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 November 17, 2019
102
Listed
88
Avg. DOM
$187.52
Avg. $ / Sq.Ft.
$372,000
Med. List Price
102 Properties
Page 1 of 9
Under Contract
1642 Lucia Ave Louisville, KY 40204
$389,900
Subdivision: Highlands
6
Beds
4F11/2
Baths
3,082
Sq.Ft.
1900
Year Built
2
Days on Site
1548142
MLS
Potential AirBNB! This beautiful 3,000+ square foot home built in 1900 is nestled in the ever growing and popular Highlands. This charming gem boasts its first floor with gleaming hardwood flooring,...
$825,000
Subdivision: Cherokee Triangle
5
Beds
4F11/2
Baths
3,900
Sq.Ft.
1884
Year Built
4
Days on Site
1547994
MLS
Stunning Cherokee Triangle home that has been meticulously remodeled into a real showplace. Gourmet Kitchen with custom cherry cabinets, granite counter tops, stainless steel professional appliances,...
$310,000
Subdivision: Seneca Vista
3
Beds
2
Baths
2,131
Sq.Ft.
1937
Year Built
4
Days on Site
1548008
MLS
Located Close To Seneca Park. 2 Story Brick Home. 2 Front Porches. Enter the Foyer with Formal Dining room with Hardwood floors on one side, Formal Living Room with Built In Book Cases and Fireplace....
Open 11/20
1416 Willow Ave #11B Louisville, KY 40204
$1,100,000
Subdivision: Dartmouth
2
Beds
2F11/2
Baths
2,425
Sq.Ft.
1927
Year Built
5
Days on Site
1547936
MLS
DARTMOUTH PENTHOUSE! Welcome to the historic Dartmouth condominium originally built by Joseph and Joseph in 1927. Once you step over the threshold into this penthouse condo, you'll immediately see...
$114,900
Subdivision: Baxter Loop Condominum
2
Beds
1
Baths
681
Sq.Ft.
1945
Year Built
5
Days on Site
1547939
MLS
Right in the heart of the Highlands! Don't let this 1st floor two bedroom, 1 bath highlands condo get away. Extra built-in cabinets are in the kitchen, large living space and a dining room. Plenty...
$599,900
Subdivision: Highlands
4
Beds
2F11/2
Baths
2,400
Sq.Ft.
1920
Year Built
10
Days on Site
1547634
MLS
COMPLETELY updated nearly brand new Highlands 4 br, 2.5 bath home! Starting with bare bones, this home was completely rehabbed into a beauty! Features include, and open concept, all new dual zone...
$219,900
Subdivision: Highlands
2
Beds
1
Baths
1,173
Sq.Ft.
1900
Year Built
9
Days on Site
1547701
MLS
Renovated, charming, a perfect place to call home for the holidays. This warm and cozy 2 bedroom modified shotgun (2 real bedrooms) has it all! Open floor plan for entertaining, original refinished...
Open 11/17
2233 Talbott Ave Louisville, KY 40205
$299,999
Subdivision: Highlands
3
Beds
1F11/2
Baths
1,601
Sq.Ft.
1930
Year Built
10
Days on Site
1547567
MLS
PRICE CORRECTION - PRICED TO SELL Welcome to this gorgeous 1930's Bungalow home in the heart of The Highlands! The generous front porch offers plenty of room for relaxing, enjoy the new iron...
Open 11/17
1939 Richmond Dr Louisville, KY 40205
$415,000
Subdivision: Highlands
3
Beds
2
Baths
1,753
Sq.Ft.
1925
Year Built
12
Days on Site
1547405
MLS
Must see - basically new, open-Concept bungalow in fabulous Highlands location! Lovingly restored, this home has been stylishly updated from top to bottom. Technically a 3 bedroom, however there is...
3
Beds
2
Baths
2,165
Sq.Ft.
2006
Year Built
14
Days on Site
1547280
MLS
Beautiful views from every window in this THIRD FLOOR sprawling condo in the desirable Belknap Condominiums. This is the only unit offered with 2 GARAGE SPACES. Walking distance to Kroger,...
$489,000
Subdivision: Tecomah
4
Beds
2F11/2
Baths
2,934
Sq.Ft.
1936
Year Built
16
Days on Site
1547187
MLS
Elegant, tasteful, picturesque, truly remarkable an simply extraordinary...a home like this storybook Cape comes along once in a blue moon. It is the epitome of lassic with amazing updates &...
$449,900
Subdivision: Alfresco Place
4
Beds
2F11/2
Baths
2,860
Sq.Ft.
1922
Year Built
18
Days on Site
1547014
MLS
This home is the layout you've imagined and never found in the heart of the Highlands~FIRST FLOOR MASTER with an ensuite bathroom + 3 bedrooms/ bonus 4th room/2nd full bath on second floor + a...

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