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 April 3, 2020
81
Listed
70
Avg. DOM
$199.29
Avg. $ / Sq.Ft.
$419,888
Med. List Price
81 Properties
Page 1 of 7
$415,000
Subdivision: Cherokee Triangle
3
Beds
2
Baths
2,460
Sq.Ft.
1984
Year Built
1
Days on Site
1556568
MLS
A wonderful opportunity to own one of the largest historic condominiums in the Highlands! This gorgeous, three-bedroom, two-bath condo has wonderful flow and is perfect for entertaining. The gracious...
$490,000
Subdivision: Highlands
4
Beds
3F11/2
Baths
2,756
Sq.Ft.
1920
Year Built
1
Days on Site
1556570
MLS
This classic red brick 100 year old home has been in the family for many years. This home offers updated kitchen and baths. This home can boost 5 bedrooms, 3.5 bath, an eat-in-kitchen with a florida...
$849,900
Subdivision: Deer Park
5
Beds
4F11/2
Baths
4,000
Sq.Ft.
1920
Year Built
1
Days on Site
1556578
MLS
***To be completed May 2020***Here it is! RLM Building and Remodeling has the perfect home to be quarantined in! Why would you want to leave this over 4000 sq ft, 5 bedroom (with their STANDARD HUGE...
$245,000
Subdivision: Highlands
3
Beds
2
Baths
1,376
Sq.Ft.
1949
Year Built
2
Days on Site
1556475
MLS
A super-priced, renovation-ready home in the Highlands on a street where homes sell for $350,000-$450,000 and more after renovations. Large rear yard perfect for blowing out house with an addition...
$120,500
Subdivision: Park Arms
2
Beds
1F11/2
Baths
1,026
Sq.Ft.
1979
Year Built
3
Days on Site
1556389
MLS
NEW PRICE! Welcome to Park Arms! Just a block away from the historic and beautiful Cave Hill Cemetery, this Victorian era national Cemetery and arboretum and the whole of the neighborhood of Park...
$285,000
Subdivision: Highlands
3
Beds
1
Baths
1,349
Sq.Ft.
1939
Year Built
4
Days on Site
1556340
MLS
Cozy 2-story home nestled in the heart of the Highlands. Spacious living room with lot's of light. overlooking the beautiful large side yard with white picket fence. Large Unfinished basement with...
$397,500
Subdivision: Original Highlands
6
Beds
2F11/2
Baths
3,053
Sq.Ft.
1901
Year Built
5
Days on Site
1556243
MLS
Welcome home to this circa 1900 solid brick Victorian 2 1/2 story home nestled in the Original Highlands. This wonderful home has been lovingly maintained and updated by the current owners since...
Under Contract
2152 Sherwood Ave Louisville, KY 40205
$375,000
Subdivision: Bonnycastle
3
Beds
2F11/2
Baths
1,896
Sq.Ft.
1910
Year Built
8
Days on Site
1556128
MLS
Charm abounds in this gorgeous Parkside bungalow! Just steps away from Cherokee Park and Bardstown Road, you will find yourself in the midst of all the hotspots that the exciting Highlands...
$299,000
Subdivision: Seneca Gardens
3
Beds
2
Baths
1,900
Sq.Ft.
1935
Year Built
9
Days on Site
1556039
MLS
This charming home is ideally located in Seneca Gardens, just minutes away from the area's best bars, restaurants, and lovely Seneca Park. Situated on a corner lot, buyers will enjoy the cozy...
Under Contract
1659 Eastern Pkwy Louisville, KY 40204
$339,000
Subdivision: Highland
3
Beds
2
Baths
2,019
Sq.Ft.
1912
Year Built
9
Days on Site
1556099
MLS
To safely view more detail of this home, before scheduling a showing please view our 3D Tour at https://my.matterport.com/show/?m=QHNHwQzfKnb&brand=0 OR a guided walkthru tour is also available....
Under Contract
1911 Stevens Ave Louisville, KY 40205
$300,000
Subdivision: Dukers Addition
3
Beds
2F11/2
Baths
1,471
Sq.Ft.
1915
Year Built
9
Days on Site
1556097
MLS
Walking into 1911 Stevens is a delight. Clearly, this adorable 1,471 sq ft home was well built and delicate in its original artistic statement. The current owners' response is just as beautiful. From...
$295,000
Subdivision: Highlands
3
Beds
2
Baths
1,600
Sq.Ft.
1941
Year Built
10
Days on Site
1555989
MLS
Perfect Highlands location within walking distance to the heart of Louisville's local restaurant scene including nearby parks and shops. This 3 bedroom, 2 full bath Cape Cod offers updates and charm...

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