Welcome to Middletown, a vibrant city in the heart of the Hudson Valley. Known for its rich history, diverse community, and convenient location, Middletown offers a unique blend of urban energy and suburban comfort. Whether you're a first-time buyer or looking for your next family home, you'll find a welcoming community and a wide range of properties to explore.

Begin your search for every Middletown, NY home for sale right here. Our advanced search pulls live data from the OneKey® MLS, giving you the most up-to-date listings available. You can find a variety of property types, from charming Victorian houses in historic neighborhoods to modern single-family homes and new constructions in suburban areas like Scotchtown. Each listing provides detailed photos, price history, and relevant local data to help you make an informed decision. 

Homes For Sale in Middletown NY

Listings are subject to the Fair Housing Act and OneKey® MLS rules.


Your Middletown Real Estate Experts

The McGovern Caplicki Team brings more than 45 years of combined experience to Middletown’s residential and commercial market. Every agent lives and works locally, so you get first-hand insight on schools, neighborhoods, and pricing trends. Skillful negotiation, smart marketing, and clear communication guide everything we do, and our core values—family, integrity, and a little fun along the way—shape each transaction. Whether you’re buying, selling, or investing, we handle the details, keep you informed, and focus on results that improve your life.

Middletown Real Estate Market Insights

The Middletown real estate market is active and competitive. Here are some key statistics to keep in mind:

  • Median Sale Price: $380,000 

  • Average Days on Market: 43 days 

  • Appreciation Rate: +18.8% year-over-year

  • Market Type: Seller's Market

Homes in Middletown are moving fast—most sell in just over six weeks, and prices have surged nearly 19 % in the past year. With more buyers than listings, sellers can hold firm on price, so success hinges on preparation: secure full pre-approval, watch new inventory daily, and be ready to submit a strong, clean offer as soon as the right property or condo appears.

Living in Middletown: Community & Lifestyle

Middletown blends small-city convenience with a tight community feel. Major employers like Garnet Health Medical Center and Orange County offices keep jobs local, while Routes 17 and I-84 put the rest of the Hudson Valley—and weekend trips farther afield—within easy reach. Local bus lines round out the transit options, but most residents appreciate how quickly they can drive to work, shops, and parks. The result is a town that pairs steady economic footing with a family-friendly pace of life.

Middletown Local Highlights & Attractions

  • Orange County Fair: Enjoy this annual summer event with rides, food, and entertainment for the whole family.

  • Galleria at Crystal Run: A major shopping destination with a wide variety of stores and restaurants.

  • Highland Lakes State Park: Offers beautiful trails for hiking and enjoying nature.

  • Paramount Theatre: A historic venue that hosts a variety of performances and events throughout the year.

  • Fancher-Davidge Park: A local park that hosts community events like the Rotary Club's annual horse show.

Middletown Area School Information

Middletown is served by the Enlarged City School District of Middletown, which includes several elementary schools, two middle schools, and one high school. The district is committed to providing a quality education for all students and has seen significant improvements in graduation rates in recent years.

  • Elementary Schools: Presidential Park Elementary School, Maple Hill Elementary School

  • Middle Schools: Monhagen Middle School, Twin Towers Middle School

  • High School: Middletown High School

For higher education, SUNY Orange and Touro College of Osteopathic Medicine are both located within the city.

Understanding Middletown Crime & Safety

Here's a look at the crime statistics for Middletown:

  • Violent Crime Rate: 4.311 per 1,000 residents (CrimeGrade.org, 2025 projection)

  • Overall Crime Rate: 26.18 per 1,000 residents (CrimeGrade.org, 2025 projection)

It's important to note that the crime rate in Middletown is higher than the national average. However, the Middletown Police Department is actively working with the community to address these issues and improve safety throughout the city. Like any city, crime rates can vary by neighborhood.

Middletown Real Estate: Buyer FAQs

How much will I pay in property taxes in Middletown?

Expect an effective rate of about 2.6 percent. The city, county, and library portions total roughly $127.63 per $1,000 of assessed value, so factor that into your monthly budget before you make an offer.

What’s the buying climate like right now?

Middletown leans toward sellers; demand is high and listings move quickly. Have a firm pre-approval in hand and be ready to submit a clean, timely offer when the right home appears.

Are there historic homes available?

Yes—Victorian-era properties cluster near downtown, offering period charm and unique details. They may need extra upkeep, so plan for potential maintenance when budgeting and scheduling inspections.