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130 Whispering Meadows Ln, Pittsboro
$794,900
4 Beds ⋅ 3 Baths ⋅ 10186104 MLS
This NEW construction custom home offers an exceptional blend of luxury and modern comfort, featuring wide European oak flooring, four bedrooms, three full baths, expansive living areas, and a beautifully designed kitchen with custom cabinetry, upgraded stainless appliances, quartz countertops, and a dedicated pantry. The first floor master suite provides a private retreat with a spa like bathroom showcasing a standalone soaking tub and refined finishes. A second first floor bedroom with its own full bath adds valuable flexibility—ideal as a guest suite, private office, or multi purpose space. A large bonus room upstairs offers additional room for work, play, or retreat, while ample storage throughout ensures effortless organization. The home is complemented by serene, private outdoor space that enhances daily living and creates a peaceful backdrop for relaxation or entertaining. Situated in a prime Pittsboro location just moments from Chatham Park, Pittsboro Town Center, and curated shopping and dining—and offering an easy commute to Cary, Apex, Chapel Hill, the Research Triangle, and close proximity to UNC hospitals and leading healthcare facilities— this residence delivers exceptional craftsmanship, convenience, and comfort.

130 Whispering Meadows Ln, Pittsboro

73 Knobhill Ln, Pittsboro
$535,000
3 Beds ⋅ 3 Baths ⋅ 10185979 MLS
This lovely home offers a thoughtful floor plan, a first-floor primary bedroom, useful updates, and a backyard designed for enjoying home. If you have been looking at Pittsboro homes for sale and want a home where the layout works well for both everyday life and entertaining this is one you want to see! I love the way 73 Knobhill Lane brings together comfortable everyday living and the things that make a home feel easy to enjoy. Located in Potterstone Village, this 3-bedroom, 2.5-bath home with large bonus room (potential 4th bedroom) offers 2,578 square feet with a spacious open floor plan and a first-floor primary suite. The primary bathroom has been thoughtfully updated with a new shower & floor tile, along with added handrails for extra comfort and convenience. The two-story great room is a natural gathering space, and remote shades were added in 2019 to make managing the abundant natural light simple. Outside, the fenced backyard gives you room to relax, grill, garden, or simply enjoy some time outdoors. There is a grilling deck as well as a patio, creating several spots for morning coffee, afternoon gatherings, or dinner outside. Potterstone Village offers a friendly community setting with a clubhouse, pool, walking areas, and community pond. And when you are ready to head into town, downtown Pittsboro restaurants, shops, and local conveniences are just minutes away.

73 Knobhill Ln, Pittsboro

38 Silverstone Dr, Pittsboro
$399,900
4 Beds ⋅ 2 Baths ⋅ 10185919 MLS
SELLER OFFERING $5000 towards CLOSING COSTS with acceptable offer! Welcome home to 38 Silverstone Drive, where inviting living spaces, thoughtful features, and a peaceful setting come together in growing Pittsboro, NC. This appealing 4-bedroom, 2-bath home offers the convenience of two bedrooms on the main level and a bright, open living area highlighted by a fabulous wall of windows that fills the space with natural light. The kitchen is sure to impress, featuring a beautiful artisanal live-edge wood bar countertop that adds warmth, character, and a one-of-a-kind touch. A spacious walk-in pantry provides plenty of storage, while the kitchen's inviting design is perfect for everyday cooking, entertaining guests, or letting your culinary creativity shine. Step outside to enjoy the partially fenced backyard, which backs to a wooded common area that will remain wooded, offering a lovely natural backdrop and an added sense of privacy. Charming details, an open and light-filled interior, and a peaceful setting make this home one to see. Come discover all that 38 Silverstone Drive has to offer!

38 Silverstone Dr, Pittsboro

66 Broadoak Ln, Pittsboro
$388,500
3 Beds ⋅ 3 Baths ⋅ 10185650 MLS ⋅ Flint C BLDG.
Still time to personalize!! Homes by Dickerson presents the Flint plan, thoughtfully designed with comfort and convenience in mind - with a detached 2 car, rear entry garage. The main level of the home features an open floorplan for living and dining with a stainless-steel gas range, microwave, dishwasher and generous kitchen island with pendant lighting. The upper-level features 3 bedrooms, 2 baths and a loft perfect for a desk or reading nook. The owners bath features a double vanity and tiled shower for comfort and elegance. Nestled in NoVi, Chatham Park, residents enjoy included landscape maintenance, making it easy to travel, lock up and leave with peace of mind. While at home, you can stroll the walkable streets, gather with neighbors. This is a community where friendships flourish, and every day feels welcoming and connected. You are going to LOVE it here!

66 Broadoak Ln, Pittsboro

28 Old Post Ct, Pittsboro
$549,999
3 Beds ⋅ 3 Baths ⋅ 10185428 MLS
Experience the charm and sophistication of this impeccably maintained French Provincial-style home, thoughtfully designed for both everyday comfort and elegant entertaining. Built in 2010, this stunning residence features 3 bedrooms, 2.5 bathrooms, a spacious bonus room. The luxurious main-level primary suite offers a private retreat, while beautiful hardwood floors enhance the main living spaces with warmth and character. Upstairs, you'll find two additional bedrooms, a full bath, walk-in attic spaces for storage and a versatile bonus room that can easily serve as a home office, media room, guest space, or hobby area. Relax and unwind on the inviting screened porch, perfect for enjoying your morning coffee or gathering with family and friends. Recent updates provide peace of mind, including a new lower HVAC system (2022), gas water heater (2026), epoxy-coated garage floor (2021), with electric garage heater for supplemental heat. Situated in a welcoming community with a pool, clubhouse, and pond, this home offers the perfect balance of neighborhood amenities and small-town charm. Enjoy being just minutes from historic downtown Pittsboro, where you'll find local dining, shopping, community events, and more. Convenient access to US 15/501, NC 87, and US 64 makes travel throughout Chatham County and the Triangle area easy. If you are seeking the convenience of first-floor living, thoughtful updates, and an exceptional Pittsboro location, 28 Old Post Court is a home you won't want to miss.

28 Old Post Ct, Pittsboro

55 Bob White, Pittsboro
$850,000
4 Beds ⋅ 4 Baths ⋅ LP767349 MLS
Welcome to this beautifully appointed home in Chapel Ridge, part of the highly desirable Chatham Park community in Pittsboro. With an acceptable offer, the seller is offering up to $8,000 toward buyer closing costs, creating an exciting opportunity to make this exceptional home yours.Designed with both everyday comfort and entertaining in mind, this home features a thoughtful floor plan and elevated finishes throughout. The designer kitchen offers abundant cabinetry, premium appliances, and a spacious walk-in pantry, while the adjoining breakfast area flows effortlessly to the covered, screened-in porch for easy indoor-outdoor living. A separate formal dining room with a coffered ceiling provides an elegant space for hosting and special occasions.The main-level primary suite is a true retreat, featuring a generous walk-in closet with convenient direct access to the laundry room, complete with a utility sink. The spa-inspired en-suite bath includes a freestanding soaking tub, separate walk-in shower, and plenty of space to unwind. A dedicated powder room completes the main level.Upstairs, you’ll find three additional bedrooms, a spacious bonus room, and a versatile loft—ideal for guests, a home office, playroom, media space, or additional living area.Additional features include a three-car garage and a sealed, temperature-controlled crawlspace offering exceptional storage and future possibilities.Enjoy the lifestyle that makes this location so special. Chapel Ridge offers resort-style amenities including a Fred Couples Signature golf course, clubhouse with dining, pro shop, swimming pool, fitness center, tennis and pickleball courts, walking trails, playgrounds, picnic areas, and community gathering spaces. Nearby Chatham Park adds even more opportunities for parks, trails, recreation, shopping, dining, community events, and green space, all with convenient access to downtown Pittsboro, Jordan Lake, Raleigh, and Durham.

55 Bob White, Pittsboro

100 Sloping Pond Rd, Pittsboro
$325,000
10184970 MLS
Imagine waking up to the gentle rustle of mature hardwoods and the feeling of total seclusion, all while being just a morning walk from the banks of the Haw River. This stunning 10-acre homesite at 100 Sloping Pond Road offers a rare opportunity to build a custom retreat in one of Pittsboro's most serene settings. The land itself is a natural masterpiece. Dramatic rock outcroppings emerge from the forest floor, offering incredible ready-made focal points for creative landscaping or a striking backdrop for a back deck. The canopy of trees provides both privacy and a sense of timelessness that's hard to find. Whether you're envisioning a modern architectural marvel or a classic woodland cabin, this acreage provides the perfect canvas to bring that vision to life. Practicality meets potential here, as the lot has a perc test for a four-bedroom home, and electrical service is available and ready for connection. You'll have plenty of space to breathe and explore your own private woods, yet you're close enough to the river to enjoy all it has to offer. Lot has access by deed to perpetual easement to Haw River for canoeing, fishing, and recreational purposes. At $375,000, this is more than just a piece of land—it's the starting point for a lifestyle defined by nature and tranquility. Bring your builder and discover the possibilities waiting in the heart of Chatham County.

100 Sloping Pond Rd, Pittsboro

166 Imagine Way, Pittsboro
$649,900
3 Beds ⋅ 3 Baths ⋅ 10184833 MLS
HOA PAID for 1 Year plus 10K for Patio Enclosure, Rate Buy Down, Closing Costs or Backyard Plantings for Screening with acceptable offer. Enjoy modern living in this beautifully maintained, home featuring a desirable open floor plan designed for comfort and effortless entertaining. The spacious, light-filled living areas flow seamlessly into the kitchen and dining space, creating an inviting atmosphere for everyday living and gathering with family and friends. Located in a welcoming 55+ community, this home offers the perfect blend of contemporary style, convenience, and relaxed living. 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, considerable 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. The garage interior has been painted and includes an EV charger. 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.. Convenient location close to Chapel Hill, RDU Airport, Raleigh, Durham and Sanford. The community contribution fee has been paid on this home! I truly believe it's BETTER THAN NEW! Why Wait to Buy?

166 Imagine Way, Pittsboro

354 Crimson Way, Pittsboro
$698,000
5 Beds ⋅ 5 Baths ⋅ 10184621 MLS
354 Crimson Way is a two-story Pittsboro single-family home built in 2016 on a cul-de-sac lot. The kitchen centers on an island that adds prep space and casual seating, with stainless steel appliances for everyday cooking. A fireplace anchors the main living area, adding warmth and a natural focal point. The primary bedroom pairs with a primary bathroom featuring double sinks for shared morning routines, a soaking tub for relaxation, and a separate walk-in shower. Outdoors, a paver patio extends the living space into the backyard for gatherings and outdoor cooking, while an attached two-car garage provides covered parking and storage. Clean interior finishes throughout complete this well-maintained residence with practical amenities in every room.

354 Crimson Way, Pittsboro

98 Summit Terrace Dr, Pittsboro
$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

798 Horizon Dr, Pittsboro
$780,000
4 Beds ⋅ 3 Baths ⋅ 10183987 MLS
Thoughtfully repriced to align with current market conditions, this distinguished home with over an acre of peaceful natural beauty is located in 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. The back yard oasis features an ideal setting for relaxing or entertaining, and includes a cascading waterfall, pond, winding paths, gazebo, and expansive deck. The curb appeal in front offers a sophisticated first impression with refined landscaping and thoughtful design. 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

105 Mitchells Chapel Rd, Pittsboro
$425,000
10183750 MLS
Braxton Hill Estate Lots — A Premier Pittsboro Address Welcome to Braxton Hill, an exclusive collection of estate-sized homesites offering a rare opportunity to build your custom dream home in one of Pittsboro's most desirable emerging locations. Nestled within the Pittsboro ETJ, just beyond the town limits, Braxton Hill offers the perfect blend of peaceful acreage, privacy, and convenient access to the amenities and growth shaping the future of Chatham County. Each homesite features generous acreage, dedicated road frontage, and the flexibility to create a custom residence designed for today's most discerning buyers. With 5-bedroom septic permits on file, these exceptional lots provide an outstanding opportunity for those seeking a private estate setting without sacrificing convenience. Lot 2 — A Spacious Estate Homesite at Braxton Hill Set on 4.159 acres, Lot 2 offers a generous homesite within the Braxton Hill community, fronting along Mitchells Chapel Road in Pittsboro. This expansive estate lot provides dedicated road frontage and ample space to create a distinguished custom residence with room for outdoor living, gardens, and private amenities. With its generous acreage and peaceful setting, Lot 2 provides a rare opportunity to establish a remarkable estate in one of Pittsboro's most promising areas. A 5-bedroom septic permit is already on file, allowing you to move forward with your vision for a custom home in this exclusive community. Ideally located near the proposed Reeves Farm mixed-use community, historic downtown Pittsboro, and the exciting Chatham Park expansion, Braxton Hill offers easy access to shopping, dining, recreation, and future amenities while preserving the tranquility of estate living. With only five exclusive homesites available, Braxton Hill represents a rare opportunity to own a distinguished piece of Pittsboro's future — where privacy, prestige, and convenience come together.

105 Mitchells Chapel Rd, Pittsboro

458 Old Siler City Rd, Pittsboro
$450,000
10183736 MLS
Braxton Hill Estate Lots — A Premier Pittsboro Address Welcome to Braxton Hill, an exclusive collection of estate-sized homesites offering a rare opportunity to build your custom dream home in one of Pittsboro's most desirable emerging locations. Nestled within the Pittsboro ETJ, just beyond the town limits, Braxton Hill offers the perfect blend of peaceful acreage, privacy, and convenient access to the amenities and growth shaping the future of Chatham County. Each homesite features generous acreage, dedicated road frontage, and the flexibility to create a custom residence designed for today's most discerning buyers. With 5-bedroom septic permits on file, these exceptional lots provide an outstanding opportunity for those seeking a private estate setting without sacrificing convenience. Lot 3 — The Signature Homesite of Braxton Hill Set on 5.009 acres, Lot 3 is a truly exceptional homesite and a standout offering within the Braxton Hill community. Positioned at the prominent corner of Old Siler City Road and Mitchells Chapel Road, this expansive estate lot offers impressive road frontage, enhanced visibility, and the space to create a distinguished custom residence with room for outdoor living, gardens, and private amenities. With its generous acreage, peaceful setting, and prime corner location, Lot 3 provides a rare opportunity to establish a remarkable estate in one of Pittsboro's most promising areas. A 5-bedroom septic permit is already on file, allowing you to move forward with your vision for a custom home in this exclusive community. Ideally located near the proposed Reeves Farm mixed-use community, historic downtown Pittsboro, and the exciting Chatham Park expansion, Braxton Hill offers easy access to shopping, dining, recreation, and future amenities while preserving the tranquility of estate living. With only five exclusive homesites available, Braxton Hill represents a rare opportunity to own a distinguished piece of Pittsboro's future — where privacy, prestige, and convenience come together.

458 Old Siler City Rd, Pittsboro

49 Donald Dr, 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

978 Cabin Crk, Pittsboro
$999,000
4 Beds ⋅ 5 Baths ⋅ 10182874 MLS
SHOWSTOPPER! NEW CONSTRUCTION. IMPROVED! Custom-built. Thoughtfully enhanced. Impeccably maintained. Presented through Coldwell Banker Global Luxury, this exceptional custom residence is perfectly positioned near the quiet end of a cul-de-sac in Chapel Ridge Golf Community, with protected woodlands creating a peaceful natural backdrop. Offering 3,851 square feet, 4 bedrooms and 4.5 baths, it combines the appeal of recent construction with extensive owner enhancements and meticulous maintenance. Every meaningful investment has already been made—beautifully finished, established and truly move-in ready. A welcoming covered front porch opens to a light-filled interior with 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, sitting room, library or office. The open kitchen, dining and living areas were designed for effortless everyday living and entertaining. Custom built-ins surround the fireplace while expansive windows frame peaceful wooded views. The kitchen features custom white cabinetry, Silestone quartz countertops, a large center island with integrated farmhouse sink, Bosch and KitchenAid appliances, gas cooktop, designer vent hood and walk-in pantry. The adjoining dining area flows seamlessly to the screened porch and rear deck overlooking protected woodlands. The spacious 17' × 18' main-level primary suite is a true retreat with tray ceiling, abundant natural light and serene wooded views. The spa-inspired bath features separate vanities, freestanding soaking tub, oversized designer-tiled shower with built-in bench, private water closet and two separate walk-in closets. A thoughtfully designed mudroom features custom cabinetry and bench seating, while the adjacent laundry room offers abundant cabinetry, generous workspace and utility sink. Upstairs are 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 adjoining 13' × 16'3" recreation area. The finished third-floor 19'3" × 21' flex space with full bath offers extraordinary versatility for guests, media, fitness, work or creative pursuits. 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 and generous space for golf equipment, bicycles, hobbies and storage. Quality extends well beyond what is immediately visible: 26 KW Generac whole-house generator, professionally sealed and conditioned crawl space, dual-zone Lennox HVAC, Rinnai natural-gas tankless water heater, Hunter irrigation, radon mitigation, plantation shutters, professional landscaping and extensive owner enhancements. More than a beautiful home, this is an opportunity to enjoy the lifestyle of Chapel Ridge Golf Community, featuring a Fred Couples Signature Golf Course, resort-style pool, fitness center, tennis, pickleball, playground and an active social community. The best of both worlds—recent custom construction, thoughtfully improved and completely ready to enjoy. Welcome home.

978 Cabin Crk, Pittsboro

748 Valley Ln, Pittsboro
$1,500,000
10182781 MLS
25.9-acre exclusive estate homesite in an exceptional LOCATION with access through the prestigious Monterrane community. This beautiful, mostly flat and private property is ready for your custom dream home. Fully designed architectural plans are available upon request, or bring your own vision and builder. The property features a driveway, a valid 4-bedroom septic permit, access to public water and natural gas, high speed internet available and offers the rare opportunity to subdivide once into two estate lots. Wooded lot with many hardwoods. Ideally located just off Mt. Gilead Road between US-15/501 and Highway 64, you'll enjoy convenient access to downtown Pittsboro, Chatham Park, Mosaic's dining, shopping, and entertainment, as well as Jordan Lake and the Haw River for boating, hiking, and outdoor recreation. A truly one-of-a-kind opportunity to create a private luxury estate while remaining close to everything Chatham County has to offer.

748 Valley Ln, Pittsboro

748 Valley Ln, 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

20 Plenty Ct, Pittsboro
$559,000
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 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

915 Cabin Crk, Pittsboro
$775,000
4 Beds ⋅ 3 Baths ⋅ 10182238 MLS
CUSTOM BRICK HOME IN CHAPEL RIDGE! Located in one of Pittsboro's premier golf course communities, this beautiful brick home offers more than 3,500 square feet, quality craftsmanship, and exceptional indoor-outdoor living. The property backs to wooded acreage, creating a scenic natural backdrop, with the adjacent lot also available for separate purchase. Inside, the hardwood flooring, plantation shutters and custom built-ins add timeless character. The spacious living room features a fireplace and opens into the breakfast area and kitchen with abundant cabinetry, generous prep space, and pantry storage. A formal dining room and additional office provide additional main-level living and workspace options. The main-level primary suite features dual vanities, a soaking tub, walk-in shower, and large walk-in closet. Upstairs, three secondary bedrooms, a generous bonus room, and dedicated storage room offer plenty of flexibility for guests, recreation, hobbies, or additional workspace. Enjoy the oversized screened porch featuring Trex decking. Conveniently located with access to shopping, dining, parks, and major commuter routes, this Pittsboro home combines generous living space, thoughtful details, and a peaceful setting in the heart of Chatham County.

915 Cabin Crk, Pittsboro

251 William Dr, Pittsboro
$330,855
3 Beds ⋅ 3 Baths ⋅ 10181245 MLS
Discover the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This end unit townhome features an open concept living space with modern finishes. Enjoy your spacious primary bedroom with a tray ceiling, dual closets, a dual vanity, and tiled roman shower. Steps from the primary bedroom is a spacious laundry room with the option to add a laundry tub. The two additional bedrooms allow for extra flexibility to fit your needs. Features in this home include LVP flooring on main level, white cabinets, stainless steel appliances, granite countertops, gourmet kitchen with gas cooktop, and a spacious kitchen island. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

251 William Dr, Pittsboro

267 William Dr, Pittsboro
$321,165
3 Beds ⋅ 3 Baths ⋅ 10181238 MLS
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage with a 2-car driveway and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring on main level, white cabinets, stainless steel appliances, quartz countertops, gourmet kitchen with gas cooktop, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

267 William Dr, Pittsboro

271 William Dr, Pittsboro
$332,850
3 Beds ⋅ 3 Baths ⋅ 10181237 MLS
Discover the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This coveted end-unit townhome includes a 1-car garage with a 2-car driveway for added convenience. Situated on a wooded homesite, this townhome features modern finishes and a thoughtfully curated design package. The main level boasts an open concept with a gourmet kitchen, beautiful oat-colored cabinets and a sage-colored kitchen island, LVP flooring, and more. Upstairs houses the spacious bedrooms and laundry room with the option to add the laundry tub. The primary retreat is that star of this home with dual closets, a tray ceiling, dual vanity, and tiled roman shower. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

271 William Dr, Pittsboro

862 Hatfield, 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

71 Caz Trce, 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

53 Spring Hollow Ct, Pittsboro
$724,900
4 Beds ⋅ 3 Baths ⋅ 10180739 MLS
Seller is offering up to $11,500 toward the buyer's interest rate buydown or closing costs with an acceptable offer. Nestled on a quiet street in the gated Estates section of Chapel Ridge, this home sits on 1.45 acres with a fenced backyard and woods behind for added privacy. Inside, a hard-to-find floor plan offers 3 bedrooms on the main level, including the primary suite, plus a 1st-floor laundry room with a utility sink. The primary bedroom has a tray ceiling and ceiling fan, while the bath features a double vanity and walk-in shower with bench and dual shower heads, including a handheld. A walk-in closet completes the suite. Hardwoods and extensive crown molding run throughout the 1st floor. The kitchen features granite counters, an island and gas cooking, opening to the breakfast room and family room with gas fireplace, with a tray-ceiling dining room nearby. The screened porch overlooks the fenced backyard and wooded backdrop. Reverse-osmosis taps at the kitchen sink and primary suite provide filtered drinking water right from the faucet. Upstairs adds a 4th bedroom, full bath, spacious bonus room and walk-in attic. The 3rd garage bay holds a conditioned, keypad-entry wine cellar that keeps your collection at temperature and converts back to garage space whenever you like. A 24 kW Generac can power the entire house when needed. Chapel Ridge amenities include a pool, fitness center, courts, playground and clubhouse, across the street from the golf club and its bar and grill.

53 Spring Hollow Ct, Pittsboro

41 Firefly Overlook Rd, 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

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 .

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