Recently Sold New Windsor, NY Homes

• 

  $610,000

  Sold Jan 27, 2026

  2033 Little Britain Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2.5 Baths
  • 2,698 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $226/SF
  • 41 Days On Market

  Current Estimated Value $628,568

  Last Listing Agent Steve Esposito HomeSmart Homes & Estates

  2033 Little Britain Rd, Rock Tavern, NY 12575
• 

  $300,000

  Sold Jun 26, 2026

  276 Temple Hill Rd Unit 2808, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,530 Sq Ft
  • Built 1986

  Last Sold Summary

  • 12% Below List Price
  • $196/SF
  • 87 Days On Market

  Current Estimated Value $335,983

  Last Listing Agent Kelly Roebuck Curasi Realty, Inc.

  276 Temple Hill Rd Unit 2808, New Windsor, NY 12553
• 

  $849,900

  Sold Nov 03, 2025

  558 Beattie Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • Built 2010

  Last Sold Summary

  • $473/SF
  • 38 Days On Market

  Current Estimated Value $871,194

  Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

  558 Beattie Rd, Rock Tavern, NY 12575
• 

  $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 $412,749

  Last Listing Agent Gloria Merino RE/MAX Town & Country

  44 Cedar Ave, 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 $645,182

  Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group

  17 Purdys Ln, 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 $212,643

  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 $447,805

  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 $527,916

  Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group

  14 Cherie Ln, New Windsor, NY 12553
• 

  $630,000

  Sold Aug 08, 2025

  2 Sean Ct, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 2,390 Sq Ft
  • Built 2003

  Last Sold Summary

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

  Current Estimated Value $678,866

  Last Listing Agent Elsie Nunez Keller Williams Realty

  2 Sean Ct, Rock Tavern, NY 12575
• 

  $205,000

  Sold May 29, 2026

  276 Temple Hill Rd Unit 2112, New Windsor, NY 12553

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

  Last Sold Summary

  • $256/SF
  • 98 Days On Market

  Current Estimated Value $207,563

  Last Listing Agent Joseph Morello KW Hudson Valley United

  276 Temple Hill Rd Unit 2112, New Windsor, NY 12553
• 

  $735,000

  Sold Jul 16, 2026

  107 Debra Ln, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,333 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Below List Price
  • $315/SF
  • 32 Days On Market

  Current Estimated Value $757,747

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  107 Debra Ln, New Windsor, NY 12553
• 

  $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 $476,633

  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 $389,959

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  299 Riley Rd, New Windsor, NY 12553
• 

  $180,000

  Sold Aug 19, 2025

  13 Glen Round Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 1988

  Last Sold Summary

  • 10% Below List Price
  • $169/SF
  • 344 Days On Market

  Last Listing Agent Bryan Dale eXp Realty

  13 Glen Round Rd, Rock Tavern, NY 12575
• 

  $230,000

  Sold Jul 16, 2026

  276 Temple Hill Rd Unit 2607, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 1,026 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $224/SF
  • 21 Days On Market

  Current Estimated Value $241,263

  Last Listing Agent Bernadette Giordano Howard Hanna Rand Realty

  276 Temple Hill Rd Unit 2607, New Windsor, NY 12553
• 

  $670,000

  Sold Oct 20, 2025

  1002 Forest Glen, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,560 Sq Ft
  • Built 2001

  Last Sold Summary

  • 4% Below List Price
  • $262/SF
  • 59 Days On Market

  Current Estimated Value $751,368

  Last Listing Agent Kevin Moran Keller Williams Hudson Valley

  1002 Forest Glen, New Windsor, NY 12553
• 

  $675,000

  Sold Dec 18, 2025

  2622 Liberty Ridge, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,296 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $294/SF
  • 47 Days On Market

  Current Estimated Value $723,707

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  2622 Liberty Ridge, New Windsor, NY 12553
• 

  $165,000

  Sold Jul 13, 2026

  10 Oakwood Terrace Unit 26, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 944 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Below List Price
  • $175/SF
  • 35 Days On Market

  Last Listing Agent Jodi Gillespie Gillespie Real Estate LLC

  10 Oakwood Terrace Unit 26, New Windsor, NY 12553
• 

  $475,000

  Sold Nov 24, 2025

  1004 Hawthorn Way, New Windsor, NY 12553

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

  Last Sold Summary

  • 2% Above List Price
  • $249/SF
  • 36 Days On Market

  Current Estimated Value $499,085

  Last Listing Agent Jo-Ann Campagiorni Houlihan Lawrence Inc.

  1004 Hawthorn Way, New Windsor, NY 12553
• 

  $500,000

  Sold Oct 23, 2025

  9 Vascello Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $294/SF
  • 33 Days On Market

  Current Estimated Value $533,339

  Last Listing Agent Tremaine Selby Weichert Realtors

  9 Vascello Rd, New Windsor, NY 12553
• 

  $545,000

  Sold Nov 06, 2025

  2 Sheafe Cir, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft
  • Built 1987

  Last Sold Summary

  • 19% Below List Price
  • $170/SF
  • 98 Days On Market

  Current Estimated Value $617,682

  Last Listing Agent Christine Torres KW Hudson Valley United

  2 Sheafe Cir, Rock Tavern, NY 12575
• 

  $16,700

  Sold May 20, 2026

  0 Hillington Rd, New Windsor, NY 12553

  • Land
  • 2 Acres
  • $8,350 per Acre

  Last Sold Summary

  • 67% Below List Price
  • 108 Days On Market

  Last Listing Agent Jennifer Gold RE/MAX Benchmark Realty Group

  0 Hillington Rd, New Windsor, NY 12553
• 

  $432,000

  Sold Jan 09, 2026

  62 Lakeside Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 1,659 Sq Ft
  • Built 1956

  Last Sold Summary

  • 1% Below List Price
  • $260/SF
  • 124 Days On Market

  Current Estimated Value $462,331

  Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty

  62 Lakeside Dr, New Windsor, NY 12553
• 

  $307,000

  Sold Dec 02, 2025

  1132 Washington Green Unit LP2, New Windsor, NY 12553

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

  Last Sold Summary

  • 2% Above List Price
  • $298/SF
  • 18 Days On Market

  Current Estimated Value $324,739

  Last Listing Agent Steve Vinti Weichert Realtors

  1132 Washington Green Unit LP2, New Windsor, NY 12553
• 

  $476,000

  Sold Nov 24, 2025

  412 Hawthorn Way, New Windsor, NY 12553

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

  Last Sold Summary

  • $223/SF
  • 50 Days On Market

  Current Estimated Value $502,174

  Last Listing Agent Naomi Streicher Q Home Sales

  412 Hawthorn Way, New Windsor, NY 12553
• 

  $20,000

  Sold Dec 30, 2025

  409 Sand Gate Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 980 Sq Ft
  • Built 1983

  Last Sold Summary

  • 26% Below List Price
  • $20/SF
  • 46 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  409 Sand Gate Dr, New Windsor, NY 12553
• 

  $299,999

  Sold Sep 29, 2025

  68 Silver Spring Rd, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft
  • Built 1920

  Last Sold Summary

  • $339/SF
  • 32 Days On Market

  Current Estimated Value $313,664

  Last Listing Agent James Fox Howard Hanna Rand Realty

  68 Silver Spring Rd, New Windsor, NY 12553
• 

  $415,000

  Sold Jun 05, 2026

  9 Hill View Rd, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,331 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Above List Price
  • $312/SF
  • 31 Days On Market

  Current Estimated Value $419,338

  Last Listing Agent Neeta Gupta Redfin Real Estate

  9 Hill View Rd, New Windsor, NY 12553
• 

  $830,000

  Sold Nov 14, 2025

  11 Knight Ct, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 4,552 Sq Ft
  • Built 2022

  Last Sold Summary

  • 4% Above List Price
  • $182/SF
  • 10 Days On Market

  Current Estimated Value $862,793

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  11 Knight Ct, New Windsor, NY 12553
• 

  $220,000

  Sold Jun 15, 2026

  276 Temple Hill Rd Unit 1602, New Windsor, NY 12553

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

  Last Sold Summary

  • 2% Below List Price
  • $275/SF
  • 33 Days On Market

  Current Estimated Value $247,797

  Last Listing Agent Tremaine Selby Weichert Realtors

  276 Temple Hill Rd Unit 1602, New Windsor, NY 12553
• 

  $865,000

  Sold Mar 31, 2026

  106 Fox Hill Run, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 3,440 Sq Ft
  • Built 2009

  Last Sold Summary

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

  Current Estimated Value $911,344

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  106 Fox Hill Run, Rock Tavern, NY 12575
• 

  $385,000

  Sold Aug 18, 2025

  65 Cedar Ave, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 1,628 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Above List Price
  • $236/SF
  • 20 Days On Market

  Current Estimated Value $412,363

  Last Listing Agent Christopher Cammarata HomeSmart Homes & Estates

  65 Cedar Ave, New Windsor, NY 12553
• 

  $425,000

  Sold Oct 24, 2025

  346 Nina St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,676 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $254/SF
  • 33 Days On Market

  Current Estimated Value $466,831

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  346 Nina St, New Windsor, NY 12553
• 

  $305,000

  Sold Mar 13, 2026

  307 Gazebo Ct, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,309 Sq Ft
  • Built 1993

  Last Sold Summary

  • 2% Below List Price
  • $233/SF
  • 116 Days On Market

  Current Estimated Value $325,022

  Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

  307 Gazebo Ct, New Windsor, NY 12553
• 

  $470,000

  Sold Jun 08, 2026

  629 Twin Arch Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 1.5 Baths
  • 1,754 Sq Ft
  • Built 1964

  Last Sold Summary

  • 6% Below List Price
  • $268/SF
  • 55 Days On Market

  Current Estimated Value $489,054

  Last Listing Agent Samantha McCrory Exit Realty Connections

  629 Twin Arch Rd, Rock Tavern, NY 12575
• 

  $719,900

  Sold Nov 24, 2025

  2028 Independence Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $256/SF
  • 45 Days On Market

  Current Estimated Value $771,239

  Last Listing Agent Jennifer Gold RE/MAX Benchmark Realty Group

  2028 Independence Dr, New Windsor, NY 12553
• 

  $350,000

  Sold Jan 17, 2026

  263 Quassaick Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,117 Sq Ft
  • Built 1930

  Last Sold Summary

  • 9% Below List Price
  • $313/SF
  • 130 Days On Market

  Current Estimated Value $377,177

  Last Listing Agent Anthony Cassase HomeSmart Homes & Estates

  263 Quassaick Ave, New Windsor, NY 12553
• 

  $397,500

  Sold Sep 17, 2025

  57 Harth Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Above List Price
  • $253/SF
  • 70 Days On Market

  Current Estimated Value $428,517

  Last Listing Agent Steve Moreau Tactical Realty LLC

  57 Harth Dr, New Windsor, NY 12553
• 

  $835,000

  Sold Apr 02, 2026

  100 Pleasant Hill Rd, New Windsor, NY 12553

  • 6 Beds
  • 5 Baths
  • 4,522 Sq Ft
  • Built 1850

  Last Sold Summary

  • 7% Below List Price
  • $185/SF
  • 301 Days On Market

  Current Estimated Value $914,249

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  100 Pleasant Hill Rd, New Windsor, NY 12553

Showing Results 81 - 120, Page 3 of 9