Middletown

Middletown, rich in history, features a quaint downtown area filled with local shops and eateries, giving it a unique small-town charm. The community hosts several events throughout the year, including seasonal festivals that celebrate local culture and bring residents together.

"Middletown is a great upper-middle class suburb of Louisville with lots of nice neighborhoods, tons of great restaurants and shopping, and easy travel via the interstates close by." - Pat M.


What's great about living in Middletown?

01

Beautiful parks: Middletown is home to several beautiful parks, including Beckley Creek Park and the Parklands of Floyds Fork. Residents enjoy spending time in these parks, which offer walking and biking trails, playgrounds, and other amenities.

02

Growing and evolving community: Middletown is a neighborhood that is continuing to grow and evolve. Residents often appreciate the new businesses and developments that are popping up in the area, as well as the sense of vibrancy and energy that comes with a growing community.

03

Good schools: Middletown is home to some of the top-rated public and private schools in the state of Kentucky. Residents often cite the quality of the schools as a major reason why they chose to live in the neighborhood.

Newest Listings in Middletown

$488,000
3 Beds ⋅ 4 Baths ⋅ 1728987 MLS
Douglas Hills Estates! Lets talk about this super Cape Cod. 3 bedroom (a 4th could be used in the basement), 3.5 bath home with almost 3000 finished sq. ft there is plenty of space to entertain or just hang out. This doesn't even take into account the Covered and Screened in Back Deck and the beautiful tree lined rear yard backing up to a creek. More space to enjoy! This home has a formal living, dining and 2 great rooms. Yes, you read that correctly. The first floor great room has a gas fireplace surrounded by built in cabinets. The gourmet kitchen features granite countertops, cherry cabinets, stainless steel appliances and has a bay window overlooking rear yard. There's also an eating area for morning coffee overlooking tree lined rear yard. Upstairs there is a primary bedroom with private bath, double bowl vanity, and walk in closet. 2 additional bedrooms, a full bath and the laundry room. The laundry upstairs is so convenient! The finished basement has another full bath, a room that could be used as a 4th bedroom/Office, a Great Room, Exercise Room and an unfinished area for storage. Basement was waterproofed August, 2021 which carries a transferrable lifetime warranty. You have to see this one to believe the space!

1118 Blackthorn Rd, Louisville
$480,000
3 Beds ⋅ 2 Baths ⋅ 1728979 MLS
It's time to make this incredible three bedroom, well-maintained, conveniently located property your own. Inside, house has a spacious open plan connecting the kitchen, dining area, and living room, with upgraded flooring throughout. The en suite bathroom has a zero-step shower, separate jetted tub, dual sinks, and water closet. The two other bedrooms offer a multitude of opportunities--traditional bedroom, guest bedroom, office, or workout room. As a bonus, there is no shortage of closets throughout. The attached garage keeps you out of the elements, and it has an additional storage nook. Outside, there is a covered front porch and screened-in back patio--both great for visits, reading, or relaxing. Plus, the HOA takes care of all the lawn maintenance, making things much easier. Property is located near S English Station, Shebyville Rd., and I-265, making it super convenient to anything you would want. Make an appointment to see this amazing property before it is gone.

14114 Harkaway Ave, Louisville
$419,900
3 Beds ⋅ 3 Baths ⋅ 1728957 MLS
Welcome home to 14307 Academy Ridge Blvd, a beautiful 1.5-story home with charming curb appeal, thoughtfully designed landscaping, and a spacious double-wide driveway. Located in the desirable Academy Ridge neighborhood, the sidewalks and gently rolling hills create a wonderful setting for evening walks. The inviting covered front porch is perfect for a rocking chair and morning coffee. Inside, this home offers 3 bedrooms, 2 full bathrooms, and 1 half bathroom, including a first-floor primary suite with a private en-suite bathroom featuring a jacuzzi tub, walk-in shower, and generous comfort. The first-floor laundry room is conveniently located just off the attached garage. The great room is filled with natural light and features soaring vaulted ceilings, large windows, and an open flow into the dining area. Just off the dining room, you'll find a covered deck and patio area, ideal for relaxing, entertaining, or enjoying evenings with friends. The huge finished basement features an open floor plan, offering even more usable living space for game nights, movie nights, hosting friends and family, or simply relaxing at home. The fenced backyard is beautifully landscaped with mature plantings, creating a peaceful backyard oasis ready to enjoy. This home offers comfort, charm, and a wonderful layout in a great neighborhood. Schedule your showing today!

14307 Academy Ridge Blvd, Louisville
$509,999
4 Beds ⋅ 3 Baths ⋅ 1728916 MLS
**A true J-Town showstopper in the sought-after 40299 ZIP code!** From the moment you open the door, a beautiful staircase and soaring vaulted ceilings create an unforgettable first impression. The spacious family room is centered around a stunning fireplace, while the updated kitchen offers style and functionality. This remarkable home features 4 bedrooms and 3 bathrooms, including an oversized primary suite with two custom-built walk-in closets and a private en-suite bathroom showcasing a modern freestanding tub and an expansive glass-enclosed shower. Complete with a large two-car garage and situated on nearly half an acre with an impressive backyard, this exceptional property delivers the space, style, and location buyers have been waiting for!

913 Brierly Hill Ct, Louisville
$250,000
3 Beds ⋅ 1 Baths ⋅ 1728884 MLS
Welcome to 315 Glen Rd! This well-maintained 3-bedroom, 1-full-bath home offers comfortable living space and several recent updates. The bathroom features a refinished tub and shower, providing a fresh, updated look. Two new bay windows have also been recently replaced, bringing in natural light and enhancing the home's character. Enjoy outdoor living on the covered, screened-in deck overlooking the fenced-in side yard—perfect for relaxing or entertaining. A spacious 2.5-car detached garage provides excellent parking, storage, and workspace options. Conveniently located in the heart of Middletown with a great combination of indoor comfort and outdoor space.

315 Glen Rd, Louisville
$225,000
2 Beds ⋅ 2 Baths ⋅ 1728879 MLS
Welcome to low-maintenance living at its finest in desirable Swan Pointe! This Move-in ready, two-bedroom, two-full-bath condo offers ultimate everyday convenience with front-door parking and key updates already completed, including fresh new flooring and a brand-new HVAC system for year-round peace of mind. Enjoy a vibrant lifestyle with top-tier community amenities just steps away, including a clubhouse, sparkling swimming pool, tennis courts, fitness center, and private event spaces. Ideally situated minutes from premier dining, shopping, and major highway access for an effortless commute. Perfect for first-time buyers, downsizers, or anyone looking for turn-key comfort!

1303 Taxus Top Ln Unit 203, Louisville
$440,000
3 Beds ⋅ 3 Baths ⋅ 1728875 MLS
Welcome to this well maintained 3 bedrooms and 3 full bathrooms home nestled on a cul-de-sac in the beautiful Arlington Meadows. Upon entering, you will see a beautiful fireplace and family room that opens into the eat-in kitchen. The kitchen has granite countertops, ample cabinets and lovely countertop space. A beautiful, covered deck is perfect for your morning coffee. The spacious primary bedroom offers two spacious closets and primary bathroom. The lower level offers a lovely entertaining area with fireplace, full bathroom and bedroom. Walk out to the patio into a large, fenced backyard great for outdoor activities or pets. The pool table, hot tub and TV outside will remain for your entertaining enjoyment along with the washer and gas dryer. Schedule your showing today.

443 Arlington Meadows Dr, Louisville
$825,000
4 Beds ⋅ 4 Baths ⋅ 1728862 MLS
16712 Taddington Place blends modern warmth with transitional Kentucky style. Clean architectural lines, elegant entry foyer, 10-foot ceilings, engineered hardwood flooring, and abundant natural light create a bright, sophisticated feel. A dramatic suspended fireplace anchors the main living area, while the kitchen features a premium appliance package designed for both performance and style. The outdoor patio is accessible from the main living area and the primary luxury bedroom suite, creating an effortless connection to outdoor living. The finished basement offers flexible space for recreation and relaxation featuring a full bar & wine fridge for entertaining in a grand way! The open floor plan enhances the home's inviting sense of space. Garage is wired for electric car charging!

16712 Taddington Pl, Louisville
$525,000
4 Beds ⋅ 4 Baths ⋅ 1728840 MLS
Take another look — the sellers have invested about $25,000 in updates since this traditional two-story in Holly Springs last hit the market. This 4-bedroom, 3.5-bath home offers 3,661 finished square feet, with all 4 bedrooms, 2 full baths and the laundry room upstairs. The updated kitchen features quartz countertops, and the finished walk-up basement adds a kitchenette, full bath, office and generous recreation room — great for guests or entertaining. Recent improvements include a new AC, fresh paint, new upstairs carpet and a new garage door opener. Outside, enjoy a large fenced backyard, two decks and an attached two-car garage. This move-in-ready home sits in a convenient Lyndon location near Louisville's East End shops, restaurants and parks.

1112 Juniper Springs Dr, Louisville
$569,900
4 Beds ⋅ 3 Baths ⋅ 1728817 MLS
Tucked away in the desirable Flat Rock Ridge neighborhood, this stunning 4 bedroom, 2.5 bath home with 4,995 square ft of finished space offers the perfect blend of comfort, style, and functionality. Designed with entertaining in mind, the open-concept floor plan provides spacious living areas and thoughtful details throughout. The inviting great room features a beautiful stone fireplace flanked by a wall of windows that flood the space with natural light while offering scenic views of the private, fenced backyard. The well-equipped kitchen boasts an abundance of cabinetry and countertop space, along with a center island that provides additional seating for casual meals and gatherings. Step outside from the kitchen onto the covered deck overlooking the privacy-fenced backyard - the perfect setting for relaxing, entertaining, or enjoying the outdoors. The primary suite serves as a true retreat, complete with a decorative tray ceiling and an expansive en suite bathroom featuring a double-bowl vanity, garden tub, and separate tiled shower. The custom walk-in closet by Closets By Design offers exceptional organization and storage space for two. Three additional generously sized bedrooms, each with custom storage systems, are located on the second floor, along with a spacious loft that provides flexible living space for a family room, game room, or home study. The finished basement adds even more room to spread out, featuring a large recreation area with a wet bar that is ideal for game days, movie nights, and entertaining guests. An additional flex room offers endless possibilities as a home office, hobby room, workout space, or whatever best suits your lifestyle. Additional highlights include an attached garage and a prime location with easy access to Long Run Park, as well as nearby shopping, dining, and entertainment. This exceptional home combines generous living space, quality upgrades, and a sought-after location - schedule your private showing today.

2011 Carabiner Way, Louisville
$519,000
4 Beds ⋅ 3 Baths ⋅ 1728777 MLS
Step inside to a thoughtful floor plan built for both everyday living and entertaining. A formal dining room and living room greet you up front, while the heart of the home flows through an eat-in kitchen featuring freshly painted cabinetry, into a warm family room anchored by a cozy fireplace and rich hardwood floors. Upstairs, the primary suite is a true retreat — spacious enough for a sitting room currently used as a home office, plus a large, updated primary bath bathed in natural light. Three additional bedrooms and a full bath round out the second floor. Downstairs, an unfinished basement offers a blank canvas to expand an already generous footprint with over 2,500 sq feet — ideal for a future rec room, gym, or additional living space. Out back, escape to your own private oasis: a peaceful, serene yard complete with a soothing water feature and an extended deck perfect for morning coffee or evening entertaining. A rear-entry two-car garage completes the package with clean curb appeal and everyday convenience. Homes in Old Dorsey Place don't come around often — schedule your showing before this one's gone.

714 Elsmere Cir, Louisville
$414,900
4 Beds ⋅ 2 Baths ⋅ 1728770 MLS
Located in the highly desired Greens at Long Run Park, this spacious home offers nearly 2,500 square feet, four bedrooms, two full bathrooms and a versatile upstairs bonus room currently used as a bedroom. A brand-new Trane HVAC system was installed in September 2026 with transferable warranty, and a newer water heater adds further peace of mind. The open floor plan features nine-foot ceilings, premium LVP flooring, wide cased openings and abundant natural light. The great room includes a fireplace and built-in shelving and opens to a spacious kitchen with solid-wood cabinetry, leathered granite countertops, stainless steel appliances, an island with bar seating and multiple cabinet pullouts. A separate front room with a vaulted ceiling is currently used as a formal dining room but could also serve as a second living area. The split-bedroom design provides added privacy. The well-lit primary suite features a spacious bath with a soaking tub, large walk-in shower, decorative glass window and double sink vanity. Two additional oversized bedrooms share a full bath, while the finished room above the garage offers flexible space for a bedroom, office, playroom or hobby area. The home also includes a large laundry room and an oversized garage. Additional improvements include updated exterior doors, reinforced steel-mesh screen door on back door, upgraded lighting, ceiling fans and recessed lights with a night-light setting. Outside, the private landscaped backyard features a 13-by-15-foot patio with a metal-roof gazebo, plus an additional 10-by-14-foot patio for expanded outdoor entertaining. A covered front porch and attractive brick-and-stone exterior complete the home. Situated in a quiet neighborhood within walking distance of Long Run Golf Course and close to Long Run Park, this home is approximately 2.5 miles from the new Publix on Flat Rock Road, with convenient access to dining, shopping, parks and everyday amenities.

2203 Tatton Dr, Louisville
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