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 January 18, 2020
64
Listed
73
Avg. DOM
$190.55
Avg. $ / Sq.Ft.
$399,450
Med. List Price
64 Properties
Page 1 of 6
Open 1/19
1858 Alfresco Pl Louisville, KY 40205
$450,000
Subdivision: Highlands
3
Beds
2
Baths
2,410
Sq.Ft.
1922
Year Built
2
Days on Site
1551233
MLS
Beautiful, one of a kind, well kept, updated Highlands home located within walking distance of St. Francis of Assisi school, Bellermine University, and the very best amenities the Highlands has to...
3
Beds
3
Baths
2,789
Sq.Ft.
1900
Year Built
2
Days on Site
1551236
MLS
This property is going to auction on Saturday February 1, 2020 at 12pm. Online and live onsite bidding will be featured. Go to mcbrideauctions.hibid.com to register online. The Seller has already...
$289,900
Subdivision: Highlands
3
Beds
2
Baths
2,100
Sq.Ft.
1922
Year Built
2
Days on Site
1551264
MLS
Now's your chance to live in the heart of the Highlands within walking distance to Bardstown Road! This 3 bedroom, 2 bath, two-story home is well built and has the charm and characteristics you...
4
Beds
2F11/2
Baths
3,400
Sq.Ft.
1920
Year Built
2
Days on Site
1551267
MLS
This gorgeous home located in the Highlands is better than brand new construction!!! Could possibly be used as a 6 bedroom!!! Hurry to this one!!! Lots of square footage, bsmt, oversized 2 car garage...
$720,000
Subdivision: Dartmouth
2
Beds
2
Baths
2,397
Sq.Ft.
1920
Year Built
3
Days on Site
1551122
MLS
CHANCE OF A LIFETIME!!! One of only two Dartmouth condominiums with a LARGE TERRACE! Originally built as apartments in 1926 by Joseph and Joseph and converted to condominiums in the 1980's. This...
Open 1/19
1412 Willow Ave #52 Louisville, KY 40204
$124,900
Subdivision: Willow Terrace
1
Beds
1
Baths
563
Sq.Ft.
1922
Year Built
3
Days on Site
1551146
MLS
This diamond in the rough is located in the historic Willow Terrace Building and is in the heart of the Highlands in Cherokee Triangle. This unit features partial hardwood floors, new carpet in hall...
$215,000
Subdivision: Hartman Land
2
Beds
1
Baths
1,045
Sq.Ft.
1925
Year Built
3
Days on Site
1551166
MLS
Charming one story home with spacious front porch. Beautiful wood floors in the living room, dining room, hall, and both bedrooms. Replacement windows and doors. Leaded glass in front door,...
Open 1/19
1803 Alfresco Pl Louisville, KY 40205
$300,000
Subdivision: Forest Park
3
Beds
2
Baths
2,006
Sq.Ft.
1951
Year Built
3
Days on Site
1551167
MLS
First Open House and showings Sunday 1/19. Don't miss your opportunity to call this three-bedroom, two full bath Highland's Ranch, HOME!!!! The beautifully updated home features a large kitchen with...
4
Beds
3F21/2
Baths
3,793
Sq.Ft.
1928
Year Built
4
Days on Site
1550988
MLS
Renovated Georgian style home on highly desirable circle of Village Drive. This 1920's historic home features four bedrooms, five bathrooms, large screened in porch, two car garage and a nicely...
Open 1/19
1920 Alfresco Pl Louisville, KY 40205
$600,000
Subdivision: Alfresco Place
5
Beds
4F11/2
Baths
3,912
Sq.Ft.
1922
Year Built
4
Days on Site
1551066
MLS
You now have the opportunity to acquire a home in the highly sought after highlands area, don't miss this chance! This three story bungalow offers over 2600 sq ft, an amazing amount of space. As you...
$305,000
Subdivision: Highlands
2
Beds
1F11/2
Baths
1,902
Sq.Ft.
1910
Year Built
6
Days on Site
1550860
MLS
Exceptional home that sparkles in detail. Large living room, flows into open dining room and superb kitchen with granite countertops, loads of cabinets and more. Then onto the warm inviting family...
$645,000
Subdivision: 1400 Willow
2
Beds
3
Baths
2,236
Sq.Ft.
1980
Year Built
9
Days on Site
1550740
MLS
A Grand Opportunity to make your Home in the well established 1400 Willow. This one will not wait...The larger end Unit with TWO Master Suites rarely comes available. Large Living...

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