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Highland, NY Homes for Sale — Page 2 | Realty.com
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3 bedsNew constructionWith a pool

Homes for Sale in Highland, NY

Homes for Sale in Highland, NY

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21 of 45 Listings
Map

Homes for Sale in Highland, NY

21 of 45 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 3 Perry Road — photoPrice Reduced20Active

    $409,000

    2 bd · 1 ba · 828 sqft

    3 Perry Road, Highland, NY

    Jonathan Sunshine · The Sunshine Group Real Estate

  2. 113 Airport Road — photoPrice Reduced46Active

    $1,395,000

    4 bd · 5 ba · 4,852 sqft

    113 Airport Road, Highland, NY

    Edward Rabon · Compass Greater NY, LLC

  3. 16 Fairway Drive — photo40Active

    $499,000

    3 bd · 2 ba · 1,632 sqft

    16 Fairway Drive, Highland, NY

    Dawn M. Payne · Payne Team LLC

  4. 11 Fairway Drive — photoPrice Reduced36Active

    $529,000

    3 bd · 2 ba · 2,354 sqft

    11 Fairway Drive, Highland, NY

    Myra F. Rappoport · Payne Team LLC

  5. 9 Curtis Road — photoPrice Reduced41Active

    $799,000

    5 bd · 3 ba · 3,900 sqft

    9 Curtis Road, Highland, NY

    Megan Kinealy · Country House Realty Inc

  6. 55 Woods Road — photoPrice Reduced50Active

    $2,325,000

    4 bd · 3 ba · 2,965 sqft

    55 Woods Road, Highland, NY

    Edward Rabon · Compass Greater NY, LLC

  7. 35 Washington Lake Road — photo41Active

    $2,700,000

    16 bd · 11 ba · 11,160 sqft

    35 Washington Lake Road, Highland, NY

    Loretta Wolff · NexLvl Real Estate Inc.

  8. 114 Proctor Road — photoPrice Reduced38Active

    $319,000

    3 bd · 2 ba · 1,664 sqft

    114 Proctor Road, Highland, NY

    Dawn M. Payne · Payne Team LLC

  9. 87 Airport Road — photoPrice Reduced31Active

    $329,000

    3 bd · 3 ba · 2,000 sqft

    87 Airport Road, Highland, NY

    Donna M Geba · Century 21 Geba Realty

  10. 238 Lakeview Drive Road — photo23Active

    $1,189,000

    11 bd · 7 ba · 4,762 sqft

    238 Lakeview Drive Road, Highland, NY

    Joseph A. LaBarbera · KW Hudson Valley United

  11. 110 Eldred Yulan Road — photoPrice Reduced23Active

    $799,000

    4 bd · 2 ba · 2,400 sqft

    110 Eldred Yulan Road, Highland, NY

    Caroline Akt · Caroline Akt Realty LLC

  12. 36 Highland Lake Road — photoPrice Reduced18Active

    $425,000

    4 bd · 2 ba · 1,680 sqft

    36 Highland Lake Road, Highland, NY

    Gibson E Mc Kean · Gibson E McKean Inc

  13. 21 Crawford Road — photoPrice Reduced48Active

    $699,000

    3 bd · 2 ba · 1,605 sqft

    21 Crawford Road, Highland, NY

    Dawn M. Payne · Payne Team LLC

  14. 86 Beaver Brook Road — photoPrice Reduced50Active

    $649,000

    4 bd · 5 ba · 3,940 sqft

    86 Beaver Brook Road, Highland, NY

    Barry Becker · KW Hudson Valley United

  15. 4223 Ny State Route 97 — photoPrice Reduced31Active

    $1,595,000

    6 bd · 6 ba · 6,142 sqft

    4223 Ny State Route 97, Highland, NY

    Jeffrey Gardner · Corcoran MH, LLC

  16. 18 York Avenue — photoPrice Reduced48Active

    $241,777

    3 bd · 2 ba · 1,396 sqft

    18 York Avenue, Highland, NY

    Jose A. Portillo · Portillo Realty Corp

  17. 609 State Route 55 — photoPrice Reduced12Active

    $205,000

    2 bd · 1 ba · 860 sqft

    609 State Route 55, Highland, NY

    Natalie Rajsz Steimle · Century 21 Geba Realty

  18. 125 Mapes Road — photoPrice Reduced46Active

    $1,570,000

    5 bd · 4 ba · 3,463 sqft

    125 Mapes Road, Highland, NY

    Donna M Geba · Century 21 Geba Realty

  19. 50 Park Road — photoPrice Reduced14Active

    $299,700

    3 bd · 2 ba · 1,164 sqft

    50 Park Road, Highland, NY

    Nicholas Ralph · Nestquest Direct LLC

  20. 140 Highland Lake Road — photoPrice Reduced34Active

    $239,000

    2 bd · 2 ba · 1,020 sqft

    140 Highland Lake Road, Highland, NY

    Lorraine K Smith · Century 21 Geba Realty

  21. 180 Yulan Barryville Road — photoPrice Reduced50Active

    $989,000

    4 bd · 3 ba · 2,643 sqft

    180 Yulan Barryville Road, Highland, NY

    Caroline Akt · Caroline Akt Realty LLC

12

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Listing data & MLS disclosures

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
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    • New construction
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Highland, NY community profile

    Area
    46.6 sq. mi.

    Source: HJN community data

    Highland housing market

    August 2026 · This period is still settling

    Highland 12-month median sale price trend

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

    Median sale price
    $265,000$184,500–$431,250 typical range
    Sales
    11
    Paid in cash
    54.6%

    Homes on the market · MLS, as of Aug 24, 2026

    Median list price
    $547,500
    Homes for sale
    26

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    -28.4%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 20, 2026

    Median home size
    1,710 sq. ft.

    Nearby areas

    ZIP codes

    • 12701 (66)
    • 12790 (51)
    • 12771 (48)
    • 12764 (33)
    • 12737 (32)
    • 12754 (31)
    • 12775 (29)
    • 10940 (25)

    Cities

    • Thompson (108)
    • Bethel (71)
    • Fallsburg (63)
    • Mamakating (48)
    • Liberty (45)
    • Lumberland (37)
    • Deerpark (32)
    • Port Jervis (32)