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
$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
    $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
    • 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
    $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 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: Wednesday 6/10 5:00 PM - 7:00 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
    View 21 Lincoln Terrace 19 Middletown, NY MLS# 1008301
    • Recently Listed
    1 of 48
    $849,900
    4

    Beds

    2.2

    Baths

    3,699

    Sq.Ft.

    21 Lincoln Terrace 19

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 29 Avoncroft Lane Middletown, NY MLS# 1003572
    • Recently Listed with Virtual Tour
    1 of 50
    $520,000
    3

    Beds

    2.1

    Baths

    2,567

    Sq.Ft.

    29 Avoncroft Lane

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 671 Route 211 W Middletown, NY MLS# 1007774
    • Recently Listed
    1 of 32
    $389,000
    3

    Beds

    1.0

    Baths

    1,110

    Sq.Ft.

    671 Route 211 W

    Middletown, NY

    Courtesy of HUDSON PREMIUM 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

    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 6/10/2026.

    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.