View 1 Brewster Drive Middletown, NY MLS# 1015287
$499,000
4

Beds

1.1

Baths

2,014

Sq.Ft.

1 Brewster Drive

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 24 Mountain Avenue Middletown, NY MLS# 1016433
    1 of 1
    OPEN HOUSE: Saturday 6/27 11:00 AM - 2:00 PM
    $395,000
    4

    Beds

    2.0

    Baths

    1,428

    Sq.Ft.

    24 Mountain Avenue

    Middletown, NY

    Courtesy of KW HUDSON VALLEY UNTIED
    View 237 Pine Grove Road Middletown, NY MLS# 1016497
    • Recently Listed
    1 of 45
    $415,000
    3

    Beds

    2.0

    Baths

    1,512

    Sq.Ft.

    237 Pine Grove Road

    Middletown, NY

    Courtesy of HUDSON PREMIUM REALTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 678 Prosperous Valley Road Middletown, NY MLS# 1015915
    • Recently Listed with Virtual Tour
    1 of 33
    OPEN HOUSE: Saturday 6/27 12:00 PM - 3:00 PM
    $499,999
    4

    Beds

    2.0

    Baths

    1,861

    Sq.Ft.

    678 Prosperous Valley Road

    Middletown, NY

    Courtesy of EXP REALTY
    View 12 Walnut Lane Middletown, NY MLS# 1016454
    • Recently Listed
    1 of 18
    $499,000
    4

    Beds

    2.0

    Baths

    1,932

    Sq.Ft.

    12 Walnut Lane

    Middletown, NY

    Courtesy of KW HUDSON VALLEY UNTIED
    View 25 Ferrara Drive Middletown, NY MLS# 1015148
    • Recently Listed
    1 of 35
    $430,000
    3

    Beds

    1.0

    Baths

    1,056

    Sq.Ft.

    25 Ferrara Drive

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 6 Kennedy Terrace Middletown, NY MLS# 1012365
    • Recently Listed
    1 of 23
    $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
    • Recently Listed
    1 of 28
    $399,999
    4

    Beds

    2.0

    Baths

    2,352

    Sq.Ft.

    108-110 Academy Avenue

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 37 Monhagen Avenue Middletown, NY MLS# 1002381
    • Recently Listed
    1 of 30
    $450,000
    5

    Beds

    3.0

    Baths

    17,616

    Sq.Ft.

    37 Monhagen Avenue

    Middletown, NY

    Courtesy of KW HUDSON VALLEY UNTIED
    View 6 Eaton Court Middletown, NY MLS# 1015565
    $384,000
    3

    Beds

    1.1

    Baths

    1,248

    Sq.Ft.

    6 Eaton Court

    Middletown, NY

    Courtesy of CURASI REALTY, INC.
    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
    2

    Beds

    1.1

    Baths

    1,800

    Sq.Ft.

    4 Lorelei Drive

    Middletown, NY

    Courtesy of ARC REALTY 1 IN SALES
    View 37 California Drive Middletown, NY MLS# 1008642
    • Recently Listed
    1 of 40
    $499,000
    4

    Beds

    2.1

    Baths

    2,136

    Sq.Ft.

    37 California Drive

    Middletown, NY

    Courtesy of KW HUDSON VALLEY UNTIED
    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 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 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
    View 80 Beattie Avenue Middletown, NY MLS# 1012752
    • Recently Listed
    1 of 35
    $415,000
    3

    Beds

    1.0

    Baths

    1,032

    Sq.Ft.

    80 Beattie Avenue

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 19 Putters Way 6 Middletown, NY MLS# 1011416
    • Recently Listed
    1 of 28
    $399,000
    2

    Beds

    2.1

    Baths

    1,337

    Sq.Ft.

    19 Putters Way 6

    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

    298

    Estimated median home price

    $448,000
    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 - 100K7
    $100K - 200K26
    $200K - 300K35
    $300K - 400K59
    $400K - 500K69
    $500K - 600K41
    $600K - 700K15
    $700K - 800K12
    $800K - 900K7
    $900K - 1M5
    $1M - Max22

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family179
    Townhouse0
    Condo33
    Commercial36
    Rental98
    Lots and Land28
    Condo/Town/CoOp0
    CoOp0
    Multi Family15
    Mobile Home7
    Farms0

    (Data as of 6/24/2026)

    Information deemed reliable but not guaranteed.

    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.