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 July 30, 2021
29
Listed
34
Avg. DOM
$174.70
Avg. $ / Sq.Ft.
$265,000
Med. List Price
29 Properties
Page 1 of 3
$280,000
Subdivision: Robindale
4
Beds
2
Baths
2,033
Sq.Ft.
1937
Year Built
1
Day on Site
1592535
MLS
Middletown Cape Cod - Potential, priced to sell. Lots of hardwood flooringCharm & character. Lots of updates over the past 10 years. Private treed lot 100x126. 4 bedrooms 2 full baths, large detached...
Open 8/1
12007 Brookmoor Dr Louisville, KY 40243
$299,900
Subdivision: Brookwood
3
Beds
3
Baths
2,443
Sq.Ft.
1966
Year Built
6
Days on Site
1591953
MLS
Gorgeous 3 bed 3 bath ranch located in Middletown! This spacious ranch has possibility for 5 bedrooms, Seller has used 2 rooms in basement as non-conforming bedrooms. Kitchen updates include...
$246,900
Subdivision: Crosscreeke
4
Beds
1F11/2
Baths
1,800
Sq.Ft.
1965
Year Built
7
Days on Site
1591932
MLS
*NEW LISTING!* Welcome to 12210 Brightfield Dr in Crosscreeke. Come tour this ALL Brick, 1,800 Total Sqft, Bi-level on a cul-de-sac street. 4 Bedrooms, 1 Full + 1 half Bath, doublewide driveway,...
5
Beds
2
Baths
2,994
Sq.Ft.
1859
Year Built
8
Days on Site
1591870
MLS
RARE Opportunity to own a piece of history on acreage in the center of charming Middletown. This spacious 1 story Greek - Revival home, referred to as the William Bull house, was built in 1859. When...
$525,000
Subdivision: Anchorage
3
Beds
2F11/2
Baths
2,854
Sq.Ft.
1934
Year Built
9
Days on Site
1591709
MLS
This beautiful stone home, located in the award winning Anchorage school district, is positioned on over an acre lot. It's a unique house providing an amazing opportunity to live on a fantastic...
Under Contract
102 Eastbridge Ct Louisville, KY 40223
$299,900
Subdivision: Canterbury Place
3
Beds
3
Baths
1,677
Sq.Ft.
1990
Year Built
11
Days on Site
1591410
MLS
Wow! Location! Location! Don't Miss Out on this Completely Remodeled Open-Floor Plan Condominium with Vaulted Ceilings that has a First Floor Primary Bedroom and Laundry. The Newly Remodeled Kitchen...
$265,000
Subdivision: Woodland Hills
3
Beds
1F11/2
Baths
1,233
Sq.Ft.
1959
Year Built
13
Days on Site
1591305
MLS
In the Heart Of Middletown. This ranch home has 3 bedrooms with 1 full 1 half bathroom had numerous updates to include, remodeled bathroom, the previous owner began the basement finish, some...
$350,000
Subdivision: Douglass Hills Estates
3
Beds
3F11/2
Baths
3,001
Sq.Ft.
1990
Year Built
13
Days on Site
1591306
MLS
Updates, Spacious, Gourmet Kitchen, Wonderful Family Room, Covered and Screened in Back Deck (be sure to see the pictures). This 2 story brick and vinyl house offers over 3000 finished sq ft with a...
$319,900
Subdivision: Cedar Dale
4
Beds
2
Baths
1,907
Sq.Ft.
1997
Year Built
21
Days on Site
1590671
MLS
Welcome home to this great 1900 sq. ft., 4 bedroom 2 full bath home in the heart of Middletown! Downstairs features include a large living room, 2 bedrooms, a full bath, an extra spacious and open...
Under Contract
12400 Brothers Ave #102 Louisville, KY 40243
$134,900
Subdivision: Middletown Villa
2
Beds
2
Baths
953
Sq.Ft.
2004
Year Built
22
Days on Site
1590562
MLS
You'll absolutely love this first floor condo conveniently located right in the heart of Middletown! This two-bedroom two bath home is in exceptional move-in ready condition and offers rarely found,...
$350,000
Subdivision: Willow Wood
3
Beds
2
Baths
3,052
Sq.Ft.
1986
Year Built
22
Days on Site
1590590
MLS
Welcome to 11301 Coolwood rd. located in Willow Wood, in desirable Middletown. This raised, over 3000-square-foot all brick ranch features three bedrooms, two full baths, a formal dining room, a...
Under Contract
124 Middletown Square Louisville, KY 40243
$112,500
Subdivision: Evergreen Point
2
Beds
1
Baths
787
Sq.Ft.
1971
Year Built
23
Days on Site
1590473
MLS
This two-bedroom and one-bath condo in Evergreen Point Condominiums could be perfect for you! This includes a comfortable living room, space for a kitchen table, and a fully equipped kitchen! This is...