View 282 Derby Road Middletown, NY MLS# 1026479
$599,900
4

Beds

2.1

Baths

2,354

Sq.Ft.

282 Derby Road

Middletown, NY

Courtesy of I REALTY LLC
View 23 Orange Terrace Middletown, NY MLS# 1019155
$599,000
3

Beds

3.0

Baths

3,225

Sq.Ft.

23 Orange Terrace

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 189 School House Road Middletown, NY MLS# 1021680
$599,000
3

Beds

2.1

Baths

2,086

Sq.Ft.

189 School House Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 977 Mt Hope Road Middletown, NY MLS# 1025075
$599,000
4

Beds

2.1

Baths

2,428

Sq.Ft.

977 Mt Hope Road

Middletown, NY

Courtesy of CHARLES RUTENBERG REALTY, INC.
View 131 King Road Middletown, NY MLS# 1057728
    1 of 42
    OPEN HOUSE: Saturday 11/7 11:00 AM - 1:00 PM
    $599,000
    3

    Beds

    2.1

    Baths

    1,600

    Sq.Ft.

    131 King Road

    Middletown, NY

    Courtesy of COLDWELL BANKER REALTY
    View 205 New Vernon Road Middletown, NY MLS# 1066003
    • Recently Listed
    1 of 25
    $599,000
    5

    Beds

    2.0

    Baths

    2,864

    Sq.Ft.

    205 New Vernon Road

    Middletown, NY

    Courtesy of BOUKLIS GROUP MARKETING CORP
    View 481 Dosen Road Middletown, NY MLS# 1055423
    • Virtual Tour
    1 of 42
    $598,800
    3

    Beds

    3.0

    Baths

    1,680

    Sq.Ft.

    481 Dosen Road

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 435 Tally Ho Road Middletown, NY MLS# 1063883
    • Recently Listed
    1 of 22
    $590,000
    4

    Beds

    2.1

    Baths

    2,072

    Sq.Ft.

    435 Tally Ho Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 24 3rd Street Middletown, NY MLS# 894923
    $589,000
    4

    Beds

    3.0

    Baths

    2,732

    Sq.Ft.

    24 3rd Street

    Middletown, NY

    Courtesy of REALTY PROMOTIONS INC
    View 5 Decker Drive Middletown, NY MLS# 999526
    • Virtual Tour
    1 of 33
    $589,000
    3

    Beds

    2.1

    Baths

    2,481

    Sq.Ft.

    5 Decker Drive

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 3 Ben Lomond Drive Middletown, NY MLS# 1064561
    • Recently Listed
    1 of 45
    $589,000
    5

    Beds

    2.0

    Baths

    2,263

    Sq.Ft.

    3 Ben Lomond Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 30 Daly Road Middletown, NY MLS# 1050855
    $579,000
    3

    Beds

    2.1

    Baths

    2,205

    Sq.Ft.

    30 Daly Road

    Middletown, NY

    Courtesy of KW HUDSON VALLEY UNITED
    View 44 Beverly Road Middletown, NY MLS# 1059401
    $579,000
    4

    Beds

    3.0

    Baths

    2,290

    Sq.Ft.

    44 Beverly Road

    Middletown, NY

    Courtesy of MICHELLE J SMALLS
    View 1215 Route 211 W Middletown, NY MLS# 1035791
    $572,500
    4

    Beds

    2.1

    Baths

    2,832

    Sq.Ft.

    1215 Route 211 W

    Middletown, NY

    Courtesy of KW HUDSON VALLEY UNITED
    View 179 Reservoir Road Middletown, NY MLS# 933548
    $550,000
    3

    Beds

    2.0

    Baths

    3,080

    Sq.Ft.

    179 Reservoir Road

    Middletown, NY

    Courtesy of KW HUDSON VALLEY UNITED
    View 44-50 Ingalls Street Middletown, NY MLS# 1049857
    $550,000
    4

    Beds

    2.1

    Baths

    2,540

    Sq.Ft.

    44-50 Ingalls Street

    Middletown, NY

    Courtesy of KW HUDSON VALLEY UNITED
    View 19 Davidge Road Middletown, NY MLS# 1020924
    • Virtual Tour
    1 of 50
    $549,999
    4

    Beds

    3.1

    Baths

    2,298

    Sq.Ft.

    19 Davidge Road

    Middletown, NY

    Courtesy of KW HUDSON VALLEY UNITED
    View 11 Amy Lane Middletown, NY MLS# 1049513
    $549,999
    5

    Beds

    4.0

    Baths

    2,586

    Sq.Ft.

    11 Amy Lane

    Middletown, NY

    Courtesy of CENTURY 21 FULL SERVICE REALTY
    View 22 Camp Orange Road Middletown, NY MLS# 1006587
    $549,900
    4

    Beds

    1.1

    Baths

    3,280

    Sq.Ft.

    22 Camp Orange Road

    Middletown, NY

    Courtesy of Weichert Realtors - Monroe
    View 106 Freezer Road Middletown, NY MLS# 1047247
    $549,900
    4

    Beds

    2.1

    Baths

    2,916

    Sq.Ft.

    106 Freezer Road

    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

    330

    Estimated median home price

    $417,500
    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 - 200K24
    $200K - 300K43
    $300K - 400K86
    $400K - 500K60
    $500K - 600K40
    $600K - 700K17
    $700K - 800K12
    $800K - 900K11
    $900K - 1M4
    $1M - Max25

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family219
    Townhouse0
    Condo32
    Commercial40
    Rental126
    Lots and Land26
    Condo/Town/CoOp0
    CoOp0
    Multi Family11
    Mobile Home2
    Farms0

    (Data as of 11/2/2026)

    Information deemed reliable but not guaranteed.

    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.