Homes for Sale in Pittsboro, NC

The charming small town of Pittsboro, North Carolina is rustic, inviting, and packed with amazing opportunities for homebuyers considering real estate options in central North Carolina. Located in Chatham County and comprised of 4.1 square miles of land and 0.04 square miles of water, the gorgeous town of Pittsboro is a homebuyer’s dream. Buy a home in Pittsboro and look forward to amazing amenities, the splendor of small-town living, and a unique and wonderful atmosphere.

About Pittsboro, NC

While Pittsboro is certainly quaint and inviting, the amenities this beautiful small-town presents are breathtaking. Buy a home in Pittsboro and enjoy delicious dining options, as well as incredible recreation, leisure, and shopping. Dining options in Pittsboro include Pittsboro Roadhouse & General Store and Angelina’s Kitchen, just two of the local restaurants offering amazing fare and charming settings. If you are interested in outdoor activities, Pittsboro is within proximity to many parks and natural areas, offering amazing hiking, sightseeing, and fishing. In addition, Pittsboro offers several wonderful boutique stores to explore, making this community incredibly well-rounded. Buy a home in Pittsboro and enjoy all the marvels this wonderful town offers.

In addition to fantastic amenities, Pittsboro also presents remarkable home options. Available homes include affordable and beautiful starter homes, gorgeous ranch-style homes, spacious two-story homes and split levels, and impressive luxury homes. The home sizes in Pittsboro range from a comfortable 1,404 square feet to well over 6,000 square feet, so homebuyers from any demographic or need for living space will find a new home that suits them. Many of these homes are newly constructed, but there is also an abundance of older homes for those that prefer the style and allure of living in more established neighborhoods. The real estate options in Pittsboro, and when combined with the amenities and charms this town presents, makes for an enticing option for those considering purchasing a new home in central North Carolina. Those interested in learning more about the real estate options in Pittsboro, should not hesitate to contact us today for more information or to schedule a showing at one of our available homes.

Newest Pittsboro Homes for Sale

865 Marshall Rd, Pittsboro $2,100,000

There's a new MARSHALL in town!! :) An exceptional opportunity to acquire 33+ STUNNING ACRES with remarkable lifestyle appeal and long-term investment potential! This uni...

3 Baths
10200459 MLS
ACTIVE Status

458 Beechmast, Pittsboro $395,000

Discover the charm and convenience of Fearrington Village living in this spacious end-unit townhome, offering an abundance of natural light, generous living spaces, and ...

3 Beds
3 Baths
10200417 MLS
ACTIVE Status

Hillcrest Dr, Pittsboro $675,000

Over 12 acres in downtown Pittsboro, with beautiful mature hardwoods, rock escarpments, moderate slopes and a small traversing stream with native botanicals. One mile fr...

2 Baths
10200390 MLS
ACTIVE Status

132 Penny Ln, Pittsboro $260,000

Discover the charm of country living with the convenience of a desirable Chatham County location! Situated on approximately 0.96 acres, this single-story home offers thre...

3 Beds
1 Baths
LP771437 MLS
ACTIVE Status

139 Prestonwood Dr, Pittsboro $325,000

Welcome home to this 3-bedroom, 2-bathroom single-family residence in Forest Creek, Pittsboro. Set on a generous lot of almost one acre, this property offers substantial ...

3 Beds
2 Baths
10200083 MLS
ACTIVE Status

1390 Bradford Pl, Pittsboro $785,000

Located on a quiet street in the charming Bradford Place neighborhood of Fearrington Village, with ideal east-west exposure, lies this ideal, warm, and charming cottage-s...

3 Beds
2 Baths
10199970 MLS
ACTIVE Status

650 Stonecrest Way, Pittsboro $1,650,000

Discover a curated expression of modern luxury and timeless Tudor architecture in this exceptional home, featuring a custom plan by renowned architect Chuck Frusterio and...

4 Beds
4 Baths
10199904 MLS
ACTIVE Status

120 Hamlet Grove Dr, Pittsboro $575,000

Beautifully situated on a private, wooded lot, this inviting three-bedroom home combines comfortable living with thoughtful updates. Refinished hardwood floors, new carpe...

3 Beds
3 Baths
10199766 MLS
ACTIVE Status

2317 Alex Cockman Rd, Pittsboro $899,000

For a limited time, enjoy a $15,000 Builder 'Pay As You Choose' incentive, plus a First Citizens forgivable loan of up to $30,000 for qualified buyers--an exceptional opp...

4 Beds
4 Baths
10199888 MLS
ACTIVE Status

60 Farmingdale Ln, Pittsboro $515,000

Every home has a story, and this one is ready for its next chapter. Seller offering a credit toward a mortgage rate buydown for qualified buyers, subject to lender approv...

4 Beds
3 Baths
10199851 MLS
ACTIVE Status

1765 Nc 902nd Hwy, Pittsboro $260,000

4.0770 Acres in the ETJ of Charming Pittsboro. Close to town for shopping, dining and activities. Easy access to Highways 87, 15/501 and 64. A great lot for your new hom...

10199730 MLS
ACTIVE Status

137 Evergreen Dr, Pittsboro $449,000 ▲

Freshly renovated and full of charm in the heart of Pittsboro! Situated on just over half an acre on a culdesac peaceful road. This 1,661-square-foot home is completely r...

3 Beds
3 Baths
10199504 MLS
ACTIVE Status

231 High Ridge Ln, Pittsboro $795,000

Welcome to the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park, with easy access to Apex, Cary, Chapel Hill, and I-540, this ...

4 Beds
4 Baths
10199464 MLS
ACTIVE Status

Alston Horton Service Rd, Pittsboro image

Alston Horton Service Rd, Pittsboro $2,200,000

Pittsboro is growing! What could you do with a 26 acre lot in Chatham County? This one is located in the Pittsboro ETJ, zoned R-A-2. This sizable lot is minutes to downto...

3 Baths
10199325 MLS
ACTIVE Status

100 Freemont Ave Unit 214, Pittsboro image

100 Freemont Ave Unit 214, Pittsboro $579,900

3-CAR GARAGE, MAIN-LEVEL GUEST SUITE & GOURMET KITCHEN! Discover the Kipling in Meadowview, offering 2,820 sq. ft., 4 bedrooms, 3 full baths and an exceptional combinatio...

4 Beds
3 Baths
10199120 MLS
ACTIVE Status

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 .