14,863

Pittsboro, NC Homes

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  • /50

    $440,000 Sold Aug 26, 2025

    515 Swim & Croquet, Pittsboro, NC 27312

    • 3 Beds
    • 2.5 Baths
    • 2,262 Sq Ft
    • Built 1991

    Last Sold Summary

    • 4% Below List Price
    • $195/SF
    • 48 Days On Market

    Current Estimated Value $444,064

    Last Listing Agent Brigitte Condoret Century 21 Southern Lifestyles

    515 Swim & Croquet, Pittsboro, NC 27312
    • /59

      Est $1,581,769 Not Listed For Sale

      151 Hawfields Dr, Pittsboro, NC 27312

      • 5 Beds
      • 6.5 Baths
      • 5,961 Sq Ft
      • Built 2008
      151 Hawfields Dr, Pittsboro, NC 27312

      Last Sold Summary

      • 5% Above List Price
      • $252/SF
      • 110 Days On Market
      • Last Sold Price $1,500,000
      • Oct 21, 2024

      Last Listing Agent Lisa Skumpija Absolute Realty Company, LLC

  • /6

    $434,900 Pending

    • 3 Beds
    • 2 Baths
    • 2,454 Sq Ft

    555 Weathersfield, Pittsboro, NC 27312

    Charming home with an inviting brick porch and easy two-step entry into the main level. This well-maintained residence features a spacious main-level owner's suite with a large walk-in closet and private en suite bath. A welcoming foyer opens to a bright office and leads to a living room with vaulted ceilings, gas-log fireplace, and built-in cabinetry. The living room flows seamlessly into a

    Kathy Tyrrell Berkshire Hathaway HomeService

    555 Weathersfield, Pittsboro, NC 27312
  • /3

    $1,270,855 Sold Nov 28, 2025

    7 Brandon Pines Ct, Pittsboro, NC 27312

    • 5 Beds
    • 5.5 Baths
    • 3,926 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Above List Price
    • $324/SF
    • 0 Days On Market

    Current Estimated Value $1,211,462

    Last Listing Agent Michael Resar Heritage Home and Land LLC

    7 Brandon Pines Ct, Pittsboro, NC 27312
    • /12

      Est $493,194 Not Listed For Sale

      567 Weathersfield, Pittsboro, NC 27312

      • 3 Beds
      • 2.5 Baths
      • 2,487 Sq Ft
      • Built 1991
      567 Weathersfield, Pittsboro, NC 27312

      Last Sold Summary

      • 7% Above List Price
      • $185/SF
      • 7 Days On Market
      • Last Sold Price $460,000
      • Jun 02, 2023

      Last Listing Agent Adam Jones Mill House Properties

  • /2

    $875,000 New Construction

    • 4 - 5 Beds
    • 3 Baths
    • 3,172+ Sq Ft

    Normont Plan at Flatiron Forest, Pittsboro, NC 27312

    Openness across two levels brings a sense of balance to The Normont floor plan by David Weekley Homes in Flatiron Forest. The family and dining areas form a focal gathering point ready to adapt to your lifestyle and decorative flair. Designed for daily use, the kitchen showcases center island and generous storage while maintaining an easy connection to the main-level living spaces. The open study

    David Weekley Homes Builder
    74 Flatiron Forest Dr Unit 39970922, Pittsboro, NC 27312
  • /25

    $420,000 Sold Dec 19, 2025

    291 Wendover Pkwy, Pittsboro, NC 27312

    • 3 Beds
    • 2.5 Baths
    • 1,855 Sq Ft
    • Built 2023

    Last Sold Summary

    • 7% Below List Price
    • $226/SF
    • 64 Days On Market

    Last Listing Agent Gabriell Taylor Tri Pointe Homes Inc

    291 Wendover Pkwy, Pittsboro, NC 27312
    • /36

      Est $402,786 Not Listed For Sale

      417 Wintercrest E, Pittsboro, NC 27312

      • 3 Beds
      • 2 Baths
      • 2,029 Sq Ft
      • Built 1987
      417 Wintercrest E, Pittsboro, NC 27312

      Last Sold Summary

      • 7% Above List Price
      • $185/SF
      • 10 Days On Market
      • Last Sold Price $375,000
      • Mar 26, 2024

      Last Listing Agent Jaye Kreller Dwell Real Estate

  • /45

    $428,504 New Construction

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

    68 Wandering Way, Pittsboro, NC 27312

    Welcome to 68 Wandering Way in Chatham Park, located in Townes at NoVi, one of the Triangle's fastest-growing communities. This Wilson plan offers 3 bedrooms, 2.5 baths, and over 1,800 square feet of open, functional living space designed for how buyers live today. The main level is bright and connected, with a spacious kitchen that flows into the living and dining areas, ideal for both everyday

    Gabriell Taylor Tri Pointe Homes Inc

    68 Wandering Way, Pittsboro, NC 27312
  • /5

    $593,400 Sold Nov 06, 2025

    2693 N Carolina 902, Pittsboro, NC 27312

    • Land
    • 14.84 Acres
    • $39,987 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 196 Days On Market

    Last Listing Agent Donna Bianco Straight Up Realty, LLC

    2693 N Carolina 902, Pittsboro, NC 27312
    • /16

      Est $447,929 Not Listed For Sale

      379 Wintercrest W, Pittsboro, NC 27312

      • 3 Beds
      • 2.5 Baths
      • 2,032 Sq Ft
      • Built 1985
      379 Wintercrest W, Pittsboro, NC 27312

      Last Sold Summary

      • 4% Below List Price
      • $229/SF
      • 91 Days On Market
      • Last Sold Price $465,000
      • May 25, 2023

      Last Listing Agent Steve Toop United Brokers LTD

  • /46

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 3,515 Sq Ft

    915 Cabin Creek, Pittsboro, NC 27312

    Exceptional custom brick home offering over 3,500 square feet of refined living space in the highly sought after Chapel Ridge Golf Community. Positioned just under a half an acre and backing to mature hardwoods, this home delivers rare privacy and a tranquil (HOA) wooded backdrop that creates a true retreat setting. The adjacent lot is also available for purchase, presenting a rare opportunity to

    Ashley Wilson DeWeese Keller Williams Legacy

    915 Cabin Creek, Pittsboro, NC 27312
  • /64

    $631,000 Sold Sep 04, 2025

    109 Imagine Way, Pittsboro, NC 27312

    • 3 Beds
    • 3 Baths
    • 2,418 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Below List Price
    • $261/SF
    • 95 Days On Market

    Current Estimated Value $643,939

    Last Listing Agent Liz Toth EXP Realty LLC

    109 Imagine Way, Pittsboro, NC 27312
    • /26

      Est $411,837 Not Listed For Sale

      318 Danbury Ct, Pittsboro, NC 27312

      • 3 Beds
      • 2.5 Baths
      • 1,796 Sq Ft
      • Built 2007
      318 Danbury Ct, Pittsboro, NC 27312

      Last Sold Summary

      • 9% Above List Price
      • $211/SF
      • 1 Day On Market
      • Last Sold Price $378,500
      • Sep 20, 2023

      Last Listing Agent AMBER MILLER RED GLASSES REAL ESTATE LLC

  • /2

    $825,824 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,452 Sq Ft

    9 Englehart Ct, Fearrington, NC 27312

    Sold Home - comp purposes only

    Karen Burkart Weekley Homes, LLC

    9 Englehart Ct, Fearrington, NC 27312
  • /39

    $670,000 Sold Aug 19, 2025

    186 Ross Dr, Pittsboro, NC 27312

    • 4 Beds
    • 2.5 Baths
    • 2,417 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $277/SF
    • 18 Days On Market

    Current Estimated Value $685,604

    Last Listing Agent Danyelle Rousseau Grow Local Realty, LLC

    186 Ross Dr, Pittsboro, NC 27312
    • /55

      Est $651,766 Not Listed For Sale

      32 Bridle Path, Pittsboro, NC 27312

      • 6 Beds
      • 3.5 Baths
      • 3,500 Sq Ft
      • Built 2007
      32 Bridle Path, Pittsboro, NC 27312

      Last Sold Summary

      • 10% Above List Price
      • $169/SF
      • 88 Days On Market
      • Last Sold Price $590,000
      • Dec 28, 2023

      Last Listing Agent Julie Roland Julie Roland Realty Inc

  • /37

    $650,000 Pending

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

    9 Matchwood, Pittsboro, NC 27312

    *Now Under Contract* Located at the end of a cul-de-sac, this cedar contemporary home sits on a wooded lot that gently slopes toward a creek. The primarily single-level layout features an open floorplan with cathedral ceilings, skylights, expansive windows and glass doors, as well as quality updates throughout. Brazilian cherry flooring flows through the main areas, while three ensuite bedrooms

    Tony Hall Berkshire Hathaway HomeService

    9 Matchwood, Pittsboro, NC 27312
  • 236 Aspen Ave, Pittsboro, NC 27312

    $574,900 Sold Oct 03, 2025

    236 Aspen Ave, Pittsboro, NC 27312

    • 2 Beds
    • 2 Baths
    • 1,719 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $334/SF
    • 35 Days On Market

    David Weekley Homes Encore at Chatham Park - Classic Series

    236 Aspen Ave, Pittsboro, NC 27312
    • /40

      Est $479,231 Not Listed For Sale

      62 Bridle Path, Pittsboro, NC 27312

      • 3 Beds
      • 2 Baths
      • 1,689 Sq Ft
      • Built 2007
      62 Bridle Path, Pittsboro, NC 27312

      Last Sold Summary

      • 4% Above List Price
      • $272/SF
      • 3 Days On Market
      • Last Sold Price $460,000
      • Jul 05, 2023

      Last Listing Agent Loci Zsuppan Zsuppan Realty

  • /6

    $350,000

    • Land
    • 12.11 Acres
    • $28,909 per Acre

    Lot 1 C Turkey Buzzard Ln, Pittsboro, NC 27312

    Discover the perfect blend of privacy and potential with this secluded wooded acreage bordered by creek frontage along Harlands Creek! Tucked away in a peaceful setting, this beautiful parcel offers a serene natural backdrop ideal for your dream home or weekend retreat. With a 4-bedroom perc permit on file and no time limit to build, you have the freedom to plan at your own pace. Enjoy the

    Eric Andrews Realty World Carolina Prop

    Lot 1 C Turkey Buzzard Ln, Pittsboro, NC 27312
  • /5

    $444,500 Sold Dec 03, 2025

    90 Chatham Mill Rd, Pittsboro, NC 27312

    • 3 Beds
    • 2.5 Baths
    • 1,973 Sq Ft
    • Built 2003

    Last Sold Summary

    • $225/SF

    Current Estimated Value $441,796

    Last Listing Agent Christopher Hinkle Fathom Realty NC, LLC

    90 Chatham Mill Rd, Pittsboro, NC 27312
    • /53

      Est $563,706 Not Listed For Sale

      69 Windsong Dr, Pittsboro, NC 27312

      • 4 Beds
      • 2.5 Baths
      • 2,955 Sq Ft
      • Built 2007
      69 Windsong Dr, Pittsboro, NC 27312

      Last Sold Summary

      • 3% Above List Price
      • $184/SF
      • 13 Days On Market
      • Last Sold Price $545,000
      • Nov 08, 2024

      Last Listing Agent Tanya Papandrea Absolute Realty Company, LLC

  • /31

    $500,000

    • 4 Beds
    • 3 Baths
    • 2,189 Sq Ft

    1695 Buckner Clark Rd, Pittsboro, NC 27312

    Escape to this beautifully updated 4-bedroom, 3 full bath retreat set on 1.81 private acres in the quiet countryside of Pittsboro. With about 2200 square feet of thoughtfully maintained living space, this home blends modern upgrades with peaceful, rural surroundings. The well-appointed kitchen also includes, new quartz countertops, new cabinets, an island, microwave, and dishwasher. Durable

    Scott Baker Trelora Realty Inc.

    1695 Buckner Clark Rd, Pittsboro, NC 27312
  • /33

    $464,900 Sold Aug 20, 2025

    10 Relaxing Way, Pittsboro, NC 27312

    • 3 Beds
    • 2.5 Baths
    • 1,710 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $272/SF
    • 80 Days On Market

    David Weekley Homes NoVi Chatham Park - The Mews Collection

    10 Relaxing Way, Pittsboro, NC 27312
    • /59

      Est $605,471 Not Listed For Sale

      58 Windsong Dr, Pittsboro, NC 27312

      • 4 Beds
      • 2.5 Baths
      • 2,972 Sq Ft
      • Built 2007
      58 Windsong Dr, Pittsboro, NC 27312

      Last Sold Summary

      • 6% Above List Price
      • $192/SF
      • 136 Days On Market
      • Last Sold Price $572,000
      • Mar 20, 2024

      Last Listing Agent Tanya Papandrea Absolute Realty Company, LLC

  • /95

    $2,199,000 Pending

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

    37 Green Turtle Ln, Pittsboro, NC 27312

    **2025 Parade of Homes Silver Winner** Maison des Arches - House of Arches - by award-winning Triple A Homes is a stunning 5,253-square-foot custom residence nestled in the serene Firefly Overlook at Jordan Lake, a boutique community of just 30 acreage homesites. Spanning nearly 2 acres of pristine land, this elegant home backs up to a picturesque stream and is within strolling distance of Jordan

    Johnathan Stroud The Real Estate Company

    37 Green Turtle Ln, Pittsboro, NC 27312
  • /48

    $775,000 Sold Oct 29, 2025

    720 the Parks Dr, Pittsboro, NC 27312

    • 5 Beds
    • 4.5 Baths
    • 3,672 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Below List Price
    • $211/SF
    • 77 Days On Market

    Current Estimated Value $773,143

    Last Listing Agent Debbie VanHorn Compass -- Raleigh

    720 the Parks Dr, Pittsboro, NC 27312
    • /57

      Est $717,898 Not Listed For Sale

      66 Windsong Dr, Pittsboro, NC 27312

      • 5 Beds
      • 4 Baths
      • 4,433 Sq Ft
      • Built 2007
      66 Windsong Dr, Pittsboro, NC 27312

      Last Sold Summary

      • 3% Above List Price
      • $158/SF
      • 9 Days On Market
      • Last Sold Price $699,000
      • Apr 04, 2025

      Last Listing Agent Ashlie Campbell Absolute Realty Company, LLC

  • /77

    $1,899,000

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

    68 Harvest Ln, Pittsboro, NC 27312

    Welcome to 68 Harvest! Just minutes from beautiful Fearrington Village and Jordan Lake, this home sits on a private, idyllic acre lot. This thoughtfully crafted custom floorplan provides convenient and accessible living. Enjoy the primary suite, a guest suite, an office, and a beautiful open concept kitchen, living and dining room all on the main level. The primary suite is a true retreat. With

    Gretchen Coley Compass -- Raleigh

    68 Harvest Ln, Pittsboro, NC 27312
  • /4

    $1,075,950 Sold Jul 23, 2025

    296 John Williams Ln, Pittsboro, NC 27312

    • 4 Beds
    • 3.5 Baths
    • 3,773 Sq Ft
    • Built 2024

    Last Sold Summary

    • $285/SF
    • 0 Days On Market

    Last Listing Agent Mary Jo Young Drees Homes

    296 John Williams Ln, Pittsboro, NC 27312
    • /48

      Est $898,202 Not Listed For Sale

      86 Wren Ln, Pittsboro, NC 27312

      • 3 Beds
      • 5 Baths
      • 3,627 Sq Ft
      • Built 2007
      86 Wren Ln, Pittsboro, NC 27312

      Last Sold Summary

      • 4% Above List Price
      • $237/SF
      • 4 Days On Market
      • Last Sold Price $861,000
      • May 01, 2024

      Last Listing Agent Mary Jo Coppola Allen Tate / Durham

  • /3

    $499,000

    • Land
    • 26,136 Sq Ft
    • $831,667 per Acre

    30 Midway St, Pittsboro, NC 27312

    Prime location within walking distance to quaint downtown Pittsboro. Shops, restaurants, places of Worship, Bakery, Art Galleries, offices and downtown Social district is only 3 blocks away! Wonderful level residential lot to build your dream home or rare investment opportunity with multi-family use potential.

    Shannon Plummer Chatham Homes Realty

    30 Midway St, Pittsboro, NC 27312
  • /66

    $935,000 Sold Mar 02, 2026

    93 Bur Oak Ct, Pittsboro, NC 27312

    • 4 Beds
    • 4 Baths
    • 3,250 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Below List Price
    • $288/SF
    • 251 Days On Market

    Current Estimated Value $800,439

    Last Listing Agent Bradley Phelps Long & Foster Real Estate INC/Raleigh

    93 Bur Oak Ct, Pittsboro, NC 27312
    • /29

      Est $755,109 Not Listed For Sale

      73 Scott Hills Rd, Pittsboro, NC 27312

      • 4 Beds
      • 3.5 Baths
      • 2,981 Sq Ft
      • Built 2006
      73 Scott Hills Rd, Pittsboro, NC 27312

      Last Sold Summary

      • 6% Above List Price
      • $240/SF
      • 54 Days On Market
      • Last Sold Price $715,000
      • Nov 18, 2024

      Last Listing Agent Armand Lenchek EXP Realty LLC

  • /78

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    2251 Castle Rock Farm Rd, Pittsboro, NC 27312

    *Calling all Cash Buyers* Discover a unique investment and lifestyle opportunity with this dual-home property offering flexibility, income potential, and rural charm. Situated on a SHARED WELL, this property includes a spacious primary residence and a singlewide home--both being sold together as one package! The primary home provides comfortable living with ample space for a family, featuring 3

    Lauren Rhodes Everything Pines Partners Sanf

    2251 Castle Rock Farm Rd, Pittsboro, NC 27312
  • /53

    $525,000 Sold Jan 23, 2026

    1838 Alex Cockman Rd, Pittsboro, NC 27312

    • 3 Beds
    • 2.5 Baths
    • 2,301 Sq Ft
    • Built 1985

    Last Sold Summary

    • 5% Below List Price
    • $228/SF
    • 30 Days On Market

    Current Estimated Value $568,888

    Last Listing Agent Eric Andrews Realty World Carolina Prop

    1838 Alex Cockman Rd, Pittsboro, NC 27312
    • /67

      Est $984,997 Not Listed For Sale

      225 Henrys Ridge Rd, Pittsboro, NC 27312

      • 3 Beds
      • 4.5 Baths
      • 3,332 Sq Ft
      • Built 2007
      225 Henrys Ridge Rd, Pittsboro, NC 27312

      Last Sold Summary

      • 9% Above List Price
      • $270/SF
      • 0 Days On Market
      • Last Sold Price $900,000
      • Jun 26, 2023

      Last Listing Agent Laurie Lynch Chatham Homes Realty

  • /6

    $350,000

    • Land
    • 9.2 Acres
    • $38,043 per Acre

    174 Clear Springs Ct, Pittsboro, NC 27312

    Design and Build your dream home on this 9.2 acre homesite in exclusive Estates at Laurel Ridge! Situated in a pastoral setting just outside downtown Pittsboro and Chatham Park's downtown dining and entertainment center, Mosaic. Haw River and Jordan Lake recreation are just minutes away. Enjoy Large acreage without the need for sewer and well. Gorgeous creek views! Build with our team of luxury

    Kerrie Bornkessel Fonville Morisey & Barefoot

    174 Clear Springs Ct, Pittsboro, NC 27312
  • /34

    $600,000 Sold Sep 10, 2025

    114 Bridle Path, Pittsboro, NC 27312

    • 5 Beds
    • 3 Baths
    • 3,354 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $179/SF
    • 35 Days On Market

    Current Estimated Value $606,601

    Last Listing Agent Tlynthia Crews Tlynthia Crews

    114 Bridle Path, Pittsboro, NC 27312

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