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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

1920 Alston Chapel Rd, Pittsboro image
1920 Alston Chapel Rd, Pittsboro $90,000 ▼

Located in the heart of Chatham County's rapidly growing corridor, this property offers the perfect blend of rural charm and future opportunity. Enjoy a peaceful country ...

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  • 2 Beds
  • 1 Baths
  • 10175756 MLS
  • ACTIVE Status
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762 Hillsboro St, Pittsboro image
762 Hillsboro St, Pittsboro $245,000 ▼

Affordable AND located only 3 minutes to downtown Pittsboro?? It really doesn't get better than this! This charming 2 bedroom, 1 bath home is the perfect starter home. It...

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  • 2 Beds
  • 1 Baths
  • 10164258 MLS
  • ACTIVE Status
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2251 Castle Rock Farm Rd, Pittsboro image
2251 Castle Rock Farm Rd, Pittsboro $400,000

*Calling all Cash Buyers* 2 parcels - 5.99 acres in total! Discover a unique investment and lifestyle opportunity with this dual-home property offering flexibility, inco...

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  • 3 Beds
  • 2 Baths
  • 10156977 MLS
  • ACTIVE Status
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298 E Salisbury St, Pittsboro image
298 E Salisbury St, Pittsboro $600,000

This historic home in Pittsboro is included in The Architectural Heritage of Chatham County as the Thomas Hackney House. Close to restaurants and shops and all that Downt...

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  • 3 Beds
  • 2 Baths
  • 10159806 MLS
  • ACTIVE Status
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2929 Seaforth Rd, Pittsboro image
2929 Seaforth Rd, Pittsboro $675,000

This delightful and quaint cottage is nestled on 5 acres at the end of Seaforth Road, situated in a private enclave bordered on two sides by USA game lands that will rema...

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  • 4 Beds
  • 1 Baths
  • 10166325 MLS
  • ACTIVE Status
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967 Bynum Rd, Pittsboro image
967 Bynum Rd, Pittsboro — The Snipes House $725,000

This charming 4-bedroom, 2 bath home beautifully blends historic allure with contemporary updates. This delightful home boasts beautiful heart pine floors, stunning bead ...

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  • 4 Beds
  • 2 Baths
  • 10093658 MLS
  • The Snipes House Bldg.
  • ACTIVE Status
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865 Marshall Rd, Pittsboro image
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...

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  • 4 Beds
  • 3 Baths
  • 10175188 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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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
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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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