View 17 Woodrose Court Middletown, NY MLS# 941339
    1 of 31
    OPEN HOUSE: Saturday 1/17 2:00 PM - 4:00 PM
    $515,000
    3

    Beds

    2.1

    Baths

    2,763

    Sq.Ft.

    17 Woodrose Court

    Middletown, NY

    Courtesy of EXP REALTY
    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
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 14 Lincoln Terrace Middletown, NY MLS# 939706
    $674,999
    5

    Beds

    4.1

    Baths

    3,642

    Sq.Ft.

    14 Lincoln Terrace

    Middletown, NY

    Courtesy of CRONIN & COMPANY REAL ESTATE
    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 5 Wawayanda Place Middletown, NY MLS# 20255950
    $625,000
    12

    Beds

    10.0

    Baths

    5,004

    Sq.Ft.

    5 Wawayanda Place

    Middletown, NY

    UlsterCountyNY
    Courtesy of FIND ADVISORS
    View 6 Eaton Court Middletown, NY MLS# 938529
      1 of 27
      OPEN HOUSE: Saturday 1/17 12:00 PM - 2:00 PM
      $299,999
      3

      Beds

      1.1

      Baths

      1,248

      Sq.Ft.

      6 Eaton Court

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 10 Frederick Middletown, NY MLS# 939937
      $539,900
      4

      Beds

      2.1

      Baths

      2,144

      Sq.Ft.

      10 Frederick

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 5 Sayer Lane Middletown, NY MLS# 937803
      $129,999
      3

      Beds

      2.0

      Baths

      1,080

      Sq.Ft.

      5 Sayer Lane

      Middletown, NY

      Courtesy of HUDSON VALLEY HOME CONNECTION
      View 57 Overhill Road Middletown, NY MLS# 935730
      $350,000
      5

      Beds

      2.1

      Baths

      3,581

      Sq.Ft.

      57 Overhill Road

      Middletown, NY

      Courtesy of EXP REALTY
      View 16 Woodland Road Middletown, NY MLS# 939166
      $268,000
      3

      Beds

      1.0

      Baths

      1,250

      Sq.Ft.

      16 Woodland Road

      Middletown, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 78 Deer Ct Drive 78 Middletown, NY MLS# 939410
      $279,000
      2

      Beds

      2.0

      Baths

      1,291

      Sq.Ft.

      78 Deer Ct Drive 78

      Middletown, NY

      Courtesy of EXP REALTY
      View 193 Schutt Road Middletown, NY MLS# 938818
      • Virtual Tour
      1 of 20
      $249,900
      3

      Beds

      1.0

      Baths

      900

      Sq.Ft.

      193 Schutt Road

      Middletown, NY

      Courtesy of HOMESMART HOMES & ESTATES
      View 21 Cyprus Drive Middletown, NY MLS# 938656
      • Adult Community
      1 of 43
      $549,900
      2

      Beds

      2.0

      Baths

      1,868

      Sq.Ft.

      21 Cyprus Drive

      Middletown, NY

      Courtesy of RE/MAX BENCHMARK REALTY GROUP
      View 440 Mt Orange Road Middletown, NY MLS# 935459
      $131,250
      1

      Beds

      1.0

      Baths

      654

      Sq.Ft.

      440 Mt Orange Road

      Middletown, NY

      Courtesy of PRIME PARTNER REALTY
      View 47 Wickham Avenue 45 Middletown, NY MLS# 937384
      $499,900
      1,478

      Sq.Ft.

      47 Wickham Avenue 45

      Middletown, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 100 Hillside Drive F5 Middletown, NY MLS# 937885
      $278,000
      2

      Beds

      2.0

      Baths

      1,012

      Sq.Ft.

      100 Hillside Drive F5

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 529 5th Ave Middletown, NY MLS# 938236
      $153,000
      3

      Beds

      2.0

      Baths

      1,152

      Sq.Ft.

      529 5th Ave

      Middletown, NY

      Courtesy of CENTURY 21 FULL SERVICE 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

      245

      Estimated median home price

      $415,000
      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 - 200K18
      $200K - 300K40
      $300K - 400K53
      $400K - 500K45
      $500K - 600K23
      $600K - 700K13
      $700K - 800K11
      $800K - 900K5
      $900K - 1M4
      $1M - Max27

      Homes for Sale by Type in Middletown, NY

      Property TypeCount
      Single Family148
      Townhouse0
      Condo26
      Commercial34
      Rental114
      Lots and Land28
      Condo/Town/CoOp0
      CoOp0
      Multi Family6
      Mobile Home3
      Farms0

      (Data as of 1/15/2026)

      Information deemed reliable but not guaranteed.

      The data relating to real estate for sale on this web site comes in part from The Internet Data Exchange Program of ©2026 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. 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 they may be interested in purchasing.

      Data is updated as of 1/16/2026.

      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.