Middletown

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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.

Rent Trends

As of December 2025, the average apartment rent in Middletown, NY is $1,627 for a studio, $1,927 for one bedroom, $2,315 for two bedrooms, and $2,479 for three bedrooms. Apartment rent in Middletown has increased by 3.6% in the past year.

Property Type
Average Rent
Average Sq Ft
Apartment
$1,927/month
800 Sq Ft
House
$3,089/month
1,743 Sq Ft
Condo
$2,304/month
1,196 Sq Ft
See Rental Market Trends in Middletown, NY

Transportation

47

Car-Dependent

out of 100 WalkScore® Rating

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

Schools

William A Carter School

Public

Grades K-5

777 Students

Minisink Valley Intermediate School

Public

Grades 3-5

444 Students

Presidential Park Elementary School

Public

Grades K-5

1,300 Students

Maple Hill Elementary School

Public

Grades K-5

1,012 Students

Minisink Valley Elementary School

Public

Grades K-2

475 Students

Minisink Valley Middle School

Public

Grades 6-8

775 Students

Middletown Twin Towers Middle School

Public

Grades 6-8

858 Students

Monhagen Middle School

Public

Grades 6-8

817 Students

Minisink Valley High School

Public

Grades 9-12

1,172 Students

Middletown High School

Public

Grades 9-12

2,523 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

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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 November 2025.