$385,859Average 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
Gale Cox,
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.
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On average, homes in Middletown, KY sell after 26 days on the market compared to the national average of 57 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.
STILL SHOWING. SELLER HAS AN ACCEPTED CONTINGENT CONTRACT AND SEEKING A BACK UP. "AS IS" CLOSE IN MAY 2026. -Welcome to 505 Westwood Dr! Located in the heart of Middletown, this 3-bed, 1.5-bath home offers strong fundamentals, functional layout, and immediate upside for both owner-occupants & investors. Situated in a neighborhood with a proven track record for long-term value & rental
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 Burnett Ridge Lofts — a brand new townhome development consisting of only 30 units. Don't miss your chance to join this stunning community. ONLY 9 units available! The units are a fresh take on industrial-inspired living with modern flair. Newly built 2-bedroom, 2-bath residences showcase open-concept designs, stylish finishes, a spacious 2-car garage, and a private outdoor patio ideal
Cole Thompson
BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors
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
Welcome to a timeless traditional home in the highly sought-after Douglass Hills community—where classic design, generous space, and everyday functionality come together seamlessly. From the moment you arrive, the home makes a striking first impression, setting the tone for what awaits inside. Step into a bright and inviting entryway highlighted by gleaming hardwood floors that flow effortlessly
Rebekah Riley-PetrandoBERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors
Discover the perfect blend of comfort & style in this beautifully designed walkout ranch. Featuring vaulted ceilings and a fireplace framed by built-in shelves, the main living area exudes warmth and charm. The eat-in kitchen is a chef's dream, complete with a large pantry, ample cabinets, and space for casual dining. The finished walkout basement expands your living space with a family room, wet
Welcome to 226 Tucker Station Rd in Middletown! This stunning modern farmhouse offers 3 bedrooms and 2.5 baths with hardwood floors throughout the first floor, detailed trim work, and custom board and batten touches. The kitchen features GE Café appliances and opens to a cozy living area with a natural gas fireplace and black tile surround. Upstairs includes spacious bedrooms with walk-in closets
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
**ATTN Offer Terms Apply.**Welcome to 12317 Crosswinds Drive in Louisville, KY 40243 - a fantastic opportunity to own a home in a highly sought-after and convenient area. Nestled in an established neighborhood, this property offers the perfect blend of comfort, style, and accessibility. Step inside to find a welcoming layout designed for both everyday living and entertaining. The living spaces
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
NEW PRICE! price improvement! Welcome home to a lovely ranch in Belmont Park! The open floor plan boasts Beautiful floors, a gas fireplace, a large laundry room that can also be used for a home office, spacious Dining area and eat in area in the kitchen. The Roof was recently replaced as well as the dishwasher. Attached 2 car side entry garage. Belmont Park Association provides lawncare,
Ann Elizabeth DelahantyUnited Real Estate Louisville
Discover this 3 bed, 2.5 bath condo offering the perfect blend of convenience in both location and exterior maintenance. Featuring a spacious formal dining room, a relaxing covered patio, and a private attached 1 car garage. The monthly HOA fee ($396.84) covers water, sewer, trash, and lawn care, so you can spend your weekends enjoying the community pool and clubhouse. Pets are welcome (review
Kyle WohrleSchuler Bauer Real Estate Services ERA Powered
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
Live Stress-Free at Garden Gate Apartments in Louisville, KY!Say goodbye to extra bills—water, sewer, trash, and pest control are all included! Enjoy the convenience of W/D connections right in your unit, making laundry day a breeze. Step out onto your private patio or balcony and soak up the sunshine, or take advantage of vaulted ceilings and extra storage closets to create a comfortable,
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
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
Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.
In the highly sought after location of Middletown, KY, this home boasts three large bedrooms with plenty of closet space. The kitchen was renovated with stainless steel appliances and granite countertops. A three season sunroom overlooks the fenced in back yard, shaded with mature landscape. Inside the living room showcases a charming stone gas burning fireplace and french doors. Between the
$1,850 per month
Prime location for a perfect 3 bed and 1.5 bath home!
Spacious 3-bedroom, 1.5-bath home available for rent, offering a comfortable blend of style and convenience. This inviting house features a fully fenced yard perfect for relaxing or entertaining, a cozy fireplace, and LVP floors throughout. The kitchen is equipped with modern stainless steel appliances. This house also has washer and dryer hook ups. A one-car garage provides added storage and
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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