Quick Chapel Hill NC MLS Search

Browse All Big Woods Hills Properties for Sale

$1,650,000
5 Beds 6 Baths 10191679 MLS ACTIVE Status
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 ACTIVE Status
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

$1,550,000
4 Beds 5 Baths 10025435 MLS CLOSED Status
Experience the serenity of country living in this captivating Horse Farmstead, complete with a Barn, Workshop, and charming Log Cabin, all nestled on expansive acres of picturesque terrain. Located close to Jordan Lake and set against a backdrop of over 10.88 acres of lush, rolling hills, the timeless Farmhouse beckons with its inviting wrap-around porch. Inside, discover 3480 square feet of generous living space, including 4 bedrooms and 4 1/2 bathrooms, offering comfort and ample room for relaxation. Adding to the property's charm is the rustic Log Cabin, boasting a new metal roof and adorned with historic decorative pieces that evoke a sense of nostalgia. Meticulously restored to retain its original allure while incorporating modern amenities, the cabin features a cozy stone fireplace, providing warmth and ambiance during chilly nights. Car enthusiasts and hobbyists will appreciate the spacious Workshop, capable of housing 3 cars and providing a haven for tinkering and creative endeavors. For horse lovers, the expansive Barn boasts 5 stalls, a tack room, wash stall, and ample hay storage, along with convenient amenities such as a washing machine for horse blankets and piping for a fly spray system. The property also offers 7 pastures, 6 run-in shelters, and fencing options including split rail, electric tape with solar chargers and wire mesh, ensuring the safety and comfort of equine companions. Equine enthusiasts will appreciate the standard size Dressage arena with proper drainage and new footing, as well as a separate lunging arena ideal for training and exercising horses. Amidst the tranquil surroundings, fruit trees including red apple, green apple, pear, plum, fig and pecan dot the landscape, complemented by a fenced-in garden area, offering the opportunity to grow fresh produce. Escape the hustle and bustle of city life and embrace a lifestyle of unparalleled tranquility and fulfillment in this captivating Horse Farmstead, where every detail is crafted for the enjoyment of humans and their beloved equine companions.

1220 Windy Ridge Rd, Chapel Hill

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 .

Big Woods Hills Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Big Woods Hills, Chapel Hill NC. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!