Pittsboro, NC Homes

• 

  

  

  /43

  $1,060,000 Sold May 27, 2025

  • 3,950 Sq Ft
  • $268/SF
  • 18 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 2021

  370 Chapel Ridge Dr, Pittsboro, NC 27312

  MOVE IN READY! Amazing one of a kind custom home in Chapel Ridge with every feature & detail! This beautiful golf course home is on hole # 7! A MUST see home to appreciate all the small touches throughout the home such as a splash of wallpaper for color, closet space under the stairs, & mudroom placement to name a few! SIX bedrooms - many ensuite - PRIMARY/extra large walk-in closet & guest

  Donna O'neill Keller Williams Legacy

  370 Chapel Ridge Dr, Pittsboro, NC 27312
• 

  

  

  /10

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  249 Prestonwood Dr, Pittsboro, NC 27312

  249 Prestonwood Dr, Pittsboro, NC 27312
• 

  $549,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,999 Sq Ft

  339 Parkland Dr, Pittsboro, NC 27312

  339 Parkland Dr, Pittsboro, NC 27312: Construction expertise and improved livability are at the heart of every design decision put into crafting this new home in NoVi Chatham Park in Pitssboro, NC. This home features 1,993 square feet of well-planned living space, including 3 bedrooms, 2.5 bathrooms, a first-floor Owner's Retreat, a first-floor study, and a spacious 2-car garage. Step

  

  David Weekley Homes

  Builder

  339 Parkland Dr, Pittsboro, NC 27312
• 

  

  

  /9

  $390,000 Sold May 27, 2025

  • Land
  • 5.3 Acres
  • $73,585 per Acre

  • 8 Days On Market

  75 Scott Ridge Dr, Pittsboro, NC 27312

  5 Acre lot in North Chatham County .Just minutes to the 5 Schools located adjacent to Briar Chapel .Just minutes to Grocery stores,Shopping and dining. Approximately 10 miles to UNC Campus CH and 28 miles to RDU (30/40 minutes).20 minutes to Pittsboro .There is a 6 Bedroom perc.site . Bring your own builder . Big lot Privacey but just minutes away from many activities .Great Location.Electricity

  Thomas Watts Coldwell Banker - HPW

  75 Scott Ridge Dr, Pittsboro, NC 27312
• 

  

  

  /99

  Est $1,537,945 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 4,476 Sq Ft

  257 Buteo Ridge, Pittsboro, NC 27312

  257 Buteo Ridge, Pittsboro, NC 27312
• 

  

  /8

  $1,675,000 New Construction

  • 4 Beds
  • 7 Baths
  • 4,490 Sq Ft

  339 Lila Dr, Pittsboro, NC 27312

  Another well-appointed home by ICG's award-winning designer. Located in the Estate Section of Ryan's Crossing with room for a pool!The main level offers fabulous first-floor living with a primary suite featuring a spa-like bath and generous walk-in closet. An additional bedroom and a versatile study both complete with a full bath and walk-in closets, making the layout ideal for guests or

  Amy Diamond United Real Estate Triangle

  339 Lila Dr, Pittsboro, NC 27312
• 

  

  /42

  $390,000 Sold May 27, 2025

  • 1,271 Sq Ft
  • $307/SF
  • 55 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  106 Cottage Way Unit 33, Pittsboro, NC 27312

  Charming Cottage Home in Chatham Park where you can enjoy the good life sipping coffee on the covered front porch. And come inside the open living room, dining area and well laid out Kitchen with a large island and apple pie window sill. Your primary suite is on the main floor, too! Upstairs are two additional bedrooms & full bath. And you have your own detached garage. Just out back there is

  Lisa Prillaman Keller Williams Realty Cary

  106 Cottage Way Unit 33, Pittsboro, NC 27312
• 

  

  /34

  Est $821,526 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,659 Sq Ft

  155 Silene, Pittsboro, NC 27312

  155 Silene, Pittsboro, NC 27312
• 

  

  /8

  $1,725,000 New Construction

  • 4 Beds
  • 7 Baths
  • 4,735 Sq Ft

  405 Lila Dr, Pittsboro, NC 27312

  Located in the Estate Section of Ryan's Crossing, this home offers idyllic living in the community's final phase. The main level includes a primary suite with a spa-inspired bath, zero-entry shower, and oversized walk-in closet, plus a second en-suite bedroom ideal for guests or multigenerational living.At the heart of the home, the gourmet kitchen features professional-grade Thermador

  Amy Diamond United Real Estate Triangle

  405 Lila Dr, Pittsboro, NC 27312
• 

  

  /27

  $502,500 Sold May 23, 2025

  • 1,955 Sq Ft
  • $257/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  227 Windlestraw, Pittsboro, NC 27312

  This three-bedroom, two-bath home has a large two-car detached garage, open floorplan, high ceilings, a front porch with retractable screen, and a generator. The lot has many trees which allow privacy. Natural trails are nearby, and the Fearrington Village shops and restaurants are a short distance away. Throughout the home there are many windows and skylights, this coupled with the vaulted

  Chris Culbreth Tony Hall & Associates

  227 Windlestraw, Pittsboro, NC 27312
• 

  

  /16

  Est $112,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,032 Sq Ft

  862 Dewitt Smith Rd, Pittsboro, NC 27312

  862 Dewitt Smith Rd, Pittsboro, NC 27312
• 

  

  /54

  $950,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,232 Sq Ft

  2817 Silk Hope Gum Springs Rd, Pittsboro, NC 27312

  Just completed in August 2025, this stunning 4-bedroom, 3.5-bath home offers over 3,200 square feet of thoughtfully designed living space, nestled on a serene 2-acre parcel. Perched gently atop a hill, the property enjoys elevated views and a sense of quiet retreat—while still being just minutes from town for effortless shopping and dining.Step onto the inviting front porch and into a

  Lori Golden Century 21 Southern Lifestyles

  2817 Silk Hope Gum Springs Rd, Pittsboro, NC 27312
• 

  

  /37

  $357,500 Sold May 23, 2025

  • 2,128 Sq Ft
  • $168/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2008

  161 Burnett Circle Extension, Pittsboro, NC 27312

  Experience the epitome of one-story living on a sprawling 4+ acre wooded lot in the highly sought after Pittsboro area. Nestled amongst the serene greenery, this home offers a secluded oasis while being just a short 15-minute drive from both UNC and downtown Chapel Hill. Step inside to discover a thoughtfully designed floor plan boasting two generous living areas, an inviting open kitchen with

  Tamara White The Ocean Group

  161 Burnett Circle Extension, Pittsboro, NC 27312
• 

  

  /20

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  217 Prestonwood Dr, Pittsboro, NC 27312

  217 Prestonwood Dr, Pittsboro, NC 27312
• 

  

  /14

  $1,175,000 New Construction

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

  126 Roberson Creek Rd, Pittsboro, NC 27312

  Absolutely awesome country living new construction is now available on 2 acres, located only 1.5 Miles west of burgeoning Pittsboro- very close to town with very easy access to the rest of the Triangle via Hwy 64 less than 1/2 mile. Open floor plan with vaulted ceilings, large screened porch with fireplace and large bbq deck. Eat in kitchen, huge island, and skullery/pantry. Master on

  Gavin Mekemson Windjam Properties

  126 Roberson Creek Rd, Pittsboro, NC 27312
• 

  

  /40

  $475,000 Sold May 23, 2025

  • 2,057 Sq Ft
  • $231/SF
  • 249 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  389 Dewitt Smith Rd, Pittsboro, NC 27312

  What a rare opportunity to find such a unique property. This 9.1 acre property features paved road frontage, very long tree lined driveway, 2 spring fed creeks, privacy & peaceful settings, a 350' deep well w/clear soft water & some of the largest hardwood trees you have ever seen. The trees on this property are more than 130' tall, towering over the entire countryside. They surround the house,

  Eric Andrews Realty World Carolina Prop

  389 Dewitt Smith Rd, Pittsboro, NC 27312
• 

  

  /23

  Est $382,829 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  210 Rocky Hills Rd, Pittsboro, NC 27312

  210 Rocky Hills Rd, Pittsboro, NC 27312
• 

  

  /19

  $674,990 New Construction

  • 5 Beds
  • 4 Baths
  • 3,435 Sq Ft

  11 Allgood St, Pittsboro, NC 27312

  One of our most in-demand plans is back in a previously sold-out, highly sought-after community! The Valleybrook features a beautiful open-concept floorplan with a main-level Guest Suite, Dining Room, and open Kitchen. A spacious Sunroom off the Gathering and Cafe area is perfect for entertaining. Walk to top-rated schools, the YMCA, pickleball courts, a pool, amphitheater, farmers markets, and

  Alex Lilly Pulte Home Company LLC

  11 Allgood St, Pittsboro, NC 27312
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  /32

  $250,000 Sold May 22, 2025

  • 1,069 Sq Ft
  • $234/SF
  • 1 Day On Market

  • 3 Beds
  • 1 Bath
  • Built 1998

  84 Honeysuckle Dr, Pittsboro, NC 27312

  Welcome to 84 Honeysuckle Drive. A well maintained, move-in ready home in a fantastic Pittsboro location. This 3 bedroom, 1 bathroom home is ideal for first-time buyers, investors, or anyone seeking simplicity. Recent updates include fresh paint, new light fixtures, durable LVP flooring throughout.Outside you will find a lovely yard with room to play, garden, or relax, plus a storage shed that

  Elizabeth Nguyen Compass -- Chapel Hill - Durham

  84 Honeysuckle Dr, Pittsboro, NC 27312
• 

  

  /41

  Est $424,985 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  49 Maple Hollow, Pittsboro, NC 27312

  49 Maple Hollow, Pittsboro, NC 27312
• 

  /2

  $1,086,000 New Construction

  • 5 - 6 Beds
  • 5.5 - 8 Baths
  • 5,046+ Sq Ft

  ELMSDALE Plan at Corbett Landing, Pittsboro, NC 27312

  The Elmsdale is truly one-of-a-kind! With over 5,000 square feet, you can get lost in the luxurious amenities at each turn. Impressive front doors lead to a gorgeous foyer with adjacent dining room, wine bar, and butler's pantry. The stunning family room, kitchen and breakfast room beckon guests further into the heart of the home. Family members will appreciate the family ready room off the

  

  Drees Homes

  Builder

  116 Gaines Trail Unit 37455762, Pittsboro, NC 27312
• 

  

  /45

  $829,000 Sold May 22, 2025

  • 2,683 Sq Ft
  • $309/SF
  • 57 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2014

  946 Berry Patch Ln, Pittsboro, NC 27312

  Step into refined elegance with this stunning Ranch home located in the prestigious Golf Course Gated Community of The Estates at Chapel Ridge. This meticulously maintained 3-bedroom, 2-bath property features exquisite hardwood floors and elegant architectural moldings throughout. The heart of the home—the gourmet kitchen—boasts granite countertops, dual ovens, custom built-ins, a walk-in pantry,

  Bonnie Ferrari Grow Local Realty, LLC

  946 Berry Patch Ln, Pittsboro, NC 27312
• 

  

  /95

  Est $693,620 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,659 Sq Ft

  321 Miles Branch Rd, Pittsboro, NC 27312

  321 Miles Branch Rd, Pittsboro, NC 27312
• 

  

  /16

  $1,031,200 New Construction

  • 5 Beds
  • 5.5 - 7 Baths
  • 4,827+ Sq Ft

  MARABELLE Plan at Corbett Landing, Pittsboro, NC 27312

  Step through double front doors into the Marabelle, a striking new two-story home with a soaring foyer and elegant two-story dining room. The main level features a spacious family room with optional beams, a private home office and a luxurious primary suite with tray ceiling. Upstairs, enjoy a gameroom with optional media room, while flexible spaces like the family ready room and outdoor living

  

  Drees Homes

  Builder

  116 Gaines Trail Unit 37455767, Pittsboro, NC 27312
• 

  

  /32

  $420,000 Sold May 22, 2025

  • 2,270 Sq Ft
  • $185/SF
  • 45 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1991

  577 Woodbury, Pittsboro, NC 27312

  Nestled in a grove of beautiful hardwoods, this 3 bedroom 2.5 bath oasis offers real privacy coupled with a beautiful view. It's perfect for shaking off the stress of modern day life. Enjoy the birds from your large deck. Watch the deer traipsing through the forest. It's just so serene. Inside you'll find beautiful bamboo floors, a lovely living room,a large lower level primary suite, great

  Cappy Hagman Coldwell Banker - HPW

  577 Woodbury, Pittsboro, NC 27312
• 

  

  /57

  Est $562,694 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft

  261 Ridge View Rd, Pittsboro, NC 27312

  261 Ridge View Rd, Pittsboro, NC 27312
• 

  

  /10

  $1,300,000 New Construction

  • 4 Beds
  • 5.5 Baths
  • 3,661 Sq Ft

  97 Fox Oak Trail, Pittsboro, NC 27312

  Stunning Scandinavian-inspired estate home on 4+ wooded acres at the back of the cul-de-sac in Pittsboro's intimate Fox Oak neighborhood. Beginning of the build, with time to make choices in a truly custom home experience. Uniquely created for today's modern lifestyle: First floor primary suite spans one full side of the home - with luxurious spa bath with walk in shower and soaking tub. Spacious

  Lara Travars Costello Real Estate & Investm

  97 Fox Oak Trail, Pittsboro, NC 27312
• 

  /2

  $66,000 Sold May 22, 2025

  • Land
  • 2 Acres
  • $33,000 per Acre

  • 99 Days On Market

  1067-1099 Fire Tower Rd, Pittsboro, NC 27312

  This two-acre undeveloped land presents an ideal opportunity for you to unleash your creativity and transform it into your personal oasis. Immerse yourself in a tranquil and pristine setting, where the boundaries of your imagination are limitless. This secluded location provides an unparalleled environment for you to forge your own sanctuary.

  Floide Shelly Flex Realty

  1067-1099 Fire Tower Rd, Pittsboro, NC 27312
• 

  

  /20

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  39 Sedgewood Dr, Pittsboro, NC 27312

  39 Sedgewood Dr, Pittsboro, NC 27312
• 

  

  /13

  $996,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,770 Sq Ft

  4025 Hamlets Chapel Rd, Pittsboro, NC 27312

  Discover a modern farmhouse masterpiece as the build begins on 1.5 wooded acres with a feeling of privacy, comfort and craftsmanship just minutes from Chapel Hill with Chatham County taxes. Designed with livability and luxury in mind: first floor primary suite plus guest suite, chef's kitchen with 36'' 5-burner cooktop, expansive island, walk-in pantry. Dramatic 2 story foyer. Lofty 10' ceilings.

  Lara Travars Costello Real Estate & Investm

  4025 Hamlets Chapel Rd, Pittsboro, NC 27312
• 

  

  /52

  $1,200,000 Sold May 21, 2025

  • 4,825 Sq Ft
  • $249/SF
  • 13 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2007

  11 Swallow Tail, Pittsboro, NC 27312

  Step into a realm of luxury and comfort with this exquisite custom home nestled in the Chapel Ridge Golf Community. Quality and elegance radiate throughout. The gourmet kitchen is equipped with high-end appliances, Quartzite countertops and Mercury Mosaics artisan tile backsplash. Adjacent to the kitchen/living area, the glass-enclosed sunroom provides a picturesque setting for morning coffees

  Lisa Skumpija Absolute Realty Company, LLC

  11 Swallow Tail, Pittsboro, NC 27312
• 

  

  /38

  Est $605,997 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,229 Sq Ft

  672 Spindlewood, Pittsboro, NC 27312

  672 Spindlewood, Pittsboro, NC 27312
• 

  

  /22

  $1,375,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,445 Sq Ft

  33 Versailles Ln, Pittsboro, NC 27312

  Discover this exquisite two-story residence crafted by Prewitt-Douglas Custom Homes, situated on a spacious private lot that spans over 6 acres, featuring breathtaking natural views. This plan can be revised to add a 4th bedroom and additional plans and elevations are available for this beautiful property. Let's build your dream home here!

  Sandy Savage Carolina One Realty

  33 Versailles Ln, Pittsboro, NC 27312
• 

  

  /64

  $605,000 Sold May 21, 2025

  • 3,035 Sq Ft
  • $199/SF
  • 24 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2014

  250 Spring View Ln, Pittsboro, NC 27312

  Back on the market! This 4 bedroom 3.5 bath home with over 3000 sq ft brings you modern design and minimalism aesthetics. Master bedroom and bathroom located on the 1st floor! Large walk in closet, and plenty of storage space. Positioned on a 5 acre lot, it has plenty of potential for long term growth. It is nestled down a private road with a large concrete driveway. Large front entry foyer, with

  Tara Hargrove Mark Spain Real Estate

  250 Spring View Ln, Pittsboro, NC 27312
• 

  

  /72

  Est $972,657 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,573 Sq Ft

  4120 Silk Hope Gum Springs Rd, Pittsboro, NC 27312

  4120 Silk Hope Gum Springs Rd, Pittsboro, NC 27312
• 

  

  /5

  $2,275,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,806 Sq Ft

  56 Firefly Overlook, Pittsboro, NC 27312

  **Design your dream home with our in-house architecture and design team, or personalize the existing plan to fit your lifestyle.** Hearthstone Luxury Homes is a locally owned and operated, award-winning custom home builder recognized for excellence throughout the Triangle. We are honored to have been named the Wake HBA Custom Building Company of the Year from 2018 through 2025, along with

  Jeff Logsdon Skyview Realty, Inc.

  56 Firefly Overlook, Pittsboro, NC 27312
• 

  

  /6

  $120,000 Sold May 21, 2025

  • Land
  • 1.6 Acres
  • $75,000 per Acre

  • 871 Days On Market

  2911 Silk Hope Gum Springs Rd, Pittsboro, NC 27312

  Back on the market with no fault of the sellers, this beautiful 1.6-acre lot is in a great location with plenty of privacy & ready for you to build your dream home with the builder of your choice. There is a driveway in place for easy access to the level home building site on the lot. It is convenient to highway 64 which provides an easy commute to Siler City, Chapel Hill, Apex, and Cary. The lot

  Lori Golden Century 21 Southern Lifestyles

  2911 Silk Hope Gum Springs Rd, Pittsboro, NC 27312
• 

  

  /56

  Est $495,246 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,362 Sq Ft

  467 Nicks Bend W, Pittsboro, NC 27312

  467 Nicks Bend W, Pittsboro, NC 27312
• 

  

  /15

  $589,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,434 Sq Ft

  285 Parkland Dr, Pittsboro, NC 27312

  285 Parkland Dr, Pittsboro, NC 27312: Welcome to 285 Parkland Drive, where style, comfort, and community come together in NoVi Chatham Park. The Bradfield’s thoughtful design and timeless appeal shine in this beautifully crafted two-story home offering 2,434 square feet of living space with 3 bedrooms, 2.5 baths, a private home office, an upstairs loft, a built-in laundry countertop, and a

  

  David Weekley Homes

  Builder

  285 Parkland Dr, Pittsboro, NC 27312
• 

  

  /71

  $1,175,000 Sold May 20, 2025

  • 2,759 Sq Ft
  • $426/SF
  • 45 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2003

  95 Blueberry Ridge, Pittsboro, NC 27312

  Perched atop Terrell's Mountain at one of Chatham County's highest elevations, a pristine 2-home retreat awaits you. With Frank Lloyd Wright inspired architecture, this custom-built cedar sided home was designed with close attention to every detail, and an adjacent guest house is the ideal complement. A total of 5 bedrooms, 3.5 baths, plus workshop (w/ own bath), barn and more! Surrounded by 10

  Thomas Wiltberger Compass -- Chapel Hill - Durham

  95 Blueberry Ridge, Pittsboro, NC 27312

Showing Results 521 - 560, Page 14 of 18