14,909

Pittsboro, NC Homes

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  • 58 S Julip Ct, Pittsboro, NC 27312
    58 S Julip Ct, Pittsboro, NC 27312
    58 S Julip Ct, Pittsboro, NC 27312
    /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
  • 152 Market Chapel Rd, Pittsboro, NC 27312
    152 Market Chapel Rd, Pittsboro, NC 27312
    152 Market Chapel Rd, 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
  • 9 Matchwood, Pittsboro, NC 27312
    9 Matchwood, Pittsboro, NC 27312
    9 Matchwood, 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
    • 555 Vine Pkwy, Pittsboro, NC 27312
      555 Vine Pkwy, Pittsboro, NC 27312
      555 Vine Pkwy, 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

  • 223 Colonial Ridge Dr, Pittsboro, NC 27312
    223 Colonial Ridge Dr, Pittsboro, NC 27312
    223 Colonial Ridge Dr, Pittsboro, NC 27312
    /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
  • 24 Rectory St Unit 14, Pittsboro, NC 27312
    24 Rectory St Unit 14, Pittsboro, NC 27312
    24 Rectory St Unit 14, 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
  • 705 Vine Pkwy, Pittsboro, NC 27312
    705 Vine Pkwy, Pittsboro, NC 27312
    705 Vine Pkwy, 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
    • 0006299 N Carolina 902, Pittsboro, NC 27312
      0006299 N Carolina 902, Pittsboro, NC 27312
      0006299 N Carolina 902, 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

  • 205 Anolis, Pittsboro, NC 27312
    205 Anolis, Pittsboro, NC 27312
    205 Anolis, Pittsboro, NC 27312
    /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
  • 145 Retreat Dr, Pittsboro, NC 27312
    145 Retreat Dr, Pittsboro, NC 27312
    145 Retreat 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
  • 81 Honeysuckle Dr, Pittsboro, NC 27312
    81 Honeysuckle Dr, Pittsboro, NC 27312
    81 Honeysuckle 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
    • 47 Rosedale Way, Pittsboro, NC 27312
      47 Rosedale Way, Pittsboro, NC 27312
      47 Rosedale Way, 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

  • 360 Roberson Creek Rd, Pittsboro, NC 27312
    360 Roberson Creek Rd, Pittsboro, NC 27312
    360 Roberson Creek Rd, Pittsboro, NC 27312
    /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
  • 120 Rectory St Unit 82, Pittsboro, NC 27312
    120 Rectory St Unit 82, Pittsboro, NC 27312
    120 Rectory St Unit 82, 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
  • 25 Juleann Ln, Pittsboro, NC 27312
    25 Juleann Ln, Pittsboro, NC 27312
    25 Juleann Ln, 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
    • 16 Woodbine Ct, Pittsboro, NC 27312
      16 Woodbine Ct, Pittsboro, NC 27312
      16 Woodbine Ct, 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

  • 466 Cedar Grove Rd, Pittsboro, NC 27312
    466 Cedar Grove Rd, Pittsboro, NC 27312
    466 Cedar Grove Rd, Pittsboro, NC 27312
    /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
  • 80 Haven Creek Rd, Pittsboro, NC 27312
    80 Haven Creek Rd, Pittsboro, NC 27312
    80 Haven 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
  • 32 Relaxing Way, Pittsboro, NC 27312
    32 Relaxing Way, Pittsboro, NC 27312
    32 Relaxing Way, 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
    • 195 Nicks Bend W, Pittsboro, NC 27312
      195 Nicks Bend W, Pittsboro, NC 27312
      195 Nicks Bend W, 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

  • 378 Crimson Way, Pittsboro, NC 27312
    378 Crimson Way, Pittsboro, NC 27312
    378 Crimson Way, Pittsboro, NC 27312
    /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
  • 135 Ballentrae Ct, Pittsboro, NC 27312
    135 Ballentrae Ct, Pittsboro, NC 27312
    135 Ballentrae Ct, 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
  • 90 Wabash St, Pittsboro, NC 27312
    90 Wabash St, 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
    • 199 W Salisbury St, Pittsboro, NC 27312
      199 W Salisbury St, Pittsboro, NC 27312
      199 W Salisbury 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

  • 200 Imagine Way, Pittsboro, NC 27312
    200 Imagine Way, Pittsboro, NC 27312
    200 Imagine Way, Pittsboro, NC 27312
    /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
  • 96 Buteo Ridge Unit SI ID1055521P, Pittsboro, NC 27312
    96 Buteo Ridge Unit SI ID1055521P, Pittsboro, NC 27312
    96 Buteo Ridge Unit SI ID1055521P, 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
  • 197 Roads End, Pittsboro, NC 27312
    197 Roads End, Pittsboro, NC 27312
    197 Roads End, 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
    • 67 Rolling Woods Ct, Pittsboro, NC 27312
      67 Rolling Woods Ct, Pittsboro, NC 27312
      67 Rolling Woods Ct, 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

  • 166 Wintersage, Pittsboro, NC 27312
    166 Wintersage, Pittsboro, NC 27312
    166 Wintersage, Pittsboro, NC 27312
    /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
  • 122 Rectory St Unit 72, Pittsboro, NC 27312
    122 Rectory St Unit 72, Pittsboro, NC 27312
    122 Rectory St Unit 72, 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
  • 353 Windsong Dr, Pittsboro, NC 27312
    353 Windsong Dr, Pittsboro, NC 27312
    353 Windsong Dr, 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
    • 66 Cobble Ridge Dr, Pittsboro, NC 27312
      66 Cobble Ridge Dr, Pittsboro, NC 27312
      66 Cobble Ridge 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

  • 517 Westhampton Dr, Pittsboro, NC 27312
    517 Westhampton Dr, Pittsboro, NC 27312
    517 Westhampton Dr, 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

    517 Westhampton Dr, Pittsboro, NC 27312
  • 124 Rectory St Unit 14, Pittsboro, NC 27312
    124 Rectory St Unit 14, Pittsboro, NC 27312
    124 Rectory St Unit 14, Pittsboro, NC 27312
    /20

    $1,195 Per Month

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

    124 Rectory St Unit 14, Pittsboro, NC 27312

    Property Id: 2594196Move in by June 30th and lock in $1195 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

    124 Rectory St Unit 14, Pittsboro, NC 27312
  • 83 Autumn Chase, Pittsboro, NC 27312
    83 Autumn Chase, Pittsboro, NC 27312
    83 Autumn Chase, 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
    • 144 Cobble Ridge Dr, Pittsboro, NC 27312
      144 Cobble Ridge Dr, Pittsboro, NC 27312
      144 Cobble Ridge Dr, 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

  • 104 Tripp Rd, Pittsboro, NC 27312
    104 Tripp Rd, Pittsboro, NC 27312
    104 Tripp Rd, Pittsboro, NC 27312
    /47

    $1,000,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,610 Sq Ft

    104 Tripp Rd, Pittsboro, NC 27312

    Two distinct living spaces. One private 2.04-acre property. No HOA. No city taxes. This rare setup includes a beautifully updated 2,610 sq ft main home plus a permitted detached 1,587 sq ft ADU with a 1st floor primary that lives like a true second home, not a tiny home or afterthought. The setting feels established and intentional, with mature trees, layered landscaping, grape vines, blueberry

    Agent Photo

    Ashley Morello

    Howard Hanna Allen Tate Apex-Center Street

    104 Tripp Rd, Pittsboro, NC 27312
  • 318 Millbrook Dr, Pittsboro, NC 27312
    318 Millbrook Dr, Pittsboro, NC 27312
    318 Millbrook Dr, Pittsboro, NC 27312
    /19

    $3,250 Per Month

    • 4 Beds
    • 3 Baths
    • 2,744 Sq Ft
    • House for Rent

    318 Millbrook Dr, Pittsboro, NC 27312

    Property Id: 1991505Welcome to this stunning 4 bedroom, 3 bathroom single-family home in Pittsboro, NC. Built in 2017, this property offers modern amenities including a fenced yard, garage, and fireplace. Pets welcome! Don't miss out on this gem for $3250/month starting October 1, 2025. Will consider Contact Owner's Assistant listed on this listing for Information.

    318 Millbrook Dr, Pittsboro, NC 27312
  • 37 Green Turtle Ln, Pittsboro, NC 27312
    37 Green Turtle Ln, Pittsboro, NC 27312
    37 Green Turtle Ln, 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
    • 69 Romie Ct, Pittsboro, NC 27312
      69 Romie Ct, Pittsboro, NC 27312
      69 Romie Ct, 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

North Carolina Chatham County Pittsboro

Real Estate & Homes

Home Prices in Pittsboro, NC

The median home sale price in Pittsboro, NC is $595,000, down 5% year-over-year. Homes in Pittsboro sell in 63 days on average, compared to the national average of 58 days.

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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