Who says you need a car to enjoy all that Lexington has to offer? These walkable Lexington homes for sale put your favorite cafe, eateries, and local hotspots just steps from your door.
Stroll to grab your morning coffee, enjoy lunch at a nearby cafe, and explore the city’s shops and attractions — all while living, working, and playing in the heart of Lexington.
132 Victory Ave. | $839,000
- 2,311 sqft
- 4 bedrooms, 3 bathrooms
- Fully rebuilt from the studs up, this 1926 Kenwick Craftsman blends historic charm with modern luxury. Featuring four bedrooms, three baths, wide-plank white oak floors, and a showpiece kitchen, this house is just steps from Kenwick Table. It’s bold, timeless, and unforgettable.
- Fun fact: This property has private gated access to Kenwick Table right out the back door.
220 Market St. | $1,130,000
- 2,855 sqft
- 3 bedrooms, 3 bathrooms
- Iconic, pink-painted brick, historic charm, and thoughtful updates make the Peter Paul House a downtown gem. Enjoy a custom kitchen, upstairs bedroom suites, and a private courtyard under a Henry Clay–planted ginkgo tree.
- Fun fact: This property is just moments away from coffee and restaurants, including a couple of editor Alexis’s local picks — Third Street Stuff and Coffee and Doodles.
269 S Hanover Ave. | $1,375,000
- 3,965 sqft
- 3 bedrooms, 3 bathrooms
- Debatably in one of editor Alexis’s favorite parts of town, this charming family home sits in the Chevy Chase + Ashland Park neighborhood. Just around the corner from Ashland Plaza, you’re steps from a strip of local shops along Euclid + Ashland Avenue, offering a variety of coffee spots, restaurants, and bars.
- Fun fact: This home boasts a dreamy front porch — a must for relaxing evenings in this neighborhood.
505 W Main St. Unit 501 | $2,299,000
- 2,876 sqft
- 3 bedrooms, 3 bathrooms
- Not ready to leave the city vibe, but ready to own? Or maybe looking to downsize? This elegant condo puts you in the heart of Lexington, just steps from downtown dining, shopping, and attractions. Enjoy floor-to-ceiling windows with relaxing city views, built-in bookshelves, dual wine coolers, and a wet bar—perfect for keeping the zen and entertaining in style.
- Fun fact: This unit has a spacious rooftop deck with a pergola.
361 S Upper St. | $2,299,000
- 1,141 sqft
- 1 bedroom, 1 bathroom
- Step into history with this circa 1805 log cabin, believed to be the oldest surviving log residence in Lexington still on its original site. The home blends early Kentucky charm — hand-hewn logs, exposed beams, brick fireplaces — with modern updates including a remodeled bath, updated kitchen, and new heat pump. Enjoy a rare downtown greenspace, private off-street parking, and easy access to Dudley Square’s shops and cafes.
- Fun fact: Dudley Square houses Lexington favorite Old School Coffee, among other businesses.
Note: The above houses were on the market as of Wednesday, Oct. 1.
