Middletown Real Estate

The charming fourth class city of Middletown is located off Shelbyville Road about 10 miles east of downtown Louisville. Middletown features many historic buildings nestled beside unique shops, restaurants and businesses against a backdrop of rolling hills.

View listings in Middletown, or learn more about the homes styles and amenities in this charming community.

Middletown Homes & Amenities

Middletown homes styles include many Traditional, Ranch, Cape Cods and Bi-level styles of real estate with affordable pricing.

With easy access to Shelbyville Road, Blakenbaker Parkway, and major thoroughfares, Middletown is sure to be a perfect location for those working in the East End or downtown Louisville.

Any of our agents will be glad to assist with any questions you may have about Middletown homes, or the surrounding Louisville area. Please call 502-554-9554, or email for more information.

Middletown Homes for Sale July 20, 2019
51
Listed
52
Avg. DOM
$130.20
Avg. $ / Sq.Ft.
$325,000
Med. List Price
51 Properties
Page 1 of 5
Open 7/21
12407 Brothers Ave Louisville, KY 40243
$180,000
Subdivision: Middletown Villa
3
Beds
2F11/2
Baths
1,440
Sq.Ft.
1992
Year Built
2
Days on Site
1538080
MLS
First showings to be Sunday 7/21/19....Don't miss out on this fantastic opportunity in a wonderful location! Conveniently located in the heart of Middletown, this well-maintained 3 bed, 2.5 bath home...
Open 7/21
521 Grand Vista Pl Louisville, KY 40243
$289,900
Subdivision: Douglass Hills
3
Beds
2
Baths
2,127
Sq.Ft.
1977
Year Built
2
Days on Site
1538172
MLS
TAKE A LOOK!! Completely Remodeled and UPDATED Ranch Home in Douglass Hills! This HOME HAS IT ALL. OPEN FLOOR PLAN, 3 Bedroom, 2 Baths, 1st FLOOR LAUNDRY, Partially FINISHED BASEMENT, Fenced in YARD...
$279,400
Subdivision: Holiday Hills
4
Beds
2F11/2
Baths
2,116
Sq.Ft.
1962
Year Built
3
Days on Site
1537912
MLS
This Comfortable & Inviting 4-Bedroom home has been Meticulously maintained, and is situated on a RARE nearly 1-acre lot on Peaceful Saint Clair Drive, off of Old Henry Rd in Middletown. The 1st...
Open 7/21
311 Marengo Dr Louisville, KY 40243
$215,000
Subdivision: Woodland Hills
4
Beds
3
Baths
2,309
Sq.Ft.
1956
Year Built
4
Days on Site
1537864
MLS
I'm bigger than I look! Lots of room to roam in this adorable cape cod located in the heart of bustling Middletown! Lots of hardwood floors, and a freshly painted living room and sunny, open concept...
$200,000
Subdivision: Robindale
3
Beds
2
Baths
2,172
Sq.Ft.
1978
Year Built
6
Days on Site
1537658
MLS
Updates, Open, Spacious and Live In The Heart Of MIDDLETOWN. The first floor features all large great room with built-in book shelves, Creekstone fireplace (with attractive wood-stained mantle), a...
$285,000
Subdivision: Douglass Hills
3
Beds
2
Baths
1,916
Sq.Ft.
1990
Year Built
9
Days on Site
1537473
MLS
Honey STOP the car WE ARE home! This all brick 3 bedroom 2 full bath 2 car attached garage Ranch home is move in ready! *This home is pristine* Beautiful hardwood floors, crown molding throughout!...
$310,000
Subdivision: Douglass Hills Estates
5
Beds
3F11/2
Baths
3,300
Sq.Ft.
1988
Year Built
9
Days on Site
1537476
MLS
''Unusual Amount of Living Space'' in this FIVE Bedroom 31/2 Bath Home located in the convenient Neighborhood ''Estates of Douglas Hills''!A Great Opportunity to invest in a lot of house at a Great...
$400,000
Subdivision: Hidden Oaks
3
Beds
3F11/2
Baths
3,744
Sq.Ft.
1997
Year Built
9
Days on Site
1537477
MLS
Hidden Oaks is a fabulous, private boutique neighborhood located in Middletown, just outside Anchorage. Tucked at the end of the cul-de-sac, this lot is like living on a private estate it's so quiet!...
$299,900
Subdivision: Douglass Hills
3
Beds
2F11/2
Baths
2,280
Sq.Ft.
1985
Year Built
11
Days on Site
1537141
MLS
Now is your chance to own a home in Douglass Hills Estates. This 3 bedroom, 2.5 bath home has been well cared for by the owners. The first floor features a large dining room, living room, eat-in...
$329,000
Subdivision: Douglass Hills
3
Beds
2
Baths
2,231
Sq.Ft.
1992
Year Built
11
Days on Site
1537177
MLS
Wonderful Douglass Hills brick ranch style home on .48 acres of privacy and peace! This split plan home of approximately 2230 sq ft. boasts 3 bedrooms and 2 full baths, formal dining room, vaulted...
Open 7/21
11515 Cedardale Rd Louisville, KY 40223
$599,000
Subdivision: Anchorage
4
Beds
3F11/2
Baths
3,900
Sq.Ft.
1995
Year Built
12
Days on Site
1536955
MLS
Beautiful, 2-story brick home nestled in a secluded setting on 1.1938 acres, within walking or biking distance to Anchorage School. This one-owner home features exceptional natural lighting, large...
Under Contract
706 Marengo Dr Louisville, KY 40243
$235,000
Subdivision: Cross Creek Est
4
Beds
2
Baths
2,050
Sq.Ft.
1967
Year Built
16
Days on Site
1536713
MLS
Great location in Middletown! Well maintained brick bi-level in Cross Creek Subdivision. Many updates have been done throughout this four bedroom two full bath home. This home sits on a large...

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