View 53 Daly Road Middletown, NY MLS# 962022
    1 of 26
    OPEN HOUSE: Sunday 3/15 12:00 PM - 3:00 PM
    $574,999
    4

    Beds

    2.1

    Baths

    2,255

    Sq.Ft.

    53 Daly Road

    Middletown, NY

    Courtesy of CURASI REALTY, INC.
    View 5 Loch Invar Lane Middletown, NY MLS# 969140
      1 of 1
      OPEN HOUSE: Saturday 3/14 11:00 AM - 1:00 PM
      $369,000
      3

      Beds

      2.0

      Baths

      1,646

      Sq.Ft.

      5 Loch Invar Lane

      Middletown, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 131 Meadow View Drive Middletown, NY MLS# 967141
        1 of 49
        OPEN HOUSE: Saturday 3/14 12:00 PM - 3:00 PM
        $489,999
        3

        Beds

        2.1

        Baths

        1,781

        Sq.Ft.

        131 Meadow View Drive

        Middletown, NY

        Courtesy of HOWARD HANNA RAND REALTY
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 16 Mountain Avenue Middletown, NY MLS# 968044
        $344,900
        4

        Beds

        1.1

        Baths

        1,598

        Sq.Ft.

        16 Mountain Avenue

        Middletown, NY

        Courtesy of KELLER WILLIAMS REALTY
        View 320 Highland Ave Ext. Extension Middletown, NY MLS# 966914
        $674,900
        4

        Beds

        2.1

        Baths

        2,360

        Sq.Ft.

        320 Highland Ave Ext. Extension

        Middletown, NY

        Courtesy of KELLER WILLIAMS HUDSON VALLEY
        View 43 Putters Way Middletown, NY MLS# 965678
        • Recently Listed
        1 of 49
        $625,000
        3

        Beds

        3.1

        Baths

        3,013

        Sq.Ft.

        43 Putters Way

        Middletown, NY

        Courtesy of HOWARD HANNA RAND REALTY
        View 566 County Route 49 Middletown, NY MLS# 967174
        • Recently Listed
        1 of 24
        OPEN HOUSE: Wednesday 3/11 4:00 AM - 6:00 PM
        $439,900
        3

        Beds

        2.1

        Baths

        1,905

        Sq.Ft.

        566 County Route 49

        Middletown, NY

        Courtesy of KELLER WILLIAMS HUDSON VALLEY
        View 15 Scotchtown Place Middletown, NY MLS# 965998
        • Recently Listed
        1 of 19
        $369,900
        4

        Beds

        1.1

        Baths

        1,602

        Sq.Ft.

        15 Scotchtown Place

        Middletown, NY

        Courtesy of DIMATTEO REALTY LLC
        View 19 Red Barn Lane Middletown, NY MLS# 967228
        • Recently Listed
        1 of 24
        $369,000
        4

        Beds

        3.1

        Baths

        1,692

        Sq.Ft.

        19 Red Barn Lane

        Middletown, NY

        Courtesy of KELLER WILLIAMS HUDSON VALLEY
        View 20 Dubois Street 18 1/2 Middletown, NY MLS# 962004
        • Recently Listed
        1 of 37
        $394,900
        4

        Beds

        2.0

        Baths

        1,417

        Sq.Ft.

        20 Dubois Street 18 1/2

        Middletown, NY

        Courtesy of KELLER WILLIAMS HUDSON VALLEY
        View 2 Thomas Jefferson Place Middletown, NY MLS# 966132
        $399,900
        3

        Beds

        2.1

        Baths

        1,724

        Sq.Ft.

        2 Thomas Jefferson Place

        Middletown, NY

        Courtesy of RE/MAX BENCHMARK REALTY GROUP
        View 80 Prospect Avenue Middletown, NY MLS# 966756
        • Recently Listed
        1 of 19
        $559,999
        6

        Beds

        2.0

        Baths

        2,424

        Sq.Ft.

        80 Prospect Avenue

        Middletown, NY

        Courtesy of LOCQUBE NEW YORK, INC.
        View 864 Route 17M Middletown, NY MLS# 966098
        • Recently Listed with Virtual Tour
        1 of 42
        $669,000
        3

        Beds

        2.1

        Baths

        2,400

        Sq.Ft.

        864 Route 17M

        Middletown, NY

        Courtesy of HOMESMART HOMES & ESTATES
        View 521 E Main Street Middletown, NY MLS# 964168
        • Recently Listed
        1 of 19
        $499,900
        4

        Beds

        2.0

        Baths

        7,600

        Sq.Ft.

        521 E Main Street

        Middletown, NY

        Courtesy of HOWARD HANNA RAND REALTY
        View Van Burenville Road Middletown, NY MLS# 965294
        • Recently Listed
        1 of 5
        $125,000
        Studio

        Beds

        0.0

        Baths

        278,784

        Sq.Ft.

        Van Burenville Road

        Middletown, NY

        Courtesy of KELLER WILLIAMS HUDSON VALLEY
        View 57 Boorman Road Middletown, NY MLS# 955621
        • Recently Listed
        1 of 44
        $475,000
        3

        Beds

        3.0

        Baths

        1,674

        Sq.Ft.

        57 Boorman Road

        Middletown, NY

        Courtesy of KELLER WILLIAMS HUDSON VALLEY
        View Lot 2 South Centerville Road Middletown, NY MLS# 965712
        $140,000
        Studio

        Beds

        0.0

        Baths

        126,324

        Sq.Ft.

        Lot 2 South Centerville Road

        Middletown, NY

        Courtesy of HOWARD HANNA RAND REALTY
        View 21 High Ridge Lane 21 Middletown, NY MLS# 962000
        • Recently Listed
        1 of 33
        $499,900
        3

        Beds

        2.1

        Baths

        2,084

        Sq.Ft.

        21 High Ridge Lane 21

        Middletown, NY

        Courtesy of CURASI REALTY, INC.
        View 21 Philcox Road Middletown, NY MLS# 964656
        • Recently Listed
        1 of 3
        $379,000
        3

        Beds

        2.0

        Baths

        1,314

        Sq.Ft.

        21 Philcox Road

        Middletown, NY

        Courtesy of KELLER WILLIAMS HUDSON VALLEY
        View 11 Philcox Road Middletown, NY MLS# 964665
        • Recently Listed
        1 of 12
        $269,000
        2

        Beds

        1.0

        Baths

        802

        Sq.Ft.

        11 Philcox Road

        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

        215

        Estimated median home price

        $429,000
        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 - 100K8
        $100K - 200K18
        $200K - 300K34
        $300K - 400K39
        $400K - 500K41
        $500K - 600K18
        $600K - 700K15
        $700K - 800K7
        $800K - 900K5
        $900K - 1M4
        $1M - Max26

        Homes for Sale by Type in Middletown, NY

        Property TypeCount
        Single Family117
        Townhouse0
        Condo19
        Commercial35
        Rental111
        Lots and Land30
        Condo/Town/CoOp0
        CoOp0
        Multi Family9
        Mobile Home5
        Farms0

        (Data as of 3/8/2026)

        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 3/10/2026.

        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.