Middletown Kentucky Homes for Sale.

Middletown borders two major thoroughfares, I-64 and I-265 and is about 10 miles outside of downtown Louisville. While it is located about midway between Louisville and Shelbyville, “Middle Station” was mentioned in early court records as the middle point between to major settlements along the Ohio River, Westport and Shippingport. This is how many believe Middletown really got its name. This area was originally owned by a veteran of the Revolutionary War. It was an early trading center for many of the farms surrounding it. Middletown had a large number of general stores, small shops, and factories. It was chartered by the Jefferson County Court in 1797 and incorporated into a fourth-class city in 1982. Many structures located in the city are listed on the National Register of Historic Places as well as two historic districts which have over 100 individual properties. With easy access to Shelbyville Road and Blankenbaker Parkway, the shopping, dining, and activities are endless!

Included below are homes for sale in Middletown, Kentucky, updated daily from the Middletown MLS. To learn more about any of these Middletown homes for sale, just click the "Request More Information" button on any property listing page.

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Middletown October 25, 2021
27
Listed
49
Avg. DOM
$168.21
Avg. $ / Sq.Ft.
$269,900
Med. List Price
27 Properties
Page 1 of 3
$275,000
Subdivision: Canterbury Place
3
Beds
3
Baths
1,663
Sq.Ft.
1991
Year Built
4
Days on Site
1599219
MLS
You'll Love this Middletown Location! Come see this 3 Bedroom, 3 Full Bath patio home in the highly-desirable Canterbury Place. Welcome guests to the Front Porch & into the beautiful, open-concept...
$240,000
Subdivision: Crosscreeke
3
Beds
1F11/2
Baths
1,545
Sq.Ft.
1972
Year Built
5
Days on Site
1599054
MLS
Great home in a great location! You will love this beautiful full 2-story nestled in desirable Middletown. The first floor has a large living room with a bay window. It's perfect for entertaining as...
$320,000
Subdivision: Crosscreeke
6
Beds
4
Baths
2,587
Sq.Ft.
1968
Year Built
5
Days on Site
1599155
MLS
wELCOME TO A HUGE FAMILY HOME. SIX BEDROOMS FOUR FULL BATHS. FENCED YARD DOUBLE DECK. THIS HOME COULD EASILY ACCOMMODATE A LARGE FAMILY OR INLAWS. WORK FROM HOME NO ORRIES. THERE IS A PRIVATE...
Under Contract
1305 Taxus Top Ln #103 Louisville, KY 40243
$189,000
Subdivision: Swan Pointe
2
Beds
2
Baths
1,393
Sq.Ft.
2000
Year Built
8
Days on Site
1598839
MLS
Check out this first floor, move in ready, two bedroom condo in the community of Swan Pointe. Unit #103 on Taxus Top Lane features two bedrooms, two full bathrooms, and over 1,300 square feet. The...
Under Contract
11907 Wetherby Ave Middeltown, KY 40243
3
Beds
2
Baths
1,806
Sq.Ft.
1927
Year Built
13
Days on Site
1598443
MLS
Your east end oasis awaits! Welcome to 11907 Wetherby Ave, located right on the outskirts of beautiful Anchorage (not in the school district) and centrally located to shopping,restaurants,grocery...
Under Contract
102 Middletown Square Louisville, KY 40243
$105,000
Subdivision: Evergreen Point
2
Beds
1
Baths
733
Sq.Ft.
1971
Year Built
14
Days on Site
1598413
MLS
Two bedroom 1 full bath first floor condo directly across from Eastern High School and Hite Elementary School. New carpet installed in both bedrooms. Walk in closet in primary bedroom. All kitchen...
$775,000
Subdivision: Anchorage
5
Beds
3
Baths
4,963
Sq.Ft.
1955
Year Built
17
Days on Site
1598244
MLS
Here it is, Anchorage school system, gorgeous lot, character, and updates. New paint, flooring and lighting and approximately 5,000 Sq. Ft., ready to move into. 4 bedrooms and 3 full baths, warm and...
$375,000
Subdivision: Eastgate Village
4
Beds
2F11/2
Baths
2,475
Sq.Ft.
2007
Year Built
17
Days on Site
1598266
MLS
This two story Culdesac home boasts 4 Bedrooms, 2.5 Baths, unfinished walkout basement, dual HVAC systems and a deck and covered deck area with wood burning fireplace. The unfinished basement, would...
$440,000
Subdivision: Douglass Pointe
4
Beds
3F11/2
Baths
3,952
Sq.Ft.
1941
Year Built
17
Days on Site
1598268
MLS
Welcome home to this spacious 4 bedroom, 3.5 bath Cape Cod with updates galore! This one truly has it all! Large 1st floor primary bedroom with extraordinary master bath with new Quartz vanity tops,...
Under Contract
11606 Frank Ave Louisville, KY 40243
$250,000
Subdivision: Robindale
3
Beds
2
Baths
1,223
Sq.Ft.
1954
Year Built
17
Days on Site
1598270
MLS
Meticulously maintained by the previous owner this freshly renovated 3 bed / 2 bath ranch in Middletown has everything you need. Close to all the amenities of Middletown including schools, churches...
Under Contract
510 Willowbrook Rd Louisville, KY 40243
$225,000
Subdivision: Woodland Hills
3
Beds
2
Baths
1,890
Sq.Ft.
1964
Year Built
22
Days on Site
1597857
MLS
Just listed, open Sunday 10/10/2021 from 2:00 - 4:00 Lots of potential in this three bedroom, two full bath, walkout brick ranch. This home provides just under 1900 square feet finished, a beautiful...
Under Contract
517 Grand Vista Pl Louisville, KY 40243
$309,000
Subdivision: Douglass Hills East
3
Beds
2F11/2
Baths
2,565
Sq.Ft.
1977
Year Built
25
Days on Site
1597617
MLS
Don't miss an opportunity for this traditional two story home in Douglass Hills! Located on a quiet street in Douglass Hills, the main floor has white oak hardwood floors throughout each room. The...