6,800

Highland, NY Homes

Section Image
    • 17 Mayer Dr, Highland, NY 12528

      Est $616,166

      Not Listed For Sale

      17 Mayer Dr, Highland, NY 12528

      • 4 Beds
      • 2.5 Baths
      • 2,342 Sq Ft
      • Built 2004
      17 Mayer Dr, Highland, NY 12528

      Last Sold Summary

      • 41 Days On Market

  • /50

    $529,000

    • 8 Beds
    • 4 Baths

    53 Main St, Highland, NY 12528

    Some properties ask you to be patient. This one puts money in your pocket from closing day. Fully occupied and cash flowing, this commercial-residential multi-family sits on Main Street in the heart of Highland, steps from the Walkway Over the Hudson, one of the most visited destinations in the entire Hudson Valley. Two tenanted units. Month-to-month leases. Current rents below market value. A

    Amy McArdle eXp Realty

    53 Main St, Highland, NY 12528
  • 53 Sunny Brook Cir, Highland, NY 12528

    $257,000

    Sold Dec 10, 2025

    53 Sunny Brook Cir, Highland, NY 12528

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1974

    Last Sold Summary

    • 7% Below List Price
    • $243/SF
    • 83 Days On Market

    Current Estimated Value $266,215

    Last Listing Agent Danielle Bartula Howard Hanna Rand Realty

    53 Sunny Brook Cir, Highland, NY 12528
    • 39 Mayer Dr, Highland, NY 12528

      Est $466,400

      Not Listed For Sale

      39 Mayer Dr, Highland, NY 12528

      • 3 Beds
      • 2 Baths
      • 1,844 Sq Ft
      • Built 1968
      39 Mayer Dr, Highland, NY 12528

      Last Sold Summary

      • 40 Days On Market

  • /7

    $89,000

    Pending
    • Land
    • 39,639 Sq Ft
    • $97,802 per Acre

    10 Thorns Ln, Highland, NY 12528

    Located in Highland, NY 12528, this 0.9-acre vacant land parcel presents an opportunity for builders, investors, or buyers ready to design and build a custom home in Ulster County. Buyers searching for buildable land in Highland NY, shovel-ready lots, or approved land for new construction will appreciate the groundwork already completed. The property is Board of Health Approved (BOHA) for a

    Virginia Corbett eXp Realty

    10 Thorns Ln, Highland, NY 12528
  • 12 Reservoir Rd, Highland, NY 12528

    $450,000

    Sold Jul 09, 2026

    12 Reservoir Rd, Highland, NY 12528

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1959

    Last Sold Summary

    • $365/SF
    • 41 Days On Market

    Current Estimated Value $445,201

    Last Listing Agent Leigh Wagner-Quintana KW Hudson Valley North

    12 Reservoir Rd, Highland, NY 12528
  • /46

    $599,000

    $598K PRICE INCREASE
    • 4 Beds
    • 3 Baths
    • 2,340 Sq Ft

    105 S Chapel Hill Rd, Highland, NY 12528

    Welcome to this spacious and inviting ranch home in the heart of Highland, conveniently located near the iconic Mid-Hudson Bridge and just minutes from shopping, restaurants, commuter routes, and all that the Hudson Valley has to offer. The main level features three comfortable bedrooms and a bright, open layout designed for everyday living. The spacious kitchen offers abundant cabinet and

    Dawn Passante Coldwell Banker Village GreenN

    105 S Chapel Hill Rd, Highland, NY 12528
  • 22 Woodside Place, Highland, NY 12528

    $296,500

    Sold Nov 24, 2025

    22 Woodside Place, Highland, NY 12528

    • 2 Beds
    • 1 Bath
    • 1,336 Sq Ft
    • Built 1947

    Last Sold Summary

    • 1% Below List Price
    • $222/SF
    • 28 Days On Market

    Current Estimated Value $310,394

    Last Listing Agent MARIA FUERTES K. Fortuna Realty, Inc.

    22 Woodside Place, Highland, NY 12528
  • /13

    $500,000

    $195K PRICE DROP
    • Land
    • 11.5 Acres
    • $43,478 per Acre

    TBD Route 9w, Highland, NY 12528

    Attention Investors! 11.5 acres located just minutes from the Mid-Hudson Bridge in desirable Highland, NY ready for developing. Ideally located on a high traffic state highway with over 1,000 feet of road frontage and tons of visibility. This lot sits directly across the highway from the future river front development named "The Hudson Valley Wine Village" which is proposed to have 800 new

    John Quinn Quinn Realty Group Inc

    TBD Route 9w, Highland, NY 12528
  • 6 Smith Terrace, Highland, NY 12528

    $422,300

    Sold Dec 30, 2025

    6 Smith Terrace, Highland, NY 12528

    • 4 Beds
    • 3 Baths
    • 1,728 Sq Ft
    • Built 1956

    Last Sold Summary

    • 6% Below List Price
    • $244/SF
    • 57 Days On Market

    Current Estimated Value $446,667

    Last Listing Agent Virginia Corbett eXp Realty

    6 Smith Terrace, Highland, NY 12528
    • /27

      Est $414,324

      Not Listed For Sale

      4 Van Wagner Rd, Highland, NY 12528

      • 3 Beds
      • 3 Baths
      • 1,812 Sq Ft
      • Built 1946
      4 Van Wagner Rd, Highland, NY 12528

      Last Sold Summary

      • 32 Days On Market

  • /14

    $195,000

    Pending
    • Land
    • 5.1 Acres
    • $38,235 per Acre

    683 U S 44 55, Highland, NY 12528

    Rare Opportunity. Private 5+ acres with a well-placed building site that overlooks an attractive pond, specimen trees, mature open woodlands and meadow. Surrounded by a 100-acre horse ranch, the land is situated in the AG-1.5 AgriCultural zone in Plattekill, New York--a residential zone that allows for dwellings, agriculture and livestock. The original house, which has been cleared, was a

    Anne Rajs Corcoran Country Living

    683 U S 44 55, Highland, NY 12528
  • 130 Grand St, Highland, NY 12528

    $455,000

    Sold Jul 24, 2026

    130 Grand St, Highland, NY 12528

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 1960

    Last Sold Summary

    • 9% Below List Price
    • $207/SF
    • 78 Days On Market

    Current Estimated Value $466,197

    Last Listing Agent Diane Crittenden Diane E. Crittenden

    130 Grand St, Highland, NY 12528
  • /15

    $175,000

    • Land
    • 5.84 Acres
    • $29,966 per Acre

    0 Crawford Rd Unit KEY983986, Highland, NY 12528

    Escape to the peace and beauty of the Sullivan County Catskills with this lovely 5.8-acre parcel on Crawford Rd in the Town of Highland. Partially cleared and very private, this property offers the perfect setting to build your dream home in the country. Imagine relaxing on your future front porch or back deck while watching eagles soar overhead, enjoying star-filled skies, and taking in the

    Dominick Tufano RE/MAX Benchmark Realty Group

    0 Crawford Rd Unit KEY983986, Highland, NY 12528
  • /43

    $240,000

    Sold Oct 27, 2025

    312 Crescent Ave, Highland, NY 12528

    • 3 Beds
    • 2 Baths
    • 2,314 Sq Ft
    • Built 1896

    Last Sold Summary

    • 37% Below List Price
    • $104/SF
    • 109 Days On Market

    Current Estimated Value $315,150

    Last Listing Agent Machree Quaker The Machree Group, LLC

    312 Crescent Ave, Highland, NY 12528
    • /22

      Est $375,585

      Not Listed For Sale

      33 Grand St, Highland, NY 12528

      • 3 Beds
      • 2 Baths
      • 1,340 Sq Ft
      • Built 1865
      33 Grand St, Highland, NY 12528

      Last Sold Summary

      • 19 Days On Market

  • /42

    $470,000

    Sold Oct 09, 2025

    20 Lauretta Dr, Highland, NY 12528

    • 3 Beds
    • 2 Baths
    • 2,248 Sq Ft
    • Built 1963

    Last Sold Summary

    • 12% Above List Price
    • $209/SF
    • 27 Days On Market

    Current Estimated Value $478,531

    Last Listing Agent Peter Ilani BHHS HUDSON VALLEY PROP-R

    20 Lauretta Dr, Highland, NY 12528
    • 43 Grand St, Highland, NY 12528

      Est $349,729

      Not Listed For Sale

      43 Grand St, Highland, NY 12528

      • 3 Beds
      • 1.5 Baths
      • 1,317 Sq Ft
      • Built 1929
      43 Grand St, Highland, NY 12528

      Last Sold Summary

      • 68 Days On Market

  • 27 Amato Ln, Highland, NY 12528

    $375,000

    Sold Nov 18, 2025

    27 Amato Ln, Highland, NY 12528

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Built 1930

    Last Sold Summary

    • $357/SF
    • 22 Days On Market

    Current Estimated Value $377,904

    Last Listing Agent Jacob Cohen eXp Realty

    27 Amato Ln, Highland, NY 12528
    • /2

      Est $365,806

      Not Listed For Sale

      20 Woodside Place, Highland, NY 12528

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 1953
      20 Woodside Place, Highland, NY 12528

  • 290 Tuckers Corners Rd, Highland, NY 12528

    $500,000

    Sold Sep 12, 2025

    290 Tuckers Corners Rd, Highland, NY 12528

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $321/SF
    • 59 Days On Market

    Current Estimated Value $521,763

    Last Listing Agent Virginia Corbett eXp Realty

    290 Tuckers Corners Rd, Highland, NY 12528
    • /35

      Est $383,175

      Not Listed For Sale

      6 Meadow St, Highland, NY 12528

      • 3 Beds
      • 2 Baths
      • 1,570 Sq Ft
      • Built 1920
      6 Meadow St, Highland, NY 12528

      Last Sold Summary

      • 67 Days On Market

  • 2 Fieldstone Ct, Highland, NY 12528

    $758,000

    Sold Oct 17, 2025

    2 Fieldstone Ct, Highland, NY 12528

    • 4 Beds
    • 2.5 Baths
    • 3,253 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $233/SF
    • 107 Days On Market

    Current Estimated Value $805,686

    Last Listing Agent Joseph Brown RE/MAX Real Property Group

    2 Fieldstone Ct, Highland, NY 12528
    • /22

      Est $305,482

      Not Listed For Sale

      23 Grove St, Highland, NY 12528

      • 2 Beds
      • 1 Bath
      • 772 Sq Ft
      • Built 1942
      23 Grove St, Highland, NY 12528

      Last Sold Summary

      • 36 Days On Market

  • 87 Sterling Place, Highland, NY 12528

    $335,000

    Sold Nov 13, 2025

    87 Sterling Place, Highland, NY 12528

    • 2 Beds
    • 2.5 Baths
    • 1,396 Sq Ft
    • Built 1988

    Last Sold Summary

    • $240/SF
    • 90 Days On Market

    Current Estimated Value $355,076

    Last Listing Agent Mark Snyder eXp Realty

    87 Sterling Place, Highland, NY 12528
    • /34

      Est $695,587

      Not Listed For Sale

      121 Vineyard Ave, Highland, NY 12528

      • 3 Beds
      • 3.5 Baths
      • 3,394 Sq Ft
      • Built 1846
      121 Vineyard Ave, Highland, NY 12528

      Last Sold Summary

      • 7 Days On Market

  • /40

    $359,900

    Sold Dec 30, 2025

    466 New Paltz Rd, Highland, NY 12528

    • 2 Beds
    • 2 Baths
    • 1,438 Sq Ft
    • Built 1954

    Last Sold Summary

    • $250/SF
    • 35 Days On Market

    Current Estimated Value $380,826

    Last Listing Agent Justin Phillips United Real Estate HV Edge

    466 New Paltz Rd, Highland, NY 12528
    • /29

      Est $415,946

      Not Listed For Sale

      2 Highland Ave, Highland, NY 12528

      • 3 Beds
      • 1.5 Baths
      • 1,106 Sq Ft
      • Built 1958
      2 Highland Ave, Highland, NY 12528

      Last Sold Summary

      • 17 Days On Market

  • 614 Plutarch Rd, Highland, NY 12528

    $205,000

    Sold Sep 22, 2025

    614 Plutarch Rd, Highland, NY 12528

    • 3 Beds
    • 1 Bath
    • 1,434 Sq Ft
    • Built 1870

    Last Sold Summary

    • 17% Above List Price
    • $143/SF
    • 18 Days On Market

    Current Estimated Value $269,111

    Last Listing Agent Bonnie Christman BHHS Hudson Valley Properties

    614 Plutarch Rd, Highland, NY 12528
  • 155 Tuckers Corners Rd, Highland, NY 12528

    $465,000

    Sold Sep 25, 2025

    155 Tuckers Corners Rd, Highland, NY 12528

    • 5 Beds
    • 4 Baths
    • 1,890 Sq Ft
    • Built 1928

    Last Sold Summary

    • 3% Above List Price
    • $246/SF
    • 36 Days On Market

    Current Estimated Value $471,496

    Last Listing Agent Anais O'Connor Compass Greater NY, LLC

    155 Tuckers Corners Rd, Highland, NY 12528
  • 491 Floyd Ackert Rd, Highland, NY 12528

    $432,000

    Sold Jun 15, 2026

    491 Floyd Ackert Rd, Highland, NY 12528

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Built 1982

    Last Sold Summary

    • 13% Below List Price
    • $288/SF
    • 78 Days On Market

    Current Estimated Value $468,553

    Last Listing Agent Dawn Passante Coldwell Banker Village Green

    491 Floyd Ackert Rd, Highland, NY 12528
    • /19

      Est $389,815

      Not Listed For Sale

      10 Smith Terrace, Highland, NY 12528

      • 3 Beds
      • 1.5 Baths
      • 1,661 Sq Ft
      • Built 1954
      10 Smith Terrace, Highland, NY 12528

      Last Sold Summary

      • 25 Days On Market

  • 4 Salk Dr, Highland, NY 12528

    $434,000

    Sold Nov 26, 2025

    4 Salk Dr, Highland, NY 12528

    • 3 Beds
    • 1.5 Baths
    • 1,934 Sq Ft
    • Built 1959

    Last Sold Summary

    • 9% Above List Price
    • $224/SF
    • 29 Days On Market

    Current Estimated Value $446,727

    Last Listing Agent Barbara Korabel Four Seasons Realty Group

    4 Salk Dr, Highland, NY 12528

Showing Results 321 - 360, Page 9 of 18

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