Greenwood Homes with Chapel Hill Carrboro - East Chapel Hill High School

Welcome to Greenwood, a charming subdivision nestled in the heart of Chapel Hill, North Carolina. This picturesque community is located in Orange County and is known for its serene atmosphere, tree-lined streets, and friendly neighbors. Greenwood offers a perfect blend of suburban tranquility and easy access to the vibrant culture and amenities that Chapel Hill has to offer.

The homes in Greenwood are thoughtfully designed, featuring a variety of architectural styles that cater to diverse tastes. From cozy single-family homes to spacious two-story residences, there’s something for everyone. Many properties boast beautifully landscaped yards and modern interiors, making it an ideal place for families, professionals, and retirees alike.

One of the standout features of Greenwood is its proximity to excellent educational opportunities. Residents benefit from being part of the Chapel Hill-Carrboro City Schools district, renowned for its commitment to academic excellence. Families will appreciate being within the East Chapel Hill High School zone, known for its strong curriculum and dedicated staff, fostering an environment where students can thrive.

In addition to its educational advantages, Greenwood is conveniently located near a variety of parks, shopping centers, and recreational facilities. The vibrant downtown area of Chapel Hill is just a short drive away, offering an array of restaurants, boutiques, and cultural attractions that make this city a delightful place to call home.

If you’re seeking a community that combines comfort, convenience, and a strong sense of belonging, Greenwood in Chapel Hill is the perfect choice. Come and discover the charm of this wonderful neighborhood today!

Newest Greenwood Homes with Chapel Hill Carrboro - East Chapel Hill High 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 .