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

201 Tantara Bnd, Pittsboro — David Weekley Homes $490,660

Exceptional craftsmanship meets effortless sophistication in The Clarity by David Weekley Homes at Encore at Chatham Park. Designed for both everyday comfort and memorabl...

2 Beds
2 Baths
10189565 MLS
David Weekley Homes Bldg.
ACTIVE Status

72 Wandering Way, Pittsboro — Sampson $349,990

New construction. Designer finishes. Walkable Chatham Park living. Welcome to 72 Wandering Way, where modern design meets one of the Triangle's most exciting master plann...

3 Beds
3 Baths
10189454 MLS
Sampson Bldg.
ACTIVE Status

595 Weathersfield, Pittsboro $460,000

This spacious, light-filled Fearrington Village townhome offers an exceptional combination of character, privacy, flexibility, and storage. Large windows frame beautiful...

3 Beds
3 Baths
10189406 MLS
COMING SOON Status

189 Mitchells Chapel Rd, Pittsboro image

189 Mitchells Chapel Rd, Pittsboro $2,515,000 ▲

Dream Home at Braxton Hill — Luxury Presale Opportunity A rare opportunity to create an extraordinary modern estate by Dunning Custom Homes in Braxton Hill, an exclusive...

5 Beds
6 Baths
10189394 MLS
ACTIVE Status

335 Sweet Pine Cir, Pittsboro $975,000

Welcome to this beautifully designed four bedroom, four bathroom home offering an inviting open-concept layout, abundant natural light, and beautiful hardwood floors thro...

4 Beds
4 Baths
10189348 MLS
ACTIVE Status

1329 Langdon Pl, Pittsboro $585,000

Enjoy the ease of one-level living in this Fearrington Village end-unit townhome with attached 2 car garage, offering a thoughtfully designed floor plan, spacious rooms, ...

3 Beds
2 Baths
10188894 MLS
ACTIVE Status

535 Poplar Forest Ln, Pittsboro $640,000

Need room to breathe? Welcome to 535 Poplar Forest Ln, a spacious home located on more than 2.5 acres in popular Bobcat Point! This home welcomes you with a long driveway...

3 Beds
4 Baths
10189120 MLS
ACTIVE Status

286 Stone Wall Rd, Pittsboro $500,000

Package of two tiny homes- Each home is 1030 htsqft ( 2nd home noted below as Det living area for MLS entry purposes ) Primary can add bedrooms based on Septic capabilit...

1 Beds
1 Baths
10188981 MLS
ACTIVE Status

388 Talon Dr, Pittsboro $3,075,000

Dream Home on Top of the Hill — Luxury Presale Opportunity A rare presale opportunity to create an extraordinary modern estate by Dunning Custom Homes, beautifully posit...

5 Beds
6 Baths
10188976 MLS
ACTIVE Status

260 Stone Wall Rd, Pittsboro — Bee Hive Tree House And Oasis Tree House $500,000

Package of two tiny homes- Each home is 1030 htsqft ( 2nd home noted below as Det living area for MLS entry purposes ) Primary can add bedrooms based on Septic capability...

1 Beds
1 Baths
10188873 MLS
Bee Hive Tree House And Oasis Tree House Bldg.
ACTIVE Status

18 Candlelit Way, Pittsboro $576,000

Discover the timeless appeal of The Mosley by David Weekley Homes, thoughtfully designed for comfortable, stylish living in the 55+ community of Encore at Chatham Park in...

2 Beds
2 Baths
10188798 MLS
ACTIVE Status

116 Emelia Ln, Pittsboro $1,290,000

Welcome home to this custom-built residence by award-winning ICG Homes. Meticulously designed and maintained, this home features numerous high-end upgrades completed both...

4 Beds
4 Baths
10188780 MLS
ACTIVE Status

449 Crossvine Close, Pittsboro $440,000

FULLY UPDATED. COMPLETELY TURN-KEY. Welcome to this beautifully updated home in the highly sought-after Fearrington community, perfectly designed for effortless main-leve...

3 Beds
2 Baths
10188737 MLS
ACTIVE Status

4127 The Knolls Cl, Pittsboro $700,000

"Nature is not a place to visit, it is home." Set within the picturesque, walkable community of Fearrington Village, 4127 The Knolls Close embodies the serenity, charm...

3 Beds
2 Baths
10188676 MLS
ACTIVE Status

255 William Dr, Pittsboro $309,990

To be built! Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage and is situated on a woo...

3 Beds
3 Baths
10188633 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 .