Want to live in the heart of it all? Check out these homes for sale on or near Main Street — homes that also happen to be within walking distance of coffee shops, restaurants, entertainment, and beyond.

Condo with rooftop views

Proximity to Main: On Main Street
$699,000
3 BR, 2 BA, 2,139 sqft

Right in the heart of Southside, this condo has its own private elevator and a rooftop terrace with views of the Chattanooga Choo Choo sign. Bonus: Bluegrass Grill is in the same building, so you’re just steps away from delicious breakfast and lunch.

Modern two-story house with white siding, front porch, and manicured lawn, set under a clear blue sky. Neighboring homes visible on either side. — With fresh paint and updated lighting, this home is shining bright in Southside. | Photo by Creative Revolver

Right off the main drag

Proximity to Main: ~one block away
$559,000
3 BR, 3 BA, 1,740 sqft

This shotgun house is steps from the excitement on Main Street — but you’ll never have to worry about finding or paying for parking. It includes a private entrance to an attached two-car garage, and our favorite part? It’s less than a two-minute walk to Velo Coffee Roasters.

Dinner options on deck

Proximity to Main: ~two blocks away
$699,000
3 BR, 3 BA, 2,256 sqft

Between its fenced-in backyard and second-story balcony, this home offers plenty of spots to relax and enjoy some fresh air. When it’s time to eat, it’s less than a three-minute walk to Kai Bistro and Southside Pizza.