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Pittsboro Real Estate Search

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Pittsboro is home to lots of unique historic properties, many of which are in walking distance to downtown. Below you'll find a list of the most recent properties for sale in Pittsboro built before 1960.

Historic Homes for Sale in Pittsboro

631 Russell Chapel Church Road, Pittsboro image
631 Russell Chapel Church Road, Pittsboro $314,000

Country living in the growing Pittsboro community. 1940's farmhouse that was renovated in 2015 with an eye toward keeping the character of the original home with the knot...

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  • 2 Beds
  • 1 Baths
  • 2531305 MLS
  • ACTIVE Status
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316 Hillsboro Street, Pittsboro image
316 Hillsboro Street, Pittsboro $465,000

Deluxe Mid Century Brick Ranch just steps from the heart of thriving Pittsboro with a huge .83 acre private lot. This sweet house warmly showcases the classic style and s...

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  • 3 Beds
  • 2 Baths
  • 2530994 MLS
  • ACTIVE Status
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82 Williams Pond Road, Pittsboro image
82 Williams Pond Road, Pittsboro $525,000 ▼

Truly a rare find just outside of downtown Pittsboro. Multiple properties on same lot with income producing potential or owner occupy. Located in historic Bynum offering ...

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  • 5 Beds
  • 4 Baths
  • 2510826 MLS
  • ACTIVE Status
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84 E Chatham Street, Pittsboro image
84 E Chatham Street, Pittsboro $535,000

Large Historic Home "Missing Piece of the Puzzle" Justice Center District 15B Courthouse, Pittsboro, NC. The commercial property is ideal for office space, legal, county...

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  • 2524463 MLS
  • ACTIVE Status
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127 Thompson Street, Pittsboro image
127 Thompson Street, Pittsboro — Ed's Auto Collision $1,499,000 ▼

This historic building just off Hillsboro St. is in an excellent location in downtown Pittsboro. The building is in the coveted Main Street District and is approximately ...

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  • 2488762 MLS
  • Ed's Auto Collision Bldg.
  • 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. © 2023 Triangle MLS, Inc. of North Carolina. Data last updated .

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Address Search

Chatham County • Pittsboro

Chatham County: Popular Searches

  • Coming Soon Homes
  • Golf Communities
  • Historic Homes in Pittsboro
  • Homes with Community Pools
  • Homes with Private Pools
  • Land for Sale
  • New Construction
  • No HOA
  • Ranch Homes
  • Townhouses

Popular Neighborhoods Near Downtown Pittsboro

  • Potterstone Village
  • Magnolia Trace
  • Powell Place
  • Chatham Forest

Popular Neighborhoods: Northern Chatham County - Chapel Hill

  • Governor's Club
  • Briar Chapel
  • Preserve at Jordan Lake
  • Legacy at Jordan Lake
  • Chatham Development
  • Cole Place
  • Governors Forest
  • Governors Park
  • Governors Village
  • Governors Lake
  • Governors Townes
  • Highland Estates
  • Highland Forest
  • Legend Oaks
  • Polks Landing
  • Westfall
  • Windfall
  • Fearrington
  • Fieldstone
  • The Hamptons

Popular Neighborhoods: Northern Chatham County - Pittsboro

  • Pennington at Jordan Lake
  • Fearrington
  • The Hamptons
  • Cedar Grove
  • Cedar Mountain
  • Harrison Pond
  • Horizon
  • Chapel Ridge
  • Manns Crossing
  • Redbud
  • The Parks at Meadowview
  • The Settlement
  • Bynum Village
  • Woods at Wilkinson Creek
  • Valley View
  • Jones Ferry Landing
  • Bobcat Point
  • Bingham Ridge
  • Fieldstone

Popular Neighborhoods: Eastern Chatham County

  • Henrys Ridge (Pittsboro)
  • Heritage Pointe (Apex)
  • Lexington (Apex)
  • Wendy Hill (Apex)

Active Adult Communities in Chatham County

  • Encore at Briar Chapel

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