Pittsboro Homes for Sale

Pittsboro Homes for Sale

Welcome to Pittsboro, North Carolina, a charming town nestled in the heart of Chatham County. Known for its rich history and vibrant community, Pittsboro offers a unique blend of small-town charm and modern conveniences. With its picturesque landscapes, friendly atmosphere, and a strong sense of community, Pittsboro is the perfect place to call home.

As you explore this delightful town, you'll discover a variety of local shops, restaurants, and cultural attractions that reflect the area's heritage and creativity. The historic downtown area is a focal point, featuring quaint boutiques and eateries that invite you to linger and soak in the ambiance. Nature enthusiasts will appreciate the nearby parks and outdoor recreational opportunities, including hiking trails and scenic picnic spots.

For those considering making Pittsboro their home, the real estate market offers an array of options to suit diverse lifestyles and budgets. From charming historic homes that exude character to modern new constructions with all the latest amenities, there is truly something for everyone. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Pittsboro has homes for sale that cater to your needs.

The community is known for its strong educational institutions, making it an ideal location for families. With a welcoming spirit and a commitment to preserving its natural beauty, Pittsboro is a place where you can build lasting memories. Come and explore the homes for sale in this enchanting town, and discover the perfect backdrop for your next chapter in life. Your dream home awaits in Pittsboro!

Newest Pittsboro Homes for Sale

$1,925,000
5 Beds ⋅ 7 Baths ⋅ 10184073 MLS
A Modern Estate Home Designed for Luxury Living Welcome to one of Summit Terrace's signature homes—an extraordinary custom residence that blends timeless architecture with modern luxury in one of Chatham County's most desirable settings. Perfectly positioned on a 1.27-acre homesite backing to more than 15 acres of protected wooded common area, this exceptional property offers the privacy, tranquility, and natural beauty that discerning buyers rarely find. Encompassing approximately 4,493 square feet of heated living space, this thoughtfully designed home features five bedrooms, four full bathrooms, two powder rooms, a spacious bonus room, and an open loft overlooking the spectacular two-story great room. Every detail has been carefully considered to create a home that is equally suited for elegant entertaining and comfortable everyday living. The striking exterior showcases an elegant combination of brick veneer and premium cement fiber siding, highlighted by steep architectural rooflines, dramatic front-facing gables, oversized windows, and refined architectural detailing. The welcoming covered front porch leads into an impressive foyer where soaring ceilings and expansive sightlines immediately reveal the home's exceptional craftsmanship and scale. At the heart of the home is a spectacular gourmet kitchen featuring an oversized center island, professional-style appliance layout, abundant cabinetry, a separate scullery pantry, and a spacious dining area that flows seamlessly into the dramatic two-story great room. Large glass doors open onto a vaulted covered rear porch, creating the perfect indoor-outdoor living experience while overlooking the peaceful wooded backdrop. The luxurious first-floor owner's suite is designed as a private retreat with a cathedral ceiling, oversized walk-in closet, spa-inspired bath featuring a freestanding soaking tub, zero-entry shower, and direct access to the outdoor living spaces. A private guest suite on the main level provides exceptional comfort for overnight visitors or multi-generational living. Upstairs, family and guests will enjoy three additional bedrooms, each with convenient bath access, a generous loft overlooking the great room, and a large bonus room that can easily serve as a media room, fitness studio, home office, or playroom. The intelligent floor plan offers outstanding flexibility for today's lifestyle while maintaining an elegant flow throughout the home. Car enthusiasts and hobbyists will appreciate the oversized three-car garage, offering generous storage and flexibility for vehicles, golf carts, or workshop space. The setting is every bit as impressive as the home itself. The backyard opens to over 15 acres of preserved wooded common area, providing exceptional privacy, beautiful natural views, and the feeling of owning a private estate without the maintenance of additional acreage. Whether enjoying morning coffee on the covered porch, entertaining family and friends, or simply taking in the peaceful surroundings, this homesite offers a level of serenity that is increasingly difficult to find. This remarkable residence represents the perfect balance of sophisticated design, luxury finishes, generous living spaces, and an unmatched natural setting—an exceptional opportunity to own a custom-crafted estate home in the prestigious Summit Terrace community.

98 Summit Terrace Dr, Pittsboro
$815,000
4 Beds ⋅ 3 Baths ⋅ 10183987 MLS
Newly adjusted pricing positions this custom home perfectly for one of Pittsboro's most desirable locations. Enjoy main floor living in a semi open layout with hardwoods, custom inlays, a chef's kitchen with THOR six burner range, granite counters, custom cabinetry and two pantries. The formal and casual dining areas flow into a warm living room with fireplace and detailed molding. The main level includes a bright Primary Suite plus two additional bedrooms offering abundant light. Upstairs offers new LVP flooring, an oversized bedroom/office, a large bonus room with sink and storage, and a full bath. A massive epoxy floored garage and walk in encapsulated crawl space with water filtration add valuable utility. Outside, over an acre of natural beauty features a cascading waterfall, pond, winding paths, gazebo, and expansive deck—an ideal setting for relaxing or entertaining. Pittsboro blends small town charm with steady growth, just 40 minutes to RTP and RDU, with easy access to Fearrington Village, Mosaic, The Plant, Shakori Hills, Jordan Lake, and the Haw River. With generous square footage, refined custom touches and a private outdoor oasis. This stately home blends seamlessly with its natural surroundings, offering a peaceful, grounded feel from the moment you arrive.

798 Horizon Dr, Pittsboro
$655,000
3 Beds ⋅ 3 Baths ⋅ 10183839 MLS
Welcome to 4 Macon at Camden South, one of Fearrington Village's most sought-after neighborhoods, where privacy, natural beauty and walkable village living come together. Carefully maintained, this light-filled home enjoys abundant natural light from windows on all four sides. The property offers a garden-inspired setting filled with flowering trees, established perennials and frequent visits from songbirds, hummingbirds and butterflies. The living room features hardwood floors, a fireplace and soaring ceiling, while French doors open to a screened porch overlooking the HOA-maintained lawn and protected woods beyond. A separate dining area provides an inviting space for meals and entertaining. The kitchen includes hardwood flooring, a center island, an electric range and updated appliances, including the dishwasher and refrigerator. Glass doors connect the kitchen to a private courtyard garden complete with a water feature and distinctive plantings—an ideal spot for morning coffee or a quiet evening outdoors. The main-level primary suite features built-in shelving, a desk area, Berber carpet and Hunter Douglas Powerview electric blinds. The primary bath includes a tiled shower and Kohler Purist fixtures and hardware. Upstairs, two generously sized bedrooms and a full bath offer comfortable space for guests, hobbies or a home office. Additional highlights include a separate laundry room with premium washer and dryer on pedestals, a two-car garage with built-in storage and a Rain Bird irrigation system. From Camden South, enjoy an easy walk to the heart of Fearrington Village, home to acclaimed dining, a gourmet café and market, McIntyre's Books, boutique shopping, The Fearrington House Inn, spa services and the popular weekly farmers' market. Miles of walking trails, green spaces, resident-led clubs and community activities add to the distinctive Fearrington lifestyle, while Camden South residents enjoy regular neighborhood gatherings and a welcoming sense of connection.

4 Macon, Pittsboro
$368,000
3 Beds ⋅ 2 Baths ⋅ 10183829 MLS
Welcome to this charming and inviting home in desirable Pittsboro, perfectly blending cozy comfort with modern convenience. The open floor plan creates a welcoming flow ideal for everyday living and effortless entertaining. Hardwood floors and durable ceramic tile run throughout—no carpet anywhere—delivering easy maintenance and timeless appeal. The generous, well-equipped kitchen shines as the heart of the home, featuring a gas cooktop, wall oven, abundant cabinetry and storage, making meal prep a delight. Just steps away, the living room anchors around a stunning stone fireplace. Additional highlights include smooth ceilings and a convenient separate laundry closet. Step outside to your private outdoor oasis: a screened side porch for peaceful mornings, a spacious deck, patio for dining al fresco, and a large fenced backyard complete with a handy shed. This setup is ideal for pets, play, gardening, or entertaining in complete privacy. Best of all, enjoy walkable access to vibrant Downtown Pittsboro shops, dining, and top-rated schools. This move-in ready gem also includes a washer, dryer, refrigerator, and Reverse Osmosis drinking water system that convey with the sale—saving you time and money from day one.

56 W Cornwallis St, 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!

67 Coley Ct, 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
$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
$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
$4,500,000
5 Beds ⋅ 6 Baths ⋅ 10182779 MLS
25.9-acres! Excellent location. Proposed luxury custom home by award-winning Dunning Custom Homes on an exceptional 25.9-acre estate homesite that can be divided into two lots. Choose this stunning Country French Manor design or work with the builder to create your own custom masterpiece. Situated atop a private, mostly flat homesite with access through the prestigious Monterrane community—without the HOA and with minimal restrictions—this remarkable property offers the perfect blend of luxury, privacy, and convenience. The proposed home features 5 bedrooms, 5.5 baths, soaring ceilings, a grand fireplace, chef's kitchen with professional appliances, impressive scullery, main-level owner's suite with private study, guest suite, and three additional bedroom suites upstairs, plus flex space. Crafted with the exceptional quality and timeless design Dunning Custom Homes is known for, this home is designed for elegant everyday living and effortless entertaining. Conveniently located just off Mt. Gilead Road between US-15/501 and Hwy. 64, minutes from downtown Pittsboro, Chatham Park, Mosaic, Jordan Lake, and the Haw River. A rare opportunity to build a private luxury estate in one of Chatham County's most desirable locations. This extraordinary home features five spacious bedrooms, five and a half private bathrooms, ensuring comfort and privacy for every resident and guest. The main level welcomes you with soaring ceilings and stunning fireplace, the property exudes warmth, character, and charm. Discover the perfect blend of elegance and relaxation, ideal for both entertaining and personal retreat. Designed to impress with high end finishes. This French masterpiece blends cutting-edge luxury with warm, livable design. The heart of the home is a chef's kitchen with a professional range, oven, built-in refrigerator and stunning scullery—complete with second sink. Main level primary suite with private owners' study, plus a personal guest suite. Second floor offers three bedrooms each with its own private bathroom. Comfortable flex space and a study. Dunning Custom Homes delivers consistent, dedication to quality and reputation as an industry leader, they have set the benchmark for quality in home building and unmatched craftsmanship.

748 Valley Ln, Pittsboro
$625,000
4 Beds ⋅ 3 Baths ⋅ 10182767 MLS
Immaculate Craftsman - Better Than New! Welcome home to this stunning Craftsman-style beauty offering the perfect blend of timeless charm and modern luxury. This 4-bedroom, 2.5-bath home has been meticulously upgraded and impeccably maintained — truly better than new! Step onto the covered front porch and into an expansive open-concept main level featuring durable LVP flooring throughout. The gourmet kitchen is a chef's dream, boasting a recently upgraded stainless steel appliance package with gas range, sweeping granite countertops, and a striking black subway tile backsplash. A charming barn door conceals the walk-in pantry, while the designer dining room showcases custom built-in cabinetry perfect for entertaining. Work from home in style in the French door entry office, complete with a floating built-in desk. Upstairs, a versatile loft bonus room currently serves as a fully functioning golf simulator — ready to convert to your own dream space. The owner's suite is a true retreat, featuring a tray-trimmed ceiling and custom built-in closet shelving, while generously sized secondary bedrooms offer comfort for family or guests. Throughout the home, discover incredible trim customization, shiplap-trimmed walls, and upgraded lighting and plumbing fixtures that elevate every room. Outside, the incredible landscaping continues to impress with a large stone paver patio, lush Bermuda sod lawn, black aluminum fencing, irrigation system, and landscape lighting — all overlooked from the covered back porch. A 2-car garage completes this exceptional property. This home has it all — style, function, and flawless finishes throughout. Schedule your private showing today!

20 Plenty 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 .