Recently Sold New Windsor, NY Homes

• 

  $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 $407,517

  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 $478,261

  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 $1,051,780

  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 $514,219

  Last Listing Agent Filomena Sousa John J Lease REALTORS Inc

  108 Parkdale Dr, New Windsor, NY 12553
• 

  $485,000 Sold Feb 05, 2026

  408 Bull Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 3 Baths
  • 1,812 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $268/SF
  • 23 Days On Market

  Current Estimated Value $489,314

  Last Listing Agent Paul Bambara Wright Bros Real Estate Inc.

  408 Bull Rd, Rock Tavern, NY 12575
• 

  $325,000 Sold Mar 24, 2025

  504 Bayberry Ct Unit 49, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,246 Sq Ft
  • Built 1991

  Last Sold Summary

  • $261/SF
  • 28 Days On Market

  Current Estimated Value $336,117

  Last Listing Agent Nancy Diehl Rita Levine Real Estate

  504 Bayberry Ct Unit 49, New Windsor, NY 12553
• 

  $720,000 Sold Aug 07, 2025

  17 Panorama Dr, New Windsor, NY 12553

  • 5 Beds
  • 4 Baths
  • 3,709 Sq Ft
  • Built 2016

  Last Sold Summary

  • 10% Below List Price
  • $194/SF
  • 139 Days On Market

  Current Estimated Value $733,753

  Last Listing Agent Britanni Gaucher Keller Williams Realty

  17 Panorama Dr, New Windsor, NY 12553
• 

  $625,000 Sold Sep 04, 2025

  84 Kings Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 2,187 Sq Ft
  • Built 2015

  Last Sold Summary

  • 11% Below List Price
  • $286/SF
  • 77 Days On Market

  Current Estimated Value $619,417

  Last Listing Agent Martin Remo RE/MAX Prime Properties

  84 Kings Rd, Rock Tavern, NY 12575
• 

  $560,000 Sold Dec 16, 2025

  94 Lincolndale Acres, Washingtonville, NY 10992

  • 4 Beds
  • 2.5 Baths
  • 2,774 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Above List Price
  • $202/SF
  • 52 Days On Market

  Current Estimated Value $574,478

  Last Listing Agent Jacqueline Manzolillo-Blais Keller Williams Realty

  94 Lincolndale Acres, Washingtonville, NY 10992
• 

  $352,000 Sold Sep 17, 2025

  600 Twin Arch Rd, Rock Tavern, NY 12575

  • 5 Beds
  • 3 Baths
  • 2,338 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Above List Price
  • $151/SF
  • 101 Days On Market

  Current Estimated Value $547,326

  Last Listing Agent Shia Lieberman Blooming Realty

  600 Twin Arch Rd, Rock Tavern, NY 12575
• 

  $159,500 Sold Aug 01, 2025

  10 Oakwood Terrace Unit 85, New Windsor, NY 12553

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

  Last Sold Summary

  • 3% Below List Price
  • $213/SF
  • 97 Days On Market

  Current Estimated Value $168,000

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  10 Oakwood Terrace Unit 85, New Windsor, NY 12553
• 

  $315,000 Sold May 07, 2025

  166 Vails Gate Heights Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,508 Sq Ft
  • Built 1973

  Last Sold Summary

  • $209/SF
  • 45 Days On Market

  Current Estimated Value $335,863

  Last Listing Agent Catherine Eichner Eichner Realty Group Inc.

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

  $357,000 Sold Oct 27, 2025

  27 Marotta Dr, New Windsor, NY 12553

  • 5 Beds
  • 2 Baths
  • 2,720 Sq Ft
  • Built 1985

  Last Sold Summary

  • 18% Below List Price
  • $131/SF
  • 53 Days On Market

  Current Estimated Value $434,839

  Last Listing Agent Christopher Rose REALHome Services & Solutions

  27 Marotta Dr, New Windsor, NY 12553
• 

  $615,000 Sold Sep 15, 2025

  789 Jackson Ave, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,123 Sq Ft
  • Built 2010

  Last Sold Summary

  • $290/SF
  • 35 Days On Market

  Current Estimated Value $627,851

  Last Listing Agent Savannah Miceli Century 21 Alliance Rlty Group

  789 Jackson Ave, New Windsor, NY 12553
• 

  $385,000 Sold Aug 06, 2025

  327 Walnut Ave, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,274 Sq Ft
  • Built 1946

  Last Sold Summary

  • 3% Above List Price
  • $302/SF
  • 32 Days On Market

  Current Estimated Value $383,787

  Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty

  327 Walnut Ave, New Windsor, NY 12553
• 

  $529,900 Sold Aug 13, 2025

  48 Park Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,644 Sq Ft
  • Built 1975

  Last Sold Summary

  • 1% Above List Price
  • $322/SF
  • 58 Days On Market

  Current Estimated Value $513,242

  Last Listing Agent Julianna Cotthaus 1st Independent Realty Grp

  48 Park Hill Dr, New Windsor, NY 12553
• 

  $710,000 Sold Oct 02, 2025

  121 Lincolndale Acres, Washingtonville, NY 10992

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft
  • Built 2025

  Last Sold Summary

  • 11% Below List Price
  • $245/SF
  • 103 Days On Market

  Last Listing Agent Paul Biagini Biagini Realty

  121 Lincolndale Acres, Washingtonville, NY 10992
• 

  $374,500 Sold Jul 09, 2025

  49 Lakeside Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 970 Sq Ft
  • Built 1950

  Last Sold Summary

  • 1% Below List Price
  • $386/SF
  • 37 Days On Market

  Current Estimated Value $375,599

  Last Listing Agent Ciro Gagliardi Keller Williams Realty

  49 Lakeside Dr, New Windsor, NY 12553
• 

  $460,000 Sold Jul 26, 2025

  251 Tamerisk Ln, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 2,132 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Above List Price
  • $216/SF
  • 26 Days On Market

  Current Estimated Value $466,373

  Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group

  251 Tamerisk Ln, New Windsor, NY 12553
• 

  $325,000 Sold May 23, 2025

  1120 Washington Green, New Windsor, NY 12553

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

  Last Sold Summary

  • 8% Above List Price
  • $316/SF
  • 43 Days On Market

  Current Estimated Value $324,197

  Last Listing Agent Lynda Hoss Weichert Realtors

  1120 Washington Green, New Windsor, NY 12553
• 

  $300,000 Sold Mar 07, 2025

  276 Temple Hill Rd Unit 2807, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Above List Price
  • $198/SF
  • 35 Days On Market

  Current Estimated Value $316,157

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 2807, New Windsor, NY 12553
• 

  $420,000 Sold Aug 27, 2025

  14 Provost Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,236 Sq Ft
  • Built 1962

  Last Sold Summary

  • 12% Above List Price
  • $340/SF
  • 9 Days On Market

  Current Estimated Value $428,443

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

  14 Provost Dr, New Windsor, NY 12553
• 

  $300,000 Sold Apr 07, 2025

  221 Tamerisk Ln Unit 246, New Windsor, NY 12553

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

  Last Sold Summary

  • 8% Below List Price
  • $158/SF
  • 140 Days On Market

  Current Estimated Value $399,362

  Last Listing Agent Ernie Acampora River Realty Services, Inc.

  221 Tamerisk Ln Unit 246, New Windsor, NY 12553
• 

  $515,000 Sold Jul 03, 2025

  114 Windsor Hwy, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,664 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $193/SF
  • 42 Days On Market

  Current Estimated Value $534,781

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  114 Windsor Hwy, New Windsor, NY 12553
• 

  $525,000 Sold Jun 25, 2025

  4 Vascello Rd, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Above List Price
  • $280/SF
  • 39 Days On Market

  Current Estimated Value $505,131

  Last Listing Agent Jackie Siracuse Absolute Real Estate of NY Inc

  4 Vascello Rd, New Windsor, NY 12553
• 

  $575,000 Sold Mar 06, 2026

  111 Sycamore Dr, New Windsor, NY 12553

  • 4 Beds
  • 4.5 Baths
  • 3,589 Sq Ft
  • Built 1958

  Last Sold Summary

  • 9% Below List Price
  • $160/SF
  • 77 Days On Market

  Current Estimated Value $565,049

  Last Listing Agent Jill Wilkins eXp Realty

  111 Sycamore Dr, New Windsor, NY 12553
• 

  $335,000 Sold Aug 26, 2025

  168 Vails Gate Heights Dr, New Windsor, NY 12553

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

  Last Sold Summary

  • 11,166,567% Above List Price
  • $207/SF
  • 62 Days On Market

  Current Estimated Value $345,646

  Last Listing Agent Edgar Martinez HomeSmart Homes & Estates

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

  $345,000 Sold Apr 30, 2025

  246 Parkway Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 2,002 Sq Ft
  • Built 1956

  Last Sold Summary

  • 16% Below List Price
  • $172/SF
  • 180 Days On Market

  Current Estimated Value $317,369

  Last Listing Agent Tremaine Selby Weichert Realtors

  246 Parkway Dr, New Windsor, NY 12553
• 

  $195,000 Sold Jun 26, 2025

  352 Bull Rd, Rock Tavern, NY 12575

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft
  • Built 1860

  Last Sold Summary

  • $206/SF
  • 18 Days On Market

  Current Estimated Value $207,201

  Last Listing Agent Janet Rendle Weichert Realtors

  352 Bull Rd, Rock Tavern, NY 12575
• 

  $490,000 Sold Dec 19, 2025

  611 Twin Arch Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft
  • Built 1972

  Last Sold Summary

  • 21% Below List Price
  • $261/SF
  • 185 Days On Market

  Current Estimated Value $485,834

  Last Listing Agent Karen Klos Ellis Sotheby's Intl Realty

  611 Twin Arch Rd, Rock Tavern, NY 12575
• 

  $450,000 Sold Nov 19, 2025

  128 Bethlehem Rd, New Windsor, NY 12553

  • 4 Beds
  • 1 Bath
  • 1,521 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Above List Price
  • $296/SF
  • 19 Days On Market

  Current Estimated Value $440,929

  Last Listing Agent Rebecca Bonhomme Howard Hanna Rand Realty

  128 Bethlehem Rd, New Windsor, NY 12553
• 

  $285,000 Sold Mar 18, 2025

  903 Jackson Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft
  • Built 1922

  Last Sold Summary

  • $288/SF
  • 48 Days On Market

  Current Estimated Value $290,242

  Last Listing Agent Pamela Burns Corcoran Legends Realty

  903 Jackson Ave, New Windsor, NY 12553
• 

  $470,000 Sold Aug 01, 2025

  21 Barclay Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1984

  Last Sold Summary

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

  Current Estimated Value $485,361

  Last Listing Agent Shawn Larry SHAHAR Management LLC

  21 Barclay Rd, New Windsor, NY 12553
• 

  $469,999 Sold Oct 15, 2025

  206 Hawthorn Way, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft
  • Built 2013

  Last Sold Summary

  • $246/SF
  • 37 Days On Market

  Current Estimated Value $472,244

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  206 Hawthorn Way, New Windsor, NY 12553
• 

  $790,000 Sold Jun 25, 2025

  2 Cleeves Ct, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 3,772 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $209/SF
  • 54 Days On Market

  Current Estimated Value $808,150

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

  2 Cleeves Ct, New Windsor, NY 12553
• 

  $354,000 Sold Feb 10, 2026

  14 Myrtle Ave, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,844 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Above List Price
  • $192/SF
  • 39 Days On Market

  Current Estimated Value $351,440

  Last Listing Agent Yehuda Lefkowits MS Realty Group USA, Inc

  14 Myrtle Ave, New Windsor, NY 12553
• 

  $204,000 Sold Jun 11, 2025

  276 Temple Hill Rd Unit 2712, New Windsor, NY 12553

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

  Last Sold Summary

  • 3% Above List Price
  • $255/SF
  • 49 Days On Market

  Current Estimated Value $206,752

  Last Listing Agent Anthony Ruperto Ally Realty

  276 Temple Hill Rd Unit 2712, New Windsor, NY 12553
• 

  $500,000 Sold Sep 29, 2025

  304 Cloverdale Ct, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,883 Sq Ft
  • Built 1973

  Last Sold Summary

  • $266/SF
  • 38 Days On Market

  Current Estimated Value $493,570

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  304 Cloverdale Ct, New Windsor, NY 12553
• 

  $98,000 Sold Jul 02, 2025

  18 Square Hill Rd Unit 29, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 2021

  Last Sold Summary

  • 18% Below List Price
  • $113/SF
  • 148 Days On Market

  Last Listing Agent Katherine Sheehan Compass Greater NY, LLC

  18 Square Hill Rd Unit 29, New Windsor, NY 12553
• 

  $529,500 Sold Nov 18, 2025

  60 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Above List Price
  • $267/SF
  • 23 Days On Market

  Current Estimated Value $521,605

  Last Listing Agent Irene McCarthy Keller Williams Hudson Valley

  60 Creamery Dr, New Windsor, NY 12553

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