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Middletown, NY Homes for Sale — Page 7 | Realty.com
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3 beds

Homes for Sale in Middletown, NY

Homes for Sale in Middletown, NY

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19 of 194 Listings
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Homes for Sale in Middletown, NY

19 of 194 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 822 Burton Hill Road — photoPrice Reduced27Active

    $895,000

    3 bd · 3 ba · 3,559 sqft

    822 Burton Hill Road, Middletown, NY

    Tecia Poulas · BHHS Hudson Valley Properties

  2. 12 Hidden Valley Drive — photoPrice Reduced26Active

    $120,000

    2 bd · 2 ba · 1,152 sqft

    12 Hidden Valley Drive, Middletown, NY

    Omar Harper · Epique Realty

  3. 2114 Brush Ridge Road — photo35Active

    $775,000

    4 bd · 4 ba · 3,700 sqft

    2114 Brush Ridge Road, Middletown, NY

    Kayla A. McNamara · Anatole House LLC

  4. 19 Putters Way 6 — photo28Active

    $399,000

    2 bd · 3 ba · 1,337 sqft

    19 Putters Way 6, Middletown, NY

    Xiaohui Cui · KW Hudson Valley United

  5. 45 John Street — photo34Active

    $225,000

    2 bd · 1 ba · 921 sqft

    45 John Street, Middletown, NY

    Jeffrey Lyons · Curasi Realty, Inc.

  6. 2078 Route 6 — photoPrice Reduced24Active

    $530,000

    3 bd · 3 ba · 1,332 sqft

    2078 Route 6, Middletown, NY

    Shiva A. Kalipersad · Anthony Napolitano Homes

  7. 29 Avoncroft Lane — photoPrice Reduced50Active

    $500,000

    3 bd · 3 ba · 2,567 sqft

    29 Avoncroft Lane, Middletown, NY

    Gail J Rachlin · KW Hudson Valley United

  8. 1 Chestnut Street — photoPrice Reduced14Active

    $375,000

    3 bd · 1 ba · 1,100 sqft

    1 Chestnut Street, Middletown, NY

    Safdar Mursalin · eXp Realty

  9. 168 Pine Grove Road — photoPrice Reduced38Active

    $659,999

    3 bd · 3 ba · 2,284 sqft

    168 Pine Grove Road, Middletown, NY

    Leeshai S. Lemish · Panorama Realty

  10. 22 Camp Orange Road — photoPrice Reduced50Active

    $549,900

    4 bd · 2 ba · 3,280 sqft

    22 Camp Orange Road, Middletown, NY

    Rosalie W Cook · Weichert Realtors

  11. 270 Kristens Ridge Road — photoPrice Reduced50Active

    $1,475,000

    4 bd · 5 ba · 4,199 sqft

    270 Kristens Ridge Road, Middletown, NY

    Jeffrey Ashton · Coldwell Banker Timberland Properties

  12. 2 S Aspen Road — photo21Active

    $299,900

    3 bd · 2 ba · 1,884 sqft

    2 S Aspen Road, Middletown, NY

    Derek J. Greene · Greene Realty Group

  13. Tbd Brook Road — photoPrice Reduced44Active

    $799,999

    4 bd · 3 ba · 3,000 sqft

    Tbd Brook Road, Middletown, NY

    Philip Barnao · eXp Realty

  14. 806 Main Street — photoPrice Reduced13Active

    $385,000

    4 bd · 4 ba · 3,958 sqft

    806 Main Street, Middletown, NY

    Debra Smith · Coldwell Banker Timberland Properties

  15. 47 Wickham Avenue 45 — photoPrice Reduced18Active

    $350,000

    3 bd · 1 ba · 1,478 sqft

    47 Wickham Avenue 45, Middletown, NY

    John N Biasi · Howard Hanna Rand Realty

  16. 83 Deer Ct Drive — photoPrice Reduced43Active

    $399,900

    3 bd · 3 ba · 1,919 sqft

    83 Deer Ct Drive, Middletown, NY

    Dulce M Ferrera · KW Hudson Valley United

  17. 66 Deer Ct Drive — photoPrice Reduced31Active

    $278,000

    2 bd · 2 ba · 1,146 sqft

    66 Deer Ct Drive, Middletown, NY

    Jie Liu · KW Hudson Valley United

  18. 571 Route 17M — photoPrice Reduced41Active

    $699,000

    4 bd · 4 ba · 3,340 sqft

    571 Route 17M, Middletown, NY

    Angela R. Murphy · BHG Real Estate Green Team

  19. 2809 Thompson Hollow Road — photoPrice Reduced18Active

    $475,000

    3 bd · 3 ba · 1,904 sqft

    2809 Thompson Hollow Road, Middletown, NY

    Steven Jewett · Jewett and Jewett LLC

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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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The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance 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. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright ©2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Nearby areas

    ZIP codes

    • 12701 (65)
    • 12790 (60)
    • 10940 (39)
    • 12758 (39)
    • 12566 (36)
    • 12549 (32)
    • 12586 (31)
    • 12721 (31)

    Cities

    • Thompson (107)
    • Mamakating (85)
    • Bethel (68)
    • Fallsburg (64)
    • Montgomery (53)
    • Liberty (45)
    • Wawarsing (40)
    • Shawangunk (35)

    Middletown, NY community profile

    Population
    31,152
    Median income
    $70,005
    Housing units
    12,399
    People per sq. mi.
    318.9
    Area
    97.7 sq. mi.

    Source: HJN community data

    Middletown housing market

    August 2026 · This period is still settling

    Middletown 12-month median sale price trend

    Selling at 100.7% of asking price

    Buyers here are paying above asking. MLS · 49 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 28, 2026

    Median sale price
    $432,450$321,250–$547,500 typical range
    Price per sq. ft.
    $269
    Sales
    50
    Paid in cash
    34.0%

    Homes on the market · MLS, as of Aug 24, 2026–Aug 31, 2026

    Median list price
    $450,000
    Homes for sale
    146
    Median days on market
    22 days

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

    Year-over-year
    9.7%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 19, 2026

    Median home size
    1,694 sq. ft.