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

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

Welcome to a hidden gem in the heart of North Carolina, where the charm of rural living meets the convenience of modern amenities—welcome to Not In A Subdivision! Nestled in the picturesque town of Pittsboro, this area offers a unique opportunity for those seeking a tranquil lifestyle without the constraints of a traditional subdivision.

Here, you will find a diverse selection of homes that embody the essence of Southern living, from cozy cottages to spacious family residences. Each property is set against a backdrop of lush greenery and rolling hills, providing a serene escape from the hustle and bustle of city life. With no HOA fees to contend with, homeowners enjoy the freedom to personalize their properties as they see fit, creating a true sense of individuality and community.

One of the standout features of this area is its proximity to Chatham - Pittsboro Elementary School, a highly regarded institution known for its commitment to academic excellence and nurturing environment. Families will appreciate the short commute to school, allowing children to thrive in a supportive and engaging educational setting.

Living in Not In A Subdivision means you can enjoy the best of both worlds—peaceful country living with easy access to the vibrant culture and amenities of Pittsboro. Explore local boutiques, savor delicious cuisine at charming restaurants, or take a leisurely stroll along the scenic paths that wind through this beautiful area.

If you’re ready to embrace a lifestyle that celebrates individuality and community, Not In A Subdivision awaits you! Discover your dream home today and experience the magic of Pittsboro living.

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

$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
$445,000
3 Beds ⋅ 2 Baths ⋅ 10191225 MLS ⋅ COMING SOON Status
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
$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
$430,000
4 Beds ⋅ 3 Baths ⋅ 10190550 MLS ⋅ ACTIVE Status
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
$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
$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
$900,000
10188674 MLS ⋅ ACTIVE Status
Rare opportunity to purchase approximately 70 acres in Chatham County, just outside the Sanford city limits! With roughly 50 wooded acres and 20 acres timbered around 2018, the property offers excellent potential for a private estate, multiple large homesites or future development. Surrounding properties have recently been timbered, making the property's general layout and boundaries easier to visualize. Zoned R-1 and conveniently located near US-15/501, NC-87 and Walter Bright Road, the acreage combines privacy and room to grow with easy access to Sanford and surrounding communities. Fiber internet is available in the area, with Duke Energy and TriRiver Water nearby. Preliminary soil analysis is available by request. Development potential, property boundaries, utility availability, and connection requirements are to be verified by the buyer.

1941 Walter Bright Road Rd, Sanford
$385,000
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
$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
$349,000
10181682 MLS ⋅ ACTIVE Status
Approximately 4 Acres Land for Sale Pittsboro, ETJ, Chatham County, North Carolina Build your dream home, farm on these beautiful 4 acres (approx) property in peaceful countryside of Pittsboro, NC! Potential to subdivide! Property Highlights - 4 approximate Acres in a quiet country setting. Conveniently located near Jordan Lake for boating, fishing, hiking, and outdoor recreation. Peaceful, wooded setting with plenty of privacy. Easy access to Pittsboro, Chapel Hill, Apex, Cary, RDU International Airport, RTP - Research Triangle Park, hospitals and universities in the Triangle area. Ideal for a custom built home or farm, a weekend retreat, or investment. Enjoy the best of both worlds - country living with the convenience nearby amenities! Approximately 4 Acres Land for Sale Pittsboro, ETJ, Chatham County, North Carolina Build your dream home, farm on these beautiful 4 acre (approx) property in peaceful countryside of Pittsboro, NC! Potential to subdivide! Property Highlights - 4 approximate Acres in a quiet country setting. Conveniently located near Jordan Lake for boating, fishing, hiking, and outdoor recreation. Peaceful, wooded setting with plenty of privacy. Easy access to Pittsboro, Chapel Hill, Apex, Cary, RDU International Airport, RTP - Research Triangle Park, hospitals and universities in the Triangle area. Ideal for a custom built home or farm, a weekend retreat, or investment. Enjoy the best of both worlds - country living with the convenience nearby amenities!

2185 Hanks Chapel Rd, Pittsboro
$180,000
10186736 MLS ⋅ ACTIVE Status
Discover the possibilities with 10.2 acres of vacant, unimproved land conveniently located in Siler City, NC, just minutes from Downtown Pittsboro and the rapidly growing Chatham Park area. This expansive property offers a rare opportunity to create something truly your own in a region experiencing continued growth and development. Whether you are an investor seeking a valuable land opportunity or looking to build your dream home surrounded by space and privacy, this property offers flexibility and potential. The land is raw and undeveloped, allowing you to explore the possibilities based on your vision and plans. The property includes a deeded easement for access. With its generous acreage and desirable location near Pittsboro, Chatham Park, and surrounding communities, this property is an excellent opportunity to secure land in one of the Triangle's growing areas.

00 Pleasant Hill Church Rd, Siler City
$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
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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 .