Refine Search
Sort by
$1,160,000
4 Beds 5 Baths 10181215 MLS ACTIVE Status
Updated custom home in Henry's Ridge with a first-floor primary suite, designated office, formal dining room and oversized sunroom on 1.6 private acres. Offering 4 bedrooms, 3 full baths, 2 half baths, and 4,847 square feet, this home is conveniently located just off Hwy. 64 near Jordan Lake with easy access to Pittsboro, Chapel Hill, Apex, and Cary. Extensively updated in 2021 with a remodeled kitchen featuring custom cabinetry, quartz countertops, oversized 3-inch island, expanded pantry with appliance nook, custom mudroom, enlarged laundry room with built-in dog wash, refinished hardwood floors, fresh interior paint, and custom built-ins.Outdoor living is designed for entertaining with an in-ground pool, pool house, exterior half bath, renovated decks, professionally landscaped yard, irrigation system, and commercial-grade landscape lighting. Additional features include a tankless water heater, reverse osmosis water filtration system, generator wiring, and an additional water heater with recirculation. The flat, tree-lined lot backs to approximately 80 acres that are unlikely to be developed, providing exceptional long-term privacy. Parking for approximately 12 vehicles.

242 Henrys Ridge Rd, Pittsboro

$1,275,000
4 Beds 5 Baths 10181067 MLS ACTIVE Status
Privately tucked away at the end of a quiet cul-de-sac beneath a mature canopy of hardwoods, this extraordinary custom estate presents a rare opportunity to create a truly personalized luxury residence on four private acres within Pittsboro's exclusive Fox Oak community. Now is the ideal time to make your vision a reality. As construction begins, discerning buyers will have the unique opportunity to collaborate directly with the builder to personalize finishes, refine living spaces, and tailor select design elements to complement their lifestyle. Inspired by timeless modern farmhouse architecture with refined estate-style influences, this exceptional home will offer 4,332 heated square feet and more than 5,473 square feet under roof. Designed to balance elegant entertaining with comfortable everyday living, the thoughtfully crafted floor plan features four bedrooms, four-and-a-half baths, and expansive open living spaces filled with natural light. At the heart of the home, the dramatic great room flows effortlessly into a designer kitchen centered around an oversized gathering island. An exceptional scullery pantry with additional cabinetry, countertops, and dedicated prep space provides both beauty and function, making entertaining seamless while keeping the main kitchen pristine. Distinctive architectural details elevate every space, including a welcoming wraparound front porch, cathedral-ceiling library, striking statement staircase, spacious loft retreat, two private offices, and a generous bonus room ideal for a media room, fitness studio, recreation space, or additional guest accommodations. The luxurious primary suite is designed as a peaceful private retreat, complete with dual vanities, a freestanding soaking tub, oversized walk-in shower, and an expansive custom walk-in closet with built-in wood shelving. The surrounding four-acre homesite offers exceptional privacy while providing ample room for future outdoor amenities. Buyers can work directly with the builder to discuss potential enhancements, including a custom pool, outdoor kitchen, fire feature, sports court, gardens, or additional entertaining spaces—creating an estate that is as impressive outdoors as it is inside. Located within the prestigious Fox Oak community, this is a rare opportunity to build a one-of-a-kind custom luxury home that combines exceptional craftsmanship, timeless architecture, and the freedom to personalize nearly every detail in one of Pittsboro's most desirable settings.

97 Fox Oak Trl, Pittsboro

$1,199,000
4 Beds 5 Baths 10179589 MLS ACTIVE Status Hamilton BLDG.
Under Construction - Ready in February 2027. Nestled on a private 1.14-acre wooded homesite in the highly sought-after Corbett Landing community, this Hamilton Modern Farmhouse offers exceptional craftsmanship, thoughtful design, and elevated custom finishes throughout. Designed for both everyday living and entertaining, this home features a highly desirable main-level layout with a luxurious primary suite, private guest bedroom, dedicated study, and expansive walk-in pantry. The open-concept living spaces showcase custom details throughout, including upgraded trim, elegant wainscoting, built-in cabinetry, designer wallpaper in the powder room, and a stunning upgraded fireplace with a stained white oak mantle. The gourmet kitchen is thoughtfully appointed with cabinetry extending to the ceiling, upgraded quartz countertops, additional cabinetry, and premium finishes designed for both beauty and functionality. The main-level laundry room provides exceptional convenience with additional cabinetry, countertop space, and a dedicated sink. The luxurious primary suite features a spa-inspired bath with upgraded tile selections, premium countertops, upgraded plumbing fixtures, and durable hard flooring. The second floor offers incredible flexibility with two additional bedrooms, a spacious flex room, a large recreation room, and a walk-in attic providing abundant storage space. Every detail has been carefully selected, from upgraded tile and countertops throughout to designer plumbing fixtures and custom finishes that elevate the home's overall feel. Surrounded by mature trees and offering a rare sense of privacy, this exceptional home combines modern farmhouse charm with the quality and craftsmanship expected in Corbett Landing. $30,000 use as you choose incentive with use of preferred lender and attorney. To be used toward rate buy down, closing costs, or upgrades.

375 Gaines Trl, Pittsboro

$1,575,000
4 Beds 5 Baths 10177168 MLS ACTIVE Status
If peace, privacy, and luxury are at the top of your wish list, than this exceptional home by ICG Homes delivers. Tucked away on one of the quietest cul de sac streets in sought after Ryan's Crossing with room for a pool, this thoughtfully designed home offers a highly functional floor plan with endless possibilities for entertaining, working from home, hosting guests, and everyday living. The main level features a luxurious first floor owner's suite, plus private guest suite, dedicated study, formal dining room, and an expansive family room that flows seamlessly into the chef's kitchen and screened porch with fireplace. Beautifully appointed with premium Thermador appliances, an oversized center island, and a spacious walk in pantry, the kitchen is designed to impress while making everyday living effortless. The spa inspired owner's bath and oversized walk in closet create a private retreat you'll look forward to every day, while abundant storage throughout the home ensures there's a place for everything. Upstairs, you'll find spacious secondary bedroom suites, a large game room, media room, and generous walk in storage. A screened porch and three car garage complete this remarkable home, offering the perfect setting to relax and enjoy the peaceful surroundings. Ryan's Crossing is one of the Triangle's premier luxury communities, surrounded by acres of protected conservation land with scenic walking trails, yet just minutes from Chapel Hill, UNC, Duke, RTP, Jordan Lake, and the growing amenities of Pittsboro. Photos are of a previously built by ICG Homes and are for illustrative purposes only. Square footage is based on architectural plans, & property taxes are based on vacant lot.

377 Lila Dr, Pittsboro

$1,450,000
4 Beds 5 Baths 10174472 MLS ACTIVE Status
Set on a breathtaking 2.5-acre wooded homesite just moments from Jordan Lake, Seaforth High School, and the vibrant heart of the Triangle, this extraordinary custom estate is a showcase of timeless luxury, exceptional craftsmanship, and inspired design. Scheduled for completion in October 2026 after being showcased in the Chatham County Parade of Homes, the residence has been thoughtfully envisioned to blend sophistication with warmth, creating spaces that are both grand and inviting. Expansive windows fill the home with natural light, further emphasizing carefully curated finishes and architectural details that elevate everyday living. At the heart of the home, a spectacular designer kitchen is crafted for gathering and celebration. An oversized statement island anchors the space, complemented by bespoke custom cabinetry and premium Café™ smart appliances that combine professional-grade performance with enduring style. The main-level owner's retreat serves as a private sanctuary, featuring a spa-inspired bath designed for relaxation and renewal. A dedicated guest suite and ensuite baths for every bedroom help ensure comfort and privacy for family and guests. Outdoor living is equally impressive. Vaulted screened porches and elegant outdoor entertaining spaces create a seamless connection to the natural surroundings, offering peaceful, wooded views and a perfect setting for enjoying Carolina evenings year-round. Nestled within an enclave of distinguished custom homes, this exceptional property offers the rare advantage of no HOA and minimal covenants, preserving both privacy and community character. Encompassing 3,688 heated square feet and 5,025 square feet under roof, the home reflects the builder's renowned commitment to quality, craftsmanship, and attention to detail. Located in one of the region's most desirable areas, it provides the perfect balance of tranquility, convenience, and luxury living. Current photographs showcase both construction progress and the remarkable level of artistry that will define the completed residence.

35 Big Bear Dr, Pittsboro

$1,475,000
4 Beds 5 Baths 10172726 MLS ACTIVE Status
Timeless architecture meets modern luxury in this exceptional custom residence by The Rexford Group, located within the prestigious estate community of Corbett Landing. Inspired by classic European country estates, this thoughtfully designed 3,825-square-foot home showcases striking brick architecture, dramatic rooflines, expansive windows, and exceptional craftsmanship throughout. Designed for both everyday living and elegant entertaining, the home features a sought-after first-floor primary suite, dedicated home office, spacious bonus room, and 4.5 beautifully appointed baths. The heart of the home is the impressive great room with soaring vaulted ceilings, creating a grand yet welcoming atmosphere filled with natural light. Thoughtfully designed living spaces flow seamlessly throughout, offering comfort, functionality, and timeless appeal. Situated on a generous 1.59-acre homesite surrounded by preserved natural beauty, mature hardwoods, and rolling topography, the property provides a rare combination of privacy and community. A three-car garage offers ample storage and convenience, while the home's setting creates a true sense of retreat. Residents of Corbett Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, preserved open spaces, and thoughtfully planned natural surroundings. Ideally located near Chapel Hill, Durham, Raleigh, Chatham Park, and historic downtown Pittsboro, the community offers the perfect balance of tranquility and accessibility. Timeless architecture meets modern luxury in this exceptional custom residence by The Rexford Group, located within the prestigious estate community of Corbett Landing. Inspired by classic European country estates, this thoughtfully designed 3,825-square-foot home showcases striking brick architecture, dramatic rooflines, expansive windows, and exceptional craftsmanship throughout. Designed for both everyday living and elegant entertaining, the home features a sought-after first-floor primary suite, dedicated home office, spacious bonus room, and 4.5 beautifully appointed baths. The heart of the home is the impressive great room with soaring vaulted ceilings, creating a grand yet welcoming atmosphere filled with natural light. Thoughtfully designed living spaces flow seamlessly throughout, offering comfort, functionality, and timeless appeal. Situated on a generous 1.59-acre homesite surrounded by preserved natural beauty, mature hardwoods, and rolling topography, the property provides a rare combination of privacy and community. A three-car garage offers ample storage and convenience, while the home's setting creates a true sense of retreat. Residents of Corbett Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, preserved open spaces, and thoughtfully planned natural surroundings. Ideally located near Chapel Hill, Durham, Raleigh, Chatham Park, and historic downtown Pittsboro, the community offers the perfect balance of tranquility and accessibility.

307 August Trace Dr, Pittsboro

$1,499,500
4 Beds 5 Baths 10168964 MLS ACTIVE Status Easterling Benson Fine Homes 2, Llc BLDG.
Experience luxury living in this move-in ready custom home - a 2025 Parade of Homes Gold Medal winner. Thoughtfully designed with exceptional craftsmanship and resort-style outdoor living, this home is truly a must-see. A sprawling front porch overlooks the stocked pond with tranquil water feature, creating the perfect setting to relax and unwind. Inside, the open-concept floor plan is filled with natural light and showcases stunning views from both the front and back of the home. Designed for everyday living and effortless entertaining, the chef's kitchen features high-end finishes, a spacious scullery, and walk-in pantry. The main-floor primary suite offers a private retreat, while the dedicated office on the first floor provides ideal work-from-home flexibility. Step outside and discover your own private oasis. The backyard was made for year-round enjoyment with a pool, oversized screened porch with retractable screens and heaters, and a built-in grill perfect for entertaining in every season. Additional highlights include an oversized 2-car garage plus convenient access from the pool area to a full bath and sauna. Every detail of this award-winning custom home was carefully curated to combine luxury, comfort, and functionality.

49 Harrison Pond Dr, Pittsboro

$2,100,000
3 Beds 5 Baths 10157478 MLS ACTIVE Status
Escape to equestrian property heaven. This custom equestrian estate offers a rare blend of privacy, functionality, and elevated views just minutes from Lake Jordan. Positioned on a hilltop, the home overlooks rolling horse pastures framed by mature hardwoods, with sunsets that can be enjoyed from the expansive covered back porch spanning the width of the home. The custom-built residence features 3 bedrooms and 5 bathrooms across approximately 3,833 square feet, with extensive upgrades throughout including extensive custom millwork and detailed trim, hardwood flooring, and a great room with exposed beam cathedral ceilings. The kitchen is designed for both everyday living and entertaining, highlighted by high-end granite surfaces, custom cabinetry, and a two way fireplace. Equestrian amenities are thoughtfully designed and include a custom 6-stall barn with tack room, lofted hay storage, paddocks, lighted riding arena, and multiple pastures with 3 rail wood fence with no climb. The property is fully equipped for both personal use and training, with pasture views visible from multiple vantage points throughout the property. Possibility for additional acreage. Additional improvements include a detached 3-car garage with unfinished space above, already roughed in with electrical. Located just minutes from major commuting routes, and nearby amenities, with convenient access to Pittsboro, Apex, and RTP. This property combines rural setting with accessibility. Vista Point Boat Ramp and Jordan Lake Beach are just right down the road. Mason Point Horse Trail at Jordan Lake is 16 miles away.

548 Double N Rd, Pittsboro

$1,050,000
5 Beds 5 Baths 10136128 MLS ACTIVE Status
PRICE IMPROVEMENT - Sellers are highly motivated and have positioned this exceptional property aggressively for a quick sale, creating a rare opportunity to own one of Chapel Ridge's most distinctive custom homes at an incredible value. Discover the pinnacle of luxury living in this one-of-a-kind custom craftsman farmhouse tucked away on a private, wooded lot in the prestigious Chapel Ridge community. With over 5,300 square feet, 5 bedrooms, 4.5 bathrooms, and standout architectural details at every turn, this home truly has it all. Step through the front door and prepare to be wowed by the soaring 23-foot coffered ceilings and the jaw-dropping showpiece fireplace that defines the living room—an unforgettable first impression. The main level offers effortless living with a spacious first-floor primary suite and a dedicated home office, perfect for today's lifestyle. Multiple French doors flood the home with natural light and open onto an expansive wraparound covered porch, creating seamless indoor-outdoor flow. All new carpeting throughout. Downstairs, the newly remodeled walkout basement feels like its own private retreat, complete with a full kitchen, laundry area, living space, and separate entrance. It's the ideal setup for multigenerational living, long-term guests, rental potential, or the ultimate entertainment zone. The fifth bedroom has been thoughtfully converted into a home gym, offering even more flexibility. Outside, enjoy a large, fully fenced backyard surrounded by mature trees for exceptional privacy. Major updates provide peace of mind, including a 2021 roof and three newer HVAC/furnace systems (2019, 2021, and 2022). Loaded with custom finishes, architectural character, and significant recent improvements, this home is move-in ready and offers an unmatched combination of luxury, functionality, and value. The substantial price adjustment reflects seller motivation—not property condition—making this an exceptional opportunity in Chapel Ridge.

11 Grey Oak Ct, Pittsboro

$1,749,999
4 Beds 5 Baths 10164040 MLS ACTIVE Status
Welcome to your slice of paradise! Nestled on a sprawling 2-acre lot, this exquisite French Country estate is a masterpiece created by a local custom builder. Every corner of this home reflects unparalleled craftsmanship and attention to detail, making it a true sanctuary for modern living. As you enter, you'll be greeted by a stunning library featuring built-in bookshelves and a custom wine rack, perfect for your collection. The inviting family room boasts a gas log fireplace and charming built-ins, ideal for family gatherings. The home is flooded with natural light, even on cloudy days you don't need harsh overhead lighting with the abundance of windows! The heart of the home is the chef's kitchen, which delights with quartz countertops, custom cabinetry, a massive center island, high-end stainless steel Jenn Aire appliances, and a farmhouse sink. For added convenience, the scullery is equipped with an extra dishwasher and ample storage for all your culinary needs. Retreat to the first-floor primary suite, a serene space featuring a coffered ceiling, a relaxing soaking tub, and a spa-like walk-in shower complete with a rain shower head. The fantastic walk-in closet/dressing room connects seamlessly to the laundry room, ensuring ultimate convenience. Additionally, a first-floor guest suite offers comfort for your visitors. Upstairs, you'll find three generously sized bedrooms and two full baths, along with a large bonus room complete with a wet bar, perfect for entertaining. Zero entry from the oversized three-car garage enhances the practicality of this beautiful home making in and out a breeze. Other special features include a water softener/filter, landscape lighting, a sealed crawl space, an irrigation system, an elevator shaft, and a tankless water heater. Step outside to discover a wonderful covered back porch with retractable Phantom screens and a cozy fireplace, overlooking an extensively landscaped ''pool-ready'' backyard--your private oasis for relaxation and entertaining. Conveniently located near Downtown Pittsboro and Downtown Apex, this estate offers the perfect blend of tranquil living and accessibility to local amenities.

48 Stevens Creek Dr, Pittsboro

$887,000
6 Beds 5 Baths 10156650 MLS ACTIVE Status
Welcome to this exceptional 2023-built walk-out BASEMENT home in the GATED preserve of The Parks at Meadowview where privacy, space, and thoughtful design come together beautifully. If you are looking for a restful retreat loaded with beautiful trees, stunning parks, pedestrian sidewalks that encourage community and being near all of the amenities of small town Pittsboro this is it! Situated on a generous wooded lot, this 4,833 sq ft residence offers 6 bedrooms and 5 full bathrooms, providing both comfort and flexibility for modern living. The fully finished basement is a rare find in North Carolina, offering expansive living space for recreation, a home gym, a music room, or multi-generational living. Inside, durable and stylish LVP flooring flows throughout most of the home, with select carpet in basement rooms offering added comfort. The main level features a bright office with elegant French doors, a functional mudroom with bench and storage, and a living area with custom built-ins around the fireplace. The expansive primary bedroom suite beckons as an oasis with a free standing soaking tub, generous shower, two separate large vanities with individual sinks and a spacious custom designed closet. The beautifully designed gourmet kitchen is a true centerpiece, highlighted by designer pendants centered over a large island with to ''die for'' jet black kitchen cabinets with designer hardware, farm sink with a decorator gold colored teardrop faucet. And, in addition, an exquisite butler's pantry. Step outside to enjoy the screened-in porch, plus an extended open-air section ideal for dining, grilling or entertaining. Every detail in this home reflects quality, style, and thoughtful design making it a standout in one of North Carolina's most desirable communities. This home blends modern construction, rare basement living, and elevated finishes for a truly exceptional living experience.

89 N Parkside Dr, Pittsboro

$1,195,000
4 Beds 5 Baths 10166299 MLS ACTIVE Status Brighton BLDG.
Homes By Dickerson is building the Brighton in Corbett Landing, ideally situated on a coveted cul-de-sac lot adjacent to a neighborhood pocket park. This custom luxury home features a main-level primary suite and study, along with a powder room and laundry room with sink. The second floor offers three bedrooms, three full bathrooms, and a spacious rec room. The main living areas showcase a vaulted kitchen and dining space with exposed beams, opening to a screened porch with fireplace. Thoughtful details include custom trim work in the study, built-in bookcases flanking the family room fireplace, and a scullery complete with base and wall cabinetry, sink, and beverage refrigerator. Additional highlights include lockers in the owner's entry, designer wallpaper in the powder room, and hard surface flooring throughout the main level. The home is finished with custom features throughout and a fully landscaped yard with irrigation.

81 Loggers Run, Pittsboro

$1,295,000
5 Beds 5 Baths 10165584 MLS ACTIVE Status
**PRICE REDUCED to $1,295,000. Tons of functional upgrades and a beautiful acre lot within a 15 minute drive to downtown Chapel Hill. Bring your questions and your best offers!** Tucked at the end of a quiet cul-de-sac in one of North Chatham's most coveted communities, 66 Romie Court (5 bedrooms, 4.5 baths) is the rare home that genuinely delivers on the promise of work-life balance without sacrificing a single luxury. Fresh interior paint and recessed lighting welcome you into a sunny, open floor plan designed for comfortable daily living and effortless entertaining. The four-season room with large sliding glass doors off the main living area invites you to breathe deeply, slow down, and take in the wooded surroundings in every month of the year. A spacious primary suite with a second three-season room, brand new carpet, a soaking tub and huge walk-in closet echoes the tranquility of the space downstairs, and three additional upstairs bedrooms give everyone ample room to spread out. The fifth bedroom, a first-floor en-suite, is a huge bonus for guests, in-laws, or even a secondary office. Head up to the third level for over 700 square feet of flex space to meet any need, including a built in projector and sound bar for a luxe home entertainment experience. The 3 car garage and widened driveway make it easy to get in and out and provide tons of storage. When you're ready to get outdoors, you can head down to your 15'x30' deck-level pool and enjoy the built-in stone grill, dining and lounge space surrounded by a peaceful oasis of mature trees, and a privacy fence. Gardeners will love the bounty of 10+ mature blueberry bushes and two magnificent 30-foot ''Fruit Cocktail'' trees bearing plums, nectarines, peaches, and apricots throughout the year, and enjoy the sustainability provided by four raised garden beds with drip irrigation. If the aesthetics and peaceful surroundings weren't enough to set this property apart, the owners have also equipped it with functional upgrades including a 24KW Generac whole-home generator, a whole-home reverse osmosis filtration system, an under-counter UV filtration tap, a robust Guardian home security system, a sealed crawlspace, Rinnai Tankless water heater, and hard wired data ports throughout for seamless working, streaming, and gaming. With approximately 40 homes spread across one-plus acre lots, this North Chatham neighborhood offers the rare combination of true privacy and genuine community, all within easy reach of Chapel Hill, RTP, and growing downtown Pittsboro. Your retreat is ready. Come claim it!

66 Romie Ct, Pittsboro

$1,299,950
4 Beds 5 Baths 10160405 MLS ACTIVE Status
Grading is complete and permits are in place now is your chance to have your dream home overlooking Hole #2 of the highly sought-after Fred Couples Signature 18-hole golf course in the next 12 months. This thoughtfully designed 4,323 sqft home features an open and airy layout with 10 ft and 19 ft ceilings on the main level and 9 ft ceilings on the second floor, creating a bright and expansive feel throughout. The home offers 4 spacious bedrooms and 4.5 bathrooms, all secondary bedrooms are en-suite for ultimate comfort and privacy. The chef's kitchen is a true centerpiece, showcasing ceiling-height cabinetry, quartz countertops, stainless steel Bosch appliances, and a 36-inch gas range. A separate scullery kitchen adds both functionality and elegance. The kitchen flows seamlessly into the main living area, highlighted by a 48-inch gas fireplace and large sliding patio doors that open to a backyard with beautiful golf course views. Additional features include hardwood flooring throughout the main living areas, carpet in the bedrooms, and a tankless water heater for efficiency. A dedicated gym or media room and a spacious loft overlooking the main level provide flexible living and entertainment spaces. Situated on a private homesite, the property also includes a 3-car garage. Located in Chapel Ridge, residents enjoy resort-style amenities including a clubhouse, pool, fitness center, pickleball courts, tennis courts, volleyball, basketball, a soccer field, and, of course, championship golf.

45 Quail Pt, 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 .