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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 206 Listings
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Homes for Sale in Middletown, NY

24 of 206 Listings

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Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 54 Western Avenue — photo39Active

    $330,000

    2 bd · 1 ba · 962 sqft

    54 Western Avenue, Middletown, NY

    Catia S. Leon · eXp Realty

  2. 33 O'Brian Road — photoNew17Active

    $650,000

    4 bd · 5 ba · 2,320 sqft

    33 O'Brian Road, Middletown, NY

    Zhijun Zhang · Homix Realty Inc

  3. 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

  4. 32 Abraham Joseph Circle 32 — photo10Active

    $99,000

    3 bd · — ba · 1,232 sqft

    32 Abraham Joseph Circle 32, Middletown, NY

  5. 6 Beverly Road — photo31Active

    $549,900

    4 bd · 3 ba · 2,520 sqft

    6 Beverly Road, Middletown, NY

    Antoinette M Gundersen · HomeSmart Homes & Estates

  6. 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

  7. 412 4th Avenue — photo18Active

    $174,900

    2 bd · 2 ba · 924 sqft

    412 4th Avenue, Middletown, NY

    Sandra Spector · Howard Hanna Rand Realty

  8. 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

  9. 14 Columbia Avenue — photo16Active

    $311,000

    3 bd · 1 ba · 954 sqft

    14 Columbia Avenue, Middletown, NY

    Nancy E. LaBarbera · KW Hudson Valley United

  10. 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

  11. 13 Jimal Drive — photo23Active

    $289,900

    3 bd · 3 ba · 1,245 sqft

    13 Jimal Drive, Middletown, NY

    Ronald Garafalo · Hudson Premium Realty

  12. 136 Sycamore Drive — photoPrice ReducedOpen house Sat, Oct 17 · 1:00 PM17Active

    $299,900

    2 bd · 2 ba · 1,110 sqft

    136 Sycamore Drive, Middletown, NY

    Stacy Brescia-Spreer · Curasi Realty, Inc.

  13. 28 3rd Street — photo36Active

    $549,000

    4 bd · 3 ba · 2,804 sqft

    28 3rd Street, Middletown, NY

    Travis Thompson · KW Hudson Valley United

  14. 15 N Aspen Road — photo15Active

    $299,000

    2 bd · 2 ba · 1,144 sqft

    15 N Aspen Road, Middletown, NY

    Carmela Lopez Borrazas · Serhant LLC

  15. 15 Emilia Court — photo9Active

    $1,300,900

    4 bd · 4 ba · 3,646 sqft

    15 Emilia Court, Middletown, NY

    Carla J Terranova · Keller Williams Realty

  16. 15 Randall Heights — photo49Active

    $499,500

    3 bd · 3 ba · 1,976 sqft

    15 Randall Heights, Middletown, NY

    Lynelle D Alessi · KW Hudson Valley United

  17. 18 Revere Drive — photo20Active

    $295,000

    3 bd · 2 ba · 1,161 sqft

    18 Revere Drive, Middletown, NY

    Rosalie W Cook · Weichert Realtors

  18. 138 Prospect Avenue — photoOpen house Sun, Oct 18 · 11:00 AM46Active

    $374,999

    2 bd · 1 ba · 1,422 sqft

    138 Prospect Avenue, Middletown, NY

    Gina Dudgeon · Howard Hanna Rand Realty

  19. 51 Overhill Road — photo32Active

    $540,000

    3 bd · 2 ba · 1,850 sqft

    51 Overhill Road, Middletown, NY

    Dever Bruno · Four Points Realty Inc.

  20. 243 Howells Turnpike — photo31Active

    $399,000

    2 bd · 1 ba · 960 sqft

    243 Howells Turnpike, Middletown, NY

    Steven Esposito · HomeSmart Homes & Estates

  21. 74 Genung Street — photoOpen house Sun, Oct 18 · 1:00 PM13Active

    $365,000

    4 bd · 1 ba · 1,264 sqft

    74 Genung Street, Middletown, NY

    Yosseline E. Genao · HomeSmart Homes & Estates

  22. 354 Mt Joy Road — photo50Active

    $824,900

    3 bd · 3 ba · 3,006 sqft

    354 Mt Joy Road, Middletown, NY

    Daniel P Neil · Field Pointe Realty LLC

  23. 159 Wawayanda Avenue — photo30Active

    $425,000

    3 bd · 2 ba · 1,352 sqft

    159 Wawayanda Avenue, Middletown, NY

    Frank Muccari · Cronin & Company Real Estate

  24. 122 Sycamore Drive — photo35Active

    $199,000

    1 bd · 1 ba · 830 sqft

    122 Sycamore Drive, Middletown, NY

    Christina Wilger · RE/MAX Benchmark Realty Group

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 (147)
    • 10990 (69)
    • 12701 (68)
    • 10918 (61)
    • 12771 (54)
    • 12790 (50)
    • 12553 (48)

    Cities

    • Monroe (111)
    • Montgomery (54)
    • Wawarsing (45)
    • Woodbury (45)
    • Goshen (43)
    • Liberty (43)
    • Port Jervis (37)
    • New Paltz (33)

    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.