Located on the old Louisville and Shelbyville Turnpike Road, Middletown is one of the oldest settlements in Kentucky, dotted with historic homes that emulate the authentic feel of a small Southern town. Its history notwithstanding, Middletown features a combination of historic, quiet streets that blend with new subdivisions offering modern suburban living. “Living in Eastern Louisville offers everything one could want: shops, restaurants, a family-family community, and easy commutes downtown,” says Becky Lusch, a Louisville local realtor for over 15 years at Keller Williams Realty. Approximately 15 miles from Louisville, Middletown residents can head to the city for an afternoon of exploration or embrace the slower-paced small-town lifestyle.
The lot sizes in Middletown average around .25 acres in size.
Homes in Willow Gate subdivision in Middletown go for around 650,000.
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Historic homes scattered between new subdivisions
Middletown features subdivisions that offer modern suburban living and historic, small-town charm. Architectural styles range from ranch, new traditional, Craftsman and Tudor-style homes. Some streets are wide and framed by sidewalks, while others boast thin roads canopied by maple trees. With a median price of around $375,000 for a single-family home, it’s no surprise that houses sell after 16 days on the market, much faster than the national average. “It’s such a highly sought-after area. We often have homes that sell within the first day of the listing,” Lusch says. However, houses can significantly range in price, such as a 1956 brick ranch for $311,000 to a five-bedroom, stately new traditional in the Willowgate Subdivision boasting a community pool and clubhouse for $650,000. Prospective homebuyers can also buy a condominium unit between $100,000 and $300,000.
This is one of the many historical homes on Main street in Middletown.
This is one of the first stone houses in Ky, built in 1812 by Benjamin Head.
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Academy programs at Eastern High
The City of Middletown is served by the Jefferson County Public Schools District, scoring above-average ratings on Niche. Students may attend Middletown Elementary School, achieving a B-minus, and Crosby Middle School, receiving a B rating. Boasting an A-minus, students then move on to Eastern High School. Eastern High offers a range of extracurricular activities and academy programs for those looking to jumpstart their career, such as the IT and Business Academies.
Crosby Middle School is an above average, public school located in MIDDLETOWN, KY.
Eastern High School is a public high school located in Middletown, Ky.
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Quiet walks through Wetherby Park
In Historic Midtown, Wetherby Park offers a vast green space around a statue of former Gov. Lawerence W. Wetherby. It is also a central gathering place for community events throughout the year and features a walking path. Spanning 20 acres along Cedardale Road, Crosby Park features multiple ballfields for Little League games, a tennis court, and a playground. Locals can also head to nearby Berrytown Park for a game of basketball or an afternoon spent running around the playground. Indoor recreation options include workouts at THE CAV Fitness.
Wetherby Park is popular among residents of Middletown for its paved walking path.
This statue is of the 48th Governor of Kentucky, Lawrence Wetherby in Middletown.
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Evenings on Main Street
The city’s Main Street, also known as Historical Midtown, is dotted with local restaurants and businesses, like hair and nail salons, that capture Middletown’s small-town feel. Cottage Café is a community staple that serves savory lunches and homemade desserts in a quaint home. LouVino, located formally in Douglass Hills, is a Southern-inspired restaurant and wine bar for a night out. Eastgate Shopping Center is also nearby for essential errands, featuring a Kroger and Petco. Next door is the local flea market, Middletown Peddler’s Mall, offering a range of eclectic items.
LouVino is one of the most popular dinner spots in Middletown.
The Cottage Cafe has been serving Middletown residents for over 30 years.
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Community spirit year-round
The Middletown Chamber of Commerce hosts many events throughout the year, including a golf scramble, Easter Egg hunt, Vintage Market and Craft Festival, Middletown Family Fun Festival, and a trick-or-treat pancake breakfast near Halloween. The Middletown Family Fun Festival is a local favorite, where over 100 craft and food vendors gather at Wetherby Park every fall, bringing the community together with live music and friendly competitions.
Direct routes around town
Middletown residents enjoy proximity to nearby roadways, ensuring accessible commutes around town. The city is bordered by Interstate 64, while Shelbyville Road, also known as US Route 60, provides a direct route through the area. Bus stops are also scattered along Shelbyville Road. Locals have a short drive to the nearby hospital Russell Williams, while the University of Louisville’s Shelby Campus sits east of the city.
There is easy access to the I-265 exchange in Middletown.
There are a multitude of TARC bus routes serving the Middletown neighborhood.
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