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Middletown

Middletown

Located in Orange County

$412,027 Average Value
$229 Average Price per Sq Ft
12 Homes For Sale

Revitalized city offers convenience outside of NYC

Located in New York’s Hudson Valley, just 60 miles from the outskirts of Upper Manhattan, Middletown offers suburban charm in an up-and-coming city of around 30,000 people. Dating back to 1848, Middletown showcases a variety of historic housing styles that cast the city as an established municipality – and over the years has grown to be the largest city within Orange County.

The city’s largest employers include the Garnet Health Medical Center, Crystal Run Health and Access: Supports for Living. Known as the Business Improvement District, Middletown’s downtown area has been transformed into a budding epicenter for shopping, dining, and entertainment thanks to a $10 million Downtown Revitalization Initiative grant awarded by the state. “The city has undergone a tremendous change from a small town to a big city,” says Dulce Ferrera, a principal broker at Keller Williams Realty Hudson Valley United who’s lived in the area since 1986. “Everything is available, from shopping malls to entertainment, all within a friendly, family-oriented community.” Today, Middletown thrives as a destination for local commerce, unique dining experiences and active community events, pulling a growing population to the Hudson Valley.

Crawford, NY is a bucolic neighborhood north of Middletown and Goshen.
Crawford, NY is a bucolic neighborhood north of Middletown and Goshen.
Wallkill neighborhoods vary from rolling, rural farmland to dense, neighborly suburbs.
Wallkill neighborhoods vary from rolling, rural farmland to dense, neighborly suburbs.
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Mix of historic and traditional homes

Historic homes are scattered between renovated buildings that house apartments and condos. There is an eclectic mix of architectural styles on the outskirts of town, including Colonial Revival, Cape Cods and split-level homes on gentle hills. As subdivisions continue to grow, new traditional and contemporary styles have become more popular. “There is little inventory within a tight market,” Ferrera says. “And it’s common for homes to sell over asking price.” The median price for single-family homes is $395,000, which is lower than the $418,700 national median reported by the National Association of Realtors.

Wallkill's various neighborhoods feature many split-level Colonial Revival homes.
Wallkill's various neighborhoods feature many split-level Colonial Revival homes.
There are many smaller Cape Cod style houses in Waywayanda.
There are many smaller Cape Cod style houses in Waywayanda.
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Bustling downtown district with local stores and restaurants

Downtown Middletown is the area's central business district. The walkable, mixed-use district houses restaurants and shops, mostly along North Street, South Street and Main Street. Popular local eateries include Oak & Reed, with its seasonal American dishes, and Piccolo Cucin e Vino, with its Italian favorites. Downtown is also saturated with microbreweries, cafes, specialty shops and boutiques. The Galleria at Crystal Run mall has big box stores, as well as a bowling alley, movie theater, and Urban Air Trampoline and Adventure Park.

Hiking trails and attractions close to town

Middletown holds 14 parks and green spaces, giving residents quick access to outdoor recreation. Just minutes from downtown, the recently opened Middletown Reservoir Trails has 8 miles of paths winding throughout the 1,250-acre watershed. Highland Lakes State Park is a 3,000-acre tract of woods and lakes that's open for hiking and fishing. Attractions outside of Middletown are also a draw for residents. “You can get to Legoland in Goshen, casinos and resorts, or the Mohonk Mountain retreat for skiing all within 20 minutes,” Ferrera says.

The historic Paramount Theatre, built in 1929, is a 1,100-seat theatre that’s a cornerstone of entertainment for the city, hosting everything from movie screenings to community plays. Colorful lights illuminate the classic bowling lanes at Quinnz Pinz. The venue hosts live music performances regularly, making it a popular weekend spot.

Wallkill locals come to Highland Lakes State Park to walk the trails, fish and bowhunt.
Wallkill locals come to Highland Lakes State Park to walk the trails, fish and bowhunt.
Circleville Park has long winding trails and walking paths for Wallkill residents.
Circleville Park has long winding trails and walking paths for Wallkill residents.
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Long-standing Orange County Fair and newer events

Downtown Middletown is also the epicenter of community events, including the weekly farmers market every Saturday at Erie Way Park from June to October. In the warmer months, the city hosts a Summer Concert Series, showcasing local and regional artists every Thursday and Friday night. Middletown is also home to the Orange County Fair, one of the oldest fairs in New York. The Orange County Fair Speedway started as a horse racing track before it was converted into a speedway. Now, the clay track holds races every Saturday from April to September. And to kick off holiday celebrations in the winter, the downtown district puts on an annual Tree Lighting Parade and Celebration at Festival Square.

The Orange County Fair in Wallkill is a popular outing for local teens and families.
The Orange County Fair in Wallkill is a popular outing for local teens and families.
The Orange County Fair is a treasured annual tradition in Wallkill, NY.
The Orange County Fair is a treasured annual tradition in Wallkill, NY.
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Academy programs at Middletown High School

The Enlarged City School District of Middletown consists of seven public schools and gets a B-minus from Niche. Middletown High School earns a B and offers the national Academy Foundation program, featuring STEM and industry-specific curricula in four main categories: engineering, finance, health and sciences, and information technology. Middletown is also home to the C-rated Orange County Community College and the Touro College of Osteopathic Medicine - Middletown Campus, currently unrated by Niche.

Close to I-84, buses to Manhattan available

U.S. Route 211 cuts through Middletown and links to Interstate 84 and NY State Route 17, connecting residents to neighboring communities and New York City. Commuters can also use Transit Orange bus routes that run throughout Middletown and connect to the Port Authority Bus Terminal in Manhattan. The Garnet Health Medical Center is located 3 miles east of downtown, and New York Steward International Airport is just 20 miles east.

According to data reported to the FBI, violent crime increased by 22% and property crime increased by 20% from 2022 to 2023. Overall, reported crime rates in Middletown are comparable to state and national averages.

Logan Soter-Reardon
Written By
Logan Soter-Reardon
John Gallino
Photography Contributed By
John Gallino
Tyler Newbold
Video By
Tyler Newbold

Interested in learning more about homes in this area? Reach out to Rosemary DelliCarpini, an experienced agent in this area.

Agents Specializing in this Area

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Schools

Source:
GreatSchools: The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process. View GreatSchools Rating Methodology

Middletown Housing Trends

Housing Trends

Median List Price
$449,000
Median Sale Price
$420,000
Median Single Family Sale Price
$541,330
Median Townhouse Sale Price
$435,000
Median 2 Bedroom Sale Price
$309,500
Median Change From 1st List Price
0%
Last 12 months Home Sales
129
Median Home Sale Price YoY Change
-12%
Average Price Per Sq Ft
$229

Neighborhood Facts

Number of Homes in Neighborhood
14,655
Number of Homes for Sale
12
Median Year Built
1972
Months of Supply
1.10
Average Single Family Home Size Sq Ft
1,673
Below the national average
1,924
Average Townhouse Size Sq Ft
1,878
Average 2 Bedroom Size Sq Ft
1,286
Average 1 Bedroom Size Sq Ft
815
Average Studio Size Sq Ft
1,000
Median Lot Size Sq Ft
11,761

Open Houses

  • 138 Reinhardt Rd, Middletown, NY 10940

    $475,000

    • 3 Beds
    • 3 Baths
    • 2,542 Sq Ft
    • 138 Reinhardt Rd
    • New 22 days ago

    Nestled on 1.5 park like acres with lots of privacy in the back, built in 1969 and lovingly cared for by the same family for over 56 years is this unique front back split level with four levels in the home. Step through the front door to find a half bath, home office with lots of shelving already in place, and second room used as a craft room, play room,or additional home office conveniently

    Agent Photo
    Lynelle Alessi
    Keller Williams Hudson Valley
    (845) 447-9473
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  • 25 Fairways Dr Unit 1, Middletown, NY 10940

    $410,000

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • 25 Fairways Dr
    • Unit 1

    Step into this fully updated, move-in ready luxury condo located in one of the area’s most sought-after gated communities. This stunning first-floor residence has been meticulously upgraded from top to bottom—featuring designer finishes, fresh modern paint tones, and premium luxury flooring throughout. The custom kitchen is outfitted with elegant cabinetry, granite countertops, and stylish

    Agent Photo
    Randolph Rogers
    eXp Realty
    (845) 299-8068
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  • Saturday, Aug 2
    Open Sat 2PM - 4PM

    71 Commonwealth Ave, Middletown, NY 10940

    $420,000

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft
    • 71 Commonwealth Ave
    • New 8 days ago

    Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're

    Agent Photo
    Brian Caplicki
    Keller Williams Hudson Valley
    (845) 436-3953
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Homes for Sale

Homes for Rent

Distribution of Home Values

Source: Public Records

Average Home Value





Source: Public Records

Neighborhoods in Middletown

Property Mix - Square Feet

Middletown Has More Renters

Demographics

Total Population
30,579
Median Age
37
Population under 18
25.9%
On par with the national average
23.8%
Population over 65
14.8%
On par with the national average
19.1%

Finances

Median Household Income
$62,660
Below the national average
$71,702
Average Household Income
$85,458

Education and Workforce

High School Graduates
85.4%
College Graduates
19.1%
Below the national average
34.1%
Advanced Degrees
7.2%
Below the national average
13.3%
% Population in Labor Force
63.2%

Weather

Annual Precipitation
41''
Average Winter Low Temperature
17°F
Average Summer High Temperature
83°F
Annual Snowfall
33''

Area Factors

Somewhat Bikeable

Bike Score®®

42 / 100

Very Walkable

Walk Score®®

89 / 100
Source: Walk Score
Source: Walk Score

Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
Middletown