Big Woods Hills Real Estate

Welcome to Big Woods Hills, an enchanting subdivision nestled in the heart of Chapel Hill, North Carolina. This picturesque community is a hidden gem within Chatham County, offering an idyllic blend of natural beauty and modern living.

Big Woods Hills is characterized by its lush, wooded landscapes and serene surroundings, making it a perfect retreat for those seeking tranquility without sacrificing convenience. Residents enjoy easy access to the vibrant cultural scene of Chapel Hill, known for its rich history, diverse dining options, and a plethora of outdoor activities. From the scenic trails of the nearby Eno River State Park to the charming shops and cafes in downtown Chapel Hill, there’s something for everyone to enjoy.

The homes in Big Woods Hills are thoughtfully designed, showcasing a variety of architectural styles that complement the natural environment. Each property boasts spacious lots, providing ample outdoor space for families to thrive, host gatherings, or simply unwind in the fresh air. With a strong sense of community, neighbors often come together for social events, fostering lasting friendships and connections.

Families will appreciate the highly rated schools in the area, making Big Woods Hills an ideal place to raise children. The community is also conveniently located near major highways, ensuring easy commuting to nearby cities and attractions.

Whether you’re looking for a peaceful place to call home or a vibrant community to engage with, Big Woods Hills offers a perfect blend of both. Discover the charm of this exceptional subdivision and embrace the lifestyle you’ve always dreamed of in beautiful Chapel Hill, NC.

Newest Listings in Big Woods Hills

$1,650,000

5 Beds ⋅ 6 Baths ⋅ 10191679 MLS

One distinctive single-family property offers approximately 6,912 square feet across two substantial structures on one magnificent lot, just moments from Jordan Lake and surrounded by undisturbed wildlife. The main log home features timber-frame roof construction with exposed structural beams and posts throughout and is connected by an open pergola walkway to the rear garage/living structure. The main home contains three bedrooms and four full bathrooms; the rear structure provides two additional bedrooms and two full bathrooms. You'll feel a world away while only minutes from Chapel Hill, Durham, Pittsboro, Cary, and Apex. Crafted with timeless design, the main home welcomes you with lofted ceilings, huge windows, and a dramatic stone fireplace. Wraparound porches, a screened porch, and oversized deck provide endless spaces to relax and soak in the serene surroundings. Exquisitely renovated kitchen is perfectly modern and features artisan tile, GE Café appliances, and a large quartz island made for gathering. The luxurious main level primary suite offers a spa like bath with soaking tub, oversized walk in shower, and walk in closet. Upstairs, an open loft living room overlooks the great room, and two spacious vaulted bedrooms have their own en-suite baths. A handsome study with custom built-ins and a Murphy bed provides the perfect home office, library, or guest retreat. As remarkable as the main home, the rear structure expands the property's possibilities, offering exceptional flexibility for multigenerational living, small business, or recreational use. The lower level features a three-bay garage and heated and cooled wired workshop. A huge home gym and game room with a full bath and steam shower overlook the trees. Large living space above has two additional bedrooms, plus two offices, an open concept kitchen and living area, and an enviable media room! Completing the estate is a barn with loft, ideal for equestrian pursuits, storage, or creating the homestead you've always imagined. Private, peaceful, and truly one of a kind. One exceptional single-family property, six spectacular acres, with endless possibilities. Some homes check every box...this one creates an entirely new list.

420 Windy Ridge Rd, Chapel Hill

$2,990,000

4 Beds ⋅ 6 Baths ⋅ 10169281 MLS

A rare opportunity to own a truly one-of-a-kind property created by a respected local custom builder as his personal residence. Privately set on more than 4 acres in Chapel Hill, this estate combines timeless architecture and extraordinary craftsmanship with an unusually versatile collection of living spaces—including a substantial workshop/garage, private guest apartment and separate studio. Designed and built with uncompromising attention to detail, the home features extensive custom millwork/cabinetry, beautiful hardwood floors, handcrafted stonework and thoughtfully designed spaces that feel both refined and welcoming. The architecture strikes a timeless balance between classic and modern farmhouse influences—elegant without being formal and distinctive without being trend-driven. Beyond the main residence, the property offers a rare collection of additional spaces seldom found together in one estate. A 1,400+ square-foot workshop/garage provides generous room for cars, hobbies, equipment or creative pursuits. Above it, an approximately 800-square-foot private apartment includes a full kitchen, bedroom, full bath and laundry. A separate studio with a Murphy bed and half bath adds yet another flexible space for guests, work, art or personal use. Outside, more than four acres create a private retreat surrounded by mature trees, beautiful landscaping, custom stone walls, a vegetable garden and a cutting garden. Expansive outdoor spaces invite quiet mornings, entertaining and enjoying the feeling of a private country estate while remaining conveniently located to Chapel Hill, Jordan Lake and the greater Triangle. This is more than a custom home—it is a thoughtfully crafted property designed for the way people actually want to live. Exceptional quality, privacy, versatility and timeless design come together in a setting that is increasingly difficult to find.

977 Windy Ridge Rd, Chapel Hill

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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 .