Hundred Oaks Homes with Chapel Hill Carrboro - Carrboro High School

Welcome to Hundred Oaks, a charming subdivision nestled in the heart of Chapel Hill, North Carolina. This vibrant community is renowned for its picturesque landscapes, friendly neighbors, and an exceptional quality of life that makes it one of the most sought-after areas in Orange County.

Hundred Oaks boasts a delightful mix of residential homes, offering a variety of styles and sizes to suit every lifestyle. From cozy single-family homes to spacious two-story residences, each property is designed with comfort and modern living in mind. Many homes feature beautifully landscaped yards, open floor plans, and contemporary amenities that cater to both relaxation and entertainment.

One of the standout features of living in Hundred Oaks is its prime location within the Chapel Hill-Carrboro school district. Families will appreciate the proximity to Carrboro High School, known for its commitment to academic excellence and a wide range of extracurricular activities. The school’s strong community spirit and dedicated staff foster an environment where students thrive, making it an ideal choice for families with school-aged children.

Residents of Hundred Oaks also enjoy easy access to Chapel Hill’s vibrant downtown area, filled with eclectic shops, delicious dining options, and cultural attractions. With beautiful parks and recreational facilities nearby, outdoor enthusiasts will find plenty of opportunities for hiking, biking, and enjoying the natural beauty of North Carolina.

In Hundred Oaks, you’ll discover not just a house but a place to call home, where community, convenience, and quality education come together seamlessly. Come explore the charm of Hundred Oaks and envision your future in this welcoming neighborhood!

Newest Hundred Oaks Homes with Chapel Hill Carrboro - Carrboro High 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 .