Not In A Subdivision Homes with Chatham - Northwood High High School

Welcome to the serene and picturesque landscapes of Chatham County, North Carolina, where the charm of rural living meets the convenience of modern amenities. Nestled in this beautiful region is the unique appeal of homes located in areas that are "Not In A Subdivision." Here, you’ll find expansive lots, mature trees, and the freedom to create your own oasis without the constraints of a typical subdivision.

Chatham County is known for its vibrant community and stunning natural surroundings. With easy access to local parks, hiking trails, and the serene waters of Jordan Lake, outdoor enthusiasts will feel right at home. The area boasts a rich tapestry of culture and history, offering residents a chance to engage with local events, farmers’ markets, and charming downtown shops.

Families will appreciate the quality education provided by the Chatham County School System, particularly the highly regarded Northwood High School. With a commitment to academic excellence and a supportive environment, Northwood High prepares students for success while fostering a sense of community and belonging.

Living in a home that is "Not In A Subdivision" means you can enjoy the tranquility and privacy of your own space while still being part of a welcoming community. Whether you’re looking for a cozy retreat or a sprawling estate, Chatham County offers a variety of options to suit your lifestyle. Discover the beauty of North Carolina living, where your dream home awaits amidst the lush landscapes and friendly faces of Chatham County.

Newest Not In A Subdivision Homes with Chatham - Northwood High High School

$187,900

1 Baths ⋅ 10184134 MLS ⋅ ACTIVE Status

Build your dream home on this beautiful approximately 1-acre R-1 residential lot in rapidly growing Pittsboro! Ideally located just minutes from Chatham Park, one of North Carolina's largest master-planned communities and downtown Pittsboro with convenient access to Chapel Hill, Cary, Apex, RTP, RDU, and Raleigh. A rare opportunity to own a buildable homesite in a rapidly appreciating area. Beautiful approximately 1-acre by Chatham County record, but 1.229 acre by the unrecorded survey offering a rare combination of NO HOA and low Chatham County taxes. The property previously had a 640 sqft home, which has been removed under permit . The site is partially cleared and ready for your plans. Existing well location and former homesite are shown on the unrecorded survey. Property is being sold As-Is. Buyer is responsible for verifying acreage, boundaries, easements, survey, well, septic, utilities, access, and intended use. Bring your vision and unlock the potential of this unique property. Listing agent has ownership interest in the property and is one of the sellers.

117 Nash Baldwin Rd, Pittsboro

$368,000

3 Beds ⋅ 2 Baths ⋅ 10183829 MLS ⋅ ACTIVE Status

Welcome to this charming and inviting home in desirable Pittsboro, perfectly blending cozy comfort with modern convenience. The open floor plan creates a welcoming flow ideal for everyday living and effortless entertaining. Hardwood floors and durable ceramic tile run throughout—no carpet anywhere—delivering easy maintenance and timeless appeal. The generous, well-equipped kitchen shines as the heart of the home, featuring a gas cooktop, wall oven, abundant cabinetry and storage, making meal prep a delight. Just steps away, the living room anchors around a stunning stone fireplace. Additional highlights include smooth ceilings and a convenient separate laundry closet. Step outside to your private outdoor oasis: a screened side porch for peaceful mornings, a spacious deck, patio for dining al fresco, and a large fenced backyard complete with a handy shed. This setup is ideal for pets, play, gardening, or entertaining in complete privacy. Best of all, enjoy walkable access to vibrant Downtown Pittsboro shops, dining, and top-rated schools. This move-in ready gem also includes a washer, dryer, refrigerator, and Reverse Osmosis drinking water system that convey with the sale—saving you time and money from day one.

56 W Cornwallis St, 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

$945,000

4 Beds ⋅ 3 Baths ⋅ 10178637 MLS ⋅ ACTIVE Status

Settle into summer with your own private oasis. Nestled on 2.67 picturesque acres, this exceptional custom-built home seamlessly blends sophisticated indoor craftsmanship with a breathtaking backyard retreat. Offering 3,270 square feet of thoughtfully designed living space, this masterfully crafted residence features 4 bedrooms, 3 bathrooms, and an abundance of natural light. Expansive windows throughout the home create a seamless connection to your own resort-style backyard, making the stunning landscape a part of your daily living. Property Highlights: The Ultimate Backyard Retreat: Spend sunny afternoons beside the sparkling in-ground pool, unwind in the cascading spa, or host unforgettable gatherings under the stars in total tranquility. Gourmet Kitchen & Living: A wonderful, chef-friendly kitchen flows effortlessly into the main living spaces, perfect for both effortless entertaining and quiet family nights. Private Primary Suite: A serene sanctuary designed for ultimate relaxation, completely separated from the hustle and bustle of the home. Bonus 3rd Floor Living: A massive third-floor bonus room offers endless flexibility—ideal for a home theater, executive office, gym, or game room. Modern Efficiency & Craftsmanship: Enjoy the peace of mind that comes with custom architectural details paired with modern, energy-efficient systems. This remarkable Pittsboro property offers a rare combination of custom luxury, peaceful privacy, and resort-inspired indoor-outdoor living. Don't miss the opportunity to experience your own private slice of paradise. The house is not visible from the road. When turning left onto Silk Hope Gum Spring Rd, the house will be on the right hand side

2946 Silk Hope Gum Spring Rd, 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

$150,000

10178457 MLS ⋅ ACTIVE Status

Discover the potential of this 2.2-acre vacant land parcel at 0 Hamlets Chapel Rd in Pittsboro, NC. Offering plenty of space for a custom home or future investment, this property is located in desirable Chatham County and features no HOA or subdivision restrictions, providing added flexibility for your plans. Enjoy the privacy and versatility of this spacious homesite while remaining just minutes from downtown Pittsboro's shopping, dining, parks, schools, and everyday conveniences. Its convenient location also offers easy access to surrounding communities throughout the Triangle region. Whether you're looking to build a primary residence, create a weekend getaway, or invest in North Carolina land, this buildable lot presents an excellent opportunity. Contact us today to learn more or schedule a visit.

Hamlets Chapel Rd, Pittsboro

$1,140,000

4 Beds ⋅ 4 Baths ⋅ 10178037 MLS ⋅ ACTIVE Status

PARADE HOME | Move-In Ready Mid-October | Chatham County Privately nestled on 1.5 wooded acres just minutes from Chapel Hill, this exceptional custom-built home to be featured in the Chatham County Parade of Homes offers the perfect balance of timeless architecture, modern luxury, and peaceful privacy. A striking exterior showcases expansive outdoor living spaces highlighted by a stunning stacked-stone fireplace, creating an inviting setting for year-round entertaining or quiet evenings surrounded by nature. Inside, soaring 10-foot ceilings and a dramatic two-story foyer introduce a home designed with elegance, comfort, and everyday livability. The thoughtfully crafted floor plan features four spacious bedrooms and four beautifully appointed baths, including a luxurious main-level owner's retreat and a private first-floor guest suite. The heart of the home is an impressive chef's kitchen featuring a 36-inch five-burner cooktop, oversized island designed for gathering and entertaining, and expansive walk-in pantry with wood shelving that combines exceptional storage with everyday convenience. Upstairs, flexible living spaces include a spacious media room, open loft, and charming princess suite with private bath. A hidden secret room adds a fascinating touch, offering endless possibilities as a media lounge, home gym, creative studio, wine room, playroom, hobby space, or storage. Thoughtfully designed with exceptional craftsmanship and luxurious finishes throughout, this remarkable new construction delivers the rare combination of privacy, sophistication, and convenience in one of the Triangle's most desirable locations. Current photos include construction progress along with examples of the builder's exceptional craftsmanship from previously completed homes. Move-in ready by mid-October.

4025 Hamlets Chapel 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

Start Your Search

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 .