349

Recently Sold Highland Mills, NY Homes

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  • 19 Ann Place, Monroe, NY 10950

    $480,000

    Sold May 28, 2026

    19 Ann Place, Monroe, NY 10950

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1960

    Last Sold Summary

    • 5% Above List Price
    • $300/SF
    • 13 Days On Market

    Current Estimated Value $463,020

    Last Listing Agent Linda Fernandez Keller Williams Hudson Valley

    19 Ann Place, Monroe, NY 10950
  • 114 Pine Tree Rd, Monroe, NY 10950

    $475,000

    Sold Oct 02, 2025

    114 Pine Tree Rd, Monroe, NY 10950

    • 3 Beds
    • 1 Bath
    • 1,024 Sq Ft
    • Built 1954

    Last Sold Summary

    • 6% Above List Price
    • $464/SF
    • 14 Days On Market

    Current Estimated Value $472,620

    Last Listing Agent Rosalie Cook Weichert Realtors

    114 Pine Tree Rd, Monroe, NY 10950
  • 19 Roselawn Rd, Central Valley, NY 10917

    $660,000

    Sold May 13, 2026

    19 Roselawn Rd, Central Valley, NY 10917

    • 6 Beds
    • 4 Baths
    • 3,591 Sq Ft
    • Built 1800

    Last Sold Summary

    • 6% Above List Price
    • $184/SF
    • 60 Days On Market

    Last Listing Agent Anne DiDomenico Keller Williams Hudson Valley

    19 Roselawn Rd, Central Valley, NY 10917
  • 12 Dorothy Dr, Monroe, NY 10950

    $505,000

    Sold Aug 14, 2025

    12 Dorothy Dr, Monroe, NY 10950

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft
    • Built 1964

    Last Sold Summary

    • 12% Below List Price
    • $270/SF
    • 37 Days On Market

    Current Estimated Value $518,024

    Last Listing Agent Lazar Schvimmer Blooming Realty

    12 Dorothy Dr, Monroe, NY 10950
  • 9 Conklin Ln, Harriman, NY 10926

    $530,000

    Sold Mar 16, 2026

    9 Conklin Ln, Harriman, NY 10926

    • 3,080 Sq Ft
    • Built 1890

    Last Sold Summary

    • 12% Below List Price
    • $172/SF
    • 102 Days On Market

    Current Estimated Value $574,984

    Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

    9 Conklin Ln, Harriman, NY 10926
  • 9 Cherry Ct, Highland Mills, NY 10930

    $430,000

    Sold Jan 29, 2026

    9 Cherry Ct, Highland Mills, NY 10930

    • 3 Beds
    • 3 Baths
    • 1,807 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $238/SF
    • 39 Days On Market

    Current Estimated Value $447,409

    Last Listing Agent Maria Sairrino Cronin & Company Real Estate

    9 Cherry Ct, Highland Mills, NY 10930
  • 14 Pine Hill Rd, Monroe, NY 10950

    $750,000

    Sold Aug 12, 2025

    14 Pine Hill Rd, Monroe, NY 10950

    • 3 Beds
    • 2.5 Baths
    • 1,898 Sq Ft
    • Built 1967

    Last Sold Summary

    • 4% Below List Price
    • $395/SF
    • 211 Days On Market

    Current Estimated Value $767,704

    Last Listing Agent Hershel Lowy Master Realty Group Inc.

    14 Pine Hill Rd, Monroe, NY 10950
  • 77 Woodbury Rd, Highland Mills, NY 10930

    $550,000

    Sold Jun 18, 2026

    77 Woodbury Rd, Highland Mills, NY 10930

    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $293/SF
    • 170 Days On Market

    Current Estimated Value $557,635

    Last Listing Agent Annie Hansen Howard Hanna Rand Realty

    77 Woodbury Rd, Highland Mills, NY 10930
  • 4 Smithfield Spur, Monroe, NY 10950

    $1,170,000

    Sold Feb 03, 2026

    4 Smithfield Spur, Monroe, NY 10950

    • 4 Beds
    • 2.5 Baths
    • 2,893 Sq Ft
    • Built 2013

    Last Sold Summary

    • 2% Below List Price
    • $404/SF
    • 63 Days On Market

    Current Estimated Value $1,155,504

    Last Listing Agent Yehuda Lefkowits MS Realty Group USA, Inc

    4 Smithfield Spur, Monroe, NY 10950
  • 468 Hillside Rd, Monroe, NY 10950

    $500,000

    Sold Jun 30, 2025

    468 Hillside Rd, Monroe, NY 10950

    • 4 Beds
    • 2 Baths
    • 1,379 Sq Ft
    • Built 1952

    Last Sold Summary

    • 9% Below List Price
    • $363/SF
    • 108 Days On Market

    Current Estimated Value $499,961

    Last Listing Agent Katarina Ulcinova Coldwell Banker Realty

    468 Hillside Rd, Monroe, NY 10950
  • 83 Woodcock Mtn Rd, Washingtonville, NY 10992

    $440,000

    Sold Sep 24, 2025

    83 Woodcock Mtn Rd, Washingtonville, NY 10992

    • 3 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • Built 1955

    Last Sold Summary

    • 2% Below List Price
    • $287/SF
    • 77 Days On Market

    Current Estimated Value $444,185

    Last Listing Agent Brian Caplicki KW Hudson Valley United

    83 Woodcock Mtn Rd, Washingtonville, NY 10992
  • 1004 Cypress Ct, Highland Mills, NY 10930

    $350,000

    Sold May 18, 2026

    1004 Cypress Ct, Highland Mills, NY 10930

    • 2 Beds
    • 1.5 Baths
    • 1,084 Sq Ft
    • Built 1990

    Last Sold Summary

    • $323/SF
    • 21 Days On Market

    Current Estimated Value $345,343

    Last Listing Agent Devon King HomeSmart Homes & Estates

    1004 Cypress Ct, Highland Mills, NY 10930
  • 2 Riverstone Ct, Highland Mills, NY 10930

    $447,000

    Sold Jan 20, 2026

    2 Riverstone Ct, Highland Mills, NY 10930

    • 2 Beds
    • 2.5 Baths
    • 1,569 Sq Ft
    • Built 2000

    Last Sold Summary

    • 2% Above List Price
    • $285/SF
    • 122 Days On Market

    Current Estimated Value $441,962

    Last Listing Agent Evelyn Unger Tmimi Weichert Realtors

    2 Riverstone Ct, Highland Mills, NY 10930
  • 13 Montesi Dr, Woodbury, NY 10930

    $950,000

    Sold Aug 08, 2025

    13 Montesi Dr, Woodbury, NY 10930

    • 4 Beds
    • 4 Baths
    • 4,400 Sq Ft
    • Built 2008

    Last Sold Summary

    • 5% Below List Price
    • $216/SF
    • 46 Days On Market

    Current Estimated Value $948,850

    Last Listing Agent Laurie DiFrancesco Howard Hanna Rand Realty

    13 Montesi Dr, Woodbury, NY 10930
  • 98 Orrs Mills Rd, Salisbury Mills, NY 12577

    $435,000

    Sold Jul 15, 2025

    98 Orrs Mills Rd, Salisbury Mills, NY 12577

    • 3 Beds
    • 1.5 Baths
    • 1,332 Sq Ft
    • Built 1946

    Last Sold Summary

    • 1% Below List Price
    • $327/SF
    • 34 Days On Market

    Current Estimated Value $446,342

    Last Listing Agent Jamie Aisenstat Serhant LLC

    98 Orrs Mills Rd, Salisbury Mills, NY 12577
  • 74 Lois Ln, Monroe, NY 10950

    $394,000

    Sold May 29, 2026

    74 Lois Ln, Monroe, NY 10950

    • 2 Beds
    • 1.5 Baths
    • 1,168 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Below List Price
    • $337/SF
    • 48 Days On Market

    Current Estimated Value $401,340

    Last Listing Agent Michael Pollak MK Realty Inc

    74 Lois Ln, Monroe, NY 10950
  • 24 Pleasant Dr, Highland Mills, NY 10930

    $520,000

    Sold Jul 14, 2025

    24 Pleasant Dr, Highland Mills, NY 10930

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft
    • Built 1968

    Last Sold Summary

    • 4% Above List Price
    • $340/SF
    • 19 Days On Market

    Current Estimated Value $509,442

    Last Listing Agent Claudia Lepore Keller Williams Realty

    24 Pleasant Dr, Highland Mills, NY 10930
  • 82 Winchester Dr, Monroe, NY 10950

    $680,000

    Sold Jul 21, 2025

    82 Winchester Dr, Monroe, NY 10950

    • 4 Beds
    • 2.5 Baths
    • 2,275 Sq Ft
    • Built 1993

    Last Sold Summary

    • 12% Below List Price
    • $299/SF
    • 181 Days On Market

    Current Estimated Value $694,771

    Last Listing Agent James Fox Howard Hanna Rand Realty

    82 Winchester Dr, Monroe, NY 10950
  • 2 Pine Tree Rd, Monroe, NY 10950

    $650,000

    Sold May 21, 2026

    2 Pine Tree Rd, Monroe, NY 10950

    • 4 Beds
    • 2.5 Baths
    • 2,619 Sq Ft
    • Built 1780

    Last Sold Summary

    • $248/SF
    • 29 Days On Market

    Current Estimated Value $640,849

    Last Listing Agent Lance Gibbs Arrowhead Realty

    2 Pine Tree Rd, Monroe, NY 10950
  • 271 Mineral Springs Rd, Highland Mills, NY 10930

    $525,000

    Sold Aug 04, 2025

    271 Mineral Springs Rd, Highland Mills, NY 10930

    • 4 Beds
    • 3 Baths
    • 1,866 Sq Ft
    • Built 1970

    Last Sold Summary

    • 1% Below List Price
    • $281/SF
    • 27 Days On Market

    Current Estimated Value $521,741

    Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group

    271 Mineral Springs Rd, Highland Mills, NY 10930
  • 10 Woodland Cir N, Monroe, NY 10950

    $87,000

    Sold Aug 08, 2025

    10 Woodland Cir N, Monroe, NY 10950

    • 4 Beds
    • 1.5 Baths
    • 666 Sq Ft
    • Built 1937

    Last Sold Summary

    • 58% Above List Price
    • $131/SF
    • 11 Days On Market

    Current Estimated Value $153,647

    Last Listing Agent Guy Cusumano Howard Hanna Rand Realty

    10 Woodland Cir N, Monroe, NY 10950
  • 3 Carroll Dr, Highland Mills, NY 10930

    $559,000

    Sold Feb 24, 2026

    3 Carroll Dr, Highland Mills, NY 10930

    • 5 Beds
    • 2.5 Baths
    • 2,288 Sq Ft
    • Built 1975

    Last Sold Summary

    • 5% Below List Price
    • $244/SF
    • 95 Days On Market

    Current Estimated Value $560,974

    Last Listing Agent Joel Basch eRealty Advisors, Inc

    3 Carroll Dr, Highland Mills, NY 10930
  • 3 Brookside Trail, Monroe, NY 10950

    $265,000

    Sold Sep 12, 2025

    3 Brookside Trail, Monroe, NY 10950

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1935

    Last Sold Summary

    • 14% Below List Price
    • $237/SF
    • 257 Days On Market

    Current Estimated Value $264,175

    Last Listing Agent Michael Scimeca Howard Hanna Rand Realty

    3 Brookside Trail, Monroe, NY 10950
  • Lot 2 Lakes Rd, Monroe, NY 10950

    $200,000

    Sold Nov 17, 2025

    Lot 2 Lakes Rd, Monroe, NY 10950

    • Land
    • 1.01 Acres
    • $198,020 per Acre

    Last Sold Summary

    • 3 Days On Market

    Last Listing Agent Frank Golio Howard Hanna Rand Realty

    Lot 2 Lakes Rd, Monroe, NY 10950
  • 115 Brigadoon Blvd, Highland Mills, NY 10930

    $750,000

    Sold May 26, 2026

    115 Brigadoon Blvd, Highland Mills, NY 10930

    • 4 Beds
    • 3.5 Baths
    • 3,046 Sq Ft
    • Built 2004

    Last Sold Summary

    • 10% Below List Price
    • $246/SF
    • 211 Days On Market

    Current Estimated Value $789,327

    Last Listing Agent Yakov Winkler Preferred Properties Real Esta

    115 Brigadoon Blvd, Highland Mills, NY 10930
  • 3 Carroll Dr, Highland Mills, NY 10930

    $395,000

    Sold Aug 22, 2025

    3 Carroll Dr, Highland Mills, NY 10930

    • 5 Beds
    • 2.5 Baths
    • 2,288 Sq Ft
    • Built 1975

    Last Sold Summary

    • 13% Above List Price
    • $173/SF
    • 15 Days On Market

    Current Estimated Value $560,974

    Last Listing Agent Moche Halpern Blooming Realty

    3 Carroll Dr, Highland Mills, NY 10930
  • 8 Heritage Dr Unit A, Harriman, NY 10926

    $289,000

    Sold Feb 27, 2026

    8 Heritage Dr Unit A, Harriman, NY 10926

    • 2 Beds
    • 1.5 Baths
    • 1,022 Sq Ft
    • Built 1975

    Last Sold Summary

    • $283/SF
    • 40 Days On Market

    Current Estimated Value $286,326

    Last Listing Agent Nicole Isaacs Century 21 Full Service Realty

    8 Heritage Dr Unit A, Harriman, NY 10926
  • 25 Rosmini Ln, Monroe, NY 10950

    $815,000

    Sold Oct 03, 2025

    25 Rosmini Ln, Monroe, NY 10950

    • 4 Beds
    • 2.5 Baths
    • 2,665 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $306/SF
    • 62 Days On Market

    Current Estimated Value $806,273

    Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group

    25 Rosmini Ln, Monroe, NY 10950
  • 86 Talbot Rd, Harriman, NY 10926

    $890,000

    Sold Apr 30, 2026

    86 Talbot Rd, Harriman, NY 10926

    • 4 Beds
    • 3.5 Baths
    • 2,898 Sq Ft
    • Built 2009

    Last Sold Summary

    • 3% Below List Price
    • $307/SF
    • 58 Days On Market

    Current Estimated Value $894,779

    Last Listing Agent Samantha Chance Orion Sky Realty LLC

    86 Talbot Rd, Harriman, NY 10926
  • 2 Charlotte Place, Monroe, NY 10950

    $515,000

    Sold Mar 18, 2026

    2 Charlotte Place, Monroe, NY 10950

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1952

    Last Sold Summary

    • 13% Below List Price
    • $341/SF
    • 128 Days On Market

    Current Estimated Value $529,701

    Last Listing Agent Hershel Mittelman The Middleman Team

    2 Charlotte Place, Monroe, NY 10950
  • 58 Higgins Trail, Monroe, NY 10950

    $350,000

    Sold Jul 30, 2025

    58 Higgins Trail, Monroe, NY 10950

    • 4 Beds
    • 1 Bath
    • 1,440 Sq Ft
    • Built 1950

    Last Sold Summary

    • 3% Below List Price
    • $243/SF
    • 41 Days On Market

    Current Estimated Value $350,336

    Last Listing Agent Nicholas Scaramella Compass Greater NY, LLC

    58 Higgins Trail, Monroe, NY 10950
  • 33 Island View Ave, Monroe, NY 10950

    $570,000

    Sold Feb 11, 2026

    33 Island View Ave, Monroe, NY 10950

    • 4 Beds
    • 3 Baths
    • 1,952 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Below List Price
    • $292/SF
    • 94 Days On Market

    Current Estimated Value $576,947

    Last Listing Agent John Biasi Howard Hanna Rand Realty

    33 Island View Ave, Monroe, NY 10950
  • 1 Thorn Dr, Highland Mills, NY 10930

    $800,000

    Sold Sep 10, 2025

    1 Thorn Dr, Highland Mills, NY 10930

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 1990

    Last Sold Summary

    • $320/SF
    • 45 Days On Market

    Current Estimated Value $779,444

    Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group

    1 Thorn Dr, Highland Mills, NY 10930
  • 23 Lexington Hill Unit 6, Harriman, NY 10926

    $260,000

    Sold Jul 09, 2025

    23 Lexington Hill Unit 6, Harriman, NY 10926

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Above List Price
    • $271/SF
    • 14 Days On Market

    Current Estimated Value $258,334

    Last Listing Agent Luisa Figlia BHG Real Estate Green Team

    23 Lexington Hill Unit 6, Harriman, NY 10926
  • 7 Sycamore Ct, Highland Mills, NY 10930

    $455,000

    Sold Feb 17, 2026

    7 Sycamore Ct, Highland Mills, NY 10930

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Above List Price
    • $300/SF
    • 28 Days On Market

    Current Estimated Value $442,843

    Last Listing Agent Chris Rivas Baez Real Estate, Inc.

    7 Sycamore Ct, Highland Mills, NY 10930
  • 5 Prestwick Dr, Monroe, NY 10950

    $780,000

    Sold Mar 26, 2026

    5 Prestwick Dr, Monroe, NY 10950

    • 4 Beds
    • 3.5 Baths
    • 3,146 Sq Ft
    • Built 2007

    Last Sold Summary

    • 13% Below List Price
    • $248/SF
    • 65 Days On Market

    Current Estimated Value $794,554

    Last Listing Agent Layla Rose Boyles Century 21 Realty Center

    5 Prestwick Dr, Monroe, NY 10950
  • 3 Heritage Dr Unit D, Harriman, NY 10926

    $350,000

    Sold May 21, 2026

    3 Heritage Dr Unit D, Harriman, NY 10926

    • 3 Beds
    • 1.5 Baths
    • 1,361 Sq Ft
    • Built 1975

    Last Sold Summary

    • 1% Above List Price
    • $257/SF
    • 33 Days On Market

    Current Estimated Value $336,371

    Last Listing Agent Emily Zambetti Weichert Realtors

    3 Heritage Dr Unit D, Harriman, NY 10926
  • 22 Claremont Trail, Monroe, NY 10950

    $250,000

    Sold Sep 02, 2025

    22 Claremont Trail, Monroe, NY 10950

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft
    • Built 1950

    Last Sold Summary

    • 1% Above List Price
    • $299/SF
    • 38 Days On Market

    Current Estimated Value $245,840

    Last Listing Agent Layla Rose Boyles Century 21 Realty Center

    22 Claremont Trail, Monroe, NY 10950
  • 10 Cregan Place, Monroe, NY 10950

    $570,000

    Sold Aug 11, 2025

    10 Cregan Place, Monroe, NY 10950

    • 4 Beds
    • 2 Baths
    • 1,844 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $309/SF
    • 20 Days On Market

    Current Estimated Value $576,688

    Last Listing Agent Jayne M. Prechtel Keller Williams Valley Realty

    10 Cregan Place, Monroe, NY 10950
  • 12 David Lester Dr, Monroe, NY 10950

    $485,000

    Sold Jul 30, 2025

    12 David Lester Dr, Monroe, NY 10950

    • 3 Beds
    • 2.5 Baths
    • 2,176 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Below List Price
    • $223/SF
    • 45 Days On Market

    Current Estimated Value $501,392

    Last Listing Agent Robin Ham RGH Realty #1, Inc.

    12 David Lester Dr, Monroe, NY 10950

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