ft.105 Shaker Court N, New Windsor, NY 12553
MLS# 934043Listed by: HOWARD HANNA RAND REALTY
$329,000Active2 beds 1 baths720 sq. ft.302 Lake Road, Salisbury Mills, NY 12577
MLS# 907857Listed by: RE/MAX BENCHMARK REALTY GROUP
$247,900Pending2 beds 2 baths1,176 sq. ft.276 Temple Hill Road #2513, New Windsor, NY 12553
MLS# 942457Listed by: KFORTUNA ALL ASPECTS REALTY- Open Sat, 12 to 1:30pm
$699,999Active5 beds 4 baths3,858 sq. ft.254 Orrs Mills Road, Cornwall, NY 12553
MLS# 942045Listed by: EXP REALTY 
$279,999Active4 beds 2 baths1,400 sq. ft.1 Staples Lane, New Windsor, NY 12553
MLS# 940793Listed by: HOWARD HANNA RAND REALTY
$170,000Active1 beds 1 baths700 sq. ft.60 Trafalgar Road #1, New Windsor, NY 12553
MLS# 940744Listed by: HOMESMART HOMES & ESTATES
$479,999Active3 beds 3 baths2,139 sq. ft.1402 Hawthorn Way, New Windsor, NY 12553
MLS# 949028Listed by: CENTURY 21 ALLIANCE RLTY GROUP
$599,999Pending5 beds 3 baths2,314 sq. ft.91 Creamery Drive, New Windsor, NY 12553
MLS# 940274Listed by: UNITED RE HUDSON VALLEY EDGE
$805,000Pending4 beds 3 baths3,653 sq. ft.3 Clemence Drive, New Windsor, NY 12553
MLS# 938188Listed by: COLDWELL BANKER REALTY
$480,000Active4 beds 3 baths2,088 sq. ft.1 Townsend Street, New Windsor, NY 12553
MLS# 937188Listed by: EXP REALTY
$519,000Pending3 beds 2 baths1,790 sq. ft.3 Garden Drive, New Windsor, NY 12553
MLS# 936245Listed by: HOWARD HANNA RAND REALTY
$1,950,000Active6.8 Acres139 Windsor Highway, New Windsor, NY 12553
MLS# 935145Listed by: KW MIDHUDSON
$475,000Pending3 beds 3 baths2,146 sq. ft.404 Carlton Circle, New Windsor, NY 12553
MLS# 933717Listed by: EXIT REALTY ACHIEVE
$849,000Pending4 beds 3 baths3,065 sq. ft.107 Denniston Drive, New Windsor, NY 12553
MLS# 934336Listed by: HV PREMIER PROPERTIES REALTY
$575,000Pending5 beds 3 baths2,196 sq. ft.131 Erie Avenue, New Windsor, NY 12553
MLS# 948168Listed by: EXP REALTY
$499,900Active2.3 AcresSilver Stream Road, New Windsor, NY 12553
MLS# 929366Listed by: RE/MAX BENCHMARK REALTY GROUP
$395,000Active3 beds 1 baths1,438 sq. ft.85 Holloran Road, New Windsor, NY 12553
MLS# 955895Listed by: RE/MAX BENCHMARK REALTY GROUP
$1,200,000Active4 beds 4 baths3,100 sq. ft.8 Jefferson Avenue, New Windsor, NY 12553
MLS# 924486Listed by: RE/MAX BENCHMARK REALTY GROUP
$484,999Pending3 beds 3 baths2,230 sq. ft.81 Blooming Grove Turnpike, New Windsor, NY 12553
MLS# 926266Listed by: KELLER WILLIAMS REALTY
$849,000Active6 beds 5 baths4,407 sq. ft.8 Oak Drive, New Windsor, NY 12553
MLS# 20260715Listed by: REDFIN REAL ESTATE
$469,999Active3 beds 3 baths1,910 sq. ft.1404 Hawthorn Way, New Windsor, NY 12553
MLS# 924162Listed by: HUDSON VALLEY HOME CONNECTION
$310,000Pending2 beds 2 baths1,309 sq. ft.307 Gazebo Court, New Windsor, NY 12553
MLS# 920946Listed by: HOWARD HANNA RAND REALTY
$390,000Pending3 beds 3 baths1,496 sq. ft.1279 State Route 94, New Windsor, NY 12553
MLS# 923690Listed by: VORO LLC
$820,000Pending4 beds 3 baths3,342 sq. ft.59 Luthien Forest Road, Rock Tavern, NY 12553
MLS# 913363Listed by: R2M REALTY INC.
$524,900Pending3 beds 2 baths2,768 sq. ft.6 Farmstead Road, New Windsor, NY 12553
MLS# 922239Listed by: LPT REALTY TRI-STATE, LLC
$134,900Active1 beds 1 baths960 sq. ft.10 Oakwood Terrace #110, New Windsor, NY 12553
MLS# 920021Listed by: STEPPING STONE REALTY
$495,000Pending4 beds 2 baths2,319 sq. ft.16 Faye Avenue, New Windsor, NY 12553
MLS# 900303Listed by: CENTURY 21 REALTY CENTER
$449,900Pending3 beds 3 baths2,004 sq. ft.76 Creamery Drive, New Windsor, NY 12553
MLS# 916860Listed by: HOWARD HANNA RAND REALTY
$650,000Pending3 beds 4 baths3,102 sq. ft.282 Tamerisk Lane, New Windsor, NY 12553
MLS# 912824Listed by: KELLER WILLIAMS REALTY
$425,000Pending3 beds 2 baths1,890 sq. ft.807 Fairway Court #94, New Windsor, NY 12553
MLS# 916202Listed by: EREALTY ADVISORS, INC
$679,900Active5 beds 3 baths3,538 sq. ft.74 Red Maple Way, New Windsor, NY 12553
MLS# 915337Listed by: EXP REALTY
$139,000Active1 beds 1 baths750 sq. ft.10 Oakwood Terrace #65, New Windsor, NY 12553
MLS# 915271Listed by: KELLER WILLIAMS REALTY
$1,500,000Active29 AcresMt Airy Road, New Windsor, NY 12553
MLS# 913137Listed by: KELLER WILLIAMS VALLEY REALTY
$469,999Pending5 beds 3 baths2,400 sq. ft.11 Queen Street, New Windsor, NY 12553
MLS# 910542Listed by: HOMESMART HOMES & ESTATES
$534,000Pending3 beds 3 baths2,122 sq. ft.64 Palomino Place, New Windsor, NY 12553
MLS# 908627Listed by: HOWARD HANNA RAND REALTY
$659,900Active4 beds 4 baths4,222 sq. ft.325 Jackson Avenue, New Windsor, NY 12553
MLS# 907149Listed by: 1ST INDEPENDENT REALTY GRP
$699,000Pending4 beds 3 baths3,500 sq. ft.2806 Cherry Tree Way, New Windsor, NY 12553
MLS# 903109Listed by: HOWARD HANNA RAND REALTY
$247,900Pending2 beds 2 baths1,176 sq. ft.276 Temple Hill Road #2606, New Windsor, NY 12553
MLS# 903860Listed by: SPINNAKER REALTY SALES LLC
$499,000Pending3 beds 3 baths2,137 sq. ft.1974 St Rte 32, New Windsor, NY 12553
MLS# 895373Listed by: WEICHERT REALTORS
$229,000Active2 beds 1 baths1,260 sq. ft.810 Blooming Grove Turnpike #88, New Windsor, NY 12553
MLS# 889261Listed by: JOHN J LEASE REALTORS INC
$99,900Active0.53 Acres179 Riley Road, New Windsor, NY 12553
MLS# 890838Listed by: RIVER REALTY SERVICES, INC.
$148,000Active3 beds 2 baths1,067 sq. ft.2898 Route 9w Lot 54, New Windsor, NY 12553
MLS# 954664Listed by: HOWARD HANNA RAND REALTY
$99,900Active2 beds 2 baths784 sq. ft.11 Square Hill Road #27, New Windsor, NY 12553
MLS# 954027Listed by: HOWARD HANNA RAND REALTY
$87,000Active0.41 Acres12 Union Ave Lot 1 Union Avenue, New Windsor, NY 12553
MLS# 880751Listed by: KELLER WILLIAMS REALTY PARTNER
$205,900Active2 beds 2 baths1,200 sq. ft.10 Oakwood Terrace #38, New Windsor, NY 12553
MLS# 923982Listed by: WEICHERT REALTORS
$280,000Pending2 beds 2 baths1,029 sq. ft.1004 Washington Green, New Windsor, NY 12553
MLS# H6318040Listed 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
$475,000Active3 beds 3 baths1,850 sq. ft.7 Ash Street, New Windsor, NY 12553
MLS# 852008Listed by: REAL ESTATE CONNECTION CORP
$405,000Active3 beds 1 baths1,350 sq. ft.15 Queen Street, New Windsor, NY 12553
MLS# 860612Listed by: JOHN J LEASE REALTORS INC
$79,900Active2 beds 2 baths784 sq. ft.3146 Route 9w #8A, New Windsor, NY 12553
MLS# 933426Listed by: HOWARD HANNA RAND REALTY
$884,900Active4 beds 3 baths2,805 sq. ft.2 Rosewood Lane, Salisbury Mills, NY 12553
MLS# 836023Listed by: HOWARD HANNA RAND REALTY
$869,000Pending6 beds 5 baths4,522 sq. ft.100 Pleasant Hill Road, New Windsor, NY 12553
MLS# 820747Listed by: HOWARD HANNA RAND REALTY
$72,000Active1 beds 1 baths650 sq. ft.2 Mazies Lane #3, New Windsor, NY 12553
MLS# 912099Listed by: EPIQUE REALTY
$299,900Pending3 beds 1 baths1,525 sq. ft.70 Meadowbrook Lane, New Windsor, NY 12553
MLS# H6332624Listed by: BIAGINI REALTY
$695,000Pending4 beds 3 baths2,695 sq. ft.545 Shore Drive, New Windsor, NY 12553
MLS# 844094Listed by: TACTICAL REALTY LLC
$769,967Pending3 beds 3 baths3,516 sq. ft.50 Waterview Terrace, New Windsor, NY 12553
MLS# 801885Listed by: YOUR MOVE MATTERS LLC
$200,000Pending2 beds 2 baths1,100 sq. ft.10 Oakwood Terrace #18, New Windsor, NY 12553
MLS# 896862Listed by: RE/MAX BENCHMARK REALTY GROUP
$1,375,000Active15.5 AcresSilver Stream Road, New Windsor, NY 12553
MLS# H6282502Listed by: SAGE REALTY CENTER LLC
$50,000Pending2 AcresHillington Road, New Windsor, NY 12553
MLS# 888344Listed by: RE/MAX BENCHMARK REALTY GROUP
$585,000Pending4 beds 3 baths2,500 sq. ft.57 Union Avenue, New Windsor, NY 12553
MLS# H6204046Listed by: REAL ESTATE EXCHANGE LTD
$350,000Pending2.69 Acres524 Macnary Road, New Windsor, NY 12553
MLS# H6293619Listed by: RE/MAX BENCHMARK REALTY GROUP
Local realty services provided by: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.