Middletown

Middletown
Middletown has parks and playgrounds residents will love to enjoy.
Route 211 in lined with shopping retail and restaurants in Middletown.
Middletown is located next to major highways like interstate-84.
The Orange County Fairgrounds host events all year in Middletown.

Middletown, NY Area Guide

New York town gives commuters a serene escape from the city

Historic Commuter Nature

Located in New York's Hudson Valley region, Middletown combines historic architecture with contemporary living. The downtown area features diverse dining options and the restored Paramount Theatre, which continues to showcase films and live performances. Residents have easy access to Highland Lakes State Park, and the community comes together each summer for the Orange County Fair. The rental market remains active, with one-bedroom apartments averaging $1,862, reflecting a 3.5% annual increase. Housing choices range from restored Victorian properties along Highland Avenue to newer residential developments throughout the city.

SUNY Orange's main campus, anchored by the historic Morrison Hall (formerly Webb Horton mansion), adds to the city's character. Middletown's railroad heritage remains visible through preserved structures like the Ontario & Western Railway Station. The downtown district features professional offices and local businesses, while the Galleria at Crystal Run offers additional shopping options just outside city limits.

Explore the City

Route 211 in lined with shopping retail and restaurants in Middletown.

Middletown is located next to major highways like interstate-84.

The Orange County Fairgrounds host events all year in Middletown.

Middletown has a long history and ties to the railroad industry.

Middletown has a train station that will bring you to Secaucus Junction.

March is carp season for anglers at Fancher-Davidge Park in Middletown.

Rent Trends

As of March 2026, the average apartment rent in Middletown, NY is $1,636 for a studio, $1,941 for one bedroom, $2,331 for two bedrooms, and $2,538 for three bedrooms. Apartment rent in Middletown has increased by 2.9% in the past year.

Property Type
Average Rent
Average Sq Ft
Apartment
$1,941/month
804 Sq Ft
House
$2,992/month
1,522 Sq Ft
Condo
$2,308/month
955 Sq Ft
See Rental Market Trends in Middletown, NY

Getting Around

Explore how walkable, bikeable, drivable, and transit-friendly Middletown, NY is for everyday living.

Car-Dependent

47 / 100

This area is considered a car-dependent area and most errands will require a car.

Somewhat Bikeable

32 / 100

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.

Schools

William A Carter School

Public

Grades K-5

746 Students

Minisink Valley Intermediate School

Public

Grades 3-5

509 Students

Presidential Park Elementary School

Public

Grades K-5

1,225 Students

Maple Hill Elementary School

Public

Grades K-5

1,064 Students

Minisink Valley Elementary School

Public

Grades K-2

454 Students

Minisink Valley Middle School

Public

Grades 6-8

806 Students

Middletown Twin Towers Middle School

Public

Grades 6-8

820 Students

Monhagen Middle School

Public

Grades 6-8

826 Students

Minisink Valley High School

Public

Grades 9-12

1,116 Students

Middletown High School

Public

Grades 9-12

2,494 Students

Points of Interest

Parks and Recreation

  • Highland Lakes State Park
  • Winding Hills Park Nature Center
  • Neversink Valley Area Museum

Airports

  • New York Stewart International

Top Apartments in Middletown

Houses for Rent in Middletown

Property Management Companies in Middletown, NY

Search Nearby Rentals

Methodology

† Our analysis of utilities, groceries, transportation, healthcare, home prices, and other goods and services is sourced from the Cost of Living Index, a respected benchmark published by the Council for Community and Economic Research (C2ER) that provides a thorough overview of living expenses across different regions.

Rent data is provided by CoStar Group’s Market Trend reports. As the industry leader in commercial real estate information, analytics, and news, CoStar conducts extensive research to produce and maintain a comprehensive database of commercial real estate information. We combine this data with public record to provide the most up-to-date rental information available.

Consumer goods, services, and home prices are sourced from the Cost of Living Index published by the Council for Community and Economic Research (C2ER). The data on this page is updated quarterly. It was last published in February 2026.