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 July 17, 2018
114
Listed
62
Avg. DOM
$180.72
Avg. $ / Sq.Ft.
$369,450
Med. List Price
114 Properties Found. Showing 1-12
Sort By:
1590 Parsons Pl
Louisville, KY 40205
1590 Parsons Pl Louisville, KY 40205
1 of 2
$1
Subdivision: N/A
BEDS
4
BATHS
5
SQ.FT.
3,587
BUILT
1922
ON SITE
1Day
MLS
1509158
Auction on Saturday August 18th at 10:00 AM. Home being sold ''AS IS, WHERE IS'' with no guarantees or warranties transferred. Terms of auction, $50,000 non refundable good faith deposit due upon...
1419 Baxter Ave
Louisville, KY 40204
1419 Baxter Ave Louisville, KY 40204
1 of 30
$415,000
Subdivision: Tyler Park
BEDS
3
BATHS
3
SQ.FT.
2,359
BUILT
1903
ON SITE
1Day
MLS
1509170
HISTORIC HOUSE OVERLOOKS TYLER PARK TENNIS COURTS AND SLEDDING HILL. GARDEN HAS PERENNIALS AND GROUND COVERS, HERBS, FISH POND. THREE DECKS, WRAP-AROUND PORCH WITH SWING. MAJOR FIRST FLOOR...
1608 Jaeger Ave
Louisville, KY 40205
1608 Jaeger Ave Louisville, KY 40205
1 of 45
$265,000
Subdivision: Highlands
BEDS
3
BATHS
2
SQ.FT.
1,699
BUILT
1938
ON SITE
4Days
MLS
1508979
Look at this beautiful home in the heart of the Highlands! Enjoy Highlands living located within walking distance to local eateries, shopping and nightlife. This home features three bedrooms and...
1410 Winter Ave
Louisville, KY 40204
1410 Winter Ave Louisville, KY 40204
1 of 35
$315,000
Subdivision: N/A
BEDS
3
BATHS
3
SQ.FT.
1,680
BUILT
1900
ON SITE
4Days
MLS
1501929
This beautiful 1900 home has been gutted and transformed with open floor plan with large island in kitchen. Former two bed 1 bath is now 3 bed, 2 1/2 bath home. Master bedroom includes walk-in closet...
1923 Deer Park Ave
Louisville, KY 40205
1923 Deer Park Ave Louisville, KY 40205
1 of 115
$725,000
Subdivision: Deer Park
BEDS
4
BATHS
4
SQ.FT.
3,500
BUILT
1915
ON SITE
5Days
MLS
1508829
FIRST OPEN HOUSE FRIDAY 5-8PM!! RLM Building and Remodeling once again is proud to present 1923 Deer Park Ave. As you walk into the foyer area of this 4 BR, 3 and 1/2 bath masterpiece, you'll be...
1409 E Breckinridge St
Louisville, KY 40204
1409 E Breckinridge St Louisville, KY 40204
1 of 55
$285,000
Subdivision: Highlands
BEDS
3
BATHS
2
SQ.FT.
1,554
BUILT
1900
ON SITE
5Days
MLS
1508868
Welcome to this sparkling gem in the original highlands. Walk to everything. Renovated and updated 3 bedrooms, 2 baths. Inside you are greeted with hardwood floors and a beautiful mantle in the...
1421 Christy Ave
Louisville, KY 40204
1421 Christy Ave Louisville, KY 40204
1 of 29
$295,000
Subdivision: N/A
BEDS
4
BATHS
2
SQ.FT.
1,596
BUILT
2007
ON SITE
5Days
MLS
1508889
This Charming Camelback positioned in Original Highlands is steps away from everything. With the charm of 1900 building, enjoy the amenities of brand new house. The front yard is fully fenced with a...
1727 Bonnycastle Ave
Louisville, KY 40205
1727 Bonnycastle Ave Louisville, KY 40205
1 of 26
$189,900
Subdivision: N/A
BEDS
2
BATHS
1
SQ.FT.
1,100
BUILT
1910
ON SITE
5Days
MLS
1508921
Welcome home to this wonderful 2 bedroom home in the heart of the highlands for under 200K! These homes are getting to more and more rare as the years go by. This home features an enclosed front...
2349 Valletta Ln
Louisville, KY 40205
2349 Valletta Ln Louisville, KY 40205
1 of 48
$465,000
Subdivision: N/A
BEDS
3
BATHS
2
SQ.FT.
3,097
BUILT
1953
ON SITE
5Days
MLS
1508941
A dream location for park lovers as the home is the third house from Big Rock! This is easy living on one level. Renovated in 2017, this ranch style home is now a open concept - perfect for...
2216 Alta Ave
Louisville, KY 40205
2216 Alta Ave Louisville, KY 40205
1 of 18
$399,500
Subdivision: Highlands
BEDS
3
BATHS
3
SQ.FT.
1,750
BUILT
1915
ON SITE
6Days
MLS
1508783
You've heard of the ''WOW'' factor before and here it is. If you're looking for a beautiful house in the heart of the Highlands this is a must see! This 3 bedroom, 2.5 bathroom house includes an...
2342 Carolina Ave
Louisville, KY 40205
Under Contract
2342 Carolina Ave Louisville, KY 40205
1 of 50
$448,500
Subdivision: Highlands
BEDS
4
BATHS
2
SQ.FT.
2,335
BUILT
1925
ON SITE
5Days
MLS
1508800
Charming Arts and Crafts bungalow in a fantastic location! This spacious brick home is located close to Cherokee and Seneca Parks in a highly desirable pocket of the Highlands. This home is sparkling...
1811 Spring Dr
Louisville, KY 40205
1811 Spring Dr Louisville, KY 40205
1 of 58
$675,000
Subdivision: Highlands
BEDS
5
BATHS
4
SQ.FT.
2,792
BUILT
1925
ON SITE
7Days
MLS
1508645
Stunning renovation on one of Louisville's most iconic streets! You will be amazed by the details of this 5 bedroom, 3.5 bathroom Tudor style home in the heart of the Highlands, bordering Cherokee...

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