The Hamptons Homes for Sale

The Hamptons Homes for Sale

Welcome to The Hamptons, a picturesque subdivision nestled in the heart of Pittsboro, North Carolina, in the charming Chatham County. This idyllic community offers a perfect blend of serene countryside living and modern conveniences, making it an ideal choice for families, retirees, and anyone seeking a tranquil retreat.

The Hamptons features a variety of beautifully designed homes for sale, each crafted with attention to detail and quality. Whether you’re looking for a cozy single-family residence or a spacious family home, you’ll find a diverse selection of properties that cater to all lifestyles and preferences. Many homes boast open floor plans, gourmet kitchens, and expansive outdoor spaces, perfect for entertaining or enjoying quiet evenings under the stars.

Living in The Hamptons means embracing a lifestyle enriched by nature. The subdivision is surrounded by lush greenery and scenic landscapes, offering residents ample opportunities for outdoor activities such as hiking, biking, and fishing. With nearby parks and recreational facilities, families will find plenty of ways to enjoy the great outdoors.

In addition to its natural beauty, The Hamptons is conveniently located just a short drive from downtown Pittsboro, where you can explore charming shops, delightful dining options, and community events. The area is also known for its top-rated schools and friendly neighborhoods, making it a wonderful place to raise a family.

If you're searching for a home that combines comfort, style, and a welcoming community, look no further than The Hamptons in Pittsboro, NC. Explore our listings today and discover your dream home in this enchanting subdivision!

Newest The Hamptons Homes for Sale

417 Laurel Knoll Dr, Pittsboro
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 10193509 MLS ⋅ ACTIVE Status
Set on more than two private acres, this Pittsboro home feels like a retreat of its own while still being just minutes from Fearrington Village and downtown Pittsboro, and less than 20 minutes from Chapel Hill. Mature landscaping, a fully fenced backyard, and a peaceful setting create the kind of privacy that is increasingly hard to find. Step inside to a spacious foyer and dramatic two story living room, where abundant windows fill the home with natural light. The updated kitchen sits at the heart of the home, with a spacious dining room just off the kitchen offering plenty of room to gather and beautiful natural light. Thoughtfully selected designer lighting adds a custom feel throughout the home. With more than 3,700 total square feet, there is plenty of room to come together and space to spread out. The first floor primary suite offers the convenience of main level living, complete with a beautifully renovated primary bath and built in sound system. A second bedroom on the main floor is perfect for guests or can easily serve as a private home office. Upstairs, two additional bedrooms share a Jack and Jill bath, while the large bonus room offers even more flexibility for a media room, playroom, home office, or hangout space. Outside is where this home really shines. Start your morning with coffee on the screened porch, enjoy an extended pool season thanks to the heated saltwater pool, and end the day gathered around the outdoor fireplace or covered outdoor kitchen and bar. Surrounded by mature landscaping and more than two acres, the backyard feels like your own private escape with plenty of room to entertain, unwind, and simply enjoy the peace and quiet. Private without feeling remote, this is the kind of home that gives you room to breathe while keeping Fearrington Village, downtown Pittsboro, Chapel Hill, dining, shopping, and everyday conveniences within easy reach.

417 Laurel Knoll Dr, Pittsboro

67 Rolling Woods Ct, Pittsboro
$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 with ELEVATOR 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 with self-closing doors 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

Start Your Search

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 .

How much is your home worth?

Get instant property value now!