Middletown Real Estate Search

Middletown Homes for Sale

Filled with more than two hundred years of history, the City of Middletown, Kentucky, is a wonderful place to buy a home. Chartered in 1797, this city has something for everyone, including the hustle and bustle of a vibrant city and a delightful Historic District with quaint businesses and small-town charm. Located in eastern Jefferson County, Middletown is only twelve miles east of downtown Louisville, and it is believed it was named “middle town” because of its location between Shelbyville and Louisville.

Today Middletown is a popular destination for residents of the Louisville Metro Area because of its many one-of-kind shopping and dining opportunities. These include places like Head House & Tiffany Cellar Cafe. Other points of interest in Middletown include Middletown Historic Museum, its Historic First Gas Station, and a War Memorial originally located on the corner of Madison Avenue and Shelbyville Road, then moved to Wetherby House Park. Further contributing to the appeal of Middletown, it encompasses Eastern High School, and is served by Crosby Middle School, Hite Elementary School, and Middletown Elementary School, too.

Middletown real estate is also remarkable, and includes properties of many differing ages, architectural styles, sizes, and floor plans. Moreover, homes for sale in Middletown tend to have affordable listing prices, though there are exceptions. Additionally, real estate in Middletown includes lower-maintenance options like apartments, condos, and townhomes, as well as more spacious and private single-family detached homes. Please connect with us as soon as you can and we will gladly provide you with more specific information about the currently available properties in Middletown, Kentucky.

Our website features the best Middletown real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

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Middletown Homes for Sale

4 Beds ⋅ 3 Baths ⋅ 1646482 MLS

Welcome to 1105 Kirkham Trace located in the desirable Douglass Hills Estates neighborhood. This 4 Bedroom 3 Full Bath home with a finished walkout basement has so much to offer its next owner. Extremely well maintained with granite countertops in your eat-in kitchen, stainless appliances, tile backsplash, and under cabinet lighting. Hardwood floors welcome you into the home in the foyer, Family room, eat-in kitchen and Dining room. A vaulted ceiling in the family room provides for a great gathering place for friends and family. There is beautiful molding throughout the home as well. Enjoy the warmth of not one, but 2 fireplaces--in the family room on 1st floor as well as your finished walkout basement. The basement has a family room, full bath, a bedroom, and an additional room that could be used as a rec room or office. Make your appointment today!

1105 Kirkham Trace, Louisville

4 Beds ⋅ 3 Baths ⋅ 1646428 MLS

Come home to your very own tudor-style, walk-out ranch. You'll enjoy the heart pine floors, 20 foot ceilings, and exposed beams throughout. This home is perfect for entertaining with an eat-in kitchen that opens up to an inviting living room where you'll find an elevator shaft! Lots of natural lighting with views of the beautiful landscape and peaceful pond. As you are mesmerized by the charm in this home, be sure to check out the lower level ensuite. It is complete with bedrooms, bathroom, kitchen and a warm and cozy den. There is so much more you will enjoy!

213 Buckland Trace, Louisville

3 Beds ⋅ 3 Baths ⋅ 1646404 MLS

Welcome home to this single owner custom-built ranch located in the highly sought-after Old Dorsey Place. The home features 3 bedrooms and 2 bathrooms on the main floor. As you approach the front door under the covered walkway, you are welcomed by a newly landscaped raised court yard. The living room boasts a half cathedral ceiling, a small wet bar, a unique and timeless creek rock fireplace, and a sliding door leading to the back yard deck. In the kitchen, you will notice beautiful hickory cabinets and a large breakfast nook with a built-in hickory desk. This home also offers a separate dining room and convenient first-floor laundry. The primary suite features a walk-in closet and sliding door the large back yard deck. The spacious basement is equipped with an additional bathroom, kitchenette and flex room that can be used for an additional bedroom, office, craft or play room just to name a few options. To top it off, this home is conveniently located near AB Sawyer Park, the University of Louisville Shelby Campus and numerous restaurants and shops. Don't miss out on this charming home, it will not last long.

507 Winyan Ln, Louisville

3 Beds ⋅ 2 Baths ⋅ 1646372 MLS

Step back in time into this charming mid-century ranch home that has been lovingly cared for and meticulously preserved by the same family for the past 60 years. This property features original hardwood floors that flow throughout the large living room, family room and dining room along with the primary bedroom and two additional spacious bedrooms. You will fall in love with the original tile in both the primary and secondary bathroom. The retro eat-in kitchen has original General Electric appliances and a great window overlooking the large backyard. With an unfinished basement to make your own and an attached two car garage situated on over a 1/3 acre lot this home in an extremely desirable location is ready for its new owner. This home is being sold ''As-Is''. Make your showing today.

204 Dorchester Rd, Louisville

4 Beds ⋅ 4 Baths ⋅ 1646353 MLS

Updated 4BR 2 story located in the top ranked Anchorage School District!! This home features a 7/10 acre level lot with a finished lower level & pool! The Foyer offers hardwood floors that extend into a dining room and living room, both with floor to ceiling windows. The Living Room opens directly to the Family Room featuring hardwood floors, a brick fireplace flanked with bookcases, rear wall of windows and door to rear yard and pool area. Note the bar area conveniently located in the hall. The kitchen has been updated with painted cabinets, granite countertops, updated appliances, hardwood floors, a planning desk and a bayed breakfast area with windows overlooking the pool area and rear yard. A 1/2 bath and laundry room complete the 1st floor. A staircase leads to the 2nd level featuring the Primary BR with vaulted ceiling, floor to ceiling windows, a walk-in closet and updated bath with large glass enclosed tiled shower with bench and 4 shower heads including a rain shower! There are 3 additional BR's and a full tiled bath also located on this level. A finished lower level features a recreation area open to a family room with brick fireplace, an exercise room and 1/2 bath plus unfinished storage space! Awesome 7/10 acre level yard features an in-ground pool with large entertainment space, koi pond, flower beds, custom built fire pit w/ natural gas starter plus yard area and tree house! Anchorage offers a wonderful small town feel with it's annual 4th of July Parade and Firecracker Run, Thanksgiving Day Turkey Trot, Concert Series, over 16 miles of bridle paths, a wonderful downtown district featuring an art studio, small business district and restaurants which adjoins a 2 mile paved walking path plus nature & fitness trails. Owl Creek Country Club located in Anchorage features swim, tennis, clubhouse with restaurant and a 9 hole golf course which is under a separate membership and fee.

605 N Arbor Dr, Anchorage

4 Beds ⋅ 3 Baths ⋅ 1646344 MLS

Move-in ready home convenient to dining, shopping and entertainment. The main floor is perfect for entertaining with an open floor plan kitchen and family room, separate formal dining and living room. The owner's suite has a private sitting area and his and hers walk-ins closets. The basement is not finished, but has amazing potential for renovation or storage. This gorgeous home won't last long. Schedule your showing today!

106 Arlington Meadows Dr, Fisherville

3 Beds ⋅ 2 Baths ⋅ 1646343 MLS

Welcome Home to 17810 Birch Bend Circle in Arlington Meadows. This beautiful home offers an open split-floor plan featuring 3 Bedrooms and 2 Full Baths. This move-in ready home offers many upgrades which include a new dishwasher, new refrigerator, and new sink in the kitchen. The Ranch style home has 10 ft ceilings, crown molding, and wainscoting throughout. The desirable lot is tucked towards the back of the Arlington Meadows neighborhood, with a tree-lined backyard, offering privacy behind your home. Schedule your appointment today!

17810 Birch Bend Cir, Fisherville

5 Beds ⋅ 3 Baths ⋅ 1646279 MLS

Check out this 5 bedroom 3 bath LESS THEN 1 YEAR OLD FEATURING MANY SELECTIVE UPGRADES. Upon entering you will love abundance of natural light gleaming throughout. Featuring an open concept living with the large great room,formal dining area, additional living room, large kitchen and added sunroom with large windows..A large island in the kitchen includes a sink.There is a plenty of cabinet space in addition to a walk in pantry with storage shelves.Luxury Vinyl plank flooring in the main level.Granite countertops in kitchen and baths.Main level has guest bedroom and bath. The second floor includes a carpeted loft and additional 4 bedrooms with walk in closets. Oversized primary bedroom is sure to please with double vanity,tub and oversized walk in closet. Schedule your showing today. Upon entering the home, you will love the open concept with an abundance of natural light gleaming throughout.

1205 highcroft Ct, Louisville

3 Beds ⋅ 3 Baths ⋅ 1646278 MLS

Better than NEW! This abundantly upgraded Craftsman styled home is a gem that you really need to see in person. But first... just look at these photos! This amazing home is just 2 years old and boasts an open concept main level floorplan including a chef's kitchen with $9,000 worth of upgrades! Tons of windows really let in the natural light. And it backs up to the Polo Fields golf course for privacy and incredible views. Please look at the giant list of upgrades and improvements. Schedule your showing today before it's sold!

18120 Bridle Run Dr, Louisville

3 Beds ⋅ 3 Baths ⋅ 1646276 MLS

TRULY ONE OF A KIND, in the Enclave at Douglas Hills. This amazing garden home is move-in ready and rich in extra amenities like an adjustable operational pergola with lights to cover the outside enclosed patio, fully-fenced yard, handicap accessible ramps in garage, custom lighting and much more. The popular open-concept kitchen, dining and living area affords easy access to everyone. In addition, there is nearly 1100 SF of handsomely finished lower level with large family room for casual entertaining, full bath, and multi-purpose room with closet, perfect for an extra bedroom. (Non-conforming). There is even 750 SF of unfinished space for storage of all those things you just ''need to keep''. There's too much to describe so do yourself a favor and schedule your tour today.

1285 Coolhouse Way, Louisville

4 Beds ⋅ 3 Baths ⋅ 1646260 MLS

Lake Forest Community. 4 Bedroom 2.5 Bath. Welcome to this Beautiful, Well maintained, and Nicely updated 2 story brick home located on a quiet dead-end street, and on the premium Lake forest lot that has the famous Lake forest Country-club Golf course and a lake as it's backyard. The First level feature a 19+ feet high ceiling Family room with Fireplace, a panoramic view of the lake, sunrise & golf course. A huge Master bedroom and laundry room are also conveniently located on the first floor. This home offers many updates: Updated New Luxury Laminate flooring throughout the First Floor. Kitchen has a brand new GE Profile Range, GE Microwave and GE French-door refrigerator. Master Bath has been upgraded with Standing shower with DuraBath Wall Surrounds, Jacuzzi and brand new tiles on the floor. New Water heater installed last year. New Water softener added two years ago. Added a new Kenmore freezer in the basement (it'll stay, not taking it!) Deck on the backyard was renovated and painted in the summer'2023. Second Floor has three bedrooms with a bathroom. Basement is finished with a Fitness area ( with a huge mirror). Elliptical stays in the house. Below Home Theatre equipments will NOT Stay:- 1080P 3-D projector (Epson), Pioneer Receiver, 7.1 Speakers (Polk Audio). Two row of Leather seated sofas in basement will stay. Front yard updated with fresh shrubs with well maintained Lawn. Property comes with a sprinkler system. It's all waiting for you here, along with all the amenities of Lake Forest [swimming pools, tennis, playgrounds]. Country-club golf memberships are available. Not only is this choice full of fun [please click through the photos and imagine having morning coffee and/or evening drinks, while enjoying the view from this deck], Call today for your private tour.

15207 Abington Ridge Pl, Louisville

3 Beds ⋅ 3 Baths ⋅ 1646238 MLS

Introducing 4108 Steeple Way, a charming three-bedroom home in the highly sought after neighborhood of Saddlebrook. Nestled on a serene private court in the heart of Louisville, this lovely property awaits its new owners with open arms. This delightful three-bedroom residence has been tastefully updated throughout to provide a comfortable and inviting living experience. With the added bonus of a finished basement and a spacious two-car garage, this home is a true gem in the Louisville market. As you approach the property, you'll be struck by its timeless curb appeal. The manicured front lawn, accented by lush landscaping, sets the stage for what lies inside. Step through the front door into a welcoming foyer that leads you to the heart of the home. The open concept living area is bathed in natural light, creating a warm and inviting atmosphere. The chef's kitchen is a true standout, featuring modern appliances, ample cabinet space, and a convenient center island with a built-in breakfast bar. It's the perfect place to whip up culinary masterpieces or simply enjoy your morning coffee while looking out onto the peaceful backyard. Upstairs, you'll find three generously sized bedrooms, each offering its own unique charm. The primary suite is a true retreat, complete with a spacious walk-in closet and an ensuite full bathroom that exudes luxury with a double vanity and a soaking tub with a separate shower. The remaining bedrooms share a well-appointed full bathroom. But the surprises don't end there. The finished basement provides perfect space for entertaining. With a secondary family room and additional living space for a home gym, or in home office, and roughed in for a future full bathroom, this versatile layout can be customized to fit your specific needs. One of the highlights of the property is its outdoor space. The backyard oasis offers a serene escape from the hustle and bustle of everyday life. Host gatherings on the multi-level deck and patio space, grill up a feast, or simply unwind and enjoy the tranquility of your private court location. This home also features a two-car garage, ensuring you have plenty of storage space for your vehicles and outdoor gear. Additionally, the property has been well maintained, leaving you with peace of mind and more time to enjoy your new home. 4108 Steeple Way is conveniently located near local parks, schools, shopping, and dining, making it the perfect place to call home. If you're in search of a lovely home that seamlessly combines modern updates with classic charm, this property is a must-see. Don't miss the opportunity to make it your own and start creating cherished memories in this exceptional Louisville residence. Call today to schedule a private tour and experience the beauty of 4108 Steeple Way for yourself.

4108 Steeple Way, Louisville

3 Beds ⋅ 2 Baths ⋅ 1646204 MLS

Discover an enticing investment opportunity in the heart of Middletown with this three-bedroom, two-bathroom house. Ideal for investors or owner-occupants seeking a project, this property promises substantial returns with a bit of renovation. While it may require cash or a construction loan, its prime location near schools, shopping centers, and parks in the desirable community of Middletown ensures long-term value. Unlock the potential of this spacious layout, and turn this house into a lucrative asset or a personalized dream home in a friendly neighborhood. Act now to seize this chance and schedule a viewing!

610 Old Harrods Creek Rd, Louisville

4 Beds ⋅ 4 Baths ⋅ 1646163 MLS

Experience comfort and luxury in this charming two-story home in Dougless Hills. With four spacious bedrooms and three full baths and one half baths including a primary suite with a jacuzzi tub, this traditional brick family home offers elegance and relaxation.Enjoy a wood-burning fireplace in the family room, ample natural light in the living room, and a modern eat-in kitchen with stainless steel appliances. Outside offers a manicured lawn, back deck, and privacy fence.Renovations in 2015 include the master bath, followed by a 2020 kitchen update with granite countertops, and new flooring throughout in 2019-2020, refreshed interior paint and exterior repaint in 2022, new patio, HVAC in 2018, and roof in 2015. Don't miss the chance to make this your dream homecontact us today to view!

11705 Cherry Point Cir, Louisville

2 Beds ⋅ 2 Baths ⋅ 1645993 MLS

INVESTORS, DEVELOPERS, AND LAND LOVERS LISTEN UP! LOCATED IN EASTWOOD NEAR FLOYDS FORK PARK, this 2 bedroom with 2 nonconforming bedrooms (no closets), and 1 1/2 bath home sits on approximately 14 acres and has so much potential for investors, developers or someone wanting to build their dream home. Renovations include a completely remodeled eat-in kitchen with tons of pretty wood cabinets and large drawers, granite countertops, a gas stove, farm sink, and stainless appliances (all remain). Also, the full bath has been updated and a 1/2 bath has been added in the laundry room (stackable washer/dryer remain). Hardwood floors are throughout. Upstairs are 2 bedrooms and a loft area. One of the upstairs bedrooms is currently being used as an office/workspace and has a door leading to the upper deck. The deck is High Quilty Brazilian Cumaru wood decking. Outside is a large screened-in porch, a huge two-level deck which overlooks the property, and an enormous 4800 sq ft custom built metal barn built with high quality permanent columns with concrete floors, 16 ft. ceilings, a covered patio, an office, three-phase electric, and tons of storage space as well as plenty of room to park cars, trucks, boats, mowers, etc . This home is very livable, however, could use some TLC. Home is income generating with long term tenant. New plumbing, new furnace , new electric with new water proofing in basement with warranty. The possibilities are endless. This is a growing area which is surrounded by beautiful landscapes. You do not want to let this one pass you by. Schedule your showing today!

208 Gilliland Rd, Louisville

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