Middletown New York Homes for Sale

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View 48 Connors Road Middletown, NY MLS# 973784
  • Recently Listed
1 of 49
$590,000
5

Beds

1.1

Baths

1,790

Sq.Ft.

48 Connors Road

Middletown, NY

Courtesy of EXP REALTY
View 18-20 Bedford Avenue Middletown, NY MLS# 977561
$249,999
2

Beds

1.0

Baths

864

Sq.Ft.

18-20 Bedford Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 464 Union School Road Middletown, NY MLS# 974281
    1 of 48
    OPEN HOUSE: Sunday 4/5 12:00 PM - 2:00 PM
    $900,000
    3

    Beds

    3.0

    Baths

    4,090

    Sq.Ft.

    464 Union School Road

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 1 High Ridge Lane Middletown, NY MLS# 978332
      1 of 21
      OPEN HOUSE: Saturday 4/4 11:00 AM - 1:00 PM
      $485,000
      2

      Beds

      2.1

      Baths

      2,084

      Sq.Ft.

      1 High Ridge Lane

      Middletown, NY

      Courtesy of EXP REALTY
      View 39 Hanford Street Middletown, NY MLS# 977011
      • Recently Listed
      1 of 18
      $425,000
      4

      Beds

      2.0

      Baths

      1,666

      Sq.Ft.

      39 Hanford Street

      Middletown, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 35 Dogwood Drive Middletown, NY MLS# 976162
      • Recently Listed
      1 of 13
      $560,000
      5

      Beds

      2.2

      Baths

      1,911

      Sq.Ft.

      35 Dogwood Drive

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY NYC GRP
      View 185 Ruth Court Middletown, NY MLS# 977760
      • Recently Listed
      1 of 30
      $289,000
      2

      Beds

      2.0

      Baths

      1,049

      Sq.Ft.

      185 Ruth Court

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 1110 Mt Hope Road Middletown, NY MLS# 977941
      • Recently Listed
      1 of 20
      $335,000
      1

      Beds

      1.0

      Baths

      976

      Sq.Ft.

      1110 Mt Hope Road

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 48 Loch Lomond Lane Middletown, NY MLS# 969282
      • Recently Listed
      1 of 45
      $399,999
      3

      Beds

      1.1

      Baths

      1,536

      Sq.Ft.

      48 Loch Lomond Lane

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 20 Tammy Drive Middletown, NY MLS# 974722
      • Recently Listed
      1 of 28
      $489,999
      3

      Beds

      2.1

      Baths

      1,832

      Sq.Ft.

      20 Tammy Drive

      Middletown, NY

      Courtesy of BHG REAL ESTATE GREEN TEAM
      View 238 Concord Lane Middletown, NY MLS# 977735
      • Recently Listed
      1 of 37
      $199,990
      2

      Beds

      2.0

      Baths

      924

      Sq.Ft.

      238 Concord Lane

      Middletown, NY

      Courtesy of BHHS HUDSON VALLEY PROPERTIES
      View 47 Carpenter Avenue Middletown, NY MLS# 976142
      • Recently Listed
      1 of 8
      $159,000
      Studio

      Beds

      0.0

      Baths

      18,600

      Sq.Ft.

      47 Carpenter Avenue

      Middletown, NY

      Courtesy of JACKIE HENRY REALTY LLC
      View 45 Knapp Avenue Middletown, NY MLS# 977325
      • Recently Listed
      1 of 2
      $175,000
      1

      Beds

      1.0

      Baths

      784

      Sq.Ft.

      45 Knapp Avenue

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 46 Knapp Avenue Middletown, NY MLS# 977556
      • Recently Listed
      1 of 2
      $299,900
      3

      Beds

      1.0

      Baths

      1,620

      Sq.Ft.

      46 Knapp Avenue

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 26, 28 Robert Street Middletown, NY MLS# 977688
      • Recently Listed
      1 of 12
      $400,000
      2,274

      Sq.Ft.

      26, 28 Robert Street

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 55 Eisenhower Drive Middletown, NY MLS# 975115
      • Recently Listed
      1 of 17
      $629,000
      4

      Beds

      3.0

      Baths

      2,560

      Sq.Ft.

      55 Eisenhower Drive

      Middletown, NY

      Courtesy of EREALTY ADVISORS, INC
      View 225 Monhagen Avenue Middletown, NY MLS# 970343
      • Recently Listed
      1 of 13
      $455,000
      4

      Beds

      2.0

      Baths

      1,466

      Sq.Ft.

      225 Monhagen Avenue

      Middletown, NY

      Courtesy of PANORAMA REALTY
      View 572 Greenville Turnpike Middletown, NY MLS# 973311
      • Recently Listed with Virtual Tour
      1 of 47
      $570,000
      4

      Beds

      3.1

      Baths

      2,072

      Sq.Ft.

      572 Greenville Turnpike

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 127 Sproat Street Middletown, NY MLS# 973409
      • Recently Listed with Virtual Tour
      1 of 40
      $509,900
      4

      Beds

      3.0

      Baths

      2,052

      Sq.Ft.

      127 Sproat Street

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 109 Concord Lane Middletown, NY MLS# 948587
      $90,000
      Studio

      Beds

      1.0

      Baths

      480

      Sq.Ft.

      109 Concord Lane

      Middletown, NY

      Courtesy of Weichert Realtors - Monroe

      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

      232

      Estimated median home price

      $429,450
      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 - 200K15
      $200K - 300K31
      $300K - 400K49
      $400K - 500K50
      $500K - 600K23
      $600K - 700K14
      $700K - 800K6
      $800K - 900K6
      $900K - 1M5
      $1M - Max24

      Homes for Sale by Type in Middletown, NY

      Property TypeCount
      Single Family133
      Townhouse0
      Condo17
      Commercial36
      Rental119
      Lots and Land31
      Condo/Town/CoOp0
      CoOp0
      Multi Family11
      Mobile Home4
      Farms0

      (Data as of 3/27/2026)

      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 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 3/31/2026.

      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.