14,645

Pittsboro, NC Homes

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  • /4

    $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 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 homesite is over 5 Acres near the elevation peak rising 600-feet above the

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 739-4373

    517 Westhampton Dr, Pittsboro, NC 27312
  • /23

    $3,900 per month

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft
    • House for Rent

    177 Chapel Ridge Dr, Pittsboro, NC 27312

    Executive home Custom built, Prime Golf community . Lg front porch overlooking8th fairway. Hardwoods/Bamboo floors throughout, cherry cabinets, pocket doors,Panelled flex room with coffered ceiling. Custom features abound. Large screened porch, vaulted ceilings, Laundry Rm up. stn faced fireplace, sep office. 3 side load garage, Tankless WH, central vac,walk up 3rd floor storage Custom Builtins.

    Anjana Kennedy Barton Estate Realty

    177 Chapel Ridge Dr, Pittsboro, NC 27312
  • /44

    $565,585 Sold Sep 05, 2025

    • 2,327 Sq Ft
    • $243/SF
    • 25 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    1331 Langdon Place, Pittsboro, NC 27312

    Welcome to 1331 Langdon Place in the coveted Bush Creek Townhomes at Fearrington Village—a serene, tree-lined enclave tucked deep in the Village. This one-level home (1-step entry) offers 2,327 square feet of light-filled living, freshly updated with new paint, new carpet, luxury vinyl plank flooring in the main living areas and newer kitchen cabinets.Step through the private red-brick

    Dianne Gray Coldwell Banker - HPW

    1331 Langdon Place, Pittsboro, NC 27312
    • /21

      Est $474,117 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,945 Sq Ft

      74 Wickham Dr, Pittsboro, NC 27312

      74 Wickham Dr, Pittsboro, NC 27312
  • /33

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,921 Sq Ft

    140 Norwell Ln, Pittsboro, NC 27312

    Discover this exceptional opportunity! This new, end-unit townhome in Chatham Park is perfectly situated with stunning wooded views for added privacy and serenity. The spacious Onslow Plan offers a wider layout, extra windows, and abundant light. Step onto the roomy, covered front porch--ideal for outdoor seating--and enter a welcoming entryway with a built-in drop zone, leading into an

    Agent Photo

    Wendy Thompson

    Just Be Home Realty

    (984) 360-8170

    140 Norwell Ln, Pittsboro, NC 27312
  • /20

    $3,500 per month

    • 4 Beds
    • 4 Baths
    • 3,287 Sq Ft
    • House for Rent

    94 Lookout Ridge, Pittsboro, NC 27312

    Property Id: 2006694GORGEOUS like new SFH in Chapel Ridge. All the amenities you could ever want. Upgrades galore. W/D hookups and pets negotiable. Please note: All applications must be submitted at : Note:We do not accept applications through TurboTenant.

    94 Lookout Ridge, Pittsboro, NC 27312
  • /64

    $756,000 Sold Sep 05, 2025

    • 3,082 Sq Ft
    • $245/SF
    • 69 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1991

    676 Whitehurst, Pittsboro, NC 27312

    Individuals from around the world are drawn to Fearrington Village for its distinctive lifesytle. In addition to the community of homes with miles of walking trails, it has an award winning Relais & Chateaux Inn & Restaurant, spa, boutiques/shops, casual dining, beautiful gardens & an amazing bookstore. This move-in ready 3082 sq.ft home on .79 acres lives like a ranch since the main floor

    Danielle Boggess Century 21 Southern Lifestyles

    676 Whitehurst, Pittsboro, NC 27312
    • /26

      Est $329,273 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,300 Sq Ft

      96 Millbrook Dr, Pittsboro, NC 27312

      96 Millbrook Dr, Pittsboro, NC 27312
  • /31

    $455,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,838 Sq Ft

    371 Chatham Forest Dr, Pittsboro, NC 27312

    Beautiful 3-bedroom, 2.5-bath home in Chatham Forest. The primary suite is on the main level, bonus room, spacious 2-car garage, and open living areas. The updated kitchen with granite counters flows seamlessly into the breakfast, dining, and living spaces, creating the perfect setup for everyday living and entertaining.

    Agent Photo

    Pat Serkedakis

    COLDWELL BANKER - HP&W

    (919) 535-4573

    371 Chatham Forest Dr, Pittsboro, NC 27312
  • /31

    $3,200 per month

    • 5 Beds
    • 4 Baths
    • 3,435 Sq Ft
    • House for Rent

    152 Highpointe Dr, Pittsboro, NC 27312

    Be the first to live in this brand new, never-occupied 5BR, 4BA Valleybrook home in the sought-after Vineyards at Chatham Park! Designed for flexibility and comfort, this spacious layout features a main-level guest suite, a formal dining area or flexible space, an open-concept living area, a planning center, and a light-filled sunroom perfect for entertaining. Enjoy premium upgrades, including

    Ravi Varma Blockchain Realty Inc.

    152 Highpointe Dr, Pittsboro, NC 27312
  • /38

    $569,990 Sold Sep 04, 2025

    • 2,454 Sq Ft
    • $232/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    134 Beacon Dr, Pittsboro, NC 27312

    Model Home! What appears as Lucky to others is actually the tradeoff for showing up everyday to build the life you've imagined. And if you've imagined a fully open first floor for maximum furniture placement flexibility and purpose driven living, well you're in luck! Also what about all bedrooms upstairs and thoughtfully connected bedrooms and bathrooms that maximize functionality and privacy?

    Jessie Krieger Garman Homes LLC

    134 Beacon Dr, Pittsboro, NC 27312
    • /13

      Est $389,621 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,540 Sq Ft

      36 Danbury Ct, Pittsboro, NC 27312

      36 Danbury Ct, Pittsboro, NC 27312
  • /24

    $1,060,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 3,521 Sq Ft

    8 Pin Tail Ct, Pittsboro, NC 27312

    Move In-Ready September 2025.Experience refined living in this beautifully designed 5 bedroom courtyard home, perfectly situated on a beautiful, corner, landscaped lot within the prestigious golf course community, Chapel Ridge. Crafted with quality and comfort in mind, this new construction residence blends thoughtful luxury with modern convenience in every detail.The main level

    Agent Photo

    Tamera O'Wesney

    Carolina One Realty

    (919) 899-1625

    8 Pin Tail Ct, Pittsboro, NC 27312
  • /50

    $3,100 per month

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

    262 Robert Alston Junior Dr, Pittsboro, NC 27312

    Meticulous move-in ready home situated on 1.55 acres and just 5 minutes from downtown Pittsboro's Circle and 1 minute from Highway 64!Step inside this meticulously maintained 2,710 square foot residence and be greeted by soaring ceilings and a bright, open concept living space. Entertaining is effortless in this home, thanks to the durable flooring throughout with stunning solid walnut

    Allison Ibrahim Choice Residential Real Estate

    262 Robert Alston Junior Dr, Pittsboro, NC 27312
  • /64

    $631,000 Sold Sep 04, 2025

    • 2,418 Sq Ft
    • $261/SF
    • 95 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2024

    109 Imagine Way, Pittsboro, NC 27312

    Experience low-maintenance luxury living in this stunning Sweetfern floor plan by David Weekley Homes, located in the desirable Encore at Chatham Park community. This thoughtfully designed home features a spacious first-floor owner's suite complete with a walk-in closet and a serene en suite bath showcasing a zero-entry shower. The open-concept layout offers seamless flow between living spaces,

    Liz Toth EXP Realty LLC

    109 Imagine Way, Pittsboro, NC 27312
    • /6

      Est $382,212 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,485 Sq Ft

      221 Millbrook Dr, Pittsboro, NC 27312

      221 Millbrook Dr, Pittsboro, NC 27312
  • /8

    $7,689,900 New Construction

    • 5 Beds
    • 8 Baths
    • 8,999 Sq Ft

    114 Mountaintop Cir, Pittsboro, NC 27312

    Welcome to the Overlook! This is Sage Built's most recent masterpiece show home ready for construction. A modern style home with true vistas of the surrounding nature. A Grand entry with covered porch welcomes you to the soaring foyer area and library. A chef inspired kitchen with 21' scullery opens to the family room and a 36' x 15' porch separated by a dual set of sliding glass doors. The

    Agent Photo

    Rex Osborne

    Windjam Properties

    (919) 646-6592

    114 Mountaintop Cir, Pittsboro, NC 27312
  • /18

    $2,045 per month

    • 3 Beds
    • 3.5 Baths
    • 1,840 Sq Ft
    • House for Rent

    43 Danbury Ct, Pittsboro, NC 27312

    Available 7/21/25. Application fee waived! Great home in a convenient Pittsboro Location! 3 level craftsman style cottage. Main level has dining room, family room with gas fireplace, and kitchen. Kitchen has granite counters, stainless appliances, tile backsplash. 2nd level has master suite and additional bedroom. 3rd floor bonus room with 3rd bedroom that could also make a great office. Back

    Jeff Gillespie Block & Associates Realty

    43 Danbury Ct, Pittsboro, NC 27312
  • /33

    $477,000 Sold Sep 04, 2025

    • 1,876 Sq Ft
    • $254/SF
    • 88 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    101 Parkland Dr, Pittsboro, NC 27312

    The Ember A plan at homesite 4626 offers a thoughtfully designed layout with a detached garage. The kitchen, dining, and family room are all located on the first floor, along with a bedroom and full bathroom for added convenience. Upstairs, you'll find theprimary suite and two additional bedrooms, providing ample space for relaxation. This home showcases the Sand design package from The

    Nick Thagard Homes by Dickerson Real Estate

    101 Parkland Dr, Pittsboro, NC 27312
    • /8

      Est $150,431 Not Listed For Sale

      36 Bur Oak Ct, Pittsboro, NC 27312

      36 Bur Oak Ct, Pittsboro, NC 27312
  • /27

    $3,790,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,832 Sq Ft

    274 Westhampton Dr, Pittsboro, NC 27312

    Welcome to the Brookside at The Summit. A true forever home! Meticulously Custom Built by Sage Built. All brick veneer with downstairs living a priority. On the first floor alone, Enjoy 3 Bedrooms, Library, Game Lounge, formal dining, morning corner, and luxurious incredible Wolf/Sub-Zero chef's Kitchen! The primary Bedroom includes a spa-inspired Bath and LG Styler Steam Closet! Three car

    Agent Photo

    Rex Osborne

    Windjam Properties

    (984) 223-8039

    274 Westhampton Dr, Pittsboro, NC 27312
  • /4

    $1,100,136 Sold Sep 03, 2025

    • 4,464 Sq Ft
    • $246/SF
    • 6 Beds
    • 4.5 Baths
    • Built 2025

    273 John Williams Ln, Pittsboro, NC 27312

    For comp purposes only.

    Mary Jo Young Drees Homes

    273 John Williams Ln, Pittsboro, NC 27312
    • /40

      Est $892,799 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,141 Sq Ft

      41 Quail Point, Pittsboro, NC 27312

      41 Quail Point, Pittsboro, NC 27312
  • /58

    $1,810,000 Open Sat 1PM - 4PM

    • 4 Beds
    • 6 Baths
    • 4,891 Sq Ft

    126 Harvest Ln, Pittsboro, NC 27312

    MOVE IN READY! in in The Hamptons, an exciting community of luxury homes on sprawling sites with convenience to UNC, Jordan Lake, Chapel Hill and Historic Pittsboro.Proudly presented by award winning Homestead Building Company and McMillan Design with a blend of cultured stone and vertical siding accented with cedar beams. This wonderful design includes first floor owner's suite and guest

    Agent Photo

    Rex Osborne

    Windjam Properties

    (984) 985-2859

    126 Harvest Ln, Pittsboro, NC 27312
  • /51

    $535,000 Sold Sep 03, 2025

    • 1,162 Sq Ft
    • $460/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    133 Acorn Ln, Pittsboro, NC 27312

    MULTIPLE OFFERS RECEIVED. DEADLINE FOR SUBMISSION IS TONIGHT (JULY 4) AT 6 PM!! Discover peaceful country living just minutes from downtown Pittsboro in this striking 3-bedroom, 2-bath contemporary home. Nestled on a spacious 2-acre lot with incredible outdoor recreation space, this 1,162 sq ft property offers the perfect blend of modern comfort and rural charm.Step inside this

    Amy Weber Nest Realty of the Triangle

    133 Acorn Ln, Pittsboro, NC 27312
    • /36

      Est $383,348 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,373 Sq Ft

      35 Hedgecock Farm, Pittsboro, NC 27312

      35 Hedgecock Farm, Pittsboro, NC 27312
  • /69

    $3,295,000 Open Sat 1PM - 4PM

    • 5 Beds
    • 5.5 Baths
    • 6,568 Sq Ft

    213 Westhampton Dr, Pittsboro, NC 27312

    Introducing Stella - A Modern Masterpiece in The SummitStella is now complete and ready to impress in the prestigious Summit community. Thoughtfully positioned on one of the smoothest and most desirable homesites, this striking modern architectural design seamlessly blends sophisticated indoor living with resort-style outdoor amenities. Expansive patios, Sonos sound system, a beautifully

    Agent Photo

    Rex Osborne

    Windjam Properties

    (984) 360-6934

    213 Westhampton Dr, Pittsboro, NC 27312
  • /27

    $415,000 Sold Sep 03, 2025

    • 2,109 Sq Ft
    • $197/SF
    • 18 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1985

    352 Weymouth Close, Pittsboro, NC 27312

    Fearrington Village is calling you!! Excellent location in a friendly, quiet neighborhood where you will find this end unit townhome on a traffic free cul de sac. The home has been tastefully and meticulously updated throughout. Two bedrooms with 2.5 bathrooms along with a bonus room upstairs that is currently used as a third bedroom. There is also a primary size bedroom and full bath along with

    Kent Thompson Berkshire Hathaway HomeService

    352 Weymouth Close, Pittsboro, NC 27312
    • /28

      Est $417,815 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,514 Sq Ft

      366 Linden Close, Pittsboro, NC 27312

      366 Linden Close, Pittsboro, NC 27312
  • /64

    $830,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,480 Sq Ft

    818 Cabin Creek, Pittsboro, NC 27312

    Nestled alongside the 14th fairway with a beautiful wooded buffer, this custom-built home in Chapel Ridge offers the perfect blend of privacy & golf course living. Thoughtfully designed, it features primary suites on both the first & second floors, providing comfort & flexibility. The interior boasts gorgeous Travertine tile throughout most of the first floor, enhancing the home's timeless

    Lisa Borer West & Woodall Real Estate - D

    818 Cabin Creek, Pittsboro, NC 27312
  • /65

    $650,000 Sold Sep 03, 2025

    • 2,503 Sq Ft
    • $260/SF
    • 23 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1992

    3 Yancey, Pittsboro, NC 27312

    Everything you want for your new home! This home overlooks Camden Park which is lovely, and just a few blocks walk to Fearrington Village Center where all the activities happen! First floor living PLUS a second primary suite on the second floor! The living room has soaring ceilings and large windows; wood plank floors and a gas fireplace. The dining room has built in cabinets and display

    Bonnie Strowd NorthGroup Real Estate, Inc.

    3 Yancey, Pittsboro, NC 27312
    • /51

      Est $802,157 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,168 Sq Ft

      798 Horizon Dr, Pittsboro, NC 27312

      798 Horizon Dr, Pittsboro, NC 27312
  • /94

    $2,150,000

    • 4 Beds
    • 4 Baths
    • 4,510 Sq Ft

    226 Evington Dr, Pittsboro, NC 27312

    Welcome to 226 Evington Drive in the prestigious Riverstone Estates, Chatham County's most coveted luxury community. Nestled within an enclave of wooded beauty and bordered on two sides by protected North Carolina State Park land, this estate ensures lifetime privacy with uninterrupted views of nature and wildlife.This custom residence is a true showpiece was meticulously designed and

    Candy Johnson Fathom Realty NC, LLC

    226 Evington Dr, Pittsboro, NC 27312
  • /46

    $400,000 Sold Sep 02, 2025

    • 1,904 Sq Ft
    • $210/SF
    • 18 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    462 Beechmast, Pittsboro, NC 27312

    This LIKE-NEW 2-bedroom, 2-bath, end-unit home has had a TOTAL RENOVATION within the past two months. Updates include new cushioned LVP flooring, all new SS appliances, butcher block counters, fully updated tiled baths & BRAND-NEW HVAC & DUCTWORK. Vaulted ceilings and skylights create a bright, open atmosphere, while custom all-wood cabinetry and shelving add both beauty and function. The living

    Judy Weinstock Keller Williams Central

    462 Beechmast, Pittsboro, NC 27312
    • /33

      Est $744,932 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,902 Sq Ft

      82 James Rd, Pittsboro, NC 27312

      82 James Rd, Pittsboro, NC 27312
  • /39

    $649,900

    • 5 Beds
    • 3 Baths
    • 3,664 Sq Ft

    116 Kensington Dr, Pittsboro, NC 27312

    Tucked away on a quiet cul-de-sac, this charming home near Downtown Pittsboro welcomes you with a classic front porch and an inviting floor plan designed for both comfort and entertaining. The first floor features a formal dining room with butler's pantry, an open-concept kitchen with white cabinetry, granite countertops, a large island, stainless steel appliances, and a breakfast nook. A huge

    Laurene Sieli Redfin Corporation

    116 Kensington Dr, Pittsboro, NC 27312
  • /59

    $475,000 Sold Sep 02, 2025

    • 1,970 Sq Ft
    • $241/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2007

    49 Brookridge Ct, Pittsboro, NC 27312

    Effortless One-Level Living with Stylish Upgrades, High Ceilings, a Spacious Yard & Screened-In Porch! This beautifully updated home offers the perfect blend of comfort, style, and convenience—all on one level. Step inside to a bright, open layout filled with natural light & freshly refinished hardwood floors. Notice the elegant trim in the foyer, and thoughtfully selected light and plumbing

    William Patrick EXP Realty LLC

    49 Brookridge Ct, Pittsboro, NC 27312
    • /39

      Est $742,557 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 3,504 Sq Ft

      45 Blarney Stone Cir, Pittsboro, NC 27312

      45 Blarney Stone Cir, Pittsboro, NC 27312
  • /68

    $900,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 4.5 Baths
    • 3,806 Sq Ft

    112 Golfers View, Pittsboro, NC 27312

    Experience the Chapel Ridge lifestyle and luxury living in this stunning, custom-built home, blending beauty, privacy, community, and world-class amenities. Walk to the pool, golf course, tennis courts, pickleball, and more! This home was completed November 2022, less than 3 years old, has been beautifully maintained in pristine, like-new condition and showcases an abundance of upgrades, special

    Emma Douglass Costello Real Estate & Investm

    112 Golfers View, Pittsboro, NC 27312
  • /22

    $290,000 Sold Sep 02, 2025

    • 1,198 Sq Ft
    • $242/SF
    • 84 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1990

    81 Honeysuckle Dr, Pittsboro, NC 27312

    Great 1st home or investment property! Newly updated floors, interior paint, cabinets, countertops. Cozy bungalow feel with fireplace, LVP flooring, updated kitchen with deco backsplash. Enjoy the larger lot with nice deck and flat backyard. Conveniently close to downtown Pittsboro and highways 64 and 15501. Don't miss out!

    Lisa Skumpija Absolute Realty Company, LLC

    81 Honeysuckle Dr, Pittsboro, NC 27312

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