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Condos in Middletown, NY
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3 beds

Condos in Middletown, NY

Condos in Middletown, NY

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24 of 25 Listings
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Condos in Middletown, NY

24 of 25 Listings

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Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 197 Deer Ct Drive — photoNewOpen house Sun, Oct 25 · 1:00 PM32Active

    $339,000

    2 bd · 3 ba · 1,473 sqft

    197 Deer Ct Drive, Middletown, NY

    David L. White · Owner Entry.com

  2. 15 Country Club Drive — photo49Active

    $675,000

    3 bd · 4 ba · 3,013 sqft

    15 Country Club Drive, Middletown, NY

    Karen R Taphorn · Howard Hanna Rand Realty

  3. 13 Jimal Drive — photo23Active

    $289,900

    3 bd · 3 ba · 1,245 sqft

    13 Jimal Drive, Middletown, NY

    Ronald Garafalo · Hudson Premium Realty

  4. 136 Sycamore Drive — photoPrice Reduced17Active

    $299,900

    2 bd · 2 ba · 1,110 sqft

    136 Sycamore Drive, Middletown, NY

    Stacy Brescia-Spreer · Curasi Realty, Inc.

  5. 122 Sycamore Drive — photo35Active

    $199,000

    1 bd · 1 ba · 830 sqft

    122 Sycamore Drive, Middletown, NY

    Christina Wilger · RE/MAX Benchmark Realty Group

  6. 19 Putters Way 9 — photo18Active

    $394,900

    2 bd · 3 ba · 1,337 sqft

    19 Putters Way 9, Middletown, NY

    Christina Wilger · RE/MAX Benchmark Realty Group

  7. 143 Deer Ct Drive — photo35Active

    $299,000

    2 bd · 2 ba · 1,291 sqft

    143 Deer Ct Drive, Middletown, NY

    Martha Randazzo · Howard Hanna Rand Realty

  8. 132 Sycamore Drive — photo18Active

    $284,900

    2 bd · 2 ba · 1,342 sqft

    132 Sycamore Drive, Middletown, NY

    Stacy Brescia-Spreer · Curasi Realty, Inc.

  9. 5 Blanchard Street — photo22Active

    $488,000

    3 bd · 3 ba · 1,715 sqft

    5 Blanchard Street, Middletown, NY

    JoAnn Maxwell · Howard Hanna Rand Realty

  10. 91 Jimal Drive — photo35Active

    $259,000

    2 bd · 2 ba · 1,133 sqft

    91 Jimal Drive, Middletown, NY

    Darlene Brennan · Howard Hanna Rand Realty

  11. 65 Jimal Drive — photoPrice Reduced22Active

    $269,000

    2 bd · 2 ba · 1,133 sqft

    65 Jimal Drive, Middletown, NY

    Rebecca Kane · KW Hudson Valley United

  12. 14 Brick Pond Road — photo25Active

    $220,000

    1 bd · 2 ba · 785 sqft

    14 Brick Pond Road, Middletown, NY

    Christina Rowan · Howard Hanna Rand Realty

  13. 22 Atwood Drive — photo21Active

    $484,900

    3 bd · 3 ba · 1,723 sqft

    22 Atwood Drive, Middletown, NY

    Kelly L Roebuck · Curasi Realty, Inc.

  14. 11 Brittany Drive — photoPrice Reduced42Active

    $199,000

    1 bd · 1 ba · 879 sqft

    11 Brittany Drive, Middletown, NY

    Amanda Ferrantello · Hudson Valley Griffith

  15. 18 Deer Court Drive — photoPrice Reduced26Active

    $287,000

    2 bd · 2 ba · 1,291 sqft

    18 Deer Court Drive, Middletown, NY

    David B Wilson · Hudson Premium Realty

  16. 35 Lexington Way — photoPrice Reduced14Active

    $299,900

    2 bd · 3 ba · 1,348 sqft

    35 Lexington Way, Middletown, NY

    Zhiheng Tang · KW Hudson Valley United

  17. 63 Sycamore Drive Unit 63 — photo26Active

    $289,000

    2 bd · 2 ba · 1,110 sqft

    63 Sycamore Drive Unit 63, Middletown, NY

    Kyle Pierce · Patricia Schiller Real Est Co.

  18. 43 Brick Pond Road — photoPrice Reduced22Active

    $295,000

    3 bd · 3 ba · 1,460 sqft

    43 Brick Pond Road, Middletown, NY

    Hai Li · KW Hudson Valley United

  19. 141 Ruth Court — photo37Active

    $289,900

    2 bd · 2 ba · 1,049 sqft

    141 Ruth Court, Middletown, NY

    Dawn E. Gregg · Curasi Realty, Inc.

  20. 1 High Ridge Lane — photoPrice Reduced35Active

    $469,000

    3 bd · 3 ba · 2,084 sqft

    1 High Ridge Lane, Middletown, NY

    Jason J. Madison · eXp Realty

  21. 202 Concord Lane — photoPrice Reduced41Active

    $349,000

    3 bd · 3 ba · 1,200 sqft

    202 Concord Lane, Middletown, NY

    Soleil Jackman · Howard Hanna Rand Realty

  22. 19 Putters Way Unit 6 — photoPrice Reduced28Active

    $389,000

    2 bd · 3 ba · 1,337 sqft

    19 Putters Way Unit 6, Middletown, NY

    Xiaohui Cui · KW Hudson Valley United

  23. 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

  24. 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

12

About Condos in Middletown, NY

Condos in Middletown, NY: 25 active listings as of October 18, 2026, 20:40 UTC.

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  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    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

    September 2026 · This period is still settling

    Middletown 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 42 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 24, 2026

    Median sale price
    $425,000$315,000–$489,000 typical range
    Price per sq. ft.
    $221
    Sales
    21
    Paid in cash
    38.1%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $469,000
    Homes for sale
    161
    Median days on market
    26 days

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

    Year-over-year
    4.9%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 9, 2026

    Median home size
    1,694 sq. ft.