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

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

Welcome to the serene landscape of Chatham County, North Carolina, where your dream home awaits in a unique setting—Not In A Subdivision. This charming area offers the perfect blend of privacy and community, allowing you to escape the hustle and bustle of city life while still enjoying convenient access to nearby amenities.

Nestled in the heart of Chatham County, this location is ideal for families seeking a peaceful environment without the constraints of a traditional subdivision. With spacious lots and an abundance of natural beauty, you can create your own oasis, whether you envision a sprawling garden, a cozy outdoor retreat, or a space for your children to play freely.

One of the standout features of this area is its proximity to the esteemed Northwood High School. Parents will appreciate the quality education and strong community spirit that this school embodies, making it an excellent choice for families with school-aged children. The school’s commitment to academic excellence and extracurricular activities ensures that your children will thrive both in and out of the classroom.

Living in Not In A Subdivision means you can enjoy the tranquility of rural living while still being just a short drive away from shopping, dining, and recreational activities. Explore the nearby parks, take advantage of local farmers' markets, or enjoy a weekend hike in the picturesque surroundings.

If you’re ready to embrace a lifestyle that offers both peace and opportunity, look no further than Chatham County’s Not In A Subdivision. Your perfect home is waiting for you!

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

$395,000
4 Beds ⋅ 2 Baths ⋅ 10192361 MLS ⋅ ACTIVE Status
Rare one-level duplex opportunity set on over 1-ACRE with serene, wooded surroundings! Each side offers a 2-bedroom, 1-bath layout with cozy fireplaces and functional living spaces, making this an ideal addition to any investment portfolio. Both units are currently leased, providing immediate rental income. Enjoy the privacy of the expansive lot while still being conveniently located near UNC/Chapel Hill, dining, shopping, and everyday essentials. A perfect blend of peaceful setting and prime location with low Chatham County taxes and no HOA dues!

415 Tall Oaks Rd Unit A & B, Chapel Hill
$1,140,000
4 Beds ⋅ 4 Baths ⋅ 10192094 MLS ⋅ ACTIVE Status
PARADE HOME | MOVE-IN READY MID-OCTOBER | 1.5 WOODED ACRES Privately nestled on 1.5 wooded acres just minutes from Chapel Hill, this exceptional custom residence—to be featured in the Chatham County Parade of Homes in October—offers a sophisticated blend of timeless architecture, elevated craftsmanship, and serene privacy, with move-in availability following the Parade. Designed for refined yet comfortable living, the striking exterior introduces exceptional outdoor spaces, including an expansive screened porch anchored by a dramatic stacked-stone fireplace—an inviting setting for year-round entertaining, relaxed evenings, and enjoying the peaceful wooded surroundings. Inside, soaring 10-foot ceilings and a dramatic two-story foyer create an impressive sense of arrival. Thoughtfully designed for both elegant entertaining and effortless everyday living, the home offers four spacious bedrooms and four beautifully appointed baths, including a luxurious main-level owner's retreat and private first-floor guest suite. At the heart of the home, the chef's kitchen pairs sophisticated design with exceptional functionality, featuring a 36-inch five-burner cooktop, oversized gathering island, and expansive walk-in pantry with custom wood shelving. Open, light-filled living spaces create a natural flow for entertaining while maintaining an inviting sense of warmth and comfort. Upstairs, thoughtfully curated spaces include a spacious media room, open loft, and private ensuite bedroom. A hidden "secret room" adds an unexpected and memorable element, offering endless possibilities as a private lounge, fitness studio, wine room, creative space, playroom, hobby room, or discreet additional storage. Exceptional craftsmanship, refined finishes, impressive indoor-outdoor living, and a private wooded setting distinguish this remarkable new construction custom home. Offering the rare combination of luxury, privacy, and proximity to Chapel Hill and Triangle amenities, this Parade Home presents an exceptional opportunity for buyers seeking a one-of-a-kind extraordinary residence.

4025 Hamlets Chapel Rd, Pittsboro
$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
$2,700,000
4 Beds ⋅ 5 Baths ⋅ 10191313 MLS ⋅ ACTIVE Status
This offering totals 26.71 acres across 4 combined parcels, with 2 developed residences, two septic systems, 1 shared well, and 2 buildable 3+ acre lots. From the moment you step inside, cathedral ceilings and floor-to-ceiling windows open every room to views of the land, so the changing seasons, deer moving through the meadow, and fireflies at dusk become part of everyday life rather than something you have to leave home to see. 319 Wrights Way (10.39 acres) is a 5,466 SF, 4-bedroom, 4.5-bath home, featured in NC Modernist Homes, engineered from eight inches of precast concrete, virtually indestructible, with passive solar design, radiant heated concrete floors, a wood stove, and a main-floor primary suite with forest and creek views. Custom cabinetry throughout was handcrafted by a local master woodworker, and details like reclaimed hardwood floors, stained glass, and recycled bottle-glass tile add warmth throughout, up to a lookout tower reached by a ship's hatch. The walkout level adds a media/game room, a gym with infrared sauna, and a creekside hot tub alcove. 321 Wrights Way (10.08 acres) adds a 1,655 SF guest residence backed by a verified five-year short-term rental history, with 1 bedroom, a spacious loft, and 1.5 baths, a four-car garage/workshop wired for a car lift, and a private office. Two additional buildable parcels (3.24 and 3 acres) round out the offering, ideal for a family compound or future income property; all four convey together. Nearly 1,600 feet of frontage runs along Terrell's Creek, with miles of wooded trails, a cleared meadow, a 4,000-square-foot fenced garden and chicken coop, daily sightings of deer, bunnies, and salamanders, and rarer visits from turkeys, turtles and even a black bear. A private drive keeps the setting quiet and secluded, minutes from Pittsboro, Chapel Hill/Carrboro, and Jordan Lake. Wrights Way is a rare kind of home, one you can live in every day and still admire like a piece of fine art. No picture does it justice. Schedule your private tour today.

319 Wrights Way, Pittsboro
$445,000
3 Beds ⋅ 2 Baths ⋅ 10191225 MLS ⋅ ACTIVE 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
$215,000
4 Beds ⋅ 2 Baths ⋅ 10190849 MLS ⋅ ACTIVE Status
Welcome to 144 Brown Hill Rd, a beautifully renovated home in a prime location! This charming property is just minutes from Jordan Lake, offering easy access to outdoor activities, and only a short 15-20 minute drive to Apex for shopping, dining, and entertainment. The home features modern updates throughout, making it move-in ready and perfect for first-time homebuyers. Situated in an area where affordability meets convenience, this is an excellent opportunity to own a renovated home in a highly desirable region. Don't miss out on this great value—schedule your tour today!

144 Brown Hill Rd, New Hill
$430,000
3 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
$945,000
4 Beds ⋅ 3 Baths ⋅ 10190273 MLS ⋅ ACTIVE Status
Pittsboro Custom Home with Pool & Spa on 2.67 Park-Like Acres Tucked into a wooded backdrop with a true sense of privacy, this home was designed for easy indoor-outdoor living. Step outside to the pool and spa, framed by peaceful, park-like acreage — the kind of setting that makes every afternoon feel like a retreat. Inside, 3,270 heated square feet offer thoughtful craftsmanship and multiple gathering spaces, including a spacious third-floor bonus room ready for movie nights, a home gym, or whatever you need it to be. The heart of the home is the kitchen and great room, seamlessly connected from the large island to the fireplace — made for everyday living and effortless entertaining alike. A guest suite on the main floor offers privacy for visitors, while the remaining bedrooms upstairs create quiet, separate retreats of their own. This is a home that welcomes you in — and welcomes everyone you invite to join you. Directions: A private drive leads to the home, intentionally set back from the road. Turning left onto Silk Hope Gum Spring Rd, the driveway will be on the right.

2946 Silk Hope Gum Springs Rd, Pittsboro
$500,000
1 Beds ⋅ 1 Baths ⋅ 10188981 MLS ⋅ ACTIVE Status
Package of two tiny homes- Each home is 1030 htsqft ( 2nd home noted below as Det living area for MLS entry purposes ) Primary can add bedrooms based on Septic capability if desired to live in and rent other- Currently great investment property. Another package of two tiny homes also available at 286 Stone Wall in MLS/ Same price. Located in Pittsboro, NC and tucked within a peaceful woodland near Chapel Hill and Jordan Lake, Elevate Treehouse was designed as a collection of individually themed luxury retreats, each home blending creative design, modern amenities, and immersed in it's natural surroundings. Each home offers a spacious living area, full kitchen, private bedroom, sleeping loft, and a spa-inspired bath featuring a freestanding soaking tub and oversized walk-in shower. The efficient layout makes excellent use of the home's footprint while still feeling bright and comfortable. Features Include: • Custom bee mural • Oversized luxury shower • Loft sleeping area • Private covered porch • Swing structure • Fire pit access • Starlink internet • Mini-split HVAC • Granite & quartz countertops • Metal Roof Stainless steel appliances Outside, a private deck overlooks the surrounding forest, creating the perfect place to slow down and reconnect with nature. Beyond the homes, Elevate Treehouse Community features walking trails, fire pit gathering areas, water features, picnic spaces, and thoughtfully curated artwork throughout the property. BEE HIVE Your Hive Away From Home Inspired by the honeybee and the sense of community it represents, Beehive was designed for gathering, relaxing, and spending time together. Thoughtful details, playful touches, and a peaceful outdoor setting create a stay that's both memorable and cozy. The custom bee mural immediately catches your attention and gives the home a sense of fun that carries throughout the experience. Custom artwork, warm finishes, and thoughtful details give the home a character all its own while maintaining the comfort and functionality guests expect from a luxury retreat. Large windows bring in natural light throughout the day, and the open-concept layout helps every space feel connected One of the best parts of Beehive is that the experience doesn't stop when you step outside. The swing structure and large wooden beehive provide memorable features guests naturally gravitate towards. The private deck offers a peaceful place to enjoy the surrounding woods, while the nearby swing structure has become a favorite gathering spot. OASIS H20 A Water Inspired Woodland Retreat Inspired by the calming movement of water, Oasis H20 offers a peaceful retreat designed for rest, renewal, and connection. Thoughtfully crafted with spa-inspired finishes, soaring ceilings, and woodland views, this unique treehouse experience invites you to slow down and recharge. Drawing inspiration from the calming movement of water, it's soft blue tones, natural textures, and abundant natural light create a space designed for relaxation and renewal. The open-concept layout makes efficient use of every square foot while maintaining a bright, airy feel throughout. The home's spa-inspired bathroom serves as the centerpiece of the experience, featuring a freestanding soaking tub, oversized walk-in shower, and carefully selected finishes. Vaulted ceilings and large windows allow natural light to flow throughout the home while creating a strong connection to the surrounding landscape.Investment Highlights: • Established rental history • 3.72 acres •Walking trails and community amenities • Minutes from Chapel Hill and Jordan Lake • Distinct themed guest experiences. This property does not have access to the detached Storage unit. There is a shared well agreement with the 260-262 set of stone wall homes.

286 Stone Wall 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 .