Recently Sold New Windsor, NY Homes

• 

  $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 $406,031

  Last Listing Agent Gloria Merino RE/MAX Town & Country

  44 Cedar Ave, New Windsor, NY 12553
• 

  $475,000 Sold Apr 30, 2025

  19 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • Built 1981

  Last Sold Summary

  • $269/SF
  • 34 Days On Market

  Current Estimated Value $514,092

  Last Listing Agent Michael Canter Keller Williams Hudson Valley

  19 Creamery Dr, 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 $597,346

  Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group

  17 Purdys Ln, New Windsor, NY 12553
• 

  $406,000 Sold May 14, 2025

  243 Garden St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft
  • Built 1963

  Last Sold Summary

  • 4% Above List Price
  • $314/SF
  • 30 Days On Market

  Current Estimated Value $424,467

  Last Listing Agent David Mires Smitchger Realty

  243 Garden St, 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 $193,094

  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 $431,001

  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 $502,040

  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 $648,102

  Last Listing Agent Elsie Nunez Keller Williams Realty

  2 Sean Ct, Rock Tavern, NY 12575
• 

  $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 $452,634

  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 $370,128

  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
• 

  $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 $703,602

  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 $687,434

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  2622 Liberty Ridge, 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 $482,000

  Last Listing Agent Jo-Ann Campagiorni

  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 $510,031

  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 $579,255

  Last Listing Agent Christine Torres Keller Williams Hudson Valley

  2 Sheafe Cir, Rock Tavern, NY 12575
• 

  $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 $435,512

  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 $311,193

  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 $488,513

  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 $299,804

  Last Listing Agent James Fox Howard Hanna Rand Realty

  68 Silver Spring 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 $849,500

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  11 Knight Ct, 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 $880,390

  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 $408,958

  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 $464,801

  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 $303,034

  Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

  307 Gazebo Ct, New Windsor, NY 12553
• 

  $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 $737,285

  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 $352,899

  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 $412,130

  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 $873,609

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  100 Pleasant Hill Rd, New Windsor, NY 12553
• 

  $920,000 Sold Jul 09, 2025

  152 Fox Hill Run, Rock Tavern, NY 12575

  • 4 Beds
  • 4 Baths
  • 4,897 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 41 Days On Market

  Current Estimated Value $938,594

  Last Listing Agent Joann Grando Joann Grando

  152 Fox Hill Run, Rock Tavern, NY 12575
• 

  $210,000 Sold Jul 25, 2025

  810 Blooming Grove Turnpike Unit 16, New Windsor, NY 12553

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

  Last Sold Summary

  • $221/SF
  • 44 Days On Market

  Last Listing Agent Wayne Patterson BHG Real Estate Green Team

  810 Blooming Grove Turnpike Unit 16, New Windsor, NY 12553
• 

  $80,000 Sold May 28, 2025

  204 Thelbridge Dr, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1989

  Last Sold Summary

  • 10% Below List Price
  • $82/SF
  • 3 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  204 Thelbridge Dr, New Windsor, NY 12553
• 

  $605,000 Sold Jan 29, 2026

  2 Dimiceli St, New Windsor, NY 12553

  • 5 Beds
  • 4 Baths
  • 3,000 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Above List Price
  • $202/SF
  • 85 Days On Market

  Current Estimated Value $585,207

  Last Listing Agent MARIA FUERTES K. Fortuna Realty, Inc.

  2 Dimiceli St, New Windsor, NY 12553
• 

  $390,000 Sold Dec 19, 2025

  12 Provost Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $301/SF
  • 19 Days On Market

  Current Estimated Value $397,510

  Last Listing Agent Michael Bussa K. Fortuna Realty, Inc.

  12 Provost Dr, New Windsor, NY 12553
• 

  $470,000 Sold Oct 28, 2025

  1721 Hawthorn Way, New Windsor, NY 12553

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

  Last Sold Summary

  • 2% Above List Price
  • $235/SF
  • 32 Days On Market

  Current Estimated Value $470,637

  Last Listing Agent Danielle Oliva Serhant LLC

  1721 Hawthorn Way, New Windsor, NY 12553
• 

  $390,000 Sold May 06, 2025

  1200 Washington Green Unit H2, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Above List Price
  • $259/SF
  • 23 Days On Market

  Current Estimated Value $401,046

  Last Listing Agent Celina Rofer Howard Hanna Rand Realty

  1200 Washington Green Unit H2, New Windsor, NY 12553
• 

  $245,000 Sold Mar 27, 2026

  810 Blooming Grove Turnpike Unit 3, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Above List Price
  • $194/SF
  • 12 Days On Market

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  810 Blooming Grove Turnpike Unit 3, New Windsor, NY 12553
• 

  $176,000 Sold Feb 06, 2026

  810 Blooming Grove Turnpike Unit 113, New Windsor, NY 12553

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

  Last Sold Summary

  • 5% Below List Price
  • $185/SF
  • 18 Days On Market

  Last Listing Agent Lorri Miller 1st Independent Realty Grp

  810 Blooming Grove Turnpike Unit 113, New Windsor, NY 12553

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