View 12-14 Union Street Middletown, NY MLS# 921611
$300,000
15,299

Sq.Ft.

12-14 Union Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 19-21 Wilson Street Middletown, NY MLS# 916417
$399,999
3

Beds

3.0

Baths

2,236

Sq.Ft.

19-21 Wilson Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 138 Camp Orange Road Middletown, NY MLS# 919596
$325,000
3

Beds

1.0

Baths

1,256

Sq.Ft.

138 Camp Orange Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 100 Excelsior Avenue Middletown, NY MLS# 915423
$400,000
3

Beds

2.1

Baths

1,643

Sq.Ft.

100 Excelsior Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 727 Route 17M Middletown, NY MLS# 917365
$399,900
1

Beds

1.0

Baths

1,088

Sq.Ft.

727 Route 17M

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 43 Clinton Street Middletown, NY MLS# 918737
$60,000
Studio

Beds

0.0

Baths

5,000

Sq.Ft.

43 Clinton Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 14 W Conkling Avenue Middletown, NY MLS# 919733
$60,000
Studio

Beds

0.0

Baths

5,000

Sq.Ft.

14 W Conkling Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 136 & 140 Gillen Road Middletown, NY MLS# 894968
$329,000
3

Beds

1.0

Baths

1,344

Sq.Ft.

136 & 140 Gillen Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 125 Dolson Avenue 13 Middletown, NY MLS# 918699
$130,000
900

Sq.Ft.

125 Dolson Avenue 13

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 238 Concord Lane Middletown, NY MLS# 918188
$169,900
2

Beds

1.1

Baths

924

Sq.Ft.

238 Concord Lane

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 193 Deer Ct Drive Middletown, NY MLS# 914420
$277,000
2

Beds

2.0

Baths

1,291

Sq.Ft.

193 Deer Ct Drive

Middletown, NY

Courtesy of EXIT REALTY CONNECTIONS
View 53 Richmond Place Middletown, NY MLS# 915824
$349,999
3

Beds

1.0

Baths

1,144

Sq.Ft.

53 Richmond Place

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 328 Bloomingburg Road Middletown, NY MLS# 915106
$299,999
Studio

Beds

0.0

Baths

1,184,832

Sq.Ft.

328 Bloomingburg Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 985 Route 17M Middletown, NY MLS# 913965
$169,900
2

Beds

2.0

Baths

960

Sq.Ft.

985 Route 17M

Middletown, NY

Courtesy of HUDSON VALLEY REALTY & BUSINES
View 38 Prospect Street Middletown, NY MLS# 914007
$349,000
4

Beds

1.0

Baths

1,790

Sq.Ft.

38 Prospect Street

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 20 Benton Avenue Middletown, NY MLS# 907148
    1 of 44
    OPEN HOUSE: Sunday 12/28 11:00 AM - 12:00 PM
    $319,999
    3

    Beds

    2.0

    Baths

    1,504

    Sq.Ft.

    20 Benton Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 34 Poplar Lane Middletown, NY MLS# 910306
    $250,000
    2

    Beds

    1.1

    Baths

    1,240

    Sq.Ft.

    34 Poplar Lane

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 302 Concord Lane Middletown, NY MLS# 908658
    $220,000
    2

    Beds

    2.0

    Baths

    995

    Sq.Ft.

    302 Concord Lane

    Middletown, NY

    Courtesy of R2M REALTY INC
    View 1 Chancery Mews Middletown, NY MLS# 909891
    $349,000
    3

    Beds

    1.1

    Baths

    1,604

    Sq.Ft.

    1 Chancery Mews

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 28 Pinto Road W Middletown, NY MLS# 910811
    $384,000
    2

    Beds

    2.1

    Baths

    1,677

    Sq.Ft.

    28 Pinto Road W

    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

    245

    Estimated median home price

    $414,999
    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 - 100K6
    $100K - 200K16
    $200K - 300K37
    $300K - 400K59
    $400K - 500K44
    $500K - 600K23
    $600K - 700K11
    $700K - 800K13
    $800K - 900K4
    $900K - 1M4
    $1M - Max28

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family147
    Townhouse0
    Condo23
    Commercial35
    Rental119
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family8
    Mobile Home3
    Farms0

    (Data as of 12/26/2025)

    Information deemed reliable but not guaranteed.

    All information provided is deemed reliable but is not guaranteed and should be independently verified.

    Copyright 2025 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.