Buying or selling a home in the Highlands, Louisville?
I'm Ryan Brown, a Highlands real estate agent and REALTOR® with RE/MAX Premier Properties. The Highlands' walkable Bardstown Road restaurant row, historic Cherokee Triangle homes, and 409-acre Cherokee Park make it one of Louisville's most sought-after neighborhoods. I'd welcome the opportunity to help you buy or sell here, from a starter shotgun to a restored Victorian.
Highlands market at a glance · October 12, 2026Homes in the Highlands sold for a median $354,500 over the last 90 days (124 sales), at 98.9% of list price, closing a median 43 days after listing. There are 147 homes for sale right now, about 3.6 months of supply (a seller's market), and 43% of active listings have taken a price cut.Source: Greater Louisville Association of REALTORS® (APEX MLS), pulled October 12, 2026. See every Louisville area compared.
Current Highlands Listings
Live MLS listings in the Highlands, pulled straight from the Greater Louisville Association of REALTORS® and updated throughout the day.
Listings shown are in ZIP codes 40204 and 40205. ZIP boundaries don’t match neighborhood lines exactly, so some nearby homes may appear. Text me if you want a search drawn to exact streets.
Listing information provided by the Greater Louisville Association of REALTORS® (APEX MLS). Information deemed reliable but not guaranteed and should be independently verified. Data updates periodically throughout the day.
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Restaurant Row, Cherokee Park, and some of Louisville's most walkable streets.
The Highlands is centered on a 3.2-mile stretch of Bardstown Road and Baxter Avenue, one of Louisville's most walkable neighborhoods and its best-known restaurant and nightlife corridor.
Bardstown Road "Restaurant Row"
Known locally as Restaurant Row, Bardstown Road and Baxter Avenue anchor a dense corridor of independent restaurants, coffee shops, and bars, from Jack Fry's to Quill's Coffee.
Cherokee Park & Cherokee Triangle
The 409-acre, Frederick Law Olmsted-designed Cherokee Park borders the historic Cherokee Triangle district's grand Victorian mansions — one of Louisville's most architecturally distinctive pockets.
Very Walkable & Bikeable
With a Walk Score around 81-83 and a Bike Score near 79, the Highlands is one of the most walkable neighborhoods in Louisville, with easy access to NuLu, Germantown, and downtown.
Home Values Across A Range
Median listing prices run around $370,000, with single-family homes from $350,000 to $550,000+ depending on the block and whether it's a starter shotgun or restored Victorian.
The Highlands, Louisville
Louisville Homes
A year in the Highlands: parades, art fairs, and Bardstown Road Aglow.
Bardstown Road and Baxter Avenue host some of Louisville’s biggest neighborhood events, and the side streets fill up for every one of them.
St. Patrick’s Parade
Hosted by the Ancient Order of Hibernians for more than 50 years, with floats, marching bands, and a packed afternoon at the Irish pubs on Baxter Avenue.
Bardstown Rd. & Baxter Ave.
GoToLouisville →Cherokee Triangle Art Fair
A free juried fair held since 1972 with more than 200 artists, music at the Willow Park gazebo, and a kids’ parade. Proceeds support the neighborhood library and Willow Park concerts.
Cherokee Pkwy., Willow Ave. to Cherokee Rd.
Cherokee Triangle Association →Louisville Pride Festival
A free daylong festival on Bardstown Road with music, drag stages, and more than 150 vendors. 2026 was its 11th year.
Bardstown Rd., Longest Ave. to Grinstead Dr.
Courier Journal →Bardstown Road Aglow
The Highlands’ biggest shopping day, held for 40 years. You get free trolleys, live music, shop specials, and a tree lighting at Bardstown Road and Grinstead Drive.
Bardstown Rd., Baxter & Barret Aves.
LEO Weekly →Dates and locations change from year to year, so check the organizer’s page before you go. This list was last reviewed in October 2026. Did I miss an event in the Highlands? Text me.
Several neighborhoods under one name.
“The Highlands” covers the Original Highlands, Cherokee Triangle, Tyler Park, Bonnycastle, Deer Park, Belknap, and more. Each has its own association.
Cherokee Triangle Association
Runs the art fair, takes care of Willow Park, and works on preservation in one of Louisville’s most architecturally rich districts.
Cherokee Triangle Association →Original Highlands Neighborhood Association
Represents the oldest part of the Highlands, the gateway area between downtown and Bardstown Road.
Original Highlands NA →Highland Commerce Guild
The business group behind Bardstown Road Aglow and other events that keep the corridor full of local shops.
Highland Commerce Guild →Two Olmsted parks and an arboretum on your doorstep.
Few neighborhoods anywhere have this much historic green space within walking distance.
Cherokee Park
Olmsted’s roughly 400-acre park, with a 2.4-mile Scenic Loop, wooded trails, Dog Hill, and Hogan’s Fountain with its 1905 statue of Pan.
Let’s Go Louisville →Tyler Park
A 13-acre Olmsted park opened in 1910, with its landmark stone bridge, tennis courts, a sprayground, and a winter sledding hill.
1501 Castlewood Ave.
Let’s Go Louisville →Cave Hill Cemetery & Arboretum
A Victorian garden cemetery from the 1840s with ponds, swans, and champion trees. Colonel Sanders and Muhammad Ali are buried here.
701 Baxter Ave.
Let’s Go Louisville →Bardstown Road: three miles of local restaurants.
Bardstown Road runs about three miles through the Highlands, with long-running institutions and new arrivals the whole way.
Jack Fry’s
A Louisville classic since 1933, known for lamb chops, filet, and shrimp and grits.
1007 Bardstown Rd.
Let’s Go Louisville →Homemade Ice Cream & Pie Kitchen
A Louisville institution for Kentucky Butter Pie and chocolate chess pie.
2525 Bardstown Rd.
Let’s Go Louisville →Heine Brothers’ & Quills
Heine Brothers’ bills itself as the original Louisville coffeehouse, and Quills on Baxter is a favorite for pour-overs.
1250 Bardstown Rd. · 930 Baxter Ave.
Let’s Go Louisville →Restaurants open and close. This list was last checked in October 2026. Want my current favorites? Text me.
Called the Highlands for the ridge it sits on.
The name comes from the ridge between the Middle and South Forks of Beargrass Creek, high above the Ohio River flood plain.
- 1815
Maj. William Preston and Caroline Hancock establish the “Briar Patch” plantation here. (Kentucky Historical Society)
- 1819
The Bardstown Turnpike, now Bardstown Road, is approved as a major route south. (Kentucky Historical Society)
- 1865
The area is known as New Hamburg after a wave of German immigrants. (Kentucky Historical Society)
- 1884
Much of today’s Cherokee Triangle incorporates as the city of Enterprise, partly to keep liquor sales out. (HistoricLouisville.com)
- 1891
Cherokee Park opens. Streetcars and the park turn the Highlands into one of Louisville’s most desirable suburbs. (Cherokee Triangle overview)
- 1930s
The entire area now called the Highlands is built out along the extended streetcar lines. (HistoricLouisville.com)
"I want every Highlands client to understand the deal as well as I do before we sign anything."
A realtor who treats your Highlands deal like it's my own money.
I'm Ryan Brown, a REALTOR® with RE/MAX Premier Properties working with buyers and sellers across Louisville, Kentucky — including the Highlands and the surrounding urban core. Before real estate, I spent four and a half years in the Marine Corps Infantry, including three deployments, then came home and used the GI Bill to attend the University of Louisville. I got my start rehabbing a $10,000 two-bedroom house, and the results hooked me on real estate ever since.
That hands-on start turned into years of steady growth — my team and I have helped close more than $20 million in real estate acquisitions and hundreds of units across the Louisville metro. These days I bring that same disciplined, numbers-first approach to Highlands buyers and sellers, whether it's a first shotgun house or a Cherokee Triangle Victorian.
What clients are saying on Zillow.
A few excerpts from my verified Zillow reviews — currently rated 5.0★ across 12 reviews.
“I have worked with Ryan Brown on the purchase and sale of all of my personal and investment properties since 2016. He knows the market and what is trending in the area very well. I highly recommend him for any of his real estate needs.”
“Ryan is the only realtor I will work with going forward. I've worked with other realtors in the past who were good, but once you experience a great realtor with the knowledge and capabilities Ryan exhibits, you will never settle for just good again.”
“Ryan Brown is an excellent Realtor. He listened to our concerns and answered any questions we had along the way. He worked diligently to sell our home and found us the perfect home for our family.”
“Ryan listed and sold my previous home and helped me find and buy my current home. He provided amazing service on both accounts and I highly recommend him to anyone looking to buy or sell property.”
Questions people ask about the Highlands.
If your question isn't covered here, text or call me directly — I'd rather answer it in five minutes than have you guess.
What is it like living in the Highlands, Louisville?
The Highlands is centered on a 3-mile stretch of Bardstown Road and Baxter Avenue, one of Louisville's most walkable and eclectic neighborhoods, known locally as "Restaurant Row." It includes sub-neighborhoods like the Original Highlands and Cherokee Triangle, and borders NuLu, Germantown, and Clifton.
What are home prices like in the Highlands?
Median listing prices in the Highlands run around $370,000, up nearly 15% year-over-year, with single-family homes typically ranging from $350,000 to $550,000+ and restored Victorians going higher. I'll pull current comparable sales for the specific block you're considering.
What schools serve the Highlands?
The Highlands falls within Jefferson County Public Schools, and I can confirm exactly which elementary, middle, and high school a specific address is zoned for, along with nearby magnet and private school options.
What amenities does the Highlands offer?
Bardstown Road and Baxter Avenue are lined with restaurants and bars like Jack Fry's, The Fat Lamb, and Quill's Coffee, plus 409-acre Cherokee Park — an Olmsted-designed park with a scenic 2.4-mile loop — and the historic Cherokee Triangle district.
What events happen in the Highlands?
The Highlands hosts the St. Patrick’s Parade in March, the Cherokee Triangle Art Fair the last weekend of April, the Louisville Pride Festival in September, and Bardstown Road Aglow on the first Saturday of December.
What parks are in the Highlands?
The Highlands has two Olmsted parks, Cherokee Park and Tyler Park, plus Willow Park in the Cherokee Triangle. Cave Hill Cemetery and Arboretum borders the neighborhood.
Do you help both buyers and sellers in the Highlands?
Yes. The Highlands attracts buyers drawn to its walkability and character, from starter shotgun houses to grand Cherokee Triangle Victorians. I bring the same numbers-first approach to pricing and negotiation, whatever side of the table you're on. Read more about my background →
Let's talk through your move to the Highlands.
Buying your next home in the Highlands, or selling the one you're in — send a few details and I'll follow up to schedule a call.
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