14,714

Pittsboro, NC Homes

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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

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 568-5538

    339 Westhampton Dr, Pittsboro, NC 27312
  • /25

    $2,295 per month

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • House for Rent

    565 Old Graham Rd, Pittsboro, NC 27312

    Perfectly charming, completely upgraded ranch home located in highly sought-after historic Pittsboro. Upgrades include almost new luxury-vinyl-tile floors, fixtures, fans, fresh paint, appliances and so much more! Good sized bedrooms, walk-in closets and privacy blinds. Spacious family room offers vaulted ceiling, electric fireplace + tons of natural light. Beautiful kitchen with granite counters

    Josh Furr Coldwell Banker Advantage

    565 Old Graham Rd, Pittsboro, NC 27312
  • /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
    • /38

      Est $414,160 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,939 Sq Ft

      28 Norwell Ln, Pittsboro, NC 27312

      28 Norwell Ln, Pittsboro, NC 27312
  • /66

    $1,100,000 Pending

    • 5 Beds
    • 4 Baths
    • 6,149 Sq Ft

    3680 U S 15, Pittsboro, NC 27312

    Back on market with drastic price reduction! Spectacular home on 4.047 acres in prime location North of Pittsboro. This home is truly one of a kind and meticulously maintained. 5 bedrooms, Cedar lined closets in owners suite and linen closet, formal living room-dining room, den with builtins and gas logs, Quartz stone countertops in kitchen 2018. New appliances in kitchen 2018, Sunroom off

    Agent Photo

    Joni Williams

    Straight Up Realty, LLC

    (984) 360-7696

    3680 U S 15, Pittsboro, NC 27312
  • /40

    $1,149 per month

    Beautiful setting for your newly renovated 2 bedroom home

    1 Bed

    25 Creekside Cir, Pittsboro, NC 27312

    Come explore Creekside Apartments, where charm meets convenience in the heart of Pittsboro. Nestled among trees and alongside a serene creek, our recently renovated homes offer a perfect blend of privacy and urban accessibility.Located just four blocks from Pittsboro’s historic downtown circle, Creekside Apartments provides an ideal location to experience the best of the community. Walk

    25 Creekside Cir, Pittsboro, NC 27312
  • /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
    • /23

      Est $234,907 Not Listed For Sale

      401 Major Lee Rd, Pittsboro, NC 27312

      401 Major Lee Rd, Pittsboro, NC 27312
  • /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

    Agent Photo

    Rex Osborne

    Windjam Properties

    (984) 230-2115

    137 Westhampton Dr, Pittsboro, NC 27312
  • /35

    $3,600 per month

    • 4 Beds
    • 3 Baths
    • 3,300 Sq Ft
    • House for Rent

    215 Harrison Pond Dr, Pittsboro, NC 27312

    Splendid 4-bedroom, 3-bathroom Harrison Pond home in Pittsboro-- SWIMMING POOL! Discover the perfect blend of elegance, comfort, and functionality in this stunning 4-bedroom, 3-bathroom home nestled in the desirable Harrison Pond community. Thoughtfully designed with both relaxation and entertaining in mind, this residence offers a luxurious lifestyle in a peaceful neighborhood. Step inside to

    Nicole Galiger Park Real Estate Management

    215 Harrison Pond Dr, Pittsboro, NC 27312
  • /47

    $1,450,000 Sold Apr 23, 2025

    71 Willow Creek Ct, Pittsboro, NC 27312

    • 4 Beds
    • 4.5 Baths
    • 4,449 Sq Ft
    • Built 2018

    Last Sold Summary

    • 3% Below List Price
    • $326/SF
    • 142 Days On Market

    Current Estimated Value $1,451,974

    Last Listing Agent Lisa Skumpija Absolute Realty Company, LLC

    71 Willow Creek Ct, Pittsboro, NC 27312
    • /38

      Est $746,013 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,802 Sq Ft

      122 Shergold Dr, Pittsboro, NC 27312

      122 Shergold Dr, Pittsboro, NC 27312
  • /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

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 873-3088

    264 Mountaintop Cir, Pittsboro, NC 27312
  • /13

    $1,049 per month

    Allendale Cottages

    2 Beds

    20 Allendale Dr, Pittsboro, NC 27312

    Discover the perfect blend of comfort and convenience at Allendale Cottages, nestled in a serene, wooded landscape. Built in 1983 and newly renovated, our charming cottages feature a spacious kitchen, private deck with extra storage, cozy carpeting, and elegant LVP flooring. Enjoy modern amenities like an air conditioner, ceiling fan, W/D hookup, and ample driveway and off-street parking.

    20 Allendale Dr, Pittsboro, NC 27312
  • /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 $396,975

    Last Listing Agent Trevor Smith NextHome RARE Properties

    307 Millbrook Dr, Pittsboro, NC 27312
    • /72

      Est $820,571 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,323 Sq Ft

      44 Barn Owl Ln, Pittsboro, NC 27312

      44 Barn Owl Ln, Pittsboro, NC 27312
  • /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

    Agent Photo

    Rex Osborne

    Windjam Properties

    (984) 339-1687

    77 Westhampton Dr, Pittsboro, NC 27312
  • /20

    $5,181 per month

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

    288 Stonewall Rd Unit ID1055517P, Pittsboro, NC 27312

    Experience the charm of North Carolina with this unique treehouse community, featuring two enchanting retreats: Galaxy and Full Bloom. Nestled amidst nature, this cozy getaway offers a perfect blend of comfort and tranquility, embodying the essence of North Carolina's beauty.This listing grants access to two individual units on the property, each with its own theme. The Galaxy unit boasts a

    288 Stonewall Rd Unit ID1055517P, Pittsboro, NC 27312
  • /64

    $755,000 Sold Apr 30, 2025

    18 Green Ridge Ln, Pittsboro, NC 27312

    • 3 Beds
    • 4 Baths
    • 2,887 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Above List Price
    • $262/SF
    • 2 Days On Market

    Current Estimated Value $748,910

    Last Listing Agent Colleen Jelley, CSA, PSA Dwell Real Estate

    18 Green Ridge Ln, Pittsboro, NC 27312
    • /34

      Est $437,843 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,066 Sq Ft

      217 Millennium Dr, Pittsboro, NC 27312

      217 Millennium Dr, Pittsboro, NC 27312
  • /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

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 750-0467

    29 Westhampton Dr, Pittsboro, NC 27312
  • /63

    $2,626 per month

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

    288 Stonewall Rd Unit ID1055516P, Pittsboro, NC 27312

    Escape to a world of enchantment and romance in this Full Bloom Treehouse, nestled amidst the lush embrace of nature. Perfect for couples seeking a private getaway, this charming haven offers a serene blend of natural beauty and cozy comfort. Inside, the treehouse exudes a warm and intimate ambiance, complete with flower-themed decor that brings a touch of blossoming charm to every corner. The

    288 Stonewall Rd Unit ID1055516P, Pittsboro, NC 27312
  • /66

    $1,360,000 Sold Mar 21, 2025

    403 Stonecrest Way, Pittsboro, NC 27312

    • 4 Beds
    • 4.5 Baths
    • 3,553 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $383/SF
    • 8 Days On Market

    Current Estimated Value $1,381,829

    Last Listing Agent Megan Niesen United Real Estate Triangle

    403 Stonecrest Way, Pittsboro, NC 27312
    • /34

      Est $433,025 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,031 Sq Ft

      178 Millennium Dr, Pittsboro, NC 27312

      178 Millennium Dr, Pittsboro, NC 27312
  • /7

    $650,000

    • Land
    • 1.1 Acres
    • $590,909 per Acre

    310 Mountaintop Cir, Pittsboro, NC 27312

    County water, natural gas, fiber optics ready in place! This site is 1.13 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

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 689-4807

    310 Mountaintop Cir, Pittsboro, NC 27312
  • /20

    $10,491 per month

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

    288 Stonewall Rd Unit ID1055518P, Pittsboro, NC 27312

    Elevate your stay in North Carolina with this unique treehouse retreat, nestled amidst nature's beauty. This enchanting getaway offers a perfect blend of comfort and tranquility, embodying the essence of North Carolina's charm. Whether you seek a space or hive-inspired haven or a plant and water-themed oasis, this treehouse provides an idyllic escape.This reservation grants you access to all

    288 Stonewall Rd Unit ID1055518P, Pittsboro, NC 27312
  • /59

    $1,225,000 Sold Apr 01, 2025

    69 Romie Ct, Pittsboro, NC 27312

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

    Last Sold Summary

    • 9% Below List Price
    • $270/SF
    • 112 Days On Market

    Current Estimated Value $1,243,664

    Last Listing Agent Lisa Skumpija Absolute Realty Company, LLC

    69 Romie Ct, Pittsboro, NC 27312
    • /64

      Est $899,651 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,073 Sq Ft

      639 Golfers View, Pittsboro, NC 27312

      639 Golfers View, Pittsboro, NC 27312
  • /7

    $625,000

    • Land
    • 1.59 Acres
    • $393,082 per Acre

    309 Westhampton Dr, Pittsboro, NC 27312

    This site is 1.59 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

    Agent Photo

    Rex Osborne

    Windjam Properties

    (984) 374-1491

    309 Westhampton Dr, Pittsboro, NC 27312
  • /21

    $3,750 per month

    • 4 Beds
    • 3 Baths
    • 2,825 Sq Ft
    • House for Rent

    53 Nuthatch, Pittsboro, NC 27312

    Property Id: 1617530Enjoy resort-style amenities including pool, fitness, tennis courts, playground, sport court and more along with your gorgeous home! This luxurious 4BDs,3BTHs home will be ready just in time for spring. Custom features throughout. Huge back deck great for entertaining.Note: we do not accept applications from turbotenantlink to apply:

    53 Nuthatch, Pittsboro, NC 27312
  • /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 $385,500

    Last Listing Agent Tanya Papandrea Absolute Realty Company, LLC

    411 Brampton Close, Pittsboro, NC 27312
    • /42

      Est $389,037 Not Listed For Sale

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

      199 W Salisbury St, Pittsboro, NC 27312

      199 W Salisbury St, Pittsboro, NC 27312
  • /14

    $190,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    66 Toomer Loop Rd, Pittsboro, NC 27312

    Attention Investors. contractors and Homeowners! You are itching to bring your Pinterest board to life? This is your chance to bring this Ranch in an amazing Pittsboro Location back to life and to the stunner it once was! Seller has completed some of the work and now its your turn to add your chosen finishes to finish it and make it home! Sold as is. Seller will not make any repairs Cash and

    Agent Photo

    Stephanie Anson

    Northside Realty Inc.

    (919) 804-1831

    66 Toomer Loop Rd, Pittsboro, NC 27312
  • /14

    $4,000 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

    125 Brandy Mill, Pittsboro, NC 27312
  • /53

    $1,130,000 Sold Apr 21, 2025

    56 Clarence Ln, Pittsboro, NC 27312

    • 4 Beds
    • 4 Baths
    • 3,771 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Below List Price
    • $300/SF
    • 17 Days On Market

    Current Estimated Value $1,148,005

    Last Listing Agent Ed Billings Compass -- Chapel Hill - Durham

    56 Clarence Ln, Pittsboro, NC 27312
    • /66

      Est $1,276,852 Not Listed For Sale

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

      67 Rolling Woods Ct, Pittsboro, NC 27312

      67 Rolling Woods Ct, Pittsboro, NC 27312
  • /6

    $679,000

    • Land
    • 5 Acres
    • $135,800 per Acre

    517 Westhampton Dr, Pittsboro, NC 27312

    LIVE ABOVE....ON BURNETTE MOUNTAIN IN CHATHAM COUNTY WITH FAR-REACHING VIEWS OF CHAPEL HILL This lot is near the TOP! The Summit is an exclusive new home community Built by Sage Built Custom Homes, building legacy homes including many architectural styles and unlimited sizes, while located close to many of the Triangle-areas top destinations. This home-site is over 5 Acres near the elevation peak

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 739-4373

    517 Westhampton Dr, Pittsboro, NC 27312
  • /20

    $2,180 per month

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

    96 Buteo Ridge Unit ID1055521P, Pittsboro, NC 27312

    Escape to a serene retreat nestled on just under five wooded acres, offering a peaceful getaway from the hustle and bustle of daily life. This charming home provides the perfect setting for relaxation, family bonding, or completing a project, while still being conveniently close to town for dining and work. Enjoy the comfort of our DreamCloud mattresses, with the primary bedroom featuring a

    96 Buteo Ridge Unit ID1055521P, 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 $609,552

    Last Listing Agent Danielle Boggess Century 21 Southern Lifestyles

    1210 Poplar Forest Ln, Pittsboro, NC 27312
    • /47

      Est $537,935 Not Listed For Sale

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

      66 Cobble Ridge Dr, Pittsboro, NC 27312

      66 Cobble Ridge Dr, Pittsboro, NC 27312

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