Refine Search
Sort by
$799,900
4 Beds 3 Baths 10182238 MLS ACTIVE Status
CUSTOM BRICK HOME IN CHAPEL RIDGE! Located on a private homesite in one of Pittsboro's premier golf course communities, this thoughtfully designed home offers more than 3,500 square feet of living space, quality craftsmanship, and exceptional indoor-outdoor living. Backing to additional wooded acreage, this property enjoys scenic natural views and a rare opportunity to purchase the adjacent lot separately for added space and flexibility. Inside, rich hardwood flooring, detailed millwork, plantation shutters, and custom built-ins create timeless character throughout. The spacious living room features a fireplace and flows seamlessly into the breakfast area and well-appointed kitchen, complete with abundant cabinetry, generous prep space, and pantry storage. The main-level primary suite offers a spacious bedroom, dual vanities, a soaking tub, walk-in shower, and large walk-in closet. Additional main-floor spaces include a formal dining room and dedicated office. Upstairs, three secondary bedrooms, a large bonus room, and a dedicated storage room provide flexibility for a variety of uses. Enjoy year-round outdoor living from the oversized screened porch with Trex decking overlooking the wooded backdrop. Additional highlights include a walk-in crawl space with exceptional storage, tankless water heater, water filtration system, and an oversized three-car garage. Conveniently located near Chapel Ridge Golf Club, shopping, dining, parks, and major commuter routes, this property combines spacious living, quality construction, and a desirable community setting in the heart of Chatham County.

915 Cabin Crk, Pittsboro

$789,000
3 Beds 4 Baths 10181569 MLS ACTIVE Status
A Fearrington Village sanctuary in the popular Bush Creek neighborhood with an idyllic garden and .81 acre lot. One-level and spacious, this home features natural light and an ideal floorplan. Wonderful flow from the kitchen with center island to the attached open dining room and living room that leads out to a fantastic all-season room. The lovely woodland creek view from the all-season room evokes the serenity of a mountain retreat. Ample sized primary bedroom and a private guest bedroom which could be a second primary. High ceilings, built-ins and a warm fireplace to gather around in the living room. Two half baths and a large laundry room for your convenience. The lot is landscaped for both beauty and ease and includes an expertly designed patio garden area with smart irrigation. Enjoy the established flora and grow your own in this botanical oasis. A remarkable place to call home in the tranquil, treasured community of Fearrington Village.

804 Millcroft, Pittsboro

$789,000
4 Beds 3 Baths 10180739 MLS ACTIVE Status
Behind the gates of Chapel Ridge Estates, this home offers 3 main-level bedrooms, including a primary suite with double vanity, walk-in shower with bench and handheld sprayer, walk-in closet and reverse-osmosis water spigot. The kitchen features granite counters, an island, gas cooking, stainless refrigerator, under-cabinet lighting and RO water at the sink. A tray-ceiling dining room, breakfast room, hardwood floors and family room with gas fireplace offer flexible gathering spaces. Relax on the screened porch or deck overlooking the fenced yard. Upstairs adds a bonus room, 4th bedroom, full bath and walk-in attic. The laundry room has a utility sink. A conditioned wine cellar occupies part of the 3rd garage bay and was designed for easy removal if needed. A 24 kW Generac provides whole-home backup power. Community perks include a pool, clubhouse, fitness center, courts, playground, golf, and bar and grill.

53 Spring Hollow Ct, Pittsboro

$750,000
4 Beds 3 Baths 10179343 MLS ACTIVE Status
Tucked away on a cul-de-sac backing to undeveloped land, this beautiful one-level home in.the Bradford Place neighborhood within Fearrington Village offers the perfect combination of comfort, flexibility, and peaceful surroundings. Freshly painted throughout with brand-new carpet as well! The light-filled interior features an inviting, open layout with vaulted ceilings and skylights, custom built-ins, and a fireplace that creates a warm gathering space for family and friends. Large windows frame serene views of the natural landscape, bringing the outdoors inside. A standout feature is the detached guest cottage, offering exceptional versatility for visiting family and friends, a private home office, art studio, fitness space, or hobby room. The spacious primary suite provides a relaxing retreat, while additional living spaces offer room to spread out and entertain with ease. Step outside to enjoy the quiet setting and privacy of a backyard that borders undeveloped land, creating a peaceful backdrop that's increasingly hard to find. The front features a private courtyard. You'll enjoy easy access to walking trails, parks, shops, restaurants, and all the charm this award-winning community has to offer, while remaining just minutes from Pittsboro, Chapel Hill, and the greater Triangle. Flexible living spaces, and an exceptional setting make this a rare opportunity in one of Chatham County's most sought-after communities. Come take a look today.

1379 Bradford Pl, Pittsboro

$799,000
3 Beds 3 Baths 10177395 MLS ACTIVE Status
Welcome to 316 Ross Drive, where timeless craftsmanship, modern updates, and room to grow come together on a stunning 2.8-acre homesite in one of Pittsboro's most desirable established communities. Offering approximately 2,800 square feet of beautifully maintained living space, this home has been thoughtfully updated and meticulously cared for. Recent improvements include a new HVAC system, updated finishes, and a durable 50-year roof, providing peace of mind for years to come. Inside, you'll find spacious living areas, abundant natural light, and a floor plan designed for both everyday living and entertaining. The updated kitchen and inviting gathering spaces create a warm and welcoming atmosphere, while the generous bedrooms offer comfort and flexibility for family, guests, or home office needs. What truly sets this property apart is its incredible expansion potential. A massive walk-up attic and full walk-out basement provide the opportunity to create substantial additional finished living space tailored to your needs, whether you envision a media room, guest suite, home gym, hobby space, multigenerational living area, or additional bedrooms and baths. Step outside and discover one of the property's most impressive features: a gorgeous 2.8-acre lot offering privacy, mature landscaping, and endless possibilities. The expansive backyard provides ample room for a future swimming pool, outdoor entertaining spaces, gardens, or simply enjoying the peaceful surroundings. Ideally located just minutes from charming downtown Pittsboro, Chatham Park, Jordan Lake, Chapel Hill, and the Research Triangle Park region, this home offers the perfect balance of privacy and convenience. Rarely does a property combine move-in-ready condition, significant future expansion opportunities, and such a beautiful homesite. 316 Ross Drive is more than a home, it's an investment in your lifestyle and your future. Rare opportunity! Seller's existing VA loan may be assumable by qualified buyers, potentially offering significant savings compared to current market interest rates. Assumption subject to lender approval, qualification requirements, and applicable VA guidelines. Contact listing agent for additional details.

316 Ross Dr, Pittsboro

$775,000
4 Beds 4 Baths 10172128 MLS ACTIVE Status
Discover this four-bedroom, three-and-a-half-bathroom single-family residence situated in Pittsboro, NC, offering substantial space for comfortable living. Set on an expansive 437,646 square-foot lot, this property provides exceptional privacy and land for those seeking room to spread out beyond the typical residential setting. The home's thoughtful layout includes multiple bedrooms and bathrooms, accommodating various living arrangements and guest accommodations. Located outside a subdivision, this residence offers the independence of a standalone property while maintaining convenient access to the Pittsboro area. This is an excellent opportunity to own a generously-proportioned home on considerable acreage.

743 Bowman Bare Rd, Pittsboro

$759,000
10142077 MLS ACTIVE Status
Discover 13+ acres of versatile land in a prime Pittsboro location, offering both privacy and convenience. An established easement provides driveway access to the majority of the property, creating a smooth path for building your dream home or exploring subdivision potential. With gently rolling terrain and ample space to design your ideal layout, this tract is well‑suited for a single private residence, a family compound, or multiple homesites. The setting feels peaceful and tucked away, yet you're just minutes from Highway 87 and US‑64, making commuting and everyday errands remarkably easy. Opportunities like this—size, flexibility, and location—don't come along often in Pittsboro. Bring your vision and make the most of this expansive, well‑positioned property.

Silk Hope Gum Springs Rd, Pittsboro

$799,900
4 Beds 4 Baths 10163391 MLS ACTIVE Status
Every day is a vacation at this marvelous 4 bedroom 3 1/2 bath Chatham County home! Let's start with the outside: A 24' diameter pool, hot and cold water shower with changing room plus a water slide with custom surround decking and clubhouse anchors the backyard, a wooded setting perfect for big gatherings or just relaxing with the family. There's also a deck and patio near the grill, and all the top boards on the decks are composite for low maintenance. There's a trail with a bridge around the over 2 acre lot for walking or riding the mountain bikes. There's plenty of room to park other toys too - RV, Boat, Trailers, you name it! Plus 2 electric wired storage buildings with security for your tools, hobbies or crafts. Heading inside, first is the big front porch perfect for a swing and rocking chairs. The Living Room features a gas log fireplace and in-wall surround speakers. And for a quiet afternoon read, the sitting room is ideal. A formal Dining Room fronts the renovated kitchen with new dishwasher and cooktop, and be sure to peer into the custom pantry! A breakfast nook and counter are great for informal meals or take it out to the sunroom for dining with a killer view. A large laundry room is off the hallway to the Primary Bedroom- and what a room it is - high ceilings, gas log fireplace, custom closets and an amazing view of the tree tops. Then there's the spa-like bathroom featuring two sinks, heated towel bar and a huge walk-in tiled shower with yet another breathaking view! Another spot for year round vacations! Upstairs are 3 bedrooms and 2 bathrooms, one en-suite. Perfect for the kids, guests and/or home office(s). The ground floor, accessed from stairs off the Laundry Room hall or 2 exterior doors, houses a 28 x 30 Entertainment Room with pool table, fridge, bar, A/V shelf, TV mount and surround sound. It could easily be converted to a one or two car garage as this was the original design. Also at this level is a one car garage with tons of customized storage shelving, plus an Exercise Room and a workshop with a huge safe for all your valuables!. All of this just 1/2 mile from the Haw River and Bynum, 10 minutes to Pittsboro, 25 minutes to Chapel Hill and 40 minutes to the RDU Airport! Come visit this one to see your everyday vacation getaway!

89 Lauren Ct, Pittsboro

$739,900
3 Beds 4 Baths 10164090 MLS ACTIVE Status
Updated rustic style home in popular Redbud neighborhood in Pittsboro on wooded 3.5 acres with privacy and 700 sq ft of decking including wrap-around decking on 3 sides. Open floorplan with new floors, new kitchen cabinets, stainless steel appliances, pantry, and updated baths. Main floor primary bedroom suite. Main living areas with wood ceiling, lots of windows, and a fireplace. Enjoy the window-filled loft area, and the lower level has 2 bedrooms and additional flex room, along with full bathroom and laundry area. No carpet in this home! Fenced area in backyard accessible from deck and basement. Garage storage has low ceiling height. Neighborhood has contracted with Spectrum for fiber internet and TV at bundled rate of $87 per month - great option for Buyer. Enjoy this wooded oasis while being close to Jordan Lake, Chatham Park, and downtown Pittsboro. Approximately 25 min to shopping in Apex

224 Buteo Rdg, Pittsboro

$725,000
3 Beds 3 Baths 10157338 MLS ACTIVE Status
There are homes... and then there are lifestyles. Welcome to the one that gives you both. And now even better! Seller offering a $10,000 buyer concession with an acceptable offer!! Built by the highly regarded Homes By Dickerson, this Green Certified ranch in Chatham Park is where thoughtful design meets effortless living. From the moment you walk in, you feel it, the warmth of engineered hardwood floors stretching across the main level, the natural flow of an open layout, and the kind of light that makes every space feel inviting. At the heart of the home, a true chef's kitchen steals the show: crisp white cabinetry, a striking gray island, quartz countertops, and stainless steel appliances, all perfectly positioned to keep you connected to the dining area and living room with custom built-ins. The main-level owner's suite is more than just a bedroom, it's your private retreat. Think spa-like bath, designer tile, and an oversized walk-in shower that makes everyday routines feel elevated. Add a second bedroom and a dedicated office on the first floor, and you have the flexibility today's buyers are searching for. Upstairs offers even more: a private bedroom and full bath, plus a massive unfinished storage area, ready to become whatever your future needs demand (bonus room, gym, studio... you name it). And then there's the porch. Screened, serene, and overlooking the woods. Your own quiet escape for morning coffee or evening unwinding. Living in Chatham Park means stepping into one of the Triangle's most exciting and thoughtfully planned communities. Enjoy parks, playgrounds, splash pad, dog park, sports fields, zip line, pickleball courts, a private pool, and over 30 miles of greenways. All just minutes from Jordan Lake State Recreation Area, downtown Pittsboro, and easy access to University of North Carolina at Chapel Hill. This isn't just a home! it's the next chapter you've been waiting for.

52 Shergold Dr, Pittsboro

$725,000
4 Beds 2 Baths 10093658 MLS ACTIVE Status The Snipes House BLDG.
This charming 4-bedroom, 2 bath home beautifully blends historic allure with contemporary updates. This delightful home boasts beautiful heart pine floors, stunning bead board accents, multiple fireplaces, custom cabinetry, & an array of additional features. Nestled in the delightful Bynum area, this property is a popular Air B&B. The general store/museum across the street offers live music on Friday evenings May to September & additional events. ''The Snipes House'' built in 1908, offers generous outdoor space with a one-acre lot, perfect for enjoying the great outdoors. Let this be your perfect family home or your next great investment. (This is a beautiful historic house. The square footage listed at 2460 does not include the delightful and useful 2nd floor flex room that is 399 square feet due to a partially low ceiling height. The useful, livable square footage of the home is 2859 sf. )

967 Bynum Rd, Pittsboro

$750,000
10137309 MLS ACTIVE Status
Surpassing other luxury communities throughout Chatham, Orange, and Wake Counties. Home sites capable of accommodating some of the largest custom residences in the Triangle region, including the most sprawling ranch plans. Exceptional impervious surface allowances provide owners with the flexibility to create expansive outdoor living spaces, including pools, detached garages, guest houses, and accessory dwelling units. Two fiber-optic internet providers available within the community. Municipal water service eliminates the need for private wells, with fire hydrants conveniently located throughout the neighborhood. Home sites are permitted for 5+ bedroom luxury plans. No city taxes. Whether large or small, every home is built to the highest standards of luxury, craftsmanship, and quality. This site is 1.38 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. This site is below the top of Burnette Mountain. Incredibly private site sloping back to a beautiful flowing mountain stream! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes to be gently stair-stepped into the mountainside for stunning views.. Summit is an exclusive new home community located just a couple miles from the Stunning Jordan Lake Preserve. Built by Sage Built Custom Homes, building legacy homes including many architectural styles and unlimited sizes, while located close to many of the Triangle-area's top destinations. We have nearly 30 Home-sites to choose from including Rolling Wooded Sites overlooking a Mountain Stream as well as well as open sites sitting high above the street and sites overlooking the Meadow. Each home is custom built to compliment the chosen site and will always include meticulous landscaping, Irrigation and low voltage lighting the driveways and even the mailboxes. The entryway design includes meticulously maintained areas, painted brick walls which welcome you to a truly magnificent place to build any legacy home with unlimited size and architectural designs. Located in an Excellent School District, including the New 74-million-dollar Seaforth High School only 6 Minutes away! Easy drive to RDU, Raleigh Executive Jetport, UNC Hospitals, and Campus, as well as RTP. Only 2.8 Miles from Jordan Lake Park boating and recreation area, comprising of 4,558 acres of woodlands along the shores of 13,940-acre Jordan Lake. The New I-540 is very convenient and the newest portion of the I-540 outer loop for easy access to I-40 towards the NC Coastal Areas and Great access to RDU and Durham.

264 Mountaintop Cir, Pittsboro

$700,000
4 Beds 3 Baths 10165183 MLS ACTIVE Status
Complete privacy in highly sought-after North Chatham, where peace and tranquility define everyday living--yet you're just a short drive to Pittsboro, Carrboro, Chapel Hill, and Chatham Park. Designed to embrace its serene surroundings, the home offers exceptional outdoor living with a welcoming wraparound porch and a spacious screened porch--perfect for relaxing, entertaining, and taking in the natural beauty. Inside, enjoy convenient main-level living with two bedrooms and a dedicated office on the first floor, all complemented by an open-concept layout filled with natural light. Upstairs, you'll find two generously sized bedrooms with large closets, along with abundant storage throughout the home. The expansive property provides ample opportunity to customize, with plenty of space to add a garage, workshop, or additional outbuildings. A rare combination of privacy, flexibility, and proximity--this is North Chatham living at its finest.

304 Wrights Way, Pittsboro

$750,000
10137225 MLS ACTIVE Status
This site is 2.974 Acres. County water, natural gas, fiber optics ready in place! Heavily Wooded. Also protected on one side with a 50 Vegetative Steam Buffer. Surpassing other luxury communities throughout Chatham, Orange, and Wake Counties. Home sites capable of accommodating some of the largest custom residences in the Triangle region, including the most sprawling ranch plans. Exceptional impervious surface allowances provide owners with the flexibility to create expansive outdoor living spaces, including pools, detached garages, guest houses, and accessory dwelling units. Two fiber-optic internet providers available within the community. Municipal water service eliminates the need for private wells, with fire hydrants conveniently located throughout the neighborhood. Home sites are permitted for 5+ bedroom luxury plans. No city taxes. Whether large or small, every home is built to the highest standards of luxury, craftsmanship, and quality.County water, natural gas, fiber optics ready in place! This is a legacy home community with country estate living, while located close to many of the Triangle-area's top destinations. With home-sites ranging from one-acre to just under seven-acres and an elevation peak rising 600-feet above the community gas lit entrance, Summit offers a land plan that allows its homes to be gently stair-stepped into the mountainside for stunning views.. Summit is an exclusive new home community located just a couple miles from the Stunning Jordan Lake Preserve. Built by Sage Built Custom Homes, building legacy homes including many architectural styles and unlimited sizes, while located close to many of the Triangle-area's top destinations. We have nearly 30 Home-sites to choose from including Rolling Wooded Sites overlooking a Mountain Stream as well as well as open sites sitting high above the street and sites overlooking the Meadow. Each home is custom built to compliment the chosen site and will always include meticulous landscaping, Irrigation and low voltage lighting the driveways and even the mailboxes. The entryway design includes meticulously maintained areas, painted brick walls which welcome you to a truly magnificent place to build any legacy home with unlimited size and architectural designs. Located in an Excellent School District, including the New 74-million-dollar Seaforth High School only 6 Minutes away! Easy drive to RDU, Raleigh Executive Jetport, UNC Hospitals, and Campus, as well as RTP. The New I-540 is very convenient and the newest portion of the I-540 outer loop for easy access to I-40 towards the NC Coastal Areas and Great access to RDU and Durham.

383 Westhampton Dr, Pittsboro

$775,000
3 Beds 4 Baths 10158519 MLS ACTIVE Status
*DECK IS BEING REPLACED WILL BE NICE AND NEW SOON!* Tucked away on 5.3 acres of peaceful, wooded surroundings, this 3-bedroom, 3.5-bath home offers a private retreat just 5-10 minutes from downtown Pittsboro! A winding setting with a trail leading down to the river creates a rare opportunity to enjoy nature right outside your door. Inside, the living room features soaring vaulted ceilings with exposed wood beams and a cozy fireplace, bringing warmth and character to the heart of the home. The main-level primary suite provides convenience and comfort, while the second floor offers two additional bedrooms and a versatile loft space--ideal for a reading nook, office, or additional lounge area. Step outside to a sprawling deck designed for entertaining, complete with multiple areas to gather, relax, and take in the wooded views. Whether hosting or enjoying a quiet morning, the setting delivers a true sense of escape. The expansive unfinished basement (1,936 sq ft) offers incredible potential, with multiple flex spaces ready to be customized to fit your needs--whether for hobbies, storage, or future expansion. A unique blend of privacy, natural beauty, and proximity to Pittsboro--this property is ready to be enjoyed as-is or taken to the next level!

767 Redbud, Pittsboro

$725,000
10080219 MLS ACTIVE Status
LIVE ABOVE....ON BURNETTE MOUNTAIN IN CHATHAM COUNTY WITH FAR-REACHING VIEWS OF CHAPEL HILL This 6.7 Acre lot is near the TOP! Surpassing other luxury communities throughout Chatham, Orange, and Wake Counties. Home sites capable of accommodating some of the largest custom residences in the Triangle region, including the most sprawling ranch plans. Exceptional impervious surface allowances provide owners with the flexibility to create expansive outdoor living spaces, including pools, detached garages, guest houses, and accessory dwelling units. Two fiber-optic internet providers available within the community. Municipal water service eliminates the need for private wells, with fire hydrants conveniently located throughout the neighborhood. Home sites are permitted for 5+ bedroom luxury plans. No city taxes. Whether large or small, every home is built to the highest standards of luxury, craftsmanship, and quality.County water, natural gas, fiber optics ready in place! The Summit is an exclusive new home community Built by Sage Built Custom Homes, building legacy homes including many architectural styles and unlimited sizes, while located close to many of the Triangle-areas top destinations. This home-site is over 5 Acres near the elevation peak rising 600-feet above the community's gas lit entrance The Summit offers a land plan that allows its homes to be gently stair-stepped into the mountainside for stunning views of the surrounding Area! We have nearly 30 Home-sites to choose from with Rolling Wooded Sites overlooking a Mountain Stream as well as well as open sites sitting high above the street and sites overlooking the Meadow. Each home is custom built to compliment the chosen site and will always include meticulous landscaping, Irrigation and low voltage lighting the driveways and even the mailboxes. The entryway design includes meticulously maintained areas, painted brick walls which welcome you to a truly magnificent place to build any legacy home with unlimited size and architectural designs. Located in an Excellent School District, including the New 74-million-dollar Seaforth High School only 6 Minutes away! Easy drive to RDU, Raleigh Executive Jetport, UNC Hospitals, and Campus, as well as RTP. The New I-540 is very convenient to the newest portion of the outer loop providing easy access to I-40 towards the NC Coastal Areas and West Towards RDU and Durham.

473 Westhampton Dr, Pittsboro

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 .