14,863

Pittsboro, NC Homes

Section Image
  • /83

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 3,730 Sq Ft

    148 Tobacco Rd, Pittsboro, NC 27312

    Tucked away on almost two private acres with room for a pool, this custom designed Craftsman estate blends timeless architecture with refined luxury. The MAIN FLOOR PRIMARY SUITE with vaulted ceilings, his & her walk-in closets and spa bath make for a wonderful retreat. Also on the MAIN FLOOR is an IN-LAW/GUEST SUITE with it's own spa bath, living area, kitchen and private entrance. The open

    Kathy Shaw Keller Williams Elite Realty

    148 Tobacco Rd, Pittsboro, NC 27312
  • /33

    $477,000 Sold Sep 04, 2025

    101 Parkland Dr, Pittsboro, NC 27312

    • 4 Beds
    • 3 Baths
    • 1,876 Sq Ft
    • Built 2025

    Last Sold Summary

    • $254/SF
    • 88 Days On Market

    Last Listing Agent Nick Thagard Homes by Dickerson Real Estate

    101 Parkland Dr, Pittsboro, NC 27312
    • /99

      Est $853,805 Not Listed For Sale

      1149 Golfers View, Pittsboro, NC 27312

      • 4 Beds
      • 3 Baths
      • 3,246 Sq Ft
      • Built 2006
      1149 Golfers View, Pittsboro, NC 27312

      Last Sold Summary

      • 1% Above List Price
      • $260/SF
      • 163 Days On Market
      • Last Sold Price $845,000
      • Feb 06, 2025

      Last Listing Agent Melanie Thompson Absolute Realty Company, LLC

  • /16

    $2,500,000 Pending

    • 5 Beds
    • 5.5 Baths
    • 5,251 Sq Ft

    410 Firefly Overlook, Pittsboro, NC 27312

    PRESALE NEW CONSTRUCTION: This is your opportunity to build this plan or work with the builder, Hurst Home Company, to build your own plan. Located in Firefly Overlook at Jordan Lake, a new custom home community that consists of 30 acreage homesites, situated in the midst of natural beauty and in walking distance to Jordan Lake. Homesite 26 has an overlooking view of the community, with 1.55

    Johnathan Stroud The Real Estate Company

    410 Firefly Overlook, Pittsboro, NC 27312
  • /33

    $1,500,000 Sold Mar 11, 2026

    000 Alston Chapel Rd, Pittsboro, NC 27312

    • Land
    • 62.17 Acres
    • $24,127 per Acre

    Last Sold Summary

    • 39 Days On Market

    Last Listing Agent Eric Andrews Realty World Carolina Prop

    000 Alston Chapel Rd, Pittsboro, NC 27312
    • /100

      Est $1,292,990 Not Listed For Sale

      36 Birdie Ct, Pittsboro, NC 27312

      • 5 Beds
      • 4.5 Baths
      • 5,850 Sq Ft
      • Built 2007
      36 Birdie Ct, Pittsboro, NC 27312

      Last Sold Summary

      • $221/SF
      • 86 Days On Market
      • Last Sold Price $1,292,000
      • Aug 30, 2023

      Last Listing Agent Melanie Thompson Absolute Realty Company, LLC

  • /16

    $280,000

    • Land
    • 5.01 Acres
    • $55,888 per Acre

    100 Rolling Acres, Pittsboro, NC 27312

    Do not miss the opportunity to own approximately 5 acres of land in Pittsboro. The property includes an existing mobile home structure that has not been occupied in over 15 years and is not considered livable. The home is being conveyed at no value. The property is equipped with a well and septic system; however, the seller makes no representations or guarantees regarding their condition or

    Bobbie Boghosian RE/MAX One Hundred

    100 Rolling Acres, Pittsboro, NC 27312
  • /49

    $575,000 Sold Dec 08, 2025

    10 Yancey, Pittsboro, NC 27312

    • 2 Beds
    • 2 Baths
    • 1,778 Sq Ft
    • Built 1993

    Last Sold Summary

    • 2% Below List Price
    • $323/SF
    • 7 Days On Market

    Current Estimated Value $568,513

    Last Listing Agent Brigitte Condoret Century 21 Southern Lifestyles

    10 Yancey, Pittsboro, NC 27312
    • /2

      Est $856,644 Not Listed For Sale

      1074 Golfers View, Pittsboro, NC 27312

      • 4 Beds
      • 3 Baths
      • 3,703 Sq Ft
      • Built 2006
      1074 Golfers View, Pittsboro, NC 27312

      Last Sold Summary

      • 17% Below List Price
      • $197/SF
      • Last Sold Price $730,000

      Last Listing Agent Melanie Thompson Absolute Realty Company, LLC

  • /17

    $350,000

    • Land
    • 7.02 Acres
    • $49,858 per Acre

    578 Nicks Bend W, Pittsboro, NC 27312

    Build your dream home in this desirable North Chatham location! This private, flat lot offers an ideal setting for an easy build, surrounded by the charm and tranquility of a great neighborhood. Enjoy the perfect balance of peaceful living with convenience — just minutes from Chatham Park, a short drive to Chapel Hill, and close to the shops, dining, and small-town charm of downtown Pittsboro. A

    Lisa Skumpija Absolute Realty Company, LLC

    578 Nicks Bend W, Pittsboro, NC 27312
  • /10

    $1,794,099 Sold Feb 20, 2026

    59 Riverstone Dr, Pittsboro, NC 27312

    • 4 Beds
    • 5 Baths
    • 4,383 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Above List Price
    • $409/SF
    • 0 Days On Market

    Current Estimated Value $1,410,192

    Last Listing Agent Kerrie Bornkessel Fonville Morisey & Barefoot

    59 Riverstone Dr, Pittsboro, NC 27312
    • /30

      Est $663,189 Not Listed For Sale

      167 Autumn Chase, Pittsboro, NC 27312

      • 3 Beds
      • 3 Baths
      • 2,908 Sq Ft
      • Built 2008
      167 Autumn Chase, Pittsboro, NC 27312

      Last Sold Summary

      • 15% Above List Price
      • $198/SF
      • 3 Days On Market
      • Last Sold Price $575,000
      • Oct 27, 2023

      Last Listing Agent Kathy Dyer Coldwell Banker Advantage

  • /35

    $404,866 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,673 Sq Ft

    95 Parkland Dr, Pittsboro, NC 27312

    Price reduced and newly staged! Discover The Terra B Plan at 95 Parkland - a beautifully crafted new construction single-family home in the heart of Chatham Park's NoVi. This thoughtfully designed layout includes a detached garage and a seamless flow throughout the main level. The first floor features a modern kitchen, dining area, and spacious family room, along with a convenient powder

    Claire Jackson Homes by Dickerson Real Estate

    95 Parkland Dr, Pittsboro, NC 27312
  • /16

    $1,028,005 Sold Jun 04, 2025

    95 Old Hickory, Pittsboro, NC 27312

    • 5 Beds
    • 4.5 Baths
    • 3,194 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Above List Price
    • $322/SF

    Current Estimated Value $995,352

    Last Listing Agent Tamera O'Wesney Carolina One Realty

    95 Old Hickory, Pittsboro, NC 27312
    • /50

      Est $645,195 Not Listed For Sale

      147 Autumn Chase, Pittsboro, NC 27312

      • 3 Beds
      • 3 Baths
      • 2,736 Sq Ft
      • Built 2007
      147 Autumn Chase, Pittsboro, NC 27312

      Last Sold Summary

      • 12% Above List Price
      • $210/SF
      • 6 Days On Market
      • Last Sold Price $575,000
      • Dec 23, 2024

      Last Listing Agent Robert Hunt Keller Williams Elite Realty

  • /47

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    194 Wendover Pkwy, Pittsboro, NC 27312

    MOVE-IN READY + PERFECT OFFICE + LOW-MAINTENANCE LIVING! Located in the established Vineyards at Chatham Park, this beautifully crafted, green-certified ''Rue Royal'' plan by Homes By Dickerson offers high-quality, energy-efficient living just 0.5 mile from UNC Health's new 43-acre medical campus (~850,000 SF planned). Perfect for today's lifestyle, the main level features a highly desirable

    Peter Winkler Keller Williams Elite Realty

    194 Wendover Pkwy, Pittsboro, NC 27312
  • /40

    $768,825 Sold Dec 05, 2025

    320 Dewitt Smith Rd, Pittsboro, NC 27312

    • 3 Beds
    • 3.5 Baths
    • 2,355 Sq Ft
    • Built 1993

    Last Sold Summary

    • 7% Below List Price
    • $326/SF
    • 47 Days On Market

    Current Estimated Value $756,171

    Last Listing Agent Erin Blackman DASH Carolina

    320 Dewitt Smith Rd, Pittsboro, NC 27312
    • /44

      Est $649,011 Not Listed For Sale

      135 Autumn Chase, Pittsboro, NC 27312

      • 3 Beds
      • 3 Baths
      • 2,643 Sq Ft
      • Built 2007
      135 Autumn Chase, Pittsboro, NC 27312

      Last Sold Summary

      • 11% Above List Price
      • $221/SF
      • 2 Days On Market
      • Last Sold Price $585,000
      • Nov 15, 2023

      Last Listing Agent Tamera O'Wesney Carolina One Realty

  • /12

    $520,000 Pending

    • Land
    • 15.84 Acres
    • $32,828 per Acre

    498 Auburn Ln, Pittsboro, NC 27312

    BUILD-READY homesite with a 5-bedroom IMPROVEMENT PERMIT on file (septic), creek frontage, and a prime location across from Fearrington Village. This beautiful west-facing property captures warm afternoon light and peaceful sunset views over Pokeberry Creek, creating the perfect setting for a future back porch where you can relax and take in the natural surroundings. A key step in the building

    Kristen Spruill Choice Residential Real Estate

    498 Auburn Ln, Pittsboro, NC 27312
  • /2

    $709,760 Sold Apr 30, 2026

    34 Raspberry Run, Pittsboro, NC 27312

    • 4 Beds
    • 3 Baths
    • 2,847 Sq Ft
    • Built 2025

    Last Sold Summary

    • $249/SF
    • 0 Days On Market

    Last Listing Agent Karen Burkart Weekley Homes, LLC

    34 Raspberry Run, Pittsboro, NC 27312
    • /38

      Est $653,570 Not Listed For Sale

      121 Autumn Chase, Pittsboro, NC 27312

      • 4 Beds
      • 3 Baths
      • 2,996 Sq Ft
      • Built 2007
      121 Autumn Chase, Pittsboro, NC 27312

      Last Sold Summary

      • 15% Above List Price
      • $190/SF
      • 4 Days On Market
      • Last Sold Price $569,000
      • Nov 12, 2024

      Last Listing Agent Donna O'neill Keller Williams Legacy

  • /28

    $575,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,239 Sq Ft

    223 Windlestraw, Pittsboro, NC 27312

    *Now Under Contract* 223 Windlestraw sits on a deep, wooded lot offering exceptional privacy and scenic views in the Fearrington Village Historic District. This one-level contemporary home features high ceilings, abundant natural light from expansive windows, and parquet wood floors. A front walkway leads to a deck with seating and a welcoming foyer that opens to a spacious living room with a

    Tony Hall Berkshire Hathaway HomeService

    223 Windlestraw, Pittsboro, NC 27312
  • /58

    $615,000 Sold May 08, 2026

    515 Roberson Creek Rd, Pittsboro, NC 27312

    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $330/SF
    • 6 Days On Market

    Current Estimated Value $631,027

    Last Listing Agent Kris Howard Chatham Homes Realty

    515 Roberson Creek Rd, Pittsboro, NC 27312
    • /47

      Est $830,085 Not Listed For Sale

      108 Cedar Grove Rd, Pittsboro, NC 27312

      • 4 Beds
      • 3 Baths
      • 3,070 Sq Ft
      • Built 2005
      108 Cedar Grove Rd, Pittsboro, NC 27312

      Last Sold Summary

      • 7% Above List Price
      • $252/SF
      • 7 Days On Market
      • Last Sold Price $775,000
      • Jul 13, 2023

      Last Listing Agent Lori Golden Century 21 Southern Lifestyles

  • /17

    $260,000

    • Land
    • 8.36 Acres
    • $31,100 per Acre

    177 Karen Calhoun Rd, Pittsboro, NC 27312

    Secluded & private homesite - minutes from town! Tucked away off a quiet road, this unrestricted vacant land backs up to Pokeberry Creek and offers the perfect setting for your dream home or private retreat. Surrounded by mature vegetation, the property provides exceptional privacy and seclusion - yet remains just a short drive to downtown Pittsboro, Chatham Park, Chapel Hill, Apex, Cary, RTP,

    Eric Andrews Realty World Carolina Prop

    177 Karen Calhoun Rd, Pittsboro, NC 27312
  • /30

    $540,800 Sold Jul 08, 2025

    257 Beacon Dr, Pittsboro, NC 27312

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

    Last Sold Summary

    • $217/SF
    • 1 Day On Market

    Last Listing Agent Jessie Krieger Garman Homes LLC

    257 Beacon Dr, Pittsboro, NC 27312
    • /40

      Est $504,404 Not Listed For Sale

      453 Chatham Forest Dr, Pittsboro, NC 27312

      • 4 Beds
      • 2.5 Baths
      • 2,225 Sq Ft
      • Built 2005
      453 Chatham Forest Dr, Pittsboro, NC 27312

      Last Sold Summary

      • 7% Above List Price
      • $212/SF
      • 3 Days On Market
      • Last Sold Price $471,000
      • Aug 14, 2023

      Last Listing Agent Laura Grace Fathom Realty NC, LLC

  • /2

    $335,000

    • Land
    • 3.76 Acres
    • $89,096 per Acre

    56 Firefly Overlook, Pittsboro, NC 27312

    Build your dream home with an approved custom builder on this stunning, 3+ acres homesite in the exclusive Firefly Overlook Community. Firefly Overlook at Jordan Lake is a new luxury home community within walking distance to Jordan Lake in Chatham County. This stunning community featuring rolling hills and beautiful streams is located less than a mile from Vista Point Park which offers convenient

    Jeff Logsdon Skyview Realty, Inc.

    56 Firefly Overlook, Pittsboro, NC 27312
  • /84

    $890,000 Sold Jun 11, 2025

    382 Valley Ln, Pittsboro, NC 27312

    • 2 Beds
    • 2.5 Baths
    • 2,333 Sq Ft
    • Built 2005

    Last Sold Summary

    • $381/SF
    • 7 Days On Market

    Current Estimated Value $899,640

    Last Listing Agent Brian Wolborsky Howard Hanna Allen Tate Raleigh Falls of Neuse

    382 Valley Ln, Pittsboro, NC 27312
    • /40

      Est $501,592 Not Listed For Sale

      589 Chatham Forest Dr, Pittsboro, NC 27312

      • 4 Beds
      • 2.5 Baths
      • 2,118 Sq Ft
      • Built 2006
      589 Chatham Forest Dr, Pittsboro, NC 27312

      Last Sold Summary

      • 1% Above List Price
      • $234/SF
      • 2 Days On Market
      • Last Sold Price $496,000
      • Apr 26, 2024

      Last Listing Agent Laura Grace Fathom Realty NC, LLC

  • /43

    $474,990 Open Sun 9AM - 9PM

    • 3 Beds
    • 2.5 Baths
    • 1,734 Sq Ft

    24 Quietwood Way, Pittsboro, NC 27312

    Move-in ready. End unit. Great Lawn views. Welcome to one of the best opportunities in Chatham Park, located in the sought-after Townes at NoVi. This 3-bedroom, 2.5-bath townhome offers the light, privacy, and openness buyers are having a hard time finding right now. Inside, the layout is simple, functional, and designed for everyday living. The main level is open and filled with natural light,

    Gabriell Taylor Tri Pointe Homes Inc

    24 Quietwood Way, Pittsboro, NC 27312
  • /40

    $364,900 Sold Jun 18, 2025

    446 Crossvine Close, Pittsboro, NC 27312

    • 2 Beds
    • 2.5 Baths
    • 1,970 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Below List Price
    • $185/SF
    • 49 Days On Market

    Current Estimated Value $389,663

    Last Listing Agent Newt Heilman Realty World Carolina Prop

    446 Crossvine Close, Pittsboro, NC 27312
    • /51

      Est $763,526 Not Listed For Sale

      166 Bald Eagle Dr, Pittsboro, NC 27312

      • 3 Beds
      • 3 Baths
      • 2,954 Sq Ft
      • Built 2005
      166 Bald Eagle Dr, Pittsboro, NC 27312

      Last Sold Summary

      • 9% Above List Price
      • $237/SF
      • 50 Days On Market
      • Last Sold Price $699,000
      • Nov 06, 2023

      Last Listing Agent Jennifer Gordiano Chatham Homes Realty

  • /36

    $474,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,814 Sq Ft

    8 Quietwood Way, Pittsboro, NC 27312

    Welcome to 8 Quietwood Way, a light-filled end-unit in Townes at NoVi with one of the best positions in the community. Why buyers choose this home:Corner homesite, more privacy, more windows, more natural lightDirect Great Lawn views, open space instead of facing neighbors Move-in ready, no construction waitDesigner finishes already included Inside the home:Bright, open main level

    Gabriell Taylor Tri Pointe Homes Inc

    8 Quietwood Way, Pittsboro, NC 27312
  • /41

    $370,000 Sold Feb 13, 2026

    10 Bynum Beach Rd, Pittsboro, NC 27312

    • 2 Beds
    • 1 Bath
    • 730 Sq Ft
    • Built 1900

    Last Sold Summary

    • 19% Below List Price
    • $507/SF
    • 144 Days On Market

    Current Estimated Value $373,125

    Last Listing Agent Peggy Jennings Compass -- Chapel Hill - Durham

    10 Bynum Beach Rd, Pittsboro, NC 27312
    • /34

      Est $1,518,124 Not Listed For Sale

      126 Ellis Creek Dr, Pittsboro, NC 27312

      • 5 Beds
      • 8 Baths
      • 6,489 Sq Ft
      • Built 2006
      126 Ellis Creek Dr, Pittsboro, NC 27312

      Last Sold Summary

      • 5% Above List Price
      • $223/SF
      • 57 Days On Market
      • Last Sold Price $1,450,000
      • Apr 03, 2024

      Last Listing Agent Louis Ciesco Louis Ciesco, Broker

  • /4

    $1,357,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,573 Sq Ft

    142 Bur Oak Ct, Pittsboro, NC 27312

    Pre-sale entered for comp purposes - built by Absolute Construction

    Lisa Skumpija Absolute Realty Company, LLC

    142 Bur Oak Ct, Pittsboro, NC 27312
  • /39

    $450,000 Sold Aug 14, 2025

    1166 Nc Highway 87 N, Pittsboro, NC 27312

    • 3 Beds
    • 2.5 Baths
    • 1,817 Sq Ft
    • Built 1999

    Last Sold Summary

    • 4% Below List Price
    • $248/SF
    • 80 Days On Market

    Current Estimated Value $462,099

    Last Listing Agent Katy McReynolds Chatham Homes Realty

    1166 Nc Highway 87 N, Pittsboro, NC 27312
    • /3

      Est $954,405 Not Listed For Sale

      347 Ellis Creek Dr, Pittsboro, NC 27312

      • 4 Beds
      • 3 Baths
      • 3,260 Sq Ft
      • Built 2007
      347 Ellis Creek Dr, Pittsboro, NC 27312

      Last Sold Summary

      • 8% Above List Price
      • $271/SF
      • Last Sold Price $883,750
      • Mar 26, 2024

      Last Listing Agent Alli Pepperling Compass -- Cary

  • /50

    $1,750,000 New Construction

    • 5 Beds
    • 6.5 Baths
    • 4,830 Sq Ft

    33 Blackhorn Ct, Pittsboro, NC 27312

    Welcome to 33 Blackhorn Court, an extraordinary new construction masterpiece by the acclaimed 20/20 Site Development. Situated on a premium 0.51-acre cul-de-sac lot in the prestigious Chapel Ridge Golf Course community, this 4,830-square-foot estate offers unparalleled privacy and sweeping, unobstructed golf course views from nearly every room. Designed for the most discerning buyer, this

    Johnathan Stroud The Real Estate Company

    33 Blackhorn Ct, Pittsboro, NC 27312

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