Recently Sold New Windsor, NY Homes

• 

  $520,000 Sold Sep 26, 2025

  215 Sycamore Dr, New Windsor, NY 12553

  • 3 Beds
  • 3.5 Baths
  • 2,000 Sq Ft
  • Built 1998

  Last Sold Summary

  • $260/SF
  • 63 Days On Market

  Current Estimated Value $530,963

  Last Listing Agent JACQUELINE MILOHNIC Picture It Sold, LLC

  215 Sycamore Dr, New Windsor, NY 12553
• 

  $115,000 Sold Aug 04, 2025

  121 Brittany Terrace Unit 121, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1981

  Last Sold Summary

  • 11% Below List Price
  • $86/SF
  • 147 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  121 Brittany Terrace Unit 121, Rock Tavern, NY 12575
• 

  $660,000 Sold Nov 10, 2025

  9 Hill Rd, Washingtonville, NY 10992

  • 3 Beds
  • 2.5 Baths
  • 3,400 Sq Ft
  • Built 2001

  Last Sold Summary

  • 6% Below List Price
  • $194/SF
  • 60 Days On Market

  Current Estimated Value $669,648

  Last Listing Agent Stephen Ramundo Keller Williams Valley Realty

  9 Hill Rd, Washingtonville, NY 10992
• 

  $410,000 Sold Mar 03, 2026

  120 Blanche Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $272/SF
  • 60 Days On Market

  Current Estimated Value $425,490

  Last Listing Agent Federico Prada RE/MAX Benchmark Realty Group

  120 Blanche Ave, New Windsor, NY 12553
• 

  $149,999 Sold Jan 12, 2026

  10 Oakwood Terrace Unit 118, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Built 1966

  Last Sold Summary

  • 6% Below List Price
  • $176/SF
  • 152 Days On Market

  Last Listing Agent Matthew Carcaterra Keller Williams Realty

  10 Oakwood Terrace Unit 118, New Windsor, NY 12553
• 

  $210,000 Sold Dec 08, 2025

  Lot 7 Bethlehem Rd, New Windsor, NY 12553

  • Land
  • 2.41 Acres
  • $87,137 per Acre

  Last Sold Summary

  • 24% Below List Price
  • 348 Days On Market

  Last Listing Agent Shawn Larry SHAHAR Management LLC

  Lot 7 Bethlehem Rd, New Windsor, NY 12553
• 

  $730,000 Sold Aug 27, 2025

  70 Willow Ln, New Windsor, NY 12553

  • 4 Beds
  • 4 Baths
  • 2,814 Sq Ft
  • Built 1870

  Last Sold Summary

  • 1% Below List Price
  • $259/SF
  • 35 Days On Market

  Current Estimated Value $740,748

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  70 Willow Ln, New Windsor, NY 12553
• 

  $255,000 Sold Nov 24, 2025

  276 Temple Hill Rd Unit 1117, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Above List Price
  • $249/SF
  • 43 Days On Market

  Current Estimated Value $252,459

  Last Listing Agent Barbara Zacchi William Raveis Real Estate

  276 Temple Hill Rd Unit 1117, New Windsor, NY 12553
• 

  $385,000 Sold Dec 04, 2025

  2 Knox Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,720 Sq Ft
  • Built 1955

  Last Sold Summary

  • 10% Above List Price
  • $224/SF
  • 26 Days On Market

  Current Estimated Value $389,390

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  2 Knox Dr, New Windsor, NY 12553
• 

  $425,000 Sold Apr 25, 2025

  4008 Thomas Paine Way, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,524 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Above List Price
  • $168/SF
  • 43 Days On Market

  Current Estimated Value $443,134

  Last Listing Agent Geoffrey Green BHG Real Estate Green Team

  4008 Thomas Paine Way, New Windsor, NY 12553
• 

  $250,000 Sold Jun 30, 2025

  10 Oakwood Terrace Unit 124, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1966

  Last Sold Summary

  • 7% Below List Price
  • $208/SF
  • 176 Days On Market

  Current Estimated Value $168,000

  Last Listing Agent Nancy Martinelli Century 21 Alliance Rlty Group

  10 Oakwood Terrace Unit 124, New Windsor, NY 12553
• 

  $450,000 Sold Feb 13, 2026

  104 Riley Rd, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1979

  Last Sold Summary

  • 6% Above List Price
  • $234/SF
  • 63 Days On Market

  Current Estimated Value $438,909

  Last Listing Agent Michael Drepanis Century 21 Elite Realty

  104 Riley Rd, New Windsor, NY 12553
• 

  $380,000 Sold Dec 03, 2025

  121 Sycamore Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,074 Sq Ft
  • Built 1954

  Last Sold Summary

  • 5% Below List Price
  • $354/SF
  • 22 Days On Market

  Current Estimated Value $374,656

  Last Listing Agent Shawn Larry SHAHAR Management LLC

  121 Sycamore Dr, New Windsor, NY 12553
• 

  $80,000 Sold Aug 04, 2025

  16 Bivona Ln Unit 120, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1986

  Last Sold Summary

  • 36% Below List Price
  • $55/SF
  • 212 Days On Market

  Last Listing Agent Angela Leathers Howard Hanna Rand Realty

  16 Bivona Ln Unit 120, New Windsor, NY 12553
• 

  $489,250 Sold Feb 11, 2026

  60 Palomino Place, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 1,918 Sq Ft
  • Built 1998

  Last Sold Summary

  • 17% Below List Price
  • $255/SF
  • 163 Days On Market

  Current Estimated Value $531,686

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  60 Palomino Place, New Windsor, NY 12553
• 

  $365,000 Sold Jun 02, 2025

  302 Hickory Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 854 Sq Ft
  • Built 1952

  Last Sold Summary

  • 4% Above List Price
  • $427/SF
  • 14 Days On Market

  Current Estimated Value $361,521

  Last Listing Agent Brenda Guttenberg RE/MAX Benchmark Realty Group

  302 Hickory Ave, New Windsor, NY 12553
• 

  $430,000 Sold Nov 18, 2025

  736 Blooming Grove Turnpike, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,434 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Above List Price
  • $300/SF
  • 20 Days On Market

  Current Estimated Value $428,559

  Last Listing Agent Penny Alper Your Move Matters LLC

  736 Blooming Grove Turnpike, New Windsor, NY 12553
• 

  $808,750 Sold Nov 07, 2025

  21 Melissa Ln, Washingtonville, NY 10992

  • 4 Beds
  • 4 Baths
  • 3,400 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Below List Price
  • $238/SF
  • 21 Days On Market

  Current Estimated Value $790,138

  Last Listing Agent Terri Nakutavicius All Gem Properties Inc

  21 Melissa Ln, Washingtonville, NY 10992
• 

  $335,000 Sold Aug 07, 2025

  73 Meriline Ave, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,764 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Below List Price
  • $190/SF
  • 33 Days On Market

  Current Estimated Value $357,146

  Last Listing Agent Robert Brestovansky eXp Realty

  73 Meriline Ave, New Windsor, NY 12553
• 

  $386,000 Sold Sep 24, 2025

  285 Riley Rd, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,532 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Below List Price
  • $252/SF
  • 72 Days On Market

  Current Estimated Value $411,009

  Last Listing Agent Elizabeth Zambuto Stepping Stone Realty

  285 Riley Rd, New Windsor, NY 12553
• 

  $165,000 Sold Mar 13, 2025

  10 Oakwood Terrace Unit 112, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Above List Price
  • $206/SF
  • 35 Days On Market

  Current Estimated Value $168,000

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  10 Oakwood Terrace Unit 112, New Windsor, NY 12553
• 

  $685,000 Sold Dec 19, 2025

  186 Moores Hill Rd, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,145 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $319/SF
  • 89 Days On Market

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  186 Moores Hill Rd, New Windsor, NY 12553
• 

  $690,000 Sold Aug 29, 2025

  2717 Colonial Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft
  • Built 2003

  Last Sold Summary

  • 1% Below List Price
  • $305/SF
  • 42 Days On Market

  Current Estimated Value $701,827

  Last Listing Agent Felix Hernandez Real Broker NY LLC

  2717 Colonial Dr, New Windsor, NY 12553
• 

  $412,500 Sold Feb 19, 2026

  117 Cedar Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Built 1935

  Last Sold Summary

  • 7% Above List Price
  • $358/SF
  • 27 Days On Market

  Current Estimated Value $377,730

  Last Listing Agent Jake Ponessi RE/MAX Benchmark Realty Group

  117 Cedar Ave, New Windsor, NY 12553
• 

  $410,000 Sold May 16, 2025

  19 Columbus St, New Windsor, NY 12553

  • 1,260 Sq Ft
  • Built 1890

  Last Sold Summary

  • 3% Above List Price
  • $325/SF
  • 28 Days On Market

  Current Estimated Value $376,622

  Last Listing Agent Jane Ferraro Kane HomeSmart Homes & Estates

  19 Columbus St, New Windsor, NY 12553
• 

  $545,000 Sold Jul 17, 2025

  6 Ash Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,830 Sq Ft
  • Built 1945

  Last Sold Summary

  • 4% Above List Price
  • $298/SF
  • 30 Days On Market

  Current Estimated Value $539,805

  Last Listing Agent Erin Connolly Artisan Realty

  6 Ash Ave, New Windsor, NY 12553
• 

  $595,000 Sold Jun 25, 2025

  126 Sycamore Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,276 Sq Ft
  • Built 1971

  Last Sold Summary

  • 2% Above List Price
  • $261/SF
  • 48 Days On Market

  Current Estimated Value $598,129

  Last Listing Agent Delease Jenkins RE/MAX Town & Country

  126 Sycamore Dr, New Windsor, NY 12553
• 

  $500,000 Sold Aug 07, 2025

  737 Hewitt Ln, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,768 Sq Ft
  • Built 1986

  Last Sold Summary

  • 11% Above List Price
  • $283/SF
  • 26 Days On Market

  Current Estimated Value $495,367

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

  737 Hewitt Ln, New Windsor, NY 12553
• 

  $485,000 Sold Feb 05, 2026

  117 Sandpiper Ln Unit 1C, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1870

  Last Sold Summary

  • 8% Below List Price
  • $262/SF
  • 77 Days On Market

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  117 Sandpiper Ln Unit 1C, New Windsor, NY 12553
• 

  $529,000 Sold Dec 23, 2025

  17 Carpenter Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Built 2025

  Last Sold Summary

  • $302/SF
  • 69 Days On Market

  Current Estimated Value $532,344

  Last Listing Agent Lorrainne Pisciotta Weichert Realtors

  17 Carpenter Rd, Rock Tavern, NY 12575
• 

  $720,000 Sold May 21, 2025

  2808 Cherry Tree Way, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $232/SF
  • 29 Days On Market

  Current Estimated Value $713,167

  Last Listing Agent Amy Wilhelm Corcoran Baer & McIntosh

  2808 Cherry Tree Way, New Windsor, NY 12553
• 

  $451,000 Sold Sep 16, 2025

  10 Cannon Dr, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 1,820 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Below List Price
  • $248/SF
  • 64 Days On Market

  Current Estimated Value $464,071

  Last Listing Agent Pietro Altomare

  10 Cannon Dr, New Windsor, NY 12553
• 

  $475,000 Sold Dec 25, 2025

  212 Hawthorn Way, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft
  • Built 2013

  Last Sold Summary

  • $222/SF
  • 52 Days On Market

  Current Estimated Value $478,917

  Last Listing Agent Bryan Dale eXp Realty

  212 Hawthorn Way, New Windsor, NY 12553
• 

  $400,000 Sold Aug 20, 2025

  593 Shore Dr, New Windsor, NY 12553

  • 4 Beds
  • 1 Bath
  • 2,135 Sq Ft
  • Built 1960

  Last Sold Summary

  • $187/SF
  • 37 Days On Market

  Current Estimated Value $416,868

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  593 Shore Dr, New Windsor, NY 12553
• 

  $631,250 Sold Aug 01, 2025

  120 Moores Hill Rd, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,289 Sq Ft
  • Built 1991

  Last Sold Summary

  • 1% Below List Price
  • $276/SF
  • 39 Days On Market

  Current Estimated Value $633,666

  Last Listing Agent Nadia Barnes eXp Realty

  120 Moores Hill Rd, New Windsor, NY 12553
• 

  $525,000 Sold Dec 23, 2025

  67 Keats Dr, New Windsor, NY 12553

  • 6 Beds
  • 2 Baths
  • 2,596 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $202/SF
  • 123 Days On Market

  Current Estimated Value $529,174

  Last Listing Agent Robin Cohen Keller Williams Realty

  67 Keats Dr, New Windsor, NY 12553
• 

  $584,250 Sold Jun 24, 2025

  29 Lakeside Dr, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 2,366 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Below List Price
  • $247/SF
  • 64 Days On Market

  Last Listing Agent Jennifer Gold RE/MAX Benchmark Realty Group

  29 Lakeside Dr, New Windsor, NY 12553
• 

  $465,000 Sold Dec 15, 2025

  12 Oxford Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1962

  Last Sold Summary

  • 5% Below List Price
  • $310/SF
  • 58 Days On Market

  Current Estimated Value $463,276

  Last Listing Agent Kelly Connors HomeSmart Homes & Estates

  12 Oxford Rd, New Windsor, NY 12553
• 

  $750,000 Sold Nov 24, 2025

  54 Fox Hill Run, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 3,322 Sq Ft
  • Built 2007

  Last Sold Summary

  • 14% Below List Price
  • $226/SF
  • 158 Days On Market

  Current Estimated Value $754,412

  Last Listing Agent Kathleen Milich RE/MAX Benchmark Realty Group

  54 Fox Hill Run, Rock Tavern, NY 12575
• 

  $671,000 Sold May 28, 2025

  42 Creamery Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Above List Price
  • $318/SF
  • 46 Days On Market

  Current Estimated Value $663,097

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

  42 Creamery Dr, New Windsor, NY 12553

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