Pittsboro Homes with Chatham - Moncure School Middle School

Welcome to Pittsboro, North Carolina – a charming town nestled in the heart of Chatham County, where Southern hospitality meets a vibrant community spirit. Known for its picturesque landscapes and rich history, Pittsboro is a hidden gem that offers residents a unique blend of rural tranquility and modern conveniences.

As the county seat of Chatham, Pittsboro boasts a delightful downtown area filled with quaint shops, local eateries, and historic landmarks. The town is surrounded by scenic beauty, with lush greenery and serene waterways that invite outdoor enthusiasts to explore. Whether you enjoy hiking, fishing, or simply soaking in the natural surroundings, Pittsboro provides ample opportunities for recreation and relaxation.

For families, the town's commitment to quality education is evident, particularly with the presence of Chatham-Moncure School Middle School. This well-regarded institution is known for its dedicated staff and engaging curriculum, making it an ideal choice for families looking to settle in a nurturing environment. The school fosters a sense of community and encourages students to excel both academically and socially.

Homes in Pittsboro range from charming historic properties to modern new builds, catering to a variety of tastes and budgets. The real estate market here offers a wonderful opportunity for buyers seeking a peaceful lifestyle without sacrificing access to urban amenities. With its friendly atmosphere, excellent schools, and beautiful surroundings, Pittsboro truly stands out as a perfect place to call home.

Come discover the warmth and charm of Pittsboro – where your dream home awaits!

Newest Pittsboro Homes with Chatham - Moncure School Middle School

$399,900

10163282 MLS ⋅ ACTIVE Status

Build your dream home on this lovely 6.39 wooded acres at the end of Lakestone Estates Drive. This homesite offers both privacy and potential. The terrain is ideal for a future potential walk-out basement. Located in an established subdivision, the lot is ready with an approved 5-bedroom perc permit already on file. Enjoy the flexibility of no required timeline to build and the freedom to bring your own builder. A new property is currently under construction at the end of the cul-de-sac, adding to the appeal. ADU's are allowed.* Outdoor enthusiasts will appreciate being close to the shoreline of Jordan Lake, with quick access--about five minutes by car--to a boat ramp for motorized boats and the Robeson canoe launch. The property also backs up to protected Army Corps of Engineers land, creating a natural buffer and added privacy near the lake. Proximity to hiking trails along the Haw River and Pittsboro and within easy reach of Apex, Cary, and RTP, you'll also be under 10 minutes from Chatham Park and its growing list of amenities.

Lakestone Ests, Pittsboro

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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 .