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 21, 2018
93
Listed
52
Avg. DOM
$187.63
Avg. $ / Sq.Ft.
$350,000
Med. List Price
93 Properties Found. Showing 1-12
Sort By:
1816 Tyler Pkwy
Louisville, KY 40204
Open House
1816 Tyler Pkwy Louisville, KY 40204
1 of 43
$375,000
Subdivision: Highlands
BEDS
3
BATHS
2
SQ.FT.
1,817
BUILT
1923
ON SITE
2Days
MLS
1501133
Located between beautiful Tyler Park and eclectic Bardstown Rd, this renovated 3-Bedroom, 2-full bathroom brick home with lots of updates, an unfinished walk-out basement, new kitchen, bonus room and...
1136 Everett Ave
Louisville, KY 40204
1136 Everett Ave Louisville, KY 40204
1 of 16
$309,000
Subdivision: Cherokee Triangle
BEDS
3
BATHS
2
SQ.FT.
2,137
BUILT
1901
ON SITE
2Days
MLS
1501215
PROPERTY WAS RENTED PREVIOUSLY AS DUPLEX-WASHERS & DRYERS IN BASEMENT TO REMAIN.LOTS OF HARDWOOD--SOME NEW PAINT--POCKET DOORS--ALL APPLIANCES REMAIN. FIREPLACES IN EACH UNIT EXCELLENT AREA
2210 Wrocklage Ave
Louisville, KY 40205
2210 Wrocklage Ave Louisville, KY 40205
1 of 30
$279,900
Subdivision: Highlands
BEDS
2
BATHS
2
SQ.FT.
1,564
BUILT
1926
ON SITE
2Days
MLS
1501217
Classic Highlands bungalow is located on a quiet street close to all that the area has to offer. This home features spacious living and dining rooms with hardwood floors and built-ins. A bright...
1619 Shady Ln
Louisville, KY 40205
Open House
1619 Shady Ln Louisville, KY 40205
1 of 40
$349,000
Subdivision: N/A
BEDS
4
BATHS
3
SQ.FT.
1,625
BUILT
1933
ON SITE
2Days
MLS
1501237
Welcome to 1619 Shady Lane! This 4 bedroom, 3 bath home has been COMPLETELY remodeled and is filled with Highland Charm. You are greeted by a cheerful large front porch perfect for morning coffee and...
1328 E Breckinridge St
Louisville, KY 40204
Open House
1328 E Breckinridge St Louisville, KY 40204
1 of 27
$169,900
Subdivision: Highlands
BEDS
1
BATHS
1
SQ.FT.
884
BUILT
1900
ON SITE
3Days
MLS
1501031
Welcome to this charming home in a desirable area! This home offers great curb appeal, 1 Bedroom w/ loft above, spacious kitchen, pine flooring in the living room & bedroom, and a wonderful outdoor...
1849 Speed Ave
Louisville, KY 40205
Open House
1849 Speed Ave Louisville, KY 40205
1 of 57
$390,000
Subdivision: Highlands
BEDS
4
BATHS
2
SQ.FT.
2,077
BUILT
1926
ON SITE
3Days
MLS
1501035
Come see this Gem in the heart of the Highlands! There is so much to love about this 4 bedroom, 2 bathroom brick home in a fantastic location with updates galore! The updates include upstairs...
1925 Wrocklage Ave
Louisville, KY 40205
1925 Wrocklage Ave Louisville, KY 40205
1 of 22
$319,900
Subdivision: Strathmoor Manor
BEDS
3
BATHS
2
SQ.FT.
1,961
BUILT
1928
ON SITE
3Days
MLS
1501058
This Highlands Charmer will NOT LAST LONG! Completely renovated and move in ready! The beautiful hardwood floors have been refinished. New Cabinets, counter tops, sink and large island will...
1961 Trevilian Way
Louisville, KY 40205
Open House
1961 Trevilian Way Louisville, KY 40205
1 of 35
$335,000
Subdivision: Lakeside
BEDS
3
BATHS
2
SQ.FT.
2,277
BUILT
1927
ON SITE
3Days
MLS
1501063
LAKESIDE CERTIFICATE HOME with BACKYARD THAT IS GREAT FOR ENTERTAINING! This beautiful home within walking distance to Lakeside, Douglass Loop and Bardstown Rd, can be yours just in time for summer!...
1421 Christy Ave
Louisville, KY 40204
Open House
1421 Christy Ave Louisville, KY 40204
1 of 39
$325,000
Subdivision: Original Highlands
BEDS
4
BATHS
2
SQ.FT.
1,728
BUILT
1901
ON SITE
4Days
MLS
1500950
Wow! An amazing TOTAL REHAB!! Welcome to 1421 Christy Ave! Located along popular Bardstown Road in the Original Highlands, this over 1700 sq, 4 br 2 full bath home features a COMPLETELY NEW interior....
1927 Yale Dr
Louisville, KY 40205
Open House
1927 Yale Dr Louisville, KY 40205
1 of 35
$360,000
Subdivision: Highlands
BEDS
3
BATHS
3
SQ.FT.
1,804
BUILT
1923
ON SITE
4Days
MLS
1500970
Totally renovated in desirable Belknap-Douglass Loop neighborhood! Open floor plan, new kitchen, granite counters, new appliances, gas range, new & refinished hardwoods throughout, remote control gas...
2545 Saratoga Dr
Louisville, KY 40205
Open House
2545 Saratoga Dr Louisville, KY 40205
1 of 29
$479,900
Subdivision: Highlands
BEDS
3
BATHS
3
SQ.FT.
2,592
BUILT
1941
ON SITE
6Days
MLS
1500768
Charming center hall colonial in great Highlands location close to Douglas Loop, the Zoo, restaurants,shopping and expressways. Spacious Living Room with gas fireplace, built-ins and french doors to...
1804 Radnor Ave
Louisville, KY 40205
1804 Radnor Ave Louisville, KY 40205
1 of 23
$290,000
Subdivision: N/A
BEDS
3
BATHS
2
SQ.FT.
1,525
BUILT
1940
ON SITE
6Days
MLS
1500774
Gorgeous remodeled 3 bedroom, 2 bath home with 1500 plus square feet of living in the Highlands. The eat in kitchen has plenty of custom cabinetry, granite counters and a stainless steel appliance...