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Middletown, NY Homes for Sale — Page 7 | Realty.com
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Homes for Sale in Middletown, NY

Homes for Sale in Middletown, NY

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19 of 195 Listings
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Homes for Sale in Middletown, NY

19 of 195 Listings

Your local brokerage

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Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 31 Lakota Drive — photoPrice Reduced40Active

    $348,000

    3 bd · 2 ba · 1,200 sqft

    31 Lakota Drive, Middletown, NY

    Pamela Jean Orr · Keller Williams Upstate NY Properties

  2. 189 School House Road — photo33Active

    $599,000

    3 bd · 3 ba · 2,086 sqft

    189 School House Road, Middletown, NY

    Joseph Paoli · Howard Hanna Rand Realty

  3. 122 Castle High Road — photoPrice Reduced44Active

    $280,000

    3 bd · 1 ba · 1,830 sqft

    122 Castle High Road, Middletown, NY

    Denise S Clancy · Curasi Realty, Inc.

  4. 26 1/2 Ridge Street — photoPrice Reduced36Active

    $349,000

    4 bd · 2 ba · 1,770 sqft

    26 1/2 Ridge Street, Middletown, NY

    Cheskel Werzberger · Mount Realty

  5. 394 Concord Lane — photoPrice Reduced18Active

    $139,000

    1 bd · 1 ba · 735 sqft

    394 Concord Lane, Middletown, NY

    Carol Scully · Keller Williams Realty

  6. 411 Mt Joy Road — photoPrice Reduced50Active

    $799,000

    4 bd · 3 ba · 3,296 sqft

    411 Mt Joy Road, Middletown, NY

    Donna A Reese · KW Hudson Valley United

  7. 12 Walnut Lane — photoPrice Reduced18Active

    $469,000

    4 bd · 2 ba · 1,932 sqft

    12 Walnut Lane, Middletown, NY

    Xiaohui Cui · KW Hudson Valley United

  8. 11 Columbia Avenue — photoPrice Reduced42Active

    $430,000

    3 bd · 1 ba · 1,248 sqft

    11 Columbia Avenue, Middletown, NY

    Norberto Tirado · N Tirado Realty LLC

  9. 1 High Ridge Lane — photoPrice Reduced35Active

    $469,000

    3 bd · 3 ba · 2,084 sqft

    1 High Ridge Lane, Middletown, NY

    Jason J. Madison · eXp Realty

  10. 5041 County Route 6 — photoPrice Reduced38Active

    $349,000

    4 bd · 2 ba · 1,715 sqft

    5041 County Route 6, Middletown, NY

    Douglas B. Clarke · Jewett and Jewett LLC

  11. 202 Concord Lane — photoPrice Reduced41Active

    $349,000

    3 bd · 3 ba · 1,200 sqft

    202 Concord Lane, Middletown, NY

    Soleil Jackman · Howard Hanna Rand Realty

  12. 822 Burton Hill Road — photoPrice Reduced27Active

    $895,000

    3 bd · 3 ba · 3,559 sqft

    822 Burton Hill Road, Middletown, NY

    Tecia Poulas · BHHS Hudson Valley Properties

  13. 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

  14. 45 John Street — photo34Active

    $225,000

    2 bd · 1 ba · 921 sqft

    45 John Street, Middletown, NY

    Jeffrey Lyons · Curasi Realty, Inc.

  15. 2078 Route 6 — photoPrice Reduced22Active

    $530,000

    3 bd · 3 ba · 1,332 sqft

    2078 Route 6, Middletown, NY

    Shiva A. Kalipersad · Anthony Napolitano Homes

  16. 470 Ingrassia Road — photoPrice Reduced34Active

    $499,800

    3 bd · 3 ba · 2,040 sqft

    470 Ingrassia Road, Middletown, NY

    John N Biasi · Howard Hanna Rand Realty

  17. 1 Chestnut Street — photoPrice Reduced14Active

    $375,000

    3 bd · 1 ba · 1,100 sqft

    1 Chestnut Street, Middletown, NY

    Safdar Mursalin · eXp Realty

  18. 270 Kristens Ridge Road — photoPrice Reduced50Active

    $1,475,000

    4 bd · 5 ba · 4,199 sqft

    270 Kristens Ridge Road, Middletown, NY

    Jeffrey Ashton · Coldwell Banker Timberland Properties

  19. 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

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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
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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

    Nearby areas

    ZIP codes

    • 10950 (188)
    • 10940 (155)
    • 12771 (64)
    • 10918 (60)
    • 12701 (57)
    • 12790 (43)
    • 12566 (39)
    • 12758 (36)

    Cities

    • Monroe (119)
    • Montgomery (53)
    • Wawarsing (48)
    • Port Jervis (47)
    • Liberty (46)
    • Wallkill (44)
    • Goshen (38)
    • Woodbury (38)

    Middletown housing market

    October 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 · 41 sales · as of Oct 30, 2026

    Homes that sold · County records, as of Oct 9, 2026

    Median sale price
    $381,600$325,000–$531,000 typical range
    Price per sq. ft.
    $273
    Sales
    21
    Paid in cash
    38.1%

    Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

    Median list price
    $425,000
    Homes for sale
    176
    Median days on market
    36 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,692 sq. ft.

    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