Pittsboro, NC Homes

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  /5

  $625,000

  • Land
  • 1.05 Acres
  • $595,238 per Acre

  247 Westhampton Dr, Pittsboro, NC 27312

  This site is 1.07 Acres. County water, natural gas, fiber optics ready in place! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes

  

  Rex Osborne

  Windjam Properties

  (984) 207-3777

  247 Westhampton Dr, Pittsboro, NC 27312
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  /20

  $3,348

  Total Monthly Price

  • 4 Beds
  • 3 Baths
  • 1,980 Sq Ft
  • Condo for Rent

  96 Buteo Ridge Unit SI ID1055521P, Pittsboro, NC 27312

  The advertised rate of $3,348/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 25, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  (984) 299-9935

  96 Buteo Ridge Unit SI ID1055521P, Pittsboro, NC 27312
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  /38

  $549,000 Sold Mar 25, 2026

  32 Freeman Dr, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 2,948 Sq Ft
  • Built 2013

  Last Sold Summary

  • $186/SF
  • 1 Day On Market

  Current Estimated Value $548,392

  Last Listing Agent Keisha Simpson Omni Realty Group

  32 Freeman Dr, Pittsboro, NC 27312
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  /26

  Est $502,989 Not Listed For Sale

  22 Yancey, Pittsboro, NC 27312

  • 2 Beds
  • 2 Baths
  • 1,627 Sq Ft
  • Built 1995

  22 Yancey, Pittsboro, NC 27312

  Last Sold Summary

  • 1% Above List Price
  • $307/SF
  • 252 Days On Market

  • Last Sold Price $500,000
  • Apr 30, 2025

  Last Listing Agent Tony Hall Berkshire Hathaway HomeService
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  /24

  $399,999

  • Land
  • 2.63 Acres
  • $152,091 per Acre

  93 Kenwood Ln, Pittsboro, NC 27312

  Here is your exclusive opportunity to build your custom dream home in exclusive Stonecrest at Norwood. Discover one of the last available estate lots in this highly sought-after community. Nestled on 2.63 acres, this one-of-a-kind property offers unmatched privacy with a long, meandering driveway leading to your private homesite. This is a rare find. Bring your own builder or use one of our award

  

  Sandy Savage

  Carolina One Realty

  (919) 893-0656

  93 Kenwood Ln, Pittsboro, NC 27312
• 

  

  /19

  $4,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,886 Sq Ft
  • House for Rent

  49 Nuthatch Dr, Pittsboro, NC 27312

  Property Id: 1617523Enjoy resort-style amenities including pool, fitness, tennis courts, playground, sport court and more along with your gorgeous home! This luxurious 3BDs ,3BTHs home will be ready just in time for spring. Custom features throughout . Huge back deck great for entertaining.

  (336) 203-8913

  49 Nuthatch Dr, Pittsboro, NC 27312
• 

  

  /33

  $680,000 Sold Oct 17, 2025

  296 Silverberry, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $390/SF
  • 12 Days On Market

  Current Estimated Value $683,334

  Last Listing Agent David Wilson Carolina's Choice Real Estate

  296 Silverberry, Pittsboro, NC 27312
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  /35

  Est $561,778 Not Listed For Sale

  36 Whitehall Dr, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 2,443 Sq Ft
  • Built 2022

  36 Whitehall Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 5% Above List Price
  • $220/SF
  • 210 Days On Market

  • Last Sold Price $537,500
  • May 01, 2025

  Last Listing Agent Jim Allen Coldwell Banker HPW
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  /65

  $1,400,000

  • 4 Beds
  • 4.5 Baths
  • 3,807 Sq Ft

  119 Rolling Woods Ct, Pittsboro, NC 27312

  Welcome home to this stunning custom-built residence in The Hamptons, perfectly situated on a spacious 1-acre lot in Pittsboro. This beautifully designed 4-bedroom, 4.5-bathroom home offers both luxury and functionality at every turn. The main level features a thoughtfully designed layout with a primary suite and a guest bedroom, each with its own private ensuite bath. The heart of the home is

  

  Dana Wicker Cantrell

  Coldwell Banker - HPW

  (984) 254-0165

  119 Rolling Woods Ct, Pittsboro, NC 27312
• 

  

  /20

  $6,373

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 990 Sq Ft
  • Condo for Rent

  288 Stonewall Rd Unit SI ID1055517P, Pittsboro, NC 27312

  The advertised rate of $6,374/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 17, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  (919) 887-7681

  288 Stonewall Rd Unit SI ID1055517P, Pittsboro, NC 27312
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  /34

  $475,000 Sold Nov 20, 2025

  117 N Freeman Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Below List Price
  • $216/SF
  • 9 Days On Market

  Current Estimated Value $471,394

  Last Listing Agent Eric Andrews Realty World Carolina Prop

  117 N Freeman Dr, Pittsboro, NC 27312
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  /32

  Est $558,243 Not Listed For Sale

  36 Plenty Ct, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,401 Sq Ft
  • Built 2021

  36 Plenty Ct, Pittsboro, NC 27312

  Last Sold Summary

  • 4% Above List Price
  • $224/SF
  • 87 Days On Market

  • Last Sold Price $537,000
  • Apr 29, 2025

  Last Listing Agent Jenny Zsuppan Zsuppan Realty
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  /7

  $575,000

  • Land
  • 1.84 Acres
  • $312,500 per Acre

  339 Westhampton Dr, Pittsboro, NC 27312

  This site is 1.8 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. Also protected on one side with a 50 Vegetative Steam Buffer. This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the

  

  Rex Osborne

  Windjam Properties

  (919) 568-5538

  339 Westhampton Dr, Pittsboro, NC 27312
• 

  

  /20

  $3,865

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 495 Sq Ft
  • Condo for Rent

  288 Stonewall Rd Unit SI ID1055516P, Pittsboro, NC 27312

  The advertised rate of $3,866/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 17, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  (984) 315-6196

  288 Stonewall Rd Unit SI ID1055516P, Pittsboro, NC 27312
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  /12

  $250,000 Sold Jul 29, 2025

  Lot 3 Country Routt Brown Rd, Pittsboro, NC 27312

  • Land
  • 4 Acres
  • $62,500 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 9 Days On Market

  Last Listing Agent Jodi Tata Coldwell Banker - HPW

  Lot 3 Country Routt Brown Rd, Pittsboro, NC 27312
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  /42

  Est $410,749 Not Listed For Sale

  199 W Salisbury St, Pittsboro, NC 27312

  • 3 Beds
  • 1.5 Baths
  • 1,349 Sq Ft
  • Built 1819

  199 W Salisbury St, Pittsboro, NC 27312

  Last Sold Summary

  • 7% Above List Price
  • $284/SF
  • 6 Days On Market

  • Last Sold Price $382,500
  • Jun 21, 2023

  Last Listing Agent Gary Phillips Weaver Street Realty & Auction
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  /6

  $610,000

  • Land
  • 1.62 Acres
  • $376,543 per Acre

  137 Westhampton Dr, Pittsboro, NC 27312

  This site is 1.6 Acres. County water, natural gas, fiber optics ready in place! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes to

  

  Rex Osborne

  Windjam Properties

  (984) 230-2115

  137 Westhampton Dr, Pittsboro, NC 27312
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  /14

  $3,750 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,811 Sq Ft
  • House for Rent

  125 Brandy Mill, Pittsboro, NC 27312

  Property Id: 1711699Enjoy resort-style amenities including pool, fitness, tennis courts, playground, sport court and more along with your new home! This luxurious 4BD,3.5BTH home will be ready just in time for spring. Custom features through out. Huge back deck great for entertaining.Please note: All applications must be submitted at We do not accept applications through

  (336) 203-5427

  125 Brandy Mill, Pittsboro, NC 27312
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  /2

  $588,186 Sold Jun 06, 2025

  98 Wabash St, Pittsboro, NC 27312

  • 2 Beds
  • 2 Baths
  • 1,873 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Above List Price
  • $314/SF

  Last Listing Agent Karen Burkart Weekley Homes, LLC

  98 Wabash St, Pittsboro, NC 27312
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  /66

  Est $1,259,641 Not Listed For Sale

  67 Rolling Woods Ct, Pittsboro, NC 27312

  • 4 Beds
  • 4 Baths
  • 3,354 Sq Ft
  • Built 2012

  67 Rolling Woods Ct, Pittsboro, NC 27312

  Last Sold Summary

  • 2% Above List Price
  • $368/SF
  • 28 Days On Market

  • Last Sold Price $1,235,000
  • Jul 19, 2024

  Last Listing Agent Betsy Simmons Simmons Realty Group
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  /7

  $650,000

  • Land
  • 1.38 Acres
  • $471,014 per Acre

  264 Mountaintop Cir, Pittsboro, NC 27312

  County water, natural gas, fiber optics ready in place! This site is 1.38 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. This site is below the top of Burnette Mountain. Incredibly private site sloping back to a beautiful flowing mountain stream!This is a legacy home community with country estate living, while located close to many of the Triangle-area's top

  

  Rex Osborne

  Windjam Properties

  (919) 873-3088

  264 Mountaintop Cir, Pittsboro, NC 27312
• 

  

  /19

  $2,495 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,414 Sq Ft
  • House for Rent

  124 Plenty Ct, Pittsboro, NC 27312

  This house is in a planned urban community of Chatham Park near downtown Pittsboro. It is within walking distance of a community playground and park, a pool and pickle ball facility, and a private school (Thales Academy). It has a large family room opens to the kitchen and dining room, and lots of kitchen cabinets and counter space! Granite countertop. Loft space upstairs is a very nice play

  Jeff Wang Eastern Property Corp

  124 Plenty Ct, Pittsboro, NC 27312
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  /37

  $400,000 Sold Aug 01, 2025

  307 Millbrook Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 1,661 Sq Ft
  • Built 2008

  Last Sold Summary

  • 2% Below List Price
  • $241/SF
  • 31 Days On Market

  Current Estimated Value $393,666

  Last Listing Agent Trevor Smith NextHome RARE Properties

  307 Millbrook Dr, Pittsboro, NC 27312
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  /47

  Est $542,193 Not Listed For Sale

  66 Cobble Ridge Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,745 Sq Ft
  • Built 2012

  66 Cobble Ridge Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 8% Above List Price
  • $182/SF
  • 6 Days On Market

  • Last Sold Price $500,000
  • Aug 10, 2023

  Last Listing Agent Julie Roland Julie Roland Realty Inc
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  /6

  $600,000

  • Land
  • 1.95 Acres
  • $307,692 per Acre

  77 Westhampton Dr, Pittsboro, NC 27312

  This site is 1.9 Acres. County water, natural gas, fiber optics ready in place! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes to

  

  Rex Osborne

  Windjam Properties

  (984) 339-1687

  77 Westhampton Dr, Pittsboro, NC 27312
• 

  

  /62

  $14,168

  Total Monthly Price

  • 4 Beds
  • 4 Baths
  • 1,991 Sq Ft
  • Condo for Rent

  288 Stonewall Rd Unit SI ID1055518P, Pittsboro, NC 27312

  The advertised rate of $14,169/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  288 Stonewall Rd Unit SI ID1055518P, Pittsboro, NC 27312
• 

  

  /98

  $938,000 Sold Feb 27, 2026

  1210 Manco Dairy Rd, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 3,309 Sq Ft
  • Built 2012

  Last Sold Summary

  • 18% Below List Price
  • $283/SF
  • 100 Days On Market

  Current Estimated Value $989,749

  Last Listing Agent Sandy Savage Carolina One Realty

  1210 Manco Dairy Rd, Pittsboro, NC 27312
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  /59

  Est $1,255,289 Not Listed For Sale

  69 Romie Ct, Pittsboro, NC 27312

  • 5 Beds
  • 4.5 Baths
  • 4,531 Sq Ft
  • Built 2013

  69 Romie Ct, Pittsboro, NC 27312

  Last Sold Summary

  • 2% Above List Price
  • $270/SF
  • 112 Days On Market

  • Last Sold Price $1,225,000
  • Apr 01, 2025

  Last Listing Agent Lisa Skumpija Absolute Realty Company, LLC
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  /76

  $195,000

  • Land
  • 21,083 Sq Ft
  • $402,893 per Acre

  130 Bur Oak Ct, Pittsboro, NC 27312

  Gorgeous flat golf course lot with stunning views on cul-de-sac street in Chapel Ridge. Enjoy resort-like amenities with a swimming pool, covered patio and grill area, gym, lighted tennis and basketball courts, sand volleyball court, restaurant/bar and semi-private golf course. Enjoy walking the community and sitting to enjoy the beautiful golf course views. This lot is only available with a

  

  Sandy Savage

  Carolina One Realty

  (919) 373-6044

  130 Bur Oak Ct, Pittsboro, NC 27312
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  /24

  $1,750 Per Month

  • 3 Beds
  • 1 Bath
  • 1,215 Sq Ft
  • House for Rent

  278 Hillsboro St, Pittsboro, NC 27312

  IDEAL LOCATION in the heart of charming Pittsboro! Welcome to easy, single-level living on a spacious 3⁄4-acre homesite, surrounded by mature trees and a sense of peaceful openness. Built in 1955 and thoughtfully updated, this classic ranch blends timeless character with modern comfort. The bright, updated kitchen and refreshed bath complement a flexible layout featuring 3 bedrooms--perfect for

  Chad Lloyd Long & Foster Real Estate INC

  278 Hillsboro St, Pittsboro, NC 27312
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  /19

  $620,000 Sold Dec 30, 2025

  11 Allgood St, Pittsboro, NC 27312

  • 5 Beds
  • 4 Baths
  • 3,435 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Below List Price
  • $180/SF
  • 12 Days On Market

  Current Estimated Value $635,456

  Last Listing Agent Alex Lilly Pulte Home Company LLC

  11 Allgood St, Pittsboro, NC 27312
• 

  /2

  Est $505,840 Not Listed For Sale

  127 Cobble Ridge Dr, Pittsboro, NC 27312

  • 3 Beds
  • 3 Baths
  • 2,436 Sq Ft
  • Built 2013

  127 Cobble Ridge Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 4% Below List Price
  • $199/SF

  • Last Sold Price $485,000

  Last Listing Agent Cooper Broome Navigate Realty
• 

  

  /53

  $175,000

  • Land
  • 15,812 Sq Ft
  • $482,094 per Acre

  12 Cabin Creek, Pittsboro, NC 27312

  Convenient to the amenities, this lovely lot backs up to a wooded area for lots of privacy and has views of the small park area from the front. This lot is only available with Prewitt-Douglas custom presale home.

  

  Sandy Savage

  Carolina One Realty

  (984) 223-0131

  12 Cabin Creek, Pittsboro, NC 27312
• 

  

  /19

  $1,950

  Total Monthly Price

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft
  • House for Rent

  288 Cottage Way, Pittsboro, NC 27312

  Available for immediate move in. New Home build in 2021. Bright, modern cottage w/ 3 bed/2.5 bath open floor plan. 1st floor master w/ deluxe bath & tile floor. Upstairs features 2 beds + jack & jill bath. Spacious kitchen boasts granite countertops, tile backsplash, stainless appliances. Hardwoods in living room, dining room & kitchen. 5G WIFI available. Energy efficient. Walking

  288 Cottage Way, Pittsboro, NC 27312
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  /70

  $385,000 Sold Jul 01, 2025

  411 Brampton Close, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 2,046 Sq Ft
  • Built 1986

  Last Sold Summary

  • $188/SF
  • 7 Days On Market

  Current Estimated Value $389,721

  Last Listing Agent Tanya Papandrea Absolute Realty Company, LLC

  411 Brampton Close, Pittsboro, NC 27312
• 

  

  /17

  Est $377,717 Not Listed For Sale

  13 Danbury Ct, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 1,508 Sq Ft
  • Built 2012

  13 Danbury Ct, Pittsboro, NC 27312

  Last Sold Summary

  • 1% Above List Price
  • $249/SF
  • 10 Days On Market

  • Last Sold Price $375,000
  • Apr 28, 2025

  Last Listing Agent Deborah Saleeby Coldwell Banker - HPW
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  /6

  $575,000

  • Land
  • 1.12 Acres
  • $513,393 per Acre

  29 Westhampton Dr, Pittsboro, NC 27312

  This site is 1.2 Acres. County water, natural gas, fiber optics ready in place! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes to

  

  Rex Osborne

  Windjam Properties

  (919) 750-0467

  29 Westhampton Dr, Pittsboro, NC 27312
• 

  

  /19

  $2,195 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,274 Sq Ft
  • House for Rent

  156 Cottage Way, Pittsboro, NC 27312

  Quaint 3 bedroom, 2.5 bath home in Chatham Park in Pittsboro! Open floor plan with primary suite on the 1st level. Kitchen with granite countertops, tile backsplash, SS appliances and white cabinetry. Storage drawers in the stairs. Spacious bedrooms on the 2nd level and bathroom with dual vanities. Washer/Dryer included. Small to medium size dogs negotiable. Must see!

  Cindy Cirillo Block & Associates Realty

  156 Cottage Way, Pittsboro, NC 27312
• 

  

  /50

  $601,000 Sold Jun 04, 2025

  1210 Poplar Forest Ln, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,718 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $221/SF
  • 30 Days On Market

  Current Estimated Value $622,564

  Last Listing Agent Danielle Boggess Century 21 Southern Lifestyles

  1210 Poplar Forest Ln, Pittsboro, NC 27312
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  /53

  Est $957,078 Not Listed For Sale

  918 Woodham, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 3,406 Sq Ft
  • Built 1999

  918 Woodham, Pittsboro, NC 27312

  Last Sold Summary

  • 1% Above List Price
  • $279/SF
  • 34 Days On Market

  • Last Sold Price $950,000
  • Feb 11, 2025

  Last Listing Agent Chris Culbreth Berkshire Hathaway HomeService

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