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Middletown, KY Homes for Sale

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  • /61

    $500,000

    • 4 Beds
    • 2.5 Baths
    • 2,885 Sq Ft

    12512 Kirkham Rd, Louisville, KY 40299

    Welcome to this beautiful, traditional-style home nestled in the highly sought-after Douglas Hills Estates neighborhood! Situated on a spacious half-acre lot, this 4-bedroom, 2.5 bath home offers the perfect blend of classic charm and modern updates.Step inside to find gleaming updates throughout the first floor that includes a large family room, kitchen that is open to the dining area,

    Agent Photo

    Scott Radcliff

    RE/MAX Premier Properties

    (502) 653-8036

    12512 Kirkham Rd, Louisville, KY 40299
  • /59

    $329,900 Open Thu 2PM - 4PM

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

    616 Burnett Farm Ln, Louisville, KY 40243

    Welcome to Burnett Ridge Lofts, where industrial flair meets modern luxury. These brand-new, 2-bedroom, 2-bath lofts by Jeda Homes are designed for effortless living with a zero-maintenance lifestyle and upscale finishes throughout. Each unit offers an open-concept layout, soaring ceilings, and sleek design elements that blend contemporary style with industrial charm. Enjoy the convenience of a

    Jacob Wardrip Homepage Realty

    616 Burnett Farm Ln, Louisville, KY 40243
  • /44

    $499,900

    • 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
  • /55

    $379,000

    • 3 Beds
    • 3 Baths
    • 1,935 Sq Ft

    423 Eastgate Village Wynde, Louisville, KY 40223

    Welcome to 423 Eastgate Wynde in desirable Middletown. This pristine patio home offers comfort, style, and convenience with a fully renovated kitchen featuring quartz countertops, custom shaker cabinets, and stainless appliances. The first-floor layout includes a vaulted great room with gas fireplace and new luxury flooring, a spacious primary suite with walk-in closet and updated bath, a second

    Ben Bass THRIVE Realty

    423 Eastgate Village Wynde, Louisville, KY 40223
  • /31

    $385,000

    • 2 Beds
    • 2 Baths
    • 1,785 Sq Ft

    12504 Nursery Ln, Louisville, KY 40243

    Easy, Comfortable Living in Swan Pointe!This spacious and move-in ready 2 Bedroom, 2 Bath Patio Home with a versatile bonus room (perfect for an office, den, or guest space) is tucked into the heart of Middletown in the desirable Swan Pointe community.Step inside to a light-filled, open layout featuring a vaulted Great Room with defined living and dining areas, beautiful built-in

    Michelle Kremer-Bruner Semonin REALTORS

    12504 Nursery Ln, Louisville, KY 40243
  • /11

    $549,900

    • 5 Beds
    • 3.5 Baths
    • 3,338 Sq Ft

    569 Wooded Falls Rd, Middletown, KY 40243

    Welcome to one of the largest and most desirable floor plans in Urton Woods - the Hartford II by Ball Homes! This expansive home offers over 3,300 square feet of finished living space on the first and second floors, plus an additional 1,800 square feet in the walkout basement, ready for your custom finish. Located in the heart of Middletown, this beautiful and well-designed home features 5

    Victoria Lyalin Semonin REALTORS

    569 Wooded Falls Rd, Middletown, KY 40243
  • /35

    $349,000

    • 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
  • /30

    $509,950

    • 4 Beds
    • 3.5 Baths
    • 3,370 Sq Ft

    1113 Blackthorn Rd, Louisville, KY 40299

    Fabulous 4 Bedroom 3.5 Bath 2-Story in absolutely impeccable condition. This great home features a large, updated Kitchen with plenty of cabinet space, granite counter tops, stainless-steel appliances and hardwood floors. Spacious Great room with fireplace overlooking a beautiful, covered porch & well-landscaped rear yard. Living room, Dining room, entry foyer, and half Bath, all with beautiful

    Steve Canfield Canfield Realty Group, LLC

    1113 Blackthorn Rd, Louisville, KY 40299
  • /27

    $459,900

    • 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

    Ethan Adams RE/MAX Properties East

    566 Wooded Falls Rd, Louisville, KY 40243
  • /74

    $389,000

    • 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
  • /33

    $465,000

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

    717 Winding Oaks Trail, Louisville, KY 40223

    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. Kitchen was updated a few years ago with granite

    Pam Ruckriegel Keller Williams Realty- Louisville

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

    $429,900

    • 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
  • /37

    $330,000

    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft

    102 Troon Ct Unit 9A, Louisville, KY 40245

    Welcome to 102 Troon Court — a beautifully updated East End condo offering comfort, convenience, and a lifestyle you'll love. Perfectly tucked away yet minutes from everything Middletown has to offer, you'll be surrounded by endless shopping, dining, and everyday conveniences — from charming local restaurants to big-name stores and services.Step inside to a bright, open layout that feels

    Doug Roemer Semonin REALTORS

    102 Troon Ct Unit 9A, Louisville, KY 40245
  • /34

    $317,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,922 Sq Ft

    142 Charlton Wynde Dr, Louisville, KY 40245

    Welcome to easy, low-maintenance living in this charming 3-bedroom, 2.5-bath patio home, ideally situated on a corner lot for extra privacy. The main floor offers an open living area with vaulted ceilings, a cozy gas fireplace, and durable laminate flooring. The spacious primary suite features an ensuite bath with a large walk-in closet. The kitchen, with crisp white cabinetry and plenty of

    Lauren Tinker Kentucky Select Properties

    142 Charlton Wynde Dr, Louisville, KY 40245
  • /30

    $409,000

    • 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
  • /31

    $345,000

    • 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
  • /54

    $395,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,273 Sq Ft

    12018 Old Henry Rd, Louisville, KY 40223

    Welcome home to this beautifully updated 3-bedroom, 2 full bathroom Cape Cod featuring over 2200 square feet of living space. Enjoy your outdoor paradise in the shade of mature trees, relaxing under the new pergola on a concrete patio, or tend to your custom-built backyard garden all enclosed within the comfort of a new privacy fence. Inside, you'll find a functional layout that includes an

    Aaron Lopez Exit Realty Choice

    12018 Old Henry Rd, Louisville, KY 40223
  • /54

    $260,000

    • 2 Beds
    • 2 Baths
    • 1,519 Sq Ft

    1209 Winter Springs Ct Unit 202, Louisville, KY 40243

    Welcome to 1209 Winter Springs Ct Unit 202, an exquisite residence nestled in the highly desirable Swan Pointe community—a neighborhood known for its vibrant amenities, elegant charm, and unbeatable convenience. Thoughtfully remodeled from top to bottom in 2024-2025, this second-floor condo offers turnkey living with the rare blend of sophistication, comfort, and practicality. Whether you're

    Paige Williams United Real Estate Louisville

    1209 Winter Springs Ct Unit 202, Louisville, KY 40243
  • /42

    $335,000

    • 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
  • /36

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,361 Sq Ft

    850 N Pope Lick Rd, Louisville, KY 40243

    Tucked on a sunny corner lot in the heart of Middletown, this 3 bedroom, 2 bath home offers comfortable living and an oversized backyard that's hard to find. Inside, the renovated kitchen brings a fresh feel to the main level, with a layout that makes everyday life easy. The basement is spacious and offers tons of room for storage, workshop space, or whatever you dream up. Outside, you'll love

    Stephanie Wetzstein Nest Realty

    850 N Pope Lick Rd, Louisville, KY 40243
  • /20

    $107,000

    • 1 Bed
    • 1 Bath
    • 580 Sq Ft

    203 Middletown Square Unit 203, Louisville, KY 40243

    Don't miss this beautifully updated 1 bedroom, 1 bath condo in the heart of Middletown! This condo features a spacious open-concept layout that provides great flow between the kitchen, dining, and living rooms. Many updates include; new electrical breakers, upgraded outlets, brand new carpet, a walk in tub, added storage in the bathroom, and 2 new ceiling fans. The bedroom boasts an extra-large

    Zach Wedding Six Degrees Real Estate, LLC

    203 Middletown Square Unit 203, 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
  • /31

    $252,000

    • 3 Beds
    • 1.5 Baths
    • 1,545 Sq Ft

    835 N Pope Lick Rd, Louisville, KY 40243

    Motivated seller! Improved price! Welcome to your next opportunity in a well-loved home located in a desirable neighborhood with easy access to shopping, dining, and major roadways. Inside, you'll find three bedrooms and one and a half bathrooms, plus two separate living areas that offer flexibility for everyday living or entertainment. The flowing layout makes the most of the space, and you'll

    Clara Nunez R & Y Realty Group

    835 N Pope Lick Rd, Louisville, KY 40243
  • /6

    $85,000

    • Land
    • 0.45 Acre
    • $188,889 per Acre

    1923 N English Station Rd, Meadowbrk Frm, KY 40223

    Vacant lot on English Station Rd! Flat and wooded. Buyer to verify utilities and boundaries. Zoned residential.

    Jennifer Franson Family Realty LLC

    1923 N English Station Rd, Meadowbrk Frm, KY 40223
  • /33

    $359,000

    • 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
  • /48

    $362,911

    • 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

    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
  • /68

    $845,000

    • 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, KY, located in the award-winning Anchorage School District. Nestled on 1.7 private acres, this five-bedroom home blends timeless charm with modern comfort. The first-floor primary suite offers soaring ceilings, a spacious en-suite bath with soaking tub and walk-in shower. The main level features hardwood floors, a sunken living room, and

    Shaun Wallace 1 Percent Lists Purple Door

    11805 Cedardale Rd, Louisville, KY 40223
  • /44

    $385,000

    • 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, 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 $494,344.
How many homes have sold over the last 12 months in Middletown, KY?
9 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 40243, 40223, 40299, 40245 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 6.63%, your estimated principal and interest payment would be $2,820 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $121K 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
$531,000
Median Single Family Sale Price
$531,000
Average Price Per Sq Ft
$157
Number of Homes for Sale
0
Last 12 months Home Sales
9
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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