Chatham, NC Homes

• 

  

  

  /37

  Est $445,364 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  47 Hawks Spiral Way, Pittsboro, NC 27312

  47 Hawks Spiral Way, Pittsboro, NC 27312
• 

  

  

  /4

  $229,000

  • Land
  • 6 Acres
  • $38,814 per Acre

  165 Roscoe Lee Dr, Pittsboro, NC 27312

  This 5.9 acre lot is conveniently located off of Hwy 87, 1.5 miles from U.S. 64 in the ever growing town of Pittsboro. This secluded lot begins at the end of Roscoe Lee Dr. With tons of potential and flexibility to develop your dream home, schedule your showing today!

  Reginald Peace Fathom Realty NC

  165 Roscoe Lee Dr, Pittsboro, NC 27312
• 

  

  

  /20

  $649,990 Sold May 19, 2025

  • 2,969 Sq Ft
  • $219/SF
  • 79 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2024

  239 Circle City Way, Pittsboro, NC 27312

  Our popular Continental plan offers space for everyone, including a large loft area as well as a screened porch and deck! Gorgeous gourmet kitchen with SS built-in appliances, quartz countertops and expansive island! Our Vineyards at Chatham Park home designs are flexible, spacious, and economical. Master-planned Chatham Park has exceptional amenities, including a pool, pickleball courts, YMCA,

  Alex Lilly Pulte Home Company LLC

  239 Circle City Way, Pittsboro, NC 27312
• 

  

  

  /30

  Est $433,736 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,021 Sq Ft

  53 Hawks Spiral Way, Pittsboro, NC 27312

  53 Hawks Spiral Way, Pittsboro, NC 27312
• 

  

  

  /7

  $139,500

  • Land
  • 2.19 Acres
  • $63,699 per Acre

  00 Bowman Bare Rd, Pittsboro, NC 27312

  Beautiful 2+ acre tract in northern Pittsboro on state maintained road with internet access. 3 bedroom septic permit in hand with conventional soils. 50' utility easement along the backside of the property. Come and visualize your spectacular home on the lot amongst the trees. Some light restrictions apply. No mobile homes and no modulars.

  Steve Doyle NewStone Realty, LLC

  00 Bowman Bare Rd, Pittsboro, NC 27312
• 

  

  /51

  $415,000 Sold May 16, 2025

  • 1,531 Sq Ft
  • $271/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  775 Old Graham Rd, Pittsboro, NC 27312

  This tidy vintage brick ranch has been lovingly updated and immaculately cared for—making it truly move-in ready. Nestled on a generous and level 1.3 acre lot, this charming home has classic character and modern comfort just a stone's throw from thriving downtown Pittsboro, Chatham Park, and the Chatham Community Library. With storage galore, this property invites you to imagine life with both

  Amy Pulliam Boro Realty

  775 Old Graham Rd, Pittsboro, NC 27312
• 

  

  /27

  Est $406,574 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,862 Sq Ft

  9 Silverstone Dr, Pittsboro, NC 27312

  9 Silverstone Dr, Pittsboro, NC 27312
• 

  

  /42

  $600,000

  • 3 Beds
  • 2 Baths
  • 2,033 Sq Ft

  298 E Salisbury St, Pittsboro, NC 27312

  This historic home in Pittsboro is included in The Architectural Heritage of Chatham County as the Thomas Hackney House. Close to restaurants and shops and all that Downtown Pittsboro has to offer. Abundant natural light throughout, living room, downstairs primary bedroom, library with built-in bookshelves, separate dining room. Two bedrooms and bath on second floor. Two natural gas fireplaces,

  Eric Andrews Realty World Carolina Prop

  298 E Salisbury St, Pittsboro, NC 27312
• 

  

  /56

  $699,000 Sold May 16, 2025

  • 2,634 Sq Ft
  • $265/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2001

  2281 Lamont Norwood Rd, Pittsboro, NC 27312

  OFFER DEADLINE 4.15.25 5 PMNestled in the woods and bordering Wilkinson Creek, this stunning home on 7 acres offers a quiet retreat. This custom crafted durable timber construction house with a full basement is the perfect home for nature lovers and privacy seekers. Enjoy an outdoor dining space and great views, a huge wrap around covered porch, patios, and fenced garden areas and outdoor storage

  Mari Trosclair Fathom Realty NC, LLC

  2281 Lamont Norwood Rd, Pittsboro, NC 27312
• 

  

  /34

  Est $372,580 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,372 Sq Ft

  72 Silverstone Dr, Pittsboro, NC 27312

  72 Silverstone Dr, Pittsboro, NC 27312
• 

  

  /16

  $275,000

  • Land
  • 4.10 Acres
  • $67,073 per Acre

  292 Choice Trail, Pittsboro, NC 27312

  New Price!Enjoy a breathtaking view of a 6 acre sparkling pond. Build Your Dream Home on this stunning 4.1 acre homesite. Bring your builder and build your custom home!You will be conveniently located off of highway 64 (the main connecting highway to Apex, Raleigh, Durham and Chapel Hill). Come and make this your new home and enjoy all of the conveniences Pittsboro has to offer and be nestled in

  Marilyn Griman Choice Residential Real Estate

  292 Choice Trail, Pittsboro, NC 27312
• 

  

  /42

  $475,000 Sold May 15, 2025

  • 2,271 Sq Ft
  • $209/SF
  • 92 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2015

  36 Aster Ln, Pittsboro, NC 27312

  BACK ON MARKET NO FAULT OF SELLER OR HOUSE. Welcome to your dream home, located in the sought-after Powell Place neighborhood! This beautifully designed home offers 4 bedrooms and 2.5 baths, combining style, comfort, and convenience. The main level boasts engineered hardwood floors, an open living area, a great kitchen complete with a center island, stainless steel appliances, granite

  Tanya Papandrea Absolute Realty Company, LLC

  36 Aster Ln, Pittsboro, NC 27312
• 

  

  /36

  Est $386,402 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  82 Silverstone Dr, Pittsboro, NC 27312

  82 Silverstone Dr, Pittsboro, NC 27312
• 

  /2

  $335,000

  • Land
  • 3.76 Acres
  • $89,096 per Acre

  56 Firefly Overlook, Pittsboro, NC 27312

  Build your dream home with an approved custom builder on this stunning, 3+ acres homesite in the exclusive Firefly Overlook Community. Firefly Overlook at Jordan Lake is a new luxury home community within walking distance to Jordan Lake in Chatham County. This stunning community featuring rolling hills and beautiful streams is located less than a mile from Vista Point Park which offers convenient

  Jeff Logsdon Skyview Realty, Inc.

  56 Firefly Overlook, Pittsboro, NC 27312
• 

  

  /17

  $270,000 Sold May 14, 2025

  • Land
  • 10 Acres
  • $26,946 per Acre

  • 20 Days On Market

  387 Rabbit Patch Rd, Pittsboro, NC 27312

  Tucked away at the very end of a quiet private road, this peaceful parcel offers a rare blend of open land and wooded charm. Gently level and largely cleared, it's an ideal canvas for a country estate, hobby farm, or garden-focused homestead.Framed by mature trees, the property comes with a four bedroom permit on file with the Chatham County Health Department and a gravel road maintenance

  Susan Dahlin Bashford Hodge & Kittrell Sotheby's Int

  387 Rabbit Patch Rd, Pittsboro, NC 27312
• 

  

  /27

  Est $584,234 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  135 Hamlet Grove Dr, Pittsboro, NC 27312

  135 Hamlet Grove Dr, Pittsboro, NC 27312
• 

  

  /61

  $1,349,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 6 Baths
  • 4,473 Sq Ft

  4201 Henderson Place, Pittsboro, NC 27312

  Enjoy luxurious living in this beautiful Henderson Place home! Situated on .93/acres, features include 5 en-suite bedrooms, 4 full baths, 2 half baths, gourmet kitchen, Energy Star appliances, Wolf range, sealed crawl space, gas log fireplace in family room, elevator, huge bonus/flex room on the second level, walk-in closets, large owner's suite with spa bath, and a split 3-car garage (single bay

  Dottie Willard Berkshire Hathaway HomeService

  4201 Henderson Place, Pittsboro, NC 27312
• 

  

  /40

  $380,000 Sold May 14, 2025

  • 1,257 Sq Ft
  • $302/SF
  • 228 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  185 Weatherbend, Pittsboro, NC 27312

  Price Adjustment! Hidden Gem in the sweet spot of the Fearrington Village historic district. Walkable to the village shops and dining, Swim and Racquet Club, tennis/pickleball courts and trails. Large, serene 3/4+ acre yard with mature hardwoods, natural and open areas. This charming home has an easy open floorplan, fireplace, screened porch, large walk-in closet and new roof in 2022. Ready for

  Mary Shell Ride Realty, LLC

  185 Weatherbend, Pittsboro, NC 27312
• 

  

  /60

  Est $574,019 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,037 Sq Ft

  191 Hamlet Grove Dr, Pittsboro, NC 27312

  191 Hamlet Grove Dr, Pittsboro, NC 27312
• 

  

  /5

  $295,000

  • Land
  • 1.60 Acres
  • $184,375 per Acre

  184 Seaforth Landing Dr, Pittsboro, NC 27312

  Final Opportunity! Design and Build your dream home with JP Swain Company on this outstanding 1.6 acre homesite in exclusive Seaforth Landing! Discover a place where convenience, luxury and nature live in perfect balance.Seaforth Landing was developed and located around its natural landscape in Pittsboro, where you live in your own personal nature oasis, with access to Jordan Lake at Vista Point

  Kerrie Bornkessel Fonville Morisey & Barefoot

  184 Seaforth Landing Dr, Pittsboro, NC 27312
• 

  

  /57

  $1,140,900 Sold May 14, 2025

  • 3,942 Sq Ft
  • $289/SF
  • 234 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2024

  1045 Cabin Creek, Pittsboro, NC 27312

  15k USE AS YOU CHOOSE BUILDER CONTRIBUTION! This exceptional 5-bedroom, 4-bathroom home defines luxury living at its finest. Boasting 3942 square feet of meticulously designed living space, this home offers a sophisticated blend of elegance, modern amenities, and timeless appeal. this expansive residence features spacious living areas, a modern open floor plan, and high-end finishes throughout.

  Michael Resar Heritage Home and Land LLC

  1045 Cabin Creek, Pittsboro, NC 27312
• 

  

  /23

  Est $473,228 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,055 Sq Ft

  378 Chatham Forest Dr, Pittsboro, NC 27312

  378 Chatham Forest Dr, Pittsboro, NC 27312
• 

  

  /4

  $300,000

  • Land
  • 3.34 Acres
  • $89,820 per Acre

  36 Blufftonwood Dr, Pittsboro, NC 27312

  Design and Build your dream home with JP Swain Company on this 3.3 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 water. Minimum package build price is

  Kerrie Bornkessel Fonville Morisey & Barefoot

  36 Blufftonwood Dr, Pittsboro, NC 27312
• 

  

  /41

  $530,000 Sold May 13, 2025

  • 2,366 Sq Ft
  • $224/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  15 Pine Ridge, Pittsboro, NC 27312

  Nature lovers dream conveniently located just 20 minutes from UNC and 12 minutes from downtown Pittsboro. Situated on a wooded 5+ acre lot at the end of a quiet road, this home offers privacy and still has a sense of community. The HVAC systems were replaced in 2020 and 2025. The crawlspace has been sealed and the front porch has just been re-stained. The interior of the home has been freshly,

  Nate Howard Howard Group Real Estate LLC

  15 Pine Ridge, Pittsboro, NC 27312
• 

  

  /96

  Est $1,873,232 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 4,926 Sq Ft

  55 Valley Ln, Pittsboro, NC 27312

  55 Valley Ln, Pittsboro, NC 27312
• 

  

  /63

  $4,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,874 Sq Ft

  196 Paces Mill Trail, Pittsboro, NC 27312

  A Majestic Haven on the Haw Welcome to an extraordinary riverside sanctuary less than 20 minutes from the heart of Chapel Hill and the University of North Carolina. This 21-acre estate, gracing the banks of the majestic Haw River, seamlessly blends luxury living with natural splendor. The property features nearly a mile of private riverside trails, perfect for hiking or accessing the river for

  Laura Whayne RE/MAX United

  196 Paces Mill Trail, Pittsboro, NC 27312
• 

  

  /32

  $479,000 Sold May 13, 2025

  • 1,987 Sq Ft
  • $241/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  543 Chatham Forest Dr, Pittsboro, NC 27312

  Coveted Chatham Forest home can't be beat! Walk or bike the tree-lined streets to downtown Pittsboro from this absolute charmer!! A beautiful home with big lot and mature landscape all within reach of shops and restaurants. Light, bright and well maintained with hardwoods on the main level and open living. Updated fixtures, modern style and checks all the boxes with a covered front porch,

  Alexis Rudolph Chapel Hill Realty Group, Inc.

  543 Chatham Forest Dr, Pittsboro, NC 27312
• 

  

  /44

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,848 Sq Ft

  1265 Adolph Taylor Rd, Pittsboro, NC 27312

  1265 Adolph Taylor Rd, Pittsboro, NC 27312
• 

  

  /5

  $319,900

  • Land
  • 1.51 Acres
  • $211,854 per Acre

  151 Green Turtle Ln, Pittsboro, NC 27312

  Lot 20 is a 1.51 acre homesite, sitting at the back of the community. Lot 20 offers a culdesac setting with privacy and lots of opportunities to build. The back of the property runs parallel to a natural creek. Contact us for additional maps, septic info, and HOA information. Introducing Firefly Overlook at Jordan Lake! A new large-lot subdivision in booming Chatham County. With its location at

  Johnathan Stroud The Real Estate Company

  151 Green Turtle Ln, Pittsboro, NC 27312
• 

  

  /52

  $850,000 Sold May 13, 2025

  • 2,399 Sq Ft
  • $354/SF
  • 34 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1982

  1834 Dewitt Smith Rd, Pittsboro, NC 27312

  Welcome to this stunning 30-acre estate, offering a perfect blend of beauty, functionality and tranquility. Nestled in a picturesque setting with gentle rolling topography, this property is ideal for horse lovers, outdoor enthusiasts and those seeking a private, unrestricted retreat. This beautifully designed home features heart pine wood floors throughout, creating a warm and inviting

  Eric Andrews Realty World Carolina Prop

  1834 Dewitt Smith Rd, Pittsboro, NC 27312
• 

  

  /46

  Est $708,843 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,459 Sq Ft

  150 Dover Rd, Pittsboro, NC 27312

  150 Dover Rd, Pittsboro, NC 27312
• 

  

  /5

  $299,500

  • Land
  • 1.54 Acres
  • $194,481 per Acre

  127 Green Turtle Ln, Pittsboro, NC 27312

  Lot 19 is a 1.54 acre homesite, sitting at the back of the community. Lot 19 offers privacy and a serene natural setting. The back of the property runs parallel to a natural creek. Contact us for additional maps, septic info, and HOA information. Introducing Firefly Overlook at Jordan Lake! A new large-lot subdivision in booming Chatham County. With its location at the intersection of N. Pea

  Johnathan Stroud The Real Estate Company

  127 Green Turtle Ln, Pittsboro, NC 27312
• 

  

  /11

  $1,659,416 Sold May 13, 2025

  • 4,643 Sq Ft
  • $357/SF
  • 164 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2024

  62 Peddler Mill Way, Pittsboro, NC 27312

  Modern French Country estate home by Triple A Homes is located on 2.73 acres in highly desirable Riverstone Estates and offers Universal Design elements that welcome all. Located just past the Haw River, picturesque Riverstone Estates is accessed easily from highway 64 and is just minutes from Chatham Park and it's entertainment district, Mosaic, as well as historic downtown Pittsboro. Dual first

  Kerrie Bornkessel Fonville Morisey & Barefoot

  62 Peddler Mill Way, Pittsboro, NC 27312
• 

  

  /50

  Est $660,470 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,181 Sq Ft

  147 Dover Rd, Pittsboro, NC 27312

  147 Dover Rd, Pittsboro, NC 27312
• 

  

  /18

  $400,000

  • Land
  • 5 Acres
  • $76,190 per Acre

  639 Hills of the Haw Rd, Pittsboro, NC 27312

  Welcome to this stunning 5-acre residential tract located near the picturesque Haw River, offering a perfect blend of privacy and convenience. Situated in the Hills of the Haw subdivision in Pittsboro, this property is a rare opportunity for those looking to build their dream home in a tranquil and scenic setting. This expansive parcel offers multiple ideal homesites, providing flexibility for

  Eric Andrews Realty World Carolina Prop

  639 Hills of the Haw Rd, Pittsboro, NC 27312
• 

  

  /42

  $1,061,221 Sold May 09, 2025

  • 3,578 Sq Ft
  • $297/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2001

  919 Woodham, Pittsboro, NC 27312

  Welcome to this beautifully renovated, all one-level home nestled on the prestigious Woodham cul-de-sac in Fearrington Village—one of the Triangle's most beloved communities known for its tranquil setting, walkable neighborhoods, and vibrant lifestyle offerings. With vaulted ceilings throughout and an open floor plan, this home offers easy flow and clear sightlines from the kitchen to all main

  Tracy Santrock Berkshire Hathaway HomeService

  919 Woodham, Pittsboro, NC 27312
• 

  

  /50

  Est $420,724 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,548 Sq Ft

  353 Richardson Rd, Pittsboro, NC 27312

  353 Richardson Rd, Pittsboro, NC 27312
• 

  

  /8

  $400,000

  • Land
  • 3.07 Acres
  • $130,293 per Acre

  186 Evington Dr, Pittsboro, NC 27312

  Back on the market! Final opportunity! Design and Build your dream home with Paragon Building Group on this stunning 3.3 acre homesite that backs to protected NC parkland! Situated in a majestic enclave minutes from Jordan Lake and the Haw River, just outside downtown Pittsboro off US-64. All construction in Riverstone Estates is done with Universal Design concept. Minimum package build price is

  Kerrie Bornkessel Fonville Morisey & Barefoot

  186 Evington Dr, Pittsboro, NC 27312
• 

  

  /45

  $731,000 Sold May 09, 2025

  • 2,731 Sq Ft
  • $268/SF
  • 1 Day On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1993

  10 E Madison, Pittsboro, NC 27312

  You want fantastic home you say? This one delivers! Bright and sunny home with great first floor living! You will spend most of your time in the kitchen, family room and breakfast section of this home! Two full walls of windows overlook a spectacular courtyard which is complete with stacked stone pond with waterfall and a pergola! The family room has a fireplace and is flanked with cabinets

  Bonnie Strowd NorthGroup Real Estate, Inc.

  10 E Madison, Pittsboro, NC 27312
• 

  

  /47

  Est $454,995 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,110 Sq Ft

  511 Churchwood Ln, Pittsboro, NC 27312

  511 Churchwood Ln, Pittsboro, NC 27312

Showing Results 361 - 400, Page 10 of 18