108

Recently Sold Woodbury, NY Homes

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  • 27 Jefferson St, Highland Mills, NY 10930

    $537,500

    Sold Dec 22, 2025

    27 Jefferson St, Highland Mills, NY 10930

    • 3 Beds
    • 2.5 Baths
    • 2,090 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Above List Price
    • $257/SF
    • 44 Days On Market

    Current Estimated Value $556,606

    Last Listing Agent Karen Taphorn Howard Hanna Rand Realty

    27 Jefferson St, Highland Mills, NY 10930
  • 4 Ainsley Ct, Highland Mills, NY 10930

    $770,000

    Sold Oct 20, 2025

    4 Ainsley Ct, Highland Mills, NY 10930

    • 3 Beds
    • 2.5 Baths
    • 2,969 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Below List Price
    • $259/SF
    • 48 Days On Market

    Current Estimated Value $816,313

    Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

    4 Ainsley Ct, Highland Mills, NY 10930
  • 21 Pleasant Dr, Highland Mills, NY 10930

    $515,000

    Sold Sep 30, 2025

    21 Pleasant Dr, Highland Mills, NY 10930

    • 4 Beds
    • 2 Baths
    • 1,428 Sq Ft
    • Built 1968

    Last Sold Summary

    • $361/SF
    • 44 Days On Market

    Current Estimated Value $540,463

    Last Listing Agent Gabriella Coppolino Hudson Valley Home Connection

    21 Pleasant Dr, Highland Mills, NY 10930
  • 76 Pine Hill Rd, Highland Mills, NY 10930

    $535,000

    Sold Mar 20, 2026

    76 Pine Hill Rd, Highland Mills, NY 10930

    • 3 Beds
    • 2.5 Baths
    • 1,768 Sq Ft
    • Built 1968

    Last Sold Summary

    • $303/SF
    • 83 Days On Market

    Current Estimated Value $558,990

    Last Listing Agent Carla Terranova Keller Williams Realty

    76 Pine Hill Rd, Highland Mills, NY 10930
  • 36 Weygant Hill, Highland Mills, NY 10930

    $280,000

    Sold Oct 27, 2025

    36 Weygant Hill, Highland Mills, NY 10930

    • 3 Beds
    • 3 Baths
    • 1,779 Sq Ft
    • Built 1900

    Last Sold Summary

    • 25% Below List Price
    • $157/SF
    • 95 Days On Market

    Current Estimated Value $419,869

    Last Listing Agent Ernie Acampora River Realty Services, Inc.

    36 Weygant Hill, Highland Mills, NY 10930
  • 15 Rose Place, Central Valley, NY 10917

    $530,000

    Sold Jul 10, 2026

    15 Rose Place, Central Valley, NY 10917

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft
    • Built 1932

    Last Sold Summary

    • 6% Above List Price
    • $333/SF
    • 18 Days On Market

    Current Estimated Value $491,949

    Last Listing Agent Kichka Pascaru Douglas Elliman Real Estate

    15 Rose Place, Central Valley, NY 10917
  • 17 Highland Dr, Highland Mills, NY 10930

    $530,000

    Sold Nov 24, 2025

    17 Highland Dr, Highland Mills, NY 10930

    • 3 Beds
    • 1.5 Baths
    • 1,884 Sq Ft
    • Built 1984

    Last Sold Summary

    • 5% Below List Price
    • $281/SF
    • 105 Days On Market

    Current Estimated Value $556,694

    Last Listing Agent Rosalie Cook Weichert Realtors

    17 Highland Dr, Highland Mills, NY 10930
  • 204 Ruby Ct, Highland Mills, NY 10930

    $310,000

    Sold Mar 10, 2026

    204 Ruby Ct, Highland Mills, NY 10930

    • 2 Beds
    • 2 Baths
    • 1,086 Sq Ft
    • Built 1990

    Last Sold Summary

    • 6% Below List Price
    • $285/SF
    • 89 Days On Market

    Current Estimated Value $322,373

    Last Listing Agent Rosalie Cook Weichert Realtors

    204 Ruby Ct, Highland Mills, NY 10930
  • 3 Hamilton Ave, Highland Mills, NY 10930

    $410,000

    Sold Oct 31, 2025

    3 Hamilton Ave, Highland Mills, NY 10930

    • 4 Beds
    • 1.5 Baths
    • 1,782 Sq Ft
    • Built 1966

    Last Sold Summary

    • 3% Above List Price
    • $230/SF
    • 35 Days On Market

    Current Estimated Value $452,973

    Last Listing Agent Chris Scibelli Keller Williams Realty

    3 Hamilton Ave, Highland Mills, NY 10930
  • 42 Rutledge Ave, Highland Mills, NY 10930

    $590,000

    Sold Jul 09, 2026

    42 Rutledge Ave, Highland Mills, NY 10930

    • 4 Beds
    • 2.5 Baths
    • 2,052 Sq Ft
    • Built 1985

    Last Sold Summary

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

    Current Estimated Value $574,475

    Last Listing Agent Beth Siciliano Weichert Realtors

    42 Rutledge Ave, Highland Mills, NY 10930
  • 29 Mountainview Dr, Highland Mills, NY 10930

    $582,000

    Sold Jul 30, 2025

    29 Mountainview Dr, Highland Mills, NY 10930

    • 5 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • Built 1966

    Last Sold Summary

    • 7% Below List Price
    • $208/SF
    • 63 Days On Market

    Current Estimated Value $624,210

    Last Listing Agent Susan Giordano Hudson Premium Realty

    29 Mountainview Dr, Highland Mills, NY 10930
  • 13 Butternut Ct, Highland Mills, NY 10930

    $435,000

    Sold Apr 20, 2026

    13 Butternut Ct, Highland Mills, NY 10930

    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $255/SF
    • 29 Days On Market

    Current Estimated Value $449,828

    Last Listing Agent Lynda Hoss Weichert Realtors

    13 Butternut Ct, Highland Mills, NY 10930
  • 40 Southfield Falls, Monroe, NY 10950

    $1,275,000

    Sold Jul 15, 2026

    40 Southfield Falls, Monroe, NY 10950

    • 5 Beds
    • 2.5 Baths
    • 3,769 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $338/SF
    • 84 Days On Market

    Current Estimated Value $1,350,361

    Last Listing Agent Dovid Hoffman MK Realty Inc

    40 Southfield Falls, Monroe, NY 10950
  • 17 Hickory St, Highland Mills, NY 10930

    $399,000

    Sold Apr 14, 2026

    17 Hickory St, Highland Mills, NY 10930

    • 4 Beds
    • 1.5 Baths
    • 1,546 Sq Ft
    • Built 1965

    Last Sold Summary

    • $258/SF
    • 58 Days On Market

    Current Estimated Value $421,101

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    17 Hickory St, Highland Mills, NY 10930
  • 77 Washington Dr, Highland Mills, NY 10930

    $550,000

    Sold Jul 31, 2025

    77 Washington Dr, Highland Mills, NY 10930

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Below List Price
    • $344/SF
    • 38 Days On Market

    Current Estimated Value $581,037

    Last Listing Agent Kathleen Milich RE/MAX Benchmark Realty Group

    77 Washington Dr, Highland Mills, NY 10930
  • 21 Castleton Dr, Highland Mills, NY 10930

    $965,000

    Sold Jun 29, 2026

    21 Castleton Dr, Highland Mills, NY 10930

    • 4 Beds
    • 4.5 Baths
    • 3,855 Sq Ft
    • Built 2002

    Last Sold Summary

    • 16% Below List Price
    • $250/SF
    • 73 Days On Market

    Current Estimated Value $1,030,779

    Last Listing Agent Courtney Tablante Keller Williams Realty

    21 Castleton Dr, Highland Mills, NY 10930
  • 24 Jill Rd, Highland Mills, NY 10930

    $1,500,000

    Sold Jun 30, 2026

    24 Jill Rd, Highland Mills, NY 10930

    • 6 Beds
    • 3.5 Baths
    • 6,576 Sq Ft
    • Built 1855

    Last Sold Summary

    • 39% Below List Price
    • $228/SF
    • 270 Days On Market

    Current Estimated Value $1,667,773

    Last Listing Agent Susan Kopec Howard Hanna Rand Realty

    24 Jill Rd, Highland Mills, NY 10930
  • 8 Adrianne Dr, Highland Mills, NY 10930

    $565,000

    Sold Aug 25, 2025

    8 Adrianne Dr, Highland Mills, NY 10930

    • 4 Beds
    • 2.5 Baths
    • 2,314 Sq Ft
    • Built 1967

    Last Sold Summary

    • 13% Below List Price
    • $244/SF
    • 31 Days On Market

    Current Estimated Value $606,076

    Last Listing Agent Layla Rose Boyles Century 21 Realty Center

    8 Adrianne Dr, Highland Mills, NY 10930
  • 1502 Evergreen Ct, Highland Mills, NY 10930

    $340,000

    Sold Aug 11, 2025

    1502 Evergreen Ct, Highland Mills, NY 10930

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Built 1990

    Last Sold Summary

    • 3% Above List Price
    • $340/SF
    • 24 Days On Market

    Current Estimated Value $357,157

    Last Listing Agent Chris Scibelli Keller Williams Realty

    1502 Evergreen Ct, Highland Mills, NY 10930
  • 8 Ledger View Ct, Highland Mills, NY 10930

    $500,000

    Sold Dec 29, 2025

    8 Ledger View Ct, Highland Mills, NY 10930

    • 3 Beds
    • 2.5 Baths
    • 1,569 Sq Ft
    • Built 2001

    Last Sold Summary

    • 1% Above List Price
    • $319/SF
    • 56 Days On Market

    Current Estimated Value $518,786

    Last Listing Agent Rob Fletcher Keller Williams Hudson Valley

    8 Ledger View Ct, Highland Mills, NY 10930
  • 246 Skyline Dr, Highland Mills, NY 10930

    $390,000

    Sold Apr 20, 2026

    246 Skyline Dr, Highland Mills, NY 10930

    • 4 Beds
    • 1.5 Baths
    • 1,528 Sq Ft
    • Built 1971

    Last Sold Summary

    • 1% Below List Price
    • $255/SF
    • 19 Days On Market

    Current Estimated Value $417,027

    Last Listing Agent Ernie Acampora River Realty Services, Inc.

    246 Skyline Dr, Highland Mills, NY 10930
  • 4 Aspen Ct, Highland Mills, NY 10930

    $384,900

    Sold Jul 13, 2026

    4 Aspen Ct, Highland Mills, NY 10930

    • 3 Beds
    • 1.5 Baths
    • 1,426 Sq Ft
    • Built 1978

    Last Sold Summary

    • $270/SF
    • 53 Days On Market

    Current Estimated Value $387,227

    Last Listing Agent Karen Taphorn Howard Hanna Rand Realty

    4 Aspen Ct, Highland Mills, NY 10930
  • 56 Greenwich Ave, Central Valley, NY 10917

    $895,000

    Sold Dec 05, 2025

    56 Greenwich Ave, Central Valley, NY 10917

    • 4 Beds
    • 2.5 Baths
    • 4,222 Sq Ft
    • Built 2002

    Last Sold Summary

    • $212/SF
    • 12 Days On Market

    Current Estimated Value $955,106

    Last Listing Agent Jacqueline Morales Christie's Int. Real Estate

    56 Greenwich Ave, Central Valley, NY 10917
  • 17 Cherry Ct, Highland Mills, NY 10930

    $420,000

    Sold Jul 31, 2025

    17 Cherry Ct, Highland Mills, NY 10930

    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $246/SF
    • 39 Days On Market

    Current Estimated Value $452,578

    Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

    17 Cherry Ct, Highland Mills, NY 10930
  • 3 Stanford Dr, Highland Mills, NY 10930

    $565,000

    Sold Oct 20, 2025

    3 Stanford Dr, Highland Mills, NY 10930

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft
    • Built 1996

    Last Sold Summary

    • 2% Below List Price
    • $296/SF
    • 47 Days On Market

    Current Estimated Value $560,832

    Last Listing Agent Nathen Singer MK Realty Inc

    3 Stanford Dr, Highland Mills, NY 10930
  • 56 Heather Ridge, Highland Mills, NY 10930

    $745,000

    Sold Jan 30, 2026

    56 Heather Ridge, Highland Mills, NY 10930

    • 4 Beds
    • 3.5 Baths
    • 2,963 Sq Ft
    • Built 2003

    Last Sold Summary

    • 11% Below List Price
    • $251/SF
    • 143 Days On Market

    Current Estimated Value $806,582

    Last Listing Agent Ryan Jordan Orange NY Homes

    56 Heather Ridge, Highland Mills, NY 10930
  • 20 Grove St, Harriman, NY 10926

    $475,000

    Sold Oct 28, 2025

    20 Grove St, Harriman, NY 10926

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • Built 1972

    Last Sold Summary

    • $339/SF
    • 36 Days On Market

    Current Estimated Value $486,301

    Last Listing Agent Courtney Tablante Keller Williams Realty

    20 Grove St, Harriman, NY 10926
  • 15 Surrey Ln, Harriman, NY 10926

    $600,000

    Sold May 15, 2026

    15 Surrey Ln, Harriman, NY 10926

    • 5 Beds
    • 3.5 Baths
    • 2,558 Sq Ft
    • Built 1998

    Last Sold Summary

    • 14% Below List Price
    • $235/SF
    • 34 Days On Market

    Current Estimated Value $657,742

    Last Listing Agent Nicole Isaacs Century 21 Full Service Realty

    15 Surrey Ln, Harriman, NY 10926

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