Pittsboro Real Estate Search

Pittsboro NC Real Estate & Homes for Sale

Our website features the best Pittsboro real estate search for homes, condo, and land properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Pittsboro Properties for Sale

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Pittsboro Homes for Sale

$849,000
6 Beds 5 Baths 10156650 MLS ACTIVE Status
Just reduced $50,000! Let's make a deal, MOTIVATED seller's. House is LOADED with upgrades. Welcome to 89 N Parkside Drive, a beautifully appointed 2023-built home in the gated preserve of The Parks at Meadowview. Offering 4,833 square feet of finished living space, this home combines modern design with an unusually flexible floor plan designed for everyday living, entertaining and multigenerational needs. The standout feature is the 1,317-square-foot finished WALK-OUT BASEMENT, complete with a bedroom and full bath, an exceptional amount of additional living space that can easily adapt to a recreation room, home gym, media space, guest retreat or second living area. On the main level, an inviting open-concept living area features custom built-ins surrounding the fireplace, while the designer kitchen makes a statement with striking black cabinetry, a large island, farmhouse sink, designer lighting and a spacious butler's pantry. A main-level bedroom and full bath add even more flexibility. Upstairs, the spacious primary suite offers a peaceful retreat with a freestanding soaking tub, oversized shower, dual vanities and an expansive custom closet. Additional bedrooms provide plenty of room for family, guests or dedicated office space. Extend your living outdoors onto the screened porch and adjoining open-air deck, surrounded by the privacy of a wooded .39-acre homesite. Located within the gated Parks at Meadowview, residents enjoy sidewalks, parks and a neighborhood setting while remaining close to everything Pittsboro has to offer. If you've been looking for a newer home with exceptional space, a rare finished walk-out basement and room for everyone, this one deserves a closer look.

89 N Parkside Dr, Pittsboro

$1,000,000
4 Beds 4 Baths 10163447 MLS ACTIVE Status
Tucked away on almost two private acres with room for a pool, this custom designed Craftsman estate blends timeless architecture with refined luxury. The MAIN FLOOR PRIMARY SUITE with vaulted ceilings, his & her walk-in closets and spa bath make for a wonderful retreat. Also on the MAIN FLOOR is an IN-LAW/GUEST SUITE with it's own spa bath, living area, kitchen and private entrance. The open concept layout on the main floor ensures easy flow and great site lines between the family room, chef's kitchen, dining area and the gorgeous, renovated sunroom. Upstairs are TWO additional bedrooms, a huge OFFICE with custom closet space and a large bonus room. There is even 43 x 37 feet of floored attic space! Rich architectural details, custom millwork, and expansive windows create a warm yet sophisticated atmosphere throughout this home. Outdoor living is equally impressive. Stone patio and fire pit, a covered front porch, deck space for grilling and a covered hot tub offer many opportunities for relaxation or entertaining with friends. In addition to the 2-car attached garage, there is a detached garage with lots of space for cars, boats or wood working toys! And upstairs is a finished and conditioned room to be used however your heart desires! Close to Chapel Hill and Pittsboro, 148 Tobacco Road is just minutes from shopping and restaurants. With luxury finishes at every turn and a layout that can accommodate family and guests easily - you don't want to miss the opportunity to become the next lucky owner!

148 Tobacco Rd, Pittsboro

$899,000
4 Beds 4 Baths 10161198 MLS ACTIVE Status
New custom construction on 1.34 private acres in Pittsboro with NO HOA. The Mattie plan by Pine State Construction Group offers nearly 3700 square feet of thoughtfully designed living space, combining the craftsmanship and finishes of a custom home with the freedom, privacy and space so many buyers are searching for. Designed for both everyday living and effortless entertaining, the main level features an impressive owner's retreat, private guest suite, dedicated home office and open living spaces filled with natural light. Engineered natural oak hardwoods, extensive trim details, custom built-ins and a gas fireplace bring warmth and character throughout. At the heart of the home, the kitchen makes a statement with a sage green island, dramatic Taj Mahal quartz countertops and backsplash, stained cabinetry, apron-front sink, gold bridge faucet, custom hood and beautifully designed coffee bar. Bi-parting doors extend the living space onto the covered rear deck, where the setting becomes part of the home — mature trees, privacy and room to breathe. Upstairs, additional bedrooms and flexible living spaces provide room for guests, recreation, fitness or whatever comes next. Outside, cedar timber accents, soft sage siding and a warm wood entry create distinctive curb appeal against the natural beauty of the 1.34-acre homesite. Enjoy the privacy of acreage without giving up convenience — approximately two miles from Hwy 64 and less than 10 minutes from downtown Pittsboro, with Jordan Lake and everything happening throughout Chatham County within easy reach. Comes Complete with front load washer and dryer, Bosch range, and dishwasher. https://www.enbridgegas.com/chathamcountysystemexpansion Embridge Natural Gas Expanding to Chatham County. See Documents attached.

2317 Alex Cockman Rd, 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 .