Pittsboro is home to lots of unique historic properties, many of which are in walking distance to downtown. Below you'll find a list of the most recent properties for sale in Pittsboro built before 1960.
Located in the heart of Chatham County's rapidly growing corridor, this property offers the perfect blend of rural charm and future opportunity. Enjoy a peaceful country ...
Affordable AND located only 3 minutes to downtown Pittsboro?? It really doesn't get better than this! This charming 2 bedroom, 1 bath home is the perfect starter home. It...
*Calling all Cash Buyers* 2 parcels - 5.99 acres in total! Discover a unique investment and lifestyle opportunity with this dual-home property offering flexibility, inco...
This historic home in Pittsboro is included in The Architectural Heritage of Chatham County as the Thomas Hackney House. Close to restaurants and shops and all that Downt...
This delightful and quaint cottage is nestled on 5 acres at the end of Seaforth Road, situated in a private enclave bordered on two sides by USA game lands that will rema...
This charming 4-bedroom, 2 bath home beautifully blends historic allure with contemporary updates. This delightful home boasts beautiful heart pine floors, stunning bead ...
There's a new MARSHALL in town!! :) An exceptional opportunity to acquire 33+ STUNNING ACRES with remarkable lifestyle appeal and long-term investment potential! This uni...
Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .