14,909

Pittsboro, NC Homes

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  • /7

    $650,000

    • Land
    • 1.38 Acres
    • $471,698 per Acre

    288 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

    Agent Photo

    Rex Osborne

    Windjam Properties

    288 Mountaintop Cir, Pittsboro, NC 27312
  • /20

    $3,944

    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 $3,945/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 23, 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 ID1055516P, Pittsboro, NC 27312
  • /77

    $1,740,000

    Sold Jun 17, 2026

    68 Harvest Ln, Pittsboro, NC 27312

    • 4 Beds
    • 3.5 Baths
    • 4,163 Sq Ft
    • Built 2023

    Last Sold Summary

    • 8% Below List Price
    • $418/SF
    • 41 Days On Market

    Current Estimated Value $1,757,551

    Last Listing Agent Gretchen Coley Compass -- Raleigh

    68 Harvest Ln, Pittsboro, NC 27312
    • /2

      Est $513,518

      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

  • /91

    $550,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    298 Forest Ln, Pittsboro, NC 27312

    Whether you're looking to build your dream home, create a weekend getaway, or invest in land with long-term potential, this versatile parcel offers endless possibilities. Tucked behind a solar-powered gate and set on just over 5 private acres, this unique Pittsboro property offers an exceptional opportunity for those seeking space, flexibility, and future potential. Surrounded by mature

    Agent Photo

    Renee Rogers

    Keller Williams Legacy

    298 Forest Ln, Pittsboro, NC 27312
  • /20

    $15,313

    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 $15,314/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 23, 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

    288 Stonewall Rd Unit SI ID1055518P, Pittsboro, NC 27312
  • /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 $545,688

    Last Listing Agent Keisha Simpson Omni Realty Group

    32 Freeman Dr, Pittsboro, NC 27312
    • /17

      Est $371,024

      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

      • 10 Days On Market

  • /17

    $379,000

    • Land
    • 3.9 Acres
    • $97,179 per Acre

    318 Jones Ferry Rd, Pittsboro, NC 27312

    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 located just minutes from Chapel Hill, Carrboro, and the rapidly growing Chatham Park, while offering easy access to nature with the new Haw River canoe and kayak launch nearby and Jordan Lake within a short

    Agent Photo

    Philip Mathew

    Ideal Home Realty

    318 Jones Ferry Rd, Pittsboro, NC 27312
  • /16

    $1,975 Per Month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    2867 Chicken Bridge Rd, Pittsboro, NC 27312

    Property Id: 2596027Quiet Wooded Retreat: Cozy Cabin Steps from the Haw RiverEscape the hustle and bustle in this beautiful 2-bedroom, 1-bathroom cabin set on a private, wooded acreage. If you're a nature lover looking for a peaceful sanctuary with modern comforts, this is the perfect fit.Interior FeaturesArchitectural Charm: Experience an airy, spacious feel with high

    2867 Chicken Bridge Rd, 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 $692,480

    Last Listing Agent David Wilson Carolina's Choice Real Estate

    296 Silverberry, Pittsboro, NC 27312
    • /53

      Est $943,331

      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

      • 34 Days On Market

  • /2

    $175,000

    $5K PRICE DROP
    • Land
    • 2.85 Acres
    • $61,404 per Acre

    142 Neil Carter Dr, Pittsboro, NC 27312

    Incredible opportunity in the highly sought-after town of Pittsboro! This 2.85-acre vacant lot is ideal for anyone looking to build their dream home or for builders seeking their next new construction project. With room to accommodate a spacious five-bedroom, three-bathroom design, this property offers flexibility and strong long-term value. Enjoy the peaceful setting with frequent deer

    Agent Photo

    Leo Murphy

    Movil Realty

    142 Neil Carter Dr, 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
  • /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 $480,586

    Last Listing Agent Eric Andrews Realty World Carolina Prop

    117 N Freeman Dr, Pittsboro, NC 27312
    • /58

      Est $853,359

      Not Listed For Sale

      27 Margaret Mann Way, Pittsboro, NC 27312

      • 5 Beds
      • 5 Baths
      • 2,854 Sq Ft
      • Built 2012
      27 Margaret Mann Way, Pittsboro, NC 27312

      Last Sold Summary

      • 55 Days On Market

  • /34

    $925,000

    • 4 Beds
    • 3 Baths
    • 3,065 Sq Ft

    115 Pheasant Ct, Pittsboro, NC 27312

    4 Bed | 3 Bath | Custom Home on 2 Private Acres with Pool Nestled on a private 2-acre cul-de-sac lot in Pittsboro, just 12 minutes from Carrboro, this beautifully crafted custom home offers the perfect blend of luxury, comfort, and privacy. Surrounded by mature trees and featuring a sparkling pool, the property provides a peaceful retreat while remaining conveniently close to shopping, dining,

    Agent Photo

    Sharon Evans

    EXP Realty LLC

    115 Pheasant Ct, Pittsboro, NC 27312
  • /35

    $7,576

    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 $7,577/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 23, 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 ID1055517P, 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
    • /50

      Est $708,171

      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

  • /43

    $1,149,999

    • 3 Beds
    • 2 Baths
    • 3,640 Sq Ft

    1390 Bradford Place, Pittsboro, NC 27312

    Unique, Fully Custom Fearrington Village ''Gem'' for Sale ''Two Homes in One,'' located in the charming Bradford Place neighborhood of Fearrington Village with ideal east-west exposure, lies this ideal ''Modern Farmhouse'' designed and appointed to fit the Fearrington Village ethos. Upgraded in 2022, the 3640 finished square foot home sits on a .5 acre lot with dense forest and a creek. There is

    Agent Photo

    Jo Ann Gardner

    All About U Real Estate

    1390 Bradford Place, Pittsboro, NC 27312
  • /27

    $3,200 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,683 Sq Ft
    • House for Rent

    628 Spindlewood, Pittsboro, NC 27312

    Welcome to Fearrington Village, one of Pittsboro's most sought-after communities known for its charming village atmosphere, natural beauty, and convenient access to Chapel Hill and the Triangle. Situated on a large wooded lot offering exceptional privacy, 628 Spindlewood Dr combines timeless character with comfortable everyday living. This thoughtfully designed home features an inviting front

    Lee Lambert Keller Williams Elite Realty

    628 Spindlewood, Pittsboro, NC 27312
  • /93

    $1,268,000

    Sold Jun 17, 2026

    419 Eagle Point Rd, Pittsboro, NC 27312

    • 6 Beds
    • 4.5 Baths
    • 4,050 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $313/SF
    • 31 Days On Market

    Current Estimated Value $1,252,191

    Last Listing Agent William Patrick EXP Realty LLC

    419 Eagle Point Rd, Pittsboro, NC 27312
    • /42

      Est $521,108

      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

  • /7

    $650,000

    • Land
    • 2.97 Acres
    • $218,855 per Acre

    383 Westhampton Dr, Pittsboro, NC 27312

    This site is 2.974 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. Also protected on one side with a 50 Vegetative Steam Buffer. 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

    Agent Photo

    Rex Osborne

    Windjam Properties

    383 Westhampton Dr, Pittsboro, NC 27312
  • /15

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • House for Rent

    600 Manns Chapel Rd, Pittsboro, NC 27312

    Welcome to 600 Manns Chapel Road -- a spacious and well-maintained home offering comfort, convenience, and plenty of room to enjoy both indoors and out. Nestled in a peaceful setting, this property features generous living spaces, a functional layout, and easy access to nearby shopping, dining, and major routes. This home is in an excellent location with easy access to the Triangle area!

    600 Manns Chapel Rd, 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 $402,221

    Last Listing Agent Trevor Smith NextHome RARE Properties

    307 Millbrook Dr, Pittsboro, NC 27312
    • /35

      Est $461,406

      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

  • /11

    $424,900

    $50K PRICE DROP
    • Land
    • 10.86 Acres
    • $39,114 per Acre

    388 Talon Dr, Pittsboro, NC 27312

    Build Your Dream Home on Top of the Hill!!! Discover this beautiful 10+ acre wooded lot in the established, upscale community of Eagles Ridge. Perfectly situated, this property offers both privacy and convenience—just minutes from Jordan Lake, Pittsboro, and the exciting growth of Chatham Park. The lot features a picturesque rocky creek along the back boundary and a gentle slope, ideal for

    Agent Photo

    Donna Thomas

    Coldwell Banker HPW Pittsboro

    388 Talon Dr, Pittsboro, NC 27312
  • /39

    $3,100 Per Month

    • 3 Beds
    • 3 Baths
    • 2,710 Sq Ft
    • House for Rent

    262 Robert Alston Junior Dr, Pittsboro, NC 27312

    Private Retreat Just Minutes from Downtown Pittsboro - Space, Style & Versatility on 1.55 Acres Welcome to a truly exceptional rental opportunity nestled on 1.55 private acres just minutes from the heart of Downtown Pittsboro. This beautifully maintained 3-bedroom, 3-bath home offers 2,710 square feet of thoughtfully designed living space, perfect for those who value privacy, flexibility, and

    Allison Ibrahim Choice Residential Real Estate

    262 Robert Alston Junior Dr, 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 $947,858

    Last Listing Agent Sandy Savage Carolina One Realty

    1210 Manco Dairy Rd, Pittsboro, NC 27312
    • /25

      Est $837,612

      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

  • /100

    $725,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,460 Sq Ft

    967 Bynum Rd, Pittsboro, NC 27312

    This charming 4-bedroom, 2 bath home beautifully blends historic allure with contemporary updates. This delightful home boasts beautiful heart pine floors, stunning bead board accents, multiple fireplaces, custom cabinetry, & an array of additional features. Nestled in the delightful Bynum area, this property is a popular Air B&B. The general store/museum across the street offers live music on

    Agent Photo

    Sandy Savage

    Carolina One Realty

    967 Bynum Rd, Pittsboro, NC 27312
  • /52

    $4,500 Per Month

    • 6 Beds
    • 5 Baths
    • 5,000 Sq Ft
    • House for Rent

    111 N Parkside Dr, Pittsboro, NC 27312

    Welcome to 111 N Parkside Drive in Pittsboro's highly sought-after Parks at Meadowview community. This stunning home offers nearly 5,000 square feet of thoughtfully designed living space with 6 bedrooms, 5 full bathrooms, and a finished basement, providing exceptional flexibility for today's lifestyle. The open-concept floor plan features a gourmet kitchen with abundant cabinetry and workspace, a

    111 N Parkside Dr, Pittsboro, NC 27312
  • /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 $653,388

    Last Listing Agent Alex Lilly Pulte Home Company LLC

    11 Allgood St, Pittsboro, NC 27312
    • /42

      Est $1,002,645

      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

  • /7

    $625,000

    • Land
    • 1.41 Acres
    • $443,262 per Acre

    543 Westhampton Dr, Pittsboro, NC 27312

    County water, natural gas, fiber optics ready in place! This site is 1.4 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. This site is near the top of the Mountain, which will provide excellent views well beyond the Summit.This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With

    Agent Photo

    Rex Osborne

    Windjam Properties

    543 Westhampton Dr, Pittsboro, NC 27312
  • /54

    $4,700 Per Month

    • 3 Beds
    • 3.5 Baths
    • Property for Rent

    145 Oldham Place, Pittsboro, NC 27312

    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 & outdoor lighting. Spacious chefs kitchen w/Hallman range & dbl oven, lg island. Generous sunroom, main fl master w/sitting area. Lg bonus. Enjoy views from extensive patio/porch. Generator connection. Water

    Jennie Li TopSky Realty Inc

    145 Oldham Place, 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 $395,786

    Last Listing Agent Tanya Papandrea Absolute Realty Company, LLC

    411 Brampton Close, Pittsboro, NC 27312
    • /43

      Est $462,032

      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

Showing Results 41 - 80, Page 2 of 18

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