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 120 Casimer Road 124 Middletown, NY MLS# 949023
    • Recently Listed
    1 of 9
    $700,000
    117,612

    Sq.Ft.

    120 Casimer Road 124

    Middletown, NY

    Courtesy of EXP REALTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    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
    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 24 Juniper Circle Middletown, NY MLS# 948272
    • Recently Listed
    1 of 42
    $625,000
    2

    Beds

    3.0

    Baths

    2,975

    Sq.Ft.

    24 Juniper Circle

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 30 Daly Road Middletown, NY MLS# 947940
    • Recently Listed
    1 of 24
    OPEN HOUSE: Sunday 1/11 11:30 AM - 1:30 PM
    $579,900
    3

    Beds

    2.1

    Baths

    2,205

    Sq.Ft.

    30 Daly Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 255 Howells Road Middletown, NY MLS# 947943
    • Recently Listed
    1 of 38
    $979,900
    5

    Beds

    4.1

    Baths

    4,200

    Sq.Ft.

    255 Howells Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 1 Royal Acres Drive Middletown, NY MLS# 947946
    • Recently Listed
    1 of 48
    $1,299,900
    7,523

    Sq.Ft.

    1 Royal Acres Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 63 Blumel Road Middletown, NY MLS# 945462
    • Recently Listed
    1 of 50
    OPEN HOUSE: Saturday 1/10 10:00 AM - 12:00 PM
    $499,999
    4

    Beds

    2.1

    Baths

    1,960

    Sq.Ft.

    63 Blumel Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    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 2850 State Route 17k Middletown, NY MLS# 947735
    • Recently Listed
    1 of 27
    $1,800,000
    1,754

    Sq.Ft.

    2850 State Route 17k

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 104 North Street Middletown, NY MLS# 947750
    • Recently Listed
    1 of 14
    $2,550,000
    11,750

    Sq.Ft.

    104 North Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 15 Phillips Street Middletown, NY MLS# 945911
    • Recently Listed
    1 of 19
    $499,950
    4

    Beds

    2.0

    Baths

    1,901

    Sq.Ft.

    15 Phillips Street

    Middletown, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 238 S Centerville Road Middletown, NY MLS# 945800
    • Recently Listed
    1 of 28
    $849,000
    5

    Beds

    2.1

    Baths

    3,764

    Sq.Ft.

    238 S Centerville Road

    Middletown, NY

    Courtesy of BHG REAL ESTATE GREEN TEAM
    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 105 Sprague Avenue Middletown, NY MLS# 945497
    • Recently Listed
    1 of 9
    $2,300,000
    26,000

    Sq.Ft.

    105 Sprague Avenue

    Middletown, NY

    Courtesy of PREFERRED PROPERTIES REAL ESTA
    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 32 Gibbs Court Middletown, NY MLS# 944792
    $1,650,000
    Studio

    Beds

    0.0

    Baths

    326,700

    Sq.Ft.

    32 Gibbs Court

    Middletown, NY

    Courtesy of BERKSHIRE HATHAWAY HS NE PROP.
    View Lybolt Middletown, NY MLS# 944129
    $215,000
    Studio

    Beds

    0.0

    Baths

    Lybolt

    Middletown, NY

    Courtesy of EICHNER REALTY GROUP INC.

    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.

    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 1/7/2026.

    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.