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3 beds
2 Bedroom Homes in Middletown, NY — Page 2
40 listings

2 Bedroom Homes in Middletown, NY

2 Bedroom Homes in Middletown, NY

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12 of 40 Listings
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2 Bedroom Homes in Middletown, NY

12 of 40 Listings

  1. 63 Sycamore Drive 63 — photo25Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

$289,000

2 bd · 2 ba · 1,110 sqft

63 Sycamore Drive 63, Middletown, NY

Kyle Pierce · Patricia Schiller Real Est Co.

  • 13 Birch Street — photoPrice Reduced9Active

    $105,000

    2 bd · 1 ba · 432 sqft

    13 Birch Street, Middletown, NY

    Patricia Lucey · Picture It Sold, LLC

  • 141 Ruth Court — photo37Active

    $289,900

    2 bd · 2 ba · 1,049 sqft

    141 Ruth Court, Middletown, NY

    Dawn E. Gregg · Curasi Realty, Inc.

  • 16 Earle Street 14 1/2 — photo3Active

    $285,000

    2 bd · 1 ba · 1,019 sqft

    16 Earle Street 14 1/2, Middletown, NY

    Joao M Rodrigues · Preferred Properties Real Esta

  • 14 Airport Road — photo24Active

    $299,999

    2 bd · 1 ba · 1,164 sqft

    14 Airport Road, Middletown, NY

    Cindy Dorcely · KW Hudson Valley United

  • 43396 State Highway 28 — photoPrice Reduced26Active

    $190,000

    2 bd · 2 ba · 600 sqft

    43396 State Highway 28, Middletown, NY

    Sean O'Shaughnessy · Coldwell Banker Timberland Properties

  • 407 Winter Hollow Road — photo37Active

    $389,000

    2 bd · 2 ba · 1,588 sqft

    407 Winter Hollow Road, Middletown, NY

    Esther de Jong · Coldwell Banker Timberland Properties

  • 21 Dolson Avenue — photoPrice Reduced29Active

    $289,000

    2 bd · 1 ba · 1,181 sqft

    21 Dolson Avenue, Middletown, NY

    Jacob Fried · Keller Williams Realty

  • 12 Hidden Valley Drive — photoPrice Reduced26Active

    $120,000

    2 bd · 2 ba · 1,152 sqft

    12 Hidden Valley Drive, Middletown, NY

    Omar Harper · Epique Realty

  • 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

  • 45 John Street — photo34Active

    $225,000

    2 bd · 1 ba · 921 sqft

    45 John Street, Middletown, NY

    Jeffrey Lyons · Curasi Realty, Inc.

  • 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

  • 12

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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
    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.

    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.