Pittsboro Real Estate Search

Pittsboro NC Real Estate & Homes for Sale

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Pittsboro Properties for Sale

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Pittsboro Homes for Sale

$649,900
3 Beds 3 Baths 10184833 MLS ACTIVE Status
Ready to move in and upgraded. Why wait to buy! 166 Imagine Way, a meticulously maintained Sweetfern floor plan in Chatham Park's Premier 55+ community This turn-key 3 bedroom, 3 bath home delivers the perfect balance of open space, functional design, and high end updates. An intuitive open concept layout connects the primary living areas creating an inviting space for both everyday living and entertaining. It features a chefs kitchen with high end finishes including a reverse-osmosis water filtration system which is plumbed to the kitchen sink and refrigerator for ice, a gas cooktop, wall oven, lots of counter and cabinet space, a beautiful island, spacious pantry and beautiful quartz counters. It's open to the family room and over looks the extended patio with raised bed for your flowers or herbs. Remote controlled Hunter Douglas Luminette Privacy Sheer Drapes frame the wall of windows in FR. Light filtering blinds and ceiling fans have been added through out the home as well. The primary bedroom features a spacious layout designed for comfort and privacy. It has a spacious en-suite bathroom with large zero entry shower and walk in closet. The main floor includes a dedicated office / study ideal for remote work or hobbies, plus a bright secondary bedroom. The large laundry room has an owner added utility sink and great storage. Upstairs has a large bonus space and private third bedroom with full bath. The front and rear doors have Provia Storm / Screen doors added to invite fresh air into the home. An expanded back patio paired with a custom raised garden bed are ready for your morning coffee or outdoor entertaining. The garage interior has been painted and includes an EV charger. A tankless water system is in place and a Ring camera has been installed. You'll also notice little touches through out that help to make this home "better than new". Desirable amenities include as a pool, spa, clubhouse, putting green and lighted Pickleball courts. The social director in this community is an asset according to the owners. She has a way of bringing people together. There are a lot of groups to become involved with as well. This is a great community to mingle and meet your neighbors. Convenient location close to Chapel Hill, RDU Airport, Raleigh, Durham and Sanford. The community contribution fee has been paid for you with this home! I believe this home is better than new!

166 Imagine Way, Pittsboro

$1,925,000
5 Beds 7 Baths 10184073 MLS ACTIVE Status
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

$395,000
3 Beds 3 Baths 10183952 MLS ACTIVE Status
Welcome to this spacious 2,200+ sq. ft. end-unit townhome in the highly desirable Fearrington Village, offering an exceptional combination of space, natural light, and low-maintenance living. Surrounded by mature landscaping, this one-owner home is in need of updating, but is solid. The home features vaulted ceilings, hardwood floors throughout the main level, and a flexible floor plan designed to accommodate today's lifestyle. The inviting living room with a gas fireplace opens to a bright sunroom and side deck, creating comfortable spaces to relax or entertain. The kitchen includes a cheerful breakfast area, while the separate dining room is ideal for hosting family and friends. The main-level primary suite offers the convenience of first-floor living with a spacious walk-in closet. Upstairs, two generously sized bedrooms/versatile flex rooms, and abundant walk-in storage provide endless possibilities for a home office, hobby space, or guest accommodations. Outside, enjoy the beauty and convenience of Fearrington Village, where the HOA maintains the exterior, allowing more time to enjoy scenic walking trails, charming shops, restaurants and a vibrant calendar of community activities. Located just minutes from Chapel Hill, UNC, RTP, RDU, and Jordan Lake, this home offers an exceptional blend of comfort, quality, convenience, and lifestyle. Detached one-car garage is maintained by the HOA and is not deeded separately. Home includes a dedicated parking space directly in front of the townhome.

458 Beechmast, Pittsboro

$425,000
10183750 MLS ACTIVE Status
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 ACTIVE Status
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 ACTIVE Status
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

$849,000
3 Beds 3 Baths 10183392 MLS ACTIVE Status
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

$4,500,000
5 Beds 6 Baths 10182779 MLS ACTIVE Status
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

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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 .