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Middletown, NY Homes for Sale | Realty.com
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3 beds

Homes for Sale in Middletown, NY

Homes for Sale in Middletown, NY

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20 of 206 Listings
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Homes for Sale in Middletown, NY

20 of 206 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 11 Estate Drive — photoNew17Active

    $325,000

    3 bd · 2 ba · 1,177 sqft

    11 Estate Drive, Middletown, NY

    Anita S. Cristiano · HomeSmart Homes & Estates

  2. 30 Euclid Avenue — photoNew35Active

    $439,900

    3 bd · 2 ba · 1,316 sqft

    30 Euclid Avenue, Middletown, NY

    John N Biasi · Howard Hanna Rand Realty

  3. 12 Weather Vane Way — photoNew34Active

    $399,000

    3 bd · 3 ba · 2,055 sqft

    12 Weather Vane Way, Middletown, NY

    Avigder Samet · Avion

  4. 298 Concord Lane Building 6 — photoNew5Active

    $125,000

    1 bd · 1 ba · 735 sqft

    298 Concord Lane Building 6, Middletown, NY

    Deirdre A Wansor · Keller Williams Realty

  5. 67 Cottage Street — photo39Active

    $380,000

    3 bd · 2 ba · 1,728 sqft

    67 Cottage Street, Middletown, NY

    Amanda L. Marte · Keller Williams Realty Group

  6. 10 Harvest Hill Lane — photoNewOpen house Sat, Oct 31 · 11:00 AM46Active

    $490,000

    4 bd · 3 ba · 2,200 sqft

    10 Harvest Hill Lane, Middletown, NY

    Kevin Grier · KW Hudson Valley United

  7. 52 Horton Avenue — photo6Active

    $260,000

    3 bd · 3 ba · 2,340 sqft

    52 Horton Avenue, Middletown, NY

    Tianyao Wang · Keller Williams Realty

  8. 143 Prospect Avenue — photo20Active

    $299,900

    3 bd · 2 ba · 1,547 sqft

    143 Prospect Avenue, Middletown, NY

    Brian T. Smith · River Realty Services, Inc.

  9. 178 Tanzer Lane — photo46Active

    $250,000

    2 bd · 1 ba · 672 sqft

    178 Tanzer Lane, Middletown, NY

    Melissa Wakin-Mostert · Coldwell Banker Timberland Properties

  10. 13 Mermaid Road — photoOpen house Sat, Oct 31 · 10:00 AM26Active

    $380,000

    4 bd · 3 ba · 2,180 sqft

    13 Mermaid Road, Middletown, NY

    John R Olivero · Keller Williams Realty

  11. 379 Tanzer Lane — photo50Active

    $839,000

    5 bd · 3 ba · 1,776 sqft

    379 Tanzer Lane, Middletown, NY

    Melissa Wakin-Mostert · Coldwell Banker Timberland Properties

  12. 23 Little Avenue — photo45Active

    $340,000

    3 bd · 2 ba · 1,543 sqft

    23 Little Avenue, Middletown, NY

    Sandra M. Arnez · KW Hudson Valley United

  13. 205 New Vernon Road — photoOpen house Sat, Oct 31 · 12:00 PM25Active

    $599,000

    5 bd · 2 ba · 2,864 sqft

    205 New Vernon Road, Middletown, NY

    Chrysovalant Diakopoulos · Bouklis Group Marketing Corp

  14. 100 Hillside Drive Unit B10 — photo35Active

    $289,000

    2 bd · 1 ba · 917 sqft

    100 Hillside Drive Unit B10, Middletown, NY

    Stephen Ramundo · Keller Williams Valley Realty

  15. 83 Anthony Street — photoOpen house Sun, Nov 1 · 12:00 AM39Active

    $600,000

    3 bd · 3 ba · 2,191 sqft

    83 Anthony Street, Middletown, NY

    Melanie Bilancione · Nicoli Realty

  16. 197 Deer Ct Drive — photo32Active

    $339,000

    2 bd · 3 ba · 1,473 sqft

    197 Deer Ct Drive, Middletown, NY

    David L. White · Owner Entry.com

  17. 435 Tally Ho Road — photo22Active

    $590,000

    4 bd · 3 ba · 2,072 sqft

    435 Tally Ho Road, Middletown, NY

    Bruce Geiser · Keller Williams Realty

  18. 61 Maureen Drive — photo13Active

    $399,000

    4 bd · 2 ba · 1,932 sqft

    61 Maureen Drive, Middletown, NY

    Yara Roussos · Homes By Yara Realty Group LLC

  19. 405 County Route 22 — photo43Active

    $448,000

    3 bd · 4 ba · 2,360 sqft

    405 County Route 22, Middletown, NY

    Stephanie Dolan · HomeSmart Homes & Estates

  20. 39 California Avenue — photo33Active

    $349,900

    4 bd · 1 ba · 1,204 sqft

    39 California Avenue, Middletown, NY

    Guoqing Ouyang · Dalton Wade Real Estate Group

12…9

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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
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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.

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

  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Nearby areas

    ZIP codes

    • 10950 (168)
    • 10940 (164)
    • 12701 (65)
    • 12771 (64)
    • 10918 (60)
    • 12790 (47)
    • 10924 (39)
    • 12775 (35)

    Cities

    • Monroe (101)
    • Montgomery (51)
    • Liberty (49)
    • Port Jervis (45)
    • Wallkill (45)
    • Wawarsing (44)
    • Goshen (42)
    • Rochester (32)

    Middletown housing market

    September 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 · 42 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $442,500$313,100–$523,250 typical range
    Price per sq. ft.
    $230
    Sales
    28
    Paid in cash
    46.4%

    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

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    4.9%

    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.