View 37 California Drive Middletown, NY MLS# 1008642
$499,000
4

Beds

2.1

Baths

2,136

Sq.Ft.

37 California Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 3 Truman Court Middletown, NY MLS# 1011283
$799,000
5

Beds

4.1

Baths

4,085

Sq.Ft.

3 Truman Court

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 21 Evan Court Middletown, NY MLS# 1011457
    1 of 15
    OPEN HOUSE: Saturday 6/13 11:00 AM - 1:00 PM
    $399,999
    3

    Beds

    2.1

    Baths

    1,496

    Sq.Ft.

    21 Evan Court

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 10 Cornwall Lane Middletown, NY MLS# 1010033
      1 of 39
      OPEN HOUSE: Saturday 6/13 12:00 PM - 2:00 PM
      $489,000
      3

      Beds

      2.1

      Baths

      2,427

      Sq.Ft.

      10 Cornwall Lane

      Middletown, NY

      Courtesy of HUDSON VALLEY GRIFFITH
      View 12 Hidden Valley Drive Middletown, NY MLS# 1006256
      • Recently Listed
      1 of 26
      $125,000
      2

      Beds

      2.0

      Baths

      1,152

      Sq.Ft.

      12 Hidden Valley Drive

      Middletown, NY

      Courtesy of EPIQUE REALTY
      View 16 Houston Ext Avenue Middletown, NY MLS# 1006867
      • Recently Listed with Virtual Tour
      1 of 46
      OPEN HOUSE: Sunday 6/14 12:00 PM - 3:00 PM
      $550,000
      4

      Beds

      2.1

      Baths

      2,069

      Sq.Ft.

      16 Houston Ext Avenue

      Middletown, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 21 Dolson Avenue Middletown, NY MLS# 1002333
      • Recently Listed
      1 of 29
      $299,000
      2

      Beds

      1.0

      Baths

      1,181

      Sq.Ft.

      21 Dolson Avenue

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 226 Concord Lane Middletown, NY MLS# 1010316
      • Recently Listed
      1 of 25
      $165,000
      1

      Beds

      1.0

      Baths

      735

      Sq.Ft.

      226 Concord Lane

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 45 John Street Middletown, NY MLS# 1011268
      • Recently Listed
      1 of 32
      $225,000
      2

      Beds

      1.0

      Baths

      921

      Sq.Ft.

      45 John Street

      Middletown, NY

      Courtesy of CURASI REALTY, INC.
      View 100 Hillside Drive C6 Middletown, NY MLS# 1010150
      • Recently Listed
      1 of 18
      $255,000
      2

      Beds

      2.0

      Baths

      1,140

      Sq.Ft.

      100 Hillside Drive C6

      Middletown, NY

      Courtesy of EXIT REALTY CONNECTIONS
      View 19 Putters Way 6 Middletown, NY MLS# 1011416
      • Recently Listed
      1 of 28
      $399,000
      2

      Beds

      2.1

      Baths

      1,337

      Sq.Ft.

      19 Putters Way 6

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 33 Walker Street Middletown, NY MLS# 1012101
      • Recently Listed
      1 of 39
      $398,000
      4

      Beds

      2.0

      Baths

      1,584

      Sq.Ft.

      33 Walker Street

      Middletown, NY

      Courtesy of CURASI REALTY, INC.
      View 11 Jordan Lane Middletown, NY MLS# 1010447
      • Recently Listed
      1 of 13
      $275,000
      2

      Beds

      2.1

      Baths

      1,348

      Sq.Ft.

      11 Jordan Lane

      Middletown, NY

      Courtesy of KERALA REALTY, LLC
      View 2078 Route 6 Middletown, NY MLS# 1011153
      • Recently Listed
      1 of 3
      $585,000
      3

      Beds

      3.0

      Baths

      1,332

      Sq.Ft.

      2078 Route 6

      Middletown, NY

      Courtesy of ANTHONY NAPOLITANO HOMES
      View 36 Hoover Drive Middletown, NY MLS# 1009967
      • Recently Listed with Virtual Tour
      1 of 37
      $479,900
      4

      Beds

      2.1

      Baths

      2,331

      Sq.Ft.

      36 Hoover Drive

      Middletown, NY

      Courtesy of EXP REALTY
      View 470 Ingrassia Road Middletown, NY MLS# 1009972
      • Recently Listed
      1 of 34
      $499,900
      3

      Beds

      3.0

      Baths

      1,400

      Sq.Ft.

      470 Ingrassia Road

      Middletown, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 22 Chestnut Street Middletown, NY MLS# 1006581
      $278,000
      4

      Beds

      1.1

      Baths

      1,548

      Sq.Ft.

      22 Chestnut Street

      Middletown, NY

      Courtesy of YOURHOMESOLD GUARANTEED REALTY
      View 8 Wayne Court Middletown, NY MLS# 1006739
      • Recently Listed with Virtual Tour
      1 of 50
      OPEN HOUSE: Saturday 6/13 12:00 PM - 2:00 PM
      $529,999
      4

      Beds

      2.1

      Baths

      2,486

      Sq.Ft.

      8 Wayne Court

      Middletown, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 566 County Route 49 Middletown, NY MLS# 1010887
      $439,900
      3

      Beds

      2.1

      Baths

      1,905

      Sq.Ft.

      566 County Route 49

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 37-39 Wisner Avenue Middletown, NY MLS# 1009529
      • Recently Listed
      1 of 21
      $588,000
      3

      Beds

      2.1

      Baths

      2,504

      Sq.Ft.

      37-39 Wisner Avenue

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY

      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

      275

      Estimated median home price

      $450,000
      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 - 100K9
      $100K - 200K25
      $200K - 300K27
      $300K - 400K49
      $400K - 500K67
      $500K - 600K38
      $600K - 700K16
      $700K - 800K8
      $800K - 900K9
      $900K - 1M5
      $1M - Max22

      Homes for Sale by Type in Middletown, NY

      Property TypeCount
      Single Family167
      Townhouse0
      Condo22
      Commercial35
      Rental102
      Lots and Land28
      Condo/Town/CoOp0
      CoOp0
      Multi Family15
      Mobile Home8
      Farms0

      (Data as of 6/10/2026)

      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 6/11/2026.

      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.