Real Estate in The Highlands

The Highlands is one of the most unique and interesting places to live within the City of Louisville, KY. Homes in this Jefferson County community are both varied and sought after. A single street in some areas might house a working-class family at one end and a well-heeled socialite at the other.

Real estate in the Highlands has always been in high demand due to its proximity to downtown Louisville, Cherokee and Seneca Parks. Rarely does this area fall victim to falling prices, even during down-turns in the housing market.

View real estate in The Highlands, or read more about homes and amenities.

Real Estate in The Highlands

With homes rich in character, and the close proximity to the famed Cherokee Park, (part of the park system designed by the famous Olmstead Brothers), real estate in The Highlands is in high demand. The Bonnycastle neighborhood and the Cherokee Triangle are two of the most popular areas. Both are situated between thriving Bardstown Road and Cherokee Park.  It is unusual to find newer homes here, but you might get lucky to find a home for sale under 20 years old at The Springs near Big Springs Country Club, or at Kensington Place off Newburg Road near the Louisville Zoo.

Look for the estate on Spring Drive where the famous Barnstable Brown Party is held at Derby time and onlookers gather to snap photos of the rich and famous who come to be seen at the most celebrated horse racing event in the US.

Parks & Amenities

When it comes to local industry, we think The Highlands is the single best area for homegrown Louisville businesses to thrive. Other than the necessary Starbucks or Panera, you won’t find very many franchise restaurants here. A bevy of “Louisville Originals” make up “Restaurant Row” along Bardstown Road including the original Bristol (who claims to have won more “Best of Louisville” dining awards than any other restaurant), Ramsi’s Café on the World and Seviche.

If the shopping and night life doesn’t suit you, take a stroll through some of Louisville’s most beautiful parks located in the heart of the Highlands. The charm and appeal of an eclectic city and an abundance of green space are a perfect combination in this distinctive neighborhood. 

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

Highlands September 18, 2019
106
Listed
74
Avg. DOM
$190.38
Avg. $ / Sq.Ft.
$389,450
Med. List Price
106 Properties
Page 1 of 9
$750,000
Subdivision: Highlands
4
Beds
3
Baths
3,200
Sq.Ft.
1900
Year Built
2
Days on Site
1543389
MLS
Elegant and gorgeous!!! This Highlands home has been completely renovated all the way from the stunning finishes to the plumbing, electrical, and HVAC units. The house is also plumbed for 3 other...
$112,000
Subdivision: Park Arms
1
Beds
1
Baths
674
Sq.Ft.
1979
Year Built
6
Days on Site
1542914
MLS
Welcome to your 1 bed 1 bath, second floor condo conveniently located near the park and Bardstown Rd. This move-in-ready condo features a garage space deeded with unit, laundry free to residents,...
$439,900
Subdivision: Highlands
3
Beds
2F11/2
Baths
2,335
Sq.Ft.
1925
Year Built
6
Days on Site
1542918
MLS
This Rare brick craftsman style home features 3-4 Bedroom, 2.5 Bath home situated on a double-lot in the Historic Highlands neighborhood. Unusual for this area is a large flat, fenced, private and...
$299,900
Subdivision: Highlands
3
Beds
2
Baths
2,144
Sq.Ft.
1900
Year Built
6
Days on Site
1542940
MLS
Looking for a home to put your personal touch on? This is your chance! This Highlands charmer is situated on a spacious lot close to dining, shops & all conveniences. This 3 bedroom, 2 bathroom home...
$350,000
Subdivision: Highlands
3
Beds
2
Baths
1,745
Sq.Ft.
1953
Year Built
6
Days on Site
1542985
MLS
It's not often that a ''parkside'' RANCH with three bedrooms and 2 full baths comes along in the Highlands so don't miss out on this incredible opportunity. Perfectly perched between Douglass Drive...
$259,900
Subdivision: Tyler Park
4
Beds
2F11/2
Baths
1,998
Sq.Ft.
1922
Year Built
6
Days on Site
1543051
MLS
Location, Location, Location! Nestled in the desirable Tyler Park neighborhood, walking distance to many of Louisville's hottest attractions including Bardstown Rd, Cherokee Park, the Eagle, & plenty...
$520,000
Subdivision: Cherokee Triangle
4
Beds
2F11/2
Baths
2,385
Sq.Ft.
1905
Year Built
7
Days on Site
1542752
MLS
This historic home in the heart of Cherokee Triangle has undergone a top-to-bottom renovation. The owners sought to update the home in ways that celebrated and preserved its time period while adding...
$259,900
Subdivision: Highlands
3
Beds
2
Baths
1,884
Sq.Ft.
1925
Year Built
7
Days on Site
1542763
MLS
Welcome to this charming Dutch Colonial on a sought-after street in the Upper Highlands! This instant classic features hardwood floors, arched doorways and a wonderful layout for entertaining. The...
3
Beds
1F21/2
Baths
1,732
Sq.Ft.
1927
Year Built
7
Days on Site
1542794
MLS
Welcome home to this immaculate ''Hansel and Gretel'' style brick Bungalow from the Arts and Crafts era. This 3 Bedroom,1 Full & (2) 1/2 bath Home is flooded with natural light, bright neutral colors...
$329,000
Subdivision: Highlands
3
Beds
2
Baths
2,002
Sq.Ft.
1915
Year Built
7
Days on Site
1542869
MLS
Welcome home to this charming move-in ready and well maintained 3-4 BR Bungalow in the heart of The Highlands. This home is just steps from all of the great amenities The Highlands has to offer. The...
$249,900
Subdivision: Everett Place
2
Beds
1F11/2
Baths
1,275
Sq.Ft.
1963
Year Built
8
Days on Site
1542688
MLS
Fantastic Cherokee Triangle Location. 2 blocks to Bardstown Rd or 2 blocks to Cherokee Park. These units have had recent renovations including updated kitchen with stainless steel appliances,...
$204,900
Subdivision: Cherokee Triangle
1
Beds
1F11/2
Baths
1,114
Sq.Ft.
1900
Year Built
8
Days on Site
1542724
MLS
Live in the center of it all, in the Cherokee Triangle, while enjoying the conveniences of condo living at the Round House! The community is made up of four units in the main house and two...

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