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Middletown, NY Homes for Sale | Realty.com
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3 bedsNew constructionWith a pool

Homes for Sale in Middletown, NY

Homes for Sale in Middletown, NY

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22 of 196 Listings
Map

Homes for Sale in Middletown, NY

22 of 196 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 41 Irwin Avenue — photoNew27Active

    $299,000

    3 bd · 1 ba · 1,248 sqft

    41 Irwin Avenue, Middletown, NY

    Joshua Papka · KW Hudson Valley North

  2. 20 3rd Street — photoNew40Active

    $690,000

    5 bd · 3 ba · 2,804 sqft

    20 3rd Street, Middletown, NY

    Feng Ching Chang SFR · Acer Realty Inc

  3. 95 Silver Lake Sctn Road — photoNew41Active

    $529,000

    3 bd · 2 ba · 1,753 sqft

    95 Silver Lake Sctn Road, Middletown, NY

    Ammar Iqbal · eXp Realty

  4. 538 Wagner Avenue — photoNew23Active

    $270,000

    3 bd · 2 ba · 1,312 sqft

    538 Wagner Avenue, Middletown, NY

    Joshua Slater · The Catskill Dream Team

  5. 367 Wood Road — photoNew48Active

    $585,000

    3 bd · 3 ba · 1,540 sqft

    367 Wood Road, Middletown, NY

    Esther de Jong · Coldwell Banker Timberland Properties

  6. 2096 Route 6 — photoNew3Active

    $899,999

    5 bd · 4 ba · 3,820 sqft

    2096 Route 6, Middletown, NY

    Silena R. Marchetti · S M Target Realty, LLC

  7. 2 Harvest Hill Lane — photo50Active

    $545,000

    3 bd · 3 ba · 2,508 sqft

    2 Harvest Hill Lane, Middletown, NY

    Kevin Grier · KW Hudson Valley United

  8. 4 Woodrose Court — photo36Active

    $475,000

    3 bd · 3 ba · 2,257 sqft

    4 Woodrose Court, Middletown, NY

    Alyssa Scancarello · Howard Hanna Rand Realty

  9. 11 Brittany Drive — photo42Active

    $215,000

    1 bd · 1 ba · 879 sqft

    11 Brittany Drive, Middletown, NY

    Amanda Ferrantello · Hudson Valley Griffith

  10. 220 Upper Kennedy — photo9Active

    $299,000

    2 bd · 1 ba · 560 sqft

    220 Upper Kennedy, Middletown, NY

    Debra Smith · Coldwell Banker Timberland Properties

  11. 50 Sycamore Drive 50 — photo35Active

    $329,900

    2 bd · 2 ba · 1,340 sqft

    50 Sycamore Drive 50, Middletown, NY

    Maliki Cottrell · Cottrell & Associates RE Corp.

  12. 3 Allerton Avenue — photo33Active

    $499,000

    3 bd · 3 ba · 1,328 sqft

    3 Allerton Avenue, Middletown, NY

    Erin K Connolly-Frontino · Artisan Realty

  13. 608 Kirbytown Road — photo25Active

    $350,000

    2 bd · 1 ba · 1,007 sqft

    608 Kirbytown Road, Middletown, NY

    Carol M Buchanan · BHG Real Estate Green Team

  14. 34 Field Stone Drive — photo21Active

    $485,000

    3 bd · 3 ba · 1,781 sqft

    34 Field Stone Drive, Middletown, NY

    Naomi Streicher · Q Home Sales

  15. 18 Deer Ct Drive Building 19 Unit 18 — photo20Active

    $320,000

    2 bd · 2 ba · 1,291 sqft

    18 Deer Ct Drive Building 19 Unit 18, Middletown, NY

    David B Wilson · Hudson Premium Realty

  16. 35 Lexington Way — photo14Active

    $319,000

    2 bd · 3 ba · 1,348 sqft

    35 Lexington Way, Middletown, NY

    Zhiheng Tang · KW Hudson Valley United

  17. 8 Pine Street — photo33Active

    $475,000

    4 bd · 3 ba · 2,152 sqft

    8 Pine Street, Middletown, NY

    Robin A White · KW Hudson Valley United

  18. 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

  19. 43 Brick Pond Road — photo22Active

    $328,000

    3 bd · 3 ba · 1,460 sqft

    43 Brick Pond Road, Middletown, NY

    Hai Li · KW Hudson Valley United

  20. 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.

  21. 41 Clinton Street — photo5Active

    $335,000

    3 bd · 1 ba · 1,224 sqft

    41 Clinton Street, Middletown, NY

    Ernest Acampora · River Realty Services, Inc.

  22. 93 Meadow View Drive — photo46Active

    $489,999

    3 bd · 4 ba · 1,827 sqft

    93 Meadow View Drive, Middletown, NY

    Kevin Grier · Keller Williams Hudson Valley

12…9

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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.
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    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

    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.

    Nearby areas

    ZIP codes

    • 10950 (187)
    • 10940 (124)
    • 12701 (77)
    • 10918 (69)
    • 10990 (65)
    • 12790 (58)
    • 12586 (45)
    • 10924 (44)

    Cities

    • Monroe (179)
    • Monticello (72)
    • Chester (69)
    • Warwick (65)
    • Wurtsboro (56)
    • Walden (45)
    • Goshen (44)
    • Highland Mills (44)