RealEstateHudsonValleyNY.com
  • Home Search
  • North of NYC
  • Long Island
  • Resources
  • Blog
  • Contact
Login
Call or Text: 914-267-6171

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Middletown Real Estate Search

TO
Advanced Search

Address Search

Middletown NY Homes for Sale

13 Mermaid Road, Middletown image
13 Mermaid Road, Middletown $380,000
board logo
  • 4 Beds
  • 3 Baths
  • 1065167 MLS
  • ACTIVE Status
board logo
926 Route 17M, Middletown image
926 Route 17M, Middletown $365,000
board logo
  • 3 Beds
  • 2 Baths
  • 1066450 MLS
  • COMING SOON Status
board logo
23 Little Avenue, Middletown image
23 Little Avenue, Middletown $340,000
board logo
  • 3 Beds
  • 2 Baths
  • 1064439 MLS
  • ACTIVE Status
board logo
7 Maryland Avenue, Middletown image
7 Maryland Avenue, Middletown $549,000
board logo
  • 6 Beds
  • 4 Baths
  • 1061516 MLS
  • ACTIVE Status
board logo
17 Lake Ridge Drive, Middletown image
17 Lake Ridge Drive, Middletown $389,900
board logo
  • 2 Beds
  • 2 Baths
  • 1065474 MLS
  • ACTIVE Status
board logo
205 New Vernon Road, Middletown image
205 New Vernon Road, Middletown $599,000
board logo
  • 5 Beds
  • 2 Baths
  • 1066003 MLS
  • ACTIVE Status
board logo
8 Silo Lane, Middletown image
8 Silo Lane, Middletown $360,000
board logo
  • 3 Beds
  • 3 Baths
  • 1065141 MLS
  • ACTIVE Status
board logo
2 Durham Court, Middletown image
2 Durham Court, Middletown $349,500 ▼
board logo
  • 2 Beds
  • 3 Baths
  • 1062845 MLS
  • ACTIVE Status
board logo
26 Crane Road, Middletown image
26 Crane Road, Middletown $449,900
board logo
  • 3 Beds
  • 2 Baths
  • 1061353 MLS
  • ACTIVE Status
board logo
1 N Galleria Drive, Middletown image
1 N Galleria Drive, Middletown $80,000
board logo
  • 1065050 MLS
  • ACTIVE Status
board logo
95 Meadow View Drive, Middletown image
95 Meadow View Drive, Middletown $495,000
board logo
  • 3 Beds
  • 4 Baths
  • 1063951 MLS
  • ACTIVE Status
board logo
1197 Dolsontown Road, Middletown image
1197 Dolsontown Road, Middletown $899,000
board logo
  • 1064931 MLS
  • ACTIVE Status
board logo
3 Ben Lomond Drive, Middletown image
3 Ben Lomond Drive, Middletown $589,000
board logo
  • 5 Beds
  • 2 Baths
  • 1064561 MLS
  • ACTIVE Status
board logo
19-21 Dewitt Street, Middletown image
19-21 Dewitt Street, Middletown $439,000
board logo
  • 1046601 MLS
  • ACTIVE Status
board logo
83 Anthony Street, Middletown image
83 Anthony Street, Middletown $600,000
board logo
  • 3 Beds
  • 3 Baths
  • 1064064 MLS
  • ACTIVE Status
board logo
42 Western Avenue, Middletown image
42 Western Avenue, Middletown $529,000
board logo
  • 4 Beds
  • 3 Baths
  • 1064186 MLS
  • ACTIVE Status
board logo
8 Parsons Lane, Middletown image
8 Parsons Lane, Middletown $299,000
board logo
  • 3 Beds
  • 2 Baths
  • 1031169 MLS
  • COMING SOON Status
board logo
100 Hillside Drive Unit #B10, Middletown image
100 Hillside Drive Unit #B10, Middletown $289,000
board logo
  • 2 Beds
  • 1 Baths
  • 1060749 MLS
  • ACTIVE Status
board logo
61 Maureen Drive, Middletown image
61 Maureen Drive, Middletown $399,000
board logo
  • 4 Beds
  • 2 Baths
  • 1063882 MLS
  • ACTIVE Status
board logo
67 Cottage Street, Middletown image
67 Cottage Street, Middletown $380,000
board logo
  • 3 Beds
  • 2 Baths
  • 1063858 MLS
  • ACTIVE Status
board logo
405 County Route 22, Middletown image
405 County Route 22, Middletown $448,000
board logo
  • 3 Beds
  • 4 Baths
  • 1063876 MLS
  • ACTIVE Status
board logo
197 Deer Ct Drive, Middletown image
197 Deer Ct Drive, Middletown $339,000
board logo
  • 2 Beds
  • 3 Baths
  • 1063819 MLS
  • ACTIVE Status
board logo
5 Sayer Lane, Middletown image
5 Sayer Lane, Middletown $330,000
board logo
  • 3 Beds
  • 2 Baths
  • 1062620 MLS
  • ACTIVE Status
board logo
103 Fairfax Avenue, Middletown image
103 Fairfax Avenue, Middletown $439,000
board logo
  • 3 Beds
  • 3 Baths
  • 1063761 MLS
  • COMING SOON Status
board logo
Shawangunk Road, Middletown image
Shawangunk Road, Middletown $1,250,000
board logo
  • 1063727 MLS
  • ACTIVE Status
board logo
86 Woodlake Drive, Middletown image
86 Woodlake Drive, Middletown $430,000 ▼
board logo
  • 3 Beds
  • 4 Baths
  • 1063045 MLS
  • ACTIVE Status
board logo
39 California Avenue, Middletown image
39 California Avenue, Middletown $349,900
board logo
  • 4 Beds
  • 1 Baths
  • 1063370 MLS
  • ACTIVE Status
board logo
85 Foster Road, Middletown image
85 Foster Road, Middletown $625,000
board logo
  • 2 Beds
  • 1 Baths
  • 1063290 MLS
  • ACTIVE Status
board logo
37-39 Wisner Avenue, Middletown image
37-39 Wisner Avenue, Middletown $519,000
board logo
  • 3 Beds
  • 3 Baths
  • 1063379 MLS
  • ACTIVE Status
board logo
59 Webb Road, Middletown image
59 Webb Road, Middletown $659,000
board logo
  • 5 Beds
  • 6 Baths
  • 1060361 MLS
  • ACTIVE Status
board logo

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Middletown NY Real Estate

Homes for Sale

  • Living in Middletown NY
  • Middletown Commute
  • Middletown Schools
  • Middletown Real Estate
  • Middletown NY Links

Living in Middletown NY

Population (2020 census): 30,341 over 5.14 square miles 
Median Age: 37
Median Income: $70,155
% of Population with Bachelor's Degree or Higher: 20.2%
% Households with Children Under 18: 38.8%

Middletown is one of three cities (the other two being Port Jervis and Newburgh) in Orange County, New York. 

Middletown had an important place in the railway history of the region. Most residents were employed at the many factories in the town at the time. By the 1960s, like the rest of the country, many of the factories started to close. At the same time, shopping centers were being built right outside the downtown area in Wallkill. Residents started to live in the suburbs that are more spread out, leading to empty store fronts on Main Street. Some of the Middletown businesses actually had to move to the Orange Plaza.

The first Lloyd's Supercenter was built in Wallkill, and then came the Galleria at Crystal Run and Orange Plaza. The section of Route 211 where all these shopping centers were built was dubbed the "Miracle Mile". It was a prime example of the birth of shopping centers. Actually even more shopping centers and big box stores have opened in Middletown over the years, making it even more convenient.

Nowadays, the downtown area of Middletown is still lined with beautiful Victorian homes. Visitors to Middletown can enjoy seeing a film at the Paramount Movie Theater, or visit a children's museum called the Interactive Museum. You will find many ethnic businesses, especially compared to the surrounding suburbs, in the city. 

Middletown commute

Middletown is approximately 65 miles North of New York City. Driving to both Albany and New York City takes around 90 minutes.

There is a Middletown Metro North station on the Port Jervis Line, which connects Secacus Station, and a transfer to Penn Station in New York City. The ride from Middletown to Secacus is approximately 90 minutes.

Middletown Schools

The Middletown Central School District has 4 elementary schools, 2 middle schools and 1 high school for its students. SUNY Orange, the community college for the county, is located in Middletown. 

Visit our Orange County School Districts page to find out more information about each school district in the county.

Middletown Real Estate

About 53% of the homes in Middletown are owner occupied, with the other half being tenant occupied.

Some of the popular home developments and neighborhoods in Middletown School District include:

  • Deer Run condo and townhouse development, built in 2002
  • Canterbury Knolls townhouses was built in several phases. The development has a clubhouse complete with a fitness room, tennis courts and playground.
  • The Fairways, a lovely development of townhouses and single family homes at a golf course. 
  • Wildflower at Wallkill 55+, a large development of 283 single family homes for active adults 55+. There are plenty of amenities and activities for residents
  • Oak Hill Manor, a newer development built in 2006.
  • Mountside Hills townhouses
  • Highrose Ridge, a new construction townhouse development of 133 homes. 
  • Woodside Knolls, a beautiful development built after 2008. The development has a clubhouse, swimming pool, tennis courts, basketball court and playground
  • Maple Fields, a townhouse development built after 2016. The amenities include a swimming pool, basketball court, playground, gym, and common area maintenance.
  • Magnolia Park - a townhouse development built around 2019
  • Buttonwood Hills - a condo development
  • Mountain Side Hills - a townhouse development built around 2004
  • Clemson Park - a condo and townhouse development. There is a clubhouse and pool on the grounds
  • Eagles Point - a condo development
  • Highland Park Village - a condo and townhouse development
  • Phillip Mews -
  • Spring Hollow - a townhouse development built in several phases
  • Waters Edge - a townhouse development around Silver Lake

Other popular developments in Wallkill include:

  • Scotchtown Estates, a new construction homes development
  • Robinn Meadows, a newer construction homes development
  • Heritage Hills - a new construction homes development of 33 homes that are being built in 2024. It is a little farther out in Pine Bush school district
  • Oak Hill Manor - a townhouse development
  • Inwood Hills - a condo and townhouse development
  • Horizon Hills - a condo and townhouse development
  • Liberty Commons - a townhouse development
  • Hillside Village - a condo development built in the late 1980s

Middletown Properties For Sale

  • All Listings
  • Under $200,000
  • $200,000 - $300,000
  • $300,000 - $400,000
  • $400,000 Plus
  • Single Family Homes for Sale
  • Condos and Townhouses for Sale
  • Foreclosures for Sale
  • Multifamily for Sale
  • New Construction
  • Commercial Properties for Sale
  • Land for Sale
 

Middletown Links

Middletown website: www.middletown-ny.com

Looking for more communities like this?

  • See all Middletown School District Homes for Sale
  • See all Orange County Condos and Townhouses for Sale
  • See all Orange County 55+ Active Adult Communities
  • See all New Construction Homes for Sale in Orange County
  • See all Foreclosure Homes for Sale in Orange County

 Orange County Towns | Orange County School Districts

Like or Share

Address Search

Follow Us:

Follow Us on Facebook Good Homes Hudson Valley  Follow @GoodhomesHV on Twitter!  Follow Us on Pinterest Good Homes Hudson Valley   Follow Us on Instagram Good Homes Hudson Valley  Follow Us on Youtube Good Homes Hudson Valley

 

Hudson Valley Resources

  • Hudson Valley Real Estate Market Report
  • Hudson Valley Commute Information

Orange County NY Resources

  • Orange County NY Area Map
  • Orange County NY School District Map
  • Orange County New Homes for Sale
  • Orange County Condos for Sale
  • Orange County Adult 55+ Homes for Sale
  • Orange County Homes with First Floor Master Suite
  • Orange County Homes with Swimming Pools
  • Orange County Multi-Family Properties for Sale
  • Orange County Commercial Properties
  • Orange County Land for Sale
  • Orange County Horse Properties
  • Orange County Foreclosures for Sale
  • Orange County Homes with Water Views
  • Orange County Golf Properties

Orange County Towns

  • Blooming Grove
  • Campbell Hall
  • Central Valley
  • Chester
  • Cornwall
  • Crawford
  • Deer Park
  • Florida
  • Fort Montgomery
  • Goshen
  • Greenville
  • Greenwood Lake
  • Hamptonburgh
  • Highland Falls
  • Highland Mills
  • Middletown
  • Minisink
  • Monroe
  • Montgomery
  • Mount Hope
  • New Windsor
  • Newburgh (City)
  • Newburgh (Town)
  • Pine Bush
  • Port Jervis
  • Tuxedo
  • Walden
  • Warwick
  • Wallkill
  • Washingtonville
  • Wawayanda
  • Woodbury

Orange County School Districts

  • Chester
  • Cornwall
  • Florida
  • Goshen
  • Greenwood Lake
  • Highland Falls
  • Middletown
  • Minisink Valley
  • Monroe-Woodbury
  • Newburgh
  • Pine Bush
  • Port Jervis
  • Tuxedo
  • Valley Central
  • Warwick Valley
  • Washingtonville

Community Info by County

  • Westchester
  • Putnam
  • Dutchess
  • Rockland
  • Orange
  • Ulster

School District Info by County

  • Westchester
  • Putnam
  • Dutchess
  • Rockland
  • Orange
  • Ulster
  • Home
  • Advanced Search
  • Towns and Schools
  • Local Resources
  • Foreclosures
  • Contact Us

NewYorkSuburbanHomes.com

Call or Text: 914.267.6171

Astor Lane Realty

531 Central Park Ave., Suite 305-B, 
Scarsdale, NY 10583


© 2025 - All Rights Reserved

 

Popular Home Searches

  • Dutchess County New Construction
  • Orange County New Construction
  • Putnam County New Construction
  • Rockland County New Construction
  • Westchester New Construction
IDX Real Estate Websites by
• Accessibility • Terms • Privacy