View 20 Dubois Street 18 1/2 Middletown, NY MLS# 962004
    1 of 1
    OPEN HOUSE: Saturday 3/7 12:00 PM - 2:00 PM
    $394,900
    4

    Beds

    1.1

    Baths

    1,417

    Sq.Ft.

    20 Dubois Street 18 1/2

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 3 Ben Lomond Drive Middletown, NY MLS# 951695
    • Virtual Tour
    1 of 39
    $525,000
    5

    Beds

    2.0

    Baths

    2,515

    Sq.Ft.

    3 Ben Lomond Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 79 Stern Scenic Drive Middletown, NY MLS# 959521
    $150,000
    3

    Beds

    2.0

    Baths

    1,500

    Sq.Ft.

    79 Stern Scenic Drive

    Middletown, NY

    Courtesy of EXIT REALTY CONNECTIONS
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 230 Derby Road Middletown, NY MLS# 959460
    $150,000
    Studio

    Beds

    0.0

    Baths

    16,300

    Sq.Ft.

    230 Derby Road

    Middletown, NY

    Courtesy of PREFERRED PROPERTIES REAL ESTA
    View 231 Concord Lane Middletown, NY MLS# 954460
    • Virtual Tour
    1 of 25
    $225,000
    2

    Beds

    1.1

    Baths

    924

    Sq.Ft.

    231 Concord Lane

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 45 Webb Road Middletown, NY MLS# 951024
    • Virtual Tour
    1 of 37
    $2,499,900
    2,544

    Sq.Ft.

    45 Webb Road

    Middletown, NY

    Courtesy of EXP REALTY
    View 34 Hampton Court Middletown, NY MLS# 955434
    $324,000
    3

    Beds

    1.1

    Baths

    1,508

    Sq.Ft.

    34 Hampton Court

    Middletown, NY

    Courtesy of CURASI REALTY, INC.
    View 49 Woodside Knolls Drive Middletown, NY MLS# 956446
    $485,000
    3

    Beds

    3.1

    Baths

    2,521

    Sq.Ft.

    49 Woodside Knolls Drive

    Middletown, NY

    Courtesy of Q HOME SALES
    View 46 Silo Lane Middletown, NY MLS# 955432
    $325,000
    3

    Beds

    1.1

    Baths

    1,452

    Sq.Ft.

    46 Silo Lane

    Middletown, NY

    Courtesy of EXP REALTY
    View 212 Cottage Street Middletown, NY MLS# 955084
    $250,000
    3

    Beds

    1.0

    Baths

    1,464

    Sq.Ft.

    212 Cottage Street

    Middletown, NY

    Courtesy of JOHN J LEASE REALTORS INC
    View 538 E Main Street Middletown, NY MLS# 955848
    $65,000
    Studio

    Beds

    0.0

    Baths

    7,875

    Sq.Ft.

    538 E Main Street

    Middletown, NY

    Courtesy of HUDSON VALLEY HOME CONNECTION
    View 47 Brick Pond Road Middletown, NY MLS# 952238
    $318,000
    2

    Beds

    1.1

    Baths

    1,460

    Sq.Ft.

    47 Brick Pond Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 22 East Main Street Middletown, NY MLS# 954848
    $58,000

    22 East Main Street

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 1 South Shore Drive Middletown, NY MLS# 954745
    $65,000
    Studio

    Beds

    0.0

    Baths

    10,454

    Sq.Ft.

    1 South Shore Drive

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 39 Orange Terrace Middletown, NY MLS# 954732
    $329,900
    3

    Beds

    1.0

    Baths

    976

    Sq.Ft.

    39 Orange Terrace

    Middletown, NY

    Courtesy of EICHNER REALTY GROUP INC.
    View 23 Independence Avenue Middletown, NY MLS# 954748
    $389,000
    3

    Beds

    1.1

    Baths

    1,509

    Sq.Ft.

    23 Independence Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 2078 Route 6 Middletown, NY MLS# 952401
    $599,990
    3

    Beds

    3.0

    Baths

    1,332

    Sq.Ft.

    2078 Route 6

    Middletown, NY

    Courtesy of EREALTY ADVISORS, INC
    View 37 Pinto Road E Middletown, NY MLS# 953168
    $430,000
    2

    Beds

    2.1

    Baths

    1,728

    Sq.Ft.

    37 Pinto Road E

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 86 Linden Avenue Middletown, NY MLS# 954319
    $299,999
    4

    Beds

    1.0

    Baths

    1,316

    Sq.Ft.

    86 Linden Avenue

    Middletown, NY

    Courtesy of EXP REALTY
    View 25 Mill Street Middletown, NY MLS# 954396
    $399,900
    1,472

    Sq.Ft.

    25 Mill Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS 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

    213

    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 - 100K8
    $100K - 200K19
    $200K - 300K32
    $300K - 400K39
    $400K - 500K40
    $500K - 600K20
    $600K - 700K13
    $700K - 800K7
    $800K - 900K5
    $900K - 1M4
    $1M - Max26

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family116
    Townhouse0
    Condo19
    Commercial35
    Rental105
    Lots and Land30
    Condo/Town/CoOp0
    CoOp0
    Multi Family8
    Mobile Home5
    Farms0

    (Data as of 3/3/2026)

    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 3/3/2026.

    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.

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