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Middletown, KY Homes for Sale

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  • /21

    $340,000

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

    12404 Crosswinds Dr, Louisville, KY 40243

    Buyers hope a house like this pops up and rarely does Tucked into the sought-after Crosscreeke in Middletown, 12404 Crosswinds Dr delivers space, style, and peace of mind at a price that's getting harder to find. Inside, nearly 2,000 square feet of thoughtfully updated living space welcomes you with natural light and a smart bi-level layout that actually works for real life — bedrooms and

    Agent Photo

    Jacqueline Wilson

    85W Real Estate

    (502) 747-9338

    12404 Crosswinds Dr, Louisville, KY 40243
  • /18

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,667 Sq Ft

    11710 Robindale Rd, Louisville, KY 40243

    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

    Laurie Huelsman Real Estate Unlimited

    11710 Robindale Rd, Louisville, KY 40243
  • /40

    $309,000

    • 2 Beds
    • 3 Baths
    • 1,707 Sq Ft

    302 Eastbridge Ct, Louisville, KY 40223

    Welcome Home! Discover this newly 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

    Jane Roberts United Real Estate Louisville

    302 Eastbridge Ct, Louisville, KY 40223
  • /45

    $304,900

    • 3 Beds
    • 3 Baths
    • 1,627 Sq Ft

    402 Eastbridge Ct Unit 402, Louisville, KY 40223

    Welcome to 402 Eastbridge Court, a well-designed patio home offering comfort, convenience, and flexible living spaces in sought-after Canterbury Place. This spacious home features 3 bedrooms and 3 full baths, beginning with a generous first-floor primary suite that includes two double closets leading to a private full bath with a separate makeup vanity with double sinks. The main level also

    Michael Cohen BERKSHIRE HATHAWAY HomeServices, Parks & Weisberg Realtors

    402 Eastbridge Ct Unit 402, Louisville, KY 40223
  • /51

    $499,900

    • 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
  • /40

    $385,000

    • 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
  • /2

    $339,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,460 Sq Ft

    1107 Belmont Park Way, Louisville, KY 40243

    Professional photos and live listing coming soon!! Welcome home to a lovely ranch in Belmont Park! The open floor plan boasts Beautiful hardwood floors, a large laundry room that can also be used for a home office, spacious Dining area and eat in area i the kitchen. Roof was recently replaced as well as the dishwasher. Attached 2 car side entry garage. Belmont Park Association provides lawncare,

    Ann Elizabeth Delahanty United Real Estate Louisville

    1107 Belmont Park Way, Louisville, KY 40243
  • /42

    $260,000

    • 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
  • /55

    $430,000

    • 3 Beds
    • 3 Baths
    • 2,653 Sq Ft

    406 Bermuda Way, Louisville, KY 40243

    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 &

    Nancy Gries Legacy Home REALTORS

    406 Bermuda Way, Louisville, KY 40243
  • /54

    $454,500

    • 3 Beds
    • 4 Baths
    • 2,854 Sq Ft

    12600 Blackthorn Trace, Louisville, KY 40299

    Location, Location, Location!This beautifully remodeled home is the perfect Christmas gift and is move-in ready. Featuring 3 bedrooms, 2 full baths, and 2 half baths, this home is conveniently located near I-64 and I-265, with easy access to Blankenbaker Parkway and Middletown shopping and dining. The primary bedroom is located on the first floor, with two additional bedrooms on the second

    Vijay Addala United Real Estate Louisville

    12600 Blackthorn Trace, Louisville, KY 40299
  • /21

    $115,000

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    219 Middletown Square Unit 219, Louisville, KY 40243

    Beautiful condo, well appointed, well located. Washer dryer included. Plenty of parking. Code secured building. Brand new appliances. Brand new carpet. Maintenance fee includes Water, Sewer & Trash. well maintained. 1 year Home Warranty will be included.

    Lucila De la Vega Greater Louisville Homes, LLC

    219 Middletown Square Unit 219, Louisville, KY 40243
  • /27

    $469,900

    • 3 Beds
    • 3.5 Baths
    • 2,537 Sq Ft

    506 Evergreen Place Ct, Louisville, KY 40223

    Welcome to modern comfort in a peaceful neighborhood! This charming single-family residence has undergone an extensive refresh, featuring brand-new updates from top to bottom that blend style, durability, and luxury. Step inside to discover gleaming refinished hardwood floors that flow throughout the main living areas, complemented by fresh, contemporary paint that brightens every room. The heart

    Jeffrey Lusardo Blue World Realty

    506 Evergreen Place Ct, Louisville, KY 40223
  • /62

    $349,000

    • 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 notice

    Rebecca Souza Homepage Realty

    12109 Greenvalley Dr, Louisville, KY 40243
  • /52

    $585,000

    • 5 Beds
    • 3 Baths
    • 3,711 Sq Ft

    14400 Troon Dr Unit 5A, Louisville, KY 40245

    You'd never know this is a condo--until all your yardwork is done for you. Welcome to low-maintenance living! Nearly 4,000 sq ft, 5 beds, 3 full baths, a finished walkout basement, and upgrades everywhere. Open-concept living flows into a stunning kitchen, a bonus mudroom, a screened-in deck, and a sunroom overlooking rare wooded privacy. Primary suite on main. New dual heat pumps= avg. $118/mo

    Doug Roemer Semonin Realtors

    14400 Troon Dr Unit 5A, Louisville, KY 40245
  • /33

    $329,997

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

    606 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

    Cole Thompson DREAM J P Pirtle REALTORS

    606 Burnett Farm Ln, Louisville, KY 40243
  • /35

    $774,900

    • 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 and character in the state-leading Anchorage Independent K-8 School District. 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 will

    Shaun Wallace 1 Percent Lists Purple Door

    11805 Cedardale Rd, Louisville, KY 40223
  • /28

    $359,950

    • 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 with full bathroom, large Living room with fireplace, nice Kitchen with plenty of cabinet space, stainless-steel appliances, plus a separate dining area, all with beautiful hardwood floors all on the 1st floor. The 2nd floor features 3 additional bedrooms, plus

    Steve Canfield Canfield Realty Group, LLC

    515 N Watterson Trail, Louisville, KY 40243
  • /44

    $640,000

    • 4 Beds
    • 3 Baths
    • 2,889 Sq Ft

    1302 Conservatory Ln, Louisville, KY 40223

    Built in 2021 and located in the highly desirable Enclave at Douglass Hills, this well appointed ranch home offers a clean, modern layout with the added benefit of low maintenance living. The design is straightforward, functional, and well suited for today's lifestyle; open where it matters, comfortable throughout. The main level includes three bedrooms and two full bathrooms. The primary suite

    Laura Rice & Associates Lenihan Sotheby's Int'l Realty

    1302 Conservatory Ln, Louisville, KY 40223

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 $483,700.
How many homes have sold over the last 12 months in Middletown, KY?
4 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 $517,450. If you put a 20% down payment of $103,500 and had a 30-year fixed mortgage with an interest rate of 6.06%, your estimated principal and interest payment would be $2,500 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $107K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator.
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
$500,000
Median Single Family Sale Price
$500,000
Average Price Per Sq Ft
$156
Number of Homes for Sale
0
Last 12 months Home Sales
4
Months of Supply
0.00
Median List Price
$517,450
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
23%
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