Refine Search
Sort by
$2,799,000
5 Beds 7 Baths 10181155 MLS ACTIVE Status
Edenhill Estate is seventy private acres on one of Chatham County's high ridgelines, with open rolling pasture, a natural tree line, and sunset views that carry for miles. The home sits well out of sight of the road, behind a gated drive. No HOA, no restrictive covenants, no city taxes. The painted brick main residence offers 4,739 square feet designed for entertaining at scale: oversized living and dining rooms, painted hardwood floors, statement chandeliers, and a French cafe inspired kitchen equipped to serve a full house, opening to covered porches and stone terraces. A main level bedroom or office includes a private bath, porch access, and separate entrance. Each upstairs suite has a private bath and individual climate control. The detached log cottage is a complete second residence of 1,482 square feet, with soaring ceilings, oak floors, a stone fireplace, oversized balconies, and a main level primary suite overlooking open country. It functions easily as a guest house or in-law suite, making the estate a natural fit for multigenerational living, adult children, long term guests, or a caretaker. The open pasture and rolling land invite horses, cattle, trails, hunting, or a barn, with no covenants limiting how the property is enjoyed, and 1,200 feet of state road frontage near the Hickory Downs equestrian community. One mile to Hwy 64, with an easy drive to Pittsboro, Chapel Hill, Jordan Lake, Chatham Park, MOSAIC, and the planned Asteria community. Bedroom count reflects combined permitted capacity across both residences. All figures approximate; buyer to verify square footage, acreage, and permitted uses during due diligence.

1112 Pleasant Hill Church Rd, Siler City

$1,250,000
3 Beds 4 Baths 10180865 MLS ACTIVE Status
Set on 13.44 acres with 800 feet of frontage on the scenic Rocky River, this extraordinary timber frame estate is a rare blend of architectural pedigree, natural beauty and enduring craftsmanship. Custom designed and built in 1988 by nationally renowned timber frame master Tedd Benson of Benson Woodworking. The home showcases the timeless strength of Douglas fir beams paired with modern building systems engineered for comfort, efficiency and longevity. The main residence offers 4,000 sf, with an additional 600 sf private in law/au pair suite above the three car garage. Protected by covenants preserving the Rocky River corridor, the property offers unmatched privacy while remaining just minutes from Pittsboro, Sanford, Chapel Hill, RTP and the recreational destinations of Jordan Lake, Pinehurst, Southern Pines and the N.C. Zoo. Inside this "Post and Beam" constructed home reveals superb craftsmanship, an array of hardwoods, mahogany windows and doors, tongue and groove cypress ceilings, cedar lined closets throughout and eight skylights that fill the home with natural light. Custom European style windows create a chimney effect ventilation system when paired with the operable skylights, a hallmark of Benson's energy efficient design philosophy. The main level features curly birch floors, a sun filled dining area with three walls of windows, a versatile study/den and a dramatic great room anchored by a soaring dry stacked fieldstone fireplace. The gourmet kitchen includes custom maple cabinetry, Corian countertops, marble accents, Sub Zero refrigeration, Thermador stove, double oven and thoughtful storage throughout. A screened porch and Trex deck overlook the Rocky River, offering serene views year round. The spacious family room/office with brick floors, built ins, a wall safe and a flue for a wood stove. Additional spaces include an exercise area, full bath, laundry room with chutes from all levels, wine cellar and abundant storage. Upstairs, maple floors run throughout three bedrooms and two full baths. The primary suite includes a heated marble bath, whirlpool tub, marble shower, heated towel rack and a walk in closet with built ins. Two additional bedrooms and a beautifully finished hall bath complete the level. The third floor offers two lofts with skylights, ideal for offices, creative spaces or additional sleeping areas. The in law/au pair suite features white oak floors, a full kitchen, living room, bedroom with walk in closet, full bath, independent HVAC, gas range, refrigerator and on demand water heater. All accessible via a private entrance. The property includes a second 7.84 acre subdivided tract with a perk site, offering an optional additional building location for multi-generational living. Exterior features include western red cedar clapboards, a 24 gauge steel roof, stacked stone entrance columns, steel gate, fencing, a 340 ft well, low pressure septic system, 400 amp electrical service, brand new standby natural gas generator and high security Medico locks. Set on 13.44 acres with 800 feet of frontage on the scenic Rocky River, this extraordinary timber frame estate is a rare blend of architectural pedigree, natural beauty and enduring craftsmanship. Custom designed and built in 1988 by nationally renowned timber frame master Tedd Benson of Benson Woodworking. The home showcases the timeless strength of Douglas fir beams paired with modern building systems engineered for comfort, efficiency and longevity. The main residence offers 4,000 sf, with an additional 600 sf private in law/au pair suite above the three car garage. Protected by covenants preserving the Rocky River corridor, the property offers unmatched privacy while remaining just minutes from Pittsboro, Sanford, Chapel Hill, RTP and the recreational destinations of Jordan Lake, Pinehurst, Southern Pines and the N.C. Zoo. Inside this "Post and Beam" constructed home reveals superb craftsmanship, an array of hardwoods, mahogany windows and doors, tongue and groove cypress ceilings, cedar lined closets throughout and eight skylights that fill the home with natural light. Custom European style windows create a chimney effect ventilation system when paired with the operable skylights, a hallmark of Benson's energy efficient design philosophy. The main level features curly birch floors, a sun filled dining area with three walls of windows, a versatile study/den and a dramatic great room anchored by a soaring dry stacked fieldstone fireplace. The gourmet kitchen includes custom maple cabinetry, Corian countertops, marble accents, Sub Zero refrigeration, Thermador stove, double oven and thoughtful storage throughout. A screened porch and Trex deck overlook the Rocky River, offering serene views year round. The spacious family room/office with brick floors, built ins, a wall safe and a flue for a wood stove. Additional spaces include an exercise area, full bath, laundry room with chutes from all levels, wine cellar and abundant storage. Upstairs, maple floors run throughout three bedrooms and two full baths. The primary suite includes a heated marble bath, whirlpool tub, marble shower, heated towel rack and a walk in closet with built ins. Two additional bedrooms and a beautifully finished hall bath complete the level. The third floor offers two lofts with skylights, ideal for offices, creative spaces or additional sleeping areas. The in law/au pair suite features white oak floors, a full kitchen, living room, bedroom with walk in closet, full bath, independent HVAC, gas range, refrigerator and on demand water heater. All accessible via a private entrance. The property includes a second 7.84 acre subdivided tract with a perk site, offering an optional additional building location for multi-generational living. Exterior features include western red cedar clapboards, a 24 gauge steel roof, stacked stone entrance columns, steel gate, fencing, a 340 ft well, low pressure septic system, 400 amp electrical service, brand new standby natural gas generator and high security Medico locks.

1680 Center Grove Church Rd, Moncure

$375,000
1 Baths 10179146 MLS ACTIVE Status
Magical treehouse retreat just minutes from downtown Pittsboro. Live on site while you build. Perched among the trees, the current living spaces are located on the upper level, where expansive skylights fill the home with natural light and create a bright, airy escape that inspires creativity and imagination. The lower-level studio offers flexible space for hobbies, work, or guests. A sunny clearing provides endless possibilities for a future homesite, workshop, gardens, or orchard. Build your dream home and use the existing structure for rental income, multi-generational living, or a private retreat. Surrounded by large tracts of land, the property feels peaceful and secluded, with a beaver pond adding to its natural beauty. Oversized 4-bedroom septic system already in place. No HOA or restrictive timelines. New roof and mini-split HVAC systems installed in 2024.

497 Turn, Pittsboro

$575,000
3 Beds 2 Baths 10178576 MLS ACTIVE Status
Welcome home to this beautiful farmhouse, built in 2018, offering the perfect blend of modern comfort and peaceful country living. Situated on 2 private acres in desirable Pittsboro, this 3-bedroom, 2-bath home features 1,648 square feet of thoughtfully designed living space with easy, one story living. Relax on the spacious front porch overlooking the large front yard or entertain family and friends on the expansive back patio. The property also includes a detached wired workshop, a two-car garage, and plenty of room to create the garden you've always wanted. With no HOA, you'll enjoy the freedom to make this property your own. Horses are allowed and the property is partially fenced and pastured already! Conveniently located with easy access to Highway 64, this home offers a quiet rural setting while remaining close to shopping, dining, and commuting routes. If you're looking for space, privacy, and the charm of farmhouse living, this is a property you won't want to miss!

1287 Hadley Mill Rd, Pittsboro

$1,170,000
3 Beds 4 Baths 10177716 MLS ACTIVE Status
Amazing opportunity to own a practically brand-new, barely lived in custom home set on a private 3-acre homesite with no HOA. This stunning home offers the perfect blend of peaceful country living and everyday convenience. Located just under 2 miles from charming downtown Pittsboro, with easy access to Highway 64. Nestled in a serene natural setting with Roberson Creek running alongside the property, this home provides a rare combination of privacy, space, and accessibility. Designed with both comfort and functionality in mind, this home showcases a bright and airy open floor plan ideal for modern living and entertaining. The main living areas are highlighted by impressive 22' vaulted ceilings and expansive sightlines that seamlessly connect the gourmet kitchen, large dining area, and living space. A stunning quad sliding glass door opens to a spacious screened-in porch, perfect for indoor-outdoor living as both areas boast gas fireplaces. The Master Bedroom and Bath also highlight 22' Cathedral Ceilings. The custom gourmet kitchen features high-end finishes, modern smart appliances, and ample space for cooking, gathering, and entertaining. A dedicated home office provides a quiet and flexible workspace, making the home well-suited for today's lifestyle. Outside, enjoy the tranquility of your own private retreat, enjoying the open acreage, or taking advantage of the generous space to bring your boat, RV, or future outdoor additions. Additional premium upgrades include Quartz Tops, Hardwood Floors, Rainbird Irrigation System, Whole-house Water Filtration and Dehumidification Systems, Smart Whole House Water Monitoring System, Epoxy Flooring in the 3-car garage, and much more. The home is thoughtfully appointed throughout and can be sold nearly fully furnished for a truly turnkey opportunity. Chiminea and fountains convey. Please see documents for a full list of upgrades and available furnishings.

160 Roberson Creek Rd, Pittsboro

$130,000
2 Baths 10177109 MLS ACTIVE Status
Incredible opportunity in Pittsboro! This 3.4- acre property offers the perfect foundation for your next project or dream home. Nestled in a private, serene county setting, the land has already been partially cleared and features established infrastructure, including an existing well, septic system, and electricity hookups. A manufactured home currently sits on the property and is AS IS; please note the home does not have a VIN or title, and the primary value is in the land and existing improvements. Whether you choose to bring in a new manufactured home, build a custom homestead, or take on an investment project this lot is ready for your future plans. Enjoy quiet rural living while staying conveniently close to downtown Pittsboro and the surrounding Triangle areas.

796 Adolph Taylor Rd, Pittsboro

$90,000
2 Beds 1 Baths 10175756 MLS ACTIVE Status
Located in the heart of Chatham County's rapidly growing corridor, this property offers the perfect blend of rural charm and future opportunity. Enjoy a peaceful country setting just minutes from downtown Pittsboro, Chatham Park, and major commuter routes including US-64 and NC-87. Surrounded by rolling countryside, farms, and acreage properties, the location provides privacy and flexibility while remaining convenient to Chapel Hill, Apex, RTP, and Jordan Lake recreation. With established well and septic infrastructure already in place, this property presents an excellent opportunity for homeowners, investors, or those seeking a foothold in one of North Carolina's most desirable growth markets.

1920 Alston Chapel Rd, Pittsboro

$1,000,000
10174112 MLS ACTIVE Status
Rare opportunity to own a beautiful acreage tract with rolling topography, mature hardwoods, and exceptional potential. This unrestricted property offers extensive pasture areas, public road frontage, and a private setting ideal for a custom estate, family compound, mini-farm, recreational retreat, or future development. Bring your own builder and build on your timeline—there is no time limit to begin construction. Multiple potential homesites and favorable soil maps provide flexibility for a variety of uses. The property may be suitable for subdivision or a small residential development, subject to buyer verification and approvals. An intermittent stream enhances the natural character of the land, while easement access via Friendly Pooch Lane provides additional access to the rear portion of the tract. Enjoy the freedom, privacy, and flexibility that come with owning unrestricted acreage with endless possibilities.

477 Jay Shambley Rd, Pittsboro

$3,000,000
10173242 MLS ACTIVE Status
Rare opportunity to acquire 31+ acres of prime in-town acreage in one of North Carolina's fastest-growing markets. Ideally situated adjacent to a major residential subdivision, this property features frontage on a paved public road in a high-growth corridor. Public water and sewer utilities, creating exceptional development potential. Located just minutes from Chatham Park and the planned Disney community investment area, the property lies within a path of significant residential and commercial expansion. The Town of Pittsboro has expressed strong interest in quality infill development, making this a compelling opportunity for a residential subdivision, mixed-use project, or future investment hold. The site's size, utility access, and strategic location support substantial residential development potential. Convenient access to schools, shopping, employment centers, and regional transportation routes further enhances the property's appeal. A rare chance to secure a large-scale development tract in the heart of Pittsboro's growth corridor.

1350 Hillsboro St, Pittsboro

$375,000
2 Beds 2 Baths 10168731 MLS ACTIVE Status
Magical treehouse retreat just minutes from downtown Pittsboro. Perched among the trees, the main living spaces are located on the upper level, where expansive skylights fill the home with natural light and create a bright, airy escape that inspires creativity and imagination. The lower-level studio offers flexible space for hobbies, work, or guests. A sunny clearing provides endless possibilities for a future homesite, workshop, gardens, or orchard. Build your dream home and use the existing structure for rental income, multi-generational living, or a private retreat. Surrounded by large tracts of land, the property feels peaceful and secluded, with a beaver pond adding to its natural beauty. Oversized 4-bedroom septic system already in place. No HOA or restrictive timelines. New roof and mini-split HVAC systems installed in 2024.

497 Turn, Pittsboro

$180,000
10153016 MLS ACTIVE Status
Looking for the perfect balance of seclusion and accessibility? This stunning 6.6-acre wooded lot offers the ultimate canvas for your dream home. Tucked away in a quiet, serene setting, you'll enjoy the peace of country living without sacrificing convenience. Ideally situated in a prime location off Hwy 64 between the charm of Pittsboro and Siler City, while only 15 minutes away from the natural beauty and water activities of Jordan Lake. Property is Ready to Build: Skip the guesswork! This property features an established easement, well installed and has been previously permitted for 4-bedroom septic system. You have total freedom to bring your own builder and design a custom retreat that fits your lifestyle perfectly. Whether you're looking to build a modern farmhouse, a secluded cabin, or a sprawling estate, this expansive lot provides the privacy you crave with the ''heavy lifting'' of permits already initiated. Lay down your roots in one of North Carolina's most sought-after counties!

2817 Jay Shambley Rd, Pittsboro

$2,100,000
3 Beds 5 Baths 10157478 MLS ACTIVE Status
Escape to equestrian property heaven. This custom equestrian estate offers a rare blend of privacy, functionality, and elevated views just minutes from Lake Jordan. Positioned on a hilltop, the home overlooks rolling horse pastures framed by mature hardwoods, with sunsets that can be enjoyed from the expansive covered back porch spanning the width of the home. The custom-built residence features 3 bedrooms and 5 bathrooms across approximately 3,833 square feet, with extensive upgrades throughout including extensive custom millwork and detailed trim, hardwood flooring, and a great room with exposed beam cathedral ceilings. The kitchen is designed for both everyday living and entertaining, highlighted by high-end granite surfaces, custom cabinetry, and a two way fireplace. Equestrian amenities are thoughtfully designed and include a custom 6-stall barn with tack room, lofted hay storage, paddocks, lighted riding arena, and multiple pastures with 3 rail wood fence with no climb. The property is fully equipped for both personal use and training, with pasture views visible from multiple vantage points throughout the property. Possibility for additional acreage. Additional improvements include a detached 3-car garage with unfinished space above, already roughed in with electrical. Located just minutes from major commuting routes, and nearby amenities, with convenient access to Pittsboro, Apex, and RTP. This property combines rural setting with accessibility. Vista Point Boat Ramp and Jordan Lake Beach are just right down the road. Mason Point Horse Trail at Jordan Lake is 16 miles away.

548 Double N Rd, Pittsboro

$535,000
10164897 MLS ACTIVE Status
Discover the perfect blend of convenience and seclusion with this stunning 13+/- acre tract located just minutes off Hwy 64, east of Pittsboro. Tucked away in a peaceful, wooded setting, this property offers the privacy you've been looking for without sacrificing accessibility. The land features a beautiful natural landscape with mature trees throughout and a picturesque creek bordering the west side of the property--creating a serene backdrop for your future homesite. With a gentle slope ideal for a basement build, this property is perfectly suited for a custom home that takes full advantage of the terrain. 4 bedroom perc to be issued. Enjoy being just minutes from Jordan Lake and convenient boat ramp access, while also less than 10 minutes to downtown Pittsboro. Commuting is easy with quick access to Apex, Chapel Hill, and Sanford. No restrictions, NO HOA, and no covenants--giving you the freedom to build as you choose. Now is the time to invest in the highly desirable and growing community of Pittsboro--where location, size, and natural beauty come together to create a rare opportunity you don't want to miss.

Arborgate Rd, Pittsboro

$1,190,000
4 Beds 4 Baths 10140820 MLS ACTIVE Status
This extremely rare 1.45 acre lot is located only 1.5 miles from downtown Pittsboro and the circle....yet it feels as if you are located in a country getaway. It's so easy to zip in and out to town from here, or to access the Triangle from 64 to 540 or Moncure-Pittsboro Rd to Rt 1. This beautiful flat parcel has mature beech and oak trees with dense foliage in Spring-Autumn, and plenty of privacy. Very minimal restrictions- chickens are allowed and NO architectural review or HOA for outbuildings, modifications, or landscaping. The floorplan is open and focused on main floor living. It has vaulted ceilings, large screened-in porch with fireplace, and bbq deck. Tons of space outdoors for pool, patio, outdoor kitchen, firepit area, etc. Home has an eat- in kitchen, a huge island, and scullery/pantry. The master and two secondary bedrooms are on the main floor. ...one can easily be converted to an office. Her and his master closets have the laundry room connected. The 4th bedroom, bath and bonus room are on the second floor. There is plenty of storage and a three car garage. Auxiliary dwellings and outbuildings are allowed. Triple A is a consistent gold medal and custom builder, currently building in several $2-3+M communities in the area. This opportunity for new construction and main level living on a 1.45 acre parcel this close to town is extremely unique and rare. The completed photos are of the same floorplan built nearby. There is still time to make minor changes to this plan and choose custom finishes. This home has already started construction.

638 Old Goldston Rd, Pittsboro

$675,000
4 Beds 1 Baths 10166325 MLS ACTIVE Status
This delightful and quaint cottage is nestled on 5 acres at the end of Seaforth Road, situated in a private enclave bordered on two sides by USA game lands that will remain forever wild. Just a short walk away, you'll discover several beautiful, upscale neighborhoods. This storybook cottage serves as the perfect weekend getaway. Alternatively, consider living here full-time or while you construct your custom home across from the cottage. Option of additional five-acre adjacent building lot (currently under review) for a total of $995k. Additional structures on the property feature the original barn from the 1890s, a pack house, and a second cottage. Enjoy convenient access to Jordan Lake, various beaches, and boat ramps.

2929 Seaforth Rd, Pittsboro

$300,000
10157132 MLS ACTIVE Status
Unique opportunity to purchase a large 1.47 acre lot approximately 1 mile from downtown Pittsboro! Homesite is level, with rolling contour through the trees. Very private, pond view, nestled within a mature hardwood forest ecosystem with a neighboring spring-fed pond. Very minimal restrictions (chickens are okay!). Deer, hawks, pileated woodpecker and great blue heron live here. Bald Eagle and Osprey have visited in the last two months. 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. There is a walking path around lot 2 boundary and it is well marked. Please access off of Hwy 902. Lots this size this close to town are an anomaly and are extremely difficult to find. 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 5k and is now expected to reach 85k in the next 15 years. The value of these lots appreciates tremendously each year.

910 Nc-902, Pittsboro

$799,000
10135571 MLS ACTIVE Status
MOTIVATED SELLER! Don't miss this turnkey opportunity to build your dream home on approximately 37.5 acres of beautiful Chatham County property!! Amazing sunsets and privacy with mature trees bordering the property. Established fescue pasture perfect grazing for your horses or cattle. Circular driveway and a four-bedroom septic permit are available for you to get started planning your dream home. Potential Pond location. Abundant wildlife, creeks and hardwood trees for the hunting enthusiast. Room to have your own driving range if golf is your passion. Looking for more land or a larger multi home estate? Conveniently located just off Hwy 64 W between Pittsboro and Siler City. This property must be seen in person to be appreciated. Set your appointment today.

7841 Us 64, Pittsboro

$190,000
10118452 MLS ACTIVE Status
Bring your plans and make it your own on this 5.76-acre lot tucked away from it all yet just 10 minutes to DT Pittsboro. 4 BDR septic already in place, saving you time and upfront costs, no HOA. Zoned R-1, this versatile lot is configured for a wide range of possibilities, with 1+/- acre frontage providing easy access to set up an in-home business, studio, guest house, hobby farm with 4 acres left for a private primary residence. Other possibilities include income producing primary residence as a SF Duplex or B&B (all subject to county approval). The greater Pittsboro area has a lot to offer. Combine prestigious universities like UNC-Chapel Hill and Duke with world-class research and innovation, and you get a region known for top-notch health care and industry. Home to the Research Triangle and the growing 79° West Innovation Hub in Pittsboro. Add Southern charm, natural beauty, and the result is a vibrant mix of intellectual energy, diverse cuisine, art/ culture, and global diversity.

Goathouse 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 .