Not In A Subdivision Homes with Chatham - Pittsboro Elementary Elementary School

Welcome to the serene landscapes of Chatham County, North Carolina, where you’ll find the charming community of Pittsboro. Nestled in a picturesque setting, this area is not part of a subdivision, allowing for a unique blend of privacy and space that many homeowners desire. Here, you can enjoy the tranquility of nature while still being conveniently close to local amenities and attractions.

The homes in this region boast a variety of architectural styles, each with its own character and charm. Whether you’re seeking a cozy cottage or a spacious family home, you'll find properties that cater to diverse tastes and lifestyles. With expansive lots and lush greenery, residents can relish in outdoor activities, gardening, or simply enjoying the peaceful surroundings.

Families will appreciate the proximity to Chatham - Pittsboro Elementary School, known for its commitment to fostering a nurturing educational environment. The school’s dedicated staff and strong community involvement provide an excellent foundation for young learners. Living in this area means your children can benefit from quality education without the long commutes often associated with suburban living.

Pittsboro is also rich in local culture and history, with a vibrant downtown area featuring charming shops, delightful eateries, and community events that bring neighbors together. Whether you’re strolling through the historic streets or enjoying a weekend at the nearby parks, you’ll quickly fall in love with the sense of community that defines this region.

Discover the beauty and lifestyle that awaits you in Chatham County, where your dream home is just waiting to be found!

Newest Not In A Subdivision Homes with Chatham - Pittsboro Elementary Elementary School

$245,000

10182959 MLS ⋅ ACTIVE Status

Build your dream home on this beautiful 11.91-acre property offering privacy, existing improvements, and room to grow. Approximately 2 acres have already been cleared, featuring a level homesite with a hand-dug well and an updated septic tank.The property is accessed by its own private easement, providing a secluded setting while remaining conveniently located near Pittsboro. Whether you're looking to build a private residence, weekend retreat, or investment property, this tract offers a great combination of cleared land and mature woods. Survey and soil report available.

147 Gib Ruth Ln, Pittsboro

$200,000

10182370 MLS ⋅ ACTIVE Status

This stunning 10 acre, unrestricted property offers the perfect balance of privacy and convenience. With a level topography, the land is ready for your vision, whether you're looking to build your dream home, start a farm, or explore other opportunities. Enjoy the peaceful seclusion while still being just a short drive to Pittsboro, Chapel Hill, RTP and RDU. The ideal location for those seeking both tranquility and easy access to major hubs. Don't miss this rare opportunity!

1701 Mitchells Chapel Rd, Pittsboro

$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

$699,000

10175001 MLS ⋅ ACTIVE Status

Amazing investment opportunity!! 12.78+/- acres of prime Chatham County property with 850+/- feet of highway frontage on US 64 in Pittsboro, NC. The development potential is outstanding. Contact Chatham County for more information and potential use opportunities for the future. Majority of the property is open hay pasture ready to be developed. The opportunities are endless with direct access to US 64.

Us 64 W, 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

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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 .