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Middletown, KY Homes for Sale

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  • /34

    $475,000 Open Sun 5PM - 7PM

    • 3 Beds
    • 2 Baths
    • 2,088 Sq Ft

    717 Winding Oaks Trail, Louisville, KY 40223

    Open Twice on Sunday! 2-4 AND 5-7! .......Here is that elusive ranch home in a well-established neighborhood. This beauty sits on a large private lot flanked by beautiful oaks and evergreens. You'll see that this home is well-maintained and the bonus solar panels will ensure you have the lowest possible electric bills. Hardwood floors through much of the main level, new carpet in bedroom.

    Pam Ruckriegel Keller Williams Realty- Louisville

    717 Winding Oaks Trail, Louisville, KY 40223
  • /63

    $435,000

    • 6 Beds
    • 4 Baths
    • 2,629 Sq Ft

    221 Urton Ln, Louisville, KY 40223

    One of a kind home with attached guest houselocated in a highly sought-after Middletown, KY location, this extraordinary property offers 6 bedrooms, 4 bathrooms, and standout features that make it truly one of a kind. At the heart of its appeal is a separate ADU (Accessory Dwelling Unit)—a fully equipped apartment with its own electric meter, full kitchen, living room, bedroom, and bathroom.

    Renee Abner RE/MAX Results

    221 Urton Ln, Louisville, KY 40223
  • /56

    $485,000

    • 4 Beds
    • 3.5 Baths
    • 3,361 Sq Ft

    1219 Williams Ridge Rd, Louisville, KY 40243

    Welcome to a home that offers room to grow and places to unwind. This spacious four bedroom, four bath house is tucked in a location that puts convenience first—just minutes from I-64 and all that Middletown has to offer.Step inside to find a refreshing update on the main level with new flooring, fresh paint, and new kitchen countertops. A bright open kitchen with custom white cabinets includes a

    Vijay Addala United Real Estate Louisville

    1219 Williams Ridge Rd, Louisville, KY 40243
  • /24

    $470,000

    • 4 Beds
    • 2.5 Baths
    • 2,516 Sq Ft

    566 Wooded Falls Rd, Louisville, KY 40243

    Welcome to 566 Wooded Fall Rd - a beautifully maintained 4-bedroom, 2.5-bathroom home located in the desirable Urton Woods neighborhood, built by Ball Homes in 2017. This spacious home features a first-floor primary suite with a large en-suite bath and walk-in closet, plus vaulted ceilings and an open floor plan perfect for entertaining.Enjoy the convenience of first-floor laundry, a 2-car

    Ethan Adams RE/MAX Properties East

    566 Wooded Falls Rd, Louisville, KY 40243
  • /31

    $429,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 3 Baths
    • 2,913 Sq Ft

    12100 Edenwood Dr, Louisville, KY 40243

    Gorgeous home on large corner lot in Douglass Hills features 3 bedrooms, 3 full bathrooms and over 2,800 sq. ft. of living space. The first floor offers a formal living room, dining room, and eat-in kitchen with a built-in desk. Relax in the family room with beautiful hardwood flooring, beamed ceiling, gas fireplace, custom bookshelf and huge picture window. Hardwood flooring extends through

    Tim Weihe C. Thieneman REALTORS, LLC

    12100 Edenwood Dr, Louisville, KY 40243
  • /35

    $330,000

    • 3 Beds
    • 2.5 Baths
    • 1,890 Sq Ft

    12109 Saint Clair Dr, Louisville, KY 40243

    Very cute and well-maintained home with hardwood floors throughout the first floor. Nice size eat-in kitchen with a refrigerator, microwave range, and dishwasher that all remain. Upstairs is the third bedroom and a separate room for a den, office, etc. The basement is finished and includes a family room, half bath, laundry, and a folding table. The backyard is very large and fenced. It also

    Andrew DeMuth Coldwell Banker McMahan

    12109 Saint Clair Dr, Louisville, KY 40243
  • /42

    $350,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,719 Sq Ft

    211 Bliss Ave, Louisville, KY 40243

    Welcome to 211 Bliss Avenue, situated in the heart of Middletown. This home has just gone under major renovations and is now ready for its new owners. Don't forget to click the VIDEO TOUR. This newly renovated home offers modern comfort, thoughtful upgrades, and charm in every corner. Step through the newly designed entry breezeway, featuring stylish French doors, and into a spacious living room

    Jessica Bourne Polo Real Estate Group LLC

    211 Bliss Ave, Louisville, KY 40243
  • /41

    $219,000

    • 2 Beds
    • 2 Baths
    • 1,083 Sq Ft

    1304 Pickings Place Unit 203, Louisville, KY 40243

    Welcome to this beautifully maintained 2-bedroom, 2-bath condo offering comfort, convenience, and exceptional community amenities. This spacious condo features a light-filled living room, kitchen/dining area, a primary suite, a second bedroom, a second full bath, and a laundry/utility room.Enjoy the convenience of an attached 1-car garage, perfect for unloading and entering the home out of the

    Nick Schweitzer RE/MAX Premier Properties

    1304 Pickings Place Unit 203, Louisville, KY 40243
  • /46

    $374,000 Open Sat 12PM - 2PM

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

    207 N Madison Ave, Louisville, KY 40243

    Fantastic Cape Cod Cottage in the Heart of Historic MiddletownThis beautifully updated Cape Cod home combines classic curb appeal with modern upgrades, making it the perfect blend of charm and functionality. Located in the desirable and walkable community of historic Middletown, you'll love the tree-lined yard and welcoming presence of this well-maintained property.Step inside to a bright and

    Travis Cox 85W Real Estate

    207 N Madison Ave, Louisville, KY 40243
  • /36

    $354,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,533 Sq Ft

    1208 Elderberry Ln, Louisville, KY 40243

    Beautiful Patio Home in Sought-After Swan Pointe - Prime Middletown Location!You have to see this beautifully updated 2-bedroom, 2-bath patio home located in the desirable Swan Pointe community. Very well maintained. Move-in ready, open floor plan, vaulted ceilings, and a private enclosed patio-room that adds an abundance of natural light. It also has a beautiful eat in kitchen, open

    Sharon Handy Real Estate Go To

    1208 Elderberry Ln, Louisville, KY 40243
  • /52

    $595,000

    • 5 Beds
    • 2.5 Baths
    • 3,031 Sq Ft

    12200 Old Henry Rd, Louisville, KY 40223

    This charming property is the perfect blank canvas, ready to transform into the home of your dreams with a little TLC. Situated on just under 3 sprawling acres, this home offers endless possibilities for creating your own private oasis. The thoughtfully designed floor plan features a first-floor primary bedroom with an en-suite bathroom, offering both convenience and privacy. The spacious layout

    Remire Heinze BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors

    12200 Old Henry Rd, Louisville, KY 40223
  • /42

    $335,000

    • 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
  • /74

    $399,000

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

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

    All brick Patio Home located behind Middletown Kroger.Three Bedrooms / 2.5 baths / Great room /open design kitchen into Dining area and Great room. First floor laundry.Large Bedroom upstairs could be another MBR.Storage rooms upstairs.2.5 car garage.Large cud a sac lot /extra parking.This unit was purchased 2 yrs ago due to the passing of resident its

    Robert Young Eastgate Properties

    404 Eastgate Village Wynde Unit 2A, Louisville, KY 40223
  • /60

    $400,000

    • 4 Beds
    • 2 Baths
    • 2,544 Sq Ft

    605 Rothbury Ln, Louisville, IN 40243

    DOUGLASS HILLS - one of Louisville's most desirable, established neighborhoods!!! Charming, all-brick ranch style home w/3-4-5BR/2BA, total of approx 2500SF finished space, living room/dining room/family room w/gas log fireplace all on the main level plus an add'l family room - possible BR 4 and 5 (non-conforming) in finished basement. NEW DIMENSIONAL SHINGLE ROOF just installed in February 2025.

    Bart Medlock RE/MAX FIRST

    605 Rothbury Ln, Louisville, IN 40243
  • /54

    $329,808 Open Thu 3PM - 6PM

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    614 Burnett Farm Ln, Louisville, KY 40243

    Find your new home at the Burnett Ridge Lofts. These BRAND NEW LOFT's are not a can of worms remodel that you will typically find out there.These are ready to move right into. Please leave the tools, the lawnmowers and the list of contractors behind. No need for any of that.Burnett Ridge once completed (Summer 2025) will become one of the most sought after communities in the Louisville area. The

    Irene Cochran Meridien Real Estate

    614 Burnett Farm Ln, Louisville, KY 40243
  • /68

    $847,000 Open Sun 1PM - 3PM

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

    11805 Cedardale Rd, Louisville, KY 40223

    Welcome to this exceptional home in the heart of Anchorage, Kentucky, located within the award-winning Anchorage School District—one of the top-ranked K-8 public schools in the state, known for its small class sizes and outstanding academic performance. Set on a breathtaking 1.7-acre lot, this home offers the perfect combination of space, privacy, and timeless charm. Inside, you'll find five

    Shaun Wallace 1 Percent Lists Purple Door

    11805 Cedardale Rd, Louisville, KY 40223
  • /46

    $329,909

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    712 Burnett Farm Ln, Douglass Hills, KY 40243

    BRAND NEW LOFT (no can of worms remodel here)! The SPRING Buying SEASON has arrived!!! We have your BRAND NEW coolest Loft in town ready for you to move right in tomorrow! Please know it is rare to be able to find this level modern designed home, at this price point, in today's market for $329,900. We are selling them very quickly...This two bedroom two bath has polished concrete floors, soaring

    Irene Cochran Meridien Real Estate

    712 Burnett Farm Ln, Douglass Hills, KY 40243
  • /44

    $398,000

    • 3 Beds
    • 2 Baths
    • 2,221 Sq Ft

    11802 Running Creek Rd, Louisville, KY 40243

    Move in Ready 3 bedroom home in Douglass Hills. 2300 square feet of living space on the 1st floor and the finished basement. (possible bdrm in basement with no egress) Formal dining room and living room with hardwood floors. Kitchen attaches to a den/family room with stone fireplace and bookcases, vaulted ceiling and opens to the back deck. Back yard is fenced and generously landscaped for your

    Pam Lumley RE/MAX Ability Plus

    11802 Running Creek Rd, Louisville, KY 40243

Why Live in Middletown

Middletown, located on the old Louisville and Shelbyville Turnpike Road, is one of Kentucky's oldest settlements, blending historic charm with modern suburban living. The neighborhood features a mix of historic homes and new subdivisions, with architectural styles ranging from ranch and Craftsman to Tudor and new traditional. Streets vary from wide, sidewalk-framed avenues to narrow, maple-canopied roads. Middletown is approximately 15 miles from Louisville, offering residents easy commutes to the city for exploration while enjoying a slower-paced lifestyle. The area is served by Jefferson County Public Schools, with Eastern High School boasting high ratings and offering various extracurricular activities and academy programs. Middletown features several parks, including Wetherby Park, which hosts community events and offers a walking path, and Crosby Park, which spans 20 acres with ballfields, a tennis court, and a playground. Berrytown Park provides basketball courts and playgrounds, while indoor fitness options are available at THE CAV Fitness. Main Street, also known as Historical Midtown, is lined with local restaurants and businesses, such as Cottage Café and LouVino, and nearby Eastgate Shopping Center for errands. The Middletown Chamber of Commerce organizes numerous events throughout the year, fostering community spirit. Residents benefit from proximity to major roadways like Interstate 64 and US Route 60, ensuring accessible commutes and convenient access to local 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 $336,493.
Are home prices dropping in Middletown?
Yes, home prices in Middletown are down 4% in the last 12 months.
How many homes have sold over the last 12 months in Middletown, KY?
64 homes have 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 40165, 40245, 40065, 40291 and 40059.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $315,000. If you put a 20% down payment of $63,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $1,560 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $67K 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 Greathouse Shryock Traditional Elementary School, Anchorage Independent Public School and Louisville Male High School. Browse all the schools in Middletown, KY to learn more.

Home Trends in Middletown, KY

Housing Trends

Median Sale Price
$303,500
Median Single Family Sale Price
$335,000
Median 2 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$178
Number of Homes for Sale
5
Last 12 months Home Sales
64
Months of Supply
0.90
Median List Price
$315,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-8%
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