323 W Main Street C

Durham, NC 27701

In a sea of glass boxes, dare to be different. Don't miss this rare, floor-through double unit penthouse on Downtown Durham's Main Street. This special loft is where Durham's industrial heritage meets sophisticated urban luxury, defined by soaring ten-foot ceilings and a breathtaking expanse of original heart pine flooring. The interior is a masterclass in texture and soul, featuring a gallery-length exposed plaster wall and centuries-old brickwork that serves as the perfect backdrop for your art collection or minimalist design. A rooftop-party-ready kitchen with premium appliances flows seamlessly into an airy living space, illuminated by massive triple-pane windows that frame views of Five Points while ensuring an environment of solitude in the middle of it all. This residence offers the kind of architectural versatility rarely found in the urban core and is in one of the rare buildings of its caliber that allows Airbnb. The true piece de résistance is the 400-square-foot private rooftop terrace, an outdoor oasis that sets this property apart from anything else on Main Street. Here, you can entertain against the backdrop of the iconic American Tobacco towers and the downtown skyline, all while sitting beside a piece of history—the home's original, hand-painted Bull Durham tobacco mural. Complete with modern Trex decking and a private water spigot for your urban garden, this is the ultimate retreat for the discerning buyer who demands a residence with history, style, and impeccably framed views.

Listing courtesy of Roy Ellis of Compass -- Chapel Hill - Durham



Listings that are marked with an icon are provided courtesy of the Triangle MLS, Inc. of North Carolina, Internet Data Exchange Database. Copyright 2026 Triangle MLS, Inc. of North Carolina. All rights reserved.

Last checked: 2026-10-04 01:31 AM UTC