Greenwood Homes with Outdoor Pool

Greenwood Homes with Outdoor Pool

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

As you explore this delightful neighborhood, you'll discover beautifully designed homes that reflect both modern elegance and classic Southern charm. One of the standout features of many properties in Greenwood is the presence of outdoor pools, providing the perfect oasis for relaxation and recreation. Imagine enjoying warm summer days lounging by your private pool, hosting lively barbecues, or simply unwinding with a good book as the sun sets over the horizon.

Greenwood is not just about stunning homes; it also boasts a strong sense of community. Residents enjoy easy access to top-rated schools, local parks, and an array of shopping and dining options. The nearby downtown Chapel Hill is brimming with cultural attractions, including art galleries, theaters, and vibrant farmers' markets that celebrate the region's rich heritage.

For outdoor enthusiasts, the surrounding area offers numerous trails and natural spaces, perfect for hiking, biking, or leisurely strolls. With its welcoming atmosphere and beautiful homes featuring outdoor pools, Greenwood is truly a hidden gem in Orange County.

Whether you’re looking to invest in a family home or seeking a peaceful retreat, Greenwood in Chapel Hill, NC, invites you to experience a lifestyle that perfectly balances comfort, community, and leisure. Come and discover your dream home today!

Newest Greenwood Homes with Outdoor Pool

$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 .