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3 bedsNew constructionWith a pool
4 Bedroom Homes in Middletown, NY
51 listings

4 Bedroom Homes in Middletown, NY

4 Bedroom Homes in Middletown, NY

Hide Map
23 of 51 Listings
Map

4 Bedroom Homes in Middletown, NY

23 of 51 Listings

  1. 8 Pine Street — photo33

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
Active

$475,000

4 bd · 3 ba · 2,152 sqft

8 Pine Street, Middletown, NY

Robin A White · KW Hudson Valley United

  • 473 Ingrassia Road — photo50Active

    $759,900

    4 bd · 3 ba · 2,572 sqft

    473 Ingrassia Road, Middletown, NY

    John N Biasi · Howard Hanna Rand Realty

  • 901 Old Route 28 — photo30Active

    $299,000

    4 bd · 1 ba · 1,566 sqft

    901 Old Route 28, Middletown, NY

    Elizabeth A. McGuire · Keller Williams Upstate NY Properties

  • 23 W Conkling Avenue — photo43Active

    $415,000

    4 bd · 3 ba · 1,625 sqft

    23 W Conkling Avenue, Middletown, NY

    Sandra M. Arnez · KW Hudson Valley United

  • 282 Derby Road — photo33Active

    $599,900

    4 bd · 3 ba · 2,354 sqft

    282 Derby Road, Middletown, NY

    Thomas E. Grazier · I Realty LLC

  • 34 Hawthorne Drive — photo49Active

    $579,000

    4 bd · 3 ba · 2,368 sqft

    34 Hawthorne Drive, Middletown, NY

    Linda A Clark · Hudson Valley Griffith

  • 130 Apple Lane Drive — photo33Active

    $730,000

    4 bd · 3 ba · 2,646 sqft

    130 Apple Lane Drive, Middletown, NY

    Kichka Pascaru · Douglas Elliman Real Estate

  • 50 Scott Drive — photo45Active

    $489,000

    4 bd · 2 ba · 1,796 sqft

    50 Scott Drive, Middletown, NY

    Dulce M Ferrera · KW Hudson Valley United

  • 1215 Route 211 W — photo47Active

    $599,000

    4 bd · 3 ba · 2,832 sqft

    1215 Route 211 W, Middletown, NY

    Matthew W. Gibbs · KW Hudson Valley United

  • 21 Harrison Street — photoPrice Reduced50Active

    $419,900

    4 bd · 2 ba · 1,560 sqft

    21 Harrison Street, Middletown, NY

    Jie Liu · KW Hudson Valley United

  • 1 Hulse Street — photo46Active

    $499,000

    4 bd · 3 ba · 2,388 sqft

    1 Hulse Street, Middletown, NY

    Anita S. Cristiano · HomeSmart Homes & Estates

  • 977 Mt Hope Road — photo50Active

    $599,000

    4 bd · 3 ba · 2,428 sqft

    977 Mt Hope Road, Middletown, NY

    Georgina T. Maynard · Charles Rutenberg Realty, Inc.

  • 276 Spruce Road — photo38Active

    $499,000

    4 bd · 3 ba · 2,688 sqft

    276 Spruce Road, Middletown, NY

    Christine Torres · Keller Williams Hudson Valley

  • 158 Reiss Road — photoPrice Reduced47Active

    $789,900

    4 bd · 3 ba · 3,958 sqft

    158 Reiss Road, Middletown, NY

    Danielle Bartula · Howard Hanna Rand Realty

  • 118 Ridge Drive — photo49Active

    $765,000

    4 bd · 3 ba · 3,064 sqft

    118 Ridge Drive, Middletown, NY

    Patricia M Sassi · RE/MAX Benchmark Realty Group

  • 241 Midland Lake Road — photo7Active

    $849,999

    4 bd · 3 ba · 2,862 sqft

    241 Midland Lake Road, Middletown, NY

    Hilary R. Goldman · Howard Hanna Rand Realty

  • 19 Davidge Road — photo50Active

    $549,999

    4 bd · 4 ba · 2,298 sqft

    19 Davidge Road, Middletown, NY

    Kevin Grier · KW Hudson Valley United

  • 210 Howells Turnpike — photoPrice Reduced32Active

    $714,000

    4 bd · 3 ba · 2,733 sqft

    210 Howells Turnpike, Middletown, NY

    Cecilia Lewis · Century 21 Elite Realty

  • 39 California Avenue — photoPrice Reduced38Active

    $399,900

    4 bd · 1 ba · 1,204 sqft

    39 California Avenue, Middletown, NY

    Guoqing Ouyang · Dalton Wade Inc.

  • 31 Denman Road — photo34Active

    $539,900

    4 bd · 3 ba · 2,176 sqft

    31 Denman Road, Middletown, NY

    Kenyatta A Jones-Arietta · R2M Realty Inc

  • 4 Harding Street — photoPrice Reduced11Active

    $349,000

    4 bd · 2 ba · 1,416 sqft

    4 Harding Street, Middletown, NY

    Hai Li · KW Hudson Valley United

  • 23 Marcy Lane — photoPrice Reduced46Active

    $475,000

    4 bd · 2 ba · 1,732 sqft

    23 Marcy Lane, Middletown, NY

    Dennis B. Aboagye · Keller Williams Realty Group

  • 165 Bragg Hollow Road — photo49Active

    $549,000

    4 bd · 3 ba · 2,650 sqft

    165 Bragg Hollow Road, Middletown, NY

    Esther de Jong · Coldwell Banker Timberland Properties

  • 123

    Explore Middletown homes

    By price

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    By type

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    By feature

    • New construction
    • With a pool
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Listing data & MLS disclosures

    New York State Alliance
    IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.
    Listing information ©2026 New York State Alliance, Inc®. All Rights Reserved. Last Updated: 2026-08-04 18:55:31 UTC
    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

    July 2026 · This period is still settling

    Middletown 12-month median sale price trend

    Selling at 101.7% of asking price

    Buyers here are paying above asking. MLS · 43 sales · as of Jul 31, 2026

    Homes that sold · County records, as of Jul 31, 2026

    Median sale price
    $400,000$250,750–$513,500 typical range
    Price per sq. ft.
    $229
    Sales
    39
    Paid in cash
    59.0%

    Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

    Median list price
    $444,500
    Homes for sale
    132
    Median days on market
    27 days

    Price trend · Assessor repeat sales, as of Jul 31, 2026

    Year-over-year
    -5.3%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

    Median home size
    1,692 sq. ft.