Recently Sold Homes in 12553

• 

  $515,000

  Sold Jul 03, 2025

  114 Windsor Hwy, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,664 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $193/SF
  • 42 Days On Market

  Current Estimated Value $544,598

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  114 Windsor Hwy, New Windsor, NY 12553
• 

  $84,000

  Sold Jun 05, 2026

  16 Bivona Ln, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 952 Sq Ft
  • Built 2015

  Last Sold Summary

  • 15% Below List Price
  • $88/SF
  • 93 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  16 Bivona Ln, New Windsor, NY 12553
• 

  $475,000

  Sold May 27, 2026

  1402 Hawthorn Way, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft
  • Built 2012

  Last Sold Summary

  • 1% Below List Price
  • $222/SF
  • 100 Days On Market

  Current Estimated Value $479,675

  Last Listing Agent GABRIEL PEREZ Century 21 Alliance Rlty Group

  1402 Hawthorn Way, New Windsor, NY 12553
• 

  $472,000

  Sold Mar 18, 2026

  321 Nina St, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 1,740 Sq Ft
  • Built 1975

  Last Sold Summary

  • 11% Above List Price
  • $271/SF
  • 118 Days On Market

  Current Estimated Value $473,081

  Last Listing Agent Ronald Green KW MidHudson

  321 Nina St, New Windsor, NY 12553
• 

  $525,000

  Sold Jun 25, 2025

  4 Vascello Rd, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Above List Price
  • $280/SF
  • 39 Days On Market

  Current Estimated Value $530,000

  Last Listing Agent Jackie Siracuse Absolute Real Estate of NY Inc

  4 Vascello Rd, New Windsor, NY 12553
• 

  $575,000

  Sold Mar 06, 2026

  111 Sycamore Dr, New Windsor, NY 12553

  • 4 Beds
  • 4.5 Baths
  • 3,589 Sq Ft
  • Built 1958

  Last Sold Summary

  • 9% Below List Price
  • $160/SF
  • 77 Days On Market

  Current Estimated Value $594,459

  Last Listing Agent Jill Wilkins eXp Realty

  111 Sycamore Dr, New Windsor, NY 12553
• 

  $335,000

  Sold Aug 26, 2025

  168 Vails Gate Heights Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,622 Sq Ft
  • Built 1973

  Last Sold Summary

  • 11,166,567% Above List Price
  • $207/SF
  • 62 Days On Market

  Current Estimated Value $337,455

  Last Listing Agent Edgar Martinez HomeSmart Homes & Estates

  168 Vails Gate Heights Dr, New Windsor, NY 12553
• 

  $450,000

  Sold Nov 19, 2025

  128 Bethlehem Rd, New Windsor, NY 12553

  • 4 Beds
  • 1 Bath
  • 1,521 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Above List Price
  • $296/SF
  • 19 Days On Market

  Current Estimated Value $447,474

  Last Listing Agent Rebecca Bonhomme Howard Hanna Rand Realty

  128 Bethlehem Rd, New Windsor, NY 12553
• 

  $470,000

  Sold Aug 01, 2025

  21 Barclay Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $280/SF
  • 18 Days On Market

  Current Estimated Value $486,798

  Last Listing Agent Shawn Larry SHAHAR Management LLC

  21 Barclay Rd, New Windsor, NY 12553
• 

  $469,999

  Sold Oct 15, 2025

  206 Hawthorn Way, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft
  • Built 2013

  Last Sold Summary

  • $246/SF
  • 37 Days On Market

  Current Estimated Value $474,091

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  206 Hawthorn Way, New Windsor, NY 12553
• 

  $790,000

  Sold Jun 25, 2025

  2 Cleeves Ct, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 3,772 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $209/SF
  • 54 Days On Market

  Current Estimated Value $817,483

  Last Listing Agent Gina De Cerbo RE/MAX Benchmark Realty Group

  2 Cleeves Ct, New Windsor, NY 12553
• 

  $354,000

  Sold Feb 10, 2026

  14 Myrtle Ave, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,844 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Above List Price
  • $192/SF
  • 39 Days On Market

  Current Estimated Value $362,316

  Last Listing Agent Yehuda Lefkowits MS Realty Group USA, Inc

  14 Myrtle Ave, New Windsor, NY 12553
• 

  $500,000

  Sold Sep 29, 2025

  304 Cloverdale Ct, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,883 Sq Ft
  • Built 1973

  Last Sold Summary

  • $266/SF
  • 38 Days On Market

  Current Estimated Value $505,307

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  304 Cloverdale Ct, New Windsor, NY 12553
• 

  $98,000

  Sold Jul 02, 2025

  18 Square Hill Rd Unit 29, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 2021

  Last Sold Summary

  • 18% Below List Price
  • $113/SF
  • 148 Days On Market

  Last Listing Agent Katherine Sheehan Compass Greater NY, LLC

  18 Square Hill Rd Unit 29, New Windsor, NY 12553
• 

  $529,500

  Sold Nov 18, 2025

  60 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Above List Price
  • $267/SF
  • 23 Days On Market

  Current Estimated Value $525,549

  Last Listing Agent Irene McCarthy Keller Williams Hudson Valley

  60 Creamery Dr, New Windsor, NY 12553
• 

  $374,000

  Sold Dec 15, 2025

  1210 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,859 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Below List Price
  • $201/SF
  • 76 Days On Market

  Current Estimated Value $383,447

  Last Listing Agent Alan Scheiner A.B.S. Realty Corp

  1210 Washington Green, New Windsor, NY 12553
• 

  $391,000

  Sold Oct 03, 2025

  1009 Ethan Allen Dr, New Windsor, NY 12553

  • 2 Beds
  • 4 Baths
  • 1,486 Sq Ft
  • Built 2004

  Last Sold Summary

  • 9% Below List Price
  • $263/SF
  • 82 Days On Market

  Current Estimated Value $397,678

  Last Listing Agent Pat Macri Keller Williams Realty

  1009 Ethan Allen Dr, New Windsor, NY 12553
• 

  $480,000

  Sold Jul 08, 2025

  490 Lake Rd, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,884 Sq Ft
  • Built 1996

  Last Sold Summary

  • 8% Above List Price
  • $255/SF
  • 32 Days On Market

  Current Estimated Value $498,846

  Last Listing Agent Nancy LaBarbera KW Hudson Valley United

  490 Lake Rd, New Windsor, NY 12553
• 

  $466,000

  Sold Aug 19, 2025

  150 Highwood Dr, New Windsor, NY 12553

  • 3 Beds
  • 3.5 Baths
  • 2,510 Sq Ft
  • Built 2017

  Last Sold Summary

  • $186/SF
  • 36 Days On Market

  Current Estimated Value $473,968

  Last Listing Agent Marie Savage Curasi Realty, Inc.

  150 Highwood Dr, New Windsor, NY 12553
• 

  $750,000

  Sold Oct 01, 2025

  15 Debra Ln, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,717 Sq Ft
  • Built 2021

  Last Sold Summary

  • $276/SF
  • 19 Days On Market

  Current Estimated Value $779,201

  Last Listing Agent Jordan Gaspard Prominent Properties Sotheby's

  15 Debra Ln, New Windsor, NY 12553
• 

  $312,000

  Sold Jan 13, 2026

  710 Hewitt Ln, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,310 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $238/SF
  • 197 Days On Market

  Current Estimated Value $324,417

  Last Listing Agent Nicole Renda IBNA Real Estate Group

  710 Hewitt Ln, New Windsor, NY 12553
• 

  $350,000

  Sold Oct 17, 2025

  75 Vails Gate Heights Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,508 Sq Ft
  • Built 1970

  Last Sold Summary

  • $232/SF
  • 48 Days On Market

  Current Estimated Value $349,396

  Last Listing Agent Jo-Ann Campagiorni

  75 Vails Gate Heights Dr, New Windsor, NY 12553
• 

  $65,000

  Sold Sep 04, 2025

  111 Cedar Ave, New Windsor, NY 12553

  • Land
  • 7,501 Sq Ft
  • $377,468 per Acre

  Last Sold Summary

  • 118 Days On Market

  Current Estimated Value $65,909

  Last Listing Agent Joseph Rosenfeld Flag Realty Group

  111 Cedar Ave, New Windsor, NY 12553
• 

  $515,000

  Sold Aug 26, 2025

  26 Willow Ln, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,762 Sq Ft
  • Built 1955

  Last Sold Summary

  • 6% Above List Price
  • $292/SF
  • 19 Days On Market

  Current Estimated Value $512,649

  Last Listing Agent Bladimir Ledesma eXp Realty

  26 Willow Ln, New Windsor, NY 12553
• 

  $545,000

  Sold Nov 13, 2025

  26 Stonecrest Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,018 Sq Ft
  • Built 1962

  Last Sold Summary

  • 5% Below List Price
  • $270/SF
  • 121 Days On Market

  Current Estimated Value $537,160

  Last Listing Agent Jodi Gillespie Gillespie Real Estate LLC

  26 Stonecrest Dr, New Windsor, NY 12553
• 

  $380,000

  Sold Sep 09, 2025

  505 Shore Dr, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 2,002 Sq Ft
  • Built 1972

  Last Sold Summary

  • 24% Below List Price
  • $190/SF
  • 135 Days On Market

  Current Estimated Value $434,302

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  505 Shore Dr, New Windsor, NY 12553
• 

  $300,000

  Sold May 29, 2026

  256 Quassaick Ave Unit 7, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft
  • Built 1990

  Last Sold Summary

  • 8% Below List Price
  • $210/SF
  • 42 Days On Market

  Current Estimated Value $335,761

  Last Listing Agent Doreen Crowther Howard Hanna Rand Realty

  256 Quassaick Ave Unit 7, New Windsor, NY 12553
• 

  $428,000

  Sold May 15, 2026

  35 Oxford Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Above List Price
  • $202/SF
  • 23 Days On Market

  Current Estimated Value $430,324

  Last Listing Agent Joel Ayala HomeSmart Homes & Estates

  35 Oxford Rd, New Windsor, NY 12553
• 

  $450,000

  Sold Oct 16, 2025

  528 Barberry Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,736 Sq Ft
  • Built 1985

  Last Sold Summary

  • 17% Below List Price
  • $259/SF
  • 220 Days On Market

  Current Estimated Value $452,419

  Last Listing Agent Gina Antonucci Easy Lifestyle Real Estate

  528 Barberry Ln, New Windsor, NY 12553
• 

  $630,000

  Sold Jul 16, 2025

  10 Berry Hill, Mountainville, NY 10953

  • 4 Beds
  • 2.5 Baths
  • 2,320 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Above List Price
  • $272/SF
  • 36 Days On Market

  Last Listing Agent Fatima Candiotti Houlihan Lawrence Inc.

  10 Berry Hill, Mountainville, NY 10953
• 

  $720,000

  Sold Mar 05, 2026

  29 Deer Brook Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 3,161 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Above List Price
  • $228/SF
  • 31 Days On Market

  Current Estimated Value $714,986

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  29 Deer Brook Dr, New Windsor, NY 12553
• 

  $620,000

  Sold Mar 25, 2026

  91 Creamery Dr, New Windsor, NY 12553

  • 5 Beds
  • 2.5 Baths
  • 2,314 Sq Ft
  • Built 1985

  Last Sold Summary

  • 11% Below List Price
  • $268/SF
  • 91 Days On Market

  Current Estimated Value $608,558

  Last Listing Agent Justin Phillips United RE Hudson Valley Edge

  91 Creamery Dr, New Windsor, NY 12553
• 

  $460,000

  Sold Dec 19, 2025

  1313 Balsam Dr, New Windsor, NY 12553

  • 2 Beds
  • 3 Baths
  • 2,380 Sq Ft
  • Built 2009

  Last Sold Summary

  • 1% Above List Price
  • $193/SF
  • 16 Days On Market

  Current Estimated Value $475,414

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  1313 Balsam Dr, New Windsor, NY 12553
• 

  $316,500

  Sold Oct 29, 2025

  1010 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $308/SF
  • 102 Days On Market

  Current Estimated Value $310,286

  Last Listing Agent Melissa Forsyth Hudson Valley Home Connection

  1010 Washington Green, New Windsor, NY 12553
• 

  $464,900

  Sold Apr 03, 2026

  917 Balsam Dr, New Windsor, NY 12553

  • 2 Beds
  • 3 Baths
  • 1,990 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Above List Price
  • $234/SF
  • 34 Days On Market

  Current Estimated Value $458,948

  Last Listing Agent Christina Biagini Weichert Realtors

  917 Balsam Dr, New Windsor, NY 12553
• 

  $425,000

  Sold Jun 27, 2025

  129 Sycamore Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft
  • Built 1956

  Last Sold Summary

  • 7% Above List Price
  • $287/SF
  • 71 Days On Market

  Current Estimated Value $432,090

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  129 Sycamore Dr, New Windsor, NY 12553
• 

  $315,000

  Sold Jan 29, 2026

  1020 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $306/SF
  • 32 Days On Market

  Current Estimated Value $312,983

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  1020 Washington Green, New Windsor, NY 12553
• 

  $485,000

  Sold Jan 29, 2026

  305 Balsam Dr, New Windsor, NY 12553

  • 3 Beds
  • 3.5 Baths
  • 2,890 Sq Ft
  • Built 2008

  Last Sold Summary

  • 4% Above List Price
  • $168/SF
  • 29 Days On Market

  Current Estimated Value $487,361

  Last Listing Agent Hamar Clarke Clarke Realty & Associates LLC

  305 Balsam Dr, New Windsor, NY 12553
• 

  $460,000

  Sold Nov 26, 2025

  156 Temple Hill Rd, New Windsor, NY 12553

  • 6 Beds
  • 4 Baths
  • 2,870 Sq Ft
  • Built 1950

  Last Sold Summary

  • $160/SF
  • 30 Days On Market

  Last Listing Agent Jake Ponessi RE/MAX Benchmark Realty Group

  156 Temple Hill Rd, New Windsor, NY 12553
• 

  $388,500

  Sold Jun 30, 2025

  6 Staples Ln, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft
  • Built 1948

  Last Sold Summary

  • 5% Below List Price
  • $260/SF
  • 83 Days On Market

  Current Estimated Value $417,426

  Last Listing Agent Andrea Mahoney Smitchger Realty

  6 Staples Ln, New Windsor, NY 12553

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