Recently Sold New Windsor, NY Homes

• 

  $480,000 Sold Oct 15, 2025

  510 MacNary Rd, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,158 Sq Ft
  • Built 1975

  Last Sold Summary

  • 7% Above List Price
  • $222/SF
  • 18 Days On Market

  Current Estimated Value $499,945

  Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

  510 MacNary Rd, New Windsor, NY 12553
• 

  $660,000 Sold Feb 18, 2026

  34 Melissa Ln, Washingtonville, NY 10992

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 1998

  Last Sold Summary

  • 8% Below List Price
  • $254/SF
  • 180 Days On Market

  Current Estimated Value $659,858

  Last Listing Agent Mary Ann Mitchell eXp Realty

  34 Melissa Ln, Washingtonville, NY 10992
• 

  $335,000 Sold Jun 12, 2025

  11 Veronica Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft
  • Built 1951

  Last Sold Summary

  • 5% Above List Price
  • $409/SF
  • 8 Days On Market

  Current Estimated Value $342,979

  Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group

  11 Veronica Ave, New Windsor, NY 12553
• 

  $450,000 Sold Dec 09, 2025

  303 Windsor Hwy, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Built 1938

  Last Sold Summary

  • $750/SF
  • 0 Days On Market

  Current Estimated Value $456,457

  Last Listing Agent Joel Lowy MS Realty Group USA, Inc

  303 Windsor Hwy, New Windsor, NY 12553
• 

  $685,000 Sold Jan 14, 2026

  323 Sycamore Dr, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 3,512 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $195/SF
  • 74 Days On Market

  Current Estimated Value $679,217

  Last Listing Agent Haakim Byrd HomeSmart Homes & Estates

  323 Sycamore Dr, New Windsor, NY 12553
• 

  $370,000 Sold Feb 10, 2026

  11 Hudson Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $263/SF
  • 54 Days On Market

  Current Estimated Value $377,528

  Last Listing Agent Alexander Panet Real Broker NY LLC

  11 Hudson Dr, New Windsor, NY 12553
• 

  $370,000 Sold Nov 13, 2025

  49 Mertes Ln, New Windsor, NY 12553

  • 4 Beds
  • 1 Bath
  • 1,627 Sq Ft
  • Built 1954

  Last Sold Summary

  • 8% Below List Price
  • $227/SF
  • 87 Days On Market

  Current Estimated Value $399,264

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  49 Mertes Ln, New Windsor, NY 12553
• 

  $401,000 Sold Jun 06, 2025

  108 Laurel Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,308 Sq Ft
  • Built 1947

  Last Sold Summary

  • 9% Above List Price
  • $307/SF
  • 35 Days On Market

  Current Estimated Value $407,958

  Last Listing Agent David Mires Smitchger Realty

  108 Laurel Dr, New Windsor, NY 12553
• 

  $265,000 Sold Aug 18, 2025

  276 Temple Hill Rd Unit 1611, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Above List Price
  • $225/SF
  • 18 Days On Market

  Current Estimated Value $272,519

  Last Listing Agent Shirley Mojica Compass Greater NY, LLC

  276 Temple Hill Rd Unit 1611, New Windsor, NY 12553
• 

  $875,000 Sold Oct 15, 2025

  6 Jefferson Ave, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 2,733 Sq Ft
  • Built 2024

  Last Sold Summary

  • 9% Above List Price
  • $320/SF
  • 278 Days On Market

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  6 Jefferson Ave, New Windsor, NY 12553
• 

  $400,000 Sold Dec 02, 2025

  155 Erie Ave, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,192 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $336/SF
  • 32 Days On Market

  Current Estimated Value $393,237

  Last Listing Agent Christina Tsatsaron HomeSmart Homes & Estates

  155 Erie Ave, New Windsor, NY 12553
• 

  $149,000 Sold Jun 12, 2025

  16 Bivona Ln Unit 76, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,248 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $119/SF
  • 48 Days On Market

  Last Listing Agent Suzanne Welch Coldwell Banker Realty

  16 Bivona Ln Unit 76, New Windsor, NY 12553
• 

  $559,000 Sold Dec 05, 2025

  14 Cimorelli Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,908 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Above List Price
  • $293/SF
  • 41 Days On Market

  Current Estimated Value $565,928

  Last Listing Agent Ewa Kusmierek eXp Realty

  14 Cimorelli Dr, New Windsor, NY 12553
• 

  $500,000 Sold Jan 15, 2026

  41 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Above List Price
  • $267/SF
  • 24 Days On Market

  Current Estimated Value $504,250

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  41 Creamery Dr, New Windsor, NY 12553
• 

  $77,900 Sold Jan 07, 2026

  412 Sand Gate Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft
  • Built 2018

  Last Sold Summary

  • 13% Below List Price
  • $107/SF
  • 127 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  412 Sand Gate Dr, New Windsor, NY 12553
• 

  $699,000 Sold Mar 17, 2026

  2806 Cherry Tree Way, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 3,500 Sq Ft
  • Built 2004

  Last Sold Summary

  • 7% Below List Price
  • $200/SF
  • 140 Days On Market

  Current Estimated Value $709,392

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty

  2806 Cherry Tree Way, New Windsor, NY 12553
• 

  $680,000 Sold Apr 10, 2026

  545 Shore Dr, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,695 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Below List Price
  • $252/SF
  • 270 Days On Market

  Current Estimated Value $690,733

  Last Listing Agent Michael Rostanzo Tactical Realty LLC

  545 Shore Dr, New Windsor, NY 12553
• 

  $475,000 Sold Dec 22, 2025

  1802 Hawthorn Way, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft
  • Built 2012

  Last Sold Summary

  • $222/SF
  • 32 Days On Market

  Current Estimated Value $479,076

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  1802 Hawthorn Way, New Windsor, NY 12553
• 

  $255,500 Sold May 21, 2025

  3 Jennifer Ct, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,076 Sq Ft
  • Built 1881

  Last Sold Summary

  • 2% Below List Price
  • $237/SF
  • 132 Days On Market

  Current Estimated Value $280,607

  Last Listing Agent Win Morrison Win Morrison Realty

  3 Jennifer Ct, New Windsor, NY 12553
• 

  $320,000 Sold Sep 16, 2025

  505 Barberry Ln Unit 91, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,312 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Above List Price
  • $244/SF
  • 18 Days On Market

  Current Estimated Value $332,685

  Last Listing Agent JOHN SCARANO Keller Williams Realty

  505 Barberry Ln Unit 91, New Windsor, NY 12553
• 

  $535,000 Sold Aug 27, 2025

  309 Maple Ave, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 2,526 Sq Ft
  • Built 1927

  Last Sold Summary

  • 2% Above List Price
  • $212/SF
  • 47 Days On Market

  Current Estimated Value $555,588

  Last Listing Agent Jennifer Rivera Keller Williams Realty

  309 Maple Ave, New Windsor, NY 12553
• 

  $440,000 Sold Feb 02, 2026

  223 Margo St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,691 Sq Ft
  • Built 1961

  Last Sold Summary

  • 7% Above List Price
  • $260/SF
  • 41 Days On Market

  Current Estimated Value $428,800

  Last Listing Agent Tyler Prokosch John J Lease REALTORS Inc

  223 Margo St, New Windsor, NY 12553
• 

  $375,000 Sold Dec 23, 2025

  9 Louise Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft
  • Built 1974

  Last Sold Summary

  • 23% Below List Price
  • $214/SF
  • 223 Days On Market

  Current Estimated Value $396,861

  Last Listing Agent JoCATENA HARGROVE Century 21 Hudson Valley Rlty.

  9 Louise Dr, New Windsor, NY 12553
• 

  $208,000 Sold Dec 08, 2025

  Lot 1 Bethlehem Rd, New Windsor, NY 12553

  • Land
  • 1.52 Acres
  • $136,842 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 348 Days On Market

  Last Listing Agent Shawn Larry SHAHAR Management LLC

  Lot 1 Bethlehem Rd, New Windsor, NY 12553
• 

  $525,000 Sold Aug 22, 2025

  491 Toleman Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2.5 Baths
  • 1,838 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Above List Price
  • $286/SF
  • 20 Days On Market

  Current Estimated Value $539,634

  Last Listing Agent Jacqueline Manzolillo-Blais Keller Williams Realty

  491 Toleman Rd, Rock Tavern, NY 12575
• 

  $238,000 Sold Mar 31, 2026

  810 Blooming Grove Turnpike Unit 36, New Windsor, NY 12553

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

  Last Sold Summary

  • 1% Above List Price
  • $189/SF
  • 13 Days On Market

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  810 Blooming Grove Turnpike Unit 36, New Windsor, NY 12553
• 

  $535,000 Sold Feb 27, 2026

  6 Farmstead Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,768 Sq Ft
  • Built 1966

  Last Sold Summary

  • 2% Above List Price
  • $193/SF
  • 92 Days On Market

  Current Estimated Value $529,657

  Last Listing Agent Hayley Butterfield LPT Realty Tri-State, LLC

  6 Farmstead Rd, New Windsor, NY 12553
• 

  $380,000 Sold Dec 01, 2025

  5 Buttermilk Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Above List Price
  • $224/SF
  • 0 Days On Market

  Current Estimated Value $391,758

  Last Listing Agent Federico Prada RE/MAX Benchmark Realty Group

  5 Buttermilk Dr, New Windsor, NY 12553
• 

  $380,000 Sold Jan 16, 2026

  3 Saint Anne Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft
  • Built 1959

  Last Sold Summary

  • 5% Below List Price
  • $273/SF
  • 104 Days On Market

  Current Estimated Value $386,204

  Last Listing Agent Penny Alper Your Move Matters LLC

  3 Saint Anne Dr, New Windsor, NY 12553
• 

  $256,000 Sold Sep 18, 2025

  8 E Green Rd, Rock Tavern, NY 12575

  • 5 Beds
  • 2 Baths
  • 1,962 Sq Ft
  • Built 1947

  Last Sold Summary

  • 14% Below List Price
  • $130/SF
  • 47 Days On Market

  Current Estimated Value $261,019

  Last Listing Agent Joy Gallagher Weichert Realtors

  8 E Green Rd, Rock Tavern, NY 12575
• 

  $260,000 Sold Mar 19, 2026

  276 Temple Hill Rd Unit 2604, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Above List Price
  • $221/SF
  • 30 Days On Market

  Last Listing Agent Jahnny Crespo RE/MAX Town & Country

  276 Temple Hill Rd Unit 2604, New Windsor, NY 12553
• 

  $508,000 Sold Aug 15, 2025

  12 Truex Cir, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,874 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Below List Price
  • $271/SF
  • 57 Days On Market

  Current Estimated Value $518,137

  Last Listing Agent Deborah Meurlin Exit Realty Connections

  12 Truex Cir, New Windsor, NY 12553
• 

  $350,000 Sold Jul 23, 2025

  1 Park Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,542 Sq Ft
  • Built 1957

  Last Sold Summary

  • 5% Below List Price
  • $227/SF
  • 48 Days On Market

  Current Estimated Value $380,026

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  1 Park Hill Dr, New Windsor, NY 12553
• 

  $240,000 Sold Mar 27, 2026

  276 Temple Hill Rd Unit 2513, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $204/SF
  • 42 Days On Market

  Current Estimated Value $254,647

  Last Listing Agent Tameeka Williams KFortuna All Aspects Realty

  276 Temple Hill Rd Unit 2513, New Windsor, NY 12553
• 

  $485,000 Sold Dec 05, 2025

  117 Holly Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,731 Sq Ft
  • Built 1941

  Last Sold Summary

  • 4% Above List Price
  • $280/SF
  • 19 Days On Market

  Current Estimated Value $489,390

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

  117 Holly Dr, New Windsor, NY 12553
• 

  $435,000 Sold Jun 03, 2025

  233 Daniher Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 1953

  Last Sold Summary

  • 3% Below List Price
  • $251/SF
  • 25 Days On Market

  Current Estimated Value $416,098

  Last Listing Agent Letoya Washington Howard Hanna Rand Realty

  233 Daniher Ave, New Windsor, NY 12553
• 

  $610,000 Sold Jan 27, 2026

  2033 Little Britain Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2.5 Baths
  • 2,698 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $226/SF
  • 41 Days On Market

  Current Estimated Value $628,272

  Last Listing Agent Steve Esposito HomeSmart Homes & Estates

  2033 Little Britain Rd, Rock Tavern, NY 12575
• 

  $402,000 Sold Jun 03, 2025

  26 Ellison Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1957

  Last Sold Summary

  • 15% Above List Price
  • $276/SF
  • 18 Days On Market

  Current Estimated Value $427,343

  Last Listing Agent Abigail Anderson BHHS Hudson Valley Properties

  26 Ellison Dr, New Windsor, NY 12553
• 

  $849,900 Sold Nov 03, 2025

  558 Beattie Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • Built 2010

  Last Sold Summary

  • $473/SF
  • 38 Days On Market

  Current Estimated Value $853,776

  Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

  558 Beattie Rd, Rock Tavern, NY 12575
• 

  $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

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