Greenwood Homes with Private Pool

Greenwood Homes with Private Pool

Welcome to Greenwood, a charming subdivision nestled in the heart of Chapel Hill, North Carolina. This picturesque community is known for its serene atmosphere, friendly neighbors, and a perfect blend of nature and modern living. Whether you are a first-time homebuyer or looking to settle down in a peaceful environment, Greenwood offers a delightful array of homes that cater to diverse lifestyles.

One of the standout features of Greenwood is the availability of homes with private pools, providing residents with the ultimate luxury and relaxation right in their backyards. Imagine basking in the sun on a warm summer day, hosting barbecues with friends, or enjoying a tranquil evening swim under the stars—all without leaving the comfort of your home. These private oases not only enhance your living experience but also add significant value to your property.

The subdivision is conveniently located near top-rated schools, vibrant shopping districts, and an array of dining options, making it an ideal place for families and professionals alike. With easy access to the scenic trails of the surrounding parks and the rich cultural offerings of Chapel Hill, residents of Greenwood can enjoy the best of both worlds—quiet suburban living and an active lifestyle.

As you explore the homes in Greenwood, you’ll find a variety of architectural styles, each designed with comfort and elegance in mind. Embrace the opportunity to create lasting memories in a community that feels like home. Discover the charm of Greenwood today, where your dream home with a private pool awaits!

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

Start Your Search

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 .