Recently Sold Homes in 12553

• 

  $450,000 Sold Dec 09, 2025

  303 Windsor Hwy, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Built 1938

  Last Sold Summary

  • $750/SF
  • 0 Days On Market

  Current Estimated Value $454,709

  Last Listing Agent Joel Lowy MS Realty Group USA, Inc

  303 Windsor Hwy, New Windsor, NY 12553
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• 

  $290,000 Sold Mar 25, 2025

  16 Cullen Ave, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1870

  Last Sold Summary

  • 12% Below List Price
  • $275/SF
  • 106 Days On Market

  Current Estimated Value $291,215

  Last Listing Agent Ammar Iqbal eXp Realty

  16 Cullen Ave, New Windsor, NY 12553
• 

  $685,000 Sold Jan 14, 2026

  323 Sycamore Dr, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 3,512 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $195/SF
  • 74 Days On Market

  Current Estimated Value $686,360

  Last Listing Agent Haakim Byrd HomeSmart Homes & Estates

  323 Sycamore Dr, New Windsor, NY 12553
• 

  $370,000 Sold Feb 10, 2026

  11 Hudson Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $263/SF
  • 54 Days On Market

  Current Estimated Value $373,873

  Last Listing Agent Alexander Panet Real Broker NY LLC

  11 Hudson Dr, New Windsor, NY 12553
• 

  $370,000 Sold Nov 13, 2025

  49 Mertes Ln, New Windsor, NY 12553

  • 4 Beds
  • 1 Bath
  • 1,627 Sq Ft
  • Built 1954

  Last Sold Summary

  • 8% Below List Price
  • $227/SF
  • 87 Days On Market

  Current Estimated Value $389,999

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  49 Mertes Ln, New Windsor, NY 12553
• 

  $401,000 Sold Jun 06, 2025

  108 Laurel Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,308 Sq Ft
  • Built 1947

  Last Sold Summary

  • 9% Above List Price
  • $307/SF
  • 35 Days On Market

  Current Estimated Value $395,257

  Last Listing Agent David Mires Smitchger Realty

  108 Laurel Dr, New Windsor, NY 12553
• 

  $265,000 Sold Aug 18, 2025

  276 Temple Hill Rd Unit 1611, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Above List Price
  • $225/SF
  • 18 Days On Market

  Current Estimated Value $267,678

  Last Listing Agent Shirley Mojica Compass Greater NY, LLC

  276 Temple Hill Rd Unit 1611, New Windsor, NY 12553
• 

  $875,000 Sold Oct 15, 2025

  6 Jefferson Ave, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 2,733 Sq Ft
  • Built 2024

  Last Sold Summary

  • 9% Above List Price
  • $320/SF
  • 278 Days On Market

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  6 Jefferson Ave, New Windsor, NY 12553
• 

  $400,000 Sold Dec 02, 2025

  155 Erie Ave, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,192 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $336/SF
  • 32 Days On Market

  Current Estimated Value $391,442

  Last Listing Agent Christina Tsatsaron HomeSmart Homes & Estates

  155 Erie Ave, New Windsor, NY 12553
• 

  $149,000 Sold Jun 12, 2025

  16 Bivona Ln Unit 76, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,248 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $119/SF
  • 48 Days On Market

  Last Listing Agent Suzanne Welch Coldwell Banker Realty

  16 Bivona Ln Unit 76, New Windsor, NY 12553
• 

  $559,000 Sold Dec 05, 2025

  14 Cimorelli Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,908 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Above List Price
  • $293/SF
  • 41 Days On Market

  Current Estimated Value $544,685

  Last Listing Agent Ewa Kusmierek eXp Realty

  14 Cimorelli Dr, New Windsor, NY 12553
• 

  $500,000 Sold Jan 15, 2026

  41 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Above List Price
  • $267/SF
  • 24 Days On Market

  Current Estimated Value $496,825

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  41 Creamery Dr, New Windsor, NY 12553
• 

  $77,900 Sold Jan 07, 2026

  412 Sand Gate Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft
  • Built 2018

  Last Sold Summary

  • 13% Below List Price
  • $107/SF
  • 127 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  412 Sand Gate Dr, New Windsor, NY 12553
• 

  $90,000 Sold Feb 05, 2026

  2310 New York 32, Cornwall, NY 12518

  • Land
  • 1.07 Acres
  • $84,112 per Acre

  Last Sold Summary

  • 40% Below List Price
  • 107 Days On Market

  Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group

  2310 New York 32, Cornwall, NY 12518
• 

  $475,000 Sold Dec 22, 2025

  1802 Hawthorn Way, New Windsor, NY 12553

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

  Last Sold Summary

  • $222/SF
  • 32 Days On Market

  Current Estimated Value $476,155

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  1802 Hawthorn Way, New Windsor, NY 12553
• 

  $255,500 Sold May 21, 2025

  3 Jennifer Ct, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,076 Sq Ft
  • Built 1881

  Last Sold Summary

  • 2% Below List Price
  • $237/SF
  • 132 Days On Market

  Current Estimated Value $269,686

  Last Listing Agent Win Morrison Win Morrison Realty

  3 Jennifer Ct, New Windsor, NY 12553
• 

  $320,000 Sold Sep 16, 2025

  505 Barberry Ln Unit 91, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,312 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Above List Price
  • $244/SF
  • 18 Days On Market

  Current Estimated Value $328,103

  Last Listing Agent JOHN SCARANO Keller Williams Realty

  505 Barberry Ln Unit 91, New Windsor, NY 12553
• 

  $535,000 Sold Aug 27, 2025

  309 Maple Ave, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 2,526 Sq Ft
  • Built 1927

  Last Sold Summary

  • 2% Above List Price
  • $212/SF
  • 47 Days On Market

  Current Estimated Value $535,501

  Last Listing Agent Jennifer Rivera Keller Williams Realty

  309 Maple Ave, New Windsor, NY 12553
• 

  $440,000 Sold Feb 02, 2026

  223 Margo St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,691 Sq Ft
  • Built 1961

  Last Sold Summary

  • 7% Above List Price
  • $260/SF
  • 41 Days On Market

  Current Estimated Value $405,004

  Last Listing Agent Tyler Prokosch John J Lease REALTORS Inc

  223 Margo St, New Windsor, NY 12553
• 

  $375,000 Sold Dec 23, 2025

  9 Louise Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft
  • Built 1974

  Last Sold Summary

  • 23% Below List Price
  • $214/SF
  • 223 Days On Market

  Current Estimated Value $391,601

  Last Listing Agent JoCATENA HARGROVE Century 21 Hudson Valley Rlty.

  9 Louise Dr, New Windsor, NY 12553
• 

  $208,000 Sold Dec 08, 2025

  Lot 1 Bethlehem Rd, New Windsor, NY 12553

  • Land
  • 1.52 Acres
  • $136,842 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 348 Days On Market

  Last Listing Agent Shawn Larry SHAHAR Management LLC

  Lot 1 Bethlehem Rd, New Windsor, NY 12553
• 

  $380,000 Sold Dec 01, 2025

  5 Buttermilk Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Above List Price
  • $224/SF
  • 0 Days On Market

  Current Estimated Value $383,033

  Last Listing Agent Federico Prada RE/MAX Benchmark Realty Group

  5 Buttermilk Dr, New Windsor, NY 12553
• 

  $380,000 Sold Jan 16, 2026

  3 Saint Anne Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft
  • Built 1959

  Last Sold Summary

  • 5% Below List Price
  • $273/SF
  • 104 Days On Market

  Current Estimated Value $405,056

  Last Listing Agent Penny Alper Your Move Matters LLC

  3 Saint Anne Dr, New Windsor, NY 12553
• 

  $508,000 Sold Aug 15, 2025

  12 Truex Cir, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,874 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Below List Price
  • $271/SF
  • 57 Days On Market

  Current Estimated Value $500,664

  Last Listing Agent Deborah Meurlin Exit Realty Connections

  12 Truex Cir, New Windsor, NY 12553
• 

  $350,000 Sold Jul 23, 2025

  1 Park Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,542 Sq Ft
  • Built 1957

  Last Sold Summary

  • 5% Below List Price
  • $227/SF
  • 48 Days On Market

  Current Estimated Value $373,203

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  1 Park Hill Dr, New Windsor, NY 12553
• 

  $435,000 Sold Jun 03, 2025

  233 Daniher Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 1953

  Last Sold Summary

  • 3% Below List Price
  • $251/SF
  • 25 Days On Market

  Current Estimated Value $1,014,264

  Last Listing Agent Letoya Washington Howard Hanna Rand Realty

  233 Daniher Ave, New Windsor, NY 12553
• 

  $485,000 Sold Dec 05, 2025

  117 Holly Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,731 Sq Ft
  • Built 1941

  Last Sold Summary

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

  Current Estimated Value $474,400

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

  117 Holly Dr, New Windsor, NY 12553
• 

  $402,000 Sold Jun 03, 2025

  26 Ellison Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1957

  Last Sold Summary

  • 15% Above List Price
  • $276/SF
  • 18 Days On Market

  Current Estimated Value $411,550

  Last Listing Agent Abigail Anderson BHHS Hudson Valley Properties

  26 Ellison Dr, New Windsor, NY 12553
• 

  $825,000 Sold Mar 31, 2025

  129 Winding Brook Ct, New Windsor, NY 12553

  • 5 Beds
  • 3.5 Baths
  • 4,631 Sq Ft
  • Built 2006

  Last Sold Summary

  • 8% Below List Price
  • $178/SF
  • 56 Days On Market

  Current Estimated Value $854,628

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  129 Winding Brook Ct, New Windsor, NY 12553
• 

  $410,000 Sold Jan 16, 2026

  44 Cedar Ave, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Above List Price
  • $244/SF
  • 91 Days On Market

  Current Estimated Value $416,253

  Last Listing Agent Gloria Merino RE/MAX Town & Country

  44 Cedar Ave, New Windsor, NY 12553
• 

  $475,000 Sold Apr 30, 2025

  19 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • Built 1981

  Last Sold Summary

  • $269/SF
  • 34 Days On Market

  Current Estimated Value $492,396

  Last Listing Agent Michael Canter Keller Williams Hudson Valley

  19 Creamery Dr, New Windsor, NY 12553
• 

  $555,000 Sold Dec 08, 2025

  17 Purdys Ln, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 3,012 Sq Ft
  • Built 1989

  Last Sold Summary

  • 7% Below List Price
  • $184/SF
  • 109 Days On Market

  Current Estimated Value $581,271

  Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group

  17 Purdys Ln, New Windsor, NY 12553
• 

  $406,000 Sold May 14, 2025

  243 Garden St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft
  • Built 1963

  Last Sold Summary

  • 4% Above List Price
  • $314/SF
  • 30 Days On Market

  Current Estimated Value $412,324

  Last Listing Agent David Mires Smitchger Realty

  243 Garden St, New Windsor, NY 12553
• 

  $200,000 Sold Feb 06, 2026

  276 Temple Hill Rd Unit 2201, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $250/SF
  • 46 Days On Market

  Current Estimated Value $207,163

  Last Listing Agent jeff farnell John J Lease REALTORS Inc

  276 Temple Hill Rd Unit 2201, New Windsor, NY 12553
• 

  $425,000 Sold Nov 14, 2025

  109 Pine Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft
  • Built 1941

  Last Sold Summary

  • 3% Below List Price
  • $275/SF
  • 54 Days On Market

  Current Estimated Value $420,474

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

  109 Pine Dr, New Windsor, NY 12553
• 

  $422,500 Sold Sep 22, 2025

  5005 John Hancock Ct Unit 100, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $235/SF
  • 20 Days On Market

  Last Listing Agent Katherine Sheehan Compass Greater NY, LLC

  5005 John Hancock Ct Unit 100, New Windsor, NY 12553
• 

  $500,000 Sold Jan 24, 2026

  14 Cherie Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,958 Sq Ft
  • Built 1958

  Last Sold Summary

  • 5% Below List Price
  • $255/SF
  • 108 Days On Market

  Current Estimated Value $493,445

  Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group

  14 Cherie Ln, New Windsor, NY 12553
• 

  $254,000 Sold Sep 29, 2025

  129 Main St Unit D1, Cornwall, NY 12518

  • 1 Bed
  • 1.5 Baths
  • 924 Sq Ft
  • Built 1973

  Last Sold Summary

  • 6% Below List Price
  • $275/SF
  • 107 Days On Market

  Last Listing Agent Courtney Popowick Rita Levine Real Estate

  129 Main St Unit D1, Cornwall, NY 12518
• 

  $440,000 Sold Nov 24, 2025

  13 Valley View Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,252 Sq Ft
  • Built 1953

  Last Sold Summary

  • 12% Below List Price
  • $195/SF
  • 106 Days On Market

  Current Estimated Value $446,426

  Last Listing Agent Viola Taliaferrow Keller Williams Realty Group

  13 Valley View Dr, New Windsor, NY 12553
• 

  $370,000 Sold Nov 04, 2025

  299 Riley Rd, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,194 Sq Ft
  • Built 1953

  Last Sold Summary

  • $310/SF
  • 29 Days On Market

  Current Estimated Value $366,130

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  299 Riley Rd, New Windsor, NY 12553

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