What is the housing market like in Middletown, NY?

The median listing price in Middletown is $417,450. Median listing price · Realtor.com · September 24, 2026

How is the commute from Middletown, NY?

Middletown station on Metro-North/NJ Transit's Port Jervis Line (per Wikipedia station listing, read September 24, 2026).

Which school district serves Middletown, NY?

Middletown is served by Enlarged City School District of Middletown. See the state report card in Town links, and confirm school assignment for a specific address with the district.

Poughkeepsie metro, NY relocation guide

Moving to Middletown, NY

$417,450Median listing price

OrangeArea

Commuter-friendlyCommute profile

About Middletown

Middletown is Orange County's largest city and its commercial hub, centered on the Galleria at Crystal Run and a classic downtown around North Street. Housing spans historic city neighborhoods, postwar subdivisions, and newer townhome communities.

Looking at the Gilman Center for International Education on the SUNY Orange Middletown CampusPhoto: Socommteam · CC BY-SA 3.0

Former Webb Horton House , now Morrison Hall on the campus of Orange County Community College (SUNY Orange) in Middletown , NY, USAPhoto: Daniel Case · CC BY-SA 3.0

Apr 1897. 19 Sheet(s)Photo: Unknown authorUnknown author · Public domain

Home prices in Middletown

The median listing price in Middletown is $417,450.

Top places in Middletown

Downtown Middletown / North Street — historic commercial core with restaurants and shops.
Paramount Theatre — restored 1930s movie palace hosting concerts and shows.
Galleria at Crystal Run — the region's major shopping mall.
Fancher-Davidge Park — city park with pool and sports facilities.
Middletown station — Port Jervis Line rail access.
Thrall Library — the city's public library in a landmark building.

Commuting from Middletown

Middletown station on Metro-North/NJ Transit's Port Jervis Line (per Wikipedia station listing, read September 24, 2026).
Typical weekday rail trip to Hoboken: approximately 1 hour 50 minutes (approximate; transfer to NYC via NJ Transit or PATH).
Approximate drive to Midtown Manhattan: ~75 minutes (NY-17/I-87; longer with traffic).
Short Line bus service to Port Authority.

Schools in Middletown

Public schools: Enlarged City School District of Middletown. For enrollment and performance data, see the state report card in Town links below. Confirm school assignment for any address directly with the district.

Middletown FAQs

What is the housing market like in Middletown, NY?
The median listing price in Middletown is $417,450. Median listing price · Realtor.com · September 24, 2026
How is the commute from Middletown, NY?
Middletown station on Metro-North/NJ Transit's Port Jervis Line (per Wikipedia station listing, read September 24, 2026).
Which school district serves Middletown, NY?
Middletown is served by Enlarged City School District of Middletown. See the state report card in Town links, and confirm school assignment for a specific address with the district.

Town links

Schools

NYSED Data Site — search school districts

Transit

Metro-North Railroad

Official town resources. School report cards via the New York State Education Department.

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