10,724

New Windsor, NY Homes

Section Image
    • 309 Nina St, New Windsor, NY 12553

      Est $464,740 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

      • 9% Above List Price
      • $258/SF
      • 34 Days On Market
      • Last Sold Price $425,000
      • Aug 15, 2024

      Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  • 191 Quassaick Ave, 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
    • 420 Philo St, New Windsor, NY 12553

      Est $493,213 Not Listed For Sale

      420 Philo St, New Windsor, NY 12553

      • 4 Beds
      • 2.5 Baths
      • 1,886 Sq Ft
      • Built 1974
      420 Philo St, New Windsor, NY 12553

      Last Sold Summary

      • 13% Above List Price
      • $231/SF
      • 18 Days On Market
      • Last Sold Price $435,000
      • Jul 07, 2023

      Last Listing Agent Kelly Connors HomeSmart Homes & Estates

  • 14 Windsor Dr, 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
    • 324 Nina St, New Windsor, NY 12553

      Est $482,835 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

      • 4% Above List Price
      • $247/SF
      • 37 Days On Market
      • Last Sold Price $466,000
      • Apr 17, 2025

      Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

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

      Est $514,429 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

      • 3% Below List Price
      • $314/SF
      • 30 Days On Market
      • Last Sold Price $530,000
      • Dec 10, 2024

      Last Listing Agent Suzanne Sweeney RE/MAX Benchmark Realty Group

  • 1121 Washington Green, 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
    • 362 Nina St, New Windsor, NY 12553

      Est $487,751 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

      • 3% Above List Price
      • $279/SF
      • 23 Days On Market
      • Last Sold Price $475,000
      • Aug 08, 2024

      Last Listing Agent Andrea Mahoney Smitchger Realty

  • 10 Oakwood Terrace Unit 123, 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
    • 124 Vails Gate Heights Dr, New Windsor, NY 12553

      Est $323,851 Not Listed For Sale

      124 Vails Gate Heights Dr, New Windsor, NY 12553

      • 3 Beds
      • 1.5 Baths
      • 1,508 Sq Ft
      • Built 1970
      124 Vails Gate Heights Dr, New Windsor, NY 12553

      Last Sold Summary

      • 47% Above List Price
      • $146/SF
      • 34 Days On Market
      • Last Sold Price $220,500
      • Dec 07, 2023

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

  • 5 Ziegler Ln, 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
    • 11 Truex Dr, New Windsor, NY 12553

      Est $473,598 Not Listed For Sale

      11 Truex Dr, New Windsor, NY 12553

      • 4 Beds
      • 2 Baths
      • 1,704 Sq Ft
      • Built 1958
      11 Truex Dr, New Windsor, NY 12553

      Last Sold Summary

      • 25% Above List Price
      • $222/SF
      • 108 Days On Market
      • Last Sold Price $377,500
      • Sep 20, 2023

      Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  • 401 Philo St, 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
    • 3 Truex Dr, New Windsor, NY 12553

      Est $430,809 Not Listed For Sale

      3 Truex Dr, New Windsor, NY 12553

      • 3 Beds
      • 1.5 Baths
      • 1,104 Sq Ft
      • Built 1958
      3 Truex Dr, New Windsor, NY 12553

      Last Sold Summary

      • 2% Below List Price
      • $399/SF
      • 68 Days On Market
      • Last Sold Price $440,000
      • Jan 16, 2025

      Last Listing Agent Laura DiMaggio RE/MAX

  • 1068 River Rd, 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
    • 20 Truex Dr, New Windsor, NY 12553

      Est $397,527 Not Listed For Sale

      20 Truex Dr, New Windsor, NY 12553

      • 3 Beds
      • 1 Bath
      • 1,300 Sq Ft
      • Built 1958
      20 Truex Dr, New Windsor, NY 12553

      Last Sold Summary

      • 35% Above List Price
      • $227/SF
      • 51 Days On Market
      • Last Sold Price $295,000
      • Jun 28, 2023

      Last Listing Agent Patricia Cannizzaro Century 21 Alliance Rlty Group

  • 221 Tamerisk Ln, 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
    • 6 Herbert Hoover Dr, New Windsor, NY 12553

      Est $508,275 Not Listed For Sale

      6 Herbert Hoover Dr, New Windsor, NY 12553

      • 5 Beds
      • 2.5 Baths
      • 2,356 Sq Ft
      • Built 1966
      6 Herbert Hoover Dr, New Windsor, NY 12553

      Last Sold Summary

      • 10% Above List Price
      • $197/SF
      • 35 Days On Market
      • Last Sold Price $463,000
      • Jun 20, 2024

      Last Listing Agent Annalisa Badstein eXp Realty

  • 106 Holly Dr, 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
    • 502 Union Ave, New Windsor, NY 12553

      Est $527,432 Not Listed For Sale

      502 Union Ave, New Windsor, NY 12553

      • 3 Beds
      • 2 Baths
      • 2,014 Sq Ft
      • Built 1950
      502 Union Ave, New Windsor, NY 12553

      Last Sold Summary

      • 1% Below List Price
      • $264/SF
      • 27 Days On Market
      • Last Sold Price $532,000
      • Sep 24, 2024

      Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

  • 11 Sunset 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
    • 1089 State Route 94, New Windsor, NY 12553

      Est $274,673 Not Listed For Sale

      1089 State Route 94, New Windsor, NY 12553

      • 2 Beds
      • 1 Bath
      • 778 Sq Ft
      • Built 1940
      1089 State Route 94, New Windsor, NY 12553

      Last Sold Summary

      • 72% Above List Price
      • $206/SF
      • 27 Days On Market
      • Last Sold Price $160,000
      • Dec 18, 2023

      Last Listing Agent Tremaine Selby Weichert Realtors

  • 87 Vails Gate Heights 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
    • 7 Dean Hill Rd, New Windsor, NY 12553

      Est $435,874 Not Listed For Sale

      7 Dean Hill Rd, New Windsor, NY 12553

      • 3 Beds
      • 2 Baths
      • 1,605 Sq Ft
      • Built 1965
      7 Dean Hill Rd, New Windsor, NY 12553

      Last Sold Summary

      • 21% Above List Price
      • $224/SF
      • 40 Days On Market
      • Last Sold Price $360,000
      • Nov 07, 2023

      Last Listing Agent Desiree Beecham River Realty Services, Inc.

  • 24 Hillcrest Dr, Salisbury Mills, NY 12577

    $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
    • 738 Mount Airy Rd, New Windsor, NY 12553

      Est $387,327 Not Listed For Sale

      738 Mount Airy Rd, New Windsor, NY 12553

      • 2 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1950
      738 Mount Airy Rd, New Windsor, NY 12553

      Last Sold Summary

      • 16% Above List Price
      • $317/SF
      • 40 Days On Market
      • Last Sold Price $335,000
      • Sep 14, 2023

      Last Listing Agent Kathleen Milich RE/MAX Benchmark Realty Group

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

    $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
    • 721 Mount Airy Rd, New Windsor, NY 12553

      Est $373,277 Not Listed For Sale

      721 Mount Airy Rd, New Windsor, NY 12553

      • 3 Beds
      • 1 Bath
      • 1,010 Sq Ft
      • Built 1942
      721 Mount Airy Rd, New Windsor, NY 12553

      Last Sold Summary

      • 7% Above List Price
      • $347/SF
      • 44 Days On Market
      • Last Sold Price $350,000
      • Mar 27, 2024

      Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

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

    $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
    • 515 Mount Airy Rd, New Windsor, NY 12553

      Est $431,293 Not Listed For Sale

      515 Mount Airy Rd, New Windsor, NY 12553

      • 3 Beds
      • 1.5 Baths
      • 1,728 Sq Ft
      • Built 1965
      515 Mount Airy Rd, New Windsor, NY 12553

      Last Sold Summary

      • 1% Above List Price
      • $246/SF
      • 56 Days On Market
      • Last Sold Price $425,000
      • Oct 17, 2024

      Last Listing Agent Kathleen Milich RE/MAX Benchmark Realty Group

  • 40 Hillside Ave, New Windsor, NY 12553

    $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
    • 92 Riley Rd, New Windsor, NY 12553

      Est $437,281 Not Listed For Sale

      92 Riley Rd, New Windsor, NY 12553

      • 4 Beds
      • 2 Baths
      • 1,520 Sq Ft
      • Built 1980
      92 Riley Rd, New Windsor, NY 12553

      Last Sold Summary

      • 18% Above List Price
      • $243/SF
      • 30 Days On Market
      • Last Sold Price $370,000
      • Jul 21, 2023

      Last Listing Agent Joanne Finochio Howard Hanna Rand Realty

  • 418 Sand Gate Dr, 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
    • 183 Riley Rd, New Windsor, NY 12553

      Est $380,168 Not Listed For Sale

      183 Riley Rd, New Windsor, NY 12553

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1978
      183 Riley Rd, New Windsor, NY 12553

      Last Sold Summary

      • $396/SF
      • 47 Days On Market
      • Last Sold Price $380,540
      • Oct 16, 2024

      Last Listing Agent Emelisa Mendoza RE/MAX Town & Country

  • 37 Clancy Ave, 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
    • 126 Dean Hill Rd, New Windsor, NY 12553

      Est $568,784 Not Listed For Sale

      126 Dean Hill Rd, New Windsor, NY 12553

      • 3 Beds
      • 2 Baths
      • 2,604 Sq Ft
      • Built 1987
      126 Dean Hill Rd, New Windsor, NY 12553

      Last Sold Summary

      • 3% Below List Price
      • $225/SF
      • 55 Days On Market
      • Last Sold Price $585,000
      • Sep 06, 2024

      Last Listing Agent Yves Bouzaglo Corcoran Country Living

  • 355 Temple Hill Rd, 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
    • 118 Dean Hill Rd, New Windsor, NY 12553

      Est $718,889 Not Listed For Sale

      118 Dean Hill Rd, New Windsor, NY 12553

      • 5 Beds
      • 2.5 Baths
      • 2,614 Sq Ft
      • Built 1979
      118 Dean Hill Rd, New Windsor, NY 12553

      Last Sold Summary

      • 9% Above List Price
      • $252/SF
      • 22 Days On Market
      • Last Sold Price $657,500
      • Jun 30, 2023

      Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  • 58 Red Maple Way, New Windsor, NY 12553

    $625,000 Sold Apr 14, 2026

    58 Red Maple Way, New Windsor, NY 12553

    • 4 Beds
    • 2.5 Baths
    • 2,440 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $256/SF
    • 23 Days On Market

    Current Estimated Value $627,290

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

    58 Red Maple Way, New Windsor, NY 12553

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