Greenwood Homes with Fenced Pool

Greenwood Homes with Fenced Pool

Welcome to Greenwood, a charming subdivision nestled in the heart of Chapel Hill, North Carolina, where the spirit of community meets the tranquility of nature. Known for its picturesque tree-lined streets and friendly neighbors, Greenwood offers a serene escape while keeping you close to the vibrant culture and amenities of Chapel Hill.

One of the standout features of homes in Greenwood is their luxurious fenced pools, perfect for those sun-soaked summer days or cozy evening gatherings. Imagine stepping into your backyard oasis, where you can unwind with family and friends, all while enjoying the privacy that a fenced pool provides. These homes are designed not just for living, but for creating lasting memories.

The architecture in Greenwood reflects a harmonious blend of traditional charm and modern convenience, ensuring that each residence feels both inviting and functional. Many homes boast spacious layouts, updated kitchens, and lush landscaping that enhances the overall appeal of the neighborhood. With a strong sense of community, residents often come together for seasonal events, fostering friendships that last a lifetime.

Located in Orange County, Greenwood is just a stone's throw away from the bustling downtown of Chapel Hill, where you can explore a variety of shops, restaurants, and cultural attractions. With excellent schools and abundant parks nearby, Greenwood is the ideal place for families looking to settle down in a nurturing environment.

Discover the perfect blend of comfort, community, and convenience in Greenwood – where your dream home awaits!

Newest Greenwood Homes with Fenced 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 .