Greenwood Homes with Private Pool

Greenwood Homes with Private Pool

Welcome to Greenwood, a delightful 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 one of the most sought-after neighborhoods in Orange County.

In Greenwood, you'll find an impressive selection of homes, each designed with modern living in mind. Many of these residences boast private pools, providing the perfect oasis for relaxation and recreation right in your backyard. Imagine spending warm summer days lounging by your pool, hosting barbecues with friends, or enjoying a peaceful evening under the stars. These private pools not only enhance your lifestyle but also add value to your home.

The subdivision is surrounded by lush greenery and scenic views, offering residents a serene environment to unwind after a busy day. Families will appreciate the proximity to top-rated schools, parks, and recreational facilities, ensuring that there’s always something fun to do. Additionally, the vibrant downtown Chapel Hill is just a short drive away, where you can explore an array of shops, restaurants, and cultural attractions.

Living in Greenwood means embracing a community that values both comfort and connection. Whether you're a first-time homebuyer or looking to settle down in a peaceful neighborhood, Greenwood offers the ideal setting to create lasting memories. Come discover your dream home with a private pool in this charming subdivision, where every day feels like a vacation!

Newest Greenwood Homes with Private 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 .