Greenwood Homes with Private Pool

Greenwood Homes with Private Pool

Welcome to Greenwood, a charming subdivision nestled in the heart of Chapel Hill, North Carolina, within the picturesque Orange County. Known for its serene atmosphere and stunning natural beauty, Greenwood offers residents a perfect blend of suburban tranquility and vibrant community life. Here, you’ll find tree-lined streets, friendly neighbors, and a welcoming spirit that makes this area truly special.

One of the standout features of homes in Greenwood is the availability of private pools. Imagine stepping into your backyard oasis on a warm summer day, where you can relax by your own pool, host family gatherings, or enjoy a refreshing swim whenever you desire. These homes are designed to provide not just comfort but also a lifestyle that embraces outdoor living and leisure.

The architecture in Greenwood is diverse, with styles ranging from contemporary designs to classic Southern charm, ensuring that there’s something for everyone. Each home is thoughtfully designed, often featuring spacious layouts, modern amenities, and beautiful landscaping that enhances the overall appeal of the community.

Living in Greenwood means you’re just a stone’s throw away from Chapel Hill’s vibrant downtown, with its array of dining, shopping, and cultural attractions. With nearby parks, hiking trails, and top-rated schools, families will find plenty of opportunities for recreation and education.

Whether you’re looking to dive into the refreshing waters of your private pool or explore the rich culture of Chapel Hill, Greenwood offers a lifestyle that’s both fulfilling and enjoyable. Come discover your dream home in this idyllic subdivision and experience the best of North Carolina living!

Newest Greenwood Homes with Private Pool

$3,100,000
5 Beds 7 Baths 10185062 MLS COMING SOON 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 .