Greenwood Homes with Outdoor Pool

Greenwood Homes with Outdoor Pool

Welcome to Greenwood, an enchanting subdivision nestled in the heart of Chapel Hill, North Carolina, within the picturesque Orange County. This charming community is a hidden gem, offering residents a perfect blend of tranquility and convenience. With its tree-lined streets, friendly neighbors, and a strong sense of community, Greenwood is the ideal place to call home.

One of the standout features of homes in Greenwood is the presence of outdoor pools, providing a refreshing oasis right in your backyard. Imagine lounging by the pool on sunny afternoons, hosting summer barbecues, or enjoying a serene evening swim under the stars. These outdoor spaces are designed for leisure and relaxation, making them perfect for families, couples, and anyone who loves to entertain.

The homes in Greenwood boast a variety of architectural styles, ensuring that there’s something to suit every taste. From cozy single-family residences to more spacious options, each home is thoughtfully designed with modern amenities and charming details. The lush landscaping and well-maintained yards enhance the overall appeal of this delightful neighborhood.

Living in Greenwood means you’re just a stone’s throw away from the vibrant culture and amenities of Chapel Hill. Explore local shops, dine at exquisite restaurants, and enjoy the rich arts scene that this town has to offer. With easy access to parks, trails, and recreational facilities, residents can embrace an active lifestyle while enjoying the natural beauty that surrounds them.

Discover the charm of Greenwood, where your dream home with an outdoor pool awaits! Come and experience the perfect blend of comfort, community, and convenience in this idyllic Chapel Hill neighborhood.

Newest Greenwood Homes with Outdoor Pool

$3,100,000
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 .