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Middletown, KY Homes for Sale

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  • /62

    $395,000

    • 4 Beds
    • 2.5 Baths
    • 2,111 Sq Ft

    12109 Greenvalley Dr, Louisville, KY 40243

    Welcome to this spacious and inviting 2 story home in the wonderful Douglass Hills neighborhood! This home has been partially renovated and is awaiting it's new owner to put the final touches on the home. Upon entering the home you will see a formal dining room to your left and a formal living room to your right with thoughtfully placed accent lighting. As you walk down the hall, you will

    Rebecca Souza Homepage Realty

    12109 Greenvalley Dr, Louisville, KY 40243
  • /44

    $475,000

    • 3 Beds
    • 3 Baths
    • 3,221 Sq Ft

    419 Village Lake Dr, Louisville, KY 40245

    Extensive renovation on this 3 bedroom 3 bath condo with a finished walkout basement. Waterfront view from the enclosed screen porch. High style and sophistication can describe this unit. No expense was spared on interior finishes. High end appliance package included. Heated tile floor in the primary bath. Flush mount gas fireplace provides ambiance and heat. Seller replacing the lower level

    David Yunker RE/MAX Properties East

    419 Village Lake Dr, Louisville, KY 40245
  • /53

    $350,000

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft

    12412 Crosswinds Dr, Louisville, KY 40243

    Welcome to this beautifully remodeled home in the heart of Middletown! Featuring two spacious bedrooms plus a master suite, this residence offers three fully updated bathrooms, a stunning modern kitchen with new cabinets, quartz countertops, and sleek appliances. Enjoy the fresh paint, stylish new light fixtures, and new flooring throughout. The main level boasts a large living room, while the

    Lisandra Ramos Martinez ZHomes Real Estate

    12412 Crosswinds Dr, Louisville, KY 40243
  • /28

    $350,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,975 Sq Ft

    12404 Crosswinds Dr, Louisville, KY 40243

    Check out this AMAZING fully renovated gem at 12404 Crosswinds Dr, in the highly desirable Crosscreeke subdivision in Middletown (40243). 4 bedrooms, 2 bathss, 1,975 sq ft of bright, modern living space Thoughtful bi-level layout with two bedrooms and a family room up and two bedrooms and a living space down... Everything feels fresh. Brand-new floors, paint, lighting, fixtures, and

    Jacqueline Wilson 85W Real Estate

    12404 Crosswinds Dr, Louisville, KY 40243
  • /33

    $349,500

    • 2 Beds
    • 2 Baths
    • 1,436 Sq Ft

    1107 Belmont Park Way, Louisville, KY 40243

    Discover easy, one-story living in this delightful 2-bedroom, 2-full-bath ranch-style home located in a quiet, convenient neighborhood of Louisville, KY. Perfectly designed for comfort and functionality, this home offers spacious living areas with a welcoming layout ideal for both relaxing and entertaining.Enjoy the ease of a single-level floorplan with two generously sized bedrooms, each

    Autumn Boblitt Torrey Smith Realty Co, LLC

    1107 Belmont Park Way, Louisville, KY 40243
  • /32

    $368,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,152 Sq Ft

    400 Cherry Point Dr, Louisville, KY 40243

    DOUGLASS HILLS DREAM HOME. Here it is! An amazing four-bedroom, three-full-bath ranch in a secluded treed cul-de-sac, minutes from historic Middletown, shopping, dining, entertainment, and quick access to popular Shelbyville Road and I- 64. Truly the best of all worlds. Featuring beautiful hardwood floors, formal living and dining rooms, fully enclosed yard, and two-car garage. The great room

    David Huber Real Estate Unlimited

    400 Cherry Point Dr, Louisville, KY 40243
  • /28

    $365,000

    • 4 Beds
    • 2 Baths
    • 1,975 Sq Ft

    515 N Watterson Trail, Louisville, KY 40243

    Sharp 4 Bedroom 2 Bath Cape Cod located in the heart of Middletown on a large lot. This great home features a 1st floor master Bedroom, full bathroom, large Living room, Den, a large Kitchen with plenty of Cabinet and stainless-steel appliances, plus a separate dining area and beautiful hardwood floors. There are 3 more nice size bedrooms on the second floor, plus the second full

    Steve Canfield Canfield Realty Group, LLC

    515 N Watterson Trail, Louisville, KY 40243
  • /40

    $335,000

    • 4 Beds
    • 2.5 Baths
    • 1,837 Sq Ft

    823 Creekvalley Rd, Louisville, KY 40243

    Updated primary bath! This home in the heart of Middletown has it all! 4 bedrooms, 2.5 baths, an updated kitchen, two living spaces, fenced in yard with built in firepit, oversized 2 car garage, and close proximity to the neighborhood park and playground. The large eat in kitchen is updated with stainless steel appliances, beautiful hard wood floors, white cabinetry, and new sliding doors by

    Sara Peak EXP Realty LLC

    823 Creekvalley Rd, Louisville, KY 40243
  • /40

    $385,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    404 Eastgate Village Wynde Unit 2A, Louisville, KY 40223

    Welcome to 404 Eastgate Village Wynde in the heart of Middletown. This charming corner unit offers the ease of first-floor living, with the primary suite, laundry, and attached two-car garage all conveniently located on the main level. The open-concept layout features vaulted ceilings, abundant natural light, and a well-appointed kitchen with modern appliances and plenty of counter space. The

    Katherine Sims White Picket Real Estate

    404 Eastgate Village Wynde Unit 2A, Louisville, KY 40223
  • /44

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,779 Sq Ft

    319 Old Harrods Creek Rd, Louisville, KY 40223

    Welcome to 319 Old Harrods Creek Road.This lovely home features 3 bedrooms, 2 full bathrooms, and a layout designed for both ease and style. The living room offers a fireplace that adds warmth and charm, while the updated kitchen connects seamlessly to the laundry area and a bright sunroom with access to the backyard. The primary suite includes an en-suite bath with a dual-sink vanity and

    Judie Parks BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors

    319 Old Harrods Creek Rd, Louisville, KY 40223
  • /42

    $287,900

    • 2 Beds
    • 2 Baths
    • 1,390 Sq Ft

    1300 Bee Ln Unit 103, Louisville, KY 40243

    Move-in ready! Prepare to fall in love with this freshly updated 2 bedroom, 2 bath first floor condo with a sprawling open floor plan! Updates include new flooring, appliances, paint, fixtures, AC, furnace, and more. When you enter the home you will notice the bright, open space where natural light flows throughout the living area, dining area, and kitchen. From the living area a glass door leads

    Jay Pitts RE/MAX Premier Properties

    1300 Bee Ln Unit 103, Louisville, KY 40243
  • /34

    $305,000

    • 3 Beds
    • 2.5 Baths
    • 1,703 Sq Ft

    11713 Robindale Rd, Louisville, KY 40243

    11713 Robindale Ct is Looking for new owners to love on this great property and make it their own. a wonderful 2-story home nestled in the heart of sought-after Middletown! The first floor features a spacious Great Room with hardwood floors and a cozy fireplace—perfect for relaxing or entertaining. The bright Eat-In Kitchen offers white cabinetry, stainless steel appliances, and ample counter and

    Keren Benabou RE/MAX Properties East

    11713 Robindale Rd, Louisville, KY 40243
  • /27

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft

    1305 Taxus Top Ln Unit 201, Louisville, KY 40243

    Welcome to Swan Pointe- where convenience meets comfort. This light-filled unit 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 and countertop space, a pantry,

    Daren Bailey Coldwell Banker McMahan

    1305 Taxus Top Ln Unit 201, Louisville, KY 40243
  • /51

    $525,000

    • 4 Beds
    • 3.5 Baths
    • 3,186 Sq Ft

    1220 Williams Ridge Rd, Louisville, KY 40243

    Prime Location! Spacious Luxury with Room to Breathe! You don't want to miss this one! This stunning home offers luxury living with a ''like new'' feel—just minutes from local churches, dining, expressways, and more. Tucked away in a quiet neighborhood, it also boasts one of the largest lots on the street! Step inside and you'll immediately notice the beautiful laminate floors leading into a

    Jacob Gurney Parkside Realty

    1220 Williams Ridge Rd, Louisville, KY 40243
  • /38

    $307,500

    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    12420 Brothers Ave, Louisville, KY 40243

    Welcome to Middletown Villa! This charming two-story, three-bedroom, 2.5-bath home is perfectly situated just minutes from all the shopping, dining, parks, and activities Middletown has to offer. Inside, you'll find fresh paint, updated LVP flooring, and an incredible layout ideal for both daily living and entertaining. The first floor boasts two spacious living rooms, plus a large kitchen and

    Shaun Wallace 1 Percent Lists Purple Door

    12420 Brothers Ave, Louisville, KY 40243
  • /21

    $120,000 Open Sun 2PM - 4PM

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    219 Middletown Square Unit 219, Louisville, KY 40243

    Move right into this beautifully updated condo in the best location in the heart of Middletown! All new appliances, including stainless steel electric range, dishwasher, refrigerator and microwave. Brand new carpet and plush padding in a neutral color. Fresh coat of paint throughout, also neutral. New fan in the bedroom. Bathroom includes new vanity and toilet. Washer and Dryer inside the Unit!

    Lucila De la Vega Greater Louisville Homes, LLC

    219 Middletown Square Unit 219, Louisville, KY 40243
  • /34

    $399,000

    • 3 Beds
    • 3 Baths
    • 1,933 Sq Ft

    411 Eastgate Village Wynde Unit A, Louisville, KY 40223

    Welcome to 411 Eastgate Village Wynde in the heart of Middletown. This inviting patio home features soaring vaulted ceilings, large windows with abundant natural light, and a stylish kitchen with modern appliances. The main level offers a spacious primary suite with walk-in closet and private bath, a second bedroom ideal for guests or an office, convenient first-floor laundry, and access to a

    Ben Bass THRIVE Realty

    411 Eastgate Village Wynde Unit A, Louisville, KY 40223
  • /38

    $329,900

    • 3 Beds
    • 2 Baths
    • 2,579 Sq Ft

    207 N Madison Ave, Louisville, KY 40243

    Fantastic fully renovated Cape Cod in historic Middletown with a brand-new roof and top-to-bottom updates leaving no stone unturned. Bright family room with refinished hardwoods and cozy fireplace flows to a stunning new kitchen with granite counters, modern appliances, and spacious dining area. Main level offers two bedrooms and a full bath, upstairs adds a versatile loft-style third bedroom,

    Travis Cox 85W Real Estate

    207 N Madison Ave, Louisville, KY 40243
  • /38

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft

    12006 Old Henry Rd, Louisville, KY 40223

    Rare Renovated Cape Cod in Prime Middletown Location! Beautifully updated 3BR/2BA Cape Cod located just one minute from Shelbyville Road in the heart of Middletown. This charming home features a spacious open-concept kitchen and living area—perfect for modern living and entertaining. The kitchen boasts brand-new stainless steel appliances, updated lighting, and new insulation throughout. Major

    Bob Sokoler RE/MAX Properties East

    12006 Old Henry Rd, Louisville, KY 40223
  • /35

    $450,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,754 Sq Ft

    201 Lanark Place, Louisville, KY 40243

    Welcome to this stunning, meticulously maintained, 4 bedroom home tucked away at the end of a quite cul-de-sac in the sought after Douglass Hills neighborhood. Step inside to find beautiful hardwood floors and spacious bedrooms designed for comfort and style. The heart of the home opens to a serene back deck crafted from low maintenance Trex decking complete with a pergola and built in seating,

    Steve Hughes The Breland Group

    201 Lanark Place, Louisville, KY 40243
  • /33

    $329,997 Open Sat 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    613 Burnett Farm Ln, Louisville, KY 40243

    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 12 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

    Todd Weihe DREAM J P Pirtle REALTORS

    613 Burnett Farm Ln, Louisville, KY 40243
  • /75

    $799,999

    • 5 Beds
    • 3.5 Baths
    • 3,540 Sq Ft

    11805 Cedardale Rd, Louisville, KY 40223

    Rare opportunity to own nearly 2 acres in historic Anchorage, offering privacy, character, and access to the state-leading Anchorage School District with no HOA. Priced below appraised value, this five-bedroom home blends timeless charm with thoughtful modern updates. The first floor features three bedrooms including the primary suite with soaring ceilings, soaking tub, and walk-in shower. You

    Shaun Wallace 1 Percent Lists Purple Door

    11805 Cedardale Rd, Louisville, KY 40223
  • /41

    $340,000

    • 4 Beds
    • 2 Baths
    • 2,325 Sq Ft

    12308 Hardwick Rd, Louisville, KY 40243

    Don't miss your chance to own this gorgeous 4BD/2BA home in the heart of Middletown. Just minutes from Shelbyville Rd and Blankenbaker Pkwy, this move-in ready home blends classic charm with modern updates. From the beautiful hardwood floors to the kitchen and bathroom updates and partially finished basement, this home is ideal for entertaining or relaxing. Step outside to a recently rebuilt

    Kyle Medearis EXP Realty LLC

    12308 Hardwick Rd, Louisville, KY 40243

Why Live in Middletown

Middletown, Kentucky, is a historic settlement located approximately 15 miles from Louisville, blending the charm of a small Southern town with modern suburban living. The area features a mix of historic homes and new subdivisions, with architectural styles including ranch, new traditional, Craftsman, and Tudor-style homes. Streets vary from wide sidewalks to narrow, tree-lined roads. Middletown is served by the Jefferson County Public Schools District, with Eastern High School offering highly rated education and specialized academy programs. Residents can enjoy outdoor activities at Wetherby Park, Crosby Park, and Berrytown Park, which feature walking paths, ballfields, tennis courts, and playgrounds. Indoor fitness options are available at THE CAV Fitness. Main Street, known as Historical Midtown, is home to local restaurants like Cottage Café and LouVino, as well as essential shopping at Eastgate Shopping Center and Middletown Peddler’s Mall. The Middletown Chamber of Commerce hosts various community events throughout the year, fostering a strong sense of community spirit. The city is bordered by Interstate 64 and traversed by Shelbyville Road, providing direct routes for easy commutes. Middletown is safer than the national average, making it an attractive option for families seeking a blend of historical charm and modern amenities.

Frequently Asked Questions

What is the average home price in Middletown, KY?
Homes for sale in Middletown, KY have an average home price of $549,900.
How many homes have sold over the last 12 months in Middletown, KY?
1 home has sold in Middletown, KY over the last 12 months.
What are the most popular zip codes in Middletown, KY?
The most popular zip codes in Middletown, KY include 40243, 40223, 40245, 40299 and 40222.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $549,900. If you put a 20% down payment of $110,000 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $2,700 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $116K a year to afford the median home price in Middletown.
How are the schools in Middletown, KY?
Middletown, KY has highly rated public and private schools. Some of the best schools in Middletown based on Niche Grades are Louisville Male High School, Anchorage Independent Public School and Greathouse Shryock Traditional Elementary School. Browse all the schools in Middletown, KY to learn more.

Home Trends in Middletown, KY

Housing Trends

Median Sale Price
$531,000
Median Single Family Sale Price
$531,000
Average Price Per Sq Ft
$151
Number of Homes for Sale
0
Last 12 months Home Sales
1
Months of Supply
0.00
Median List Price
$549,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
45%
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