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 May 24, 2019
121
Listed
70
Avg. DOM
$186.70
Avg. $ / Sq.Ft.
$375,000
Med. List Price
121 Properties Found. Showing 1-12
Sort By:
1933 Bonnycastle Ave
Louisville, KY 40205
1933 Bonnycastle Ave Louisville, KY 40205
1 of 58
$289,900
Subdivision: Highlands
BEDS
2
BATHS
2
SQ.FT.
1,598
BUILT
1900
ON SITE
1Day
MLS
1532971
Welcome to the heart of the Highlands! This beautiful home is situated nearby neighborhood hot spots and delivers off street parking, a private fenced in patio in the rear and a delightful covered...
2300 Dundee Rd #6
Louisville, KY 40205
2300 Dundee Rd #6 Louisville, KY 40205
1 of 29
$115,000
Subdivision: Dundee Terrace
BEDS
2
BATHS
2
SQ.FT.
841
BUILT
1973
ON SITE
1Day
MLS
1532977
The location doesn't get much better than this! If low maintenance living is what you are looking for, look no further. This 2 bedroom, 1.5 bathroom is waiting for you to call it home. The unit...
1920 Bonnycastle Ave
Louisville, KY 40205
Open House
1920 Bonnycastle Ave Louisville, KY 40205
1 of 33
$273,000
Subdivision: Highlands
BEDS
2
BATHS
2
SQ.FT.
2,087
BUILT
1910
ON SITE
1Day
MLS
1532992
Welcome to the Highlands!Tucked away on a 1 way street in the heart of it all! This 2 bedroom, 2 bath is waiting for its new owners. Enjoy your evenings in the fireplaced den with original hardwood...
1816 Rutherford Ave
Louisville, KY 40205
Under Contract
1816 Rutherford Ave Louisville, KY 40205
1 of 35
$449,000
Subdivision: Aberdeen
BEDS
4
BATHS
2
SQ.FT.
1,928
BUILT
1925
ON SITE
2Days
MLS
1532835
Stunning move-in ready 4 bedroom, 2 bath, Highlands home. This home has been expertly updated to meet the needs of today's buyer. The large, open, updated eat-in kitchen with its stainless steel...
1209 Cherokee Rd
Louisville, KY 40204
1209 Cherokee Rd Louisville, KY 40204
1 of 26
$595,000
Subdivision: Cherokee Triangle
BEDS
4
BATHS
3
SQ.FT.
2,938
BUILT
1900
ON SITE
2Days
MLS
1532837
Lovely Cherokee Triangle home has sophisticated decor that blends beautifully with the original character of this 4 Bedrooms 3 Bath brick home. The beautiful entry hall has a fireplace mantel, inlaid...
2111 Lauderdale Rd
Louisville, KY 40205
2111 Lauderdale Rd Louisville, KY 40205
1 of 30
$625,000
Subdivision: Highlands
BEDS
4
BATHS
3
SQ.FT.
2,710
BUILT
1928
ON SITE
3Days
MLS
1532708
Nestled in one of the Highlands' most sought-after locations, this fabulous parkside classic boasts significant updates and a wonderful floor plan for entertaining! With a slate roof, freshly painted...
2311 Longest Ave
Louisville, KY 40204
2311 Longest Ave Louisville, KY 40204
1 of 57
$354,900
Subdivision: Cherokee Triangle
BEDS
3
BATHS
2
SQ.FT.
2,728
BUILT
1905
ON SITE
3Days
MLS
1532710
Welcome to this Cherokee Triangle renovation masterpiece! Wonderful location - walking distance to the shops and restaurants on Bardstown Rd plus Cherokee Park. This home has been completely...
1711 Richmond Dr
Louisville, KY 40205
Open House
1711 Richmond Dr Louisville, KY 40205
1 of 18
$186,000
Subdivision: Gerlash
BEDS
2
BATHS
1
SQ.FT.
822
BUILT
1947
ON SITE
3Days
MLS
1532738
This attractive Highlands two bedroom I bath home is conveniently located behind Bellarmine College and two doors from Highland Middle School. The home has been totally renovated throughout. New...
1625 Bonnycastle Ave
Louisville, KY 40205
1625 Bonnycastle Ave Louisville, KY 40205
1 of 37
$210,000
Subdivision: N/A
BEDS
2
BATHS
1
SQ.FT.
1,038
BUILT
1926
ON SITE
3Days
MLS
1532743
GREAT LOCATION. HARDWOOD FLOORS IN THE LIVING ROOM WITH FIREPLACE AND DINING ROOM. KITCHEN HAS A BREAKFAST NOOK, DINING AREA. THE FRONT PORCH IS A MAIN ATTRACTION, COMES WITH A SWING. 2 BEDROOMS...
1500 Edgewood Pl
Louisville, KY 40205
Open House
1500 Edgewood Pl Louisville, KY 40205
1 of 33
$350,000
Subdivision: Parkside
BEDS
3
BATHS
2
SQ.FT.
1,734
BUILT
1900
ON SITE
4Days
MLS
1532623
Parkside Brick Bungalow located between Cherokee Park and Bardstown Rd at the corner of Alta Ave & Edgewood Place. Living Room has a Fireplace and Opens to the Great Room. Dining Room, Kitchen and...
1531 Goddard Ave
Louisville, KY 40204
1531 Goddard Ave Louisville, KY 40204
1 of 20
$349,000
Subdivision: N/A
BEDS
3
BATHS
3
SQ.FT.
2,813
BUILT
1921
ON SITE
4Days
MLS
1532654
This well maintained home is located in the extremely desirable Highlands neighborhood. The property features 3 bedrooms, 3 full baths, a finished basement, an updated eat in kitchen, a formal dining...
2512 Dundee Rd
Louisville, KY 40205
2512 Dundee Rd Louisville, KY 40205
1 of 49
$439,900
Subdivision: Tecomah
BEDS
4
BATHS
3
SQ.FT.
3,559
BUILT
1967
ON SITE
3Days
MLS
1532692
Location you have been dreaming of. Traditional center hall colonial close to Lakeside, the Zoo, Douglas loop restaurants and more. Formal living and dining rooms and updated eat in kitchen that...

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