New Windsor, NY Homes

• 

  Est $702,500

  Not Listed For Sale

  2824 Cherry Tree Way, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,488 Sq Ft
  • Built 2004

  2824 Cherry Tree Way, New Windsor, NY 12553

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Jonathan Minerick HomeCoin.com
• 

  $525,000

  Sold Jun 15, 2026

  114 Chestnut Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft
  • Built 1941

  Last Sold Summary

  • $354/SF
  • 42 Days On Market

  Current Estimated Value $518,382

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  114 Chestnut Dr, New Windsor, NY 12553
• 

  Est $729,503

  Not Listed For Sale

  2808 Cherry Tree Way, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft
  • Built 2004

  2808 Cherry Tree Way, New Windsor, NY 12553

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Amy Wilhelm Corcoran Baer & McIntosh
• 

  $530,000

  Sold Sep 30, 2025

  47 Clintonwood Dr, New Windsor, NY 12553

  • 5 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Below List Price
  • $251/SF
  • 34 Days On Market

  Current Estimated Value $549,351

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  47 Clintonwood Dr, New Windsor, NY 12553
• 

  Est $727,670

  Not Listed For Sale

  2656 Liberty Ridge, New Windsor, NY 12553

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

  2656 Liberty Ridge, New Windsor, NY 12553

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Federico Prada Curasi Realty, Inc.
• 

  $219,950

  Sold Dec 16, 2025

  14 Coffey Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,001 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $220/SF
  • 37 Days On Market

  Current Estimated Value $237,600

  Last Listing Agent Alexander Panet Real Broker NY LLC

  14 Coffey Ave, New Windsor, NY 12553
• 

  Est $769,734

  Not Listed For Sale

  3015 Molly Pitcher Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft
  • Built 2006

  3015 Molly Pitcher Dr, New Windsor, NY 12553

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Erin Connolly-Frontino Artisan Realty
• 

  $785,000

  Sold Sep 16, 2026

  35 Briarwood Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,425 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Below List Price
  • $324/SF
  • 53 Days On Market

  Current Estimated Value $819,380

  Last Listing Agent Erin Talarico Howard Hanna Rand Realty

  35 Briarwood Ln, New Windsor, NY 12553
• 

  Est $740,314

  Not Listed For Sale

  2044 Independence Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft
  • Built 2005

  2044 Independence Dr, New Windsor, NY 12553

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Tracy Dickerson Keller Williams Hudson Valley
• 

  $205,000

  Sold Oct 21, 2025

  120 John St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,044 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $196/SF
  • 21 Days On Market

  Current Estimated Value $231,004

  Last Listing Agent Jane Alfidi Howard Hanna Rand Realty

  120 John St, New Windsor, NY 12553
• 

  Est $738,054

  Not Listed For Sale

  3042 Molly Pitcher Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft
  • Built 2007

  3042 Molly Pitcher Dr, New Windsor, NY 12553

  Last Sold Summary

  • 176 Days On Market

  Last Listing Agent Verria Hairston Opendoor Brokerage LLC
• 

  $332,500

  Sold Aug 31, 2026

  1103 Washington Green, New Windsor, NY 12553

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

  Last Sold Summary

  • 2% Above List Price
  • $323/SF
  • 27 Days On Market

  Current Estimated Value $322,882

  Last Listing Agent Lauren Racanelli RE/MAX Benchmark Realty Group

  1103 Washington Green, New Windsor, NY 12553
• 

  Est $513,597

  Not Listed For Sale

  352 Shelly Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,996 Sq Ft
  • Built 1976

  352 Shelly Rd, New Windsor, NY 12553

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent Nicole Gold RE/MAX Benchmark Realty Group
• 

  $679,000

  Sold Oct 31, 2025

  195 Pleasant Hill Rd, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,405 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Above List Price
  • $282/SF
  • 44 Days On Market

  Current Estimated Value $695,358

  Last Listing Agent Martin Remo RE/MAX Prime Properties

  195 Pleasant Hill Rd, New Windsor, NY 12553
• 

  Est $590,072

  Not Listed For Sale

  322 Burroughs Ln, New Windsor, NY 12553

  • 5 Beds
  • 2.5 Baths
  • 2,502 Sq Ft
  • Built 1978

  322 Burroughs Ln, New Windsor, NY 12553

  Last Sold Summary

  • 156 Days On Market

  Last Listing Agent Anna Mantovi Harbor Gray Real Estate LLC
• 

  $475,000

  Sold Apr 29, 2026

  1 Townsend St, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $227/SF
  • 127 Days On Market

  Current Estimated Value $492,383

  Last Listing Agent Ammar Iqbal eXp Realty

  1 Townsend St, New Windsor, NY 12553
• 

  Est $519,791

  Not Listed For Sale

  59 Keats Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 1978

  59 Keats Dr, New Windsor, NY 12553

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Virginia Corbett eXp Realty
• 

  $105,000

  Sold Sep 03, 2026

  140 Mount Airy Rd, New Windsor, NY 12553

  • Land
  • 1.3 Acres
  • $80,769 per Acre

  Last Sold Summary

  • 45% Above List Price
  • 48 Days On Market

  Last Listing Agent Jane Alfidi Howard Hanna Rand Realty

  140 Mount Airy Rd, New Windsor, NY 12553
• 

  Est $527,623

  Not Listed For Sale

  73 Keats Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,347 Sq Ft
  • Built 1978

  73 Keats Dr, New Windsor, NY 12553

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Jeffrey Miller Howard Hanna Rand Realty
• 

  $430,000

  Sold Mar 11, 2026

  76 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 2,004 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $215/SF
  • 110 Days On Market

  Current Estimated Value $461,520

  Last Listing Agent Jeanette Santory Howard Hanna Rand Realty

  76 Creamery Dr, New Windsor, NY 12553
• 

  Est $581,879

  Not Listed For Sale

  31 Keats Dr, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 2,875 Sq Ft
  • Built 1979

  31 Keats Dr, New Windsor, NY 12553

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Jackie Siracuse Absolute Real Estate of NY Inc
• 

  $200,000

  Sold Oct 24, 2025

  276 Temple Hill Rd Unit 1604, New Windsor, NY 12553

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

  Last Sold Summary

  • $250/SF
  • 60 Days On Market

  Current Estimated Value $205,645

  Last Listing Agent Desiree Beecham River Realty Services, Inc.

  276 Temple Hill Rd Unit 1604, New Windsor, NY 12553
• 

  Est $469,609

  Not Listed For Sale

  222 Melville Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Built 1975

  222 Melville Dr, New Windsor, NY 12553

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent William Giannico Keller Williams Realty
• 

  $325,000

  Sold Jun 26, 2026

  302 Lake Rd, Salisbury Mills, NY 12577

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • Built 1950

  Last Sold Summary

  • 9% Above List Price
  • $451/SF
  • 25 Days On Market

  Current Estimated Value $327,986

  Last Listing Agent Nicole Gold RE/MAX Benchmark Realty Group

  302 Lake Rd, Salisbury Mills, NY 12577
• 

  Est $505,657

  Not Listed For Sale

  52 Keats Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,707 Sq Ft
  • Built 1976

  52 Keats Dr, New Windsor, NY 12553

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Suzanne Sweeney RE/MAX Benchmark Realty Group
• 

  $450,000

  Sold Jul 17, 2026

  1707 Hawthorn Way, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,758 Sq Ft
  • Built 2013

  Last Sold Summary

  • 3% Below List Price
  • $256/SF
  • 32 Days On Market

  Current Estimated Value $424,917

  Last Listing Agent Rupinder Singh Iconic Pros

  1707 Hawthorn Way, New Windsor, NY 12553
• 

  Est $443,794

  Not Listed For Sale

  44 Keats Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,532 Sq Ft
  • Built 1977

  44 Keats Dr, New Windsor, NY 12553

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Angela Danosky Picture It Sold, LLC
• 

  $375,000

  Sold Apr 13, 2026

  320 Walnut Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,147 Sq Ft
  • Built 1960

  Last Sold Summary

  • 7% Above List Price
  • $327/SF
  • 19 Days On Market

  Current Estimated Value $372,966

  Last Listing Agent Thomas Pellegrino Curasi Realty, Inc.

  320 Walnut Ave, New Windsor, NY 12553
• 

  Est $473,535

  Not Listed For Sale

  309 Nina St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,646 Sq Ft
  • Built 1973

  309 Nina St, New Windsor, NY 12553

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group
• 

  $720,000

  Sold Aug 03, 2026

  47 Finley Dr, Salisbury Mills, NY 12577

  • 4 Beds
  • 3 Baths
  • 2,886 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $249/SF
  • 69 Days On Market

  Current Estimated Value $711,905

  Last Listing Agent Paul Biagini Biagini Realty

  47 Finley Dr, Salisbury Mills, NY 12577
• 

  Est $488,294

  Not Listed For Sale

  401 Philo St, New Windsor, NY 12553

  • 4 Beds
  • 1.5 Baths
  • 1,696 Sq Ft
  • Built 1973

  401 Philo St, New Windsor, NY 12553

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Virginia Corbett eXp Realty
• 

  $705,000

  Sold Aug 03, 2026

  351 Jackson Ave, New Windsor, NY 12553

  • 3 Beds
  • 3.5 Baths
  • 2,498 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $282/SF
  • 41 Days On Market

  Current Estimated Value $695,493

  Last Listing Agent Jennifer Gold RE/MAX Benchmark Realty Group

  351 Jackson Ave, New Windsor, NY 12553
• 

  Est $489,944

  Not Listed For Sale

  324 Nina St, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 1974

  324 Nina St, New Windsor, NY 12553

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates
• 

  $530,000

  Sold Mar 03, 2026

  293 Garden St, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft
  • Built 1993

  Last Sold Summary

  • $269/SF
  • 65 Days On Market

  Current Estimated Value $522,738

  Last Listing Agent Ann Margaret Bolton eRealty Advisors, Inc

  293 Garden St, New Windsor, NY 12553
• 

  Est $527,487

  Not Listed For Sale

  328 Nina St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,690 Sq Ft
  • Built 1974

  328 Nina St, New Windsor, NY 12553

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Suzanne Sweeney RE/MAX Benchmark Realty Group
• 

  $450,000

  Sold Dec 16, 2025

  32 Valley Dr, Salisbury Mills, NY 12577

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1975

  Last Sold Summary

  • 5% Below List Price
  • $285/SF
  • 55 Days On Market

  Current Estimated Value $457,226

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  32 Valley Dr, Salisbury Mills, NY 12577
• 

  Est $504,589

  Not Listed For Sale

  362 Nina St, New Windsor, NY 12553

  • 4 Beds
  • 1.5 Baths
  • 1,704 Sq Ft
  • Built 1975

  362 Nina St, New Windsor, NY 12553

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Andrea Mahoney Smitchger Realty
• 

  $415,000

  Sold Nov 07, 2025

  206 Tamerisk Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,630 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $255/SF
  • 30 Days On Market

  Current Estimated Value $429,365

  Last Listing Agent Jennifer Lucas Keller Williams Realty

  206 Tamerisk Ln, New Windsor, NY 12553
• 

  Est $342,609

  Not Listed For Sale

  168 Vails Gate Heights Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,622 Sq Ft
  • Built 1973

  168 Vails Gate Heights Dr, New Windsor, NY 12553

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Edgar Martinez HomeSmart Homes & Estates
• 

  $487,500

  Sold Feb 06, 2026

  14 Windsor Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,864 Sq Ft
  • Built 1952

  Last Sold Summary

  • 3% Above List Price
  • $262/SF
  • 53 Days On Market

  Current Estimated Value $482,302

  Last Listing Agent Michael Cahill HomeSmart Homes & Estates

  14 Windsor Dr, New Windsor, NY 12553

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