View 145 Academy Avenue Middletown, NY MLS# 922972
$445,000
4

Beds

2.0

Baths

2,545

Sq.Ft.

145 Academy Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 63 Blumel Road Middletown, NY MLS# 945462
    1 of 1
    OPEN HOUSE: Saturday 1/3 11:00 AM - 1:00 PM
    $499,999
    4

    Beds

    2.1

    Baths

    1,960

    Sq.Ft.

    63 Blumel Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 13 Phillips Street Middletown, NY MLS# 945911
    • Recently Listed
    1 of 19
    OPEN HOUSE: Saturday 1/3 12:00 PM - 2:00 PM
    $499,950
    4

    Beds

    2.0

    Baths

    1,901

    Sq.Ft.

    13 Phillips Street

    Middletown, NY

    Courtesy of COMPASS GREATER NY, LLC
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 437 Union School Road Middletown, NY MLS# 945494
    • Recently Listed
    1 of 23
    $135,000
    Studio

    Beds

    0.0

    Baths

    283,140

    Sq.Ft.

    437 Union School Road

    Middletown, NY

    Courtesy of CURASI REALTY, INC.
    View 25 Fairways Drive 12 Middletown, NY MLS# 944683
    • Recently Listed
    1 of 34
    $410,000
    2

    Beds

    2.1

    Baths

    1,345

    Sq.Ft.

    25 Fairways Drive 12

    Middletown, NY

    Courtesy of MAGIC OF GREAT NECK REALTY INC
    View Lybolt Middletown, NY MLS# 944129
    $215,000
    Studio

    Beds

    0.0

    Baths

    Lybolt

    Middletown, NY

    Courtesy of EICHNER REALTY GROUP INC.
    View 14 Kensington Way Middletown, NY MLS# 944383
    • Recently Listed
    1 of 23
    $359,000
    2

    Beds

    1.1

    Baths

    1,115

    Sq.Ft.

    14 Kensington Way

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 40 Cornwall Lane Middletown, NY MLS# 943926
    • Recently Listed
    1 of 25
    $485,000
    3

    Beds

    3.1

    Baths

    2,784

    Sq.Ft.

    40 Cornwall Lane

    Middletown, NY

    Courtesy of ROYALTY REALTY NY LLC
    View 171 High Barney Road Middletown, NY MLS# 943071
    $469,000
    3

    Beds

    2.0

    Baths

    2,056

    Sq.Ft.

    171 High Barney Road

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 9 King Street Middletown, NY MLS# 942346
    $150,000
    2,238

    Sq.Ft.

    9 King Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 488 Tally Ho Road Middletown, NY MLS# 942705
    $215,000
    1

    Beds

    1.0

    Baths

    748

    Sq.Ft.

    488 Tally Ho Road

    Middletown, NY

    Courtesy of EXP REALTY
    View 1630 Goshen Turnpike Turnpike Middletown, NY MLS# 933783
    $147,000
    3

    Beds

    1.0

    Baths

    1,092

    Sq.Ft.

    1630 Goshen Turnpike Turnpike

    Middletown, NY

    Courtesy of RE/MAX TOWN & COUNTRY
    View 91 Mountain Avenue Middletown, NY MLS# 941164
    $350,000
    3

    Beds

    1.0

    Baths

    892

    Sq.Ft.

    91 Mountain Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 13 Forest Avenue Middletown, NY MLS# 941047
    • Virtual Tour
    1 of 33
    $429,999
    3

    Beds

    2.0

    Baths

    1,748

    Sq.Ft.

    13 Forest Avenue

    Middletown, NY

    Courtesy of HUDSON VALLEY HOME CONNECTION
    View 52 Scotchtown Drive Middletown, NY MLS# 939525
    $410,000
    3

    Beds

    2.0

    Baths

    1,309

    Sq.Ft.

    52 Scotchtown Drive

    Middletown, NY

    Courtesy of CENTURY 21 FULL SERVICE REALTY
    View 59 Sycamore Drive Middletown, NY MLS# 939548
    $185,000
    1

    Beds

    1.0

    Baths

    830

    Sq.Ft.

    59 Sycamore Drive

    Middletown, NY

    Courtesy of REAL BROKER NY LLC
    View 21 California Drive Middletown, NY MLS# 938267
    $399,900
    3

    Beds

    1.1

    Baths

    1,652

    Sq.Ft.

    21 California Drive

    Middletown, NY

    Courtesy of CRONIN & COMPANY REAL ESTATE
    View 43 Pinto Road E 43 Middletown, NY MLS# 933788
    • Virtual Tour
    1 of 49
    $447,000
    2

    Beds

    3.1

    Baths

    2,351

    Sq.Ft.

    43 Pinto Road E 43

    Middletown, NY

    Courtesy of RE/MAX TOWN & COUNTRY
    View Cr-49 Middletown, NY MLS# 940980
    $110,000
    Studio

    Beds

    0.0

    Baths

    283,140

    Sq.Ft.

    Cr-49

    Middletown, NY

    Courtesy of YOURHOMESOLD GUARANTEED REALTY
    View 6 Eaton Court Middletown, NY MLS# 938529
      1 of 27
      OPEN HOUSE: Saturday 1/3 11:00 AM - 1:00 PM
      $324,999
      3

      Beds

      1.1

      Baths

      1,248

      Sq.Ft.

      6 Eaton Court

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY

      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

      229

      Estimated median home price

      $410,000
      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 - 100K6
      $100K - 200K17
      $200K - 300K38
      $300K - 400K51
      $400K - 500K40
      $500K - 600K22
      $600K - 700K11
      $700K - 800K13
      $800K - 900K3
      $900K - 1M3
      $1M - Max25

      Homes for Sale by Type in Middletown, NY

      Property TypeCount
      Single Family138
      Townhouse0
      Condo23
      Commercial31
      Rental111
      Lots and Land29
      Condo/Town/CoOp0
      CoOp0
      Multi Family6
      Mobile Home2
      Farms0

      (Data as of 1/1/2026)

      Information deemed reliable but not guaranteed.

      All information provided is deemed reliable but is not guaranteed and should be independently verified.

      Copyright 2026 by the Multiple Listing service of Ulster County, Inc. All Rights Reserved.

      The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

      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.