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

Welcome to Siler City, NC, a charming community nestled in the heart of Chatham County, where the beauty of nature meets the warmth of small-town living. Here, you’ll find a unique opportunity to embrace a lifestyle that thrives outside the confines of traditional subdivisions. In this area, known as "Not In A Subdivision," residents enjoy the freedom and space that come with larger lots, allowing for creativity in landscaping, gardening, and outdoor activities.

Chatham County is renowned for its picturesque landscapes, offering a serene backdrop of rolling hills and lush greenery. Siler City is a vibrant hub for families, providing access to a range of amenities, including local shops, eateries, and recreational facilities. The community is also proud to be served by the esteemed Chatham County Schools, with Northwood High School being a key highlight. Known for its commitment to academic excellence and a well-rounded education, Northwood High School is a cornerstone for families seeking quality education for their children.

Living in Siler City means more than just a home; it’s an invitation to experience the rich culture and friendly atmosphere that this area has to offer. Whether you’re drawn to the spacious properties or the close-knit community vibe, Siler City presents an ideal setting for those looking to plant their roots in North Carolina. Explore the possibilities today and discover why this hidden gem is the perfect place to call home.

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

$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

$400,000

3 Beds ⋅ 1 Baths ⋅ 10185418 MLS ⋅ ACTIVE Status

This 3-bedroom, 1-bathroom single-family residence in Pittsboro sits on an expansive 10-acre lot, offering substantial privacy and land ownership potential. The generous acreage provides flexibility for personal projects, outdoor pursuits, or future development possibilities. Whether you seek a quiet rural retreat or value the freedom that comes with significant acreage, this residence presents a solid foundation for your next chapter.

982 Castle Rock Farm Rd, Pittsboro

$549,900

4 Beds ⋅ 2 Baths ⋅ 10185253 MLS ⋅ ACTIVE Status

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

988 Nc 87 N, Pittsboro

$420,000

2 Baths ⋅ 10184997 MLS ⋅ ACTIVE Status

Beautfiul, wooded lot on beautifully rural Chatham Church Road, Moncure. Only 5.2 miles from the Pittsboro Circle downtown. Chatham Church Rd., starts from Hwy 15-501 South and quickly takes you a world away from Pittsboro downtown. Serene, quiet, bucolic countryside awaits you! Lot is wooded with some timber value. Will need a well and septic tank. Perc permit is in the works.

00 Chatham Church Rd, Moncure

$675,000

3 Beds ⋅ 2 Baths ⋅ 10184862 MLS ⋅ ACTIVE Status

Check out this marvelous homeplace just east of downtown Pittsboro- 3 bedrooms, 2 full baths, open floorplan on over 3 acres. But wait, there's much more! Killer attached garage space for 6 cars, or 4 cars and a workshop or 2 cars and a work-palace. Outside we have two separate backyard fenced areas, fruit trees, greenhouse, and a huge chicken coop with fenced in area. And the yard's fairly level with plenty of room for a garden. Oh, and there's two detached carports for your boat, RV, tractor or other toys. And what a location- 5 minutes to beautiful downtown Pittsboro and 30 minutes to either Chapel Hill, RDU Airport or Cary! Showings begin Friday August 7th at 3pm- don't miss this one...

387 Hanks Chapel Rd, Pittsboro

$1,140,000

4 Beds ⋅ 4 Baths ⋅ 10184244 MLS ⋅ ACTIVE Status

Parade Home | Move-In Ready Mid-October Privately nestled on 1.5 wooded acres just minutes from Chapel Hill, this exceptional custom-built home—ready for move in after it will be featured in the Chatham County Parade of Homes this October—offers the perfect blend of timeless architecture, modern luxury, and peaceful privacy. A striking exterior showcases expansive outdoor living spaces, highlighted by a stunning stacked-stone fireplace in the screen porch, creating the ideal setting for year-round entertaining or quiet evenings surrounded by nature. Inside, soaring 10-foot ceilings and a dramatic two-story foyer welcome you into a home designed with elegance, comfort, and everyday livability. The thoughtfully crafted floor plan features four spacious bedrooms and four beautifully appointed bathrooms, including a luxurious main-level owner's retreat and a private first-floor guest suite. At 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 custom wood shelving that provides exceptional storage and 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 unique and exciting element, offering endless possibilities as a lounge, gym, studio, wine cellar, playroom, hobby room, or additional storage. Beautifully designed with exceptional craftsmanship and luxurious finishes throughout, this remarkable new construction home delivers the rare combination of privacy, sophistication, and convenience in one of the Triangle's most desirable locations.

4025 Hamlets Chapel Rd, Pittsboro

$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

$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

$2,650,000

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. Offered complete at $2,650,000 — roughly $37,000 an acre with both homes included. 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

$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 Springs Rd, Pittsboro

$150,000

10178457 MLS ⋅ ACTIVE Status

2.2-acre buildable lot in Pittsboro, NC 27312 with no HOA and no subdivision restrictions. 0 Hamlets Chapel Road, Lot 1 is a rare opportunity to own unrestricted land in Chatham County, one of North Carolina's fastest-growing counties, at a moment when parcels like this are becoming increasingly hard to find. With 2.2 acres and zero deed restrictions, you have the freedom to build a custom primary residence, a private retreat, or an investment property entirely on your own terms. The parcel offers ample space for a generously sized home, a workshop, outbuildings, a garden, or whatever your vision calls for, without an HOA dictating the details. No subdivision, no timeline, no restrictions. The setting delivers the peace and privacy of a rural Chatham County homesite while keeping you connected to everyday life. Downtown Pittsboro is just minutes away, with locally owned restaurants, shops, parks, schools, and essential services. US-64 provides straightforward access throughout the Triangle, putting Apex, Cary, Raleigh, and Chapel Hill within easy commuting distance. Chatham County's rapid growth, driven in part by the Chatham Park master-planned development and sustained investment across the region, has made unrestricted acreage in Pittsboro increasingly scarce. Buyers searching for land near Raleigh and Research Triangle Park are finding that Pittsboro, NC is one of the last markets where rural privacy, Triangle access, and buildable acreage come together at a compelling price point. This is the kind of parcel that gets harder to find every year. Explore the possibilities at 0 Hamlets Chapel Road and secure your place in one of North Carolina's most sought-after growth corridors.

Hamlets Chapel Rd, 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 .