Pittsboro Homes with Guilford - George Moses Horton Middle School

Pittsboro Homes with Guilford - George Moses Horton Middle School

Welcome to Pittsboro, North Carolina—a charming town steeped in rich history and surrounded by the stunning natural beauty of Chatham County. Nestled just a short drive from the bustling city of Chapel Hill, Pittsboro offers a perfect blend of small-town charm and modern conveniences. With its picturesque downtown area, residents enjoy a vibrant community atmosphere, complete with local shops, delightful eateries, and annual festivals that celebrate the town’s heritage.

One of the highlights of living in Pittsboro is its proximity to excellent educational opportunities. Homes in this area are served by the highly regarded Guilford - George Moses Horton Middle School, known for its commitment to academic excellence and fostering a supportive learning environment. Families will appreciate the school’s focus on innovation and character development, ensuring that students are well-prepared for their future endeavors.

The real estate landscape in Pittsboro is diverse, offering something for everyone—from cozy single-family homes to spacious properties with sprawling yards. Many homes boast stunning views of the surrounding countryside, providing a tranquil retreat from the hustle and bustle of city life. Whether you are a first-time homebuyer or looking to settle down in a serene community, Pittsboro has a variety of options to suit your needs.

With its rich cultural heritage, community spirit, and access to quality education, Pittsboro is not just a place to live—it's a place to thrive. Explore the charm of this hidden gem in North Carolina, where your dream home awaits!

Newest Pittsboro Homes with Guilford - George Moses Horton Middle School

220 Wendover Pkwy, Pittsboro
$598,500
3 Beds ⋅ 3 Baths ⋅ 10197403 MLS ⋅ ACTIVE Status
Seller is offering a $10,000 credit at closing toward the buyer's mortgage interest-rate buydown, subject to lender approval, loan-program limits, and agreed contract terms. Custom finishes and flexible living spaces distinguish this Chatham Park home in Pittsboro. At 220 Wendover Parkway, an added butler's pantry, updated paint, a custom half bath and detailed trim bring character to everyday living. The bonus room features wood flooring selected to match the first floor and a rich, dark palette that creates a cozy space for movies, hobbies or a home office. Added trim in the primary bedroom gives the room a finished, tailored feel. Garage built-ins provide organized storage alongside space currently used as a home gym. With 3 bedrooms, 2.5 baths and 2,412 square feet, the layout offers room to gather and space to spread out. Schedule a showing to see the finishes and layout in person.

220 Wendover Pkwy, Pittsboro
52 Shergold Dr, Pittsboro
$679,000
3 Beds ⋅ 3 Baths ⋅ 10157338 MLS ⋅ ACTIVE Status
There are homes... and then there are lifestyles. Welcome to the one that gives you both. And now even better! Built by the highly regarded Homes By Dickerson, this Green Certified ranch in Chatham Park is where thoughtful design meets effortless living. From the moment you walk in, you feel it, the warmth of engineered hardwood floors stretching across the main level, the natural flow of an open layout, and the kind of light that makes every space feel inviting. At the heart of the home, a true chef's kitchen steals the show: crisp white cabinetry, a striking gray island, quartz countertops, and stainless steel appliances, all perfectly positioned to keep you connected to the dining area and living room with custom built-ins. The main-level owner's suite is more than just a bedroom, it's your private retreat. Think spa-like bath, designer tile, and an oversized walk-in shower that makes everyday routines feel elevated. Add a second bedroom and a dedicated office on the first floor, and you have the flexibility today's buyers are searching for. Upstairs offers even more: a private bedroom and full bath, plus a massive unfinished storage area, ready to become whatever your future needs demand (bonus room, gym, studio... you name it). And then there's the porch. Screened, serene, and overlooking the woods. Your own quiet escape for morning coffee or evening unwinding. Living in Chatham Park means stepping into one of the Triangle's most exciting and thoughtfully planned communities. Enjoy parks, playgrounds, splash pad, dog park, sports fields, zip line, pickleball courts, a private pool, and over 30 miles of greenways. All just minutes from Jordan Lake State Recreation Area, downtown Pittsboro, and easy access to University of North Carolina at Chapel Hill. This isn't just a home! it's the next chapter you've been waiting for.

52 Shergold Dr, 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 .

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