View 20 Dubois Street 18 1/2 Middletown, NY MLS# 962004
    1 of 1
    OPEN HOUSE: Saturday 3/7 10:00 AM - 12:00 PM
    $394,900
    4

    Beds

    1.1

    Baths

    1,417

    Sq.Ft.

    20 Dubois Street 18 1/2

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 521 E Main Street Middletown, NY MLS# 964168
    • Recently Listed
    1 of 19
    $499,900
    4

    Beds

    2.0

    Baths

    7,600

    Sq.Ft.

    521 E Main Street

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View Van Burenville Road Middletown, NY MLS# 965294
    • Recently Listed
    1 of 5
    $125,000
    Studio

    Beds

    0.0

    Baths

    278,784

    Sq.Ft.

    Van Burenville Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 57 Boorman Road Middletown, NY MLS# 955621
    • Recently Listed
    1 of 44
    $475,000
    3

    Beds

    3.0

    Baths

    1,674

    Sq.Ft.

    57 Boorman Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View Lot 2 South Centerville Road Middletown, NY MLS# 965712
    $140,000
    Studio

    Beds

    0.0

    Baths

    126,324

    Sq.Ft.

    Lot 2 South Centerville Road

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 21 High Ridge Lane 21 Middletown, NY MLS# 962000
    • Recently Listed
    1 of 33
    $499,900
    3

    Beds

    2.1

    Baths

    2,084

    Sq.Ft.

    21 High Ridge Lane 21

    Middletown, NY

    Courtesy of CURASI REALTY, INC.
    View 18 Jordan Lane Middletown, NY MLS# 961715
    • Recently Listed
    1 of 31
    $359,000
    3

    Beds

    2.1

    Baths

    1,345

    Sq.Ft.

    18 Jordan Lane

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 21 Philcox Road Middletown, NY MLS# 964656
    • Recently Listed
    1 of 3
    $379,000
    3

    Beds

    2.0

    Baths

    1,314

    Sq.Ft.

    21 Philcox Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 11 Philcox Road Middletown, NY MLS# 964665
    • Recently Listed
    1 of 12
    $269,000
    2

    Beds

    1.0

    Baths

    802

    Sq.Ft.

    11 Philcox Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 8 Atwood Drive Middletown, NY MLS# 963043
    • Virtual Tour
    1 of 30
    $479,000
    3

    Beds

    3.1

    Baths

    1,723

    Sq.Ft.

    8 Atwood Drive

    Middletown, NY

    Courtesy of REDFIN REAL ESTATE
    View 24 E Main Street Middletown, NY MLS# 963920
    • Recently Listed
    1 of 7
    $180,000
    5,653

    Sq.Ft.

    24 E Main Street

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 599 Guymard Turnpike Middletown, NY MLS# 927166
    • Recently Listed
    1 of 29
    $499,000
    3

    Beds

    2.0

    Baths

    1,852

    Sq.Ft.

    599 Guymard Turnpike

    Middletown, NY

    Courtesy of EXP REALTY
    View 109 Watkins Avenue Middletown, NY MLS# 962056
    • Recently Listed
    1 of 8
    $310,000
    2

    Beds

    1.0

    Baths

    800

    Sq.Ft.

    109 Watkins Avenue

    Middletown, NY

    Courtesy of R2M REALTY INC.
    View 41 Monhagen Avenue 39 Middletown, NY MLS# 960537
    • Recently Listed
    1 of 12
    $410,000
    5

    Beds

    4.0

    Baths

    15,707

    Sq.Ft.

    41 Monhagen Avenue 39

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 138-1/2 Linden Avenue Middletown, NY MLS# 961697
    $27,000
    Studio

    Beds

    0.0

    Baths

    1,392

    Sq.Ft.

    138-1/2 Linden Avenue

    Middletown, NY

    Courtesy of DONNA RUFFINO REALTY CORP
    View 55 Hulse Avenue Middletown, NY MLS# 961603
    • Recently Listed
    1 of 26
    $335,000
    3

    Beds

    1.0

    Baths

    914

    Sq.Ft.

    55 Hulse Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 3 Ben Lomond Drive Middletown, NY MLS# 951695
    • Virtual Tour
    1 of 39
    $525,000
    5

    Beds

    2.0

    Baths

    2,515

    Sq.Ft.

    3 Ben Lomond Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 4 Kless Court Middletown, NY MLS# 960173
    $429,000
    3

    Beds

    2.1

    Baths

    2,097

    Sq.Ft.

    4 Kless Court

    Middletown, NY

    Courtesy of YOURHOMESOLD GUARANTEED REALTY
    View 79 Stern Scenic Drive Middletown, NY MLS# 959521
    $150,000
    3

    Beds

    2.0

    Baths

    1,500

    Sq.Ft.

    79 Stern Scenic Drive

    Middletown, NY

    Courtesy of EXIT REALTY CONNECTIONS
    View 230 Derby Road Middletown, NY MLS# 959460
    $150,000
    Studio

    Beds

    0.0

    Baths

    16,300

    Sq.Ft.

    230 Derby Road

    Middletown, NY

    Courtesy of PREFERRED PROPERTIES REAL ESTA

    About Middletown

    Surrounded by such communities as Goshen and Wallkill, Middletown offers the expanded educational opportunities of Orange County Community College to the regional amenities.  Tranquil and yet convenient, Middletown is home to retail and commercial activity.  For expansive shopping, regional malls are just minutes from home.  Although the city is home to a number of businesses and light industry, it is primarily a residential community with a pleasing variety of single-family homes.  Both newer construction and fine older homes combine with multi-family options.  Commuters can travel to New York City via Metro-North rail or catch buses into the Port Authority.  An abundance of county and local parks ensure outdoor enjoyment.  Attractions include picnic areas and miles of hiking and biking trails as well as tennis courts and golf courses.

    Listings in Middletown, NY

    213

    Estimated median home price

    $429,900
    Middletown NY Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Middletown, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Middletown, NY.

    Homes for Sale by Price in Middletown, NY

    PriceCount
    $0 - 100K8
    $100K - 200K19
    $200K - 300K32
    $300K - 400K39
    $400K - 500K40
    $500K - 600K20
    $600K - 700K13
    $700K - 800K7
    $800K - 900K5
    $900K - 1M4
    $1M - Max26

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family116
    Townhouse0
    Condo19
    Commercial35
    Rental105
    Lots and Land30
    Condo/Town/CoOp0
    CoOp0
    Multi Family8
    Mobile Home5
    Farms0

    (Data as of 3/3/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

    The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

    Information Copyright 2021, OneKey® MLS. All Rights Reserved.