Pittsboro, NC Homes

• 

  

  

  /59

  $585,000

  Sold Sep 29, 2025

  430 Autumn Chase, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,262 Sq Ft
  • Built 2017

  Last Sold Summary

  • 1% Above List Price
  • $259/SF
  • 1 Day On Market

  Current Estimated Value $601,301

  Last Listing Agent Lynn Roeder Chapel Hill Realty Group, Inc.

  430 Autumn Chase, Pittsboro, NC 27312
• 

  

  

  /43

  Est $793,863

  Not Listed For Sale

  166 Park Dr, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 4,073 Sq Ft
  • Built 1981

  166 Park Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 16 Days On Market
• 

  

  

  /24

  $399,999

  $12K PRICE DROP

  • Land
  • 2.63 Acres
  • $152,091 per Acre

  93 Kenwood Ln, Pittsboro, NC 27312

  A rare opportunity to build your custom dream home in the sought-after Stonecrest at Norwood community. One of the last remaining estate lots available, this stunning 2.63-acre homesite offers exceptional privacy, accessed by a long, meandering driveway that sets the tone for the retreat that awaits. Picturesque Wilkinson Creek runs along the property, providing tranquil views and soothing

  

  Sandy Savage

  Carolina One Realty

  93 Kenwood Ln, Pittsboro, NC 27312
• 

  

  

  /24

  $449,000

  Sold Dec 15, 2025

  520 Swim and Croquet, Pittsboro, NC 27312

  • 2 Beds
  • 2 Baths
  • 1,875 Sq Ft
  • Built 1991

  Last Sold Summary

  • $239/SF
  • 12 Days On Market

  Last Listing Agent Meta Tibke Meta Tibke Realty, LLC

  520 Swim and Croquet, Pittsboro, NC 27312
• 

  

  

  /25

  Est $407,856

  Not Listed For Sale

  35 Hedgecock Farm, Pittsboro, NC 27312

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 2009

  35 Hedgecock Farm, Pittsboro, NC 27312
• 

  

  /35

  $460,000

  Open Sat 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,236 Sq Ft

  386 Lyndfield Close W, Pittsboro, NC 27312

  This is a rare opportunity to enjoy a beautifully updated home in one of the area's most beloved communities. Nestled in the heart of Fearrington Village, this exceptional end-unit townhome lives more like a single-family home, offering privacy, natural beauty, and an abundance of thoughtful updates. The charm begins with landscaped gardens welcoming you from the parking area to the inviting

  

  Dianne Gray

  Coldwell Banker - HPW

  386 Lyndfield Close W, Pittsboro, NC 27312
• 

  

  /57

  $555,000

  Sold Jan 29, 2026

  17 Plenty Ct, Pittsboro, NC 27312

  • 4 Beds
  • 2.5 Baths
  • 2,320 Sq Ft
  • Built 2023

  Last Sold Summary

  • 1% Below List Price
  • $239/SF
  • 42 Days On Market

  Current Estimated Value $562,174

  Last Listing Agent Christian Olmstead Simply Southern Realty

  17 Plenty Ct, Pittsboro, NC 27312
• 

  

  /27

  Est $457,055

  Not Listed For Sale

  175 Cobble Ridge Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 1,878 Sq Ft
  • Built 2011

  175 Cobble Ridge Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 6 Days On Market
• 

  

  /7

  $575,000

  • Land
  • 1.84 Acres
  • $311,822 per Acre

  339 Westhampton Dr, Pittsboro, NC 27312

  This site is 1.8 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. Also protected on one side with a 50 Vegetative Steam Buffer. Surpassing other luxury communities throughout Chatham, Orange, and Wake Counties. Home sites capable of accommodating some of the largest custom residences in the Triangle region, including the most sprawling ranch plans. Exceptional

  

  Rex Osborne

  Windjam Properties

  339 Westhampton Dr, Pittsboro, NC 27312
• 

  

  /14

  $423,000

  Sold Feb 17, 2026

  107 Parkland Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 1,676 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $252/SF
  • 164 Days On Market

  Last Listing Agent Claire Jackson CLEAR Real Estate

  107 Parkland Dr, Pittsboro, NC 27312
• 

  

  /32

  Est $964,296

  Not Listed For Sale

  268 Colonial Ridge Dr, Pittsboro, NC 27312

  • 5 Beds
  • 3.5 Baths
  • 4,081 Sq Ft
  • Built 2010

  268 Colonial Ridge Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 113 Days On Market
• 

  

  /6

  $610,000

  • Land
  • 1.62 Acres
  • $376,776 per Acre

  137 Westhampton Dr, Pittsboro, NC 27312

  This site is 1.6 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

  

  Rex Osborne

  Windjam Properties

  137 Westhampton Dr, Pittsboro, NC 27312
• 

  

  /4

  $719,630

  Sold Mar 19, 2026

  361 Aspen Ave, Pittsboro, NC 27312

  • 3 Beds
  • 3 Baths
  • 2,452 Sq Ft
  • Built 2026

  Last Sold Summary

  • $293/SF
  • 0 Days On Market

  Last Listing Agent Tracey Riordan Weekley Homes, LLC

  361 Aspen Ave, Pittsboro, NC 27312
• 

  

  /28

  Est $392,801

  Not Listed For Sale

  366 Linden Close, Pittsboro, NC 27312

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • Built 1985

  366 Linden Close, Pittsboro, NC 27312

  Last Sold Summary

  • 60 Days On Market
• 

  

  /7

  $650,000

  • Land
  • 1.38 Acres
  • $471,014 per Acre

  264 Mountaintop Cir, Pittsboro, NC 27312

  Surpassing other luxury communities throughout Chatham, Orange, and Wake Counties. Home sites capable of accommodating some of the largest custom residences in the Triangle region, including the most sprawling ranch plans. Exceptional impervious surface allowances provide owners with the flexibility to create expansive outdoor living spaces, including pools, detached garages, guest houses, and

  

  Rex Osborne

  Windjam Properties

  264 Mountaintop Cir, Pittsboro, NC 27312
• 

  

  /14

  $1,293,646

  Sold Apr 27, 2026

  126 Roberson Creek Rd, Pittsboro, NC 27312

  • 4 Beds
  • 3.5 Baths
  • 3,318 Sq Ft
  • Built 2026

  Last Sold Summary

  • 10% Above List Price
  • $390/SF
  • 39 Days On Market

  Last Listing Agent Gavin Mekemson Windjam Properties

  126 Roberson Creek Rd, Pittsboro, NC 27312
• 

  

  /43

  Not Listed For Sale

  147 Colonial Trail Ct, Pittsboro, NC 27312

  147 Colonial Trail Ct, Pittsboro, NC 27312

  Last Sold Summary

  • 3 Days On Market
• 

  

  /40

  $1,150,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,470 Sq Ft

  64 Mist Wood Ct, Pittsboro, NC 27312

  Exceptional Prewitt-Douglas custom home situated on a quiet cul-de-sac in the prestigious Chapel Ridge community. This 4 bedroom, 3.5 bath residence boasts an open, expansive floor plan designed for effortless entertaining -- both indoors and out. Thoughtfully crafted with generous living spaces and outstanding attention to detail throughout. Residents enjoy access to world-class community

  

  Sandy Savage

  Carolina One Realty

  64 Mist Wood Ct, Pittsboro, NC 27312
• 

  

  /11

  $550,620

  Sold Dec 22, 2025

  287 Aspen Ave, Pittsboro, NC 27312

  • 2 Beds
  • 2 Baths
  • 1,761 Sq Ft
  • Built 2025

  Last Sold Summary

  • $313/SF
  • 31 Days On Market

  Last Listing Agent Erin Messier Weekley Homes, LLC

  287 Aspen Ave, Pittsboro, NC 27312
• 

  

  /11

  Not Listed For Sale

  1172 Lochwood #L Dr, Pittsboro, NC 27312

  1172 Lochwood #L Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 10 Days On Market
• 

  

  /34

  $1,120,950

  New Construction

  • 4 Beds
  • 9 Baths
  • 3,365 Sq Ft

  227 Deep Creek, Pittsboro, NC 27312

  Exceptional Prewitt-Douglas custom home overlooking Chapel Ridge golf course. This 3,365 SF residence offers 4 bedrooms, 4.5 baths, a 2-car garage, and a dedicated golf viewing room ideal for entertaining. Quality craftsmanship throughout with sweeping golf course views. A rare find in a premier setting -this one won't last long.

  

  Sandy Savage

  Carolina One Realty

  227 Deep Creek, Pittsboro, NC 27312
• 

  

  /6

  $1,930,749

  Sold Nov 06, 2025

  175 Clear Springs Ct, Pittsboro, NC 27312

  • 3 Beds
  • 4.5 Baths
  • 3,334 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Above List Price
  • $579/SF
  • 0 Days On Market

  Current Estimated Value $1,409,609

  Last Listing Agent Kerrie Bornkessel Fonville Morisey & Barefoot

  175 Clear Springs Ct, Pittsboro, NC 27312
• 

  

  /40

  Not Listed For Sale

  1267 Golfers View, Pittsboro, NC 27312

  1267 Golfers View, Pittsboro, NC 27312

  Last Sold Summary

  • 1 Day On Market
• 

  

  /58

  $1,699,000

  New Construction $201K PRICE DROP Pending

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

  126 Harvest Ln, Pittsboro, NC 27312

  Over 1-acre level homesite ideal for adding amazing outdoor living areas. 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

  

  Rex Osborne

  Windjam Properties

  126 Harvest Ln, Pittsboro, NC 27312
• 

  /2

  $647,720

  Sold Nov 25, 2025

  319 Parkland Dr, Pittsboro, NC 27312

  • 3 Beds
  • 4 Baths
  • 3,010 Sq Ft
  • Built 2025

  Last Sold Summary

  • $215/SF
  • 0 Days On Market

  Last Listing Agent Heather Salem Weekley Homes, LLC

  319 Parkland Dr, Pittsboro, NC 27312
• 

  

  /10

  Not Listed For Sale

  275 Beacon Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,454 Sq Ft
  • Built 2025

  275 Beacon Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 0 Days On Market
• 

  

  /56

  $1,200,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,568 Sq Ft

  36 Rosefield Ct, Pittsboro, NC 27312

  A rare opportunity awaits in the exclusive Estates at Chapel Ridge. This distinguished Prewitt-Douglas custom home sits on nearly an acre -- one of the last remaining lots in this coveted enclave. Spanning over 3,500 square feet, the residence showcases high-end finishes throughout and a desirable main-level primary suite complete with dual walk-in closets. Four bedrooms and 3.5 baths offer ample

  

  Sandy Savage

  Carolina One Realty

  36 Rosefield Ct, Pittsboro, NC 27312
• 

  

  /65

  $1,355,000

  Sold Jun 18, 2026

  119 Rolling Woods Ct, Pittsboro, NC 27312

  • 4 Beds
  • 4.5 Baths
  • 3,807 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Below List Price
  • $356/SF
  • 25 Days On Market

  Current Estimated Value $1,389,443

  Last Listing Agent Dana Wicker Cantrell Coldwell Banker - HPW

  119 Rolling Woods Ct, Pittsboro, NC 27312
• 

  

  /10

  Not Listed For Sale

  269 Beacon Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,454 Sq Ft
  • Built 2025

  269 Beacon Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 0 Days On Market
• 

  

  /78

  $3,295,000

  New Construction $255K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 6,968 Sq Ft

  213 Westhampton Dr, Pittsboro, NC 27312

  Introducing Stella our Show Home is now for sale! - A Modern Ultra-Luxury 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 home sites, this striking modern architectural design seamlessly blends sophisticated indoor living with resort-style outdoor amenities. Expansive

  

  Rex Osborne

  Windjam Properties

  213 Westhampton Dr, Pittsboro, NC 27312
• 

  

  /23

  $490,000

  Sold Mar 06, 2026

  30 Buttonwood Ct, Pittsboro, NC 27312

  • 3 Beds
  • 2 Baths
  • 2,021 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Below List Price
  • $242/SF
  • 14 Days On Market

  Current Estimated Value $488,908

  Last Listing Agent Terry Carpenter Coldwell Banker HPW

  30 Buttonwood Ct, Pittsboro, NC 27312
• 

  

  /33

  Not Listed For Sale

  267 Parkland Dr Dr, Pittsboro, NC 27312

  • 3 Beds
  • 3.5 Baths
  • 1,986 Sq Ft
  • Built 2025

  267 Parkland Dr Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 56 Days On Market
• 

  

  /72

  $798,000

  New Construction $15K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 3,090 Sq Ft

  62 Raspberry Run, Pittsboro, NC 27312

  BRAND NEW Encore at Chatham Park : Immediate occupancy. Home on private, premiere lot that's move-in ready. Skip the wait of the building process and benefit from numerous upgrades. Homeowner's plans changed and their dream home can now be yours! Located on a premium lot backing up to woods, this 3 bedroom, 4 bathroom home with bonus room is loaded with custom details and a fantastic layout. From

  

  Dana Wicker Cantrell

  Coldwell Banker - HPW

  62 Raspberry Run, Pittsboro, NC 27312
• 

  

  /51

  $644,000

  Sold Aug 05, 2025

  457 Poplar Forest Ln, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 2004

  Last Sold Summary

  • $248/SF
  • 13 Days On Market

  Current Estimated Value $654,116

  Last Listing Agent Jan Butta Coldwell Banker - HPW

  457 Poplar Forest Ln, Pittsboro, NC 27312
• 

  

  /78

  Est $1,196,500

  Not Listed For Sale

  287 Cabin Creek, Pittsboro, NC 27312

  • 5 Beds
  • 4.5 Baths
  • 4,275 Sq Ft
  • Built 2022

  287 Cabin Creek, Pittsboro, NC 27312

  Last Sold Summary

  • 0 Days On Market
• 

  

  /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

  

  Rex Osborne

  Windjam Properties

  114 Mountaintop Cir, Pittsboro, NC 27312
• 

  

  /3

  $1,022,572

  Sold Jul 25, 2025

  535 Corbett Dr, Pittsboro, NC 27312

  • 4 Beds
  • 4.5 Baths
  • 3,622 Sq Ft
  • Built 2025

  Last Sold Summary

  • $282/SF

  Last Listing Agent Mary Jo Young Drees Homes

  535 Corbett Dr, Pittsboro, NC 27312
• 

  

  /4

  Not Listed For Sale

  271 Parkland Dr, Pittsboro, NC 27312

  • 3 Beds
  • 2.5 Baths
  • 1,963 Sq Ft
  • Built 2025

  271 Parkland Dr, Pittsboro, NC 27312

  Last Sold Summary

  • 7 Days On Market
• 

  

  /45

  $1,297,945

  New Construction Pending

  • 4 Beds
  • 4.5 Baths
  • 3,704 Sq Ft

  558 Chapel Ridge Dr, Pittsboro, NC 27312

  This gorgeous custom 3700 sf home overlooking Chapel Ridge Golf Course features 4 bedrooms, a 3 car garage, 4.5 bathrooms a first and second floor screened in porch and a fabulous golf viewing room. Visit the on-site office at 1010 Chapel Ridge Drive for more information or for a similar build opportunity.

  

  Sandy Savage

  Carolina One Realty

  558 Chapel Ridge Dr, Pittsboro, NC 27312
• 

  

  /46

  $1,650,000

  Sold Apr 01, 2026

  441 Lila Dr, Pittsboro, NC 27312

  • 4 Beds
  • 4.5 Baths
  • 4,437 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $372/SF
  • 265 Days On Market

  Last Listing Agent Amy Diamond United Real Estate Triangle

  441 Lila Dr, Pittsboro, NC 27312

Showing Results 121 - 160, Page 4 of 18