New Windsor, NY Homes

• 

  $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
• 

  Est $595,286 Not Listed For Sale

  82 Lakeside Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 2,094 Sq Ft
  • Built 1948

  82 Lakeside Dr, New Windsor, NY 12553

  Last Sold Summary

  • 4% Above List Price
  • $275/SF
  • 329 Days On Market

  Last Sold Price $575,000

  Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley
• 

  $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
• 

  Est $492,432 Not Listed For Sale

  14 Bethlehem Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1972

  14 Bethlehem Rd, New Windsor, NY 12553

  Last Sold Summary

  • 6% Above List Price
  • $322/SF
  • 40 Days On Market

  Last Sold Price $464,000

  Last Listing Agent David Mires Smitchger Realty
• 

  $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
• 

  Est $635,128 Not Listed For Sale

  430 Jackson Ave, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 2,475 Sq Ft
  • Built 1978

  430 Jackson Ave, New Windsor, NY 12553

  Last Sold Summary

  • 8% Above List Price
  • $237/SF
  • 28 Days On Market

  Last Sold Price $586,200

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty
• 

  $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
• 

  Est $537,049 Not Listed For Sale

  191 Toleman Rd, Washingtonville, NY 10992

  • 3 Beds
  • 3 Baths
  • 2,163 Sq Ft
  • Built 1988

  191 Toleman Rd, Washingtonville, NY 10992

  Last Sold Summary

  • 1% Above List Price
  • $245/SF
  • 64 Days On Market

  Last Sold Price $529,999

  Last Listing Agent Jeffrey Jackson Jackson & Associates Realty
• 

  $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
• 

  Est $476,871 Not Listed For Sale

  280 Bull Rd, Washingtonville, NY 10992

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1989

  280 Bull Rd, Washingtonville, NY 10992

  Last Sold Summary

  • 20% Above List Price
  • $339/SF
  • 57 Days On Market

  Last Sold Price $399,000

  Last Listing Agent Sandra Medina Our House Real Estate Group
• 

  $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
• 

  Est $538,886 Not Listed For Sale

  5 Maclean Dr, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft
  • Built 1979

  5 Maclean Dr, Rock Tavern, NY 12575

  Last Sold Summary

  • 2% Above List Price
  • $250/SF
  • 74 Days On Market

  Last Sold Price $530,000

  Last Listing Agent Hershel Lowy Master Realty Group Inc.
• 

  $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
• 

  Est $805,630 Not Listed For Sale

  14 Marthas Way, Washingtonville, NY 10992

  • 3 Beds
  • 3.5 Baths
  • 3,106 Sq Ft
  • Built 1997

  14 Marthas Way, Washingtonville, NY 10992

  Last Sold Summary

  • 4% Above List Price
  • $250/SF
  • 56 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Lillian Chase Christie's Real Estate Westchester & Hudson Valley
• 

  $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
• 

  Est $157,333 Not Listed For Sale

  256 Beattie Rd, Washingtonville, NY 10992

  • Built 1958

  256 Beattie Rd, Washingtonville, NY 10992

  Last Sold Summary

  • 17% Above List Price
  • $74/SF
  • 13 Days On Market

  Last Sold Price $134,000

  Last Listing Agent Celina Rofer Howard Hanna Rand Realty
• 

  $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
• 

  Est $703,348 Not Listed For Sale

  508 Beattie Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 3.5 Baths
  • 2,842 Sq Ft
  • Built 1870

  508 Beattie Rd, Rock Tavern, NY 12575

  Last Sold Summary

  • 5% Above List Price
  • $236/SF
  • 21 Days On Market

  Last Sold Price $670,000

  Last Listing Agent Lauren Racanelli RE/MAX Benchmark Realty Group
• 

  $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
• 

  Est $715,698 Not Listed For Sale

  334 Beattie Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 3 Baths
  • 2,731 Sq Ft
  • Built 2002

  334 Beattie Rd, Rock Tavern, NY 12575

  Last Sold Summary

  • 8% Above List Price
  • $242/SF
  • 17 Days On Market

  Last Sold Price $660,000

  Last Listing Agent Christine Torres Keller Williams Hudson Valley
• 

  $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
• 

  Est $587,745 Not Listed For Sale

  23 Ann Elizabeth Dr, Washingtonville, NY 10992

  • 3 Beds
  • 2 Baths
  • 2,239 Sq Ft
  • Built 1999

  23 Ann Elizabeth Dr, Washingtonville, NY 10992

  Last Sold Summary

  • 7% Above List Price
  • $246/SF
  • 125 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Joseph Rosenfeld Flag Realty Group
• 

  $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
• 

  Est $662,884 Not Listed For Sale

  20 Bruce Ln, Rock Tavern, NY 12575

  • 3 Beds
  • 3.5 Baths
  • 3,096 Sq Ft
  • Built 1998

  20 Bruce Ln, Rock Tavern, NY 12575

  Last Sold Summary

  • 19% Above List Price
  • $181/SF
  • 278 Days On Market

  Last Sold Price $559,000

  Last Listing Agent Phyllis Ayres Weichert Realtors
• 

  $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
• 

  Est $616,015 Not Listed For Sale

  246 Beattie Rd, Washingtonville, NY 10992

  • 4 Beds
  • 2.5 Baths
  • 2,467 Sq Ft
  • Built 1988

  246 Beattie Rd, Washingtonville, NY 10992

  Last Sold Summary

  • 14% Above List Price
  • $219/SF
  • 27 Days On Market

  Last Sold Price $540,000

  Last Listing Agent Celina Rofer Howard Hanna Rand Realty
• 

  $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
• 

  Est $569,333 Not Listed For Sale

  1 E Green Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 2 Baths
  • 3,272 Sq Ft
  • Built 1941

  1 E Green Rd, Rock Tavern, NY 12575

  Last Sold Summary

  • 12% Above List Price
  • $156/SF
  • 43 Days On Market

  Last Sold Price $510,000

  Last Listing Agent Joy Gallagher Weichert Realtors
• 

  $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
• 

  Est $853,684 Not Listed For Sale

  116 Fox Hill Run, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 3,447 Sq Ft
  • Built 2007

  116 Fox Hill Run, Rock Tavern, NY 12575

  Last Sold Summary

  • 3% Above List Price
  • $239/SF
  • 42 Days On Market

  Last Sold Price $824,900

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group
• 

  $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
• 

  Est $579,525 Not Listed For Sale

  478 Lake Rd, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,808 Sq Ft
  • Built 2000

  478 Lake Rd, New Windsor, NY 12553

  Last Sold Summary

  • 11% Above List Price
  • $288/SF
  • 40 Days On Market

  Last Sold Price $520,000

  Last Listing Agent Jane Alfidi Howard Hanna Rand Realty
• 

  $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
• 

  Est $638,561 Not Listed For Sale

  21 Deer Brook Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,126 Sq Ft
  • Built 1987

  21 Deer Brook Dr, New Windsor, NY 12553

  Last Sold Summary

  • 6% Above List Price
  • $285/SF
  • 27 Days On Market

  Last Sold Price $605,000

  Last Listing Agent Kelly Connors HomeSmart Homes & Estates
• 

  $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
• 

  Est $376,817 Not Listed For Sale

  510 Lake Rd, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1962

  510 Lake Rd, New Windsor, NY 12553

  Last Sold Summary

  • 10% Above List Price
  • $278/SF
  • 59 Days On Market

  Last Sold Price $342,000

  Last Listing Agent Anthony Gnagnarelli Keller Williams Valley Realty
• 

  $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
• 

  Est $474,396 Not Listed For Sale

  408 Mount Airy Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,190 Sq Ft
  • Built 1964

  408 Mount Airy Rd, New Windsor, NY 12553

  Last Sold Summary

  • 8% Above List Price
  • $200/SF
  • 44 Days On Market

  Last Sold Price $439,000

  Last Listing Agent Melinda White Keller Williams Realty
• 

  $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 $475,509

  Last Listing Agent Shawn Larry SHAHAR Management LLC

  21 Barclay Rd, New Windsor, NY 12553
• 

  Est $501,058 Not Listed For Sale

  405 Mount Airy Rd, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,130 Sq Ft
  • Built 1950

  405 Mount Airy Rd, New Windsor, NY 12553

  Last Sold Summary

  • 41% Above List Price
  • $167/SF
  • 138 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Karen Wixon Howard Hanna Rand Realty

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