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
The time to sell is now! THE TIME TO SELL IS NOW!
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: Saturday 1/3 11:00 AM - 1:00 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 55 Glen Avenue Middletown, NY MLS# 910952
    $150,000
    2

    Beds

    1.0

    Baths

    1,200

    Sq.Ft.

    55 Glen Avenue

    Middletown, NY

    Courtesy of YOURHOMESOLD GUARANTEED REALTY
    View 9 Genung Street Middletown, NY MLS# 907464
    $299,999
    3

    Beds

    2.0

    Baths

    1,240

    Sq.Ft.

    9 Genung Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 211 Midland Lake Road Middletown, NY MLS# 902330
    $180,000
    Studio

    Beds

    0.0

    Baths

    91,476

    Sq.Ft.

    211 Midland Lake Road

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 3 Bonnie Brae Drive Middletown, NY MLS# 901822
    $450,000
    3

    Beds

    1.1

    Baths

    1,584

    Sq.Ft.

    3 Bonnie Brae Drive

    Middletown, NY

    Courtesy of HUDSON VALLEY HOME CONNECTION
    View 4 Putters Way Middletown, NY MLS# 905387
    $479,000
    2

    Beds

    2.1

    Baths

    2,000

    Sq.Ft.

    4 Putters Way

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 408 County Route 22 Middletown, NY MLS# 905653
    $379,999
    3

    Beds

    1.1

    Baths

    1,132

    Sq.Ft.

    408 County Route 22

    Middletown, NY

    Courtesy of RITA LEVINE REAL ESTATE
    View 20 Atwood Drive Middletown, NY MLS# 900544
    $489,000
    3

    Beds

    3.1

    Baths

    1,723

    Sq.Ft.

    20 Atwood Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 1 Chestnut Street Middletown, NY MLS# 902008
    $379,000
    3

    Beds

    1.0

    Baths

    1,100

    Sq.Ft.

    1 Chestnut Street

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 1538 Route 211 W Middletown, NY MLS# 900456
    $300,000
    2

    Beds

    2.0

    Baths

    1,536

    Sq.Ft.

    1538 Route 211 W

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 111 Apple Lane Drive Middletown, NY MLS# 900782
    $305,000
    2

    Beds

    1.1

    Baths

    1,150

    Sq.Ft.

    111 Apple Lane Drive

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 29 Keasel Road Middletown, NY MLS# 900143
    $499,000
    3

    Beds

    2.1

    Baths

    2,032

    Sq.Ft.

    29 Keasel Road

    Middletown, NY

    Courtesy of EXP REALTY
    View 11 Dolson Middletown, NY MLS# 901050
    $414,999
    3

    Beds

    2.1

    Baths

    1,795

    Sq.Ft.

    11 Dolson

    Middletown, NY

    Courtesy of COLDWELL BANKER 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

    229

    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 - 200K17
    $200K - 300K38
    $300K - 400K50
    $400K - 500K40
    $500K - 600K22
    $600K - 700K11
    $700K - 800K13
    $800K - 900K4
    $900K - 1M3
    $1M - Max25

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family138
    Townhouse0
    Condo23
    Commercial31
    Rental112
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family6
    Mobile Home2
    Farms0

    (Data as of 1/2/2026)

    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.