View 109 Watkins Avenue Middletown, NY MLS# 962056
    1 of 8
    OPEN HOUSE: Sunday 3/15 12:00 PM - 2:00 PM
    $299,000
    2

    Beds

    1.0

    Baths

    800

    Sq.Ft.

    109 Watkins Avenue

    Middletown, NY

    Courtesy of R2M REALTY INC.
    View 41 Monhagen Avenue 39 Middletown, NY MLS# 960537
    $410,000
    5

    Beds

    4.0

    Baths

    15,707

    Sq.Ft.

    41 Monhagen Avenue 39

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 54 Ogden Street Middletown, NY MLS# 962828
    $399,900
    5

    Beds

    3.0

    Baths

    3,103

    Sq.Ft.

    54 Ogden Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 138-1/2 Linden Avenue Middletown, NY MLS# 961697
    $27,000
    Studio

    Beds

    0.0

    Baths

    1,392

    Sq.Ft.

    138-1/2 Linden Avenue

    Middletown, NY

    Courtesy of DONNA RUFFINO REALTY CORP
    View 55 Hulse Avenue Middletown, NY MLS# 961603
    $335,000
    3

    Beds

    1.0

    Baths

    914

    Sq.Ft.

    55 Hulse Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 14 Scotchtown Drive Middletown, NY MLS# 957282
    $369,900
    3

    Beds

    2.1

    Baths

    1,522

    Sq.Ft.

    14 Scotchtown Drive

    Middletown, NY

    Courtesy of HUDSON VALLEY GRIFFITH
    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 227 Deer Ct Drive Middletown, NY MLS# 959466
    $409,000
    3

    Beds

    2.1

    Baths

    1,919

    Sq.Ft.

    227 Deer Ct Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 4 Kless Court Middletown, NY MLS# 960173
    $429,000
    3

    Beds

    2.1

    Baths

    2,097

    Sq.Ft.

    4 Kless Court

    Middletown, NY

    Courtesy of YOURHOMESOLD GUARANTEED REALTY
    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
    View 121 Monhagen Avenue Middletown, NY MLS# 959666
    $499,000
    Studio

    Beds

    0.0

    Baths

    9,660

    Sq.Ft.

    121 Monhagen Avenue

    Middletown, NY

    Courtesy of PREFERRED PROPERTIES REAL ESTA
    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 14 Rdean Place Middletown, NY MLS# 917166
    $499,000
    3

    Beds

    2.1

    Baths

    2,016

    Sq.Ft.

    14 Rdean Place

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    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 262-264 Cottage Street Middletown, NY MLS# 957932
    $399,000
    5

    Beds

    2.0

    Baths

    7,500

    Sq.Ft.

    262-264 Cottage Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS VALLEY REALTY
    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 2066 Route 6 Middletown, NY MLS# 956652
    $625,000
    4

    Beds

    2.1

    Baths

    2,128

    Sq.Ft.

    2066 Route 6

    Middletown, NY

    Courtesy of COMPASS GREATER NY, LLC
    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

    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

    222

    Estimated median home price

    $425,000
    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 - 300K35
    $300K - 400K43
    $400K - 500K44
    $500K - 600K18
    $600K - 700K15
    $700K - 800K7
    $800K - 900K5
    $900K - 1M4
    $1M - Max25

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family127
    Townhouse0
    Condo16
    Commercial34
    Rental109
    Lots and Land31
    Condo/Town/CoOp0
    CoOp0
    Multi Family9
    Mobile Home5
    Farms0

    (Data as of 3/13/2026)

    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 3/14/2026.

    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.