View 6 Kennedy Terrace Middletown, NY MLS# 1012365
$499,999
3

Beds

2.1

Baths

3,329

Sq.Ft.

6 Kennedy Terrace

Middletown, NY

Courtesy of ADEL CO ENTERPRISES INC
View 108-110 Academy Avenue Middletown, NY MLS# 1011967
$399,999
4

Beds

2.0

Baths

2,352

Sq.Ft.

108-110 Academy Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 41 Beers Drive Middletown, NY MLS# 1011066
    1 of 4
    OPEN HOUSE: Saturday 6/20 12:00 PM - 2:00 PM
    $369,900
    3

    Beds

    1.1

    Baths

    1,366

    Sq.Ft.

    41 Beers Drive

    Middletown, NY

    Courtesy of HUDSON PREMIUM REALTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 37 Monhagen Avenue Middletown, NY MLS# 1002381
    $450,000
    5

    Beds

    3.0

    Baths

    17,616

    Sq.Ft.

    37 Monhagen Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 11 Columbia Avenue Middletown, NY MLS# 1013260
    • Recently Listed with Virtual Tour
    1 of 42
    $435,000
    3

    Beds

    1.0

    Baths

    1,248

    Sq.Ft.

    11 Columbia Avenue

    Middletown, NY

    Courtesy of N TIRADO REALTY LLC
    View 4 Lorelei Drive Middletown, NY MLS# 1014402
    • Recently Listed
    1 of 36
    $399,000
    3

    Beds

    2.1

    Baths

    1,800

    Sq.Ft.

    4 Lorelei Drive

    Middletown, NY

    Courtesy of ARC REALTY 1 IN SALES
    View 5 Putters Way Middletown, NY MLS# 1014119
    • Recently Listed
    1 of 19
    $555,555
    3

    Beds

    2.1

    Baths

    2,402

    Sq.Ft.

    5 Putters Way

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 1089 Route 211 E Middletown, NY MLS# 1011861
    • Recently Listed
    1 of 3
    $4,250,000

    1089 Route 211 E

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 1 Hulse Street Middletown, NY MLS# 1013981
    • Recently Listed
    1 of 45
    $550,000
    4

    Beds

    2.1

    Baths

    2,344

    Sq.Ft.

    1 Hulse Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 512 County Route 49 Middletown, NY MLS# 1014571
    • Recently Listed
    1 of 41
    $749,900
    4

    Beds

    2.1

    Baths

    2,906

    Sq.Ft.

    512 County Route 49

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 37 California Drive Middletown, NY MLS# 1008642
    • Recently Listed
    1 of 20
    $499,000
    4

    Beds

    2.1

    Baths

    2,136

    Sq.Ft.

    37 California Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 9 Jordan Lane Middletown, NY MLS# 1010793
    • Recently Listed
    1 of 22
    $318,000
    3

    Beds

    2.1

    Baths

    1,345

    Sq.Ft.

    9 Jordan Lane

    Middletown, NY

    Courtesy of REALTY PROMOTIONS INC
    View 8 Walnut Lane Middletown, NY MLS# 1010798
    • Recently Listed
    1 of 17
    $399,900
    3

    Beds

    2.1

    Baths

    1,792

    Sq.Ft.

    8 Walnut Lane

    Middletown, NY

    Courtesy of REALTY PROMOTIONS INC
    View 37-39 Wisner Avenue Middletown, NY MLS# 1013818
    • Recently Listed
    1 of 49
    $529,900
    3

    Beds

    2.1

    Baths

    2,504

    Sq.Ft.

    37-39 Wisner Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 429 Van Burenville Road Middletown, NY MLS# 1013540
    $215,000
    Studio

    Beds

    0.0

    Baths

    47,916

    Sq.Ft.

    429 Van Burenville Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 1 High Ridge Lane Middletown, NY MLS# 1014031
    • Recently Listed with Virtual Tour
    1 of 36
    $485,000
    3

    Beds

    2.1

    Baths

    2,084

    Sq.Ft.

    1 High Ridge Lane

    Middletown, NY

    Courtesy of EXP REALTY
    View 13 Benton Avenue Middletown, NY MLS# 1013153
    • Recently Listed
    1 of 22
    $450,000
    Studio

    Beds

    0.0

    Baths

    1,450

    Sq.Ft.

    13 Benton Avenue

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 3 Truman Court Middletown, NY MLS# 1011283
    • Recently Listed with Virtual Tour
    1 of 49
    $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
    • Recently Listed with Virtual Tour
    1 of 15
    $399,999
    3

    Beds

    2.1

    Baths

    1,496

    Sq.Ft.

    21 Evan Court

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 10 Cornwall Lane Middletown, NY MLS# 1010033
    • Recently Listed
    1 of 39
    $489,000
    3

    Beds

    2.1

    Baths

    2,427

    Sq.Ft.

    10 Cornwall Lane

    Middletown, NY

    Courtesy of HUDSON VALLEY GRIFFITH

    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

    297

    Estimated median home price

    $449,999
    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 - 200K24
    $200K - 300K32
    $300K - 400K56
    $400K - 500K72
    $500K - 600K42
    $600K - 700K15
    $700K - 800K10
    $800K - 900K9
    $900K - 1M5
    $1M - Max23

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family179
    Townhouse0
    Condo29
    Commercial36
    Rental101
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family16
    Mobile Home8
    Farms0

    (Data as of 6/17/2026)

    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 6/17/2026.

    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.