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 May 24, 2019
52
Listed
54
Avg. DOM
$132.98
Avg. $ / Sq.Ft.
$343,418
Med. List Price
52 Properties Found. Showing 1-12
Sort By:
701 Winding Oaks Trail
Louisville, KY 40223
701 Winding Oaks Trail Louisville, KY 40223
1 of 60
$440,000
Subdivision: Hidden Oaks
BEDS
3
BATHS
4
SQ.FT.
3,744
BUILT
1997
ON SITE
1Day
MLS
1533003
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!...
122 Middletown Square
Louisville, KY 40243
122 Middletown Square Louisville, KY 40243
1 of 19
$105,000
Subdivision: Evergreen Point
BEDS
2
BATHS
1
SQ.FT.
733
BUILT
1971
ON SITE
2Days
MLS
1532867
Welcome to Historic Middletown! This condo is nestled in a convenient location near great restaurants, Kroger's & Eastern High School. The home has been well maintained and cared for over the period...
706 Evergreen Rd
Anchorage, KY 40223
706 Evergreen Rd Anchorage, KY 40223
1 of 47
$749,000
Subdivision: Anchorage
BEDS
5
BATHS
5
SQ.FT.
5,800
BUILT
1980
ON SITE
3Days
MLS
1532755
Drastic reduction! Seller wants this house sold! Totally remodeled just a few years ago from top to bottom! Hardwood floors throughout most of the house with a fabulous gourmet kitchen including a...
408 Bermuda Way
Louisville, KY 40243
408 Bermuda Way Louisville, KY 40243
1 of 26
$245,900
Subdivision: Starview Estates
BEDS
3
BATHS
3
SQ.FT.
1,650
BUILT
1978
ON SITE
3Days
MLS
1532778
Just when you thought you were done house hunting this beauty hits the market!! Welcome to this 3 bedroom, 3 bathroom bi-level located in Middletown. If chic design and space is what you need look NO...
12302 Brightfield Dr
Louisville, KY 40243
Under Contract
12302 Brightfield Dr Louisville, KY 40243
1 of 19
$204,950
Subdivision: Crosscreeke
BEDS
4
BATHS
2
SQ.FT.
1,715
BUILT
1965
ON SITE
3Days
MLS
1532780
ACTIVE UNDER CONTRACT 05/24 *NEW LISTING!* Welcome to 12302 Brightfield Dr in Crosscreeke. Come tour this FANTASTIC HOME. 1,715 Sqft, 4 Bedrooms, 2 Full Baths, Bi-Level. Newly refinished gorgeous OAK...
809 Echo Bridge Rd
Louisville, KY 40243
Under Contract
809 Echo Bridge Rd Louisville, KY 40243
1 of 20
$227,500
Subdivision: Crosscreeke
BEDS
4
BATHS
3
SQ.FT.
2,260
BUILT
1969
ON SITE
8Days
MLS
1532337
Wonderful 4 bedroom 2.5 bath home in Middletown's Crosscreeke subdivision!Stately double doors welcome guests into this spacious residence which has nearly 2,000 square feet of living space. The...
606 Linden Dr
Louisville, KY 40223
606 Linden Dr Louisville, KY 40223
1 of 50
$599,000 ( $900 )
Subdivision: N/A
BEDS
4
BATHS
4
SQ.FT.
3,520
BUILT
1964
ON SITE
8Days
MLS
1532412
Easy living in the Anchorage school district on 0.6 acres with TRUE first floor living, including 1st floor laundry & an attached garage! From the stylish entry foyer to the large, eat-in kitchen...
707 Thorpe Dr
Louisville, KY 40243
707 Thorpe Dr Louisville, KY 40243
1 of 48
$329,900
Subdivision: Running Creek Estates
BEDS
3
BATHS
3
SQ.FT.
2,605
BUILT
1982
ON SITE
9Days
MLS
1532153
MOVE IN READY! Nestled in beautiful Douglass Hills this immaculate Georgian style home is ready to enjoy! With its manicured corner lot, this home boasts 3 large bedrooms as well as 2 1/2 bathrooms,...
231 Middletown Square Square
Louisville, KY 40243
Under Contract
231 Middletown Square Square Louisville, KY 40243
1 of 26
$105,000
Subdivision: Evergreen Point
BEDS
2
BATHS
1
SQ.FT.
733
BUILT
1971
ON SITE
9Days
MLS
1532190
*FHA Approved* Great Location & Priced to Sell! Come see this 2 Bedroom, 1 Full Bath Condo in the Evergreen Point Complex. Just steps from Eastern High School and in the heart of historic Middletown....
520 Wooded Falls Rd
Louisville, KY 40245
Open House
520 Wooded Falls Rd Louisville, KY 40245
1 of 5
$404,049
Subdivision: Urton Woods
BEDS
5
BATHS
3
SQ.FT.
2,713
BUILT
2019
ON SITE
10Days
MLS
1532046
This spacious five bedroom home with a downstairs guest suite with bay window. The two story foyer has a railed overlook above, and encompasses a stairway with a feature window over the landing....
746 Dehart Ln
Louisville, KY 40243
746 Dehart Ln Louisville, KY 40243
 
$331,787
Subdivision: Urton Woods
BEDS
4
BATHS
3
SQ.FT.
2,944
BUILT
2019
ON SITE
10Days
MLS
1532088
The Addison is a two story home with great aesthetics and a well-functioning layout. The first floor includes an open flex room at the entry, and a formal dining room that can be configured as an...
129 N Watterson Trail
Louisville, KY 40243
129 N Watterson Trail Louisville, KY 40243
1 of 46
$240,000
Subdivision: Robindale
BEDS
3
BATHS
4
SQ.FT.
3,440
BUILT
1955
ON SITE
10Days
MLS
1532100
Welcome to this large, ALL BRICK RANCH, located in Middletown featuring; 3 bedrooms, 3 FULL baths and 1 half bath. You will love the beautiful hardwood floors, cozy living room with fireplace and an...

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