View 22 Oak Lane Middletown, NY MLS# 988510
$399,999
3

Beds

1.1

Baths

1,410

Sq.Ft.

22 Oak Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 13 Anthony Street Middletown, NY MLS# 989175
  • Recently Listed
1 of 14
$165,000
1

Beds

1.0

Baths

475

Sq.Ft.

13 Anthony Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 383 Connors Road Middletown, NY MLS# 987940
  • Recently Listed
1 of 9
$199,900
Studio

Beds

0.0

Baths

331,056

Sq.Ft.

383 Connors Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 188 Linden Avenue Middletown, NY MLS# 986125
  • Recently Listed
1 of 23
$279,000
3

Beds

1.0

Baths

1,091

Sq.Ft.

188 Linden Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS VALLEY REALTY
View 406 4th Avenue Middletown, NY MLS# 987420
  • Recently Listed
1 of 24
$39,000
2

Beds

1.0

Baths

910

Sq.Ft.

406 4th Avenue

Middletown, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 36 Bert Crawford Road Middletown, NY MLS# 987165
  • Recently Listed
1 of 14
$330,000
2

Beds

1.0

Baths

836

Sq.Ft.

36 Bert Crawford Road

Middletown, NY

Courtesy of PANORAMA REALTY
View 100 Hillside Drive E16 Middletown, NY MLS# 984017
  • Recently Listed
1 of 13
$298,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

100 Hillside Drive E16

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 15 N Aspen Road Middletown, NY MLS# 982545
  • Recently Listed
1 of 11
$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
  • Recently Listed
1 of 14
$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 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 301 3rd Avenue Middletown, NY MLS# 979868
  • Recently Listed
1 of 33
$100,000
2

Beds

2.0

Baths

800

Sq.Ft.

301 3rd Avenue

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 8 Grant Street Middletown, NY MLS# 983082
  • Recently Listed
1 of 12
$210,000
3

Beds

1.1

Baths

1,320

Sq.Ft.

8 Grant Street

Middletown, NY

Courtesy of RISING STAR REALTY
View 64 Patio Road Middletown, NY MLS# 981682
  • Recently Listed
1 of 28
$329,000
3

Beds

1.1

Baths

1,440

Sq.Ft.

64 Patio Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 129 Concord Lane Middletown, NY MLS# 982111
  • Recently Listed
1 of 33
$259,000
2

Beds

1.1

Baths

1,230

Sq.Ft.

129 Concord Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 209 Deer Ct Drive Middletown, NY MLS# 978576
$329,000
2

Beds

2.1

Baths

1,473

Sq.Ft.

209 Deer Ct Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 37 California Avenue Middletown, NY MLS# 980237
    1 of 10
    OPEN HOUSE: Saturday 4/25 4:30 PM - 6:30 PM
    $365,900
    3

    Beds

    2.0

    Baths

    1,152

    Sq.Ft.

    37 California Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 537 Route 17K Middletown, NY MLS# 978165
    $365,000
    3

    Beds

    1.1

    Baths

    1,575

    Sq.Ft.

    537 Route 17K

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 1110 NYS Route 211 W Middletown, NY MLS# 977941
      1 of 20
      OPEN HOUSE: Sunday 4/26 1:00 PM - 3:00 PM
      $335,000
      2

      Beds

      1.0

      Baths

      976

      Sq.Ft.

      1110 NYS Route 211 W

      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

      234

      Estimated median home price

      $432,500
      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 - 100K11
      $100K - 200K16
      $200K - 300K32
      $300K - 400K48
      $400K - 500K49
      $500K - 600K22
      $600K - 700K19
      $700K - 800K5
      $800K - 900K7
      $900K - 1M5
      $1M - Max20

      Homes for Sale by Type in Middletown, NY

      Property TypeCount
      Single Family126
      Townhouse0
      Condo22
      Commercial36
      Rental119
      Lots and Land31
      Condo/Town/CoOp0
      CoOp0
      Multi Family13
      Mobile Home6
      Farms0

      (Data as of 4/23/2026)

      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 4/24/2026.

      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.