$385,069Average Value$156Average Price per Sq Ft0Homes For Sale
Suburban living in Middletown
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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Written By
Hannah Rainey
Photography Contributed By
Charles Caudill
Video By
Joshua Kassabian
Interested in learning more about homes in this area?
Reach out to
Derrick Beckham,
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, KY sell after 26 days on the market compared to the national average of 55 days. The median sale price for homes in Middletown, KY over the last 12 months is $500,000, up 23% from the median home sale price over the previous 12 months.
Welcome to 309 Summit Ct. Located in the highly sought after & Middletown. Where comfort, convenience, and value come together. Tucked away on a quiet cul-de-sac, this well-maintained home offers both privacy and a welcoming neighborhood feel. Inside you'll find a home that has been exceptionally cared for and kept in great condition, making it move-in ready for its next owner. Step outside to
Welcome to 213 S Madison Ave, located in the heart of historic Middletown. This beautifully remodeled home offers 1,406 finished square feet across two floors and blends modern updates with distinctive architectural character. Step inside to discover a spacious family room that flows seamlessly into the updated kitchen, creating an open and inviting layout ideal for everyday living and
Beautiful 3 Bedroom and 2 Bath Ranch in a great neighborhood. This home offers an open floor plan, a stunning kitchen with granite countertops and beautiful cabinetry, and an open concept that connects the dining area and living room. Large family room with a fireplace. Large primary bedroom with wall-to-wall closets and a vaulted ceiling, and a primary bathroom. Everything is on 1 floor for easy
Welcome Home! Discover this freshly painted, architecturally designed condominium that defines ease and comfortable living. It features stunning vaulted beamed ceilings and beautiful LVP flooring throughout the first level. This home offers both elegance and ease of maintenance. The main floor hosts a bright, open great room with a cozy gas log fireplace and built-in shelving, which flows into a
Welcome to 411 Eastgate Village Wynde, a maintenance-free patio home in desirable Middletown. The vaulted great room features built-in shelving, a fireplace, and large windows that fill the space with natural light. The kitchen offers modern appliances, generous cabinetry, and a bright corner sink. The main level includes a spacious primary suite with walk-in closet and private bath, a second
Completely renovated and move-in ready, this stunning 4-bedroom, 2.5-bath home is located in the Douglas Hills Estates section and sits on over half an acre in a highly desirable area. The home has been updated from top to bottom with high-end finishes throughout, and no detail was overlooked. Improvements include brand-new flooring, upgraded countertops, modern light fixtures, fully remodeled
This 2nd floor condo is in great community with pool, clubhouse & tennis courts. Shows pride of ownership with newer LVP and carpet. Stainless steel appliances and newer paint. Vaulted family room separate storage room in hallway. Parking space at front door.
This lovely home in Crosscreeke subdivision is mostly bricked with a finished basement. Features: 3 bedrooms with hardwood floors and 2 full baths, a cozy living room on the main floor, as well as an additional family room in the basement. The kitchen includes extra cabinet and countertop space with tile backsplash, breakfast bar and all appliances are included. Bonus! Flex room in the dining
Welcome to your new home in The Sanctuary! This spacious condominium features a bright, open floor plan with a split two-bedroom layout and an additional flex space perfect for a home office or TV room. With over 2,300 square feet, the unit offers a large formal dining room and an expansive kitchen complete with abundant cabinetry, a generous pantry, and a sunny additional dining area surrounded
**COMING SOON!** Welcome to this charming two story home located in the highly desirable Crosscreeke neighborhood in Middletown. The main level offers a spacious living room filled with natural light from the bay window that flows seamlessly into the dining area and kitchen, creating a great layout for everyday living and entertaining. The kitchen has been refreshed with a stylish new backsplash
Welcome to Swan Pointe-where convenience meets comfort. This light-filled unit was just painted throughout and features an open layout that seamlessly connects the living, dining, and kitchen areas, creating an inviting space for relaxing or entertaining. Vaulted ceilings enhance the entry, living room, and dining room, adding volume and style. The generously sized kitchen offers ample cabinet
Meticulous Brick Ranch in Middletown! This large 3 BR, 3 Full BA home w/fin bsmt is ready for a new owner! Updates include roof, furnace, A/C & WH. Pass the leaded glass entry door, step into the foyer, spacious LR w/wall of windows & DR; all showcasing gleaming hardwood floors & crown molding. A bright, eat-in kitchen w/pantry (appliances stay) opens to a family room. Gas FP, brick hearth &
Beautiful 4BR, 2BA updated home FOR LEASE with large 2 car garage. This gorgeous home is located on a dead end street steps away from a 7 acre park & features updated kitchen w/ granite, backsplash, Kitchen Kraft soft close upgraded 42" tall wood cabinets, stainless steel appliances including gas cooktop, spacious living room w/ Pinterest style decorative hardwood wall, built in shelves, master
Elevate your roots by living in style at Century Middletown. We provide a lifestyle emphasizing convenience, comfort, and luxury with beautiful apartment homes and an amazing community equipped with unparalleled amenities for you to enjoy. From our resort-style pool, 24-hour fitness center with a built-in yoga studio, off-leash pet park, and recreation room, you will never need to venture away
Discover modern living at The Heritage by Fairlawn in the vibrant Middletown neighborhood of Louisville. Our pet-friendly community welcomes all breeds and sizes, offering spacious 1, 2 & 3-bedroom apartments with stainless-steel appliances, custom cabinetry, and granite countertops. Enjoy lifestyle-enhancing amenities including a 24/7 fitness center, resort-style swimming pool, poolside grilling
Welcome to Garden Gate Apartments in Louisville, KY! Our spacious units feature patios and balconies, perfect for enjoying the fresh air and sunshine. With storage closets and vaulted ceilings, you'll have plenty of space to store your belongings and create a cozy atmosphere. Plus, the convenience of W/D connections makes laundry day a breeze. Come experience comfortable living at Garden Gate
Call or stop by today for your personal tour of our community! You’ve finally arrived at your destination: home. Here at The Station at Middletown, we’re eager to welcome you to our luxury community in the heart of Middletown. The Station at Middletown is a contemporary community of four four-story buildings with a full slate of amenities included. TSM has everything you need, no matter what
Welcome to Louisville's newest 55+ Senior Living community! Our controlled-access, all-inclusive community includes onsite activities in our community center, an onsite cafe and hair salon, plus additional amenities for every taste. Enjoy lounging in our fireplace lounge, or game in our game room. Our fitness center is open 24/7, plus we have online rent payments and a variety of other perks, all
Avoca Apartments is your new destination for comfort and convenience. Our apartments in Louisville, KY, combine curated apartment features with inclusive community amenities to create a space designed for relaxation and enjoyment. Choose from our one-, two-, and three-bedroom floor plans to help you create a lifestyle of contemporary and convenient living. Whatever you’re looking for, Avoca
Welcome to RosewoodRosewood Apartments in Louisville, KY, is located in the quaint neighborhood of Middletown, minutes from I-265, Springhurst Shopping Mall, with many great restaurants in the area. We are also near Louisville Stopher Elementary School and Eastern High School. We offer many flexible lease terms for our Studio, 1 & 2-bedroom apartments to suit your needs. In order to both
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