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Apartments under $2,000 for Rent in Middletown, NY

132 Rentals
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  10. Building Photo - 35 East Ave
    2 BEDS, 1 BATH
    $1,995
    Total Monthly Price Total Monthly Price New
    Base Rent$1,995
    Required Monthly FeesNone
    Total Monthly Price$1,995

    35 East Ave Unit 1

    35 East Ave, Middletown, NY 10940
  11. Building Photo - 35 East Ave
    1 BED, 1 BATH
    $1,895
    Total Monthly Price Total Monthly Price New
    Base Rent$1,895
    Required Monthly FeesNone
    Total Monthly Price$1,895

    35 East Ave Unit 2

    35 East Ave, Middletown, NY 10940
  13. Building Photo - 52 Cottage St
    STUDIO, 1 BATH
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    52 Cottage St Unit 306

    52 Cottage St, Middletown, NY 10940
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  17. 3 BEDS, 1 BATH
    $2,000

    34 Broad St

    34 Broad St, Middletown, NY 10940
  27. 1 BED, 1 BATH
    $1,800

    78 Inwood Rd

    78 Inwood Rd, Middletown, NY 10941
  32. 1 BED, 1 BATH
    $2,000

    63 Poplar Ln

    63 Poplar Ln, Middletown, NY 10941

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Middletown at a Glance

Average Rent

$1,952
(All bedrooms and property types)
Learn more about
Average Rent in Middletown
4

School Rating

out of 10 Rating
Learn more about
Schools in Middletown

Middletown, NY Apartments for Rent

Middletown is the largest city in Orange County, located in New York's Hudson Valley region near the Wallkill River and the foothills of the Shawangunk Mountains. Incorporated as a city in 1888, it developed as an important railroad hub in the 19th and early 20th centuries, attracting manufacturing businesses that helped shape its growth. Those searching for apartments for rent in Middletown will discover a mix of restored Victorian properties and newer residential developments, with one-bedroom options averaging around $1,936 per month.

Renting in Middletown offers convenient access to both nature and city conveniences. The downtown area features diverse dining options and the restored Paramount Theatre, which hosts films and live performances throughout the year. Highland Lakes State Park provides outdoor recreation nearby, while the Galleria at Crystal Run offers shopping just outside city limits. The presence of SUNY Orange's main campus adds educational opportunities to the area, and Middletown's location between Port Jervis and Newburgh provides straightforward access to major transportation routes for commuters heading to other parts of the Hudson Valley or the greater New York metropolitan area.

Renting in Middletown

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Middletown

(For 1 bedroom apartments)

Education

Private University
Public University
GreatSchools Rating
Minisink Valley High School

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Middletown High School

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Minisink Valley Middle School

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Middletown Twin Towers Middle School

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Monhagen Middle School

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
William A Carter School

Public Elementary School

Public
Grades K-5
Students
GreatSchools Rating
Minisink Valley Intermediate School

Public Elementary School

Public
Grades K-5
Students
GreatSchools Rating
Presidential Park Elementary School

Public Elementary School

Public
Grades K-5
Students
GreatSchools Rating
Maple Hill Elementary School

Public Elementary School

Public
Grades K-5
Students
GreatSchools Rating
Minisink Valley Elementary School

Public Elementary School

Public
Grades K-5
Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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