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 24, 2018
111
Listed
60
Avg. DOM
$177.91
Avg. $ / Sq.Ft.
$365,000
Med. List Price
111 Properties Found. Showing 1-12
Sort By:
2306 Rutherford Wynd
Louisville, KY 40205
2306 Rutherford Wynd Louisville, KY 40205
1 of 41
$889,500
Subdivision: Highlands
BEDS
4
BATHS
4
SQ.FT.
3,716
BUILT
1915
ON SITE
1Day
MLS
1515325
Impeccable, charming Tudor in superb condition, ready for the most discriminating buyer. This secluded location is part of a walking neighborhood close to Bardstown Road and Cherokee Park. Gorgeous...
1916 Duker Ave
Louisville, KY 40205
1916 Duker Ave Louisville, KY 40205
1 of 44
$374,900
Subdivision: Deer Park
BEDS
5
BATHS
3
SQ.FT.
2,400
BUILT
1910
ON SITE
4Days
MLS
1515166
Welcome to your FULLY RENOVATED and MOVE-IN READY 2-story home in the heart of the Highlands neighborhood, just a half block from all that Bardstown Road has to offer! Get the best of both worlds...
1232 Cherokee Rd
Louisville, KY 40204
1232 Cherokee Rd Louisville, KY 40204
1 of 32
$949,900
Subdivision: Cherokee Triangle
BEDS
5
BATHS
5
SQ.FT.
4,655
BUILT
1900
ON SITE
4Days
MLS
1515169
Rare offering of a 5 bedroom, 4.5 bath home, with a remarkable mix of traditional and modern features. Incredibly stylish finishes in the gourmet kitchen include full-height, flat front Anigre...
1305 Highland Ave
Louisville, KY 40204
1305 Highland Ave Louisville, KY 40204
1 of 61
$425,000
Subdivision: Highlands
BEDS
5
BATHS
3
SQ.FT.
2,702
BUILT
1900
ON SITE
4Days
MLS
1515205
WOW! Welcome to this stunning, traditional style home in the Original Highlands. Prepare to be amazed by the distinguished foyer, gorgeous hardwood flooring, huge gourmet kitchen with dinette and...
2043 Douglass Blvd
Louisville, KY 40205
2043 Douglass Blvd Louisville, KY 40205
1 of 15
$140,000
Subdivision: Wilshire
BEDS
1
BATHS
1
SQ.FT.
698
BUILT
1983
ON SITE
4Days
MLS
1515241
An amazing opportunity to live in the popular Highlands community! Your new condominium is a beautiful unit with natural light in every room, high ceilings, and hardwood floors. Your spacious...
2537 Saratoga Dr
Louisville, KY 40205
2537 Saratoga Dr Louisville, KY 40205
1 of 45
$469,000
Subdivision: Aberdeen
BEDS
5
BATHS
4
SQ.FT.
3,704
BUILT
1965
ON SITE
5Days
MLS
1515042
Room to roam! This house is amazing and in a FANTASTIC Highlands location! 5+BR, 3.5 bath center hall colonial that lives much larger than most other homes. Huge living room with marble fireplace and...
1755 Cherokee Terrace
Louisville, KY 40205
1755 Cherokee Terrace Louisville, KY 40205
1 of 46
$859,000
Subdivision: Bonnycastle
BEDS
4
BATHS
5
SQ.FT.
4,085
BUILT
1913
ON SITE
5Days
MLS
1515073
This exquisite Cherokee Park home has 4 bedrooms and 4 1/2 baths. Located on a quiet street just 840 feet from the park, this historical home has been lovingly updated and cared for. Original...
2 Normandie Village
Louisville, KY 40205
Under Contract
2 Normandie Village Louisville, KY 40205
1 of 38
$747,500
Subdivision: Highlands
BEDS
4
BATHS
4
SQ.FT.
3,338
BUILT
1925
ON SITE
7Days
MLS
1514822
Rare opportunity to own this tasteful Tudor on a quiet cul-de-sac in the heart of the Highlands! Situated on a private, park-like lot, this stunning home features numerous updates and a great layout...
1619 Beechwood Ave
Louisville, KY 40204
1619 Beechwood Ave Louisville, KY 40204
1 of 34
$370,000
Subdivision: Highlands
BEDS
4
BATHS
3
SQ.FT.
3,133
BUILT
1905
ON SITE
8Days
MLS
1514747
Located in the HEART of the Highlands*This 4 Bedroom,3 Full Bath 3133 Sq Ft home is a must see*Major updates include the Master Bath with claw foot jetted tub, separate shower, double sink vanity and...
1616 Deerwood Ave
Louisville, KY 40205
Under Contract
1616 Deerwood Ave Louisville, KY 40205
1 of 21
$284,900
Subdivision: Highlands
BEDS
4
BATHS
2
SQ.FT.
1,882
BUILT
1924
ON SITE
10Days
MLS
1514700
Welcome to 1616 Deerwood Ave., This beautiful 4 bedroom, 2 bathroom highlands charmer has been recently updated. The first floor features restored original hardwood floors, an updated kitchen with...
1800 Alfresco Pl
Louisville, KY 40205
1800 Alfresco Pl Louisville, KY 40205
1 of 19
$259,000
Subdivision: Highlands
BEDS
3
BATHS
1
SQ.FT.
1,486
BUILT
1927
ON SITE
11Days
MLS
1514552
This is the Highlands opportunity you have been waiting for! Near some of the best public and private schools, just steps away from all the Bardstown Road corridor has to offer without all the noise...
1028 Cherokee Rd
Louisville, KY 40204
1028 Cherokee Rd Louisville, KY 40204
1 of 41
$367,500
Subdivision: The Highlander
BEDS
3
BATHS
3
SQ.FT.
2,296
BUILT
1913
ON SITE
11Days
MLS
1514628
Welcome to the Highlander, a Cherokee Triangle landmark since 1913! Designed by renowned Joseph and Joseph Architects, this home has been totally renovated with the most modern conveniences yet in...

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