Pittsboro Real Estate

Welcome to Pittsboro, North Carolina, a charming town nestled in the heart of Chatham County. Rich in history and surrounded by the natural beauty of the North Carolina countryside, Pittsboro offers a unique blend of small-town charm and modern conveniences. As you stroll through the quaint streets, you’ll discover a vibrant community that takes pride in its heritage and embraces the future.

Founded in 1785, Pittsboro is steeped in history, with many buildings reflecting its storied past, including the historic Chatham County Courthouse, which stands as a testament to the town's enduring spirit. The town is also home to a thriving arts scene, with local galleries and craft fairs showcasing the talents of resident artists. Whether you’re exploring the local shops or enjoying a meal at one of the delightful eateries, you’ll quickly feel the warmth and hospitality of this close-knit community.

Nature lovers will appreciate the proximity to the picturesque Jordan Lake, just a short drive away. This beautiful reservoir offers a plethora of outdoor activities, from hiking and bird-watching to boating and fishing, making it an ideal spot for families and adventure seekers alike.

Pittsboro is not just a place to live; it’s a place to thrive. With a growing economy and a commitment to sustainability, the town is attracting new residents and businesses, enhancing its appeal. Whether you’re looking for a peaceful retreat or a vibrant community to call home, Pittsboro is a hidden gem waiting to be discovered. Come experience the charm of Pittsboro, where history meets opportunity!

Newest Listings in Pittsboro

$425,000

10183750 MLS

Braxton Hill Estate Lots — A Premier Pittsboro Address Welcome to Braxton Hill, an exclusive collection of estate-sized homesites offering a rare opportunity to build your custom dream home in one of Pittsboro's most desirable emerging locations. Nestled within the Pittsboro ETJ, just beyond the town limits, Braxton Hill offers the perfect blend of peaceful acreage, privacy, and convenient access to the amenities and growth shaping the future of Chatham County. Each homesite features generous acreage, dedicated road frontage, and the flexibility to create a custom residence designed for today's most discerning buyers. With 5-bedroom septic permits on file, these exceptional lots provide an outstanding opportunity for those seeking a private estate setting without sacrificing convenience. Lot 2 — A Spacious Estate Homesite at Braxton Hill Set on 4.159 acres, Lot 2 offers a generous homesite within the Braxton Hill community, fronting along Mitchells Chapel Road in Pittsboro. This expansive estate lot provides dedicated road frontage and ample space to create a distinguished custom residence with room for outdoor living, gardens, and private amenities. With its generous acreage and peaceful setting, Lot 2 provides a rare opportunity to establish a remarkable estate in one of Pittsboro's most promising areas. A 5-bedroom septic permit is already on file, allowing you to move forward with your vision for a custom home in this exclusive community. Ideally located near the proposed Reeves Farm mixed-use community, historic downtown Pittsboro, and the exciting Chatham Park expansion, Braxton Hill offers easy access to shopping, dining, recreation, and future amenities while preserving the tranquility of estate living. With only five exclusive homesites available, Braxton Hill represents a rare opportunity to own a distinguished piece of Pittsboro's future — where privacy, prestige, and convenience come together.

105 Mitchells Chapel Rd, Pittsboro

$450,000

10183736 MLS

Braxton Hill Estate Lots — A Premier Pittsboro Address Welcome to Braxton Hill, an exclusive collection of estate-sized homesites offering a rare opportunity to build your custom dream home in one of Pittsboro's most desirable emerging locations. Nestled within the Pittsboro ETJ, just beyond the town limits, Braxton Hill offers the perfect blend of peaceful acreage, privacy, and convenient access to the amenities and growth shaping the future of Chatham County. Each homesite features generous acreage, dedicated road frontage, and the flexibility to create a custom residence designed for today's most discerning buyers. With 5-bedroom septic permits on file, these exceptional lots provide an outstanding opportunity for those seeking a private estate setting without sacrificing convenience. Lot 3 — The Signature Homesite of Braxton Hill Set on 5.009 acres, Lot 3 is a truly exceptional homesite and a standout offering within the Braxton Hill community. Positioned at the prominent corner of Old Siler City Road and Mitchells Chapel Road, this expansive estate lot offers impressive road frontage, enhanced visibility, and the space to create a distinguished custom residence with room for outdoor living, gardens, and private amenities. With its generous acreage, peaceful setting, and prime corner location, Lot 3 provides a rare opportunity to establish a remarkable estate in one of Pittsboro's most promising areas. A 5-bedroom septic permit is already on file, allowing you to move forward with your vision for a custom home in this exclusive community. Ideally located near the proposed Reeves Farm mixed-use community, historic downtown Pittsboro, and the exciting Chatham Park expansion, Braxton Hill offers easy access to shopping, dining, recreation, and future amenities while preserving the tranquility of estate living. With only five exclusive homesites available, Braxton Hill represents a rare opportunity to own a distinguished piece of Pittsboro's future — where privacy, prestige, and convenience come together.

458 Old Siler City Rd, Pittsboro

$265,000

10183703 MLS

Braxton Hill Estate Lots — A Premier Pittsboro Address... Welcome to Braxton Hill, an exclusive collection of estate-sized homesites offering a rare opportunity to build your custom dream home in one of Pittsboro's most desirable emerging locations. Nestled within the Pittsboro ETJ, just beyond the town limits, Braxton Hill offers the perfect blend of peaceful acreage, privacy, and convenient access to the amenities and growth shaping the future of Chatham County. Each homesite features generous acreage, dedicated road frontage, and the flexibility to create a custom residence designed for today's most discerning buyers. With 5-bedroom septic permits on file, these exceptional lots provide an outstanding opportunity for those seeking a private estate setting without sacrificing convenience. Lot 1 — 2.825 Acres Lot 1 presents a beautiful opportunity to create your own private estate in the prestigious Braxton Hill community. This peaceful 2.825-acre homesite offers ample space for a custom-built residence, outdoor living areas, and the privacy desired for estate-style living. With road frontage on Mitchells Chapel Road and a 5-bedroom septic permit already on file, this property is ready for your vision. Ideally located near the proposed Reeves Farm mixed-use community, historic downtown Pittsboro, and the exciting Chatham Park expansion, Braxton Hill offers easy access to shopping, dining, recreation, and future amenities while preserving the tranquility of a countryside retreat. With only five exclusive homesites available, Braxton Hill represents a rare opportunity to own a distinguished piece of Pittsboro's future — where privacy, prestige, and convenience come together.

189 Mitchells Chapel Rd, Pittsboro

$745,000

4 Beds ⋅ 3 Baths ⋅ 10183487 MLS

Welcome to this spacious 4-bedroom, 3-bathroom craftsman inspired home nestled in the Horizon community just north of Pittsboro. Quality built with first floor primary suite, a cook's kitchen with granite and stainless, 2 car attached side entry garage, screened porch, and soaring ceilings that set off the 2 story stone fireplace. Upstairs are additional bedrooms, conditioned storage and walk in attic space. This home strikes the perfect balance of cozy meets elegance. Set on a generous acre plus lot, there's plenty of room to spread out both inside and out! OPEN HOUSE August 2, 1 pm- 3 pm

67 Coley Ct, Pittsboro

$549,000

1 Baths ⋅ 10183449 MLS

Discover the possibilities with this beautiful 25.386-acre tract just 10-15 minutes from downtown Pittsboro. Located in the Pittsboro ETJ and zoned R-A-2, this gently sloping property offers a peaceful rural setting with convenient access to shopping, dining, schools, and the growing amenities of Chatham County. The rolling topography provides a scenic natural setting with the potential for privacy and multiple homesites. Whether you're seeking a private estate, recreational property, or a long-term investment, this exceptional acreage offers the perfect balance of country living and convenient access to Pittsboro, US 64, US 15-501, Chapel Hill, Sanford, and the Triangle.

382 Alston Horton Service Rd, Pittsboro

$849,000

3 Beds ⋅ 3 Baths ⋅ 10183392 MLS

Welcome to a meticulously maintained, one-owner home in Pittsboro, NC, set on nearly 1.5 acres of flat, beautifully cared-for property in Chatham County with convenient access to UNC-Chapel Hill and the Triangle. The home features four bedrooms—one on the main level and three on the second level. With abundant living and entertainment space, a three-car garage and remarkably low HOA dues of just $150 per year, this property offers the space and flexibility increasingly difficult to find near Chapel Hill. Hardwood floors extend throughout the main level, where thoughtful architectural details include wainscoting and a bay window in the dining room, an inviting family room and a beautifully appointed kitchen with new appliances. The main-level bedroom provides valuable flexibility for guests, a home office or multigenerational living, while three additional bedrooms are located upstairs. Beyond the bedrooms, this home is made for living and entertaining. A large bonus room with pool table is complemented by a separate media room—ideal for movie nights, gaming, fitness, hobbies or work-from-home needs. Entertainment furnishings and items in these spaces may convey at the buyer's preference. A third floor walk up storage space perfect to store all you need, or finish the space based on your needs. An oversized laundry room and three-car garage add exceptional everyday functionality. Outside, a covered porch and deck overlook the expansive, level backyard and nearly 1.5-acre setting. Established landscaping adds character throughout, including a bricked front flower garden, raised rear garden bed, mulched walkway and a stone walking path accented by trailing thyme and moss. A separate outbuilding provides valuable additional storage. Pride of ownership is evident throughout this one-owner home. Recent improvements include exterior painting of the home and outbuilding, new kitchen appliances, updated upstairs bathroom lighting and lawn reseeding. The roofs on both the home and outbuilding were replaced in 2018, and the HVAC systems have been regularly maintained. Experience this beautiful home now: https://vimeo.com/1213401628?share=copy&fl=sv&fe=c

49 Donald Dr, Pittsboro

$625,000

3 Beds ⋅ 2 Baths ⋅ 10183185 MLS

Nestled on a peaceful one-acre lot and shaded by mature hardwoods along a quiet, private road, this beautifully maintained custom-built ranch offers the perfect blend of privacy, comfort, and convenience—just minutes from Chapel Hill. Lovingly cared for since it was built, this 3-bedroom, 2-bath home welcomes you with freshly refinished hardwood floors, fresh interior paint, and an easy, flowing floor plan designed for everyday living. The spacious living areas are complemented by generous closet space throughout, while the unfinished upstairs provides abundant storage today and exciting potential for future expansion. Enjoy your morning coffee on the inviting front porch or relax in the fantastic screened porch overlooking the tranquil surroundings. A new roof offers added peace of mind, and with no HOA or restrictive covenants, you'll have the freedom to enjoy your property your way. Tucked away in a serene setting yet conveniently located near Chapel Hill, Pittsboro, and the many amenities of the surrounding area, this special property offers the rare combination of privacy, flexibility, and location.

10 Sourwood Ln, Pittsboro

$245,000

10182959 MLS

Build your dream home on this beautiful 11.91-acre property offering privacy, existing improvements, and room to grow. Approximately 2 acres have already been cleared, featuring a level homesite with a hand-dug well and an updated septic tank.The property is accessed by its own private easement, providing a secluded setting while remaining conveniently located near Pittsboro. Whether you're looking to build a private residence, weekend retreat, or investment property, this tract offers a great combination of cleared land and mature woods. Survey and soil report available.

147 Gib Ruth Ln, Pittsboro

$570,000

4 Beds ⋅ 3 Baths ⋅ 10182949 MLS

Welcome to 302 Poplar Forest Lane in Bobcat Point. Located on a private 2-acre lot in Pittsboro, this beautiful Cape Cod home offers an ideal mix of peaceful living & functional updates. The main level features hardwood flooring, while the second level boasts brand-new carpet (2026) for added comfort. Recent improvements provide turnkey convenience, including a brand-new roof (2026), fresh interior paint throughout the home(2026), and freshly updated cabinetry (2026) that gives the kitchen and bathrooms a refreshed, modern feel. Need extra space? You've got it. A finished third-level bonus room offers additional flex space, ideal for a home office, playroom, or additional guest space. Outside, enjoy a freshly landscaped yard surrounded by mature trees on two acres, ideal for private enjoyment. This truly is a stunning property!

302 Poplar Forest Ln, Pittsboro

$1,100,000

4 Beds ⋅ 5 Baths ⋅ 10182874 MLS

NEW CONSTRUCTION. IMPROVED. EVERY DETAIL ALREADY IN PLACE. Custom-Built. Thoughtfully Enhanced. Impeccably Maintained. Every improvement completed. Every investment made. Every detail already in place. Perfectly positioned at the quiet end of a cul-de-sac in Chapel Ridge, with protected woodlands creating a peaceful natural backdrop, this exceptional custom residence offers 3,851 square feet, 4 bedrooms, and 4.5 baths. Pristine condition, established landscaping, and extensive owner enhancements create a home that is beautifully finished, exceptionally maintained, and truly move-in ready. Offering the best of both worlds, this exceptional custom home combines the appeal of recent construction with the confidence that comes from thoughtful owner enhancements, meticulous maintenance, and every meaningful investment already in place.A welcoming covered front porch opens to a light-filled interior featuring wide-plank European oak flooring, extensive crown molding and custom trim, plantation shutters, recessed lighting, and quality craftsmanship throughout. A beautifully detailed front room offers flexibility as a music room, formal sitting room, library, or office. The open kitchen, dining, and living areas were designed for effortless everyday living and entertaining. The living room showcases custom built-ins surrounding the fireplace while expansive windows frame peaceful wooded views. The kitchen features custom white cabinetry, Silestone quartz countertops, a beautiful center island with integrated farmhouse sink, Bosch and KitchenAid appliances, gas cooktop, designer vent hood, farmhouse sink, and walk-in pantry. The adjoining dining area flows seamlessly to the SCREENED PORCH and rear deck. The spacious 17' × 18' MAIN-LEVEL PRIMARY SUITE is a true retreat with a tray ceiling, abundant natural light, and serene wooded views. The spa-inspired bath features separate vanities, a freestanding soaking tub, oversized designer-tiled shower with built-in bench, private water closet, and TWO SEPARATE WALK-IN CLOSETS. The thoughtfully designed MUDROOM features custom built-in cabinetry and bench seating, creating an organized transition into the home. The adjacent laundry room offers abundant cabinetry, generous countertop workspace, and a utility sink. The SECOND FLOOR features three spacious bedrooms, including a private guest suite with ensuite bath and walk-in closet, an additional full bath, a generous 15'11" × 15'7" FAMILY ROOM, and an adjoining 13' × 16'3" RECREATION AREA ideal for games, fitness, hobbies, homework, or media. The finished THIRD-FLOOR FLEX ROOM WITH FULL BATH features an expansive 19'3" × 21' layout, making it ideal as a private office, guest suite, media room, fitness studio, or creative space. The architecturally distinctive exterior blends fiber-cement clapboard siding, shingle accents, brick veneer, and standing-seam metal roof details. The OVERSIZED TWO-CAR GARAGE features epoxy flooring, custom overhead storage, abundant natural light, and generous space for hobbies, golf equipment, bicycles, and storage. Quality extends well beyond what is immediately visible. A PROFESSIONALLY SEALED AND CONDITIONED CRAWL SPACE, dual-zone Lennox HVAC systems, Rinnai natural gas tankless water heater, 26 KW GENERAC WHOLE-HOUSE GENERATOR, Hunter irrigation system, radon mitigation system, custom plantation shutters, professional landscaping, and extensive owner enhancements mean the major investments have already been made. More than a beautiful home, this is an opportunity to enjoy the exceptional lifestyle of Chapel Ridge, featuring a Fred Couples Signature Golf Course, resort-style pool, fitness center, tennis, pickleball, playground, and an active social community. Welcome Home. Every Detail Is Already In Place.

978 Cabin Crk, Pittsboro

$1,500,000

10182781 MLS

25.9-acre exclusive estate homesite in an exceptional LOCATION with access through the prestigious Monterrane community. This beautiful, mostly flat and private property is ready for your custom dream home. Fully designed architectural plans are available upon request, or bring your own vision and builder. The property features a driveway, a valid 4-bedroom septic permit, access to public water and natural gas, high speed internet available and offers the rare opportunity to subdivide once into two estate lots. Wooded lot with many hardwoods. Ideally located just off Mt. Gilead Road between US-15/501 and Highway 64, you'll enjoy convenient access to downtown Pittsboro, Chatham Park, Mosaic's dining, shopping, and entertainment, as well as Jordan Lake and the Haw River for boating, hiking, and outdoor recreation. A truly one-of-a-kind opportunity to create a private luxury estate while remaining close to everything Chatham County has to offer.

748 Valley Ln, Pittsboro

$785,000

4 Beds ⋅ 4 Baths ⋅ 10182780 MLS

Come take a look at this charming custom built home located in the highly desirable Chapel Ridge Golf Club neighborhood. Perched on a hill at the end of a secluded cul-de-sac, this beautifully designed home is thoughtfully built. The spacious kitchen, traditional powder room, hardwood floors, and French doors leading to the backyard give ample opportunity for your hosting dreams. Not one but two suites located on the main floor give multiple easily accessible options. Upstairs you will find two bedrooms, a large bathroom, flex space and a walk-in attic that could easily be converted into a gym or theater. Step outside on the large lanai with additional patio and market lights ready for family nights under the stars. Venturing out into the neighborhood amenities, you'll find resort style living with an oversized pool, owner's clubhouse, complete gym, tennis and pickleball courts, and an optional golf membership at the Fred Couples designed course! Home is broker owned. Local lender credit available!

56 Mist Wood Ct, 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 .