Greenwood Homes with Chapel Hill Carrboro - Northside Elementary School

Welcome to Greenwood, a charming subdivision nestled in the heart of Chapel Hill, North Carolina. This picturesque community is not just a place to live; it's a lifestyle that embodies the essence of Southern hospitality and modern convenience. Greenwood offers a unique blend of tranquility and accessibility, making it an ideal choice for families, professionals, and retirees alike.

The homes in Greenwood are designed with comfort and style in mind, featuring a variety of architectural designs that cater to diverse tastes. From cozy single-family homes to spacious townhouses, there’s something for everyone in this welcoming neighborhood. Residents enjoy beautifully landscaped yards, community parks, and tree-lined streets that encourage leisurely strolls and friendly gatherings.

One of the standout features of Greenwood is its proximity to the highly regarded Chapel Hill Carrboro School District, with Northside Elementary School located just a stone's throw away. This esteemed institution is known for its commitment to academic excellence and community involvement, making it a top choice for families looking to provide their children with a quality education.

Living in Greenwood means you’re not just part of a neighborhood; you’re part of a vibrant community. With easy access to local shops, restaurants, and recreational activities, residents can enjoy the best that Chapel Hill has to offer. Whether you’re exploring the beautiful parks, indulging in local cuisine, or attending community events, there’s always something happening just around the corner.

Discover the charm of Greenwood and experience the perfect blend of suburban serenity and urban convenience. Your dream home awaits in this delightful Chapel Hill community!

Newest Greenwood Homes with Chapel Hill Carrboro - Northside Elementary 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

$2,900,000

5 Beds ⋅ 7 Baths ⋅ 10185062 MLS ⋅ ACTIVE Status

Undeniable curb appeal announces this extraordinary 1939 Greenwood estate before you even step inside. Set on a private, one-acre wooded lot and cloaked in mystery by its rare Jeffersonian serpentine brick wall, the property unfolds along a brick paver, wood-lined walkway to an iconic wrap-around porch — the kind built for rocking chairs, sweet tea, and long evenings. Step through the door and discover a masterful blend of old-world character and modern luxury across three finished levels. Gleaming hardwood floors flow throughout light-filled rooms, anchored by a gathering room framed in a wall of windows, transom detail, and custom built-ins. The chef's kitchen is a study in refinement: a Wolf gas range, dual dishwashers, wine refrigerator, ice maker, walk-in pantry. A sophisticated wet bar, complete with glass-front cabinetry, sets the stage for effortless entertaining. Rest and retreat are equally elevated with 2 exquisite primary suites — one on each level — offering spa-caliber bathrooms appointed with a classic claw-foot soaking tub, oversized walk-in closets, and separate glass showers. A third-floor retreat adds even more flexibility, room perfect for a bedroom/office/playroom, full bath, and private gym — ideal for guests, a home fitness studio, or a peaceful work-from-home escape. The outdoor living is every bit as extraordinary as what's found within. Ascend from the upper primary suite to a private rooftop veranda, then descend a graceful spiral staircase to a fully fenced, resort-style rear yard centered on a stunning heated pool — a private oasis designed for al fresco entertaining beneath the stars. Completing this exceptional offering is a fully furnished 708-square-foot guest apartment or in-law suite above the garage, thoughtfully finished with its own kitchen, stainless appliances, washer/dryer, and a generous 13x16 living room — perfect for guests, extended family, or a private studio retreat. Ideally situated just moments from Battle Park, the University of North Carolina campus and hospital, PlayMakers Repertory Company, and Chapel Hill's finest dining and shopping — this is a rare offering where timeless architecture meets uncompromising luxury.

908 Greenwood 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 .