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3 Bedroom Homes in Middletown, NY
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3 beds

3 Bedroom Homes in Middletown, NY

3 Bedroom Homes in Middletown, NY

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22 of 86 Listings
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3 Bedroom Homes in Middletown, NY

22 of 86 Listings

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Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 83 Anthony Street — photo38Active

    $600,000

    3 bd · 3 ba · 2,191 sqft

    83 Anthony Street, Middletown, NY

    Melanie Bilancione · Nicoli Realty

  2. 405 County Route 22 — photo43Active

    $448,000

    3 bd · 4 ba · 2,360 sqft

    405 County Route 22, Middletown, NY

    Stephanie Dolan · HomeSmart Homes & Estates

  3. 37-39 Wisner Avenue — photo50Active

    $519,000

    3 bd · 3 ba · 2,504 sqft

    37-39 Wisner Avenue, Middletown, NY

    Jonathon Z. Lee · KW Hudson Valley United

  4. 86 Woodlake Drive — photoPrice Reduced41Active

    $430,000

    3 bd · 4 ba · 2,161 sqft

    86 Woodlake Drive, Middletown, NY

    Maria Sairrino · Cronin & Company Real Estate

  5. 311 Howells Road — photo37Active

    $399,999

    3 bd · 1 ba · 1,188 sqft

    311 Howells Road, Middletown, NY

    Tehillah Deslandes · Howard Hanna Rand Realty

  6. 21 Willow Place — photo12Active

    $339,900

    3 bd · 1 ba · 1,032 sqft

    21 Willow Place, Middletown, NY

    Joel Walter · eRealty Advisors, Inc

  7. 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

  8. 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

  9. 32 Abraham Joseph Circle 32 — photo12Active

    $99,000

    3 bd · — ba · 1,232 sqft

    32 Abraham Joseph Circle 32, Middletown, NY

  10. 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

  11. 14 Columbia Avenue — photo16Active

    $311,000

    3 bd · 1 ba · 954 sqft

    14 Columbia Avenue, Middletown, NY

    Nancy E. LaBarbera · KW Hudson Valley United

  12. 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

  13. 13 Jimal Drive — photoPrice Reduced23Active

    $272,000

    3 bd · 3 ba · 1,245 sqft

    13 Jimal Drive, Middletown, NY

    Ronald Garafalo · Hudson Premium Realty

  14. 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

  15. 51 Overhill Road — photo32Active

    $540,000

    3 bd · 2 ba · 1,850 sqft

    51 Overhill Road, Middletown, NY

    Dever Bruno · Four Points Realty Inc.

  16. 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

  17. 159 Wawayanda Avenue — photo30Active

    $425,000

    3 bd · 2 ba · 1,352 sqft

    159 Wawayanda Avenue, Middletown, NY

    Frank Muccari · Cronin & Company Real Estate

  18. 228 Thornapple Road — photo42Active

    $995,000

    3 bd · 3 ba · 2,726 sqft

    228 Thornapple Road, Middletown, NY

    Hillary Kolos · COMPASS Greater NY LLC

  19. 29 Orange Terrace 29 — photo22Active

    $749,999

    3 bd · 3 ba · 1,981 sqft

    29 Orange Terrace 29, Middletown, NY

    Joao M Rodrigues · Preferred Properties Real Esta

  20. 13 Columbia Avenue — photoPrice ReducedOpen house Sat, Oct 24 · 12:00 PM14Active

    $399,999

    3 bd · 1 ba · 1,320 sqft

    13 Columbia Avenue, Middletown, NY

    Kewin Garabito · eXp Realty

  21. 55 Orange Terrace — photo39Active

    $325,000

    3 bd · 1 ba · 1,092 sqft

    55 Orange Terrace, Middletown, NY

    Virginia Corbett · eXp Realty

  22. 5 Blanchard Street — photo22Active

    $488,000

    3 bd · 3 ba · 1,715 sqft

    5 Blanchard Street, Middletown, NY

    JoAnn Maxwell · Howard Hanna Rand Realty

12…4

Explore Middletown homes

By price

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  • 2 Bedroom Homes
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By type

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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
New York State Alliance of MLSs
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

    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.