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 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 19 Putters Way 9 Middletown, NY MLS# 909310
$409,500
2

Beds

2.1

Baths

1,337

Sq.Ft.

19 Putters Way 9

Middletown, NY

Courtesy of ACCESS REALTY TEAM INC
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 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
View 77 Prince Street Middletown, NY MLS# 894700
$399,000
3

Beds

2.1

Baths

1,245

Sq.Ft.

77 Prince Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 5 Mills Avenue Middletown, NY MLS# 893182
    1 of 30
    OPEN HOUSE: Saturday 1/10 1:00 PM - 3:00 PM
    $359,999
    3

    Beds

    1.1

    Baths

    1,160

    Sq.Ft.

    5 Mills Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 44 Houston Avenue Middletown, NY MLS# 879210
    $369,900
    5

    Beds

    2.0

    Baths

    2,440

    Sq.Ft.

    44 Houston Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 24 John Street Middletown, NY MLS# 874957
    • Virtual Tour
    1 of 46
    $399,000
    4,147

    Sq.Ft.

    24 John Street

    Middletown, NY

    Courtesy of GREEN TEAM COMMERCIAL
    View 4 Thistle Lane Middletown, NY MLS# 832175
    $440,000
    4

    Beds

    2.1

    Baths

    2,848

    Sq.Ft.

    4 Thistle Lane

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 64 Seaman Road Middletown, NY MLS# 818054
    $399,000
    Studio

    Beds

    0.0

    Baths

    1,890,504

    Sq.Ft.

    64 Seaman Road

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 0 Rykowski Lane Middletown, NY MLS# 810463
    $395,000

    0 Rykowski Lane

    Middletown, NY

    Courtesy of RAND COMMERCIAL
    View 149 Brown Road Middletown, NY MLS# L3572719
    $399,900
    2

    Beds

    2.0

    Baths

    1,631

    Sq.Ft.

    149 Brown Road

    Middletown, NY

    Courtesy of GREENE REALTY GROUP
    View 17 Little Avenue Middletown, NY MLS# H6310576
    $349,999
    5

    Beds

    2.0

    Baths

    1,670

    Sq.Ft.

    17 Little Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View Rose Lane Middletown, NY MLS# H6286521
    $450,000
    Studio

    Beds

    0.0

    Baths

    2,613,600

    Sq.Ft.

    Rose Lane

    Middletown, NY

    Courtesy of X-CAP REALTY LLC
    View County Hwy 76 Middletown, NY MLS# L3479668
    $400,000
    Studio

    Beds

    0.0

    Baths

    1,328,580

    Sq.Ft.

    County Hwy 76

    Middletown, NY

    Courtesy of VILLA GROUP REAL ESTATE LLC
    View Airport Road Middletown, NY MLS# H6195533
    $450,000
    Studio

    Beds

    0.0

    Baths

    126,324

    Sq.Ft.

    Airport 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

    239

    Estimated median home price

    $429,900
    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 - 200K18
    $200K - 300K38
    $300K - 400K50
    $400K - 500K43
    $500K - 600K22
    $600K - 700K12
    $700K - 800K13
    $800K - 900K5
    $900K - 1M4
    $1M - Max28

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family142
    Townhouse0
    Condo24
    Commercial34
    Rental115
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family7
    Mobile Home3
    Farms0

    (Data as of 1/6/2026)

    Information deemed reliable but not guaranteed.

    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.