Pittsboro Homes with Community Pool

Welcome to Pittsboro, North Carolina—a charming town nestled in the heart of Chatham County that perfectly blends small-town charm with modern conveniences. Known for its rich history and vibrant community spirit, Pittsboro offers a welcoming atmosphere for families, retirees, and everyone in between. With its picturesque landscapes and friendly neighbors, it’s no wonder that many are drawn to call this delightful town home.

One of the standout features of Pittsboro is its array of beautiful homes that come with access to community pools. Imagine spending hot summer days lounging by the water, enjoying a refreshing swim, or hosting barbecues with friends and family in a serene, well-maintained environment. These community pools not only provide a perfect escape from the summer heat but also foster a sense of camaraderie among residents, making it easy to forge lasting friendships.

Pittsboro is not just about the homes; it’s about the lifestyle. With an array of local shops, delicious eateries, and outdoor recreational opportunities, there’s always something to explore. Whether you’re hiking along the scenic trails of nearby parks or savoring a meal at a local café, you’ll find that Pittsboro is a place where community and nature thrive together.

If you’re seeking a home in a place where you can enjoy both comfort and connection, look no further than Pittsboro, NC. With its welcoming community and homes that feature access to community pools, you’ll find the perfect setting to create lasting memories. Come discover the charm of Pittsboro today!

Newest Pittsboro Homes with Community Pool

$549,999

3 Beds ⋅ 3 Baths ⋅ 10185428 MLS ⋅ ACTIVE Status

Experience the charm and sophistication of this impeccably maintained French Provincial-style home, thoughtfully designed for both everyday comfort and elegant entertaining. Built in 2010, this stunning residence features 3 bedrooms, 2.5 bathrooms, a spacious bonus room. The luxurious main-level primary suite offers a private retreat, while beautiful hardwood floors enhance the main living spaces with warmth and character. Upstairs, you'll find two additional bedrooms, a full bath, walk-in attic spaces for storage and a versatile bonus room that can easily serve as a home office, media room, guest space, or hobby area. Relax and unwind on the inviting screened porch, perfect for enjoying your morning coffee or gathering with family and friends. Recent updates provide peace of mind, including a new lower HVAC system (2022), gas water heater (2026), epoxy-coated garage floor (2021), with electric garage heater for supplemental heat. Situated in a welcoming community with a pool, clubhouse, and pond, this home offers the perfect balance of neighborhood amenities and small-town charm. Enjoy being just minutes from historic downtown Pittsboro, where you'll find local dining, shopping, community events, and more. Convenient access to US 15/501, NC 87, and US 64 makes travel throughout Chatham County and the Triangle area easy. If you are seeking the convenience of first-floor living, thoughtful updates, and an exceptional Pittsboro location, 28 Old Post Court is a home you won't want to miss.

28 Old Post Ct, Pittsboro

$1,200,000

4 Beds ⋅ 4 Baths ⋅ 10161024 MLS ⋅ ACTIVE Status

A rare opportunity awaits in the exclusive Estates at Chapel Ridge. This distinguished Prewitt-Douglas custom home sits on nearly an acre -- one of the last remaining lots in this coveted enclave. Spanning over 3,500 square feet, the residence showcases high-end finishes throughout and a desirable main-level primary suite complete with dual walk-in closets. Four bedrooms and 3.5 baths offer ample space for comfortable everyday living and effortless entertaining. Residents enjoy access to Chapel Ridge's full suite of community amenities, providing year-round recreation for the entire family. Exceptional craftsmanship, a premier lot, and an unmatched location -- opportunities like this are few and far between.

36 Rosefield Ct, Pittsboro

$1,285,000

4 Beds ⋅ 4 Baths ⋅ 10161265 MLS ⋅ ACTIVE Status

Exceptional Prewitt-Douglas custom home situated on a quiet cul-de-sac in the prestigious Chapel Ridge community. This 4 bedroom, 3.5 bath residence boasts an open, expansive floor plan designed for effortless entertaining -- both indoors and out. Thoughtfully crafted with generous living spaces and outstanding attention to detail throughout. Residents enjoy access to world-class community amenities including golf, tennis, and a resort-style pool. A rare opportunity to own a distinguished home in one of the area's most coveted neighborhoods -- this one will not last.

64 Mist Wood Ct, Pittsboro

$955,000

4 Beds ⋅ 4 Baths ⋅ 10132755 MLS ⋅ ACTIVE Status

Exceptional custom home in the sought-after Chapel Ridge community. This thoughtfully designed 4 bedroom, 4 bath residence offers an ideal layout with a main-level primary suite and secondary bedroom, perfect for single-level convenience. The open-concept living area flows seamlessly into a beautifully appointed kitchen, creating an inviting space for everyday living and entertaining. Upstairs, two additional bedrooms each feature private en suite baths, while a bonus room and flexible flex space provide endless possibilities for work, play, or relaxation. All of this set within Chapel Ridge -- a premier community offering resort-style amenities just moments from your door. A rare combination of thoughtful design, quality craftsmanship, and an unmatched lifestyle.

191 High Ridge Ln, Pittsboro

$1,290,000

4 Beds ⋅ 5 Baths ⋅ 10161733 MLS ⋅ ACTIVE Status

Beautiful Prewitt-Douglas Custom 4 bedroom 4.5 bath custom built golf course home on the 14th fairway. Enjoy expansive views from the rear porch and the many amenities in Chapel Ridge including pool, tennis, pickle ball, volleyball, and golf.

774 Golfers Vw, Pittsboro

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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 .

Pittsboro Homes with Community Pool

Newest Pittsboro Homes with Community Pool

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