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$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
$1,749,000
4 Beds ⋅ 7 Baths ⋅ 10182713 MLS
No backyard neighbors. Ever. This stunning new home was just completed Summer 2026 and if quiet serenity combined with luxury living is what you seek, welcome to Ryan's Crossing. One of the first things you'll notice is the peaceful silence, a rare kind of tranquility where you can hear the sounds of nature, fully relax, and still be just five minutes from Chapel Hill and everyday conveniences. Completed in June 2026, this exceptional Triple A Homes masterpiece backs to permanently protected conservation land, offering uninterrupted wooded views, exceptional privacy, and the peace of mind that your backyard will never be developed. Filled with natural light and offering room for your dream pool, this home is designed for those who value luxury without sacrificing peace and privacy. Designed for both everyday living and elegant entertaining, the main level features a dramatic two story foyer, a soaring two story great room with a fireplace, a chef's kitchen with Dacor appliances, a fully appointed scullery, and a striking staircase with integrated under stair lighting. The private screened porch provides the perfect place to relax while enjoying the peaceful conservation views. Offering four bedrooms plus a dedicated office or guest bedroom with a private ensuite bath, the thoughtfully designed floor plan provides exceptional flexibility. The main level features a luxurious primary suite, a private office or guest suite with its own full bath, and a well appointed mudroom for everyday convenience. Upstairs, three additional ensuite bedrooms, each with a walk in closet, are complemented by a spacious bonus room and an additional half bath. Professionally curated designer finishes create a timeless, sophisticated aesthetic throughout. Located in one of the area's premier custom home communities, residents enjoy 114 acres of preserved woodlands, walking trails, a yoga pavilion, and open green spaces, all just minutes from Chapel Hill, Pittsboro, Jordan Lake, and major commuter routes. Square footage is based on architectural plans. Pool image is for illustrative purposes only.

346 Lila Dr, Pittsboro
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 10182398 MLS
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
$559,000
4 Beds ⋅ 3 Baths ⋅ 10182271 MLS
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
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
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
$575,000
4 Beds ⋅ 3 Baths ⋅ 10181726 MLS
Set on an oversized lot, this home is loaded with upgrades! Outside, there is an extended front porch. The living room features built-ins around the fireplace. and there is beautiful slow -closing cabinetry in the kitchen. Luxury louvered blinds have been installed on all of the windows. 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
$450,000
3 Beds ⋅ 2 Baths ⋅ 10181660 MLS
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
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
$1,160,000
4 Beds ⋅ 5 Baths ⋅ 10181215 MLS
Updated custom home in Henry's Ridge with a first-floor primary suite, designated office, formal dining room and oversized sunroom on 1.6 private acres. Offering 4 bedrooms, 3 full baths, 2 half baths, and 4,847 square feet, this home is conveniently located just off Hwy. 64 near Jordan Lake with easy access to Pittsboro, Chapel Hill, Apex, and Cary. Extensively updated in 2021 with a remodeled kitchen featuring custom cabinetry, quartz countertops, oversized 3-inch island, expanded pantry with appliance nook, custom mudroom, enlarged laundry room with built-in dog wash, refinished hardwood floors, fresh interior paint, and custom built-ins. Outdoor living is designed for entertaining with an in-ground heated pool, pool house, exterior half bath, renovated decks, professionally landscaped yard, irrigation system, and commercial-grade landscape lighting. Additional features include a tankless water heater, reverse osmosis water filtration system, generator wiring, and an additional water heater with recirculation. The flat, tree-lined lot backs to approximately 80 acres that are unlikely to be developed, providing exceptional long-term privacy. Parking for approximately 12 vehicles.

242 Henrys Ridge Rd, Pittsboro
$1,275,000
4 Beds ⋅ 5 Baths ⋅ 10181067 MLS
Privately tucked away at the end of a quiet cul-de-sac beneath a mature canopy of hardwoods, this extraordinary custom estate presents a rare opportunity to create a truly personalized luxury residence on four private acres within Pittsboro's exclusive Fox Oak community. Now is the ideal time to make your vision a reality. As construction begins, discerning buyers will have the unique opportunity to collaborate directly with the builder to personalize finishes, refine living spaces, and tailor select design elements to complement their lifestyle. Inspired by timeless modern farmhouse architecture with refined estate-style influences, this exceptional home will offer 4,332 heated square feet and more than 5,473 square feet under roof. Designed to balance elegant entertaining with comfortable everyday living, the thoughtfully crafted floor plan features four bedrooms, four-and-a-half baths, and expansive open living spaces filled with natural light. At the heart of the home, the dramatic great room flows effortlessly into a designer kitchen centered around an oversized gathering island. An exceptional scullery pantry with additional cabinetry, countertops, and dedicated prep space provides both beauty and function, making entertaining seamless while keeping the main kitchen pristine. Distinctive architectural details elevate every space, including a welcoming wraparound front porch, cathedral-ceiling library, striking statement staircase, spacious loft retreat, two private offices, and a generous bonus room ideal for a media room, fitness studio, recreation space, or additional guest accommodations. The luxurious primary suite is designed as a peaceful private retreat, complete with dual vanities, a freestanding soaking tub, oversized walk-in shower, and an expansive custom walk-in closet with built-in wood shelving. The surrounding four-acre homesite offers exceptional privacy while providing ample room for future outdoor amenities. Buyers can work directly with the builder to discuss potential enhancements, including a custom pool, outdoor kitchen, fire feature, sports court, gardens, or additional entertaining spaces—creating an estate that is as impressive outdoors as it is inside. Located within the prestigious Fox Oak community, this is a rare opportunity to build a one-of-a-kind custom luxury home that combines exceptional craftsmanship, timeless architecture, and the freedom to personalize nearly every detail in one of Pittsboro's most desirable settings.

97 Fox Oak Trl, Pittsboro
$615,000
4 Beds ⋅ 3 Baths ⋅ 10181040 MLS
From the moment you step through the front door, you'll feel it—this is more than a house; it's a home where love has flourished, laughter has echoed through every room, tiny footsteps became confident strides, and countless memories have been made. Every space tells a story, and now it's ready for its next chapter with you. Beautifully and thoughtfully updated, this exceptional home combines timeless elegance with modern comfort. Rich Bellawood hardwood flooring flows throughout the entire first floor, creating warmth and continuity. The elegant dining room showcases a tray ceiling and classic wainscoting, perfect for hosting holiday dinners and special celebrations. The breathtaking great room welcomes you with soaring vaulted ceilings, custom built-in cabinetry, and a cozy gas-log fireplace with a blower that makes winter evenings especially inviting. The heart of the home—the kitchen—features premium KitchenAid stainless steel appliances and an inviting breakfast nook complete with a custom-built storage bench, creating the perfect place for morning coffee, family breakfasts, or helping with homework. Designed with privacy and comfort in mind, the split-bedroom floor plan offers a peaceful primary suite tucked away from the secondary bedrooms. The luxurious spa-inspired primary bath features a soaking tub, a separate shower with dual shower heads, and even its own dedicated water heater for added convenience. French doors from both the great room and the primary suite open onto an expansive deck, seamlessly blending indoor and outdoor living. Every lighting fixture throughout the home has been meticulously selected and updated, including elegant pendant lighting that gracefully frames the primary bedroom, adding warmth, sophistication, and designer appeal. Step outside, and you'll discover what many have described as a magical private park. This extraordinary backyard is a peaceful sanctuary surrounded by mature trees and beautifully curated landscaping. Relax in the hammock beneath the shade, gather fresh blueberries and blackberries, or stroll among blooming peonies, hydrangeas, and tulips. At its heart is your own tranquil pond with a graceful fountain and a Toro lantern, carefully brought from Japan, creating a setting that feels both serene and unforgettable. Upstairs offers incredible flexibility with an expansive bonus room complete with a closet, generous walk-in attic storage, a dedicated office or flex room, a beautifully remodeled full bathroom, and a spacious fourth bedroom with peaceful views overlooking the neighborhood pond. The location is just as impressive. Jordan Lake is only 10 minutes away, offering endless opportunities for boating, fishing, hiking, and recreation. The future Disney STORYLIVING community will be just five minutes away, bringing exciting new restaurants, shopping, entertainment, and amenities to the area. Families will appreciate the excellent educational options, including highly regarded public schools, Thales Academy, Haw River Christian Academy, Woods Charter School, and Chatham School of Science & Engineering. Every improvement has been made with care. Every room has been loved. Every corner invites you to imagine the memories still waiting to be made. Come experience this impeccable modern home for yourself—and prepare to fall in love. Agent Owned Property

438 May Farm Rd, Pittsboro
$875,000
3 Beds ⋅ 3 Baths ⋅ 10180964 MLS
Exceptional custom home offering a fantastic single-level floor plan with a full basement, ideally situated on a private wooded cul-de-sac shared by only three homes in desirable Fearrington Village. Hardwood, parquet, and carpeted flooring combine warmth and character throughout the home.The spacious primary suite features an extraordinary 11' x 11' walk-in closet complete with a custom organization system and center island. The inviting family room is anchored by a fireplace and framed by two full walls of custom built-in cabinetry, providing abundant storage and display space. Designed for both everyday living and entertaining, the expansive kitchen offers a large center island with storage on all sides, extensive cabinetry, and a beautiful furniture-style cabinet featuring glass display doors and a plate rack. A remarkable custom pantry includes wall-to-wall cabinetry with roll-out lower drawers, a full countertop, and an additional sink for exceptional storage and workspace. The well-appointed laundry room is equally impressive with a full wall of upper and lower cabinetry, an organization system, and a utility sink. Enjoy outdoor living on the screened porch and adjoining grilling deck overlooking a peaceful wooded setting that provides exceptional privacy with minimal yard maintenance. The walk-out lower level offers an additional 1,164 square feet of finished space featuring a kitchenette with dining area, flex space, two bedrooms, and a full bath. This finished area was completed without permits and is not included in the home's reported living square footage. The lower level also includes an abundance of unfinished storage, multiple workshop areas, and a utility sink, making it ideal for hobbies, projects, or additional storage. Additional features include a new roof (2025), new water heater (2023), plantation shutters throughout, wide doorways designed for aging in place, and numerous storage closets throughout the home. Fearrington Village is renowned for its vibrant social atmosphere, walking trails, beautiful surroundings, and community amenities. Galloway Ridge Fitness is conveniently located on the adjoining property, offering additional wellness opportunities just steps away.

862 Hatfield, Pittsboro
$1,199,000
3 Beds ⋅ 4 Baths ⋅ 10180831 MLS
Nestled on a private, wooded 1.63-acre homesite just 3 miles from charming downtown Pittsboro, this stunning new construction home offers the perfect blend of tranquility and convenience. Designed for effortless living, this thoughtfully crafted single-level home features 3 bedrooms, 3.5 baths, and an open-concept floor plan with exceptional craftsmanship throughout. The gourmet kitchen boasts a large center island, walk-in pantry, and wet bar, flowing seamlessly into the spacious great room with soaring 12-foot ceilings and decorative beams. Retreat to the luxurious owner's suite featuring a vaulted ceiling, spa-inspired bath, and oversized walk-in closet. Each secondary bedroom includes its own en-suite bath, offering comfort and privacy for family or guests. Enjoy year-round outdoor living on the expansive covered rear porch overlooking the peaceful wooded setting. With a formal dining room, oversized laundry room, abundant storage, and a spacious 3-car garage, this home combines timeless design with modern convenience in one of Pittsboro's most desirable locations.

71 Caz Trce, Pittsboro
$789,000
4 Beds ⋅ 3 Baths ⋅ 10180739 MLS
Behind the gates of Chapel Ridge Estates, this home offers 3 main-level bedrooms, including a primary suite with double vanity, walk-in shower with bench and handheld sprayer, walk-in closet and reverse-osmosis water spigot. The kitchen features granite counters, an island, gas cooking, stainless refrigerator, under-cabinet lighting and RO water at the sink. A tray-ceiling dining room, breakfast room, hardwood floors and family room with gas fireplace offer flexible gathering spaces. Relax on the screened porch or deck overlooking the fenced yard. Upstairs adds a bonus room, 4th bedroom, full bath and walk-in attic. The laundry room has a utility sink. A conditioned wine cellar occupies part of the 3rd garage bay and was designed for easy removal if needed. A 24 kW Generac provides whole-home backup power. Community perks include a pool, clubhouse, fitness center, courts, playground, golf, and bar and grill.

53 Spring Hollow Ct, Pittsboro
$2,475,000
5 Beds ⋅ 8 Baths ⋅ 10180609 MLS
Welcome to this exceptional new single-family residence in The Summit. This five-bedroom, 6.5-bathroom home offers abundant space for versatile living arrangements and entertaining. Set on a generous 1-Acre home site near the top of Burnette Mountain, the property provides ample outdoor space and privacy. The residence features two downstairs bedrooms, a grand Formal Dining Room, Study, Scullery and a breakfast area. The primary bedroom features to very spacious His/her Closets. A three-car garage, ensures convenient vehicle storage and protection. Located in The Hamptons Summit community, this home presents an outstanding opportunity for those seeking quality and substance in their real estate investment.

95 Mountaintop Cir, Pittsboro
$2,595,000
4 Beds ⋅ 6 Baths ⋅ 10180435 MLS ⋅ The Glenmore BLDG.
Welcome to The Glenmore, an exquisite custom estate home built by award-winning Hearthstone Luxury Homes, on Lot 2 in the prestigious Firefly Overlook at Jordan Lake community in Pittsboro. This stunning residence, currently under construction, spans 5,359 square feet with 4 bedrooms, 5.5 bathrooms, and a 3-car garage on a beautiful 1.62-acre wooded homesite. Perfectly blending architectural elegance with modern luxury, this home is also featured in this year's Triangle Parade of Homes—don't miss your chance to experience it! Step inside to a spacious great room featuring a gas fireplace and a dramatic wall of sliding glass doors opening to a covered porch with an outdoor kitchen and motorized screens—ideal for year-round outdoor entertaining. The gourmet chef's kitchen boasts an expansive island, walk-in pantry, and casual dining area, making it perfect for both everyday living and grand gatherings. The main-level primary suite offers a serene retreat with a spa-inspired bath and oversized walk-in closet. A first-floor guest suite provides additional privacy and convenience for visitors. Upstairs, discover two more bedrooms with private baths, a flexible bonus room with wet bar, and a versatile office (or potential fifth bedroom), plus ample unfinished storage space for future customization. Firefly Overlook is a boutique luxury community of just 30 private homesites (1.6-5+ acres) nestled amid rolling hills and streams, with easy walking distance to Jordan Lake. Enjoy nearby Vista Point Park with hiking trails, beach access, picnic areas, and boat launch—offering the ultimate in lakeside living while being conveniently located to Chatham County schools and amenities. This is luxury living at its finest in one of the Triangle's most sought-after new communities. Schedule your private tour today!

41 Firefly Overlook Rd, Pittsboro
$950,000
5 Beds ⋅ 4 Baths ⋅ 10180348 MLS
Experience luxury living overlooking the 9th hole of Chapel Ridge Golf Course in this exceptional custom home. A grand entry with soaring 10-foot ceilings sets the tone for the elegant finishes found throughout. The thoughtfully designed main level features a private home office with a coffered ceiling and French doors, a secondary first-floor bedroom with an adjoining full bath, and a luxurious primary suite complete with a tray ceiling, dual walk-in closets, and a spa-inspired bath featuring a generous soaking tub, oversized tiled shower, and dual vanities. Designed for both everyday living and entertaining, the gourmet kitchen showcases a 5-burner gas cooktop, wall oven, built-in microwave, farmhouse sink, walk-in pantry, and convenient butler's pantry, all flowing seamlessly into the formal dining room and expansive family room with a cozy gas fireplace. A well-appointed laundry room with a utility sink and drop zone adds everyday convenience. Upstairs, you'll find three spacious bedrooms, two full bathrooms, and an oversized bonus room offering endless possibilities for recreation, media, or guest space. Engineered hardwood flooring extends throughout most of the main floor and the second-floor hallway, while custom millwork enhances the home's refined character. Relax year-round on the expansive screened porch and enjoy peaceful views of the golf course and the tranquil surroundings. Irrigation and a Generac generator completes this remarkable home that combines timeless craftsmanship, sophisticated design, and an unbeatable golf course setting to create an extraordinary place to call home.

39 High Ridge Ln, Pittsboro
$2,900,000
4 Beds ⋅ 6 Baths ⋅ 10180014 MLS
A rare opportunity to build your custom dream home in the sought-after Stonecrest at Norwood community. This lovely proposed custom home features universal design features to help you age in place. Two primary bedroom suites, the ability to add an elevator and more. One of the last remaining estate lots available, this stunning 2.63-acre homesite offers exceptional privacy, accessed by a long, meandering driveway that sets the tone for the retreat that awaits. Picturesque Wilkinson Creek runs along the property, providing tranquil views and soothing natural ambiance. Embrace the natural beauty of the surrounding woods. Stonecrest at Norwood strikes the perfect balance of peaceful, private living with convenient access to surrounding amenities. Community features include scenic walking trails and a beautifully appointed pavilion with a fireplace -- an idyllic setting from the moment you arrive. Other plans available. This lot is also available for private sale without home construction.

93 Kenwood 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 .