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Middletown, KY 2-Story 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /42

    $340,000

    • 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
  • /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
  • /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
  • /34

    $329,000 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
  • /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

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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