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.
Wallkill neighborhoods vary from rolling, rural farmland to dense, neighborly suburbs.
1/2
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.
There are many smaller Cape Cod style houses in Waywayanda.
1/2
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.
Clemson Bros. Brewing in Middletown offers up delicious food alongside their ales and IPAs.
For records, memorabilia, band merch and more, you have to check out Rock Fantasy in Middletown.
1/2
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.
Circleville Park has long winding trails and walking paths for Wallkill residents.
1/2
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 is a treasured annual tradition in Wallkill, NY.
1/2
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.
Middletown High School is an above average, public school located in Middletown, NY. It has 2,523 students in grades 9-12 with a student-teacher ratio of 13 to 1.
Middletown High School offers a variety of sports and academic programs.
1/2
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.
Written By
Logan Soter-Reardon
Photography Contributed By
John Gallino
Video By
Victoria Sharpe
Interested in learning more about homes in this area?
Reach out to
Joyce Stanton,
an experienced agent in this area.
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
On average, homes in Middletown, NY sell after 63 days on the market compared to the national average of 52 days. The median sale price for homes in Middletown, NY over the last 12 months is $395,000, up 5% from the median home sale price over the previous 12 months.
Welcome to this outstanding, beautifully maintained Cape Cod-style home nestled on a serene 1.7-acre lot. This unique property combines timeless charm with thoughtful modern touches, offering both privacy and nature. Step onto the oversized front porch and take in the picturesque view of the front yard and classic natural fieldstone wall. As you enter through the soaring foyer, you'll be struck
Beautiful contemporary capecod offers 3 to 4 bedrooms and 2 full bathrooms. Open kitchen/dining room with stainless steel appliances, brand new stove, microwave is only 1 year old. Large patio in front of the house. Ceramic tiles and hardwood floors throughout. Primary bedroom has a walk-in closet. First floor bedroom makes an ideal guest room, or for someone that doesn't want to do do stairs.
Charming 5-Bedroom, 3.5-Bathroom Home with In-ground Pool, Modern Updates & Historic AppealStep into this modernized historic home, where timeless charm meets contemporary luxury. This 5-bedroom, 3.5-bathroom beauty features two primary suites, including a first-floor primary with an ensuite bathroom, offering flexibility and privacy. The updated kitchen includes quartz countertops,
Welcome to this outstanding, beautifully maintained Cape Cod-style home nestled on a serene 1.7-acre lot. This unique property combines timeless charm with thoughtful modern touches, offering both privacy and nature. Step onto the oversized front porch and take in the picturesque view of the front yard and classic natural fieldstone wall. As you enter through the soaring foyer, you'll be struck
Welcome to 2 Saint Eve Ct, a versatile home offering comfort and space in a convenient Middletown location. This well-maintained property features 3 bedrooms and 2 full baths, along with a spacious eat-in kitchen perfect for everyday living and entertaining. Above the garage, a large rec room provides endless possibilities—use it as a fourth bedroom, family room, or bonus space to suit your
One-Level Living at It's Finest – First Floor Condo in Middletown, NYWelcome to effortless living in this beautifully maintained first-floor condo, located in the heart of Middletown, NY. This spacious unit features brand new hardwood floors throughout, offering a warm and modern feel from the moment you step inside. The primary bedroom features a generous walk-in closet and a private
Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized
Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized
This second-floor apartment features two bedrooms and one bathroom, thoughtfully updated with modern finishes throughout. The kitchen is equipped with brand-new appliances, white cabinetry, and stylish countertops. A spacious living area provides enough room for both a dining table and comfortable living room furniture. Large windows in both bedrooms allow natural light to fill the space, while
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.
