New Windsor, NY Homes

• 

  $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
• 

  Est $581,209

  Not Listed For Sale

  2099 Little Britain Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 3 Baths
  • 2,576 Sq Ft
  • Built 1890

  2099 Little Britain Rd, Rock Tavern, NY 12575

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Joel Ayala HomeSmart Homes & Estates
• 

  $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
• 

  Est $713,651

  Not Listed For Sale

  167 Shaw Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 2,894 Sq Ft
  • Built 2007

  167 Shaw Rd, Rock Tavern, NY 12575

  Last Sold Summary

  • 99 Days On Market

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty
• 

  $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
• 

  Est $541,232

  Not Listed For Sale

  550 Beattie Rd, Rock Tavern, NY 12575

  • 2 Beds
  • 2 Baths
  • 2,288 Sq Ft
  • Built 1956

  550 Beattie Rd, Rock Tavern, NY 12575

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Vincent Critelli Keller Williams Realty
• 

  $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
• 

  Est $519,897

  Not Listed For Sale

  615 Beattie Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 1.5 Baths
  • 1,820 Sq Ft
  • Built 1967

  615 Beattie Rd, Rock Tavern, NY 12575

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Frank Golio Howard Hanna Rand Realty
• 

  $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
• 

  Est $499,506

  Not Listed For Sale

  59 Forge Hill Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,982 Sq Ft
  • Built 1958

  59 Forge Hill Rd, New Windsor, NY 12553

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Jesus Pintado Opendoor Brokerage LLC
• 

  $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
• 

  Est $584,032

  Not Listed For Sale

  8 Canterbury Ln, New Windsor, NY 12553

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

  8 Canterbury Ln, New Windsor, NY 12553

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Colin Seitz RE/MAX Benchmark Realty Group
• 

  

  /13

  $225,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  276 Temple Hill Rd Unit 1516, New Windsor, NY 12553

  Affordable homeownership opportunity in desirable Continental Manor! This 2-bedroom, second-floor condo offers comfortable living in a prime New Windsor location with easy access to I-84, I-87, West Point, Stewart International Airport, Metro-North train service, and New York City commuting options. Enjoy maintenance-free exterior living and community amenities including a pool. The unit offers

  Gina De Cerbo RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 1516, New Windsor, NY 12553
• 

  Est $429,294

  Not Listed For Sale

  6 Staples Ln, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft
  • Built 1948

  6 Staples Ln, New Windsor, NY 12553

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Andrea Mahoney Smitchger Realty
• 

  $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
• 

  Est $436,116

  Not Listed For Sale

  14 Provost Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,236 Sq Ft
  • Built 1962

  14 Provost Dr, New Windsor, NY 12553

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Scott R. Amendolare, Sr. RE/MAX Benchmark Realty Group
• 

  $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
• 

  Est $466,084

  Not Listed For Sale

  13 Provost Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,464 Sq Ft
  • Built 1963

  13 Provost Dr, New Windsor, NY 12553

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Jeaneth Pino-Bartchak RE/MAX Benchmark Realty Group
• 

  $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
• 

  Est $489,307

  Not Listed For Sale

  7 Provost Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1963

  7 Provost Dr, New Windsor, NY 12553

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Scott R. Amendolare, Sr. RE/MAX Benchmark Realty Group

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