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464 Nc-902, Pittsboro
$370,000
2 Beds ⋅ 2 Baths ⋅ 10202026 MLS ⋅ ACTIVE Status
Completely renovated from the studs up, this stunning brick ranch offers the perfect blend of timeless brick charm and modern convenience. Every major system has been replaced, including new roof, plumbing, electrical, HVAC, windows and septic, providing peace of mind for years to come. Inside, you'll find a beautifully redesigned 2-bedroom 2 bath floor plan featuring an oversized primary suite, luxury flooring throughout including a laundry room, designer kitchen with quartz countertops with plenty of pantry storage, and high-end finishes at every turn. Enjoy the tranquility of a Roberson Creek in the backyard while being just minutes from the heart of downtown Pittsboro. Pittsboro Town Lake Park is located directly across the street, offering easy access to all the amenities offered including walking trails.

464 Nc-902, Pittsboro
4025 Hamlets Chapel Rd, Pittsboro
$1,140,000
4 Beds ⋅ 4 Baths ⋅ 10201662 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.
PRIVATE WOODED ESTATE | ACREAGE | NO HOA | NO COVENANTS | MINUTES TO CHAPEL HILL Exceptional Custom Luxury in a Secluded Countryside Setting, Just Minutes from Chapel Hill. Privately nestled beneath a canopy of mature hardwoods on beautiful wooded acreage off Hamlets Chapel Road, this extraordinary custom residence offers a rare combination of sophisticated luxury, architectural character, and peaceful seclusion—all within minutes of Chapel Hill and convenient to the exceptional dining, shopping, universities, medical facilities, and amenities of the greater Triangle. Strategically positioned well off the road, the home enjoys a remarkable sense of privacy, surrounded by the natural beauty of its wooded setting. Here, the tranquility of countryside living meets the convenience of one of Chatham County's most desirable locations. Designed with an emphasis on distinctive craftsmanship, refined finishes, and beautifully conceived living spaces, this one-of-a-kind residence reveals exceptional details at every turn. Among its most captivating features are a hidden secret room accessed through a concealed doorway seamlessly integrated into custom wall paneling and a whimsical Narnia-inspired closet—unexpected architectural touches that bring personality, creativity, and an unmistakable sense of discovery to this exceptional home. At the heart of the residence, a beautifully appointed chef's kitchen combines sophisticated design with effortless functionality. An oversized gathering island anchors the space, complemented by generous cabinetry, thoughtfully designed work areas, and an impressive walk-in pantry with additional custom cabinetry. Created for both elegant entertaining and comfortable everyday living, the kitchen reflects the attention to detail found throughout the home. The luxurious primary suite offers a serene private sanctuary, complete with a beautifully appointed spa-inspired bath designed for relaxation and everyday indulgence. Extending the home's exceptional living experience outdoors, an expansive screened porch features a dramatic stacked-stone fireplace, creating a welcoming setting for intimate gatherings, relaxed evenings, and year-round enjoyment of the surrounding wooded landscape. The peaceful natural backdrop provides an extraordinary sense of retreat. With no HOA and no covenants, this acreage property offers exceptional flexibility and independence—an increasingly desirable combination in this sought-after location. A Rare Opportunity Near Chapel Hill. Combining timeless architectural appeal, imaginative custom details, exceptional craftsmanship, and a setting of serenity, this truly special property offers a feeling of privacy and personality, in an outstanding Chatham County location.

4025 Hamlets Chapel Rd, Pittsboro
Pleasant Hill Church Rd, Siler City
$1,200,000
10201214 MLS ⋅ ACTIVE Status
Over 49 acres to build dream estate. Peaceful area with modest to no development.

Pleasant Hill Church Rd, Siler City
865 Marshall Rd, Pittsboro
$2,100,000
3 Baths ⋅ 10200459 MLS ⋅ ACTIVE Status
There's a new MARSHALL in town!! :) An exceptional opportunity to acquire 33+ STUNNING ACRES with remarkable lifestyle appeal and long-term investment potential! This unique destination property offers the rare combination of privacy, flexibility, and convenience in a growing area that still preserves a peaceful country atmosphere. With multiple perk sites potential (see agent), significant value has been established for multi-generational living, future homesites, rental income opportunities, subdivision potential, or strategic long-term investment. The property already showcases an impressive blend of renovated living spaces, newer and updated structures, farming and gardening areas, pasture(s), fencing, pond(s), trails, and thoughtfully designed separation options. Whether your vision includes a private family compound, income-producing retreat, hobby farm, estate property, or future development venture, this property provides the space, infrastructure, and versatility to bring those plans to life while maximizing future value. The current main residence, situated in the heart of the property, features 2 bedrooms / 1 full bath and has been updated throughout with comfortable, move-in-ready living spaces, rocking chair front porch and side deck. Additional improvements include an incredible oversized 3-car garage with workshop space and an attached studio-style living area offering 1 bedroom and 1 full bath—ideal for guests, extended family, rental income, or a private office. A separate "small home" adds even greater flexibility, featuring another 1 bedroom, 1 full bath, kitchen/living room, and even a picturesque window bedroom overlooking the pond & fountain, creating an inviting setting for guests, tenants, peaceful retreats, or creative pursuits. Further contributing to its appeal is a 2-stall horse barn with tack room, other small buildings and an additional 2nd large garage/storage building for RV, tractor and/or other farm toys. Properties offering this level of acreage, infrastructure, flexibility, and future upside are increasingly difficult to find, especially in a high-growth location. Enjoy an extraordinary country lifestyle today, while positioning yourself for future appreciation and income possibilities. With potential perk sites and extensive improvements already in place, many of the key steps have been completed, making this a compelling opportunity for buyers seeking both immediate enjoyment and lasting value. Owners are currently renting 2 of the living areas on a month-to-month basis - see LA for details - could be all moved out by closing or potentially stay pending buyer preference. Opportunities like this are rare—don't miss the chance to secure a property that can serve your family, your goals, and future generations to come!

865 Marshall Rd, Pittsboro
Hillcrest Dr, Pittsboro
$675,000
2 Baths ⋅ 10200390 MLS ⋅ ACTIVE Status
Over 12 acres in downtown Pittsboro, with beautiful mature hardwoods, rock escarpments, moderate slopes and a small traversing stream with native botanicals. One mile from the historic center of Pittsboro, with a neighborhood route available to avoid walking on 15-501. The house in photos has been abandoned for several years with no guarantees made, but the house is connected to water and electricity. Please see easement explainer in MLS documents section detailing multiple access points and utility easements. Corners are marked and agents can help show. Gate access is locked and showings are by appointment only. Please do not drive up to the listing without an appointment.

Hillcrest Dr, Pittsboro
611 Collins Mountain Rd, Chapel Hill
$475,000
10200091 MLS ⋅ ACTIVE Status
Hard to find 10.01 acres of serene, wooded land offering privacy, beautiful natural surroundings and the perfect setting for your dream estate! Approximately 285 feet of road frontage on the west side of Collins Mountain Road. Bring your own builder and enjoy the freedom to create your ideal country retreat with room for horses, goats, chickens or other livestock with a 13-acre fishing pond just down the road. Originally part of a 32-acre tract approved for 5 homesites with 4-bedroom lifetime septic permits issued, the property has since been divided into 3 individual parcels. This tract offers excellent soils and potential for further subdivision into 2 lots, subject to county approval. Survey and septic permit documentation available. Enjoy the best of town and country, conveniently located approximately 15 minutes to Carrboro, 20 minutes to Chapel Hill, 20 minutes to Pittsboro and 30 minutes to Moncure. A rare opportunity to own acreage with privacy, natural beauty and potential!

611 Collins Mountain Rd, Chapel Hill
2317 Alex Cockman Rd, Pittsboro
$899,000
4 Beds ⋅ 4 Baths ⋅ 10199888 MLS ⋅ ACTIVE Status
For a limited time, enjoy a $15,000 Builder 'Pay As You Choose' incentive, plus a First Citizens forgivable loan of up to $30,000 for qualified buyers--an exceptional opportunity to make this new custom home your own! Set on 1.34 private acres in Pittsboro with no HOA, the Mattie plan by Pine State Construction Group offers nearly 3,700 square feet of thoughtfully designed living space. Custom craftsmanship and elevated finishes come together with the freedom, privacy and space today's buyers desire. Designed for everyday comfort and effortless entertaining, the main level features an impressive owner's retreat, private guest suite, dedicated home office and open living areas filled with natural light. Engineered natural-oak hardwood floors, extensive trimwork, custom built-ins and a gas fireplace add warmth and character throughout. The statement kitchen showcases a sage-green island, dramatic Taj Mahal quartz countertops and backsplash, stained cabinetry, an apron-front sink, gold bridge faucet, custom range hood and beautifully designed coffee bar. Bi-parting doors extend the living area onto the covered rear deck, where mature trees and a peaceful natural setting create a private outdoor retreat. Upstairs, additional bedrooms and versatile living spaces provide room for guests, recreation, fitness and more. Outside, cedar timber accents, soft sage siding and a warm wood entry create distinctive curb appeal against the natural beauty of the acreage. Enjoy peaceful country living without sacrificing convenience--approximately two miles from Highway 64 and less than 10 minutes from downtown Pittsboro, with Jordan Lake and destinations throughout Chatham County within easy reach. Builder incentive and forgivable-loan program are subject to applicable terms, lender requirements, availability and buyer qualification.

2317 Alex Cockman Rd, Pittsboro
1765 Nc 902nd Hwy, Pittsboro
$260,000
10199730 MLS ⋅ ACTIVE Status
4.0770 Acres in the ETJ of Charming Pittsboro. Close to town for shopping, dining and activities. Easy access to Highways 87, 15/501 and 64. A great lot for your new home. There is an existing 2 bedroom septic installed from an old manufactured home that was removed 10 years ago. There is an existing well on the property that is currently in use and being used by Lot 6A. There is a small 1800s historic cemetery on the property.

1765 Nc 902nd Hwy, Pittsboro
Alston Horton Service Rd, Pittsboro
$2,200,000
3 Baths ⋅ 10199325 MLS ⋅ ACTIVE Status
Pittsboro is growing! What could you do with a 26 acre lot in Chatham County? This one is located in the Pittsboro ETJ, zoned R-A-2. This sizable lot is minutes to downtown Pittsboro and convenient to Hwy 64 and 15-501. Parcel 0005902, see GIS Map for lot location. Secure your piece of Pittsboro, and realize the possibilities!

Alston Horton Service Rd, Pittsboro
910 Nc-902 And 902 Hwy, Pittsboro
$550,000
10198913 MLS ⋅ ACTIVE Status
Unique opportunity to purchase a large 1.47 acre lot and a 1.3 acre lot for a total of 2.7 acres located1.3 miles from the circle in downtown Pittsboro! Additional layout also potentially available (2.135 total acres for $475k). Lot 2 Homesite is level, with rolling contour through the trees. Lot 1 homesite is level and sits high overlooking pond. Very private setting, nestled within a mature hardwood forest ecosystem with a neighboring large spring-fed pond. Very minimal restrictions (chickens are allowed!). Deer, hawks, pileated woodpecker and great blue heron live here. Bald Eagle and Osprey have visited in the last two months. Monarch butterfly visited yesterday. Mature Beech and Oak trees abound. This is a wonderful setting with a country feel yet extremely close to town. You can zip in and zip out and be back within minutes! Biking or walking to downtown is also easy to do. Access off of Hwy 902. Lots this size this close to town are very unique and rare. It is an incredible opportunity to purchase here in this growing town that is the next to boom... the population of Pittsboro has hovered around 5,000 and is now expected to reach 85,000 in the next 15 years. The value of these lots appreciates tremendously each year.

910 Nc-902 And 902 Hwy, Pittsboro
400 River View Rd, Pittsboro
$536,000
2 Beds ⋅ 2 Baths ⋅ 10198382 MLS ⋅ ACTIVE Status
Picture yourself in the peace and beauty of a heart home. Inspired by hospitality and comfort. Surrounded by the healing essence of nature and crafted carefully into every detail of the home. A place to live, create and nurture. Known lovingly as Birds Nest, this cherished home is ready for its next generation. A magical refuge of almost 6 acres of forest with trails, a meandering creek, and open space for gardens and play. Custom built by hand of live edge pine clapboard, the home embraces the elements of wood, stone and mountain allure. Enter the rustic welcome deck made for tales, tonics, bird songs and gentle breezes. Step inside and admire the lodge-like two-story fireplace of hand stacked stones gathered from the land, the centerpiece of the open living room, kitchen and dining area. Bask in the mosaic light that flows through the rich colors of stained glass and feel the warmth of the artsy shiplap walls. Make your way up to the loft rooms for rest or retreat. Escape to the spa-like primary en-suite where you find privacy and provision with windows that showcase the outdoors as your living canvas. Located in the coveted Chatham County Haw River area in a sought-after large parcel neighborhood. Convenient to Pittsboro, Chapel Hill/Carrboro, Durham, UNC, RTP and RDU. Embrace the cabin life. Nothing about this property is ordinary or untouched by grace. This is home.

400 River View Rd, Pittsboro
988 Nc-87, Pittsboro
$544,900
4 Beds ⋅ 2 Baths ⋅ 10197844 MLS ⋅ ACTIVE Status
Stunning ranch with a walkout basement on private, 1.8 wooded acres and just a short drive to downtown Pittsboro. Whether you like to cook or just pretend to, the kitchen features a waterfall island, quartz countertops, and stainless appliances. Downstairs, a finished basement gives you space for whatever you can dream up -- home gym, media room, in-law suite, your call. The primary suite includes a beautiful walk-in tile shower. All of this sits in the middle of the fastest-growing corridor in Chatham County. Opportunities like this don't come up often! Make it yours before someone else does! Staged photos for illustration only, to show the home's potential.

988 Nc-87, Pittsboro
82 Arthur Alston Rd, Pittsboro
$225,000
2 Beds ⋅ 2 Baths ⋅ 10197100 MLS ⋅ ACTIVE Status
Looking for space, privacy, and the freedom to make a property your own? This 2-acre retreat offers it all—with no HOA and no restrictions! Enjoy the peace and privacy of a spacious lot while being just 10 minutes from downtown Pittsboro and approximately 30 minutes from Sanford or Chapel Hill. It's a great location for enjoying a quieter lifestyle without giving up convenient access to town, shopping, dining, and surrounding communities. Built in 1998, this well-maintained single-wide has had many upgrades and offers 2 bedrooms, 2 full baths, and generously sized rooms throughout. The open kitchen and dining area features stainless steel appliances and provides a comfortable space for everyday living and entertaining. The separate family room offers a cozy gathering space with an electric fireplace, while the dedicated laundry room adds everyday convenience. Outside is where this property truly shines. The level front and back yards provide plenty of usable space for gardening, pets, play, entertaining, or future projects. Enjoy morning coffee or evening gatherings on the front and back decks, and take advantage of the sturdy double storage shed for tools, equipment, and hobbies. With 2 acres of privacy, no HOA, no restrictions, numerous improvements, and a convenient location, this property offers the space and flexibility you've been looking for. Come see the privacy, the land, and all the possibilities this property has to offer!

82 Arthur Alston Rd, Pittsboro
Dark Oaks, Pittsboro
$185,000
10196679 MLS ⋅ ACTIVE Status
Build Your Vision in the Heart of Pittsboro! Discover the opportunity to build on this approximately 0.93-acre homesite, located just minutes from the exciting growth of Chatham Park and less than 2 miles from Historic Downtown Pittsboro. The property offers flexibility for building a single-family home or duplex, with septic approval allowing for a 6-bedroom home. A private well and septic system will be needed. Enjoy the space and privacy of your own homesite while being conveniently located near shopping, dining, entertainment, parks, and everything Pittsboro has to offer. Whether you're looking to build your dream home or explore an investment opportunity, this property offers excellent potential in a rapidly growing area of Chatham County. You can type in 183 Dark Oaks Dr. on a GPS and the lot is to the right of that property.

Dark Oaks, Pittsboro
164 E Cornwallis St, Pittsboro
$150,000
2 Beds ⋅ 1 Baths ⋅ 10195910 MLS ⋅ ACTIVE Status
One level living in lovely Pittsboro, North Carolina. A quick walk or drive to Downtown with shopping, dining, and entertainment. Super convenient location and a great layout. Bring your design ideas and make this one your own. Please see private remarks for offer instructions.

164 E Cornwallis St, Pittsboro
Tbd Oldham Place, Pittsboro
$650,000
10195482 MLS ⋅ ACTIVE Status
LOCATION, LOCATION, LOCATION! Rare opportunity to own 23.7 acres directly across from Chatham Park in one of Pittsboro's most desirable and rapidly growing areas. Enjoy the best of both worlds—beautiful acreage and privacy while remaining incredibly convenient to everything Pittsboro and Chatham Park have to offer. Whether you're looking to create a private estate, build your dream home surrounded by nature, or simply secure a substantial piece of land in an exceptional location, this property offers tremendous possibilities. Across from Chatham Park. Large acreage in this location is increasingly difficult to find—bring your vision and explore the possibilities!

Tbd Oldham Place, Pittsboro
7192 Nc 87 N, Pittsboro
$1,125,000
2 Baths ⋅ 10195009 MLS ⋅ ACTIVE Status
25.2± ACRES OF PRIVATE WOODED LAND JUST NORTH OF PITTSBORO! Discover the opportunity to create your own private retreat across two parcels in a serene, wooded setting with no HOA. A single private road provides access into the property, offering privacy and a peaceful atmosphere while remaining conveniently located just north of Pittsboro and near Chatham Ridge Golf Course. Power lines extend to the center of the property, providing an existing utility advantage for future development. The property includes an existing house in disrepair, along with workshop and greenhouse structures that offer potential for storage, hobbies, or agricultural use. Whether you're looking to build a private estate, create a secluded homestead, or hold land for future possibilities, this expansive tract offers a rare combination of acreage, privacy, natural surroundings, and convenient location. Enjoy quiet country living while being within easy reach of Pittsboro, Chapel Hill, Raleigh, and the surrounding Triangle.

7192 Nc 87 N, Pittsboro
122 Charlie Fields Rd, Pittsboro
$249,900
3 Beds ⋅ 2 Baths ⋅ 10194841 MLS ⋅ ACTIVE Status
Welcome to 122 Charlie Fields Road, where refreshed interiors meet one of Pittsboro's most charming pockets. Just minutes from the heart of historic Bynum, this 3 bed, 2 bath home offers something increasingly hard to find: space and privacy at home with a genuine sense of community right outside your door. Inside, thoughtful updates include refreshed flooring, an updated kitchen and bathrooms, and a truly oversized primary bathroom that gives the primary suite a retreat-like feel. The home is fresh, comfortable and move-in ready while still leaving room to make it your own. But the location may be the real standout. Bynum is one of those special places that feels tucked away while remaining deeply connected to Pittsboro. Enjoy easy access to the Haw River, nearby recreation and trails, the Bynum General Store and the community events that regularly bring people from across Pittsboro to this little corner of Chatham County. It's a lifestyle that blends nature, community and convenience: mornings enjoying local recreation, afternoons by the river and evenings gathering at community events with neighbors, all just outside your front door. 122 Charlie Fields offers the opportunity to live close to what makes this part of Pittsboro so special.

122 Charlie Fields Rd, Pittsboro
798 Sanford Rd, Pittsboro
$499,900
3 Beds ⋅ 2 Baths ⋅ 10194490 MLS ⋅ ACTIVE Status
One family. More than six decades. One very special Pittsboro property. Set on approximately 1.25 acres (per tax records) with mature trees, established landscaping and an expansive lawn, this beautifully maintained 1964 brick ranch has remained in the same family since it was built. Offering 3 bedrooms, 2 full baths and approximately 1,551 square feet per professional measurement, the home features comfortable single-level living with a wonderfully functional floor plan. A spacious living room, separate dining room and inviting den/family room with wood-paneled walls, built-ins and a gas fireplace provide multiple gathering spaces. Pocket doors add to the home's original character while offering flexibility between the living areas. The kitchen retains its classic all-wood cabinetry, while the large laundry room provides abundant cabinetry, counter space and a utility sink. Two rear bedrooms share a Jack-and-Jill full bath, while the second full bath with shower serves the third bedroom and main living areas. Replacement windows allow plenty of natural light throughout, and hardwood flooring is visible in portions of the home and believed to be present beneath some existing carpet. Outdoor space is where this property really shines. Enjoy the deck, established garden area, mature trees and generous lawn, along with a detached two-car garage, detached carport, separate storage building and pull-down attic access for additional storage. Public water and sewer add everyday convenience. Lovingly maintained and largely original, this home offers a rare opportunity to preserve its character, update at your own pace and create the next chapter of a property that has been cared for by the same family for generations. Property is being offered as-is; seller will make no repairs.

798 Sanford Rd, Pittsboro
180 Hobbs Rd, Pittsboro
$595,000
2 Beds ⋅ 2 Baths ⋅ 10193250 MLS ⋅ ACTIVE Status ⋅ Creek House BLDG.
One of the most iconic houses in Chatham County, the Creek House was built in 1973 and boasts over 2000 square feet on two floors, with seven distinctive rooms, central fireplaces on both levels and a glass-walled great room overlooking Terrell's Creek, which surrounds 3 sides of the house. 3.74 acres of creek and mature woodlands just 10 miles from Chapel Hill, the end of a small community road, a lovely setting which neighbors an 18c stone-ground mill which is still functional. Historic storm-of-the-century Chantal deposited over 10 inches of rain into the Terrell's Creek watershed and inundated a portion of the house, but the owners flood insurance quickly responded and renovated the house to its best state. Come out and look over this significant property. It could be yours.

180 Hobbs Rd, Pittsboro
132 Bill Thomas Rd, Moncure
$265,000
10192576 MLS ⋅ ACTIVE Status
Quiet 5.36 ac. lot. Zoned R-A2 (res-agri), use-det. single-family res. dwelling units & light farming uses. You can build 1 home on entire lot or subdivide in the future and build 2 homes. This property is inside of the Pittsboro ETJ area, abuts Chatham Park and is part of the Pittsboro school district. Property has 390 feet of road frontage and has been previously permitted for a 4 bedrm home. The permit has expired but can be re-permitted. 5-minute drive to downtown Pittsboro, where all the action is! **1 gig fiber for internet is now available.

132 Bill Thomas Rd, Moncure
859 Pittsboro Goldston Rd, Pittsboro
$890,000
10192533 MLS ⋅ ACTIVE Status
Great opportunity to own a beautiful 32.988 acre tract of unrestricted land in Pittsboro. This fabulous tract of land features established pasture with extensive fencing, some mature hardwoods, well, 3-sided pole barn, shed, and has public road frontage. County Water is Available. Build your dream home, family compound, horse or dairy farm, recreational retreat, or future development. As per county, the property is zoned R-1 and is located within the Rural node of the county's land use plan. There is public water available so it can be subdivided. County approval is needed. Bring your own builder and build on your timeline—there is no time limit to begin construction. The land currently was perked for 5- 4 BR houses if someone wanted to do a minor subdivision. Seller has drawn up a map for potential 5 homesites, which is in documents. Enjoy the freedom, privacy, and flexibility that come with owning unrestricted acreage with endless possibilities. Property is currently being leased by a farmer and has cows on the land. 24 hour notice is required for a showing so the cows can be moved. Automatic waterers on the land are connected to the well but have not been used in many years so I do not know if they work as the farmer does not use them.

859 Pittsboro Goldston Rd, Pittsboro
415 Tall Oaks Rd Unit A & B, Chapel Hill
$395,000
4 Beds ⋅ 2 Baths ⋅ 10192361 MLS ⋅ ACTIVE Status
Rare one-level duplex opportunity set on over 1-ACRE with serene, wooded surroundings! Each side offers a 2-bedroom, 1-bath layout with cozy fireplaces and functional living spaces, making this an ideal addition to any investment portfolio. Both units are currently leased, providing immediate rental income. Enjoy the privacy of the expansive lot while still being conveniently located near UNC/Chapel Hill, dining, shopping, and everyday essentials. A perfect blend of peaceful setting and prime location with low Chatham County taxes and no HOA dues!

415 Tall Oaks Rd Unit A & B, Chapel Hill
319 Wrights Way, Pittsboro
$2,700,000
4 Beds ⋅ 5 Baths ⋅ 10191313 MLS ⋅ ACTIVE Status
This offering totals 26.71 acres across 4 combined parcels, with 2 developed residences, two septic systems, 1 shared well, and 2 buildable 3+ acre lots. From the moment you step inside, cathedral ceilings and floor-to-ceiling windows open every room to views of the land, so the changing seasons, deer moving through the meadow, and fireflies at dusk become part of everyday life rather than something you have to leave home to see. 319 Wrights Way (10.39 acres) is a 5,466 SF, 4-bedroom, 4.5-bath home, featured in NC Modernist Homes, engineered from eight inches of precast concrete, virtually indestructible, with passive solar design, radiant heated concrete floors, a wood stove, and a main-floor primary suite with forest and creek views. Custom cabinetry throughout was handcrafted by a local master woodworker, and details like reclaimed hardwood floors, stained glass, and recycled bottle-glass tile add warmth throughout, up to a lookout tower reached by a ship's hatch. The walkout level adds a media/game room, a gym with infrared sauna, and a creekside hot tub alcove. 321 Wrights Way (10.08 acres) adds a 1,655 SF guest residence backed by a verified five-year short-term rental history, with 1 bedroom, a spacious loft, and 1.5 baths, a four-car garage/workshop wired for a car lift, and a private office. Two additional buildable parcels (3.24 and 3 acres) round out the offering, ideal for a family compound or future income property; all four convey together. Nearly 1,600 feet of frontage runs along Terrell's Creek, with miles of wooded trails, a cleared meadow, a 4,000-square-foot fenced garden and chicken coop, daily sightings of deer, bunnies, and salamanders, and rarer visits from turkeys, turtles and even a black bear. A private drive keeps the setting quiet and secluded, minutes from Pittsboro, Chapel Hill/Carrboro, and Jordan Lake. Wrights Way is a rare kind of home, one you can live in every day and still admire like a piece of fine art. No picture does it justice. Schedule your private tour today.

319 Wrights Way, Pittsboro
Tbd Richardson Rd, Pittsboro
$140,000
10191003 MLS ⋅ ACTIVE Status
Build Your Vision in Pittsboro! Opportunity awaits on this 1-acre R-1 zoned lot, conveniently located just minutes from Downtown Pittsboro. This property offers the perfect opportunity to secure land in one of Chatham County's growing communities while remaining close to local shops, restaurants, entertainment, and everyday conveniences. Whether you're looking to build your next home or add land to your investment portfolio, this location provides flexibility and convenience. Enjoy the best of Pittsboro with easy access to surrounding communities and major thoroughfares. Bring your vision and make this property your own!

Tbd Richardson Rd, Pittsboro
95 Roberts St, Pittsboro
$399,000
3 Beds ⋅ 3 Baths ⋅ 10190550 MLS ⋅ ACTIVE Status
**PRICE IMPROVEMENT** Welcome to 95 Roberts Street! This spacious 3-bedroom, 2.5-bath home offers multiple living areas, a formal dining space, and a roomy kitchen with plenty of cabinet and counter space. Enjoy the covered front porch, large covered back deck, and fenced backyard. Conveniently located just minutes from downtown Pittsboro with easy access to Chapel Hill, Cary, Raleigh, and Sanford. A great combination of space, comfort, and location!

95 Roberts St, Pittsboro
497 Turn, Pittsboro
$583,000
3 Beds ⋅ 2 Baths ⋅ 10190377 MLS ⋅ ACTIVE Status
Welcome to 497 Turn Key Way! A nature lovers dream, this peaceful and inviting home is tucked away in a beautiful wooded setting just minutes from Pittsboro. Set on 2.7 acres surrounded by mature gardens and expansive decks, this light-filled home offers the perfect blend of privacy, space, and convenience. Step inside to a generous open layout with vaulted ceilings, hardwood flooring, and a spacious main-level living area. Three bedrooms are located on the main level, including a comfortable primary suite with a walk-in closet and laundry nook, and a convenient office space. Sliding glass doors open from all 3 bedrooms to the decks, adding easy access to the beautiful outdoor spaces. The cook's kitchen features custom wood cabinetry and durable concrete countertops, offering both style and function. Upstairs, a 20x14 mezzanine loft provides flexible space for a home office, studio, additional living area, or playroom. Outside, enjoy your morning coffee on one of the expansive decks overlooking the serene and natural surroundings, or gather with friends and family for a barbecue in the huge backyard. A shed on the property provides additional storage, or can be outfitted as a small office or man/she cave. With more than 2,200 square feet of living space, this unique property offers the welcoming feel of a country home while remaining just minutes from the conveniences of Pittsboro. A wonderful opportunity to enjoy nature, privacy, and comfortable living in a truly special setting.

497 Turn, Pittsboro
160 Roberson Creek Rd, Pittsboro
$1,125,000
3 Beds ⋅ 4 Baths ⋅ 10190305 MLS ⋅ ACTIVE Status
Luxury, privacy, and exceptional craftsmanship await in this beautiful transitional executive home, built in 2024 and nestled on 3 private acres. Thoughtfully designed for both everyday living and sophisticated entertaining, this home showcases impressive architectural details and high-end finishes throughout. The gourmet kitchen features smart-enabled GE Café appliances, a 36" six-burner dual-fuel range, double-door dishwasher, custom cabinetry, oversized island, quartz countertops, and walk-in pantry. The open living spaces are highlighted by 20' cathedral ceilings, engineered hardwood floors, custom built-ins, and exquisite ceiling woodwork in the dining and family rooms. The luxurious owner's suite includes custom closet built-ins, while gas-log fireplaces in the family room and screened porch create inviting spaces for relaxing year-round. Outdoor living shines with a custom-designed fire pit area and canopy-covered grilling patio, perfect for entertaining or enjoying the privacy of the expansive property. Additional exceptional features include a whole-house salt-based water filtration system, AprilAire whole-house de-humidification, Rain Bird 10-zone irrigation, tankless hot water, 250-gallon underground propane tank, and premium no-slip epoxy garage flooring with a lifetime warranty. A rare combination of privacy, luxury, modern technology, and thoughtful design—this exceptional 2025 home is truly move-in ready and must be seen to be appreciated. Home office can be converted to 4th bedroom!

160 Roberson Creek Rd, Pittsboro
2946 Silk Hope Gum Springs Rd, Pittsboro
$945,000
4 Beds ⋅ 3 Baths ⋅ 10190273 MLS ⋅ ACTIVE Status
Pittsboro Custom Home with Pool & Spa on 2.67 Park-Like Acres Tucked into a wooded backdrop with a true sense of privacy, this home was designed for easy indoor-outdoor living. Step outside to the pool and spa, framed by peaceful, park-like acreage — the kind of setting that makes every afternoon feel like a retreat. Inside, 3,270 heated square feet offer thoughtful craftsmanship and multiple gathering spaces, including a spacious third-floor bonus room ready for movie nights, a home gym, or whatever you need it to be. The heart of the home is the kitchen and great room, seamlessly connected from the large island to the fireplace — made for everyday living and effortless entertaining alike. A guest suite on the main floor offers privacy for visitors, while the remaining bedrooms upstairs create quiet, separate retreats of their own. This is a home that welcomes you in — and welcomes everyone you invite to join you. Directions: A private drive leads to the home, intentionally set back from the road. Turning left onto Silk Hope Gum Spring Rd, the driveway will be on the right.

2946 Silk Hope Gum Springs Rd, Pittsboro
286 Stone Wall Rd, Pittsboro
$500,000
1 Beds ⋅ 1 Baths ⋅ 10188981 MLS ⋅ ACTIVE Status
Package of two tiny homes- Each home is 1030 htsqft ( 2nd home noted below as Det living area for MLS entry purposes ) Primary can add bedrooms based on Septic capability if desired to live in and rent other- Currently great investment property. Another package of two tiny homes also available at 286 Stone Wall in MLS/ Same price. Located in Pittsboro, NC and tucked within a peaceful woodland near Chapel Hill and Jordan Lake, Elevate Treehouse was designed as a collection of individually themed luxury retreats, each home blending creative design, modern amenities, and immersed in it's natural surroundings. Each home offers a spacious living area, full kitchen, private bedroom, sleeping loft, and a spa-inspired bath featuring a freestanding soaking tub and oversized walk-in shower. The efficient layout makes excellent use of the home's footprint while still feeling bright and comfortable. Features Include: • Custom bee mural • Oversized luxury shower • Loft sleeping area • Private covered porch • Swing structure • Fire pit access • Starlink internet • Mini-split HVAC • Granite & quartz countertops • Metal Roof Stainless steel appliances Outside, a private deck overlooks the surrounding forest, creating the perfect place to slow down and reconnect with nature. Beyond the homes, Elevate Treehouse Community features walking trails, fire pit gathering areas, water features, picnic spaces, and thoughtfully curated artwork throughout the property. BEE HIVE Your Hive Away From Home Inspired by the honeybee and the sense of community it represents, Beehive was designed for gathering, relaxing, and spending time together. Thoughtful details, playful touches, and a peaceful outdoor setting create a stay that's both memorable and cozy. The custom bee mural immediately catches your attention and gives the home a sense of fun that carries throughout the experience. Custom artwork, warm finishes, and thoughtful details give the home a character all its own while maintaining the comfort and functionality guests expect from a luxury retreat. Large windows bring in natural light throughout the day, and the open-concept layout helps every space feel connected One of the best parts of Beehive is that the experience doesn't stop when you step outside. The swing structure and large wooden beehive provide memorable features guests naturally gravitate towards. The private deck offers a peaceful place to enjoy the surrounding woods, while the nearby swing structure has become a favorite gathering spot. OASIS H20 A Water Inspired Woodland Retreat Inspired by the calming movement of water, Oasis H20 offers a peaceful retreat designed for rest, renewal, and connection. Thoughtfully crafted with spa-inspired finishes, soaring ceilings, and woodland views, this unique treehouse experience invites you to slow down and recharge. Drawing inspiration from the calming movement of water, it's soft blue tones, natural textures, and abundant natural light create a space designed for relaxation and renewal. The open-concept layout makes efficient use of every square foot while maintaining a bright, airy feel throughout. The home's spa-inspired bathroom serves as the centerpiece of the experience, featuring a freestanding soaking tub, oversized walk-in shower, and carefully selected finishes. Vaulted ceilings and large windows allow natural light to flow throughout the home while creating a strong connection to the surrounding landscape.Investment Highlights: • Established rental history • 3.72 acres •Walking trails and community amenities • Minutes from Chapel Hill and Jordan Lake • Distinct themed guest experiences. This property does not have access to the detached Storage unit. There is a shared well agreement with the 260-262 set of stone wall homes.

286 Stone Wall Rd, Pittsboro

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .

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