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Middletown, NY Homes for Sale — Page 6 | Realty.com
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Start here

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3 beds

Homes for Sale in Middletown, NY

Homes for Sale in Middletown, NY

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16 of 195 Listings
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Homes for Sale in Middletown, NY

16 of 195 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 195 Commonwealth Avenue — photoPrice Reduced15Active

    $305,000

    3 bd · 1 ba · 1,176 sqft

    195 Commonwealth Avenue, Middletown, NY

    Loretta Wolff · NexLvl Real Estate Inc.

  2. 14 Airport Road — photoPrice Reduced24Active

    $274,999

    2 bd · 1 ba · 1,164 sqft

    14 Airport Road, Middletown, NY

    Cindy Dorcely · KW Hudson Valley United

  3. 45 Brola Road — photo45Active

    $464,999

    3 bd · 3 ba · 1,966 sqft

    45 Brola Road, Middletown, NY

    Chativa Bowen · Keller Williams Realty

  4. 21 Harrison Street — photoPrice Reduced50Active

    $395,000

    4 bd · 2 ba · 1,560 sqft

    21 Harrison Street, Middletown, NY

    Jie Liu · KW Hudson Valley United

  5. 241 Midland Lake Road — photo37Active

    $849,999

    4 bd · 3 ba · 2,862 sqft

    241 Midland Lake Road, Middletown, NY

    Hilary R. Goldman · Howard Hanna Rand Realty

  6. 148 Church Street — photoPrice Reduced43Active

    $280,000

    3 bd · 1 ba · 992 sqft

    148 Church Street, Middletown, NY

    Sean O'Shaughnessy · Coldwell Banker Timberland Properties

  7. 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

  8. 6 Avoncroft Lane — photoPrice ReducedOpen house Sat, Nov 7 · 11:00 AM50Active

    $489,900

    3 bd · 3 ba · 1,899 sqft

    6 Avoncroft Lane, Middletown, NY

    Darnell Williams · R New York

  9. 19 Davidge Road — photo50Active

    $549,999

    4 bd · 4 ba · 2,298 sqft

    19 Davidge Road, Middletown, NY

    Kevin Grier · KW Hudson Valley United

  10. 81 Silver Lake Sctn Road — photo49Active

    $499,999

    3 bd · 3 ba · 1,660 sqft

    81 Silver Lake Sctn Road, Middletown, NY

    Antoinette M Gundersen · HomeSmart Homes & Estates

  11. 4 Kless Court — photo20Active

    $420,000

    3 bd · 3 ba · 2,097 sqft

    4 Kless Court, Middletown, NY

    Bryant Moran · YourHomeSold Guaranteed Realty

  12. 135 Eisele Road — photo30Active

    $300,000

    6 bd · 2 ba · 1,992 sqft

    135 Eisele Road, Middletown, NY

    Billie Kunzang · Kunzang Realty Group LLC

  13. 31 Denman Road — photoOpen house Sun, Nov 8 · 1:00 PM40Active

    $539,900

    4 bd · 3 ba · 2,176 sqft

    31 Denman Road, Middletown, NY

    Kenyatta A Jones-Arietta · R2M Realty Inc

  14. 58 Cobblestone Lane — photoPrice Reduced49Active

    $489,999

    3 bd · 3 ba · 2,500 sqft

    58 Cobblestone Lane, Middletown, NY

    Doreen Crowther · Howard Hanna Rand Realty

  15. 1794 Winter Hollow Road — photo40Active

    $745,000

    3 bd · 2 ba · 1,579 sqft

    1794 Winter Hollow Road, Middletown, NY

    Hillary Kolos · COMPASS Greater NY LLC

  16. 31 Lakota Drive — photoPrice Reduced39Active

    $348,000

    3 bd · 2 ba · 1,200 sqft

    31 Lakota Drive, Middletown, NY

    Pamela Jean Orr · Keller Williams Upstate NY Properties

1…567…9

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New York State Alliance
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Listing information ©2026 New York State Alliance, Inc®. All Rights Reserved. Last Updated: 2026-10-24 18:00:57 UTC
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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.
  • 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, 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

    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.