Pittsboro Real Estate Search

Pittsboro Single Family Properties for Sale

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Newest Pittsboro Single Family Homes for Sale

865 Marshall Rd, Pittsboro
$2,100,000
4 Beds ⋅ 3 Baths ⋅ 10175188 MLS ⋅ ACTIVE Status
There's a new MARSHALL in town!! :) An exceptional opportunity to acquire 33+ STUNNING ACRES with remarkable lifestyle appeal and long-term investment potential! This unique destination property offers the rare combination of privacy, flexibility, and convenience in a growing area that still preserves a peaceful country atmosphere. With multiple perk sites and potentially more, significant value has been established for multi-generational living, future homesites, rental income opportunities, subdivision potential, or strategic long-term investment. The property already showcases an impressive blend of renovated living spaces, newer and updated structures, farming and gardening areas, pasture(s), fencing, pond(s), trails, and thoughtfully designed separation options. Whether your vision includes a private family compound, income-producing retreat, hobby farm, estate property, or future development venture, this property provides the space, infrastructure, and versatility to bring those plans to life while maximizing future value. The current main residence, situated in the heart of the property, features 3 bedrooms / 1 full bath and has been updated throughout with comfortable, move-in-ready living spaces, rocking chair front porch and side deck. Additional improvements include an incredible oversized 3-car garage with workshop space and an attached studio-style living area offering 1 bedroom and 1 full bath—ideal for guests, extended family, rental income, or a private office. A separate "small home" adds even greater flexibility, featuring another 1 bedroom, 1 full bath, kitchen/living room, and even a picturesque window bedroom overlooking the pond & fountain, creating an inviting setting for guests, tenants, peaceful retreats, or creative pursuits. Further contributing to its appeal is a 2-stall horse barn with tack room, other small buildings and an additional 2nd large garage/storage building for RV, tractor and/or other farm toys. Properties offering this level of acreage, infrastructure, flexibility, and future upside are increasingly difficult to find, especially in a high-growth location. Enjoy an extraordinary country lifestyle today, while positioning yourself for future appreciation and income possibilities. With potential perk sites and extensive improvements already in place, many of the key steps have been completed, making this a compelling opportunity for buyers seeking both immediate enjoyment and lasting value. Owners are currently renting all 2 of the living areas on a month-to-month basis - see LA for details - could be all moved out by closing or potentially stay pending buyer preference. Opportunities like this are rare—don't miss the chance to secure a property that can serve your family, your goals, and future generations to come!

865 Marshall Rd, Pittsboro

307 August Trace 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

20 Brushwood Ct, Pittsboro
$825,000
6 Beds ⋅ 4 Baths ⋅ 10170894 MLS ⋅ ACTIVE Status
Welcome to 20 Brushwood Court in the sought-after Chapel Ridge Community of Pittsboro! This stunning 6 bedroom 3 ½ bath 2-story home offers nearly 4,000 square feet of beautifully designed living space. This move-in ready home is situated on a spacious .53-acre lot overlooking fairway 3 of the golf course. Inside, you will find fresh interior paint throughout, soaring vaulted ceilings, spacious closet's, real hardwood floors, an open and inviting layout, and a gourmet chef's kitchen with top of the line wolf dual range and a sub zero refrigerator perfect for entertaining or everyday living. The spacious primary suite features a private sun room, a luxurious walk-in shower and an impressive walk-in closet. With five other bedrooms, you'll enjoy endless opportunities to customize the rooms to fit your needs, whether it's a home office, gym, yoga studio or bonus room the options are endless. Step outside and enjoy the peaceful golf course views from the back deck and patio area, ideal for grilling and outdoor gatherings. The welcoming front porch creates the perfect spot to relax with your morning coffee. Additional features include a security system, irrigation system, central vacuum system and a new heat pump for the main level installed in 2025 and a newer roof installed in 2019. The washer and dryer will convey with an acceptable offer. Located in the desirable Chapel Ridge golf community, this exceptional property combines luxury, comfort, and scenic living all in one. The community includes access to the clubhouse with fitness center and restaurant, pool, tennis courts, sports courts, and athletic fields. Golf memberships are available for the 18-hole championship course designed by JMP Golf Design and Fred Couples. Ideally located just minutes from downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this property combines scenic surroundings with everyday convenience.

20 Brushwood Ct, Pittsboro

205 Anolis Dr, Pittsboro
$857,000
3 Beds ⋅ 3 Baths ⋅ 10168889 MLS ⋅ ACTIVE Status
Rustically handsome and rich with character, 205 Anolis offers approximately 2,700 square feet of living space set on 12 remarkable acres in the Redbud community. Tucked at the end of a gravel road, the property unfolds into a beautiful mix of hardwood and pine forest, rolling pasture, and an intermittent stream that feeds into Temple Creek, a tributary of the Haw River. A vernal pool in the lower pasture has even served as a field study site for naturalists from the NC Museum of Natural History, where spring peepers and chorus frogs can be observed in their native habitat. The home itself is a thoughtful blend of craftsmanship and history. The original section, built in 1993, incorporates hand-adzed logs repurposed from three historic barns in Hillsborough, complemented by custom-cut timbers. A 2005 addition seamlessly integrates with the original structure and features flooring, trim, and built-in cabinetry milled on site from solid white and red oak harvested directly from the land. A striking masonry fireplace, built by well known and adored local artisan Joe Kenlan, serves as both a focal point and a highly functional heat source, capable of warming the entire home using wood from the property. Equestrian and outdoor enthusiasts will appreciate the well-planned features, including a horse barn, detached garage, and fenced pasture with Cameo high-tensile horse safety fencing. The riding ring is thoughtfully constructed with a crushed stone base and gravel surface for excellent drainage and year-round usability. The lower portion of the land, known as ''The Nursery,'' was once part of Mellow Marsh Farm, and still retains its terraces and pathways. The property has been maintained without herbicides or pesticides, preserving a healthy and natural environment. Wildlife is abundant, with frequent sightings of songbirds, raptors--including Cooper's Hawks and Barred Owls--wild turkeys, deer, foxes, and more. Black vultures have even returned to nest in the barn, and Eastern Box Turtles and Green Anoles are common sights in warmer months. From Redbud, nearby trails connect to the Haw Slopes Natural Area and the Haw River, offering the rare opportunity to hike for miles--even all the way to Bynum--without crossing a road. Landowners' covenants are in place to preserve the peace, quiet, and natural beauty of the area. 205 Anolis is a truly special property--private, storied, and deeply connected to the surrounding landscape.

205 Anolis Dr, Pittsboro

800 Golfers Vw, Pittsboro
$849,900
5 Beds ⋅ 3 Baths ⋅ 10168502 MLS ⋅ ACTIVE Status
Experience golf course living at its finest in this stunning home overlooking the 14th hole of The Golf Club at Chapel Ridge. Thoughtfully designed with both comfort and style in mind, this home offers over $60K in exceptional upgrades including a beautifully landscaped backyard with hot tub, a water filtration system, built-in bookshelves, and a Murphy Bed! Inside, hardwood floors and crown molding extend throughout the home, creating a refined and cohesive feel. The well-appointed kitchen features stainless steel appliances, quartz countertops, crowned cabinetry with under-mount lighting, recessed lighting, a tile backsplash, and a spacious center island with bar seating and a sink, along with a walk-in pantry for ample storage. The family room serves as a warm gathering space with a gas log fireplace with a side bookcase, a window bench seating with built-in storage, and a wall of windows that fills the home with natural light. An open dining area enhances the home's flowing layout, perfect for everyday living and entertaining. The main floor owner's suite offers a private retreat complete with a walk-in closet and an en-suite bath featuring dual vanities, a tiled walk-in shower, and a separate water closet. A main floor guest bedroom with a walk-in closet and adjacent full hall bath provides flexibility for visitors or multigenerational living. Additional conveniences include a laundry room with cabinetry, and a garage entry drop zone for everyday organization. Upstairs, a spacious loft offers additional living space alongside three generously sized bedrooms each with walk-in closets, a hall bath, and a versatile bonus room ideal for a media room, home office, or play space. The screened porch, stone patio, and hot tub provide ideal spaces for relaxing or entertaining while enjoying peaceful golf course views. Residents enjoy access to The Golf Club at Chapel Ridge amenities, including a clubhouse with fitness center and restaurant, pool, tennis courts, sports courts, and athletic fields. Golf memberships are available for the 18-hole championship course designed by JMP Golf Design and Fred Couples. Ideally located just minutes from charming downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this home combines scenic surroundings with everyday convenience.

800 Golfers Vw, Pittsboro

548 Double N Rd, Pittsboro
$1,995,000
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. 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

213 Westhampton Dr, Pittsboro
$3,295,000
5 Beds ⋅ 6 Baths ⋅ 2542676 MLS ⋅ ACTIVE Status
Introducing Stella our Show Home is now for sale! - A Modern Ultra-Luxury Masterpiece in The Summit Stella is now complete and ready to impress in the prestigious Summit community. Thoughtfully positioned on one of the smoothest and most desirable home sites, this striking modern architectural design seamlessly blends sophisticated indoor living with resort-style outdoor amenities. Expansive patios, Sonos sound system, a beautifully designed optional saltwater pool, and multiple outdoor entertaining areas provide an exceptional lifestyle experience. The home's exterior is distinguished by authentic Rockford Estate stone, perfectly paired with warm natural textures and clean lines. Slatted natural oak acoustic panels accentuate the sleek linear fireplace inside, while Pennsylvania bluestone graces the rear deck--setting a serene tone around the covered porch and its cozy fireplace. Stella welcomes you with a grand entrance: a flagstone stoop and double 42'' x 8' tall aged-bronze steel front doors with electrified privacy glass. Step inside to a voluminous foyer that flows effortlessly into a dramatic great room and an ultra-luxurious Wolf/Sub-Zero chef's kitchen, complete with a fully equipped walk-in scullery. The main level is intelligently designed with two spacious bedrooms, a private den, a convenient laundry room, and a lavish primary suite featuring heated floors in the spa-like bathroom. Enjoy year-round outdoor living in the massive Phantom-screened porch that merges comfort with functionality. The upper level offers three additional bedrooms, a generous recreation room, a dedicated fitness center, a second laundry room, and an expansive walk-in storage space--ideal for long-term organization. Additional highlights include: A three-car smart garage with EV charging station Professionally designed, fully irrigated landscape Premium reverse osmosis water filtration system Stella is the perfect blend of cutting-edge design, luxurious comfort, and thoughtful craftsmanship--an exceptional opportunity in one of the area's most sought-after communities.

213 Westhampton Dr, Pittsboro

58 Mint Springs Rd, Pittsboro
$1,795,000
4 Beds ⋅ 6 Baths ⋅ 10149158 MLS ⋅ ACTIVE Status
Now offered at an incredible new price, this exceptional newly constructed residence, framed by more than five acres of rolling countryside, offers a rare sanctuary of space, privacy, and calm. Here, light, landscape, and thoughtful design come together in perfect harmony. Crafted by award-winning Bost Custom Homes, this four-bedroom, six-bath estate was designed to be far more than a house, it is a retreat. Every architectural line, carefully selected finish, and considered detail reflects understated luxury and intentional design, creating a home that feels both expansive and deeply personal. Sunlight pours through generous windows, illuminating refined yet welcoming living spaces designed equally for vibrant gatherings and quiet moments. The main level offers the ease of first-floor living, anchored by a serene primary suite that feels like a private haven. A secondary ensuite bedroom provides elegant accommodations for guests or extended family and lends itself beautifully to multigenerational living. At the heart of the home, the chef's kitchen showcases Wolf appliances, bespoke cabinetry, and a layout designed for gathering. Two spacious living areas provide wonderful flexibility for entertaining, while a hidden room adds an unexpected element of discovery and delight. The lower level unfolds into a world of curated leisure, with two additional bedrooms, a collector-worthy wine cellar, private fitness studio, and flexible spaces ready to become a cinema lounge, executive office, or creative retreat. A pre-planned elevator shaft provides the opportunity for future accessibility, making the home as forward-thinking as it is timeless. Outside, the landscape becomes an extension of the living space. Sweeping views unfold from the expansive porch, where mornings invite a quiet cup of tea and evenings end beneath the Carolina sky. With ample room for a future pool, the property offers the opportunity to create a truly private resort surrounded by more than five acres of peace and privacy. Yet this remarkable setting never feels removed. Downtown Pittsboro, Chatham Park, Chapel Hill, Briar Chapel, Perry Harrison Elementary, shopping, dining, and everyday conveniences are all within easy reach. A private countryside retreat without sacrificing connection, newly built, beautifully considered, and now offered at an exceptional new price.

58 Mint Springs Rd, Pittsboro

638 Old Goldston Rd, Pittsboro
$1,190,000
4 Beds ⋅ 4 Baths ⋅ 10140820 MLS ⋅ ACTIVE Status
Triple A Homes, a luxury custom home builder, won 4 Gold medals and 1 silver medal in this years' 2026 Parade of Homes! This extremely rare 1.45 acre lot is located only 1.3 miles from the downtown Pittsboro circle yet it feels as if you are living in a country getaway- It's so easy to zip in and out to town from here! Accessing the Triangle from 64 to 540 or Moncure-Pittsboro Rd to Rt 1 is a breeze. This beautiful, flat piece of land has mature beech and oak trees with dense foliage in Spring-Autumn, and plenty of privacy. Very minimal restrictions- chickens are allowed and NO architectural review or HOA for outbuildings, modifications, landscaping, etc. The floorplan is open and focused on main floor living with three bedrooms and a beautiful office. The open design features vaulted ceilings, an eat- in kitchen, a huge island, and pantry. His and her master closets are connected to the laundry room. Also included is a large screened-in porch and patio. There is space outdoors for pool, patio, outdoor kitchen, firepit area, outbuilding, etc. Bonus room, bath, and walk-in storage are on the second floor. 3 car garage and very large driveway with all kinds of additional parking. This opportunity for new construction and main level living on a 1.45 acre parcel this close to town) is EXTREMELY unique and rare. There are also two other available large lots next door if you prefer to design your own custom home or want additional land . Triple A is a consistent gold medal custom builder, they are actively building in several luxury communities in the area. Completion anticipated just in time for Christmas! Additional lots are available next door for more acreage or to build a custom plan.

638 Old Goldston Rd, Pittsboro

23 Turkey Creek Trl, Pittsboro
$680,000
3 Beds ⋅ 2 Baths ⋅ 10166720 MLS ⋅ ACTIVE Status
MAJOR PRICE IMPROVEMENT — NOW $680,000! If you've been dreaming of acreage, privacy, and the opportunity to create a home that reflects your own style, this new price makes 23 Turkey Creek Trail an exceptional opportunity. Now offered at $680,000, this property features 5.13 private acres in Log Barn Acres, offering space, privacy, and possibilities that are increasingly difficult to find this close to Pittsboro. With its spacious layout, unique amenities, and substantial price adjustment, buyers have greater flexibility to make updates and personalize the home over time. AI-generated renovation renderings have been included to showcase just one of the many ways the home could be transformed to reflect your own style and vision. Tucked away on 5.13 peaceful acres, this rambler-style home offers exceptional flexibility with multiple living and gathering spaces designed to fit your lifestyle. The vaulted living room showcases exposed beams and a dramatic floor-to-ceiling brick fireplace, creating a warm and inviting focal point. This space could also serve beautifully as a grand dining room for entertaining. A second gathering room offers endless possibilities as a family room, flex space, or additional dining area, while the keeping room just off the kitchen provides another cozy retreat. The spacious bonus room is ready to become whatever you envision—a theater room, game room, playroom, home office, fitness room, or hobby space. The kitchen offers a functional layout with a sunny breakfast nook, and all bedrooms are generously sized. The primary suite has already been tastefully updated with a walk-in tile shower, new vanity, updated lighting, and additional cabinetry for enhanced storage. Outdoor living is just as impressive, featuring a welcoming front porch with a porch swing, an expansive screened porch with a vinyl window system for nearly year-round enjoyment, and a spacious deck perfect for entertaining. The large yard offers room to roam, including a fenced rear section ideal for pets, gardening, or play. Additional highlights include a partially sealed crawl space, detached workshop/storage building with electricity, covered RV parking pad with power hookup, natural gas service, and room for horses. Enjoy the peace and privacy of country living while remaining just minutes from historic downtown Pittsboro, shopping, dining, and everyday conveniences.

23 Turkey Creek Trl, Pittsboro

9 High Ridge Ln, Pittsboro
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 10068143 MLS ⋅ ACTIVE Status
*Construction should be complete in coming weeks!* This move-in-ready Chapel Ridge home offers $100,000+ in upgrades and an exceptional blend of luxury, space, and indoor-outdoor living. The open-concept design features 4 bedrooms and 3.5 baths, including a desirable first-floor owner's suite.The spacious family room makes a statement with its soaring 19-foot ceiling, 48-inch gas fireplace, and expansive sliding patio doors that open to an oversized deck and connect to a large screened deck, creating a seamless flow for entertaining and enjoying the abundant natural light.The custom-designed kitchen is truly the centerpiece, featuring cabinetry boxed to the 10-foot ceilings, Bosch stainless steel appliances, a 36-inch gas range, built-in refrigerator, wine cooler, quartz countertops, and a full quartz backsplash. A convenient butler's pantry adds additional storage and functionality. Hardwoods extend throughout both levels, adding warmth and elegance throughout the home.Additional features include a separate dining area, second-floor loft, tankless water heater, oversized 2-car garage, and a large backyard that backs directly to the golf course—a true blank canvas for creating your own outdoor oasis.Located in desirable Chapel Ridge, residents enjoy an impressive array of resort-style amenities, including a clubhouse, pool, fitness center, pickleball, tennis, volleyball, basketball, and soccer field. The community also offers access to the Fred Couples-designed 18-hole championship golf course, making this home an exceptional opportunity to enjoy luxury living in a premier golf community.

9 High Ridge Ln, Pittsboro

52 Shergold Dr, Pittsboro
$679,000
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! 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

55 Bob White, Pittsboro
$859,000
4 Beds ⋅ 4 Baths ⋅ 10146367 MLS ⋅ ACTIVE Status
Welcome to this beautifully appointed home in Chapel Ridge, part of the highly desirable Chatham Park community in Pittsboro. With an acceptable offer, the seller is offering up to $8,000 toward buyer closing costs, creating an exciting opportunity to make this exceptional home yours. Designed with both everyday comfort and entertaining in mind, this home features a thoughtful floor plan and elevated finishes throughout. The designer kitchen offers abundant cabinetry, premium appliances, and a spacious walk-in pantry, while the adjoining breakfast area flows effortlessly to the covered, screened-in porch for easy indoor-outdoor living. A separate formal dining room with a coffered ceiling provides an elegant space for hosting and special occasions. The main-level primary suite is a true retreat, featuring a generous walk-in closet with convenient direct access to the laundry room, complete with a utility sink. The spa-inspired en-suite bath includes a freestanding soaking tub, separate walk-in shower, and plenty of space to unwind. A dedicated powder room completes the main level. Upstairs, you'll find three additional bedrooms, a spacious bonus room, and a versatile loft—ideal for guests, a home office, playroom, media space, or additional living area. Additional features include a three-car garage and a sealed, temperature-controlled crawlspace offering exceptional storage and future possibilities. Enjoy the lifestyle that makes this location so special. Chapel Ridge offers resort-style amenities including a Fred Couples Signature golf course, clubhouse with dining, pro shop, swimming pool, fitness center, tennis and pickleball courts, walking trails, playgrounds, picnic areas, and community gathering spaces. Nearby Chatham Park adds even more opportunities for parks, trails, recreation, shopping, dining, community events, and green space, all with convenient access to downtown Pittsboro, Jordan Lake, Raleigh, and Durham.

55 Bob White, Pittsboro

115 Circle City Way, Pittsboro
$629,000
4 Beds ⋅ 4 Baths ⋅ 10145757 MLS ⋅ ACTIVE Status
New Large Price Improvement! Up to $6000 in lender paid closing costs or use to buy down the rate! Now the lowest dollar per sq ft single family home in Chatham Park, don't miss this opportunity! With its designer upgrades, beautiful backdrop and yard, custom details and in like-new condition, you can't go wrong. Having a recent large price adjustment, this pristine home won't last much longer! This like-new 2024 built home is both stunning and thoughtfully designed! Spacious with lots of storage and great views. This 4-bedroom, 3 and a half bath home is situated on a lot with a beautiful view and privacy. It offers both exceptional functionality and luxurious finishes throughout, showcasing an upgraded design. The flexible floor plan includes a main-level primary bedroom with an upgraded luxury bathroom. Also on the main level you will find a study, dedicated office nook, large dining area, half bath and spacious kitchen. Upstairs are 3 more bedrooms, 2 full bathrooms, 2 large walk-in storage rooms, and a large bonus room providing additional living or recreational space. The gourmet kitchen is well appointed with granite countertops, stainless steel appliances, under-sink reverse osmosis system, upgraded lighting and a large pantry, Additional custom trim work is featured within the home highlighting the high-end design. Situated on a beautiful lot, the outdoor spaces include a large deck, and screened-in porch, perfect to take in the view of the park, and further outdoor enjoyment. Situated to enjoy your sunrise view with your morning coffee! Even the crawlspace is conditioned and sealed for peace of mind. Located in Chatham Park, the community offers access to nature trails, parks, splash pad, dog park, and option to join the private swimming pool and pickleball courts. This beautiful home is located in close proximity to trails and the new YMCA. Custom features, great location, and the privacy to enjoy your beautiful home are just some of the key features.

115 Circle City Way, Pittsboro

92 Margaret Mann Way, Pittsboro
$800,000
4 Beds ⋅ 3 Baths ⋅ 10161964 MLS ⋅ ACTIVE Status
Completely Renovated, Move-In Ready, and Select Furnishings Available, this exceptional custom home offers a rare turnkey opportunity in the highly sought-after Manns Crossing community of Chatham County with no city taxes. Nestled on 1.2 beautifully landscaped acres just minutes from Chapel Hill, Pittsboro, Jordan Lake, and the thriving Chatham Park corridor, the sellers have invested approximately $300,000 in improvements, including more than $200,000 in interior renovations and over $100,000 in exterior enhancements and professional landscaping, creating a property that combines luxury, privacy, convenience, and effortless living. Thoughtfully designed for everyday living and entertaining, the home features desirable main-level living with three first-floor bedrooms, including a luxurious primary suite. A private upstairs guest suite with a fourth bedroom, full bath, and walk-in closet offers ideal space for guests, a home office, or multigenerational living. Sun-filled living spaces showcase hardwood floors, plantation shutters, extensive crown molding, exceptional millwork, and designer finishes throughout. The beautifully renovated gourmet kitchen features custom Integrity cabinetry, quartz countertops, a spacious center island, stainless steel appliances, and a 36-inch Café range. The adjoining family room centers around a striking German smear brick fireplace, while the inviting sunroom overlooks the breathtaking backyard retreat. The luxurious primary suite provides a spa-like escape with a freestanding soaking tub, custom-tiled walk-in shower, and thoughtfully designed custom closet. Step outside and discover your own private resort. Designed for year-round enjoyment, the outdoor living spaces include a screened porch, Trex deck, outdoor stone fireplace, stamped concrete patio, pergola, and professionally landscaped grounds surrounded by mature plantings for exceptional privacy. The fenced backyard offers additional usable land beyond the fence line and provides ample room for a future pool, further enhancing this extraordinary outdoor setting. Despite its 2,508 square feet, the home's thoughtful layout, expansive entertaining areas, private guest suite, and seamless indoor-outdoor flow allow it to live much larger than its size would suggest. Additional upgrades include a new roof, whole-house generator, renovated laundry room with custom cabinetry, custom garage doors, a fully organized garage with built-in cabinetry and Husky storage system, an encapsulated crawl space with standing storage, a premium Tuff Shed, and handcrafted solid wood front doors by Carolina Doors. Whether relocating to the area, searching for a luxury primary residence, or seeking an elegant retreat near Chapel Hill, Jordan Lake, and Chatham Park, this exceptional property offers a unique combination of craftsmanship, comfort, privacy, and value in one of Chatham County's most desirable communities.

92 Margaret Mann Way, Pittsboro

114 Mountaintop Cir, Pittsboro
$7,689,900
5 Beds ⋅ 8 Baths ⋅ 10112060 MLS ⋅ ACTIVE Status ⋅ Overlook BLDG.
Welcome to the Overlook! This is Sage Built's most recent masterpiece show home ready for construction. A modern style home with true vistas of the surrounding nature. A Grand entry with covered porch welcomes you to the soaring foyer area and library. A chef inspired kitchen with 21' scullery opens to the family room and a 36' x 15' porch separated by a dual set of sliding glass doors. The screened deck features a motorized phantom screening system. The main level living includes an ensuite / guest haven with designer closet and fully equipped bath with shower. Walk up or travel by elevator to the second-floor lounge with access to the star gazing deck and grand suite terrace. The grand suite is 21' x 18' and features his and hers closets including the LG styler steam closet, a spa inspired Bath and networking room. Also enjoy access to the grand suite terrace with sliding doors. But wait...there is a private sunbathing balcony accessed through the spa! Across the hall you will find a generously appointed ensuite 3 and 4 each with full bath and easy access to the second laundry area. The entertainment mecca is located in the lower level featuring a bedroom with the 20 x 12 Au pair suite. Across the hall is the laundry/gift wrapping craft room as well as the exercise yoga studio with sports storage, sauna and locker room with shower. The main attraction to the lower level is the theater room and game areas serviced by a kitchen area and separate wine/cigar room. All of this has easy access to the 36' x 15' phantom screened porch and the oversized sunrise deck. Step off the sunrise deck to the infinity pool and outdoor living spaces. Lastly you will of course be thrilled with an oversized 3 car garage with dog washing station and EV charging. Come see this amazing home site of nearly two acres and personalize this custom one of a kind original plan and legacy home available only by Sage Built and the Summit Community located here overlooking beautiful Chatham County NC.

114 Mountaintop Cir, Pittsboro

20 Canvasback Ct, Pittsboro
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 10147914 MLS ⋅ ACTIVE Status
Stunning New Basement Home in Chapel Ridge. Welcome to luxury living in the highly sought-after Chapel Ridge community. Builder offering $25,000 in closing costs or to use on a rate buy-down. This exceptional home makes a statement from the moment you walk in, featuring dramatic cypress beams in the family room and soaring floor-to-ceiling windows that flood the space with natural light. Built by Capstone Builders, renowned for their exquisite craftsman trim work and attention to detail, this home is thoughtfully designed with upscale finishes throughout. The chef's kitchen offers abundant cabinetry, a beautifully appointed walk-in pantry, and a layout ideal for both everyday living and entertaining. The primary suite is truly a retreat, showcasing a spacious spa-like shower and an impressive walk-in closet that must be seen in person. A private main-floor office with French doors provides the perfect work-from-home space. Upstairs, you'll find three generously sized bedrooms, two full bathrooms, and a large loft area ideal for a media room, playroom, or second living space. The stylish drop zone and well-designed laundry room add both convenience and charm. Designed for entertaining, the home includes a surround sound system and double rear deck porches perfect for enjoying the outdoors. The full unfinished basement offers even more potential, already framed with plumbing roughed in--ready for you to complete with your vision. Located in the prestigious Chapel Ridge community, residents enjoy resort-style amenities including a Fred Couples-designed golf course, swimming pool, lighted tennis and basketball courts, fitness center, restaurant and bar, and beach volleyball. Live where every day feels like a getaway.

20 Canvasback Ct, Pittsboro

2310 Jones Ferry Rd, Pittsboro
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 10152729 MLS ⋅ ACTIVE Status
PROPOSED NEW CONSTRUCTION Your private sanctuary awaits! Imagine waking up every morning surrounded by towering trees and the soothing sounds of nature on your very own 3 acre retreat. This is country living at its finest, and it is closer than you think, just 9 miles from Chapel Hill with easy access to vibrant dining, shopping, cultural events, live music, and university sports in Chapel Hill, Carrboro, Chatham Park, and downtown Pittsboro. No HOA, no restrictions, just the freedom to bring your dream home to life exactly the way you envision it! Make that dream a reality with Paragon Custom Homes, proudly selected as the Triangle's builder member in the exclusive Southern Living Custom Builder Network. This prestigious program brings together a select group of highly respected builders across the South, recognized for exceptional craftsmanship and thoughtful design that reflects the timeless character of Southern living. Paragon is known for incorporating Adaptive Design principles, creating homes that are elegant, intuitive, and thoughtfully designed to support the way you live today and for every season of life that follows. Two adjacent lots are also available, offering the rare opportunity to create a private family compound or secluded retreat. This is more than a homesite. It is the beginning of a home designed to serve you beautifully for a lifetime. This is Quality for Life.''

2310 Jones Ferry Rd, Pittsboro

297 Colonial Ridge Dr, Pittsboro
$1,650,000
5 Beds ⋅ 5 Baths ⋅ 10080780 MLS ⋅ ACTIVE Status
This stunning Modern English Tudor blends timeless architectural character with sophisticated modern finishes and exceptional indoor-outdoor living in the gated section of Chapel Ridge. Soaring 10' ceilings throughout the main level create an open, airy feel, while dramatic boxed beams and a sleek 60" linear fireplace make the Great Room an impressive centerpiece of the home. Designed for effortless entertaining, the open floor plan flows seamlessly to a gorgeous covered lanai featuring an outdoor fireplace and built-in grill. At the heart of the home is a showstopping ZLINE chef's kitchen, complete with a 48" professional-style range, 54" refrigerator/freezer, oversized waterfall island, and a cleverly designed hidden pantry that provides abundant storage while maintaining the kitchen's clean, sophisticated aesthetic. The thoughtfully designed main level also includes a second bedroom and a dedicated home office, offering flexibility for guests, multigenerational living, or working from home. An unfinished basement provides exceptional potential for future living and entertaining space, a home gym, theater, wine cellar, or additional bedrooms. Built to HERO energy-efficiency standards, this exceptional home combines distinctive Modern English Tudor style, luxury finishes, energy-conscious construction, and a floor plan designed for today's lifestyle. BUILDER HAS OTHER LOTS AND PLANS.

297 Colonial Ridge Dr, Pittsboro

267 Bald Eagle Dr, Pittsboro
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 10151608 MLS ⋅ ACTIVE Status
**BACK ON THE MARKET within 4 days of going under contract, due to no fault of the sellers.** While many luxury homes in the Triangle are constrained by tight lot sizes, 267 Bald Eagle Drive stands apart with 5.67 acres of true privacy and purposeful outdoor living. Designed for those who love adventure, the property includes a dedicated on site boat/RV barn, with the convenience of being just five minutes from Jordan Lake. This eliminates the need for off site storage that many neighborhoods' restrictive HOA rules would prohibit. Nestled in a small community with large lots and thoughtful protective covenants, this tract ensures natural privacy and quiet, along with night skies. The backyard is an entertainer's dream, featuring a covered porch, open deck, 6-person hot tub, and fire pit, with ample space should a future owner wish to add a pool. For gardeners, the property is nothing short of exceptional. The grounds are beautifully landscaped with seasonal interest and custom lighting and include a fenced garden area with its own potter's shed, creating a perfect environment for growing, cultivating, and unwinding. This picturesque home sits atop a ridgeline among predominantly hardwood trees. Bordered by a seasonal roadside creek, the property offers a serene escape just minutes from downtown Pittsboro and a short drive to major highways with access to Chatham Park, Apex, and Chapel Hill within 10 to 25 minutes. Two of the 5.67 acres are fenced with a three-rail wood fence, and a gated asphalt driveway leads up to spacious cement parking and sidewalk. This custom-built 4,406-sf home boasts 4 bedrooms, 3.5 bathrooms, including the 1,103-sf finished basement with a gym, media, and bonus room alongside 543-sf of unfinished space. The house is complete with a new roof and HVAC systems, and is connected with Spectrum high-speed fiber internet with incredibly fast speeds. Interior highlights include oak hardwood and tile flooring, casement windows, solid wood doors and glass doors. This home showcases a gorgeous formal dining room, a living room with a 2-story natural stone, wood-burning fireplace, and a home office with custom cherry cabinetry and a natural stone, gas log fireplace. The kitchen features custom natural maple cabinets accented with under-cabinet lighting, granite countertops, a high-end Wolf gas range with two ovens and a griddle, and stainless steel appliances. Just off the kitchen, the spacious utility suite has a double-door pantry, housekeeping storage, cabinetry for kitchen and laundry needs, laundry appliances, countertops, a utility sink, and a bathroom. The primary suite has a vaulted ceiling, a glassed-in vaulted ceiling porch, a walk-in closet, and is equipped with a steam shower and a jetted tub. The home's exterior is detailed with cedar shakes and natural stone, which are complemented by low-maintenance Brazilian Ipe hardwood on the rear deck, covered porch off the breakfast room, and the primary suite's enclosed porch.

267 Bald Eagle Dr, Pittsboro

148 Tobacco Rd, Pittsboro
$950,000
4 Beds ⋅ 4 Baths ⋅ 10163447 MLS ⋅ ACTIVE Status
Tucked away on almost two private acres with room for a pool, this custom designed Craftsman estate blends timeless architecture with refined luxury. The MAIN FLOOR PRIMARY SUITE with vaulted ceilings, his & her walk-in closets and spa bath make for a wonderful retreat. Also on the MAIN FLOOR is an IN-LAW/GUEST SUITE with it's own spa bath, living area, kitchen and private entrance. The open concept layout on the main floor ensures easy flow and great site lines between the family room, chef's kitchen, dining area and the gorgeous, renovated sunroom. Upstairs are TWO additional bedrooms, a huge OFFICE with custom closet space and a large bonus room. There is even 43 x 37 feet of floored attic space! Rich architectural details, custom millwork, and expansive windows create a warm yet sophisticated atmosphere throughout this home. Outdoor living is equally impressive. Stone patio and fire pit, a covered front porch, deck space for grilling and a covered hot tub offer many opportunities for relaxation or entertaining with friends. In addition to the 2-car attached garage, there is a detached garage with lots of space for cars, boats or wood working toys! And upstairs is a finished and conditioned room to be used however your heart desires! Close to Chapel Hill and Pittsboro, 148 Tobacco Road is just minutes from shopping and restaurants. With luxury finishes at every turn and a layout that can accommodate family and guests easily - you don't want to miss the opportunity to become the next lucky owner!

148 Tobacco Rd, Pittsboro

2817 Silk Hope Gum Springs Rd, Pittsboro
$949,800
4 Beds ⋅ 4 Baths ⋅ 10119230 MLS ⋅ ACTIVE Status
This stunning quality, built house of 4-bedroom, 3.5-bath home offers over 3,200 square feet, well designed living space, nestled on a serene 2-acre parcel. NO HOA! Perched gently atop a hill, the property enjoys elevated views and a sense of quiet retreat, while still being just minutes from town. Step onto the inviting front porch and into a light-filled interior where soaring ceilings, expansive windows, and a cozy fireplace create a warm, open atmosphere. CUSTOM HARDWOOD FLOORS, throughout the entire home---NO CARPET. The heart of the home features brand-new appliances and sleek finishes, blending modern convenience with classic comfort. Whether you're sipping morning coffee on the screened-in back porch or hosting guests in the spacious living areas, this home is built for both relaxation and connection. With generous bedrooms, well-appointed primary suite, and seamless indoor-outdoor flow, it's a perfect match for those seeking peaceful, country living without sacrificing accessibility. Move in Ready! Be the First Homeowner of this Custom Built Home!! This stunning quality, built house of 4-bedroom, 3.5-bath home offers over 3,200 square feet, well designed living space, nestled on a serene 2-acre parcel. NO HOA! Perched gently atop a hill, the property enjoys elevated views and a sense of quiet retreat, while still being just minutes from town. Step onto the inviting front porch and into a light-filled interior where soaring ceilings, expansive windows, and a cozy fireplace create a warm, open atmosphere. CUSTOM HARDWOOD FLOORS, throughout the entire home---NO CARPET. The heart of the home features brand-new appliances and sleek finishes, blending modern convenience with classic comfort. Whether you're sipping morning coffee on the screened-in back porch or hosting guests in the spacious living areas, this home is built for both relaxation and connection. With generous bedrooms, well-appointed primary suite, and seamless indoor-outdoor flow, it's a perfect match for those seeking peaceful, country living without sacrificing accessibility. Move in Ready! Be the First Homeowner of this Custom Built Home!!

2817 Silk Hope Gum Springs Rd, Pittsboro

298 E Salisbury St, Pittsboro
$525,000
3 Beds ⋅ 2 Baths ⋅ 10159806 MLS ⋅ ACTIVE Status
NEWLY REZONED O&I — RESIDENTIAL FLEXIBILITY WITH EXCITING COMMERCIAL POTENTIAL! Offered for the first time in 40 years, the historic Thomas Hackney House (c. 1899), recognized in The Architectural Heritage of Chatham County, presents a rare opportunity just three blocks from downtown Pittsboro's shops, restaurants, and growing business district. Now approved for O&I zoning, this distinctive property offers new possibilities for a variety of office and professional uses while retaining the flexibility and character of a residential setting. Whether envisioned as a private residence, professional office, boutique business, studio, or other permitted O&I use, the possibilities are exceptional. Set on a secluded 0.4-acre lot shaded by mature hardwoods, this timeless bright house offers approximately 2,100 square feet featuring 2 bedrooms plus a spacious office/studio that could easily serve as a third bedroom, 2 full baths, soaring 10' ceilings, formal parlor with fireplace, library, and beautiful original heart pine craftsmanship throughout. An expansive 40' front porch, screened side porch, custom two-car garage, hand-dug well, natural gas, whole-house fan, large floored attic, and numerous original architectural details preserve the home's historic character. With its newly approved O&I zoning, historic significance, walkable downtown location, ample parking/garage space, and continued residential appeal, this one-of-a-kind property offers a rare opportunity to create a home, business, or uniquely flexible combination of the two in the heart of Pittsboro.

298 E Salisbury St, Pittsboro

142 Autumn Gate St, Pittsboro
$1,175,000
4 Beds ⋅ 4 Baths ⋅ 10134874 MLS ⋅ ACTIVE Status
Attractive Brick Accented Elevation w/Relaxing Sunny Sunrise Front Porch!! Inviting Spacious Entry Foyer w/Window Accented Sun Lit Staircase! Large Formal Dining Rm w/Extensive Trim Accenting & Lighted Glass Butler Pantry!! Gourmet Kitchen w/Large Island!! Stainless Steel Appliances!! Nice Food Pantry!! Breakfast Nook w/door to Screen Porch Over Looking Grilling & Chilling Patio!! Generous Family Rm w/Built-ins Accenting FP & 4 Panel Slider Overlooking Screen Porch!! Large Trayed Primary on Main w/Great View & Champagne Bath w/Relaxing Free Standing Tub & Zero Entry Shower & Double Vanities w/Tower Cabinet in Center w/ Direct Access to WIC w/Custom Shelving & Built-in Mirror w/Pocket Door to Nice Laundry Rm w/Sink and Folding Area & Upper Cabinets!! Inviting Sunlit Loft at Top of Stairs Ideal for Study Area!! 3 Generous Size Bedrooms w/Great WICs & Direct Full Bath Access!! HUGE BONUS RM w/Double Door Entry to Perfect Home Office & Fantastic Storage Area!! Truck Worthy Garage Depth!! Private Relaxing Screen Porch w/Patio Perfect for Entertaining!! Eco Select Plus Certification!! Natural Gas Heat/Logs/Cooktop & Tankless H2O!! Sealed Crawlspace!! Very Nicely Landscaped on One of The Quietest Streets in Chatham Park!! Park w/Splash Pad, Play Ground, Dog Park, & Covered Dining Area!! Brand New YMCA Built in 2025 w/2 Exterior Pools! 4 Soccer Fields Coming too!! Sidewalks on Both Sides of the Streets!! Major Medical Campus being Build!! Trails Galore through community with Access from Autumn Gate Street!! Retail right around the corner at the Mosaic!! The #1Visited State Park Lake Jordan Minute Away!!

142 Autumn Gate St, 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 .

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