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 January 21, 2018
64
Listed
93
Avg. DOM
$188.64
Avg. $ / Sq.Ft.
$319,900
Med. List Price
64 Properties Found. Showing 1-12
Sort By:
1326 Christy Ave
Louisville, KY 40204
Open House
1326 Christy Ave Louisville, KY 40204
1 of 37
$249,900
Subdivision: Highlands
BEDS
2
BATHS
2
SQ.FT.
1,716
BUILT
1900
ON SITE
3Days
MLS
1494109
OPEN SUN 1-21-18, 2-4. Cool on Christy! An updated charmer. Replacement windows, ten foot ceilings on the first floor, marble and brick double sided fireplace, wood floors upstairs and down, heated...
1815 Newburg Rd
Louisville, KY 40205
Open House
1815 Newburg Rd Louisville, KY 40205
1 of 18
$260,000
Subdivision: N/A
BEDS
4
BATHS
2
SQ.FT.
2,040
BUILT
1951
ON SITE
3Days
MLS
1494149
Highlands Location! This inviting home is located near Bellarmine University, close to schools, a new coffee shop and restaurants. The entire first floor has been freshly painted and features...
1511 Highland Ave
Louisville, KY 40204
1511 Highland Ave Louisville, KY 40204
1 of 16
$325,000
Subdivision: N/A
BEDS
3
BATHS
2
SQ.FT.
1,878
BUILT
1891
ON SITE
4Days
MLS
1494024
Conveniently located in the extremely desirable Highlands neighborhood, this 3 bedroom, 2 bathroom home has plenty of living space. The oak floors, tall ceilings, stained glass transoms, and huge...
1400 Willow Ave
Louisville, KY 40204
1400 Willow Ave Louisville, KY 40204
1 of 52
$690,000
Subdivision: 1400 Willow
BEDS
2
BATHS
3
SQ.FT.
1,976
BUILT
1980
ON SITE
4Days
MLS
1494027
Enjoy easy living and sweeping views on the 19th floor at 1400 Willow, a high rise condo in Cherokee Triangle across from Willow Park and entrance to Cherokee Park. Time tested association offers...
1651 Beechwood Ave
Louisville, KY 40204
Open House
1651 Beechwood Ave Louisville, KY 40204
1 of 42
$380,000
Subdivision: Highlands
BEDS
3
BATHS
4
SQ.FT.
2,400
BUILT
1900
ON SITE
5Days
MLS
1493955
A must-see home located in the ''Heart of the Highlands.'' Walk or bike to all your favorite Highlands eateries, shops, parks, and more. Parking is not an issue. A 1 car garage and 2 additional...
1714 Deer Ln
Louisville, KY 40205
1714 Deer Ln Louisville, KY 40205
1 of 4
$315,000
Subdivision: Deer Park
BEDS
3
BATHS
2
SQ.FT.
2,035
BUILT
1925
ON SITE
6Days
MLS
1493892
Move in ready! Updated kitchen contains all stainless steel appliances. Main floor has two bedrooms and one has a spacious walk-in closet. Covered front and back porches are ideal when enjoying...
1838 Deerwood Ave
Louisville, KY 40205
1838 Deerwood Ave Louisville, KY 40205
1 of 54
$349,900
Subdivision: Deer Park
BEDS
3
BATHS
3
SQ.FT.
2,152
BUILT
1916
ON SITE
11Days
MLS
1493659
Welcome to 1838 Deerwood Ave, located perfectly in the Highlands and a short stroll to all the action on Bardstown Rd. This large 2,152 square foot bungalow features hardwood floors throughout the...
2621 Landor Ave
Louisville, KY 40205
Open House
2621 Landor Ave Louisville, KY 40205
1 of 23
$319,900 ( $10,100 )
Subdivision: Seneca Vista
BEDS
3
BATHS
2
SQ.FT.
1,980
BUILT
1941
ON SITE
12Days
MLS
1493507
This home has been completely updated inside and out. New floors, completely new kitchen, new roof, new exterior paint, new interior paint, foam insulation on all exterior walls (saves lots of $ on...
2222 Valley Vista Rd
Louisville, KY 40205
2222 Valley Vista Rd Louisville, KY 40205
1 of 31
$469,000
Subdivision: Highlands
BEDS
3
BATHS
3
SQ.FT.
3,100
BUILT
1946
ON SITE
12Days
MLS
1493550
You will love this gorgeous center hall colonial located in the Highlands! Not only is it located within walking distance to shopping, dining and entertainment options, it features great spaces for...
2040 Alta Ave
Louisville, KY 40205
2040 Alta Ave Louisville, KY 40205
1 of 15
$398,900
Subdivision: Highlands
BEDS
3
BATHS
2
SQ.FT.
1,819
BUILT
1920
ON SITE
12Days
MLS
1493570
Charming Craftsman Bungalow nestled Parkside on one of the nicest streets in the Highlands. You are greeted by the wrap around front porch which is perfect for relaxing and having your coffee. Home...
1611 Spring Dr
Louisville, KY 40205
Open House
1611 Spring Dr Louisville, KY 40205
1 of 44
$259,900
Subdivision: Park Terrace
BEDS
2
BATHS
2
SQ.FT.
1,402
BUILT
1972
ON SITE
13Days
MLS
1493452
First-floor parkside condo with two bedrooms and two full bathrooms is ready for a new owner. A generous foyer welcomes you with kitchen to the right and family room straight ahead. Two patio access...
2210 Sherwood Ave
Louisville, KY 40205
Open House
2210 Sherwood Ave Louisville, KY 40205
1 of 50
$399,900
Subdivision: Highlands
BEDS
4
BATHS
2
SQ.FT.
2,317
BUILT
1921
ON SITE
17Days
MLS
1493150
This charming stucco Craftsman bungalow is only one block off Cherokee Road, with quick access to the wooded paths, bike trails, and scenic 2.7 mile loop of Cherokee Park. With a hard to find 4...