View 316 Brola Road Middletown, NY MLS# 972010
$2,500,000
4

Beds

3.2

Baths

7,100

Sq.Ft.

316 Brola Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 220 M And M Road Middletown, NY MLS# 983743
  • Virtual Tour
1 of 45
$449,000
3

Beds

2.0

Baths

1,978

Sq.Ft.

220 M And M Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 2478 Mt Hope Road Middletown, NY MLS# 984462
$550,000
3

Beds

3.0

Baths

2,096

Sq.Ft.

2478 Mt Hope Road

Middletown, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 100 Hillside Drive E16 Middletown, NY MLS# 984017
$298,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

100 Hillside Drive E16

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 204 Brola Road Middletown, NY MLS# 981479
  • Virtual Tour
1 of 50
OPEN HOUSE: Saturday 4/18 11:00 AM - 3:00 PM
$868,509
4

Beds

4.0

Baths

3,200

Sq.Ft.

204 Brola Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 15 N Aspen Road Middletown, NY MLS# 982545
    1 of 1
    OPEN HOUSE: Saturday 4/18 1:00 PM - 3:00 PM
    $329,000
    2

    Beds

    1.1

    Baths

    1,144

    Sq.Ft.

    15 N Aspen Road

    Middletown, NY

    Courtesy of SERHANT LLC
    View 13 N Aspen Road Middletown, NY MLS# 986211
      1 of 1
      OPEN HOUSE: Saturday 4/18 1:00 PM - 3:00 PM
      $369,000
      3

      Beds

      1.1

      Baths

      1,484

      Sq.Ft.

      13 N Aspen Road

      Middletown, NY

      Courtesy of SERHANT LLC
      View 206 W Main Street Middletown, NY MLS# 979822
      • Recently Listed
      1 of 25
      $325,000
      4

      Beds

      1.0

      Baths

      1,248

      Sq.Ft.

      206 W Main Street

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 19 Livingston Street Middletown, NY MLS# 985594
      • Recently Listed
      1 of 30
      OPEN HOUSE: Sunday 4/19 1:00 PM - 3:00 PM
      $499,000
      4

      Beds

      2.1

      Baths

      1,944

      Sq.Ft.

      19 Livingston Street

      Middletown, NY

      Courtesy of HUDSON VALLEY GRIFFITH
      View 13 Elm Street Middletown, NY MLS# 986504
      • Recently Listed
      1 of 17
      $365,000
      3

      Beds

      1.1

      Baths

      1,405

      Sq.Ft.

      13 Elm Street

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 35 Black Stallion Court Middletown, NY MLS# 986787
      • Recently Listed
      1 of 47
      $370,000
      3

      Beds

      1.1

      Baths

      1,764

      Sq.Ft.

      35 Black Stallion Court

      Middletown, NY

      Courtesy of JOHN J LEASE REALTORS INC
      View 104-108 Highland Avenue Middletown, NY MLS# 980025
      • Recently Listed with Virtual Tour
      1 of 50
      OPEN HOUSE: Sunday 4/19 11:00 AM - 2:00 PM
      $568,000
      7

      Beds

      4.1

      Baths

      3,592

      Sq.Ft.

      104-108 Highland Avenue

      Middletown, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 19 Sunflower Street Middletown, NY MLS# 985640
      • Recently Listed
      1 of 35
      $499,900
      2

      Beds

      2.0

      Baths

      1,868

      Sq.Ft.

      19 Sunflower Street

      Middletown, NY

      Courtesy of RE/MAX BENCHMARK REALTY GROUP
      View 65 Maureen Drive Middletown, NY MLS# 970664
      • Recently Listed
      1 of 36
      $499,900
      3

      Beds

      2.1

      Baths

      2,200

      Sq.Ft.

      65 Maureen Drive

      Middletown, NY

      Courtesy of CRONIN & COMPANY REAL ESTATE
      View 15 Rivervale Road Middletown, NY MLS# 983798
      • Recently Listed
      1 of 26
      $319,000
      3

      Beds

      1.1

      Baths

      1,484

      Sq.Ft.

      15 Rivervale Road

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 38 Putters Way Middletown, NY MLS# 984140
      • Recently Listed
      1 of 50
      $615,000
      3

      Beds

      2.1

      Baths

      3,013

      Sq.Ft.

      38 Putters Way

      Middletown, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 301 3rd Avenue Middletown, NY MLS# 979868
      • Recently Listed
      1 of 33
      OPEN HOUSE: Sunday 4/19 12:00 PM - 2:00 PM
      $100,000
      2

      Beds

      2.0

      Baths

      800

      Sq.Ft.

      301 3rd Avenue

      Middletown, NY

      Courtesy of RE/MAX TOWN & COUNTRY
      View 3 Arden Court Middletown, NY MLS# 957904
      • Recently Listed
      1 of 43
      $460,000
      3

      Beds

      2.1

      Baths

      2,427

      Sq.Ft.

      3 Arden Court

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 17 Ross Lane Middletown, NY MLS# 983429
      • Recently Listed
      1 of 45
      $499,000
      4

      Beds

      2.1

      Baths

      2,000

      Sq.Ft.

      17 Ross Lane

      Middletown, NY

      Courtesy of BHHS HUDSON VALLEY PROPERTIES
      View 225 Van Duzer Road Middletown, NY MLS# 981261
      • Recently Listed
      1 of 50
      $839,000
      6

      Beds

      4.0

      Baths

      3,900

      Sq.Ft.

      225 Van Duzer Road

      Middletown, NY

      Courtesy of HOMESMART HOMES & ESTATES

      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

      228

      Estimated median home price

      $449,450
      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 - 100K10
      $100K - 200K16
      $200K - 300K31
      $300K - 400K44
      $400K - 500K49
      $500K - 600K21
      $600K - 700K19
      $700K - 800K6
      $800K - 900K7
      $900K - 1M4
      $1M - Max21

      Homes for Sale by Type in Middletown, NY

      Property TypeCount
      Single Family126
      Townhouse0
      Condo22
      Commercial34
      Rental120
      Lots and Land30
      Condo/Town/CoOp0
      CoOp0
      Multi Family11
      Mobile Home5
      Farms0

      (Data as of 4/17/2026)

      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 4/17/2026.

      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.