The Hamptons Homes with Chatham - Margaret B Pollard Middle School

The Hamptons Homes with Chatham - Margaret B Pollard Middle School

Welcome to The Hamptons, an enchanting subdivision nestled in the heart of Pittsboro, North Carolina, within the picturesque Chatham County. This charming community offers a perfect blend of tranquility and modern convenience, making it an ideal place for families, professionals, and retirees alike.

The Hamptons features a variety of beautifully designed homes that cater to diverse tastes and lifestyles. Whether you’re looking for a cozy single-family residence or a spacious family home, you’ll find an array of options that boast contemporary amenities and inviting outdoor spaces. The lush landscaping and well-maintained streets create a warm and welcoming atmosphere that residents are proud to call home.

One of the standout features of The Hamptons is its proximity to Chatham - Margaret B Pollard Middle School. Families with children will appreciate the convenience of having a reputable school just a stone's throw away, ensuring that education is easily accessible. This school is known for its dedicated staff and strong community involvement, making it a fantastic choice for nurturing young minds.

Living in The Hamptons also means you’re just minutes away from the vibrant downtown Pittsboro, where you can enjoy local dining, shopping, and cultural events. With its close-knit community feel and stunning natural surroundings, The Hamptons is more than just a subdivision; it’s a lifestyle choice that promises comfort, convenience, and a sense of belonging.

Discover your dream home in The Hamptons today, and experience the perfect blend of Southern charm and modern living in Pittsboro, NC!

Newest The Hamptons Homes with Chatham - Margaret B Pollard Middle School

$1,595,000
4 Beds 5 Baths 10190841 MLS ACTIVE Status
Luxury awaits at 67 Rolling Woods Court! Set on a beautifully landscaped homesite in The Hamptons of Pittsboro, this highly amenitized custom home offers more than 4,000 square feet designed for comfortable everyday living and easy entertaining. Site-finished hardwoods, extensive trimwork and abundant natural light carry throughout the main level, where the spacious kitchen opens seamlessly to the dining and family rooms. A large center island, custom cabinetry and walk-in pantry make the kitchen as functional as it is inviting, while the family room's fireplace and built-ins create a natural gathering place. The main-level primary suite is a retreat of its own with a generous walk-in closet, dual vanities and zero-entry shower. A second main-level bedroom and full bath offer added flexibility for guests, an office or whatever life calls for next. An elevator provides convenient access between levels, where three additional bedrooms, a dedicated home theater, flex space and multiple walk-in closets provide plenty of room to spread out. Outside, the covered veranda with phantom screen and expansive patio with linear gas fireplace overlook a beautifully maintained backyard with space to gather, entertain and unwind. Every upgrade imaginable: whole home generator, sealed crawlspace, HVAC replaced in 2024 with dehumidifier, Moen smart auto-temp in primary shower, centralized surge protector, reverse osmosis water filtration, and the list goes on. A side-load three-car garage, and abundant storage complete this thoughtfully designed home, tucked into a peaceful Pittsboro setting with convenient access to Chapel Hill and Apex.

67 Rolling Woods Ct, 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 .