Pittsboro Real Estate

Pittsboro Real Estate

Located in Chatham County, North Carolina, Pittsboro is a charming city that offers a perfect blend of small-town charm and modern amenities. Situated in the heart of the state, Pittsboro is known for its picturesque landscapes, rich history, and vibrant community.

Pittsboro is surrounded by the natural beauty of the North Carolina Piedmont region, with rolling hills, lush forests, and scenic rivers. This makes it a haven for outdoor enthusiasts who can enjoy activities like hiking, fishing, and boating in the nearby Jordan Lake State Recreation Area.

The city's historic downtown area is a major attraction, with its quaint shops, art galleries, and delicious restaurants. Visitors and residents alike can explore the unique boutiques, attend local events and festivals, or simply relax in one of the many charming cafes.

Pittsboro is also home to a thriving arts scene, with numerous art studios, galleries, and theaters. The city hosts regular art walks and exhibitions, showcasing the talents of local artists and artisans.

For those seeking a sense of community, Pittsboro offers a range of recreational activities and community events. From farmers markets to live music performances, there is always something happening in this vibrant city.

With its convenient location, Pittsboro provides easy access to larger cities like Raleigh, Durham, and Chapel Hill, making it an ideal place to live for those who desire a peaceful retreat while still being close to urban amenities.

Whether you're looking to settle down or just visiting, Pittsboro offers a unique blend of natural beauty, cultural richness, and a welcoming community that is sure to leave a lasting impression.

Newest Listings in Pittsboro

$405,000
3 Beds ⋅ 3 Baths ⋅ 10182540 MLS ⋅ ACTIVE Status
Exceptional opportunity in the Vineyards of Chatham Park! A beautifully positioned end unit townhome offering modern comforts, wooded privacy, and the best of Chatham Park living. This thoughtfully designed home combines modern convenience with a peaceful setting and an exceptional outdoor retreat. Enjoy your own private escape on the beautiful flagstone patio overlooking a wooded backdrop — the perfect setting for morning coffee or unwinding while taking in the natural surroundings. The tranquil views and mature landscape create a rare sense of privacy while still keeping you connected to everything the neighborhood has to offer. Located within one of Pittsboro's most innovative and sought-after communities, this home provides access to the trails, green spaces, and vibrant destinations, including Novi and the Mosaic with nearby dining, shopping, community events, and gathering spaces that make it easy to experience all the conveniences and amenities this exceptional community provides. With its peaceful wooded views, inviting outdoor spaces, and prime location, 92 Norwell Lane offers a rare opportunity to enjoy the perfect balance of nature, community, and convenience.

92 Norwell Ln, Pittsboro
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 10182398 MLS ⋅ ACTIVE Status
Perched atop a scenic hill in Cedar Mountain, this extraordinary custom retreat blends refined mountain-lodge architecture with breathtaking long-range views, exceptional craftsmanship, & thoughtfully designed outdoor living on 2.6 beautifully landscaped acres. A handcrafted stone moongate welcomes you through lush gardens filled with carefully selected plantings that provide year-round color & texture—from vibrant azaleas to yarrow & everything in between. A covered stone front porch with a vaulted cedar ceiling & impressive custom wood entry door sets the tone for the remarkable home within. The stunning great room features soaring vaulted wood ceilings accented by reclaimed pine beams salvaged from a historic 100-year-old local tobacco warehouse. A floor-to-ceiling stone fireplace with a holly wood mantel, creates a warm focal point, while an expansive wall of windows frames panoramic wooded vistas, spectacular sunsets, & the ever-changing beauty of the seasons. The sunroom offers a peaceful retreat with a vaulted cedar ceiling, tiled flooring, and 2 walls of windows that seamlessly connect the living area to the luxurious primary suite. The thoughtfully designed main level also includes 2 primary suites, providing exceptional flexibility for guests or multigenerational living. A dedicated office features custom built-in bookcases, elegant wainscoting, & a stained-glass transom, while a nearby hallway showcases a built-in glass curio cabinet. Designed for both everyday living & entertaining, the gourmet kitchen features rich knotty alder cabinetry, granite countertops, a Thermador 6-burner gas cooktop with pot filler, & a large stainless-steel center island that anchors the beautifully planned workspace. Adjacent to the kitchen, the spacious laundry and mudroom includes a built-in drop zone with bench, cubbies, and a pet door leading to the expansive rear porch. With its vaulted cedar ceiling, reclaimed wide-plank flooring, & dual ceiling fans, this inviting outdoor living area overlooks the breathtaking backyard. Upstairs, you'll find 2 additional bedrooms, a shared bath, a generous loft, & a charming "secret" reading nook sure to delight children & guests alike. A massive unfinished attic offers exceptional expansion potential. Already equipped with lighting, electrical outlets, plumbing for a future bath, and its own electrical panel, the space is ideal for a media room, recreation area, fitness studio, or additional living space. The oversized two-car garage includes a dedicated workshop area, insulated walls, insulated ultra-quiet garage doors, & an EV charging station. Outdoor amenities are truly exceptional. A spacious rear deck, partially shaded by a pergola, captures sweeping views & leads via a beautiful stone staircase to an expansive patio with a built-in fire pit & stone seating—perfect for gathering under the stars. The resort-style heated pool extends the swimming season & is complemented by a stunning pavilion featuring a ceiling fan, rustic built-in cabinetry & countertops, a gas line for grilling, & a dedicated storage room for pool equipment & outdoor gear. Massive stone patios, retaining walls with integrated seating & lighting create a private, peaceful setting unlike any other. Additional highlights include: Custom top-down/bottom-up shades throughout the front of the home, including a remote-controlled kitchen shade. Custom-built chicken coop with protected run. Hobby greenhouse with water service. Irrigation spigots conveniently placed throughout the property for effortless gardening. Dedicated garden area with a gabion stone wall. Extensive custom stonework—including planters, retaining walls, walkways, borders, patios, & outdoor living spaces—crafted primarily from stone harvested directly from the property. Every detail of this remarkable home has been carefully curated to create a private sanctuary where timeless craftsmanship, modern comfort, & unforgettable natural beauty come togethe

1624 Cedar Grove Rd, Pittsboro
$200,000
10182370 MLS ⋅ ACTIVE Status
This stunning 10 acre, unrestricted property offers the perfect balance of privacy and convenience. With a level topography, the land is ready for your vision, whether you're looking to build your dream home, start a farm, or explore other opportunities. Enjoy the peaceful seclusion while still being just a short drive to Pittsboro, Chapel Hill, RTP and RDU. The ideal location for those seeking both tranquility and easy access to major hubs. Don't miss this rare opportunity!

1701 Mitchells Chapel Rd, Pittsboro
$559,000
4 Beds ⋅ 3 Baths ⋅ 10182271 MLS ⋅ ACTIVE Status
Move right into this beautifully updated 4-bedroom, 2.5-bath home in the desirable Potterstone Village community! Situated on a private, beautifully landscaped 0.44-acre fenced lot, this turnkey home offers 2,665 square feet of thoughtfully designed living space with extensive recent updates throughout. The entire interior was freshly painted in July 2026 and features gorgeous refinished hardwood floors (July 2026) on the main level, brand-new carpet on the stairs and second floor, and an exterior freshly painted in October 2025. The spacious floor plan is perfect for everyday living and entertaining, while the bright sunroom—converted & featuring windows installed in 2019—provides the perfect place to relax year-round, and the sunroom furniture conveys! The updated primary suite includes a new vanity cabinet, faucets, and a semi-frameless glass shower enclosure, creating a fresh, spa-like retreat. The kitchen has also been updated with a new oven, dishwasher and microwave (2026), making this home truly move-in ready. Step outside to enjoy the private backyard oasis complete with lush landscaping, a patio, and a storage shed with upgraded drainage completed in 2019. With too many improvements to list, this meticulously maintained home offers peace of mind and exceptional value. Enjoy neighborhood amenities including a community pool, clubhouse, and scenic pond, all just minutes from historic downtown Pittsboro, shopping, restaurants, and convenient access to US-64, US-15/501, and NC-87. Turnkey, beautifully updated, and ready for its next owner—this is one you won't want to miss!

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

915 Cabin Crk, Pittsboro
$1,173,000
3 Beds ⋅ 3 Baths ⋅ 10182181 MLS ⋅ COMING SOON Status
Nestled on a beautifully landscaped lot of over one acre, this exceptional 3 bedroom, 2.5 bath executive home offers the perfect blend of luxury, comfort, and thoughtful design. From the stunning stone and fiber cement exterior to the impeccably maintained interior, every detail has been carefully crafted for elegant everyday living. The heart of the home is the gourmet cook's kitchen featuring granite countertops, a large center island with dual disposals, natural gas cooktop, built-in oven/microwave combination, Energy Star appliances, and a spacious walk-in pantry. Enjoy casual meals in the charming breakfast area overlooking the lot's wooded and private back yard or entertain guests in the separate formal dining room. Hardwood floors flow throughout the main level, leading into the inviting family room with custom built-in bookshelves and a cozy natural gas log fireplace. A second gas log fireplace enhances the screened porch, complete with custom shades for year-round enjoyment and relaxation. The exquisite owner's suite provides a luxurious retreat with a spa-inspired bath featuring a walk-in shower, soaking tub, and generous space for comfort and privacy. Additional highlights include ceiling fans, Plantation shutters, a convenient main-level utility room, low-flow plumbing fixtures, and a tankless water heater with circulating hot water system. Spacious and versatile, this beautifully designed home offers room for everyone with a thoughtfully finished lower level perfect for multi-generational living, entertaining or guest accommodations. Enjoy a large finished recreation room ideal for movie nights, game days, or a home gym, along with 2 spacious bedrooms and a full bath providing comfort and privacy for family or visitors. The lower level also features access to a huge unfinished storage area with endless possibilities - perfect for a workshop, hobby space, or fitness area. With abundant storage and flexible living spaces throughout, this home combines functionality and comfort in every detail. Outdoor living is equally impressive with a fenced backyard, irrigation system and ample space to enjoy nature's peaceful surroundings. Additional features include a sealed crawlspace, county water, community sewer, durable 30-year shingle roof warranty and natural gas fuel service. Designed by Home by Dickerson with future convenience in mind, the home's construction also incorporates space and options for a potential elevator installation if desired. This remarkable property combines timeless style, energy efficiency, and modern functionality in a serene setting you'll love coming home to.

4200 Henderson Pl, Pittsboro
$340,000
3 Beds ⋅ 2 Baths ⋅ 10181905 MLS ⋅ ACTIVE Status
Priced to sell! This 3-bedroom, 2-bath ranch offers 1,570 sq ft of comfortable living space on a 0.27-acre lot. Formal dining room, flat-surface countertops, a cozy gas fireplace, and a functional floor plan ready for your personal touches. Enjoy outdoor living with a covered front porch, spacious back deck, and fully fenced backyard. A/C system installed in 2025 provides added value and peace of mind. With a little updating, this home presents an excellent opportunity for homeowners or investors alike. Being sold as is and priced accordingly for a quick sale. Walkable to downtown Pittsboro.

8 Hawks Spiral Way, Pittsboro
$585,000
4 Beds ⋅ 3 Baths ⋅ 10181726 MLS ⋅ ACTIVE Status
Set on an oversized lot, this beautifully appointed home offers the perfect blend of comfort, functionality, and curb appeal. Relax on the extended front porch, an inviting space to enjoy your morning coffee, greet neighbors, or unwind in the evening. Inside, the bright, open-concept floor plan is enhanced by custom built-in cabinetry around the fireplace in the living room, adding both character and practical storage while creating a stunning focal point for everyday living and entertaining. Designer finishes and quality craftsmanship are evident throughout the home. The spacious primary suite is a true retreat, featuring a luxurious ensuite bath with a freestanding soaking tub and beautiful tile. Every detail has been thoughtfully selected to create a warm, elegant atmosphere. Located in the award-winning Chatham Park community, you'll enjoy 30 plus miles of trails and bike paths, parks, playgrounds, and easy access to shopping, dining, entertainment, and all that charming downtown Pittsboro has to offer. Chatham Park's Knight Farm Community Park has a splash pad, playground, dogpark, zipline and plenty of open outdoor green spaces. Or join Paddles or Chatham Park YMCA right around the corner, for easy access to pools and pickleball. And if you happen to have a pre-schooler, you can walk to Amazing Explorers Academy. This move-in ready home combines premium upgrades, generous outdoor space, and an unbeatable location for the best of modern North Carolina living.

268 Mindees Ln, Pittsboro
$624,900
3 Beds ⋅ 3 Baths ⋅ 10181691 MLS ⋅ ACTIVE Status
Enjoy privacy, space and room to breathe on more than three acres in desirable Bobcat Point—with no HOA, no city taxes and horses allowed. This beautiful home offers three bedrooms, including a main-level primary suite with a fireplace, plus a flexible room ideal for a home office or guests. The spacious bonus room provides even more versatility, while over 1,000 square feet of unfinished third-floor space offers incredible potential for future expansion. Relax on the rocking-chair front porch or enjoy the peaceful backyard from the screened porch and expansive deck. The property also features a fenced area, garden space and plenty of room for RVs, boats and recreational toys. A detached two-car garage with unfinished space above creates additional possibilities for storage, a workshop or future finished space. Recent improvements include refinished hardwood floors, new carpet, fresh interior paint, refinished countertops and tile, and newly stained porches and deck. A truly special home and setting with exceptional indoor and outdoor space.

128 Lauren Rose Ln, Pittsboro
$450,000
3 Beds ⋅ 2 Baths ⋅ 10181660 MLS ⋅ ACTIVE Status
Beautifully designed contemporary home on a naturally wooded lot in Fearrington Village. Vaulted ceilings, skylights, and abundant windows fill the home with natural light and frame views of the wooded setting. The front door opens to an entry foyer, leading to a living room with a fireplace and a dining area with sliding glass doors to the rear deck. The spacious kitchen includes a pantry and gas stove, with an adjoining laundry room that offers a second pantry. The main-level primary bedroom features a walk-in closet and full bathroom. Upstairs are two additional bedrooms and another full bath. Recent updates include fresh interior paint and new bedroom carpet. Exterior storage closet included.

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

804 Millcroft, Pittsboro
$185,000
10181351 MLS ⋅ ACTIVE Status
Build the home you've always envisioned on this exceptional 1.5+ acre homesite in the desirable Cedar Grove community of Pittsboro! Offering the rare combination of NO HOA, low Chatham County taxes, and a peaceful wooded setting, this property provides the perfect canvas for your custom dream home. Bring your own builder and design the ranch floor plan you've been dreaming of, with ample space for three bedrooms, outdoor living, a detached garage, workshop, pool, or private retreat. Ideally located just minutes from Downtown Chapel Hill, Carrboro, UNC-Chapel Hill, Chatham Park, Jordan Lake, and all the shopping, dining, and conveniences of the Triangle, you'll enjoy the best of both worlds—privacy and convenience. Whether you're looking to build your forever home or invest in one of the area's fastest-growing locations, opportunities like this are becoming increasingly rare. No HOA. Bring your own builder. Endless possibilities.

74 Eagles Crst, 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 .