Recently Sold New Windsor, NY Homes

• 

  $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 $453,634

  Last Listing Agent Rebecca Bonhomme Howard Hanna Rand Realty

  128 Bethlehem 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 $478,631

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  206 Hawthorn Way, New Windsor, NY 12553
• 

  $300,000

  Sold Aug 14, 2026

  1155 Washington Green, New Windsor, NY 12553

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

  Last Sold Summary

  • 12% Below List Price
  • $292/SF
  • 47 Days On Market

  Current Estimated Value $312,575

  Last Listing Agent Matthew Hart World Prop Intl Sea to Sky

  1155 Washington Green, 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 $369,868

  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 $508,558

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  304 Cloverdale Ct, 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 $533,383

  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 $386,663

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

  1210 Washington Green, New Windsor, NY 12553
• 

  $575,000

  Sold Jun 30, 2026

  721 Hewitt Ln, New Windsor, NY 12553

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

  Last Sold Summary

  • 5% Above List Price
  • $325/SF
  • 13 Days On Market

  Current Estimated Value $547,288

  Last Listing Agent Steve Vinti Weichert Realtors

  721 Hewitt Ln, 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 $402,540

  Last Listing Agent Pat Macri Keller Williams Realty

  1009 Ethan Allen Dr, New Windsor, NY 12553
• 

  $420,000

  Sold Aug 25, 2026

  324 Walnut Ave, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $257/SF
  • 28 Days On Market

  Current Estimated Value $435,515

  Last Listing Agent Charles Buser Charles J Buser

  324 Walnut Ave, 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 $794,016

  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 $324,149

  Last Listing Agent Nicole Renda IBNA Real Estate Group

  710 Hewitt Ln, New Windsor, NY 12553
• 

  $875,000

  Sold Jul 06, 2026

  23 Swan Hollow Rd, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,353 Sq Ft
  • Built 2020

  Last Sold Summary

  • 5% Below List Price
  • $372/SF
  • 44 Days On Market

  Current Estimated Value $890,136

  Last Listing Agent Kassia Connors eXp Realty

  23 Swan Hollow Rd, 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 $354,939

  Last Listing Agent Jo-Ann Campagiorni Houlihan Lawrence Inc.

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

  $85,000

  Sold Aug 06, 2026

  424 Sand Gate Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $87/SF
  • 75 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  424 Sand Gate Dr, 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 $537,629

  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 $458,476

  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 $309,289

  Last Listing Agent Doreen Crowther Howard Hanna Rand Realty

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

  $765,000

  Sold Jul 09, 2026

  64 Fox Hill Run, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 3,181 Sq Ft
  • Built 2020

  Last Sold Summary

  • 7% Below List Price
  • $240/SF
  • 83 Days On Market

  Current Estimated Value $794,443

  Last Listing Agent Gina Dudgeon Howard Hanna Rand Realty

  64 Fox Hill Run, Rock Tavern, NY 12575
• 

  $265,000

  Sold Aug 20, 2026

  35 Union Ave, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1911

  Last Sold Summary

  • 2% Above List Price
  • $232/SF
  • 31 Days On Market

  Current Estimated Value $268,002

  Last Listing Agent Anne DiDomenico Keller Williams Hudson Valley

  35 Union Ave, 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 $437,854

  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 $456,324

  Last Listing Agent Gina Antonucci Easy Lifestyle Real Estate

  528 Barberry Ln, New Windsor, NY 12553
• 

  $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 $740,397

  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 $610,621

  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 $472,423

  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 $323,292

  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 $459,583

  Last Listing Agent Christina Biagini Weichert Realtors

  917 Balsam 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 $316,800

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  1020 Washington Green, New Windsor, NY 12553
• 

  $350,000

  Sold Jun 29, 2026

  34 Birchwood Dr, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 1,930 Sq Ft
  • Built 1961

  Last Sold Summary

  • 17% Above List Price
  • $181/SF
  • 10 Days On Market

  Current Estimated Value $318,580

  Last Listing Agent Brian Smith River Realty Services, Inc.

  34 Birchwood Dr, 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 $491,987

  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
• 

  $430,000

  Sold Jun 26, 2026

  62 Union Ave, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,436 Sq Ft
  • Built 1962

  Last Sold Summary

  • 8% Above List Price
  • $299/SF
  • 52 Days On Market

  Current Estimated Value $412,715

  Last Listing Agent Matthew Skowronski HomeSmart Homes & Estates

  62 Union Ave, New Windsor, NY 12553
• 

  $215,000

  Sold May 08, 2026

  276 Temple Hill Rd Unit 2203, New Windsor, NY 12553

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

  Last Sold Summary

  • 4% Below List Price
  • $210/SF
  • 24 Days On Market

  Current Estimated Value $217,050

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  276 Temple Hill Rd Unit 2203, New Windsor, NY 12553
• 

  $800,000

  Sold Nov 21, 2025

  2300 State Route 207, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 1999

  Last Sold Summary

  • 4% Below List Price
  • $267/SF
  • 99 Days On Market

  Current Estimated Value $815,995

  Last Listing Agent Jackie Siracuse Absolute Real Estate of NY Inc

  2300 State Route 207, Rock Tavern, NY 12575
• 

  $79,268

  Sold Mar 06, 2026

  3146 Route 9w Unit 7A, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $101/SF
  • 104 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  3146 Route 9w Unit 7A, New Windsor, NY 12553
• 

  $195,000

  Sold Nov 25, 2025

  810 Blooming Grove Turnpike Unit 46, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 952 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Below List Price
  • $205/SF
  • 32 Days On Market

  Last Listing Agent Feng Chang Acer Realty Inc

  810 Blooming Grove Turnpike Unit 46, New Windsor, NY 12553
• 

  $205,000

  Sold Oct 29, 2025

  810 Blooming Grove Turnpike Unit 73, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 952 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Below List Price
  • $215/SF
  • 180 Days On Market

  Last Listing Agent Andrea Mahoney Smitchger Realty

  810 Blooming Grove Turnpike Unit 73, New Windsor, NY 12553
• 

  $480,000

  Sold Nov 06, 2025

  434 Philo St, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Above List Price
  • $255/SF
  • 94 Days On Market

  Current Estimated Value $489,432

  Last Listing Agent Claudia Ambo ERA Insite Realty Services

  434 Philo St, New Windsor, NY 12553
• 

  $639,000

  Sold Jun 18, 2026

  3105 Betsy Ross Ridge, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,817 Sq Ft
  • Built 2017

  Last Sold Summary

  • 2% Below List Price
  • $352/SF
  • 39 Days On Market

  Current Estimated Value $644,269

  Last Listing Agent Lillian Chase Christie's Int. Real Estate

  3105 Betsy Ross Ridge, New Windsor, NY 12553
• 

  $515,000

  Sold Sep 16, 2025

  18 Gerow Ln, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1957

  Last Sold Summary

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

  Current Estimated Value $557,000

  Last Listing Agent Rosa Santiago Weichert Realtors

  18 Gerow Ln, New Windsor, NY 12553

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