Recently Sold New Windsor, NY Homes

• 

  $520,000 Sold May 06, 2025

  44 Park Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,208 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $236/SF
  • 52 Days On Market

  Current Estimated Value $527,089

  Last Listing Agent Edgar Ferreras Fave Realty Inc

  44 Park Hill 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 $375,083

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

  1210 Washington Green, New Windsor, NY 12553
• 

  $520,000 Sold Apr 03, 2025

  23 Spring Rock Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $281/SF
  • 55 Days On Market

  Current Estimated Value $523,374

  Last Listing Agent Rafael Luciano Luciano Rios Property Grp, Inc

  23 Spring Rock Rd, 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 $392,700

  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 $480,664

  Last Listing Agent Nancy LaBarbera Keller Williams Hudson Valley

  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 $469,470

  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 $758,425

  Last Listing Agent Jordan Gaspard Prominent Properties Sotheby's

  15 Debra Ln, New Windsor, NY 12553
• 

  $345,000 Sold Jun 20, 2025

  2333 State Route 32, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,559 Sq Ft
  • Built 1790

  Last Sold Summary

  • 23% Below List Price
  • $221/SF
  • 253 Days On Market

  Current Estimated Value $389,468

  Last Listing Agent John Fritz Howard Hanna Rand Realty

  2333 State Route 32, 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 $320,566

  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 $352,539

  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
  • 0.17 Acre
  • $377,468 per Acre

  Last Sold Summary

  • 118 Days On Market

  Current Estimated Value $64,957

  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 $503,576

  Last Listing Agent Bladimir Ledesma eXp Realty

  26 Willow Ln, New Windsor, NY 12553
• 

  $735,000 Sold Jul 01, 2025

  19 Wagner Dr, Rock Tavern, NY 12575

  • 4 Beds
  • 3 Baths
  • 2,908 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $253/SF
  • 47 Days On Market

  Current Estimated Value $728,601

  Last Listing Agent Glenn Ramcharitar Rita Levine Real Estate

  19 Wagner Dr, Rock Tavern, NY 12575
• 

  $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 $544,297

  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 $426,912

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  505 Shore Dr, 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 $445,900

  Last Listing Agent Gina Antonucci Easy Lifestyle Real Estate

  528 Barberry Ln, New Windsor, NY 12553
• 

  $126,229 Sold Mar 19, 2025

  11 Square Hill Rd Unit 11, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Below List Price
  • $125/SF
  • 79 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  11 Square Hill Rd Unit 11, 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 $678,277

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  29 Deer Brook 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 $460,119

  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 $315,652

  Last Listing Agent Melissa Forsyth Hudson Valley Home Connection

  1010 Washington Green, 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 $436,666

  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 $319,875

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  1020 Washington Green, New Windsor, NY 12553
• 

  $499,000 Sold May 13, 2025

  119 Vails Gate Heights Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,967 Sq Ft
  • Built 1972

  Last Sold Summary

  • $254/SF
  • 49 Days On Market

  Current Estimated Value $502,682

  Last Listing Agent Waldina Almazan RE/MAX Benchmark Realty Group

  119 Vails Gate Heights 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 $476,123

  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 $420,414

  Last Listing Agent Andrea Mahoney Smitchger Realty

  6 Staples Ln, New Windsor, NY 12553
• 

  $433,000 Sold May 21, 2025

  11 Locust Ave, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,335 Sq Ft
  • Built 1959

  Last Sold Summary

  • 6% Above List Price
  • $324/SF
  • 21 Days On Market

  Current Estimated Value $429,641

  Last Listing Agent John DiDio Century 21 Alliance Rlty Group

  11 Locust Ave, 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 $792,155

  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
• 

  $580,000 Sold Jul 31, 2025

  8 Canterbury Ln, New Windsor, NY 12553

  • 5 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Below List Price
  • $264/SF
  • 47 Days On Market

  Current Estimated Value $579,563

  Last Listing Agent Colin Seitz RE/MAX Benchmark Realty Group

  8 Canterbury Ln, 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 $477,186

  Last Listing Agent Claudia Ambo ERA Insite Realty Services

  434 Philo St, New Windsor, NY 12553
• 

  $460,000 Sold Jul 21, 2025

  1701 Hawthorn Way, New Windsor, NY 12553

  • 2 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 2013

  Last Sold Summary

  • 8% Below List Price
  • $230/SF
  • 0 Days On Market

  Current Estimated Value $461,460

  Last Listing Agent Karen Wixon Howard Hanna Rand Realty

  1701 Hawthorn Way, 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 $521,000

  Last Listing Agent Rosa Santiago Weichert Realtors

  18 Gerow Ln, New Windsor, NY 12553
• 

  $149,000 Sold Apr 10, 2025

  10 Oakwood Terrace Unit 105, New Windsor, NY 12553

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

  Last Sold Summary

  • $199/SF
  • 20 Days On Market

  Current Estimated Value $168,000

  Last Listing Agent Suzanne Sweeney RE/MAX Benchmark Realty Group

  10 Oakwood Terrace Unit 105, New Windsor, NY 12553
• 

  $125,000 Sold Jul 10, 2025

  0 Bull Rd, Rock Tavern, NY 12575

  • Land
  • 1.5 Acres
  • $83,333 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 32 Days On Market

  Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty

  0 Bull Rd, Rock Tavern, NY 12575
• 

  $234,800 Sold Mar 28, 2025

  180 Union Ave, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,165 Sq Ft
  • Built 1954

  Last Sold Summary

  • 147% Above List Price
  • $202/SF
  • 53 Days On Market

  Current Estimated Value $368,484

  Last Listing Agent William Sternheim Coldwell Banker Realty

  180 Union Ave, New Windsor, NY 12553
• 

  $289,000 Sold Dec 08, 2025

  276 Temple Hill Rd Unit 1704, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • Built 1986

  Last Sold Summary

  • $223/SF
  • 35 Days On Market

  Current Estimated Value $290,128

  Last Listing Agent Virginia Corbett eXp Realty

  276 Temple Hill Rd Unit 1704, New Windsor, NY 12553
• 

  $375,000 Sold Apr 22, 2025

  53 Silver Spring Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Built 1966

  Last Sold Summary

  • $276/SF
  • 37 Days On Market

  Current Estimated Value $376,698

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  53 Silver Spring Rd, New Windsor, NY 12553

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