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3 beds
Homes Under $300K in Middletown, NY
17 listings

Homes Under $300K in Middletown, NY

Homes Under $300K in Middletown, NY

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17 Listings
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Homes Under $300K in Middletown, NY

17 Listings

  1. 13 Jimal Drive — photo23Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

$289,900

3 bd · 3 ba · 1,245 sqft

13 Jimal Drive, Middletown, NY

Ronald Garafalo · Hudson Premium Realty

  • 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.

  • 18 Revere Drive — photo20Active

    $295,000

    3 bd · 2 ba · 1,161 sqft

    18 Revere Drive, Middletown, NY

    Rosalie W Cook · Weichert Realtors

  • 122 Sycamore Drive — photo35Active

    $199,000

    1 bd · 1 ba · 830 sqft

    122 Sycamore Drive, Middletown, NY

    Christina Wilger · RE/MAX Benchmark Realty Group

  • 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

  • 132 Sycamore Drive — photo18Active

    $284,900

    2 bd · 2 ba · 1,342 sqft

    132 Sycamore Drive, Middletown, NY

    Stacy Brescia-Spreer · Curasi Realty, Inc.

  • 91 Jimal Drive — photo35Active

    $259,000

    2 bd · 2 ba · 1,133 sqft

    91 Jimal Drive, Middletown, NY

    Darlene Brennan · Howard Hanna Rand Realty

  • 65 Jimal Drive — photo22Active

    $285,000

    2 bd · 2 ba · 1,133 sqft

    65 Jimal Drive, Middletown, NY

    Rebecca Kane · KW Hudson Valley United

  • 14 Brick Pond Road — photo25Active

    $220,000

    1 bd · 2 ba · 785 sqft

    14 Brick Pond Road, Middletown, NY

    Guy Cusumano · Howard Hanna Rand Realty

  • 11 Brittany Drive — photoPrice Reduced42Active

    $199,000

    1 bd · 1 ba · 879 sqft

    11 Brittany Drive, Middletown, NY

    Amanda Ferrantello · Hudson Valley Griffith

  • 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

  • 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

  • 63 Sycamore Drive 63 — photo25Active

    $289,000

    2 bd · 2 ba · 1,110 sqft

    63 Sycamore Drive 63, Middletown, NY

    Kyle Pierce · Patricia Schiller Real Est Co.

  • 141 Ruth Court — photo37Active

    $289,900

    2 bd · 2 ba · 1,049 sqft

    141 Ruth Court, Middletown, NY

    Dawn E. Gregg · Curasi Realty, Inc.

  • 394 Concord Lane — photoPrice Reduced20Active

    $139,000

    1 bd · 1 ba · 735 sqft

    394 Concord Lane, Middletown, NY

    Carol Scully · Keller Williams Realty

  • 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

  • 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

  • Explore Middletown homes

    By price

    • Homes Under $300K
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    • Homes Under $700K

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    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

    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

    Selling at 100.0% of asking price

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

    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

    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.