Pittsboro, NC Homes

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  /46

  $664,900

  • 3 Beds
  • 3 Baths
  • 2,414 Sq Ft

  166 Imagine Way, Pittsboro, NC 27312

  Welcome to a beautiful home in Chatham Park's Premier 55+ Community. 166 Imagine Way, a meticulously maintained Sweetfern floor plan nestled in a highly sought after community. This 3 bedroom, 3 bath home offers single level living with second level flexibility. This turn-key residence delivers the perfect balance of open space, functional design, and high end updates. An intuitive open concept

  

  Terri McCall

  Chatham Homes Realty

  166 Imagine Way, Pittsboro, NC 27312
• 

  

  

  /54

  $5,800 Per Month

  • 3 Beds
  • 3.5 Baths
  • Property for Rent

  145 Oldham Place, Pittsboro, NC 27312

  House and barn available for rent. A unique live-and-store opportunity across from Chatham Park, Ideal for executives, business owners, collectors, remote-working households and families needing extensive private storage. WOW 15.79 acres directly across from Chatham Park. Take the private drive to this luxurious custom built all brick estate, with extensive landscape, large patio, heritage wall &

  Jennie Li TopSky Realty Inc

  145 Oldham Place, Pittsboro, NC 27312
• 

  

  

  /92

  $837,000

  Sold Sep 08, 2025

  601 Golfers View, Pittsboro, NC 27312

  • 3 Beds
  • 3.5 Baths
  • 2,725 Sq Ft
  • Built 2008

  Last Sold Summary

  • 4% Below List Price
  • $307/SF
  • 146 Days On Market

  Current Estimated Value $869,243

  Last Listing Agent Melanie Thompson Absolute Realty Company, LLC

  601 Golfers View, Pittsboro, NC 27312
• 

  

  

  /50

  Est $733,138

  Not Listed For Sale

  766 Horizon Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,851 Sq Ft
  • Built 2017

  766 Horizon Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Brett Bushnell Compass -- Chapel Hill - Durham
• 

  

  

  /7

  $750,000

  $100K PRICE INCREASE

  • Land
  • 1.38 Acres
  • $543,478 per Acre

  264 Mountaintop Cir, Pittsboro, NC 27312

  Surpassing other luxury communities throughout Chatham, Orange, and Wake Counties. Home sites capable of accommodating some of the largest custom residences in the Triangle region, including the most sprawling ranch plans. Exceptional impervious surface allowances provide owners with the flexibility to create expansive outdoor living spaces, including pools, detached garages, guest houses, and

  

  Rex Osborne

  Windjam Properties

  264 Mountaintop Cir, Pittsboro, NC 27312
• 

  

  /40

  $2,800 Per Month

  • 4 Beds
  • 3 Baths
  • 2,109 Sq Ft
  • House for Rent

  45 Millennium Dr, Pittsboro, NC 27312

  Experience comfort, style, and energy-conscious living in this beautifully maintained 4-bedroom, 3-bathroom home offering approximately 2,109 square feet of thoughtfully designed living space. Built in 2022, this home combines modern finishes with practical features for everyday living.Please note: This home is rented unfurnished. Any furniture shown in marketing photos is for staging

  45 Millennium Dr, Pittsboro, NC 27312
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  /66

  $814,000

  Sold Apr 15, 2026

  23 E Camden, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,740 Sq Ft
  • Built 1993

  Last Sold Summary

  • 9% Above List Price
  • $297/SF
  • 0 Days On Market

  Current Estimated Value $802,735

  Last Listing Agent Bonnie Strowd NorthGroup Real Estate, Inc.

  23 E Camden, Pittsboro, NC 27312
• 

  

  /42

  Est $524,712

  Not Listed For Sale

  81 Churchwood Ln, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft
  • Built 1999

  81 Churchwood Ln, Pittsboro, NC 27312

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Bethany Smith Compass -- Chapel Hill - Durham
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  /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. Bring your own builder or use ours.

  

  Sandy Savage

  Carolina One Realty

  12 Cabin Creek, Pittsboro, NC 27312
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  /14

  $975 Per Month

  • 1 Bed
  • 1 Bath
  • 300 Sq Ft
  • House for Rent

  839B Sanford Rd, Pittsboro, NC 27312

  Upstairs Unit Available!Freshly updated with new carpet and fresh paint, this upstairs unit is clean, comfortable, and move-in ready. It's perfect for an individual looking for a convenient, centrally located home. The property also includes additional storage space available in the back for your convenience.

  839B Sanford Rd, Pittsboro, NC 27312
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  /9

  $806,405

  Sold Dec 08, 2025

  187 Dairymont Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 2,469 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Above List Price
  • $327/SF
  • 18 Days On Market

  Last Listing Agent Andrea Ochoa Collective Realty LLC

  187 Dairymont Dr, Pittsboro, NC 27312
• 

  

  /35

  Est $460,886

  Not Listed For Sale

  584 Woodbury, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,302 Sq Ft
  • Built 1993

  584 Woodbury, Pittsboro, NC 27312

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Jodi Bakst Real Estate Experts
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  /49

  $379,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,216 Sq Ft

  484 Beechmast, Pittsboro, NC 27312

  Welcome home to this spacious 2,200+ sq ft end-unit townhome in coveted Fearrington Village, just minutes from Chapel Hill, UNC, RDU, RTP, and Jordan Lake. Offering generous space at a terrific value, this home features vaulted ceilings and skylights that fill the interior with natural light, while hardwood floors flow throughout the main level. The living room opens to a sunny flex space—perfect

  

  Jennifer Patterson

  Keller Williams Elite Realty

  484 Beechmast, Pittsboro, NC 27312
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  /10

  $1,100 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • 360A

  360 Nc-902, Pittsboro, NC 27312

  Rustic charm in the heart of Pittsboro! This sweet duplex fronts with a small porch bu leading onto the kitchen and dining area.. side porch off 2nd bedroom.. minutes to park, downtown and shopping

  360 Nc-902, Pittsboro, NC 27312
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  /34

  $120,540

  Sold Jun 30, 2026

  181 Emerson Cook Rd, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft
  • Built 1992

  Last Sold Summary

  • 44% Below List Price
  • $78/SF
  • 170 Days On Market

  Last Listing Agent Kelly Cassell Howard Hanna Allen Tate-Asheboro

  

  181 Emerson Cook Rd, Pittsboro, NC 27312
• 

  

  /25

  Est $835,860

  Not Listed For Sale

  842 Horizon Dr, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 3,062 Sq Ft
  • Built 2020

  842 Horizon Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Steve Brauer Coldwell Banker Advantage
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  /12

  $190,000

  $55K PRICE DROP

  • Land
  • 5.76 Acres
  • $32,986 per Acre

  0 Goathouse Rd, Pittsboro, NC 27312

  Bring your plans and make it your own on this 5+ acre lot tucked away from it all yet just 10 minutes to DT Pittsboro. 4 BDR septic already in place, saving you time and upfront costs, no HOA. Zoned R-1, this versatile lot is configured for a wide range of possibilities, with 1+/- acre frontage providing easy access to set up an in-home business, studio, guest house, hobby farm with 4 acres left

  

  Lynn Nilssen

  Real Estate Experts

  0 Goathouse Rd, Pittsboro, NC 27312
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  /26

  $1,500 Per Month

  • 2 Beds
  • 1 Bath
  • Fantastic location near downtown Pittsboro for this 2br duplex !

  848 Old Graham Rd, Pittsboro, NC 27312

  Now Available! Renters will appreciate the great location and lovely wooded setting of this nice 2br duplex just minutes to downtown Pittsboro. Features include a large wooded yard and natural areas, exterior patio, driveway parking and attractive new LVP flooring. The interior features a large living area with abundant natural window light. An open eat-in kitchen comes with major

  848 Old Graham Rd, Pittsboro, NC 27312
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  /11

  $1,625,000

  Sold Jul 30, 2026

  1099 N Pea Ridge Rd, Pittsboro, NC 27312

  • Land
  • 49.62 Acres
  • $32,749 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 42 Days On Market

  Last Listing Agent Diane Donnelly RE/MAX United

  1099 N Pea Ridge Rd, Pittsboro, NC 27312
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  /42

  Est $969,269

  Not Listed For Sale

  919 Woodham, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 3,578 Sq Ft
  • Built 2001

  919 Woodham, Pittsboro, NC 27312

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Tracy Santrock Berkshire Hathaway HomeService
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  /6

  $400,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  982 Castle Rock Farm Rd, Pittsboro, NC 27312

  This 3-bedroom, 1-bathroom single-family residence in Pittsboro sits on an expansive 10-acre lot, offering substantial privacy and land ownership potential. The generous acreage provides flexibility for personal projects, outdoor pursuits, or future development possibilities. Whether you seek a quiet rural retreat or value the freedom that comes with significant acreage, this residence presents a

  

  Sandy Savage

  Carolina One Realty

  982 Castle Rock Farm Rd, Pittsboro, NC 27312
• 

  

  /25

  $570,140

  Sold Oct 23, 2025

  323 Beacon Dr, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 2,489 Sq Ft
  • Built 2025

  Last Sold Summary

  • $229/SF

  Current Estimated Value $575,692

  Last Listing Agent Jessie Krieger EXP Realty LLC

  323 Beacon Dr, Pittsboro, NC 27312
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  /36

  Est $453,042

  Not Listed For Sale

  151 Cobble Ridge Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 1,830 Sq Ft
  • Built 2012

  151 Cobble Ridge Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Chris Webb Property Specific, LLC
• 

  

  /49

  $549,900

  • 4 Beds
  • 2 Baths
  • 3,125 Sq Ft

  988 Nc 87 Bypass, Pittsboro, NC 27312

  Stunning ranch with a walkout basement on private, 1.8 wooded acres and just a short drive to downtown Pittsboro. Whether you like to cook or just pretend to, the kitchen features a waterfall island, quartz countertops, and stainless appliances. Downstairs, a finished basement gives you space for whatever you can dream up — home gym, media room, in-law suite, your call. The primary suite includes

  

  Stephanie Anson

  Northside Realty Inc.

  988 Nc 87 Bypass, Pittsboro, NC 27312
• 

  

  /59

  $585,000

  Sold Sep 29, 2025

  430 Autumn Chase, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,262 Sq Ft
  • Built 2017

  Last Sold Summary

  • 1% Above List Price
  • $259/SF
  • 1 Day On Market

  Current Estimated Value $617,241

  Last Listing Agent Lynn Roeder Chapel Hill Realty Group, Inc.

  430 Autumn Chase, Pittsboro, NC 27312
• 

  

  /43

  Est $462,758

  Not Listed For Sale

  1567 Hadley Mill Rd, Pittsboro, NC 27312

  • 4 Beds
  • 2 Baths
  • 2,992 Sq Ft
  • Built 2005

  1567 Hadley Mill Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Steven Coble Coble Real Estate Group
• 

  

  /15

  $265,000

  • Land
  • 2.83 Acres
  • $93,805 per Acre

  189 Mitchells Chapel Rd, Pittsboro, NC 27312

  Braxton Hill Estate Lots — A Premier Pittsboro Address... Welcome to Braxton Hill, an exclusive collection of estate-sized homesites offering a rare opportunity to build your custom dream home in one of Pittsboro's most desirable emerging locations. Nestled within the Pittsboro ETJ, just beyond the town limits, Braxton Hill offers the perfect blend of peaceful acreage, privacy, and convenient

  

  Donna Thomas

  Coldwell Banker HPW Pittsboro

  189 Mitchells Chapel Rd, Pittsboro, NC 27312
• 

  

  /24

  $449,000

  Sold Dec 15, 2025

  520 Swim and Croquet, Pittsboro, NC 27312

  • 2 Beds
  • 2 Baths
  • 1,875 Sq Ft
  • Built 1991

  Last Sold Summary

  • $239/SF
  • 12 Days On Market

  Last Listing Agent Meta Tibke Meta Tibke Realty, LLC

  520 Swim and Croquet, Pittsboro, NC 27312
• 

  

  /52

  Est $1,067,787

  Not Listed For Sale

  222 Henrys Ridge Rd, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 4,559 Sq Ft
  • Built 2012

  222 Henrys Ridge Rd, Pittsboro, NC 27312

  Last Sold Summary

  • 106 Days On Market

  Last Listing Agent Jay Walden Coldwell Banker HPW Pittsboro
• 

  

  /65

  $745,000

  • 4 Beds
  • 3 Baths
  • 2,784 Sq Ft

  67 Coley Ct, Pittsboro, NC 27312

  Welcome to this spacious 4-bedroom, 3-bathroom craftsman inspired home nestled in the Horizon community just north of Pittsboro. Quality built with first floor primary suite, a cook's kitchen with granite and stainless, 2 car attached side entry garage, screened porch, and soaring ceilings that set off the 2 story stone fireplace. Upstairs are additional bedrooms, conditioned storage and walk in

  

  Jaye Kreller

  Dwell Real Estate

  67 Coley Ct, Pittsboro, NC 27312
• 

  

  /57

  $555,000

  Sold Jan 29, 2026

  17 Plenty Ct, Pittsboro, NC 27312

  • 4 Beds
  • 2.5 Baths
  • 2,320 Sq Ft
  • Built 2023

  Last Sold Summary

  • 1% Below List Price
  • $239/SF
  • 42 Days On Market

  Current Estimated Value $575,043

  Last Listing Agent Christian Olmstead Simply Southern Realty

  17 Plenty Ct, Pittsboro, NC 27312
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  /32

  Not Listed For Sale

  27 Rosedale Way, Pittsboro, NC 27312

  • 5 Beds
  • 4 Baths
  • 2,869 Sq Ft
  • Built 2023

  27 Rosedale Way, Pittsboro, NC 27312

  Last Sold Summary

  Last Listing Agent Alex Lilly Pulte Home Company LLC
• 

  

  /17

  $364,000

  $15K PRICE DROP

  • Land
  • 3.9 Acres
  • $93,333 per Acre

  318 Jones Ferry Rd, Pittsboro, NC 27312

  SAVE BIG! Seller is offering up to $10,000 toward closing cost or an interest buy down when financing is obtained through the preferred lender-- making ownership more affordable with lower monthly payments!! A rare estate-home site in one of Chatham County's most desirable corridors. Cleared land ready to build. Perk approved for a 4-bedroom home, with excellent public road frontage. Ideally

  

  Philip Mathew

  Ideal Home Realty

  318 Jones Ferry Rd, Pittsboro, NC 27312
• 

  

  /14

  $423,000

  Sold Feb 17, 2026

  107 Parkland Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 1,676 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $252/SF
  • 164 Days On Market

  Last Listing Agent Claire Jackson CLEAR Real Estate

  107 Parkland Dr, Pittsboro, NC 27312
• 

  

  /8

  Est $850,580

  Not Listed For Sale

  587 Chapel Ridge Dr, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 3,282 Sq Ft
  • Built 2024

  587 Chapel Ridge Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent Carla Sevilla Chanticleer Properties LLC
• 

  

  /12

  $2,475,000

  New Construction

  • 5 Beds
  • 8 Baths
  • 5,180 Sq Ft

  95 Mountaintop Cir, Pittsboro, NC 27312

  Welcome to this exceptional new single-family residence in The Summit. This five-bedroom, 6.5-bathroom home offers abundant space for versatile living arrangements and entertaining. Set on a generous 1-Acre home site near the top of Burnette Mountain, the property provides ample outdoor space and privacy. The residence features two downstairs bedrooms, a grand Formal Dining Room, Study, Scullery

  

  Rex Osborne

  Windjam Properties

  95 Mountaintop Cir, Pittsboro, NC 27312
• 

  

  /4

  $719,630

  Sold Mar 19, 2026

  361 Aspen Ave, Pittsboro, NC 27312

  • 3 Beds
  • 3 Baths
  • 2,452 Sq Ft
  • Built 2026

  Last Sold Summary

  • $293/SF
  • 0 Days On Market

  Last Listing Agent Tracey Riordan Weekley Homes, LLC

  361 Aspen Ave, Pittsboro, NC 27312
• 

  

  /33

  Est $714,734

  Not Listed For Sale

  160 Sweet Pine Cir, Pittsboro, NC 27312

  • 4 Beds
  • 2.5 Baths
  • 2,578 Sq Ft
  • Built 2010

  160 Sweet Pine Cir, Pittsboro, NC 27312

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Connor Reside Bold Real Estate
• 

  

  /76

  $1,925,000

  New Construction

  • 5 Beds
  • 7 Baths
  • 4,492 Sq Ft

  98 Summit Terrace Dr, Pittsboro, NC 27312

  A Modern Estate Home Designed for Luxury Living Welcome to one of Summit Terrace's signature homes—an extraordinary custom residence that blends timeless architecture with modern luxury in one of Chatham County's most desirable settings. Perfectly positioned on a 1.27-acre homesite backing to more than 15 acres of protected wooded common area, this exceptional property offers the privacy,

  

  Rex Osborne

  Windjam Properties

  98 Summit Terrace Dr, Pittsboro, NC 27312
• 

  

  /14

  $1,293,646

  Sold Apr 27, 2026

  126 Roberson Creek Rd, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 3,318 Sq Ft
  • Built 2026

  Last Sold Summary

  • 10% Above List Price
  • $390/SF
  • 39 Days On Market

  Last Listing Agent Gavin Mekemson Windjam Properties

  126 Roberson Creek Rd, Pittsboro, NC 27312

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