Recently Sold New Windsor, NY Homes

• 

  $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 $433,603

  Last Listing Agent Jennifer Lucas Keller Williams Realty

  206 Tamerisk Ln, New Windsor, NY 12553
• 

  $216,500 Sold Apr 30, 2025

  191 Quassaick Ave, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,308 Sq Ft
  • Built 1960

  Last Sold Summary

  • 9% Above List Price
  • $166/SF
  • 525 Days On Market

  Current Estimated Value $235,435

  Last Listing Agent Katheryn DeClerck Howard Hanna Rand Realty

  191 Quassaick Ave, New Windsor, NY 12553
• 

  $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 $472,609

  Last Listing Agent Michael Cahill HomeSmart Homes & Estates

  14 Windsor Dr, New Windsor, NY 12553
• 

  $225,000 Sold Jul 16, 2025

  276 Temple Hill Rd Unit 807, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1979

  Last Sold Summary

  • 10% Below List Price
  • $191/SF
  • 48 Days On Market

  Current Estimated Value $242,746

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 807, New Windsor, NY 12553
• 

  $280,000 Sold Nov 19, 2025

  1121 Washington Green, New Windsor, NY 12553

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

  Last Sold Summary

  • 7% Below List Price
  • $272/SF
  • 206 Days On Market

  Current Estimated Value $287,468

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  1121 Washington Green, New Windsor, NY 12553
• 

  $189,500 Sold Jul 11, 2025

  10 Oakwood Terrace Unit 123, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1965

  Last Sold Summary

  • $211/SF
  • 29 Days On Market

  Current Estimated Value $161,000

  Last Listing Agent Suzanne Sweeney RE/MAX Benchmark Realty Group

  10 Oakwood Terrace Unit 123, New Windsor, NY 12553
• 

  $675,000 Sold Aug 19, 2025

  5 Ziegler Ln, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 3,035 Sq Ft
  • Built 1996

  Last Sold Summary

  • $222/SF
  • 45 Days On Market

  Current Estimated Value $701,995

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  5 Ziegler Ln, New Windsor, NY 12553
• 

  $475,000 Sold Aug 19, 2025

  401 Philo St, New Windsor, NY 12553

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

  Last Sold Summary

  • 2% Above List Price
  • $280/SF
  • 34 Days On Market

  Current Estimated Value $493,904

  Last Listing Agent Virginia Corbett eXp Realty

  401 Philo St, New Windsor, NY 12553
• 

  $385,000 Sold Nov 27, 2025

  1068 River Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $231/SF
  • 61 Days On Market

  Current Estimated Value $384,782

  Last Listing Agent Yidel Rosenberg MS Realty Group USA, Inc

  1068 River Rd, New Windsor, NY 12553
• 

  $385,000 Sold Feb 16, 2026

  221 Tamerisk Ln, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,895 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $203/SF
  • 37 Days On Market

  Current Estimated Value $390,062

  Last Listing Agent Naomi Streicher Q Home Sales

  221 Tamerisk Ln, New Windsor, NY 12553
• 

  $452,000 Sold Jul 29, 2025

  106 Holly Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1941

  Last Sold Summary

  • 4% Above List Price
  • $288/SF
  • 15 Days On Market

  Current Estimated Value $465,454

  Last Listing Agent Gina De Cerbo RE/MAX Benchmark Realty Group

  106 Holly Dr, New Windsor, NY 12553
• 

  $424,900 Sold Feb 17, 2026

  11 Sunset Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,595 Sq Ft
  • Built 1952

  Last Sold Summary

  • $266/SF
  • 57 Days On Market

  Current Estimated Value $415,850

  Last Listing Agent ALDO TROPEANO Sams Realty

  11 Sunset Dr, New Windsor, NY 12553
• 

  $450,000 Sold May 16, 2025

  87 Vails Gate Heights Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $228/SF
  • 24 Days On Market

  Current Estimated Value $472,071

  Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group

  87 Vails Gate Heights Dr, New Windsor, NY 12553
• 

  $645,000 Sold Jan 13, 2026

  24 Hillcrest Dr, Salisbury Mills, NY 12577

  • 4 Beds
  • 2.5 Baths
  • 2,947 Sq Ft
  • Built 1993

  Last Sold Summary

  • 2% Below List Price
  • $219/SF
  • 80 Days On Market

  Current Estimated Value $646,055

  Last Listing Agent Minnie Thomas Keller Williams Hudson Valley

  24 Hillcrest Dr, Salisbury Mills, NY 12577
• 

  $325,000 Sold Sep 12, 2025

  256 Quassaick Ave Unit 17, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft
  • Built 1991

  Last Sold Summary

  • $228/SF
  • 33 Days On Market

  Current Estimated Value $337,408

  Last Listing Agent Carina Rodriguez HomeSmart Homes & Estates

  256 Quassaick Ave Unit 17, New Windsor, NY 12553
• 

  $205,000 Sold Mar 16, 2026

  312 Brittany Terrace Unit 312, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $131/SF
  • 99 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  312 Brittany Terrace Unit 312, Rock Tavern, NY 12575
• 

  $550,000 Sold Nov 21, 2025

  40 Hillside Ave, New Windsor, NY 12553

  • 6 Beds
  • 3 Baths
  • 1,344 Sq Ft
  • Built 1963

  Last Sold Summary

  • 4% Above List Price
  • $409/SF
  • 43 Days On Market

  Current Estimated Value $548,954

  Last Listing Agent Navia Mordan Exit Realty Connections

  40 Hillside Ave, New Windsor, NY 12553
• 

  $145,000 Sold Sep 17, 2025

  418 Sand Gate Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Above List Price
  • $100/SF
  • 19 Days On Market

  Last Listing Agent Ann Marie Silvani Howard Hanna Rand Realty

  418 Sand Gate Dr, New Windsor, NY 12553
• 

  $290,000 Sold Dec 11, 2025

  37 Clancy Ave, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1920

  Last Sold Summary

  • 14% Above List Price
  • $242/SF
  • 41 Days On Market

  Current Estimated Value $292,457

  Last Listing Agent Carlos Bermudez 1st Independent Realty Grp

  37 Clancy Ave, New Windsor, NY 12553
• 

  $460,000 Sold Nov 13, 2025

  355 Temple Hill Rd, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Below List Price
  • $240/SF
  • 68 Days On Market

  Current Estimated Value $461,118

  Last Listing Agent Thomas Hennerty

  355 Temple Hill Rd, New Windsor, NY 12553
• 

  $255,000 Sold Jul 30, 2025

  276 Temple Hill Rd Unit 1518, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 1,026 Sq Ft
  • Built 1985

  Last Sold Summary

  • $249/SF
  • 26 Days On Market

  Current Estimated Value $252,037

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 1518, New Windsor, NY 12553
• 

  $424,000 Sold Nov 24, 2025

  2322 State Route 32, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft
  • Built 1935

  Last Sold Summary

  • 6% Below List Price
  • $249/SF
  • 52 Days On Market

  Current Estimated Value $439,609

  Last Listing Agent Antonio Sanchez Harbor Gray Real Estate LLC

  2322 State Route 32, New Windsor, NY 12553
• 

  $475,000 Sold Jun 08, 2025

  8 Jay St, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • Built 1958

  Last Sold Summary

  • 12% Above List Price
  • $269/SF
  • 38 Days On Market

  Current Estimated Value $457,227

  Last Listing Agent Annette Cicinelli Keller Williams Realty Partner

  8 Jay St, New Windsor, NY 12553
• 

  $120,000 Sold May 01, 2025

  501 Watch Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 2013

  Last Sold Summary

  • 1% Above List Price
  • $97/SF
  • 43 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  501 Watch Hill Dr, New Windsor, NY 12553
• 

  $320,000 Sold Aug 01, 2025

  1086 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1992

  Last Sold Summary

  • 7% Above List Price
  • $311/SF
  • 22 Days On Market

  Current Estimated Value $326,041

  Last Listing Agent Elizabeth Perrego Cronin & Company Real Estate

  1086 Washington Green, New Windsor, NY 12553
• 

  $220,000 Sold May 19, 2025

  201 Brittany Terrace, Rock Tavern, NY 12575

  • 2 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 2014

  Last Sold Summary

  • 12% Below List Price
  • $131/SF
  • 88 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  201 Brittany Terrace, Rock Tavern, NY 12575
• 

  $429,000 Sold Jul 03, 2025

  6 Hilltop Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1951

  Last Sold Summary

  • 8% Above List Price
  • $365/SF
  • 30 Days On Market

  Current Estimated Value $438,288

  Last Listing Agent Joseph Frullaney Real Broker NY LLC

  6 Hilltop Dr, New Windsor, NY 12553
• 

  $375,000 Sold Jul 22, 2025

  45 Jacqueline St, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1955

  Last Sold Summary

  • 4% Below List Price
  • $460/SF
  • 213 Days On Market

  Current Estimated Value $385,354

  Last Listing Agent Kathleen Milich RE/MAX Benchmark Realty Group

  45 Jacqueline St, New Windsor, NY 12553
• 

  $480,000 Sold Jan 14, 2026

  458 Mount Airy Rd, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 1,128 Sq Ft
  • Built 1959

  Last Sold Summary

  • 7% Above List Price
  • $426/SF
  • 26 Days On Market

  Current Estimated Value $470,156

  Last Listing Agent Sharon Satkowski Hudson Heritage Realty

  458 Mount Airy Rd, New Windsor, NY 12553
• 

  $195,000 Sold Jun 25, 2025

  810 Blooming Grove Turnpike Unit 62, New Windsor, NY 12553

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

  Last Sold Summary

  • 2% Below List Price
  • $205/SF
  • 19 Days On Market

  Last Listing Agent Luanne McGann Century 21 Full Service Realty

  810 Blooming Grove Turnpike Unit 62, New Windsor, NY 12553
• 

  $378,500 Sold Apr 15, 2025

  22 Cause Way, New Windsor, NY 12553

  • 5 Beds
  • 3 Baths
  • 2,112 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Below List Price
  • $179/SF
  • 48 Days On Market

  Current Estimated Value $456,697

  Last Listing Agent Deborah Meurlin Exit Realty Connections

  22 Cause Way, New Windsor, NY 12553
• 

  $465,000 Sold Jun 30, 2025

  211 Butter Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,188 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $213/SF
  • 48 Days On Market

  Current Estimated Value $488,110

  Last Listing Agent Brian Smith River Realty Services, Inc.

  211 Butter Hill Dr, New Windsor, NY 12553
• 

  $256,000 Sold Jul 03, 2025

  276 Temple Hill Rd Unit 1608, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Above List Price
  • $250/SF
  • 41 Days On Market

  Current Estimated Value $243,831

  Last Listing Agent Virginia Corbett eXp Realty

  276 Temple Hill Rd Unit 1608, New Windsor, NY 12553
• 

  $825,000 Sold May 21, 2025

  10 McDonald Ct, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,494 Sq Ft
  • Built 2025

  Last Sold Summary

  • $331/SF
  • 26 Days On Market

  Last Listing Agent Kathryn DeCrosta John J Lease REALTORS Inc

  10 McDonald Ct, New Windsor, NY 12553
• 

  $909,000 Sold Nov 10, 2025

  41 Frank St, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 2,856 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $318/SF
  • 154 Days On Market

  Last Listing Agent Kathryn DeCrosta John J Lease REALTORS Inc

  41 Frank St, New Windsor, NY 12553
• 

  $405,000 Sold Apr 22, 2025

  1303 Balsam Dr, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,830 Sq Ft
  • Built 2009

  Last Sold Summary

  • 1% Above List Price
  • $221/SF
  • 23 Days On Market

  Current Estimated Value $429,270

  Last Listing Agent Jeanette Santory Howard Hanna Rand Realty

  1303 Balsam Dr, New Windsor, NY 12553
• 

  $400,000 Sold Sep 24, 2025

  1095 State Route 94, New Windsor, NY 12553

  • 4 Beds
  • 1.5 Baths
  • 1,904 Sq Ft
  • Built 1945

  Last Sold Summary

  • 6% Above List Price
  • $210/SF
  • 17 Days On Market

  Current Estimated Value $419,159

  Last Listing Agent Angela Paul Century 21 Alliance Rlty Group

  1095 State Route 94, New Windsor, NY 12553
• 

  $475,000 Sold Feb 27, 2026

  18 Park Hill Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Below List Price
  • $226/SF
  • 8 Days On Market

  Current Estimated Value $476,872

  Last Listing Agent Marcel Bellucci SPIRAL NY Real Estate LLC

  18 Park Hill Dr, New Windsor, NY 12553
• 

  $1,200,000 Sold Aug 08, 2025

  99 Purdys Ln, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft
  • Built 1980

  Last Sold Summary

  • 14% Below List Price
  • $743/SF
  • 21 Days On Market

  Current Estimated Value $1,075,726

  Last Listing Agent Laurie DiFrancesco Howard Hanna Rand Realty

  99 Purdys Ln, New Windsor, NY 12553
• 

  $520,000 Sold Dec 19, 2025

  108 Parkdale Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,883 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Above List Price
  • $276/SF
  • 204 Days On Market

  Current Estimated Value $527,922

  Last Listing Agent Filomena Sousa John J Lease REALTORS Inc

  108 Parkdale Dr, New Windsor, NY 12553

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