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 20, 2019
133
Listed
72
Avg. DOM
$184.98
Avg. $ / Sq.Ft.
$359,900
Med. List Price
133 Properties
Page 1 of 12
$199,900
Subdivision: Highland Terrace
2
Beds
2
Baths
1,420
Sq.Ft.
2001
Year Built
1
Days on Site
1538206
MLS
18,000 BELOW VALUE PLUS A 5,000 DOLLAR FLOORING CREDIT AT CLOSING!!!This two bedroom/two full bath condo is the perfect location for anyone with an active lifestyle. With excellent parks and an...
Open 7/21
1420 Christy Ave Louisville, KY 40204
$167,500
Subdivision: Highlands
2
Beds
1
Baths
1,267
Sq.Ft.
1890
Year Built
2
Days on Site
1538045
MLS
An original Highlands classic! With curb appeal galore, this fabulous shotgun features a great floor plan for entertaining and wonderful natural light. The charming front porch is the perfect spot...
Open 7/28
1905 Stevens Ave Louisville, KY 40205
2
Beds
2
Baths
1,450
Sq.Ft.
1905
Year Built
2
Days on Site
1538146
MLS
Beautiful 2 Bed 2 Full Bath with 2 car detached garage in the desirable Highlands! Great character, exposed brick, elevated ceilings, & tasteful updates! Comfortable Living Rm. Remodeled Kitchen w/...
Open 7/21
2519 Cherokee Pkwy #5 Louisville, KY 40204
$169,900
Subdivision: Cherokee View
2
Beds
1
Baths
1,015
Sq.Ft.
1916
Year Built
3
Days on Site
1537913
MLS
Look no further! Come see this gorgeously updated condo in the Cherokee Triangle. This large unit is filled with natural light that pours in through the many windows filled with views of Cherokee...
Open 7/21
1814 Eastern Pkwy Louisville, KY 40204
$365,000
Subdivision: Deer Park
4
Beds
3
Baths
3,655
Sq.Ft.
1915
Year Built
3
Days on Site
1537927
MLS
Welcome to 1814 Eastern Pkwy. This wonderfully maintained Deer Park home has bountiful living space both inside and out. 1814 has four bedrooms and three full baths over four levels. The first floor...
Open 7/21
1335 Morton Ave Louisville, KY 40204
$266,000
Subdivision: Highlands
3
Beds
2
Baths
2,186
Sq.Ft.
1900
Year Built
3
Days on Site
1537933
MLS
This Highlands period home features hardwood floors, 9' ceilings, and three fireplaces. The corner lot and large windows make for a light and airy feel, a unique feature for a Highlands home. A very...
Open 7/21
2615 Landor Ave Louisville, KY 40205
$314,900
Subdivision: Seneca Vista
3
Beds
2F11/2
Baths
2,070
Sq.Ft.
1939
Year Built
3
Days on Site
1537965
MLS
Beautiful renovated hot Highlands's home for sale!! This home has gone through a MAJOR renovation. From the minute you pull up to the house you will notice the extensive landscaping both in the...
Open 7/21
1827 Sherwood Ave Louisville, KY 40205
$269,900
Subdivision: Highlands
2
Beds
1F11/2
Baths
1,508
Sq.Ft.
1905
Year Built
3
Days on Site
1537981
MLS
AMAZING home in GREAT Highlands area - loaded with charm and NEW dimensional shingle roof (2019); Big rooms, tall ceilings; light filled entry foyer; living room with great arched window and lots of...
Open 7/21
1801 Spring Dr #P Louisville, KY 40205
$167,000
Subdivision: Tudor Terrace
2
Beds
1
Baths
929
Sq.Ft.
1927
Year Built
4
Days on Site
1537794
MLS
Welcome to Tudor Terrace, a stately English Tudor Revival architectural gem, nestled among some of the finest homes in Cherokee Park. This is a rare opportunity to own the only private, unique lower...
$99,900
Subdivision: Cherokee Triangle
1
Beds
1
Baths
750
Sq.Ft.
1920
Year Built
4
Days on Site
1537799
MLS
This is a one bedroom unit on the 3th floor with great view of the Park, lots of light, new lights and fan in bedroom, new kitchen floor, bath tub re-glazed, professionally cleaned.
$825,000
Subdivision: Moyle Hill
4
Beds
2
Baths
3,627
Sq.Ft.
1951
Year Built
4
Days on Site
1537873
MLS
You'll love entertaining on the expansive brick patio with sweeping views of Cherokee Park. Two bathroom remodels were completed July 2019 and the other two baths were already updated. The kitchen...
Open 7/21
2145 Woodford Pl Louisville, KY 40205
$499,000
Subdivision: Woodbourne
3
Beds
2F21/2
Baths
2,597
Sq.Ft.
1925
Year Built
5
Days on Site
1537714
MLS
Charming parkside home on a wonderful corner lot, just a few blocks from Cherokee Park, in one of the most desirable areas within the Highlands. This lovely home offers beautiful hardwood floors...

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