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Pittsboro Real Estate Search

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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

125 Prospect Pl, Pittsboro image
125 Prospect Pl, Pittsboro $499,900

Stunning 2 bed 2 bath ranch style residence located in the highly desirable Encore at Chatham Park 55+ community. Open floor plan with luxury vinyl planking floors flowin...

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  • 2 Beds
  • 2 Baths
  • 10199016 MLS
  • ACTIVE Status
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910 Nc-902 And 902 Hwy, Pittsboro image
910 Nc-902 And 902 Hwy, Pittsboro $550,000

Unique opportunity to purchase a large 1.47 acre lot and a 1.3 acre lot for a total of 2.7 acres approximately 1 mile from downtown Pittsboro! Additional layout also pot...

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  • 10198913 MLS
  • ACTIVE Status
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3477 Castle Rock Farm Rd, Pittsboro image
3477 Castle Rock Farm Rd, Pittsboro $1,300,000

RARE FIND! A peaceful retreat in Chatham County! This beautiful 42+ acre property offers the perfect combination of privacy, convenience, and endless possibilities, locat...

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  • 4 Beds
  • 2 Baths
  • 10198647 MLS
  • ACTIVE Status
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189 Tantara Bnd, Pittsboro image
189 Tantara Bnd, Pittsboro $465,920

Rare Opportunity in Encore at Chatham Park! One of the few remaining Inspiration Villas, this beautifully designed quick move-in home offers effortless, low-maintenance l...

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  • 2 Beds
  • 2 Baths
  • 10198640 MLS
  • ACTIVE Status
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211 Tantara Bnd, Pittsboro image
211 Tantara Bnd, Pittsboro $517,960

One of only two Clarity floorplans remaining in Encore at Chatham Park! Discover the perfect blend of comfort, style, and thoughtful design in this beautiful David Weekle...

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  • 2 Beds
  • 2 Baths
  • 10198629 MLS
  • ACTIVE Status
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15 Breezewood Ct, Pittsboro image
15 Breezewood Ct, Pittsboro $530,000

There's something special about a home with a welcoming front porch, comfortable living spaces, and room to grow. Located on a corner lot in Potterstone Village, this hom...

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  • 4 Beds
  • 3 Baths
  • 10198596 MLS
  • ACTIVE Status
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96 Deer Run, Pittsboro image
96 Deer Run, Pittsboro $300,000

Unleash the potential of this serene, wooded 5 acre homesite located at 96 Deer Run Rd in desirable Pittsboro. Offering privacy, mature trees, and a tranquil rural atmosp...

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  • 10198592 MLS
  • ACTIVE Status
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60 Rosefield Ct, Pittsboro image
60 Rosefield Ct, Pittsboro $1,900,000

A captivating expression of French Provincial architecture, this extraordinary custom estate offers a rare blend of timeless elegance, exceptional craftsmanship, and reso...

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  • 5 Beds
  • 7 Baths
  • 10198589 MLS
  • ACTIVE Status
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766 Chapel Ridge Dr, Pittsboro image
766 Chapel Ridge Dr, Pittsboro $1,060,000

Stunning 5 Bedroom, 4 Bath Home in Chapel Ridge. Discover this beautiful home featuring an open floor plan, soaring ceilings, and abundant natural light. With numerous up...

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  • 5 Beds
  • 4 Baths
  • 10198579 MLS
  • ACTIVE Status
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308 Baneberry Close, Pittsboro image
308 Baneberry Close, Pittsboro $410,000

OVER $120K IN UPGRADES! Beautifully Renovated End-Unit Townhome in Sought-After Fearrington Village in Pittsboro, NC! Welcome home to this beautifully updated 2-bedroom,...

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  • 2 Beds
  • 3 Baths
  • 10198519 MLS
  • ACTIVE Status
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97 Cottage Way, Pittsboro image
97 Cottage Way, Pittsboro $1,035,000

Welcome to this stunning home featuring an attractive board-and-batten exterior with elegant stone accents, an inviting arched double-door entry, and a charming stone-flo...

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  • 5 Beds
  • 4 Baths
  • 10198458 MLS
  • ACTIVE Status
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181 Seaforth Landing Dr, Pittsboro image
181 Seaforth Landing Dr, Pittsboro $1,750,000

Parade of Homes distinction. Nearly two acres. An extraordinary place to call home. At 181 Seaforth Landing in Pittsboro, NC, this award-winning Poythress custom home bri...

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  • 5 Beds
  • 6 Baths
  • 10198394 MLS
  • ACTIVE Status
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400 River View Rd, Pittsboro image
400 River View Rd, Pittsboro $536,000

Picture yourself in the peace and beauty of a heart home. Inspired by hospitality and comfort. Surrounded by the healing essence of nature and crafted carefully into ever...

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  • 2 Beds
  • 2 Baths
  • 10198382 MLS
  • ACTIVE Status
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246 Fox Rdg, Pittsboro image
246 Fox Rdg, Pittsboro $539,900

Tucked among the trees in the heart of historic Fearrington Village, this striking 3-bedroom, 2½-bath contemporary home offers modern design, exceptional craftsmanship, a...

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  • 3 Beds
  • 2 Baths
  • 10198340 MLS
  • ACTIVE Status
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14 Brushwood Ct, Pittsboro image
14 Brushwood Ct, Pittsboro $1,349,000

Situated in the established Chapel Ridge community, this to-be-built home presents a solid ownership opportunity with the space and amenities to serve a variety of needs ...

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  • 5 Beds
  • 5 Baths
  • 10198102 MLS
  • ACTIVE Status
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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 .

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