14,909

Pittsboro, NC Homes

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  • /28

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft

    166 Wintersage, Pittsboro, NC 27312

    3 Bed | 2 Bath | Village Setting Between Pittsboro & Chapel Hill Ideally situated between Pittsboro and Chapel Hill, this inviting home offers the perfect balance of comfort, privacy, and convenience. Vaulted ceilings and a spacious living room create an open, airy feel, while the dining area flows seamlessly with the main living space, making it ideal for both everyday living and entertaining.

    Agent Photo

    Sharon Evans

    EXP Realty LLC

    166 Wintersage, Pittsboro, NC 27312
  • /117

    Starting at $2,095

    Total Monthly Price

    • 1 - 2 Beds

    152 Market Chapel Rd, Pittsboro, NC 27312

    Just outside Raleigh, NC in the beautiful, wooded city of Pittsboro, our 55+ Apartment Community features 1 and 2 bedroom floor plans with upscale amenities so you can live the lifestyle you love. Relax in luxury with chef-inspired kitchens enhanced by granite countertops, vinyl wood flooring, in-unit washer and dryer, oversized closets, and private balconies. Inspiration is just outside your

    Inspire Briar Chapel - 55+ Active Adult Community

    152 Market Chapel Rd, Pittsboro, NC 27312
  • /37

    $630,000

    Sold May 29, 2026

    9 Matchwood, Pittsboro, NC 27312

    • 3 Beds
    • 3 Baths
    • 2,769 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Below List Price
    • $228/SF
    • 3 Days On Market

    Current Estimated Value $648,290

    Last Listing Agent Tony Hall Berkshire Hathaway HomeService

    9 Matchwood, Pittsboro, NC 27312
    • /24

      Est $584,970

      Not Listed For Sale

      555 Vine Pkwy, Pittsboro, NC 27312

      • 4 Beds
      • 2.5 Baths
      • 2,529 Sq Ft
      • Built 2022
      555 Vine Pkwy, Pittsboro, NC 27312

      Last Sold Summary

      • 37 Days On Market

  • /50

    $1,329,000

    $121K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,402 Sq Ft

    58 S Julip Ct, Pittsboro, NC 27312

    NEW PRICE — NOW $1,329,000! Recently reduced from $1,399,000, this stunning Craftsman retreat in Pennington at Jordan Lake offers nearly 2.5 private acres, over 4,400 sq ft, a resort-style pool, finished basement, and the lifestyle buyers dream about. Built in 2017, this 4BR/4.5BA home features hardwood floors, coffered ceilings, an open flowing layout, fireplace, and a first-floor primary suite

    Agent Photo

    Valerie Deloach

    Keller Williams Elite Realty

    58 S Julip Ct, Pittsboro, NC 27312
  • /25

    $1,195 Per Month

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

    24 Rectory St Unit 14, Pittsboro, NC 27312

    Limited-Time Move-In Special — Move in by June 30 and lock in your reduced rate for the first three months! : $1095/month Welcome to this cozy and charming 1-bedroom, 1-bathroom one-story attached home at 25 Creekside Unit 14! This cute and inviting space offers easy, single-level living with a comfortable layout perfect for relaxing or entertaining. A monthly utility fee of $50 covers trash,

    Agent Photo

    Carla Sevilla

    Chanticleer Properties LLC

    24 Rectory St Unit 14, Pittsboro, NC 27312
  • /96

    $659,000

    Sold Jun 26, 2025

    705 Vine Pkwy, Pittsboro, NC 27312

    • 4 Beds
    • 3.5 Baths
    • 2,769 Sq Ft
    • Built 2023

    Last Sold Summary

    • 6% Below List Price
    • $238/SF
    • 72 Days On Market

    Current Estimated Value $671,389

    Last Listing Agent Rob Partin Long & Foster Real Estate INC/Raleigh

    705 Vine Pkwy, Pittsboro, NC 27312
    • /3

      Not Listed For Sale

      0006299 N Carolina 902, Pittsboro, NC 27312

      0006299 N Carolina 902, Pittsboro, NC 27312

      Last Sold Summary

      • 11 Days On Market

  • /46

    $799,999

    Pending
    • 4 Beds
    • 3 Baths
    • 2,750 Sq Ft

    223 Colonial Ridge Dr, Pittsboro, NC 27312

    You've just found your piece of paradise in this stunning custom-built home nestled within the exclusive gated golf community of Chapel Ridge Estates. Offering just under 2,800 square feet of thoughtfully designed living space, this beautifully appointed 4-bedroom, 3-bath residence perfectly blends the ease of main-level living with the flexibility to comfortably host family and guests. The main

    Agent Photo

    Tamera O'Wesney

    Carolina One Realty

    223 Colonial Ridge Dr, Pittsboro, NC 27312
  • /51

    Starting at $1,275 Per Month

    • 1 - 3 Beds

    145 Retreat Dr, Pittsboro, NC 27312

    Welcome to Sanctuary at Powell Place, the ultimate destination for comfort living in Pittsboro, NC. Conveniently located with quick and easy access to Chapel Hill, Raleigh, and the entire Triangle area, our community is designed specifically for modern living. With state-of-the-art amenities and a prime location, Sanctuary at Powell Place is the perfect place to call home.As a

    Sanctuary at Powell Place

    145 Retreat Dr, Pittsboro, NC 27312
  • /22

    $290,000

    Sold Sep 02, 2025

    81 Honeysuckle Dr, Pittsboro, NC 27312

    • 3 Beds
    • 2 Baths
    • 1,198 Sq Ft
    • Built 1990

    Last Sold Summary

    • 12% Below List Price
    • $242/SF
    • 84 Days On Market

    Current Estimated Value $303,302

    Last Listing Agent Lisa Skumpija Absolute Realty Company, LLC

    81 Honeysuckle Dr, Pittsboro, NC 27312
    • /15

      Not Listed For Sale

      47 Rosedale Way, Pittsboro, NC 27312

      • 4 Beds
      • 3 Baths
      • 2,579 Sq Ft
      • Built 2024
      47 Rosedale Way, Pittsboro, NC 27312

      Last Sold Summary

      • 1 Day On Market

  • /93

    $857,000

    • 3 Beds
    • 3 Baths
    • 2,065 Sq Ft

    205 Anolis, Pittsboro, NC 27312

    Rustically handsome and rich with character, 205 Anolis offers approximately 2,700 square feet of living space set on 12 remarkable acres in the Redbud community. Tucked at the end of a gravel road, the property unfolds into a beautiful mix of hardwood and pine forest, rolling pasture, and an intermittent stream that feeds into Temple Creek, a tributary of the Haw River. A vernal pool in the

    Agent Photo

    Catherine Hobbs

    Chatham Homes Realty

    205 Anolis, Pittsboro, NC 27312
  • /25

    $1,095 Per Month

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

    120 Rectory St Unit 82, Pittsboro, NC 27312

    Limited-Time Move-In Special Move in by June 15 and lock in your reduced rate for the first three months just for $1095 . Welcome to this cozy and charming 1-bedroom, 1-bathroom one-story attached home at 25 Creekside Unit 82! This cute and inviting space offers easy, single-level living with a comfortable layout perfect for relaxing or entertaining. The home features a bright living area,

    Agent Photo

    Carla Sevilla

    Chanticleer Properties LLC

    120 Rectory St Unit 82, Pittsboro, NC 27312
  • /34

    $310,000

    Sold Feb 12, 2026

    25 Juleann Ln, Pittsboro, NC 27312

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1997

    Last Sold Summary

    • 11% Below List Price
    • $231/SF
    • 57 Days On Market

    Current Estimated Value $316,001

    Last Listing Agent Loci Zsuppan Zsuppan Realty

    25 Juleann Ln, Pittsboro, NC 27312
    • /40

      Not Listed For Sale

      16 Woodbine Ct, Pittsboro, NC 27312

      • 3 Beds
      • 2 Baths
      • 1,616 Sq Ft
      • Built 1992
      16 Woodbine Ct, Pittsboro, NC 27312

      Last Sold Summary

      • 104 Days On Market

  • /90

    $475,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft

    360 Roberson Creek Rd, Pittsboro, NC 27312

    Tucked away on 4.5 beautiful acres just 2 miles from downtown Pittsboro, this light-filled 3-bedroom, 2-bath brick ranch blends simple living with room to dream. Beyond the large fenced yard, the land stretches toward a peaceful pond where herons, ducks, and deer visit daily, creating a true retreat-like setting. Long windows line the main living and dining area, anchored by a cozy brick-hearth

    Agent Photo

    Catherine Hobbs

    Chatham Homes Realty

    360 Roberson Creek Rd, Pittsboro, NC 27312
  • /54

    Starting at $1,430 Per Month

    • 1 - 3 Beds

    80 Haven Creek Rd, Pittsboro, NC 27312

    Medley at Northwood Landing is a brand-new, pet-friendly apartment community for rent in Pittsboro, NC, located directly across from the gateway to Chatham Park in Pittsboro, NC. Residents enjoy walkable access to grocery stores, medical and veterinary care, dining, and entertainment. On-site amenities include a dog park, pet wash station, business center, collaborative workspaces, fitness

    Medley at Northwood Landing

    80 Haven Creek Rd, Pittsboro, NC 27312
  • /33

    $489,900

    Sold Mar 13, 2026

    32 Relaxing Way, Pittsboro, NC 27312

    • 3 Beds
    • 2.5 Baths
    • 1,883 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $260/SF
    • 40 Days On Market

    Current Estimated Value $479,367

    David Weekley Homes NoVi Chatham Park - The Mews Collection

    32 Relaxing Way, Pittsboro, NC 27312
    • /50

      Est $685,508

      Not Listed For Sale

      195 Nicks Bend W, Pittsboro, NC 27312

      • 3 Beds
      • 2.5 Baths
      • 2,004 Sq Ft
      • Built 1991
      195 Nicks Bend W, Pittsboro, NC 27312

      Last Sold Summary

      • 18 Days On Market

  • /55

    $799,000

    $130K PRICE DROP
    • 3 Beds
    • 4.5 Baths
    • 4,113 Sq Ft

    466 Cedar Grove Rd, Pittsboro, NC 27312

    Tucked away on over 3 wooded acres in the sought-after Cedar Grove neighborhood, this spacious 4,113 SF home blends privacy, natural beauty, and versatile living space just minutes from Chapel Hill and Carrboro. Built in 2006 and freshly updated with interior and exterior paint plus new carpet upstairs and on the lower level, the home lives large with an open floor plan, vaulted ceilings, and

    Agent Photo

    Joel Sivertsen

    NorthGroup Real Estate, Inc.

    466 Cedar Grove Rd, Pittsboro, NC 27312
  • /35

    Starting at $1,295 Per Month

    • Studio - 3 Beds

    135 Ballentrae Ct, Pittsboro, NC 27312

    Elegant and modern farmhouse chic await you at Knoll at Briar Chapel, the area's first apartment community of its kind. Explore our beautifully appointed studio, one-, two-, and three-bedroom layouts. Discover a variety of amenities that help you relax, recharge and re-connect. Experience an idyllic setting and a warm welcome. Come home to Knoll at Briar Chapel.

    Knoll at Briar Chapel

    135 Ballentrae Ct, Pittsboro, NC 27312
  • /2

    $625,050

    Sold Jul 10, 2025

    90 Wabash St, Pittsboro, NC 27312

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

    Last Sold Summary

    • $334/SF
    • 0 Days On Market

    Last Listing Agent Erin Messier Weekley Homes, LLC

    90 Wabash St, Pittsboro, NC 27312
    • /42

      Est $399,690

      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

      • 6 Days On Market

  • /70

    $1,000,000

    $10K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,249 Sq Ft

    378 Crimson Way, Pittsboro, NC 27312

    Welcome to The Estates at Chapel Ridge, a premier gated community offering resort-style amenities and an exceptional lifestyle. This immaculately maintained stunning home sits on 1.78 acres and features 5 bedrooms, 4 baths plus a bonus room and dedicated office, providing both space and flexibility. The expansive open floorplan is anchored by a first-floor primary suite, while the chef's kitchen

    Agent Photo

    Don Anthony Gomez

    C-A-RE Realty

    378 Crimson Way, 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
  • /49

    $795,000

    Sold Oct 10, 2025

    197 Roads End, Pittsboro, NC 27312

    • 4 Beds
    • 3 Baths
    • 2,708 Sq Ft
    • Built 2011

    Last Sold Summary

    • 2% Above List Price
    • $294/SF
    • 3 Days On Market

    Current Estimated Value $787,319

    Last Listing Agent Tana Widdows Compass -- Chapel Hill - Durham

    197 Roads End, Pittsboro, NC 27312
    • /66

      Est $1,229,145

      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

      • 28 Days On Market

  • /34

    $515,000

    • 2 Beds
    • 2 Baths
    • 1,571 Sq Ft

    200 Imagine Way, Pittsboro, NC 27312

    Skip the wait for new construction and settle right into this like-new ranch home in the highly desirable 55+ community of Encore at Chatham Park. Designed with comfort and convenience in mind, this thoughtfully planned home offers 2 bedrooms, 2 full baths, and a dedicated office/den that's perfect for working from home, pursuing hobbies, or accommodating overnight guests. The open-concept layout

    Agent Photo

    Vicki Diprofio

    DiProfio Homes

    200 Imagine Way, 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
  • /62

    $550,000

    Sold Mar 26, 2026

    353 Windsong Dr, Pittsboro, NC 27312

    • 3 Beds
    • 2.5 Baths
    • 2,953 Sq Ft
    • Built 2010

    Last Sold Summary

    • 3% Below List Price
    • $186/SF
    • 31 Days On Market

    Current Estimated Value $548,237

    Last Listing Agent Chanel D'Aprix LPT Realty, LLC

    353 Windsong Dr, Pittsboro, NC 27312
    • /47

      Est $541,006

      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

      • 6 Days On Market

  • /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

    77 Westhampton Dr, Pittsboro, NC 27312
  • /20

    $3,381

    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 $3,382/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

    96 Buteo Ridge Unit SI ID1055521P, Pittsboro, NC 27312
  • /54

    $615,000

    Sold Feb 27, 2026

    83 Autumn Chase, Pittsboro, NC 27312

    • 4 Beds
    • 3 Baths
    • 3,001 Sq Ft
    • Built 2007

    Last Sold Summary

    • $205/SF
    • 2 Days On Market

    Current Estimated Value $613,478

    Last Listing Agent Lori Golden Century 21 Southern Lifestyles

    83 Autumn Chase, Pittsboro, NC 27312
    • /54

      Est $562,106

      Not Listed For Sale

      144 Cobble Ridge Dr, Pittsboro, NC 27312

      • 4 Beds
      • 2.5 Baths
      • 2,890 Sq Ft
      • Built 2012
      144 Cobble Ridge Dr, Pittsboro, NC 27312

      Last Sold Summary

      • 8 Days On Market

  • /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

    Agent Photo

    Sandy Savage

    Carolina One Realty

    130 Bur Oak Ct, Pittsboro, NC 27312
  • /16

    $1,195 Per Month

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

    122 Rectory St Unit 72, Pittsboro, NC 27312

    Property Id: 2519784Move in by June 30th and lock in for your first three months! Welcome to this cozy and charming 1-bedroom, 1-bathroom one-story attached home at 25 Creekside ! This cute and inviting space offers easy, single-level living with a comfortable layout perfect for relaxing or entertaining.The home features a bright living area, functional kitchen, and

    122 Rectory St Unit 72, Pittsboro, NC 27312
  • /95

    $2,199,000

    Sold Jun 23, 2026

    37 Green Turtle Ln, Pittsboro, NC 27312

    • 5 Beds
    • 5.5 Baths
    • 5,253 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Below List Price
    • $419/SF
    • 82 Days On Market

    Current Estimated Value $2,281,000

    Last Listing Agent Johnathan Stroud The Real Estate Company

    37 Green Turtle Ln, Pittsboro, NC 27312
    • /59

      Est $1,209,289

      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

      • 112 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$595,000
Median Single Family Sale Price
$630,000
Median Townhouse Sale Price
$449,990
Median 2 Bedroom Sale Price
$464,900
Median 1 Bedroom Sale Price
$899,065
Average Price Per Sq Ft
$283
Number of Homes for Sale
238
Last 12 months Home Sales
522
Months of Supply
5.50
Median List Price
$615,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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