View 13 Benton Avenue Middletown, NY MLS# 998257
$450,000
1,450

Sq.Ft.

13 Benton Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 319 Reservoir Road Middletown, NY MLS# 968373
$465,000
3

Beds

2.0

Baths

2,028

Sq.Ft.

319 Reservoir Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 16 Woodland Road Middletown, NY MLS# 997655
$239,000
3

Beds

1.0

Baths

1,250

Sq.Ft.

16 Woodland Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 543 Dosen Road Middletown, NY MLS# 997791
$325,000
3

Beds

1.0

Baths

1,061

Sq.Ft.

543 Dosen Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 54 Whitman Court Middletown, NY MLS# 989180
$299,999
3

Beds

1.1

Baths

1,428

Sq.Ft.

54 Whitman Court

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 12 Weather Vane Way Middletown, NY MLS# 992510
    1 of 40
    OPEN HOUSE: Saturday 6/27 12:00 PM - 2:00 PM
    $449,999
    3

    Beds

    2.1

    Baths

    2,055

    Sq.Ft.

    12 Weather Vane Way

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 122 Rolling Meadows Road Middletown, NY MLS# 991496
    $465,000
    3

    Beds

    2.0

    Baths

    2,055

    Sq.Ft.

    122 Rolling Meadows Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 100 Crans Road Middletown, NY MLS# 997243
    $429,900
    2

    Beds

    1.0

    Baths

    988

    Sq.Ft.

    100 Crans Road

    Middletown, NY

    Courtesy of CENTURY 21 E & M WILLIAMS RLTY
    View 15 High Ridge Lane Middletown, NY MLS# 996214
    $479,900
    2

    Beds

    2.1

    Baths

    1,762

    Sq.Ft.

    15 High Ridge Lane

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 9 Chestnut Street Middletown, NY MLS# 988951
    • Virtual Tour
    1 of 28
    $434,999
    3

    Beds

    2.0

    Baths

    1,614

    Sq.Ft.

    9 Chestnut Street

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 13 Hermanette Avenue Middletown, NY MLS# 995759
    $460,000
    3

    Beds

    2.1

    Baths

    1,852

    Sq.Ft.

    13 Hermanette Avenue

    Middletown, NY

    Courtesy of Weichert Realtors - Monroe
    View 29 Murray Road Middletown, NY MLS# 994440
    $555,000
    5

    Beds

    3.0

    Baths

    2,202

    Sq.Ft.

    29 Murray Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 12 Oak Ridge Road Middletown, NY MLS# 994308
    • Virtual Tour
    1 of 48
    $574,990
    3

    Beds

    2.0

    Baths

    2,596

    Sq.Ft.

    12 Oak Ridge Road

    Middletown, NY

    Courtesy of JACKIE HENRY REALTY LLC
    View 83 Deer Ct Drive Middletown, NY MLS# 994032
    • Virtual Tour
    1 of 43
    $425,000
    3

    Beds

    2.1

    Baths

    1,919

    Sq.Ft.

    83 Deer Ct Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 22 Oak Lane Middletown, NY MLS# 988510
    • Virtual Tour
    1 of 36
    $399,999
    3

    Beds

    1.1

    Baths

    1,410

    Sq.Ft.

    22 Oak Lane

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 133 Blumel Road Middletown, NY MLS# 990211
    $449,000
    3

    Beds

    2.0

    Baths

    1,756

    Sq.Ft.

    133 Blumel Road

    Middletown, NY

    Courtesy of HUDSON VALLEY GRIFFITH
    View 9 Silo Farm Place Middletown, NY MLS# 992793
    • Virtual Tour
    1 of 50
    $599,900
    4

    Beds

    2.1

    Baths

    2,342

    Sq.Ft.

    9 Silo Farm Place

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 66 Deer Ct Drive Middletown, NY MLS# 990896
    $285,000
    2

    Beds

    2.0

    Baths

    1,146

    Sq.Ft.

    66 Deer Ct Drive

    Middletown, NY

    Courtesy of KW HUDSON VALLEY UNTIED
    View 571 Route 17M Middletown, NY MLS# 984442
    $829,000
    4

    Beds

    2.2

    Baths

    3,340

    Sq.Ft.

    571 Route 17M

    Middletown, NY

    Courtesy of BHG REAL ESTATE GREEN TEAM
    View 79 Vincent Drive Middletown, NY MLS# 986748
    • Virtual Tour
    1 of 33
    $429,000
    3

    Beds

    1.0

    Baths

    1,043

    Sq.Ft.

    79 Vincent Drive

    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

    298

    Estimated median home price

    $448,000
    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 - 100K7
    $100K - 200K26
    $200K - 300K35
    $300K - 400K59
    $400K - 500K69
    $500K - 600K41
    $600K - 700K15
    $700K - 800K12
    $800K - 900K7
    $900K - 1M5
    $1M - Max22

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family179
    Townhouse0
    Condo33
    Commercial36
    Rental98
    Lots and Land28
    Condo/Town/CoOp0
    CoOp0
    Multi Family15
    Mobile Home7
    Farms0

    (Data as of 6/24/2026)

    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 6/24/2026.

    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.