Hundred Oaks Homes with Chapel Hill Carrboro - Grey Culbreth Middle School

Welcome to Hundred Oaks, a charming subdivision nestled in the heart of Chapel Hill, North Carolina. This picturesque community is located in Orange County, offering residents the perfect blend of tranquility and convenience. Known for its stunning natural beauty, Hundred Oaks features lush landscapes, mature trees, and a welcoming neighborhood atmosphere that makes it an ideal place to call home.

The homes in Hundred Oaks boast a variety of architectural styles, from traditional to contemporary, catering to diverse tastes and lifestyles. With spacious layouts and modern amenities, these residences are designed for comfort and functionality. Many homes feature generous backyards, perfect for family gatherings, gardening, or simply enjoying the serene surroundings.

Families will appreciate the proximity to top-rated schools, including Chapel Hill Carrboro - Grey Culbreth Middle School, which is renowned for its strong academic programs and dedicated staff. This makes Hundred Oaks an attractive choice for families looking to provide their children with a quality education while enjoying a close-knit community environment.

Beyond the neighborhood, residents can explore the vibrant culture and recreational opportunities that Chapel Hill has to offer. From delightful local eateries to scenic parks and trails, there’s always something to discover. The nearby bustling downtown area is filled with unique shops, art galleries, and entertainment options, ensuring that you’re never far from the action.

Experience the perfect blend of suburban charm and urban convenience at Hundred Oaks—where your dream home awaits!

Newest Hundred Oaks Homes with Chapel Hill Carrboro - Grey Culbreth Middle School

$1,550,000

5 Beds ⋅ 6 Baths ⋅ 10190896 MLS ⋅ ACTIVE Status

Extraordinary Property. Beautiful Brick Home with fenced back yard. Main level living including a fabulous kitchen open to family and dining, a living room plus a guest BR/Ba. Wonderful screened and shuttered porch with gas FP provides almost year round pleasure. Front and back stairs to Ensuite Primary, two BRs and baths & play/study areas. Third floor office/guest suite with 5th full bath. Super bonus space with 6th full bath over the attached 3 car garage is currently enjoyed for media, exercise and games. This is a well appointed and well maintained home and will be a lucky discovery for a family needing a quiet areas as well as fun space for entertaining!

113 Hayworth Dr, Chapel Hill

$220,000

10147080 MLS ⋅ ACTIVE Status

A beautiful wooded lot close to everything Chapel Hill - easy access to UNC and all main arteries. Protected from roadways by sizeable HOA parcel and private home. The gentle slope is perfect for a walk out basement or your modern day tree house as the views of the treetops will be stupendous! Access by the driveway stub on Jolyn Lane. Park and walk this one!! Please see details in Agent Remarks.

102 Jolyn Pl, 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 .