Hundred Oaks Real Estate

Welcome to Hundred Oaks, an enchanting subdivision nestled in the heart of Chapel Hill, North Carolina. Known for its picturesque landscapes and vibrant community spirit, Hundred Oaks offers a unique blend of suburban tranquility and easy access to urban amenities, making it an ideal place for families, professionals, and retirees alike.

As you stroll through the tree-lined streets of Hundred Oaks, you'll be captivated by the charming architecture of the homes, each reflecting a distinct character and style. The community is designed to foster connections, with friendly neighbors and a welcoming atmosphere. With spacious lots and beautifully landscaped yards, residents can enjoy outdoor living at its finest.

Located just minutes from the bustling downtown area of Chapel Hill, residents of Hundred Oaks have quick access to a variety of shopping, dining, and entertainment options. The renowned University of North Carolina is also nearby, offering cultural events, educational opportunities, and a lively atmosphere. Nature enthusiasts will appreciate the proximity to parks and trails, including the scenic Bolin Creek Trail, perfect for hiking, biking, or simply enjoying a peaceful afternoon outdoors.

Education is a cornerstone of the Hundred Oaks community, with access to some of the top-rated schools in Orange County. Families will find a nurturing environment for their children to thrive academically and socially.

Whether you’re looking for a cozy family home or a peaceful retreat, Hundred Oaks combines the best of Chapel Hill living. Discover the charm of this delightful subdivision and make it your next home sweet home!

Newest Listings in Hundred Oaks

$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

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 .