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Apartments for Rent in Middletown, NY with a Swimming Pool

259 Rentals
.
  11. Building Photo - The Regency Club
    Discounts
    Discounts
    1 BED
    $2,200+
    2 BEDS
    $2,500+

    The Regency Club

    1200 Regency Ct, Middletown, NY 10940
  15. 1 BED
    $1,695+
    2 BEDS
    $1,895+
    3 BEDS
    $2,600+

    Kensington Manor

    1 Kensington Mnr, Middletown, NY 10941
  17. Building Photo - 13 Arden Ct
    3 BEDS, 4 BATHS
    $3,500

    13 Arden Ct

    13 Arden Ct, Middletown, NY 10940
  22. 3 BEDS, 1.5 BATHS
    $2,700

    62 Sarah Ln

    62 Sarah Ln, Middletown, NY 10941
  31. 3 BEDS, 3.5 BATHS
    $3,500

    13 Arden Ct

    13 Arden Ct, Middletown, NY 10940
  33. 2 BEDS, 1 BATH
    $1,750

    15 Eldred St

    15 Eldred St, Middletown, NY 10940
  34. 4 BEDS, 2 BATHS
    $3,000

    18 Maples Ln

    18 Maples Ln, Middletown, NY 10940
  36. 1 BED, 1 BATH
    $1,650

    7 Sproat St

    7 Sproat St, Middletown, NY 10940
  37. 2 BEDS, 2.5 BATHS
    $2,400

    28 Kent Ct

    28 Kent Ct, Middletown, NY 10940
  38. 3 BEDS, 1 BATH
    $2,100

    34 Smith St

    34 Smith St, Middletown, NY 10940
Showing 42 of 66 results, Page 1 of 2

Middletown at a Glance

Average Rent

$1,852
(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
0

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Middletown
32

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Middletown

Middletown, NY Apartments for Rent

Located in New York's Hudson Valley region, Middletown combines small-city living with metropolitan accessibility. Apartment seekers will find a community steeped in history, showcased by landmarks like the First Congregational Church and the Webb Horton House on the SUNY Orange campus. With one-bedroom apartments averaging $1,860 monthly, Middletown offers lower rental rates compared to the state average of $2,660. The city provides convenient access to major transportation routes including Interstate 84 and Route 17.

Residents have access to shopping at the Galleria at Crystal Run, entertainment at the historic Paramount Theatre, and outdoor activities at Highland Lakes State Park. The Orange County Fair brings seasonal festivities to the area each summer. The city is home to SUNY Orange and Touro College of Osteopathic Medicine. For commuters, the Metro-North Railroad's Port Jervis Line stops at the Middletown-Town of Wallkill station, connecting to New York City, while local bus service serves the six-square-mile community.

Renting in Middletown

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Middletown

(For 1 bedroom apartments)

Getting Around Middletown

Transportation

47

Car-Dependent

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
32

Somewhat Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
0

Minimal Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

Education

Private University
Public University
GreatSchools Rating
Minisink Valley High School

Public High School

Public
Grades 9-12
1,172 Students
GreatSchools Rating
Middletown High School

Public High School

Public
Grades 9-12
2,523 Students
GreatSchools Rating
Minisink Valley Middle School

Public Middle School

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

Public Middle School

Public
Grades 6-8
858 Students
GreatSchools Rating
Monhagen Middle School

Public Middle School

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

Public Elementary School

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

Public Elementary School

Public
Grades 3-5
444 Students
GreatSchools Rating
Presidential Park Elementary School

Public Elementary School

Public
Grades K-5
1,300 Students
GreatSchools Rating
Maple Hill Elementary School

Public Elementary School

Public
Grades K-5
1,012 Students
GreatSchools Rating
Minisink Valley Elementary School

Public Elementary School

Public
Grades K-2
475 Students

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

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