Pittsboro, NC Homes

• 

  

  

  /31

  Est $492,947

  Not Listed For Sale

  206 May Farm Rd, Pittsboro, NC 27312

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 2000

  206 May Farm Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 4 Days On Market
• 

  

  

  /68

  $726,000

  • 5 Beds
  • 4 Baths
  • 3,306 Sq Ft

  18 Cloudview Ct, Pittsboro, NC 27312

  Stunning 5-bedroom, 3-car garage home in a gated community in Pittsboro. This like -new home offers an open-concept layout with soaring 10' ceiling and highly upgraded kitchen with huge center island perfect for entertaining and everyday living, the kitchen flows seamlessly into the spacious family room, creating a bright and inviting gathering space. A main level guest room add flexibility.

  Ellen Kuo AUG Realty

  18 Cloudview Ct, Pittsboro, NC 27312
• 

  

  

  /48

  $515,000

  Sold Aug 06, 2025

  499 Chatham Forest Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 2,025 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Above List Price
  • $254/SF
  • 4 Days On Market

  Current Estimated Value $531,839

  Last Listing Agent Jeri Pederson Berkshire Hathaway HomeService

  499 Chatham Forest Dr, Pittsboro, NC 27312
• 

  

  

  /65

  Est $666,812

  Not Listed For Sale

  262 May Farm Rd, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 3,837 Sq Ft
  • Built 2004

  262 May Farm Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 7 Days On Market
• 

  

  

  /14

  $245,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 846 Sq Ft

  762 Hillsboro St, Pittsboro, NC 27312

  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's been beautifully renovated with a new roof, exterior paint, new HVAC, new cabinets, quartz countertops, tile bathroom and backsplash and much more. All the work has been done for you so start packing now! This Pittsboro cutie

  Evelyn Hernandez Reyna Realty Group LTD

  762 Hillsboro St, Pittsboro, NC 27312
• 

  

  /4

  $395,000

  Sold Feb 09, 2026

  7839 U S Highway 64, Pittsboro, NC 27312

  • Land
  • 11.54 Acres
  • $34,229 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 0 Days On Market

  Last Listing Agent Ben Parker Keller Williams Legacy

  7839 U S Highway 64, Pittsboro, NC 27312
• 

  

  /48

  Est $541,932

  Not Listed For Sale

  356 May Farm Rd, Pittsboro, NC 27312

  • 3 Beds
  • 3 Baths
  • 2,522 Sq Ft
  • Built 2005

  356 May Farm Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 7 Days On Market
• 

  /2

  $525,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,294 Sq Ft

  53 Hillway Rd, Pittsboro, NC 27312

  The Brockway combines timeless curb appeal with a smart open-concept layout designed for modern living. The main floor offers a spacious and inviting flow between the kitchen, dining and family rooms perfect for entertaining or everyday life. The kitchen includes a large island and a pantry with wood shelving that provides excellent storage. A dedicated study at the front of the home offers a

  David Weekley Homes Builder

  53 Hillway Rd, Pittsboro, NC 27312
• 

  

  /64

  $390,000

  Sold Apr 09, 2026

  444 Crossvine Close, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 2,093 Sq Ft
  • Built 1988

  Last Sold Summary

  • $186/SF
  • 16 Days On Market

  Current Estimated Value $398,209

  Last Listing Agent Jan Butta Coldwell Banker - HPW

  444 Crossvine Close, Pittsboro, NC 27312
• 

  

  /60

  Est $788,487

  Not Listed For Sale

  801 Jamestown Rd, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 3,797 Sq Ft
  • Built 2001

  801 Jamestown Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 60 Days On Market
• 

  

  /59

  $630,000

  New Construction $70K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,297 Sq Ft

  328 Aspen Ave, Pittsboro, NC 27312

  Refined single-level living awaits in Encore at Chatham Park's premier 55+ community, designed for active adults who value, comfort, quality, and the ease of living a truly refined lifestyle. Built by David Weekley Homes, the Glenwood floorplan spotlights a sophisticated ranch design with intentional separation of spaces. The main living area is bright, airy, and welcoming, with large living and

  Karen Burkart Weekley Homes, LLC

  328 Aspen Ave, Pittsboro, NC 27312
• 

  

  /3

  $999,000

  Sold Jun 30, 2025

  98 Fox Oak Trail, Pittsboro, NC 27312

  • 4 Beds
  • 2.5 Baths
  • 3,093 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $323/SF
  • 15 Days On Market

  Last Listing Agent Lara Travars Costello Real Estate & Investm

  98 Fox Oak Trail, Pittsboro, NC 27312
• 

  

  /72

  Est $614,024

  Not Listed For Sale

  482 Jamestown Rd, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,412 Sq Ft
  • Built 2002

  482 Jamestown Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 2 Days On Market
• 

  

  /31

  $425,000

  $10K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,556 Sq Ft

  710 Vine Pkwy, Pittsboro, NC 27312

  710 Vine Parkway is a modern farmhouse - move in ready - Garman build in the heart of Chatham Park. You'll love the 2 bedroom/ 2.5 bath with plenty of upgrades. The gourmet kitchen with an open concept downstairs living area provides natural light and space. Enjoy your coffee on the front porch or the added back porch. Upstairs, the primary suite has two large closets and plenty of space and a

  Carolyn Kinneen Nest Realty of the Triangle

  710 Vine Pkwy, Pittsboro, NC 27312
• 

  

  /36

  $250,000

  Sold Oct 03, 2025

  502 Forest Creek Dr, Pittsboro, NC 27312

  • 2 Beds
  • 2 Baths
  • 1,307 Sq Ft
  • Built 1990

  Last Sold Summary

  • $191/SF
  • 3 Days On Market

  Last Listing Agent Danielle Boggess Century 21 Southern Lifestyles

  502 Forest Creek Dr, Pittsboro, NC 27312
• 

  

  /40

  Est $654,872

  Not Listed For Sale

  590 Jamestown Rd, Pittsboro, NC 27312

  • 3 Beds
  • 3 Baths
  • 2,889 Sq Ft
  • Built 2001

  590 Jamestown Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 80 Days On Market
• 

  

  /45

  $990,000

  Open Sat 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 3,719 Sq Ft

  12 Crosswinds Estates Dr, Pittsboro, NC 27312

  **Plenty of covered storage to bring your boat, jet skis, horse trailer, RV, and more** Nestled on 7.37 breathtaking and highly usable acres, this extraordinary property offers far more than just a home. It offers a lifestyle rooted in space, freedom, connection, and versatility. Designed with multi generational living in mind, 12 Crosswinds Estates provides the perfect setting for families

  Jonathan Szabady Howard Hanna Allen Tate Durham

  12 Crosswinds Estates Dr, Pittsboro, NC 27312
• 

  /2

  $504,900

  Sold Oct 03, 2025

  18 Relaxing Way, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 1,987 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $254/SF
  • 76 Days On Market

  David Weekley Homes NoVi Chatham Park - The Mews Collection

  18 Relaxing Way, Pittsboro, NC 27312
• 

  

  /37

  Est $547,117

  Not Listed For Sale

  52 Plymouth Ct, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 2,053 Sq Ft
  • Built 2001

  52 Plymouth Ct, Pittsboro, NC 27312

  Last Sold Summary

  • 9 Days On Market
• 

  

  /42

  $649,000

  New Construction $20K PRICE DROP Pending

  • 3 Beds
  • 3 Baths
  • 2,452 Sq Ft

  396 Aspen Ave, Pittsboro, NC 27312

  Welcome to the Moorefield in Encore at Chatham Park, a premier 55+ active adult community offering resort-style living and low-maintenance, single-level homes in one of the Triangle's most sought-after locations. Built by David Weekley Homes, this ranch-style home features a thoughtfully designed open-concept floor plan with a bright and spacious family room, dining area, and a gourmet kitchen

  Erin Messier Weekley Homes, LLC

  396 Aspen Ave, Pittsboro, NC 27312
• 

  

  /35

  $198,900

  Sold Apr 17, 2026

  1355 Old Graham Rd, Pittsboro, NC 27312

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Below List Price
  • $191/SF
  • 7 Days On Market

  Current Estimated Value $215,735

  Last Listing Agent Jennifer Huffman LPT Realty, LLC.

  1355 Old Graham Rd, Pittsboro, NC 27312
• 

  

  /34

  Est $347,797

  Not Listed For Sale

  27 Grove Point, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 2000

  27 Grove Point, Pittsboro, NC 27312

  Last Sold Summary
• 

  

  /18

  $444,900

  New Construction

  • 3 Beds
  • 2.5 - 3.5 Baths
  • 1,656 Sq Ft

  Brockway Plan at NoVi Chatham Park - The Mews Collection, Pittsboro, NC 27312

  The Brockway by David Weekley Homes floor plan in NoVi Chatham Park showcases a social lifestyle design with main-level gathering spaces and upstairs bedrooms. The front door opens onto an expansive view of the sunlit family room and extends out to the breezeway. The contemporary kitchen overlooks the adjacent family and dining spaces and features a multi-function island. Craft a social lounge or

  David Weekley Homes Builder

  263 Parkland Dr Unit 36461295, Pittsboro, NC 27312
• 

  

  /3

  $410,000

  Sold Apr 30, 2026

  7837 U S Highway 64, Pittsboro, NC 27312

  • Land
  • 11.5 Acres
  • $35,652 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 82 Days On Market

  Last Listing Agent Ben Parker Keller Williams Legacy

  7837 U S Highway 64, Pittsboro, NC 27312
• 

  

  /28

  Est $760,883

  Not Listed For Sale

  136 Mantis, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft
  • Built 2000

  136 Mantis, Pittsboro, NC 27312

  Last Sold Summary

  • 4 Days On Market
• 

  

  /91

  $975,000

  $10K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 3,286 Sq Ft

  119 Cabin Creek, Pittsboro, NC 27312

  The lifestyle you want and deserve awaits you in this premier 2022 ICG home in one of Pittsboro's most sought after communities, Chapel Ridge. With a refined, resort style setting including a Fred Couples golf course, inviting clubhouse and grill, beautifully maintained pool, fitness center, tennis, pickleball and scenic trails, you'll instantly feel at home in this quiet and friendly

  Phillip Singer Century 21 Southern Lifestyles

  119 Cabin Creek, Pittsboro, NC 27312
• 

  

  /84

  $2,963,606

  Sold Mar 03, 2026

  291 Riverstone Dr, Pittsboro, NC 27312

  • 4 Beds
  • 4.5 Baths
  • 4,673 Sq Ft
  • Built 2024

  Last Sold Summary

  • 58% Above List Price
  • $634/SF
  • 0 Days On Market

  Current Estimated Value $2,298,111

  Last Listing Agent Kerrie Bornkessel Fonville Morisey & Barefoot

  291 Riverstone Dr, Pittsboro, NC 27312
• 

  

  /53

  Est $949,008

  Not Listed For Sale

  489 Olde Oaks Ln, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 3,311 Sq Ft
  • Built 2002

  489 Olde Oaks Ln, Pittsboro, NC 27312

  Last Sold Summary

  • 20 Days On Market
• 

  

  /29

  $499,900

  New Construction

  • 4 Beds
  • 3 Baths
  • 1,987 Sq Ft

  17 Tallgrass Rd, Raleigh, NC 27603

  Located in brand new NoVi at Chatham Park, this home offers a true lifestyle with community events on the lawn, including Saturday morning yoga, Games on the Green, and weekend coffee trucks. Enjoy views of the rolling hills of Pittsboro and easy access to trails, parks, the YMCA, and future resort-style amenities. Enjoy low-maintenance living with lawn care and landscaping included in the HOA

  Heather Salem Weekley Homes, LLC

  17 Tallgrass Rd, Raleigh, NC 27603
• 

  

  /6

  $434,900

  Sold Jun 12, 2026

  555 Weathersfield, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 2,454 Sq Ft
  • Built 1990

  Last Sold Summary

  • $177/SF
  • 5 Days On Market

  Current Estimated Value $468,064

  Last Listing Agent Kathy Tyrrell Berkshire Hathaway HomeService

  555 Weathersfield, Pittsboro, NC 27312
• 

  

  /32

  Est $578,418

  Not Listed For Sale

  225 Jamestown Rd, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,364 Sq Ft
  • Built 2000

  225 Jamestown Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 136 Days On Market
• 

  

  /39

  $500,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,169 Sq Ft

  1149 Nc Highway 87 N, Pittsboro, NC 27312

  Charm meets convenience in this adorable home located on almost an acre just minutes from Downtown Pittsboro shops. Enter the long gravel driveway to uncover a fenced in front yard with blooming trees, fresh landscaping, firepit and play area. This summer, enjoy sipping lemonade on your large front porch as you rock on the porch swing, or invite friends over for a cookout in the large back yard.

  Summer Provancha Compass -- Raleigh

  1149 Nc Highway 87 N, Pittsboro, NC 27312
• 

  

  /29

  $524,900

  Sold Mar 10, 2026

  72 Rainfall Dr, Pittsboro, NC 27312

  • 3 Beds
  • 3.5 Baths
  • 2,223 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $236/SF
  • 68 Days On Market

  David Weekley Homes NoVi Chatham Park - The Mews Collection

  72 Rainfall Dr, Pittsboro, NC 27312
• 

  /2

  Est $854,002

  Not Listed For Sale

  57 Serenity Ln, Pittsboro, NC 27312

  • 4 Beds
  • 5 Baths
  • 3,640 Sq Ft
  • Built 2000

  57 Serenity Ln, Pittsboro, NC 27312
• 

  

  /28

  $1,190,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,318 Sq Ft

  638 Old Goldston Rd, Pittsboro, NC 27312

  This extremely rare 1.45 acre lot is located only 1.5 miles from downtown Pittsboro and the circle....yet it feels as if you are located in a country getaway. It's so easy to zip in and out to town from here, or to access the Triangle from 64 to 540 or Moncure-Pittsboro Rd to Rt 1. This beautiful flat parcel has mature beech and oak trees with dense foliage in Spring-Autumn, and plenty of

  Gavin Mekemson Windjam Properties

  638 Old Goldston Rd, Pittsboro, NC 27312
• 

  

  /41

  $885,000

  Sold Jul 01, 2025

  286 Harrison Pond Dr, Pittsboro, NC 27312

  • 4 Beds
  • 3 Baths
  • 2,978 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Above List Price
  • $297/SF
  • 3 Days On Market

  Current Estimated Value $895,850

  Last Listing Agent Kelli Meyer Sold Buy Me Realty

  286 Harrison Pond Dr, Pittsboro, NC 27312
• 

  

  /49

  Not Listed For Sale

  35 Cynthia Ln, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 2002

  35 Cynthia Ln, Pittsboro, NC 27312
• 

  

  /85

  $2,150,000

  New Construction

  • 5 Beds
  • 7 Baths
  • 4,507 Sq Ft

  372 Firefly Overlook, Pittsboro, NC 27312

  Your custom sanctuary in Firefly Overlook awaits. Discover the serenity and sophistication of Firefly Overlook at Jordan Lake—a premier new large-lot subdivision featuring just 30 exclusive homesites in the rapidly growing and highly desirable Chatham County. Perfectly positioned for effortless access to Apex, Pittsboro, Cary, and RDU Airport, this thoughtfully planned community places you

  Johnathan Stroud The Real Estate Company

  372 Firefly Overlook, Pittsboro, NC 27312
• 

  

  /30

  $375,000

  Sold Nov 17, 2025

  102 Twin Oaks Ct, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 1,348 Sq Ft
  • Built 1992

  Last Sold Summary

  • $278/SF
  • 2 Days On Market

  Current Estimated Value $382,198

  Last Listing Agent Kelly Wirt Kelly Wirt Realty Group

  

  102 Twin Oaks Ct, Pittsboro, NC 27312
• 

  

  /45

  Est $442,865

  Not Listed For Sale

  27 Cynthia Ln, Pittsboro, NC 27312

  • 4 Beds
  • 2.5 Baths
  • 1,679 Sq Ft
  • Built 2000

  27 Cynthia Ln, Pittsboro, NC 27312

  Last Sold Summary

  • 3 Days On Market

Showing Results 521 - 560, Page 14 of 18