New Windsor, NY Homes

• 

  $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
• 

  Est $474,340 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

  • 3% Above List Price
  • $263/SF
  • 34 Days On Market

  Last Sold Price $460,000

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

  $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
• 

  Est $371,483 Not Listed For Sale

  4 Musket Place, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1964

  4 Musket Place, New Windsor, NY 12553

  Last Sold Summary

  • 10% Above List Price
  • $352/SF
  • 12 Days On Market

  Last Sold Price $337,500

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
• 

  $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
• 

  Est $405,919 Not Listed For Sale

  74 Continental Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,336 Sq Ft
  • Built 1964

  74 Continental Dr, New Windsor, NY 12553

  Last Sold Summary

  • 15% Above List Price
  • $265/SF
  • 14 Days On Market

  Last Sold Price $354,000

  Last Listing Agent Stacy Brescia-Spreer Curasi Realty, Inc.
• 

  $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
• 

  Est $503,844 Not Listed For Sale

  8 Nee Ave, New Windsor, NY 12553

  • 5 Beds
  • 2.5 Baths
  • 2,317 Sq Ft
  • Built 1951

  8 Nee Ave, New Windsor, NY 12553

  Last Sold Summary

  • 12% Above List Price
  • $194/SF
  • 87 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Isaiah Lopez Keller Williams Hudson Valley
• 

  $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
• 

  Est $432,104 Not Listed For Sale

  5 Faye Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,314 Sq Ft
  • Built 1947

  5 Faye Ave, New Windsor, NY 12553

  Last Sold Summary

  • 4% Above List Price
  • $317/SF
  • 17 Days On Market

  Last Sold Price $416,000

  Last Listing Agent Alicia Goldman Christie's Int. Real Estate
• 

  $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
• 

  Est $486,168 Not Listed For Sale

  72 Lafayette Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 1,691 Sq Ft
  • Built 1954

  72 Lafayette Dr, New Windsor, NY 12553

  Last Sold Summary

  • 2% Above List Price
  • $281/SF
  • 13 Days On Market

  Last Sold Price $475,000

  Last Listing Agent David Mires 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 $315,652

  Last Listing Agent Melissa Forsyth Hudson Valley Home Connection

  1010 Washington Green, New Windsor, NY 12553
• 

  Est $315,290 Not Listed For Sale

  27 Lafayette Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft
  • Built 1956

  27 Lafayette Dr, New Windsor, NY 12553

  Last Sold Summary

  • 9% Above List Price
  • $267/SF
  • 13 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Steve Esposito HomeSmart Homes & Estates
• 

  $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
• 

  Est $385,466 Not Listed For Sale

  24 Faye Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1958

  24 Faye Ave, New Windsor, NY 12553

  Last Sold Summary

  • 40% Above List Price
  • $195/SF
  • 18 Days On Market

  Last Sold Price $274,950

  Last Listing Agent Joanne Finochio Howard Hanna Rand Realty
• 

  $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
• 

  Est $477,570 Not Listed For Sale

  8 Faye Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 1954

  8 Faye Ave, New Windsor, NY 12553

  Last Sold Summary

  • 11% Above List Price
  • $195/SF
  • 62 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Anita S. Cristiano Five Star Realty Group Intl
• 

  $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
• 

  Est $371,981 Not Listed For Sale

  8 Garden Dr, New Windsor, NY 12553

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

  8 Garden Dr, New Windsor, NY 12553

  Last Sold Summary

  • 6% Above List Price
  • $354/SF
  • 20 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Jacqueline Manzolillo-Blais Keller Williams Realty
• 

  $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
• 

  Est $523,939 Not Listed For Sale

  13 Louise Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 2,331 Sq Ft
  • Built 1984

  13 Louise Dr, New Windsor, NY 12553

  Last Sold Summary

  • 1% Above List Price
  • $223/SF
  • 75 Days On Market

  Last Sold Price $519,915

  Last Listing Agent Penny Alper Your Move Matters LLC
• 

  $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
• 

  Est $474,978 Not Listed For Sale

  1 Louise Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft
  • Built 1950

  1 Louise Dr, New Windsor, NY 12553

  Last Sold Summary

  • 1% Below List Price
  • $312/SF
  • 31 Days On Market

  Last Sold Price $480,000

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group
• 

  $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
• 

  Est $478,160 Not Listed For Sale

  1 Horseshoe Bend, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft
  • Built 1960

  1 Horseshoe Bend, New Windsor, NY 12553

  Last Sold Summary

  • 1% Above List Price
  • $306/SF
  • 25 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Warren Shelley Reliable Realty Group
• 

  $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
• 

  Est $493,733 Not Listed For Sale

  9 Horseshoe Bend, New Windsor, NY 12553

  • 6 Beds
  • 2 Baths
  • 2,329 Sq Ft
  • Built 1959

  9 Horseshoe Bend, New Windsor, NY 12553

  Last Sold Summary

  • 19% Above List Price
  • $178/SF
  • 304 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Maria Sidiropoulos eXp Realty
• 

  $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
• 

  Est $385,173 Not Listed For Sale

  11 Horseshoe Bend, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,073 Sq Ft
  • Built 1962

  11 Horseshoe Bend, New Windsor, NY 12553

  Last Sold Summary

  • 31% Above List Price
  • $274/SF
  • 133 Days On Market

  Last Sold Price $293,650

  Last Listing Agent Carole McCann Hudson Heritage Realty
• 

  $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
• 

  Est $429,356 Not Listed For Sale

  18 Split Tree Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft
  • Built 1964

  18 Split Tree Dr, New Windsor, NY 12553

  Last Sold Summary

  • 14% Above List Price
  • $330/SF
  • 51 Days On Market

  Last Sold Price $377,000

  Last Listing Agent Agnes Milani Howard Hanna Rand Realty
• 

  $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
• 

  Est $435,630 Not Listed For Sale

  35 Parade Place, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 1964

  35 Parade Place, New Windsor, NY 12553

  Last Sold Summary

  • 15% Above List Price
  • $219/SF
  • 94 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Veronica Rodriguez Keller Williams Hudson Valley
• 

  $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
• 

  Est $428,436 Not Listed For Sale

  33 Parade Place, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1964

  33 Parade Place, New Windsor, NY 12553

  Last Sold Summary

  • 3% Above List Price
  • $288/SF
  • 33 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Ann Marie Silvani Howard Hanna Rand Realty
• 

  $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
• 

  Est $479,175 Not Listed For Sale

  3 Continental Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1964

  3 Continental Dr, New Windsor, NY 12553

  Last Sold Summary

  • 1% Above List Price
  • $300/SF
  • 29 Days On Market

  Last Sold Price $475,500

  Last Listing Agent Christina Rowan Howard Hanna Rand Realty
• 

  $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
• 

  Est $454,147 Not Listed For Sale

  29 Continental Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1964

  29 Continental Dr, New Windsor, NY 12553

  Last Sold Summary

  • 4% Above List Price
  • $269/SF
  • 25 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Kimberlee Markarian BHHS Hudson Valley Properties

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