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82 Arthur Alston Rd, Pittsboro
$249,500
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
514 Lavender Hill Rd, Pittsboro
$799,000
10196396 MLS ⋅ ACTIVE Status
Discover the possibilities with this beautiful 37.5-acre property conveniently located along US Highway 64 West between Pittsboro and Siler City. Offering a blend of open pasture, mature hardwoods, and natural beauty, this property provides an ideal setting for your dream home, multiple resdences or as a land investment. Enjoy breathtaking sunsets, exceptional privacy, and mature trees bordering the property. The established fescue pasture is well suited for horses or cattle, while the abundant wildlife, creeks, and hardwood forests offer excellent opportunities for hunting and outdoor recreation. Much of the groundwork for your future homesite is already in place, with a circular driveway and a four-bedroom septic permit available. A potential pond site adds another opportunity to enhance the property. If you are looking for a land investment this property is directly adjacent to the Bramblewood 60 home single family residential community that has been approved by Chatham County. Schedule your private showing today and experience everything this exceptional property has to offer.

514 Lavender Hill Rd, Pittsboro
4025 Hamlets Chapel Rd, Pittsboro
$1,140,000
4 Beds ⋅ 4 Baths ⋅ 10196141 MLS ⋅ ACTIVE Status
PRIVATE WOODED RETREAT | ACREAGE | NO HOA | NO COVENANTS | MINUTES TO CHAPEL HILL Tucked away from the road beneath a beautiful, wooded canopy, this extraordinary one-of-a-kind custom home offers a rare sense of privacy and connection on acreage off Hamlets Chapel Road—just minutes from Chapel Hill. Surrounded by mature trees and thoughtfully positioned within its natural setting, the property feels wonderfully secluded while remaining convenient to everything the Chapel Hill and greater Triangle area have to offer. Designed with character at every turn, perhaps most memorable are the home's unexpected touches. A hidden secret room is accessed through a concealed doorway integrated into custom wall paneling, while a whimsical Narnia-style closet adds another element of discovery and personality. These imaginative details, combined with sophisticated craftsmanship throughout, make the home truly unlike any other. The thoughtfully designed kitchen serves as a natural gathering place, with generous dedicated spaces complemented by a big island and beautifully appointed pantry featuring additional cabinetry—adding both function as well as more of the custom detailing that further distinguishes the home. The private primary suite is designed as a retreat, with a wonderful spa-like bath. Indoor living flows naturally outdoors to an exceptional screened porch, where a dramatic stacked-stone fireplace creates an inviting setting for cool Carolina evenings, entertaining with friends or simply enjoying the privacy of the surrounding woods. With no HOA and no covenants, the property offers a level of freedom increasingly difficult to find this close to Chapel Hill in Chatham County. A gorgeous custom home tucked behind the trees on the adjacent property was crafted by the same builder, creating an attractive setting of distinctive homes while preserving the privacy and individuality of each residence. Private and beautifully crafted, this distinctive custom home has the feel of a secluded countryside oaisis filled with character, craftsmanship and wonderfully unexpected details, all within easy reach of Chapel Hill.

4025 Hamlets Chapel Rd, Pittsboro
164 E Cornwallis St, Pittsboro
$159,900
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
808 Hillsboro St, Pittsboro
$115,000
3 Beds ⋅ 2 Baths ⋅ 10195708 MLS ⋅ ACTIVE Status
**Nearly 1 Acre of Secluded Land with City Water & Septic in Place!** Discover the possibilities at 808 Hillsboro Street in Pittsboro. This nearly 1-acre, heavily shaded lot offers a peaceful rural setting with plenty of privacy and room to create your ideal homesite. A septic system is already in place, providing a valuable head start for your future plans. The existing manufactured home is in poor condition and is being conveyed **as-is with no contributory value**. The primary value of this property is in the land and its potential. Buyers may explore replacing the existing home with a new manufactured home or constructing a new residence, subject to applicable Chatham County zoning, permitting, septic, and other requirements. Tucked away in a quiet rural area, the property offers a natural setting with mature trees and plenty of shade. Whether you're looking for a private homesite or an opportunity to create something new, this property offers a blank slate with infrastructure already in place. **Property is being sold as-is. Buyer to determine all information, permitted uses, building requirements, and the condition and functionality of the existing well and septic system with the appropriate county and/or local authorities.**

808 Hillsboro 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. Want even more? The adjoining custom-built all-brick estate at 147 Oldham Place, situated on 6 acres with a 40x60 heated and cooled steel-beam barn, is also available separately. Purchase both properties for an incredible opportunity to own approximately 29.7 contiguous acres directly 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
147 Oldham Pl, Pittsboro
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 10195250 MLS ⋅ ACTIVE Status
LOCATION, LOCATION, LOCATION! Rare opportunity directly across from Chatham Park! A private drive leads you to this custom-built, all-brick estate situated on 6 beautiful acres, offering privacy and space in an exceptional Pittsboro location. Inside, you'll find a spacious chef's kitchen with a large center island and plenty of room for gathering and entertaining. The generous sunroom brings in abundant natural light, while the main-level primary suite features a comfortable sitting area. A guest bedroom and full bath are also conveniently located on the main floor. Enjoy peaceful views of the property from the expansive screened porch or step out onto the grilling deck for outdoor entertaining. A standout feature is the impressive 40x60 steel-beam barn, complete with heating and cooling—ideal for a workshop, car collection, equipment, hobbies, or additional flexible space. Additional features include a tankless water heater, sealed crawl and quality custom construction throughout. Want even more land? The adjacent 23.7 acres may be purchased separately for an additional $550,000 creating the opportunity to own approximately 29.7 acres in total. Privacy, acreage, a custom home, substantial barn, and an incredible location directly across from Chatham Park—properties like this are hard to find!

147 Oldham Pl, 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
$535,000
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
$625,000
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
126 Bynum Rd, Pittsboro
$360,000
2 Beds ⋅ 3 Baths ⋅ 10193030 MLS ⋅ ACTIVE Status
You really can live in Bynum, just a 10 minute walk to the Haw River! This 2 bedroom 2.5 bath home built in 2007 was well maintained by its original owner and is move-in ready. First floor houses a large one car garage with workshop space and an entrance foyer. Second floor is an open plan kitchen/dining/living area - with a efficient Jotul wood stove! Custom cabinetry and stainless steel appliances feature in the kitchen. Through the french doors are a welcoming rear screened porch and deck with peaceful views of the terraced garden area. The third level has two bedrooms, two full baths and a generous laundry closet. Oh, and the primary bedroom has a great walk-in closet! Outside are fruit trees, a storage shed and fenced chickens coops and more. No restrictions or HOA here... And you are just a quick walk downhill to the famous Bynum Pedestrian Bridge over the Haw River, Chatham County's Bynum Beach Park and the Lower Haw River State Natural Area. Another 10 minutes of walking will bring you to the Bynum General Store, home of the Bynum Front Porch music series, Mill Town Yarns, Community Coffee on Wednesday mornings, Bluegrass Jams, Game Nights and more! Come see this home and sit a spell - it's dynamite to be a Bynumite!

126 Bynum 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
450 Ryan Rd, Pittsboro
$725,000
4 Beds ⋅ 3 Baths ⋅ 10191572 MLS ⋅ ACTIVE Status
Secluded Jordan Lake home, beautifully maintained 1.5-story living on a park-like 3.5 acres with a pool and hot tub. Freshly updated and painted, this exceptional custom-built residence features a gourmet chef's kitchen with a center island, rich hardwood floors, and a stunning stone fireplace that anchors the warm, inviting living space. Enjoy year-round relaxation on the expansive screened porch, the front porch with swing, or meals on the back-dining porch. The spacious primary suite offers direct access to the deck and pool area. With four bedrooms and permits in place for an additional bedroom, the home offers incredible flexibility--including potential for an ADU or multigenerational living. Immaculate condition throughout, with Spectrum fiber, Starlink, and dual-fuel generator. Step outside and experience a true outdoor sanctuary with a fenced vegetable garden and mature perennial irrigated landscaping. Entertain with ease in the resort-style backyard featuring a saltwater inground pool, 8-person hot tub, flagstone patio with fire pit, and a tranquil Koi pond with blooming lotuses. Walk to Jordan Lake on a private trail/easement and enjoy boating, wildlife sightings, hiking trails, and even a nearby bald eagle's nest. Two 24-hour boat/kayak ramps are only 5 minutes away. At the end of a peaceful gravel country road yet located just minutes from downtown Pittsboro and 30 minutes from Chapel Hill and RDU, this one-of-a-kind property offers the perfect blend of tranquil HOA-free rural living with convenient access to dining, shopping, and amenities. Inspection report, repairs/improvements and invoices available.

450 Ryan Rd, Pittsboro
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
978 Elmer Keck Rd, Pittsboro
$445,000
3 Beds ⋅ 2 Baths ⋅ 10191225 MLS ⋅ ACTIVE Status
Room to roam without the premium price tag! Thoughtfully Renovated Ranch on over 5 acres! Built in 1970 and refreshed from top to bottom, this 3 bedroom, 2 bathroom home sits on 5.5 acres in Pittsboro, offering comfort, space, and peace of mind. Recent upgrades include a heat pump and central AC system installed October 2022 with a thermostat, a metal roof installed in 2018, and a mold-remediated, sealed crawlspace with a dehumidifier. Inside, the sellers opened up the main living space, creating a bright, free-flowing layout accented by crown molding in the dining room. Popcorn ceilings have been removed and freshly painted throughout, and the kitchen features replaced countertops with freshly painted cabinets. Both bathrooms have been updated, and the hall bath was enlarged to include a new closet. You'll also find updated interior doors, baseboards, light fixtures, outlets, switches, and covers throughout.

978 Elmer Keck Rd, 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
144 Brown Hill Rd, New Hill
$205,000
4 Beds ⋅ 2 Baths ⋅ 10190849 MLS ⋅ ACTIVE Status
Welcome to 144 Brown Hill Rd, a beautifully renovated home in a prime location! This charming property is just minutes from Jordan Lake, offering easy access to outdoor activities, and only a short 15-20 minute drive to Apex for shopping, dining, and entertainment. The home features modern updates throughout, making it move-in ready and perfect for first-time homebuyers. Situated in an area where affordability meets convenience, this is an excellent opportunity to own a renovated home in a highly desirable region. Don't miss out on this great value—schedule your tour today!

144 Brown Hill Rd, New Hill
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
$1,135,000
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.

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
260 Stone Wall Rd, Pittsboro
$500,000
1 Beds ⋅ 1 Baths ⋅ 10188873 MLS ⋅ ACTIVE Status ⋅ Bee Hive Tree House And Oasis Tree House BLDG.
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 come with a large detached Storage unit. There is a shared well agreement with the 286-288 set of stone wall homes.

260 Stone Wall Rd, Pittsboro
570 West St, Pittsboro
$359,000
4 Beds ⋅ 3 Baths ⋅ 10188021 MLS ⋅ ACTIVE Status
See Video Walk-through - Welcome to this fully renovated 4-bedroom, 3-bath home just about 1/2 mile from historic downtown Pittsboro, with easy access to Central Carolina Community College, the Chatham County Agricultural & Conference Center, Library, Schools and nearby parks. Updated top to bottom, this home offers the space and value of new construction without the new-construction price tag. Inside you'll find brand-new LVP flooring, fresh paint, and updated light and plumbing fixtures throughout. The kitchen features new cabinetry, stainless steel appliances, and quartz countertops, and all three bathrooms are new with contemporary finishes. Much of the electrical and plumbing has also been updated, along with a brand-new water heater - major systems done and move-in ready. This home offers exceptional flexibility. A huge Bedroom room/guest suite above the garage - with its own full bath, private staircase, and brand new mini-split system. A separate finished room with vaulted ceilings adds even more possibility as a home office, gym or flex space. Outside, a durable metal roof (2018), covered front porch, and rear deck round out the low-maintenance appeal, with a one-car garage featuring a brand-new door/opener and epoxy floor, plus additional carport parking. Whether you want exceptional space and updated finishes at a great value, or a turnkey property with built-in flexibility, this home delivers rare versatility in a walkable, in-town Pittsboro location.

570 West St, Pittsboro
30 Midway St, Pittsboro
$499,000
2 Baths ⋅ 10187560 MLS ⋅ ACTIVE Status
Prime location within walking distance to quaint downtown Pittsboro. Shops, restaurants, places of Worship, Bakery, Art Galleries, offices and downtown Social district is only 3 blocks away! Wonderful level residential lot to build your dream home or rare investment opportunity with multi-family use potential.

30 Midway St, Pittsboro
Tbd Alston Horton Service Rd, Pittsboro
$590,000
10186124 MLS ⋅ ACTIVE Status
5.8 Acres in Sought-After Pittsboro! Discover the possibilities with two parcels: #0072125 and #0006055. This unimproved raw land is in a highly sought-after area of Pittsboro. Located within the Town of Pittsboro ETJ and zoned RA2. The property offers road frontage and convenient access just off the 64 Bypass, minutes from Downtown Pittsboro, Chatham Park and surrounding areas. Whether you're looking to build, invest or secure land in one of Chatham County's growing areas, this property offers an exciting opportunity. Parcels # 0072125 and #0006055 are being sold together

Tbd Alston Horton Service 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 .