Chatham, NC Homes

• 

  

  

  /51

  $675,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,994 Sq Ft

  675 Whitehurst, Pittsboro, NC 27312

  Wow! Very special completely custom built one-level home on large lot in the back part of Fearrington. So many intentional and quality choices made in the design and construction PLUS if you love being outside and/or gardening you will love this property! Special walkways, a footbridge over a tiny stream. Many charming spots to sit peacefully or share with guests all around the spacious lot.

  

  Kathy Underhill

  Fathom Realty NC, LLC

  (984) 384-6821

  675 Whitehurst, Pittsboro, NC 27312
• 

  Explore Pittsboro

• 

  

  

  /19

  $1,800 per month

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • House for Rent

  207 Carolina Farm Rd, Pittsboro, NC 27312

  Application Pending. Tucked away off the beaten path is a beautifully furnished 2 bedroom 2 full bath contemporary country home. Everything is here for you. Almost AirBNB style but, not a short term rental. Home feels spacious even thought it's small and easily kept. A huge 4 season porch is an awesome feature for chilling, crafting or even getting some work done. Picturesque little homested

  

  Terri McCall

  Chatham Homes Realty

  (984) 364-8097

  207 Carolina Farm Rd, Pittsboro, NC 27312
• 

  

  

  /87

  $850,000 Sold Aug 08, 2025

  • 3,773 Sq Ft
  • $225/SF
  • 40 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1991

  13 Crosswinds Estates Dr, Pittsboro, NC 27312

  Very unique California contemporary home on over 7 acres with incredible privacy, a large pond, and horses are permitted. When you enter the gated entrance to the property, you are struck by the unique architectural, cedar siding, and beautiful landscaping. The driveway leads to the 3 car garage. As you walk towards the front entrance, you are captivated by the incredibly lush and diverse

  Tim Mock Coldwell Banker HPW

  13 Crosswinds Estates Dr, Pittsboro, NC 27312
• 

  

  

  /71

  Est $724,969 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,511 Sq Ft

  8 W Madison, Pittsboro, NC 27312

  8 W Madison, Pittsboro, NC 27312
• 

  

  

  /34

  $395,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,108 Sq Ft

  384 Lyndfield Close W, Pittsboro, NC 27312

  Enjoy the sweet spot in Fearrington Village, Countryhouse, where convenience is wrapped in beautiful, natural park-like settings and friendliness abounds. These beloved townhomes offer main level living with the primary suite on the main floor, entertaining size rooms, light-filled spaces with well-placed skylights, and plentiful temperature controlled storage. In this special, lovingly

  

  Dianne Gray

  Coldwell Banker - HPW

  (919) 551-3473

  384 Lyndfield Close W, Pittsboro, NC 27312
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  /28

  $1,600 per month

  • 3 Beds
  • 2 Baths
  • 1,310 Sq Ft
  • House for Rent

  152 N Carolina 902, Pittsboro, NC 27312

  Lovely home within walking distance to downtown Pittsboro, Pittsboro Elementary, Town Park or Al's Diner. This home has 3 bedrooms, 2 full baths and comes equipped with all appliances. Home has an open floor plan, roomy deck and fenced backyard with storage shed. Tenant pays all utilities which include water and sewer. No smoking, No pets, No exceptions. 1 year lease.

  

  Terri McCall

  Chatham Homes Realty

  (984) 313-9245

  152 N Carolina 902, Pittsboro, NC 27312
• 

  

  /61

  $970,000 Sold Aug 08, 2025

  • 3,844 Sq Ft
  • $252/SF
  • 89 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2021

  188 E Antebellum Dr, Pittsboro, NC 27312

  1.03 acres of Carolina's finest - this home feels brand NEW! Sellers are MOTIVATED... possible rate buy down! Screened porch with fireplace! • 3-car garage • Laundry room on BOTH floors! • Formal dining with designer coffered ceiling & plantation shutters • Custom designer lighting • 1st floor OFFICE/study with accent wall. •

  Anita Oxford Compass -- Raleigh

  188 E Antebellum Dr, Pittsboro, NC 27312
• 

  

  /42

  Est $396,750 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,349 Sq Ft

  199 W Salisbury St, Pittsboro, NC 27312

  199 W Salisbury St, Pittsboro, NC 27312
• 

  

  /62

  $700,000 Open Sun 2PM - 4PM

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

  115 Circle City Way, Pittsboro, NC 27312

  Price improvement and $3,000 closing cost credit available from preferred lender. Discover exceptional comfort and modern design in this stunning 4-bedroom, 3.5-bath home nestled in the sought-after Chatham Park community. Thoughtfully designed with both elegance and functionality in mind, this home features luxury vinyl plank flooring throughout the main living areas, a private study with French

  

  April Auman

  Coldwell Banker Advantage

  (919) 636-6640

  115 Circle City Way, Pittsboro, NC 27312
• 

  

  /66

  $1,995 - $3,430 per month

  Inspire Briar Chapel - 55+ Active Adult Co...

  1 - 2 Beds

  152 Market Chapel Rd, Pittsboro, NC 27312

  Just outside Raleigh, NC in the beautiful, wooded city of Pittsboro, our 55+ Apartment Community features 1 and 2 bedroom floor plans with upscale amenities so you can live the lifestyle you love. Relax in luxury with chef-inspired kitchens enhanced by granite countertops, vinyl wood flooring, in-unit washer and dryer, oversized closets, and private balconies. Inspiration is just outside your

  152 Market Chapel Rd, Pittsboro, NC 27312
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  /60

  $595,000 Sold Aug 07, 2025

  • 2,597 Sq Ft
  • $229/SF

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  92 Summer Dawn, Pittsboro, NC 27312

  Lovely 3-bedroom, 2.5-bathroom home on 2.192 acres. This home offers the perfect blend of space, comfort, and privacy. From the moment you arrive, the rocking chair front porch invites you to relax, swing on the swing and take in the peaceful, quiet surroundings. Inside features plenty of natural light, large family room, which flows seamlessly into the kitchen to make it perfect for

  Tedi Vail Tedi Vail Realty

  92 Summer Dawn, Pittsboro, NC 27312
• 

  

  /66

  Est $1,265,916 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,354 Sq Ft

  67 Rolling Woods Ct, Pittsboro, NC 27312

  67 Rolling Woods Ct, Pittsboro, NC 27312
• 

  

  /51

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 2,668 Sq Ft

  34 Millennium Dr, Pittsboro, NC 27312

  Major Price Improvement - Now $625,000!Welcome to Chatham Park living at its finest! This 2-year-old home blends thoughtful design, modern functionality, and energy efficiency in one exceptional package.A welcoming front porch leads into an open floor plan designed for today's lifestyle. The main level features a private guest suite, two dedicated home offices, and a bright living

  

  Pat Serkedakis

  Coldwell Banker HPW Pittsboro

  (919) 897-7575

  34 Millennium Dr, Pittsboro, NC 27312
• 

  

  /25

  $2,425 per month

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Condo for Rent

  152 Market Chapel Rd Unit B1, Pittsboro, NC 27312

  55+ Adult Community! Move in within 30 days of applying to receive 3 months free on an 18 month lease term! Prices, promotions, and availability are subject to change, contact beforehand. Multiple floor plans available. Days on Market accrued is not specific to this current plan listed. Feel the welcoming atmosphere of home without the worry of upkeep and maintenance at Inspire Briar Chapel in

  Ross Rebhan The Apartment Brothers LLC

  152 Market Chapel Rd Unit B1, Pittsboro, NC 27312
• 

  

  /24

  $397,000 Sold Aug 07, 2025

  • 1,875 Sq Ft
  • $212/SF
  • 109 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2023

  175 Norwell Ln, Pittsboro, NC 27312

  Located in the sought after Chatham Park Community, discover the perfect blend of style and convenience in this stunning 3-bedroom, 2.5-bathroom townhome! Designed with an open-concept floor plan, this home offers seamless flow betweenthe gourmet kitchen, dining, and living area—ideal for both entertaining and everyday living. The chef-inspired kitchen features quartz countertops, an

  Jacob Lowder DASH Carolina

  175 Norwell Ln, Pittsboro, NC 27312
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  /47

  Est $524,279 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,745 Sq Ft

  66 Cobble Ridge Dr, Pittsboro, NC 27312

  66 Cobble Ridge Dr, Pittsboro, NC 27312
• 

  

  /35

  $250,000

  • Land
  • 2.52 Acres
  • $99,206 per Acre

  40 Ross Dr, Pittsboro, NC 27312

  INCREDIBLE opportunity to build the home you've been dreaming of here on this quiet peaceful parcel in highly sought after neighborhood Ross Ridge. If you are looking for over 2.5 buildable acres, this is the lot for you. Two different potential homesites have been identified as possibilities. There is a lovely wet weather creek meandering along the interior of the lot. It is a serene and

  

  Terri McCall

  Chatham Homes Realty

  (984) 367-3448

  40 Ross Dr, Pittsboro, NC 27312
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  /31

  $1,430 - $2,125 per month

  Medley at Northwood Landing

  1 - 3 Beds

  80 Haven Creek Rd, Pittsboro, NC 27312

  Located in Northwood Landing across from the gateway to Chatham Park, brand new and pet-friendly Medley provides walkable access to grocery shopping, medical care and veterinary care, schools, as well as dining and entertainment options. Medley offers an on-site dog park, pet wash station, business center, collaborative workspaces, a fitness center, yoga room and golf simulator. We can provide an

  80 Haven Creek Rd, Pittsboro, NC 27312
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  /6

  $2,934,455 Sold Aug 07, 2025

  • Land
  • 84 Acres
  • $34,996 per Acre

  • 8 Days On Market

  7241 U S Highway 64, Pittsboro, NC 27312

  Fantastic Development Opportunity! Gorgeous Prime land in popular and growing Pittsboro. Beautiful 83.85 acres, back of property bordered by Landrum Creek, mostly cleared, with road frontage on Hwy 64 West, just minutes from downtown Pittsboro, currently zoned R1. Great soils and County Water is available. These finds are becoming rare, great chance to acquire this wonderful acreage with all that

  Kris Howard Chatham Homes Realty

  7241 U S Highway 64, Pittsboro, NC 27312
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  /26

  Est $390,667 Not Listed For Sale

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

  29 Blair Ln, Pittsboro, NC 27312

  29 Blair Ln, Pittsboro, NC 27312
• 

  

  /39

  $545,000

  • 3 Beds
  • 2.5 Baths
  • 2,073 Sq Ft

  117 Banning Dr, Pittsboro, NC 27312

  Built by the locally-owned and trusted Homes By Dickerson, this beautifully designed green-certified home in Chatham Park features an open-concept layout with 3 spacious bedrooms. Just off the kitchen, you'll find a versatile space ideal for a study, playroom, or flex room. The kitchen is the heart of the home, boasting soft-close cabinetry, quartz countertops, and a stylish tile

  

  Dana Cantrell

  Coldwell Banker - HPW

  (984) 230-4720

  117 Banning Dr, Pittsboro, NC 27312
• 

  

  /25

  $2,160 per month

  • 1 Bed
  • 1 Bath
  • 838 Sq Ft
  • Condo for Rent

  152 Market Chapel Rd Unit A2, Pittsboro, NC 27312

  55+ Adult Community! Move in within 30 days of applying to receive 3 months free on an 18 month lease term! Prices, promotions, and availability are subject to change, contact beforehand. Multiple floor plans available. Days on Market accrued is not specific to this current plan listed. Feel the welcoming atmosphere of home without the worry of upkeep and maintenance at Inspire Briar Chapel in

  Ross Rebhan The Apartment Brothers LLC

  152 Market Chapel Rd Unit A2, Pittsboro, NC 27312
• 

  

  /48

  $515,000 Sold Aug 06, 2025

  • 2,025 Sq Ft
  • $254/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  499 Chatham Forest Dr, Pittsboro, NC 27312

  Close to Downtown Pittsboro, Mosaic & the New YMCA!This beautifully maintained home offers 3 spacious bedrooms and 2 bathrooms, all on the main level, with a thoughtful layout that blends comfort, and function. The generous primary suite provides a peaceful retreat with an ensuite that offers a dual sinks, soaking tub and separate shower. Site-finished hardwood floors and elegant crown

  Jeri Pederson Berkshire Hathaway HomeService

  499 Chatham Forest Dr, Pittsboro, NC 27312
• 

  /2

  Est $487,801 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,436 Sq Ft

  127 Cobble Ridge Dr, Pittsboro, NC 27312

  127 Cobble Ridge Dr, Pittsboro, NC 27312
• 

  

  /70

  $1,250,000

  • 4 Beds
  • 4 Baths
  • 3,657 Sq Ft

  197 Boxwood Dr, Pittsboro, NC 27312

  Welcome to 197 Boxwood Drive—a tranquil street featuring a craftsman-style home, surrounded by lush hardwood trees and meticulously maintained grounds. Enjoy the soothing sounds of nature while being just minutes from Jordan Lake, all nestled within the rolling hills of Pittsboro, offering a sense of seclusion. In the sought-after community of Sunset Grove, which exemplifies sophisticated country

  

  Gretchen Coley

  Compass -- Raleigh

  (919) 635-9426

  197 Boxwood Dr, Pittsboro, NC 27312
• 

  

  /55

  $1,234 - $3,676 per month

  Sanctuary at Powell Place

  1 - 3 Beds

  145 Retreat Dr, Pittsboro, NC 27312

  Welcome to Sanctuary at Powell Place, the ultimate destination for comfort living in Pittsboro, NC. Conveniently located with quick and easy access to Chapel Hill, Raleigh, and the entire Triangle area, our community is designed specifically for modern living. With state-of-the-art amenities and a prime location, Sanctuary at Powell Place is the perfect place to call home.As a

  145 Retreat Dr, Pittsboro, NC 27312
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  /53

  $475,000 Sold Aug 06, 2025

  • 2,041 Sq Ft
  • $233/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  106 Redbud, Pittsboro, NC 27312

  Immerse yourself in nature in one of Pittsboro's most unique neighborhoods. Nestled on the banks of the Haw River, Redbud is a wooded utopia with lots averaging at least 5 acres. Neighborhood paths connect to over 70 miles of trails along the river and a community pond with a swimming platform insures you have a great way to beat the summer heat. 106 Redbud is situated on a beautiful 3.2 acre lot

  Nate Howard Howard Group Real Estate LLC

  106 Redbud, Pittsboro, NC 27312
• 

  

  /58

  Est $859,569 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,854 Sq Ft

  27 Margaret Mann Way, Pittsboro, NC 27312

  27 Margaret Mann Way, Pittsboro, NC 27312
• 

  

  /4

  $679,000

  • Land
  • 5.00 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

  

  Rex Osborne

  Windjam Properties

  (919) 739-4373

  517 Westhampton Dr, Pittsboro, NC 27312
• 

  

  /25

  $1,995 per month

  • 1 Bed
  • 1 Bath
  • 688 Sq Ft
  • Condo for Rent

  152 Market Chapel Rd Unit A1, Pittsboro, NC 27312

  55+ Adult Community! Move in within 30 days of applying to receive 3 months free on an 18 month lease term! Prices, promotions, and availability are subject to change, contact beforehand. Multiple floor plans available. Days on Market accrued is not specific to this current plan listed. Feel the welcoming atmosphere of home without the worry of upkeep and maintenance at Inspire Briar Chapel in

  Ross Rebhan The Apartment Brothers LLC

  152 Market Chapel Rd Unit A1, Pittsboro, NC 27312
• 

  

  /51

  $644,000 Sold Aug 05, 2025

  • 2,600 Sq Ft
  • $248/SF
  • 13 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  457 Poplar Forest Ln, Pittsboro, NC 27312

  Absolutely Beautiful in Bobcat Point! Private, Serene and Lush 3.5 acre Setting, with mint condition, move-in-ready home, just waiting to be made your own! Great floorpan. Comfortable and flowing. Gracious entry foyer, formal dining room, bright, open living room with gas fireplace, large gourmet kitchen, island with breakfast bar, new backsplash, updated appliances, large walk-in pantry and

  Jan Butta Coldwell Banker - HPW

  457 Poplar Forest Ln, Pittsboro, NC 27312
• 

  

  /35

  Est $543,963 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  50 Old Post Ct, Pittsboro, NC 27312

  50 Old Post Ct, Pittsboro, NC 27312
• 

  

  /57

  $799,900 Pending

  • 5 Beds
  • 4 Baths
  • 3,642 Sq Ft

  1338 the Parks Dr, Pittsboro, NC 27312

  Tucked within the gated community of The Parks at Meadowview, this bright and beautifully crafted Ashton Woods Meaghan model exudes both luxury and warmth. With 5 bedrooms, 4 bathrooms, and 3,642 square feet of beautifully designed living space, this home sits on a private, wooded .41-acre lot and includes a spacious 3-car garage. The inviting stone-accented front porch and double entry doors set

  

  Marti Hampton

  EXP Realty LLC

  (919) 230-8190

  1338 the Parks Dr, Pittsboro, NC 27312
• 

  

  /35

  $1,345 - $3,696 per month

  Knoll at Briar Chapel

  Studio - 3 Beds

  135 Ballentrae Ct, Pittsboro, NC 27312

  Elegant and modern farmhouse chic await you at Knoll at Briar Chapel, the areas first apartment community of its kind. Explore our beautifully appointed studio, one-, two-, and three-bedroom layouts. Discover a variety of amenities that help you relax, recharge and re-connect. Experience an idyllic setting and a warm welcome. Come home to Knoll at Briar Chapel.

  135 Ballentrae Ct, Pittsboro, NC 27312
• 

  

  /33

  $850,000 Sold Aug 05, 2025

  • 3,405 Sq Ft
  • $250/SF
  • 38 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 2024

  66 Sweet Meadow Ln, Pittsboro, NC 27312

  Nature, Space, Privacy, Community. Want to have it all? World Class Amenities, A Classy, Friendly Community, a Big Golf Course Lot and Your Dream Home? You've found it! Safely tucked back in a cul-de-sac and beautifully laid out, this modern custom black & white beauty offers all of these and more. Lots of space indoors and out. Nature and golf course views from every window, a great back

  Jodi Tata Coldwell Banker - HPW

  66 Sweet Meadow Ln, Pittsboro, NC 27312
• 

  

  /35

  Est $464,688 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,302 Sq Ft

  584 Woodbury, Pittsboro, NC 27312

  584 Woodbury, Pittsboro, NC 27312
• 

  

  /46

  $699,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft

  386 the Parks Dr, Pittsboro, NC 27312

  Tucked within a gated community and set on nearly half an acre, this luxurious 4-bedroom, 4-bathroom Ashton Woods home offers 3,100 square feet of thoughtfully designed living space. With timeless board and batten siding and a wide front porch that welcomes you home, every inch of this property blends charm with modern comfort. Step inside to find high ceilings, durable LVP flooring, and

  

  Marti Hampton

  EXP Realty LLC

  (984) 983-5344

  386 the Parks Dr, Pittsboro, NC 27312
• 

  

  /14

  $2,990 per month

  • 4 Beds
  • 3.5 Baths
  • 2,951 Sq Ft
  • House for Rent

  451 Vine Pkwy, Pittsboro, NC 27312

  Excellent neighborhood, corner lot overlooking the green area, near 10 ac city park! Close to downtown! Walking trails! Minutes to JordanLake and Chapel Hill! Beautiful home with many special features and upgrades: electric car charger, tankless water heater! 1st floormain bedroom with large closet! Well built Garman home!

  Charles Bennett EXP Realty

  451 Vine Pkwy, Pittsboro, NC 27312
• 

  

  /72

  $705,000 Sold Aug 01, 2025

  • 2,099 Sq Ft
  • $336/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1985

  128 Shadowbrook, Pittsboro, NC 27312

  One-level living at its finest! This 3 bed/3 bath home has been touched inside and out for carefree, low maintenance living. Sitting on a corner lot with .85 acre and just 1/2 mile walk to the village center, you'll experience soaring ceilings and natural light throughout. One-of-a-kind touches at every turn. A beautiful new, massive, screened porch and extensive decking system built to enjoy the

  Colleen Jelley, CSA, PSA Dwell Real Estate

  128 Shadowbrook, Pittsboro, NC 27312
• 

  

  /5

  Est $355,721 Not Listed For Sale

  43 Mist Wood Ct, Pittsboro, NC 27312

  43 Mist Wood Ct, Pittsboro, NC 27312

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