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

Homes for Sale in Middletown, NY

Homes for Sale in Middletown, NY

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24 of 209 Listings
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Homes for Sale in Middletown, NY

24 of 209 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 37-39 Wisner Avenue — photoNew50Active

    $519,000

    3 bd · 3 ba · 2,504 sqft

    37-39 Wisner Avenue, Middletown, NY

    Jonathon Z. Lee · KW Hudson Valley United

  2. 102 Sproat Street — photo43Active

    $309,900

    2 bd · 1 ba · 778 sqft

    102 Sproat Street, Middletown, NY

    Peter Stika · Curasi Realty, Inc.

  3. 17 Grant Street — photoNew22Active

    $289,000

    2 bd · 2 ba · 960 sqft

    17 Grant Street, Middletown, NY

    Naomi Streicher · Q Home Sales

  4. 512 County Route 49 — photoNew41Active

    $680,000

    4 bd · 3 ba · 2,906 sqft

    512 County Route 49, Middletown, NY

    Jonathon Z. Lee · KW Hudson Valley United

  5. 4 Francis Drive — photoOpen house Sat, Oct 17 · 1:00 PM43Active

    $499,999

    4 bd · 2 ba · 2,188 sqft

    4 Francis Drive, Middletown, NY

    Chativa Bowen · Keller Williams Realty

  6. 4 Harding Street — photoNew17Active

    $299,900

    4 bd · 2 ba · 1,416 sqft

    4 Harding Street, Middletown, NY

    Wenpeng Guan · KW Hudson Valley United

  7. 33 Roosevelt Avenue — photo13Active

    $234,900

    2 bd · 1 ba · 848 sqft

    33 Roosevelt Avenue, Middletown, NY

    Nicole McCormick · BHG Real Estate Green Team

  8. 18 Pine Street — photo1Active

    $577,000

    3 bd · 2 ba · 1,508 sqft

    18 Pine Street, Middletown, NY

    Marc Cineus · Howard Hanna Rand Realty

  9. 5 Oak Ridge Road — photoNewOpen house Sun, Oct 18 · 11:00 AM18Active

    $499,000

    4 bd · 3 ba · 2,392 sqft

    5 Oak Ridge Road, Middletown, NY

    Luke Joachim · Redfin Real Estate

  10. 311 Howells Road — photoOpen house Sat, Oct 17 · 11:00 AM37Active

    $399,999

    3 bd · 1 ba · 1,188 sqft

    311 Howells Road, Middletown, NY

    Tehillah Deslandes · Howard Hanna Rand Realty

  11. 21 Willow Place — photoOpen house Sun, Oct 18 · 1:00 PM12Active

    $339,900

    3 bd · 1 ba · 1,032 sqft

    21 Willow Place, Middletown, NY

    Joel Walter · eRealty Advisors, Inc

  12. 54 Western Avenue — photo39Active

    $330,000

    2 bd · 1 ba · 962 sqft

    54 Western Avenue, Middletown, NY

    Catia S. Leon · eXp Realty

  13. 33 O'Brian Road — photo17Active

    $650,000

    4 bd · 5 ba · 2,320 sqft

    33 O'Brian Road, Middletown, NY

    Zhijun Zhang · Homix Realty Inc

  14. 15 Country Club Drive — photoOpen house Sat, Oct 17 · 12:00 PM49Active

    $675,000

    3 bd · 4 ba · 3,013 sqft

    15 Country Club Drive, Middletown, NY

    Karen R Taphorn · Howard Hanna Rand Realty

  15. 6 Beverly Road — photo31Active

    $549,900

    4 bd · 3 ba · 2,520 sqft

    6 Beverly Road, Middletown, NY

    Antoinette M Gundersen · HomeSmart Homes & Estates

  16. 32 Abraham Joseph Circle 32 — photo12Active

    $99,000

    3 bd · — ba · 1,232 sqft

    32 Abraham Joseph Circle 32, Middletown, NY

  17. 5 Pilgrim Corners Road — photo44Active

    $475,000

    3 bd · 3 ba · 2,128 sqft

    5 Pilgrim Corners Road, Middletown, NY

    Josephine Hannigan · Howard Hanna Rand Realty

  18. 412 4th Avenue — photo18Active

    $174,900

    2 bd · 2 ba · 924 sqft

    412 4th Avenue, Middletown, NY

    Sandra Spector · Howard Hanna Rand Realty

  19. 53 Highland View Place — photo45Active

    $599,900

    3 bd · 2 ba · 1,839 sqft

    53 Highland View Place, Middletown, NY

    Devon King · HomeSmart Homes & Estates

  20. 14 Columbia Avenue — photo16Active

    $311,000

    3 bd · 1 ba · 954 sqft

    14 Columbia Avenue, Middletown, NY

    Nancy E. LaBarbera · KW Hudson Valley United

  21. 6-8 Forest Avenue — photo43Active

    $385,000

    3 bd · 3 ba · 1,252 sqft

    6-8 Forest Avenue, Middletown, NY

    Susan C Giordano · Hudson Premium Realty

  22. 13 Jimal Drive — photo23Active

    $289,900

    3 bd · 3 ba · 1,245 sqft

    13 Jimal Drive, Middletown, NY

    Ronald Garafalo · Hudson Premium Realty

  23. 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.

  24. 28 3rd Street — photo36Active

    $549,000

    4 bd · 3 ba · 2,804 sqft

    28 3rd Street, Middletown, NY

    Travis Thompson · KW Hudson Valley United

12…9

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Listing data & MLS disclosures

NY State MLS
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.
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

    • 10950 (201)
    • 10940 (150)
    • 10901 (91)
    • 10990 (70)
    • 12701 (69)
    • 10918 (62)
    • 12771 (55)
    • 10952 (54)

    Cities

    • Monroe (118)
    • Montgomery (55)
    • Woodbury (45)
    • Goshen (42)
    • Port Jervis (40)

    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 21, 2026

    Median sale price
    $432,500$286,250–$491,750 typical range
    Price per sq. ft.
    $201
    Sales
    16
    Paid in cash
    43.8%

    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
    6.8%

    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.