Greenwood Homes with Fenced Pool

Greenwood Homes with Fenced Pool

Welcome to Greenwood, a hidden gem nestled in the heart of Chapel Hill, North Carolina. This charming subdivision offers a perfect blend of suburban tranquility and vibrant community life, making it an ideal place for families, professionals, and retirees alike. With its picturesque tree-lined streets and beautifully manicured lawns, Greenwood exudes a warm and inviting atmosphere that feels like home from the moment you arrive.

One of the standout features of homes in Greenwood is the availability of properties with fenced pools. Imagine spending warm summer days lounging by your own private oasis, where you can relax and entertain family and friends in complete privacy. These homes are designed with outdoor living in mind, providing the perfect backdrop for barbecues, pool parties, or simply unwinding after a long day. The safety and security of a fenced pool ensure peace of mind for families with children or pets, allowing everyone to enjoy the refreshing waters without worry.

Living in Greenwood means you’ll also have access to some of the best amenities that Chapel Hill has to offer. From top-rated schools and parks to a thriving local dining scene, everything you need is just a short drive away. With its rich cultural heritage and a strong sense of community, Greenwood is more than just a place to live; it’s a lifestyle choice.

Explore the possibilities that await you in Greenwood, and discover your dream home with a fenced pool today! Whether you're looking to relax by the water or enjoy the vibrant community, Greenwood is the perfect place to call home.

Newest Greenwood Homes with Fenced 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 .