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Highland, NY Homes for Sale | Realty.com
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Homes for Sale in Highland, NY

Homes for Sale in Highland, NY

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21 of 48 Listings
Map

Homes for Sale in Highland, NY

21 of 48 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 132 Proctor Road — photo19Active

    $389,000

    3 bd · 2 ba · 1,400 sqft

    132 Proctor Road, Highland, NY

    Catherine M Eichner · Eichner Realty Group Inc.

  2. 24 Frazier Road — photo17Active

    $219,900

    3 bd · 2 ba · 960 sqft

    24 Frazier Road, Highland, NY

    Christina Lake · Davis R Chant Real Estate Inc.

  3. 218 Eldred Yulan Road — photo50Active

    $665,000

    3 bd · 3 ba · 1,890 sqft

    218 Eldred Yulan Road, Highland, NY

    Lorraine K Smith · Century 21 Geba Realty

  4. 23 Bluestone Drive — photo32Active

    $595,000

    2 bd · 2 ba · 1,314 sqft

    23 Bluestone Drive, Highland, NY

    Erica Keberle · Anatole House LLC

  5. 181 Eldred Yulan Road — photo23Active

    $299,000

    3 bd · 1 ba · 1,176 sqft

    181 Eldred Yulan Road, Highland, NY

    Caroline Akt · Caroline Akt Realty LLC

  6. 32 Bodine Lake Road — photo3Active

    $220,000

    3 bd · 1 ba · 1,056 sqft

    32 Bodine Lake Road, Highland, NY

    Loretta Wolff · NexLvl Real Estate Inc.

  7. 142 Split Rock Drive — photo44Active

    $425,000

    4 bd · 3 ba · 2,240 sqft

    142 Split Rock Drive, Highland, NY

    Alan R. Wieder · Catskills Home Services

  8. 21 Marko Drive — photo36Active

    $499,000

    3 bd · 2 ba · 1,905 sqft

    21 Marko Drive, Highland, NY

    Jared Gluckstern · Country House Realty Inc

  9. 53 Devlin Road — photo28Active

    $419,000

    3 bd · 2 ba · 1,344 sqft

    53 Devlin Road, Highland, NY

    Edward Rabon · Compass Greater NY, LLC

  10. 44 Airport Road — photo44Active

    $493,000

    3 bd · 3 ba · 1,456 sqft

    44 Airport Road, Highland, NY

    Caroline Akt · Caroline Akt Realty LLC

  11. 66 Highland Lake Road — photo42Active

    $449,000

    4 bd · 3 ba · 3,194 sqft

    66 Highland Lake Road, Highland, NY

    Michael Friedmann · eRealty Advisors, Inc

  12. 943 State Route 55 — photoPrice Reduced36Active

    $385,000

    3 bd · 2 ba · 1,500 sqft

    943 State Route 55, Highland, NY

    Joy Romano · Joy Romano Realty

  13. 3426 State Route 97 — photo7Active

    $145,600

    2 bd · 1 ba · 1,440 sqft

    3426 State Route 97, Highland, NY

    Jamarr C Zellner · REALHome Services & Solutions

  14. 76 Timber Lake Drive — photoPrice Reduced41Active

    $694,000

    3 bd · 3 ba · 1,900 sqft

    76 Timber Lake Drive, Highland, NY

    Erik Freeland · Country House Realty Inc

  15. 3 Rennenberg Road — photo27Active

    $385,000

    2 bd · 1 ba · 1,092 sqft

    3 Rennenberg Road, Highland, NY

    Donna M Geba · Century 21 Geba Realty

  16. 220 Mail Road — photoPrice Reduced21Active

    $339,000

    3 bd · 2 ba · 1,252 sqft

    220 Mail Road, Highland, NY

    Loretta Wolff · NexLvl Real Estate Inc.

  17. 26 Summit Drive — photoPrice Reduced33Active

    $579,000

    3 bd · 3 ba · 2,380 sqft

    26 Summit Drive, Highland, NY

    Kristen Payne · Payne Team LLC

  18. 167 Timber Lake Drive — photoPrice Reduced47Active

    $1,050,000

    3 bd · 3 ba · 2,815 sqft

    167 Timber Lake Drive, Highland, NY

    Erica Keberle · Anatole House LLC

  19. 223 Yulan-Barryville Road — photoPrice Reduced37Active

    $180,000

    1 bd · 1 ba · 777 sqft

    223 Yulan-Barryville Road, Highland, NY

    Barry Becker · KW Hudson Valley United

  20. 91 Airport Road — photoPrice Reduced50Active

    $350,000

    3 bd · 2 ba · 1,430 sqft

    91 Airport Road, Highland, NY

    Patti Martell · Payne Team LLC

  21. 60 Highland Lake Road — photoPrice Reduced33Active

    $449,999

    3 bd · 2 ba · 1,560 sqft

    60 Highland Lake Road, Highland, NY

    Pedrina Martinez · Listing Pro Realty Services

12
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Listing data & MLS disclosures

NYSShare
Listing information provided by NYSShare.
OneKey MLS
The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Nearby areas

    ZIP codes

    • 12701 (66)
    • 12771 (66)
    • 12775 (35)
    • 12790 (34)
    • 12754 (32)
    • 12737 (29)
    • 12764 (29)
    • 12726 (28)

    Cities

    • Port Jervis (47)
    • Liberty (45)
    • Middletown (8)

    Highland, NY community profile

    Area
    46.6 sq. mi.

    Source: HJN community data

    Highland housing market

    September 2026 · This period is still settling

    Highland 12-month median sale price trend

    Homes that sold · County records, as of Sep 25, 2026

    Median sale price
    $360,000$290,000–$450,000 typical range
    Price per sq. ft.
    $241
    Sales
    13
    Paid in cash
    30.8%

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $529,950
    Homes for sale
    42

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -2.7%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,710 sq. ft.