Greenwood Homes with Chapel Hill Carrboro - Grey Culbreth Middle School

Welcome to Greenwood, a charming subdivision nestled in the heart of Chapel Hill, North Carolina. This vibrant community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Greenwood is renowned for its picturesque tree-lined streets and beautifully maintained homes, many of which boast spacious yards and inviting outdoor spaces. The architectural styles here range from classic single-family homes to modern designs, ensuring something for everyone. Residents enjoy a strong sense of community, with friendly neighbors and a variety of local events that foster connection and camaraderie.

One of the standout features of Greenwood is its proximity to top-rated educational institutions. Families with school-age children will appreciate the esteemed Chapel Hill Carrboro City Schools, particularly the renowned Grey Culbreth Middle School. This school is known for its dedicated staff, diverse curriculum, and commitment to student achievement, making it a fantastic choice for families seeking quality education.

Living in Greenwood means having easy access to the best that Chapel Hill has to offer. From delightful local shops and restaurants to beautiful parks and recreational facilities, residents can enjoy a vibrant lifestyle filled with cultural experiences and outdoor activities. Plus, with the bustling downtown area just a short drive away, you’ll have everything you need right at your fingertips.

Whether you’re looking to settle down or invest in a thriving community, Greenwood in Chapel Hill is the perfect place to call home. Discover the charm and convenience of this lovely subdivision today!

Newest Greenwood Homes with Chapel Hill Carrboro - Grey Culbreth Middle School

$1,950,000

5 Beds ⋅ 5 Baths ⋅ 10193531 MLS ⋅ ACTIVE Status

Completely reimagined, renovated, expanded and rebuilt by Design Works Construction in partnership with favorite local architect Chad Wilkins, this home is a showstopper. Located in the heart of Greenwood, one of Chapel Hills most treasured neighborhoods, 753 Old Mill is ready for you to live the life you imagined! The main floor offers exceptional and expansive gathering space, perfectly scaled for the biggest bashes and intimate daily living. Pull up a seat at the island and take in the view of the extra large grassy lot and generous patio through the panoramic kitchen windows. A scullery and mud room offer all the practical space you need while making it possible to live gently and minimally...if that's your thing! 2 rooms and a full bath create the perfect main floor guest wing, office suite, or a bit of both and don't miss the in law suite/rec room at the far end complete with kitchenette, full bath, and private entrance and driveway. Upstairs 3 perfectly situated en suite bedrooms embrace abundant natural light and clean lines. Just the right room in just the right places. Back downstairs, a retracting paneled glass door brings the outdoors in. With a front porch, back patio, and rear covered porch as well, whatever the weather, 753 is a great place to be outside. And if you have World Cup Fever still, you will love the lighted practice field, perfect for training up the next Messi.

753 Old Mill Rd, Chapel Hill

$995,000

5 Beds ⋅ 4 Baths ⋅ 10190810 MLS ⋅ ACTIVE Status

Nestled among beautiful mature trees in one of Chapel Hill's premier neighborhoods, Greenwood, which was created by Pulitzer-Prize winning playwriter, Paul Green, this all-brick home offers timeless charm, flexible living space, and endless potential. Hardwood floors, skylights, and a whole-house fan fill the home with natural light and comfort, while the spacious deck overlooks a peaceful setting. The heated & cooled sunroom (a later addition) offers a warm & cozy experience. The kitchen features granite countertops, granite backsplash, stainless steel appliances, and a gas cooktop. The daylight walkout basement includes a large apartment with its own kitchen, full bath, living space, and private entrance—ideal for multi-generational living, guests, or a home office. Additional features include a wood stove insert, pull-down attic storage, gas heat, and no HOA. A rare opportunity to make this well-built home your own in a beautiful, established setting.

611 Greenwood Rd, Chapel Hill

$375,000

10063322 MLS ⋅ ACTIVE Status

Wonderful chance to own a piece of Chapel Hill history. This 1.2 acre lot in Greenwood is ripe for your dream space. Accessible to city sewer and water. 2 miles to UNC, 4 miles to I-40, close to shopping, restaurants, and all the Chapel Hill has to offer.

636 Christopher 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 .