People searching homes for sale in Middletown NY are usually trying to solve a practical problem: find a home that fits the budget, works for commuting, and still feels right day to day. Middletown has a mix of neighborhoods, newer subdivisions near major shopping corridors, and quieter edges where lots get bigger and services can change.
This page is built to make the search easier. Start with the active listings, then use the neighborhood and logistics sections to narrow what you’re touring. A few small choices up front, like the part of town and the type of property, can save a lot of time. Use the listings below to browse Middletown homes by price, beds, bath count, and property type.
Homes for Sale and Active Listings
Listings subject to Fair Housing and local MLS rules.
Neighborhoods and Property Types
Middletown isn’t one uniform market. Downtown and the older city neighborhoods include a lot of early-to-mid 1900s housing, plus pockets of updated homes and smaller lots. Buyers who like being close to restaurants, services, and everyday stops often begin here.
Along the Route 211 and Crystal Run area, the housing inventory tends to be newer, with subdivisions, condos, and townhome-style communities mixed in. This is also where a lot of big-box shopping and daily errands happen, so traffic patterns matter more than people expect.
Scotchtown and nearby sections can feel more suburban, with a steady mix of ranches, capes, and raised ranches. On the edges toward Goshen, the Town of Wallkill, and other nearby areas, properties often come with more land. With that can come private wells, septic systems, and longer drives to routine errands.
In Middletown, buyers commonly shop for ranch homes (one-level living), classic capes, colonials, and split-levels. You’ll also see condos, co-op style options in some searches, and mobile homes in specific communities.
Market Snapshot
Median sale price: $347,500
Median days on market: 26
Sale-to-list ratio: 100.7%
Homes sold above list price: 37.5%
Homes with price drops: 17.4%
What the Market Numbers Mean for You
Middletown tends to reward buyers who are organized early. When homes are priced correctly and show well, offers come in and sellers don’t always have much patience for uncertainty.
At the same time, there are still opportunities to negotiate, especially when home condition is unclear, updates are dated, or pricing overshoots the current market. Price drops also show that some sellers are still testing the ceiling. The cleanest path is getting clear on priorities, touring with purpose, and writing an offer that’s easy to execute.
Living in Middletown as a Homebuyer
Middletown functions as a practical hub in Orange County and the Hudson Valley. A lot of daily life runs through a few main corridors, so the “right” location often comes down to where you need to be most days and which direction you commute.
For errands and shopping, many residents spend time around the Route 211/Crystal Run stretch, while downtown covers plenty of day-to-day needs. Outdoor time is part of the draw too, including the Middletown Reservoir trails and local parks.
Buyers usually learn the city quickly after a couple of drives, especially where traffic stacks up near retail centers and during school drop-off windows. That’s why the team often recommends driving to and from a few target neighborhoods at the times you’d normally travel.
Your Local Real Estate Expert
Brian Caplicki is the Team Leader of The Caplicki Home Team at Keller Williams Hudson Valley United, based in Middletown. He brings 26+ years of industry experience and leads a group that closed approximately 44 transactions in the last 12 months.
Across his career, Brian has completed more than 850 total sales and nearly $100 million in career sales volume. His work spans residential listings, new construction projects, land development, and investment properties throughout Middletown and nearby Orange County towns.
In practice, the team helps buyers tighten a search, spot condition items that change the budget, and structure offers that fit the situation without creating unnecessary risk. They also keep timelines moving, which matters when inspections, appraisals, and attorney review are all in play at once.
Schools, Commutes, & Daily Logistics
Middletown is served by the Middletown Enlarged City School District. Representative schools buyers often recognize include Middletown High School, Monhagen Middle School, and Twin Towers Middle School. Some addresses with a Middletown mailing area can fall into other nearby districts, so buyers should verify school assignment by address.
For commuting, I-84 and Route 17 (I-86) are the big connectors, with Route 211 and Route 6 doing a lot of the local heavy lifting. Many errands cluster along the Crystal Run/Route 211 corridor, while nearby towns like Goshen, Monroe, and Newburgh expand shopping and services depending on where you land.
Buyer FAQs
Is this Middletown, NY or Midtown NYC?
This page is for Middletown, NY in Orange County. “Midtown” usually refers to Manhattan, and those searches can overlap online. If listings show Orange County towns, local school districts, or ZIP codes like 10940 or 10941, you’re looking at the Middletown market.
What do ZIP codes 10940 and 10941 mean when searching?
Both ZIP codes are commonly used in Middletown searches, but they don’t always map neatly to one “neighborhood.” Some sections are more city-centered, while others extend into nearby areas and subdivisions. The best approach is to search by ZIP, then confirm the exact location, schools, and services address by address.
Are there ranch homes (one-level living) in Middletown?
Yes, ranch homes are part of the Middletown housing mix, along with raised ranches and capes that may function like one-level living. Many buyers prioritize a true first-floor bedroom, laundry potential, and minimal stairs. Inventory varies, so buyers usually keep a flexible list of streets and neighborhoods.
Are mobile or trailer homes available, and what should buyers know?
Mobile homes do come up in Middletown searches, typically in designated communities. The purchase structure can be different depending on whether the home includes land, is on a leased lot, or has HOA-style rules. Financing options also vary, so buyers should confirm title type, fees, and lender requirements early.
Are home prices dropping in Middletown right now?
Some listings do reduce price, and that often reflects initial pricing that didn’t match buyer feedback or condition. It doesn’t automatically mean the whole market is falling. Buyers do better by watching how quickly homes get showings, what’s sitting, and whether updated homes are still drawing strong offers.
Still have more questions? Check out our complete list of Middletown FAQs.
