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 June 30, 2022
10
Listed
26
Avg. DOM
$173.73
Avg. $ / Sq.Ft.
$334,500
Med. List Price
10 Properties
$300,000
Neighborhood: Canterbury
3
Beds
3
Baths
1,680
Sq.Ft.
1990
Year Built
3
Days on Site
1616190
MLS
All Brick Patio Home convenient to Middletown area. 3 BR / 2.5 BathsVaulted Great rm, Dining Area, Kitchen.Office, storage rm,. first floor laundry, 2 car grage.covered patio entrance.clubhouse...
4
Beds
2F11/2
Baths
2,200
Sq.Ft.
1926
Year Built
4
Days on Site
1616080
MLS
A beautiful 4 bed, 2.5 bath home in Middletown with close to 1100 sq ft garage/workshop. Meticulous, beautiful remodel. Lots and lots of extras. New baths, kitchen, granite counters, 3/4'' hickory...
$195,000
Neighborhood: Swan Pointe
2
Beds
2
Baths
1,083
Sq.Ft.
2000
Year Built
6
Days on Site
1616010
MLS
Welcome to 1301 Taxus Top Ln Unit 103 located in the highly sought after community of Swan Pointe! This wonderful 1st floor condo offers an open floor plan and split bedroom design. The spacious...
$559,900
Neighborhood: Willowgate
6
Beds
3F11/2
Baths
3,977
Sq.Ft.
2008
Year Built
8
Days on Site
1615531
MLS
Welcome home to Willow Pointe Drive! This brick 1.5 story home has been meticulously maintained and has it all. Featuring 6 bedrooms, 3-1/2 baths, a walkout basement, and a 3 car garage. Main level...
$275,000
Neighborhood: Woodland Hills
3
Beds
2
Baths
1,500
Sq.Ft.
1956
Year Built
8
Days on Site
1615807
MLS
If a remodeled home in a perfect move-in condition is what you are looking for, this might just be the home for you!Hardwood floors, shaker cabinets, granite counters, subway tile, finished basement,...
$245,000
Neighborhood: Bellewood Gardens
2
Beds
2F11/2
Baths
1,001
Sq.Ft.
2022
Year Built
9
Days on Site
1615600
MLS
Newer construction condominium conveniently located around Middletown! In close proximity to Crosby Park, this 2 bedroom condo has two en-suite bathrooms in each bedroom. The primary bedroom has a...
$489,900
Neighborhood: Urton Woods
5
Beds
3F11/2
Baths
4,327
Sq.Ft.
2019
Year Built
30
Days on Site
1613443
MLS
Stunning & Spacious home in the sought-after Urton Woods Subdivision!This home offers lovely spaces to live work and play!Upon entering you will notice the soaring two-story traditional foyer, wide...
$369,900
Neighborhood: Douglass Hills East
3
Beds
2F11/2
Baths
2,097
Sq.Ft.
1980
Year Built
44
Days on Site
1612493
MLS
This beautiful open flow concept home is in Douglass Hills East is a MUST SEE!! Minutes from I-64. SE Christian Church, and other amazing shopping in Historic Middletown. Beautiful Custom cabinets...
$293,900
Neighborhood: Woodland Hills
4
Beds
2F11/2
Baths
2,396
Sq.Ft.
1964
Year Built
79
Days on Site
1609641
MLS
LOCATION, LOCATION, LOCATION. IN THE CITY OF WOODLAND HILLS. Quiet neighborhood in the heart of everything. Hardy Brinly Park right down the street. Hite Elementary School at end of street....
$1,949,000
Neighborhood: Anchorage
5
Beds
4F21/2
Baths
8,482
Sq.Ft.
2000
Year Built
80
Days on Site
1609586
MLS
Fabulous 5BR 4 full, 2 half bath custom built home featuring 10' ceiling main floor, eloquent moldings, great updates and located on 3+ private acres in the top ranked Anchorage School District! A...

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