View 121 Sprague Avenue Middletown, NY MLS# 948794
$274,900
2

Beds

1.1

Baths

1,200

Sq.Ft.

121 Sprague Avenue

Middletown, NY

Courtesy of DIMATTEO REALTY LLC
View 145 Academy Avenue Middletown, NY MLS# 922972
    1 of 5
    OPEN HOUSE: Saturday 1/10 12:00 PM - 2:00 PM
    $445,000
    4

    Beds

    2.0

    Baths

    2,545

    Sq.Ft.

    145 Academy Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 23 Peach Place Middletown, NY MLS# 947603
    • Recently Listed
    1 of 26
    $405,000
    3

    Beds

    2.1

    Baths

    1,540

    Sq.Ft.

    23 Peach Place

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 927 Tower Ridge Circle Middletown, NY MLS# 948020
    • Recently Listed
    1 of 36
    $314,900
    2

    Beds

    2.0

    Baths

    1,216

    Sq.Ft.

    927 Tower Ridge Circle

    Middletown, NY

    Courtesy of CRONIN & COMPANY REAL ESTATE
    View 917 Scotchtown Collabar Road Middletown, NY MLS# 947187
    $430,000
    3

    Beds

    2.0

    Baths

    1,300

    Sq.Ft.

    917 Scotchtown Collabar Road

    Middletown, NY

    Courtesy of BHHS HUDSON VALLEY PROPERTIES
    View 437 Union School Road Middletown, NY MLS# 945494
    • Recently Listed
    1 of 23
    $135,000
    Studio

    Beds

    0.0

    Baths

    283,140

    Sq.Ft.

    437 Union School Road

    Middletown, NY

    Courtesy of CURASI REALTY, INC.
    View 25 Fairways Drive 12 Middletown, NY MLS# 944683
    $410,000
    2

    Beds

    2.1

    Baths

    1,345

    Sq.Ft.

    25 Fairways Drive 12

    Middletown, NY

    Courtesy of MAGIC OF GREAT NECK REALTY INC
    View Lybolt Middletown, NY MLS# 944129
    $215,000
    Studio

    Beds

    0.0

    Baths

    Lybolt

    Middletown, NY

    Courtesy of EICHNER REALTY GROUP INC.
    View 14 Kensington Way Middletown, NY MLS# 944383
    $359,000
    2

    Beds

    1.1

    Baths

    1,115

    Sq.Ft.

    14 Kensington Way

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 21 Scotchtown Drive Middletown, NY MLS# 939326
    $399,900
    3

    Beds

    1.1

    Baths

    1,402

    Sq.Ft.

    21 Scotchtown Drive

    Middletown, NY

    Courtesy of HUDSON VALLEY GRIFFITH
    View 9 King Street Middletown, NY MLS# 942346
    $150,000
    2,238

    Sq.Ft.

    9 King Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 488 Tally Ho Road Middletown, NY MLS# 942705
    $215,000
    1

    Beds

    1.0

    Baths

    748

    Sq.Ft.

    488 Tally Ho Road

    Middletown, NY

    Courtesy of EXP REALTY
    View 1630 Goshen Turnpike Turnpike Middletown, NY MLS# 933783
    $147,000
    3

    Beds

    1.0

    Baths

    1,092

    Sq.Ft.

    1630 Goshen Turnpike Turnpike

    Middletown, NY

    Courtesy of RE/MAX TOWN & COUNTRY
    View 91 Mountain Avenue Middletown, NY MLS# 941164
    $350,000
    3

    Beds

    1.0

    Baths

    892

    Sq.Ft.

    91 Mountain Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 13 Forest Avenue Middletown, NY MLS# 941047
    • Virtual Tour
    1 of 33
    $429,999
    3

    Beds

    2.0

    Baths

    1,748

    Sq.Ft.

    13 Forest Avenue

    Middletown, NY

    Courtesy of HUDSON VALLEY HOME CONNECTION
    View 52 Scotchtown Drive Middletown, NY MLS# 939525
    $410,000
    3

    Beds

    2.0

    Baths

    1,309

    Sq.Ft.

    52 Scotchtown Drive

    Middletown, NY

    Courtesy of CENTURY 21 FULL SERVICE REALTY
    View 59 Sycamore Drive Middletown, NY MLS# 939548
    $185,000
    1

    Beds

    1.0

    Baths

    830

    Sq.Ft.

    59 Sycamore Drive

    Middletown, NY

    Courtesy of REAL BROKER NY LLC
    View 21 California Drive Middletown, NY MLS# 938267
    $399,900
    3

    Beds

    1.1

    Baths

    1,652

    Sq.Ft.

    21 California Drive

    Middletown, NY

    Courtesy of CRONIN & COMPANY REAL ESTATE
    View 43 Pinto Road E 43 Middletown, NY MLS# 933788
    • Virtual Tour
    1 of 49
    $447,000
    2

    Beds

    3.1

    Baths

    2,351

    Sq.Ft.

    43 Pinto Road E 43

    Middletown, NY

    Courtesy of RE/MAX TOWN & COUNTRY
    View Cr-49 Middletown, NY MLS# 940980
    $110,000
    Studio

    Beds

    0.0

    Baths

    283,140

    Sq.Ft.

    Cr-49

    Middletown, NY

    Courtesy of YOURHOMESOLD GUARANTEED 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

    239

    Estimated median home price

    $429,900
    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 - 100K6
    $100K - 200K18
    $200K - 300K38
    $300K - 400K50
    $400K - 500K43
    $500K - 600K22
    $600K - 700K12
    $700K - 800K13
    $800K - 900K5
    $900K - 1M4
    $1M - Max28

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family142
    Townhouse0
    Condo24
    Commercial34
    Rental115
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family7
    Mobile Home3
    Farms0

    (Data as of 1/6/2026)

    Information deemed reliable but not guaranteed.

    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.