Pittsboro Real Estate | Pittsboro 5 Bedroom Properties for Sale

5 Beds ⋅ 3 Baths ⋅ 10199119 MLS ⋅ ACTIVE Status

3-CAR GARAGE, MAIN-LEVEL GUEST SUITE & GOURMET KITCHEN! Discover the Riley in Meadowview, offering 3,164 heated sq. ft., 5 bedrooms and 3 full baths with an impressive combination of space, style and flexibility. The main level features an open Great Room, Dining Room and gourmet Kitchen with staggered cabinetry, Black Waves granite countertops, designer tile backsplash, farmhouse sink, gas cooktop, wall oven/microwave combination and Butler's Pantry. A private main-level bedroom with full bath provides comfortable accommodations for guests or multigenerational living. Upstairs, the spacious Primary Suite features a luxury tiled shower with seat, rain showerhead, frameless glass enclosure and dual vanity, along with three additional bedrooms and convenient Laundry. Enjoy upgraded flooring, designer gold lighting, a welcoming covered front porch and covered rear porch. Meadowview offers a pool, clubhouse, playground, pickleball and trails near Pittsboro, Chatham Park and Chapel Ridge. Experience the space, thoughtful design and exceptional lifestyle the Riley offers at Meadowview--schedule your tour today!

115 Freemont Ave Unit 375, Pittsboro

$1,900,000

5 Beds ⋅ 7 Baths ⋅ 10198589 MLS ⋅ ACTIVE Status

A captivating expression of French Provincial architecture, this extraordinary custom estate offers a rare blend of timeless elegance, exceptional craftsmanship, and resort-inspired living in the prestigious Chapel Ridge Estates golf course community. Custom built by Morningstar, it makes an unforgettable first impression with a striking stone and brick façade, graceful architectural details, circular drive, and beautifully landscaped grounds. Inside, graciously proportioned living spaces unfold across three expansive levels, showcasing rich Brazilian cherry hardwoods, 10-foot main-level ceilings, intricate millwork, coffered and tray ceilings, custom built-ins, and refined finishes throughout. Designed to accommodate both intimate gatherings and grand-scale entertaining, the home offers a seamless balance of sophistication and comfort. At the heart of the residence, a beautifully appointed chef's kitchen features a professional Wolf six-burner range with griddle, Sub-Zero refrigeration, dual dishwashers, and a butler's pantry—an exceptional setting for everything from quiet mornings to memorable dinner parties. A richly detailed private study, elegant formal dining room, and inviting gathering spaces elevate the experience of everyday living. The main-level primary retreat offers a serene escape with a spa-inspired bath featuring natural slate, a soaking tub, and dual showerheads. A second main-level guest suite with an accessible, curbless shower provides exceptional flexibility for guests or multigenerational living. Upstairs, additional bedroom accommodations, a private balcony, and an extraordinary boutique-inspired dressing room with custom cabinetry and display storage add another dimension of luxury and personalization. The finished lower level is an entertainer's destination of its own, complete with a custom bar, recreation area, distinctive stone-clad wine cellar, fitness room, and private guest accommodations—ideal for extended stays, recreation, or multigenerational living. Outdoors, the estate transforms into a private entertaining retreat. An expansive terrace, fully equipped outdoor kitchen, covered gathering spaces, motorized retractable screens, and multiple balconies create an inviting atmosphere for alfresco dining, sunset cocktails, and evenings beneath the stars. A striking exterior spiral staircase connects the outdoor living levels, while mature landscaping provides a beautiful natural backdrop. More than a residence, 60 Rosefield Court offers a distinctive lifestyle—where timeless architecture, thoughtful design, and effortless entertaining come together in one remarkable Chapel Ridge estate.

60 Rosefield Ct, Pittsboro

$1,060,000

5 Beds ⋅ 4 Baths ⋅ 10198579 MLS ⋅ ACTIVE Status

Stunning 5 Bedroom, 4 Bath Home in Chapel Ridge. Discover this beautiful home featuring an open floor plan, soaring ceilings, and abundant natural light. With numerous upgrades and in pristine condition, this property is a true gem. Enjoy all the amenities that Chapel Ridge has to offer, including on-site golf, pickleball, and a pool.

766 Chapel Ridge Dr, Pittsboro

$1,035,000

5 Beds ⋅ 4 Baths ⋅ 10198458 MLS ⋅ ACTIVE Status

Welcome to this stunning home featuring an attractive board-and-batten exterior with elegant stone accents, an inviting arched double-door entry, and a charming stone-floored front porch! Enter inside the foyer to the view of four oversized picture windows spanning the family and dining rooms which draws in natural lighting. The gourmet kitchen features a spacious island and opens to an generous sized family room overlooking the covered porch. The expansive dining room offers plenty of space as well. The main-level primary suite features a beautiful tray ceiling, a luxurious soaking tub, and a spacious shower. A private study conveniently located off the foyer provides the perfect work-from-home space. Three of the four additional, generously sized bedrooms, feature large walk-in closets and direct access to full bathrooms. This home also features a spacious a media room, and walk-in storage providing flexibility.

97 Cottage Way, Pittsboro

$1,349,000

5 Beds ⋅ 5 Baths ⋅ 10198102 MLS ⋅ ACTIVE Status

Situated in the established Chapel Ridge community, this to-be-built home presents a solid ownership opportunity with the space and amenities to serve a variety of needs for years to come. The sooner you go under contract on this home, the more customization options you'll have. Additional square footage above the garage can simply be unfinished storage, a future Theatre Room or your dream playroom or home office right now. SummerWind Homes will tailor it it to be exactly what you need and want it to be! This thoughtfully designed new-construc tion home will be ENERGY STAR certified, featuring spray-foam insulation, and a sealed crawlspace. These upgrades work together to deliver exceptional energy performance, consistant indoor comfort in every season, imporooved air quality and lower utility costs while helping protect the structure against moisture and enhancing long-term durability.

14 Brushwood Ct, Pittsboro

$3,195,000

5 Beds ⋅ 6 Baths ⋅ 10196449 MLS ⋅ ACTIVE Status

2026 Chatham County Parade Home | Award-Winning Cotton Custom Homes A striking modern prairie masterpiece by award-winning Cotton Custom Homes, set on more than five beautifully wooded acres in The Estates at Laurel Ridge. The stone exterior, circular drive, soaring ceilings, and exceptional architectural details create an unforgettable first impression. Designed for sophisticated living and effortless entertaining, this five-bedroom, six-full-bath residence features a luxurious main-level primary suite with separate his-and-her closets and a spectacular spa-inspired bath with an oversized shower and wet area and elegant soaking tub. The chef's kitchen is complemented by a dedicated scullery, while the main level also offers a private office. Outdoor living takes center stage with a fireside sitting porch and a separate dining porch featuring a full outdoor kitchen. Upstairs, a loft game room with bar and dedicated theater room provide exceptional spaces for gathering and entertaining. Adding to the rarity of this extraordinary property, the home enjoys both water and sewer despite its expansive five-plus-acre homesite—an uncommon advantage that combines acreage and privacy with the convenience of modern utilities. And there is a well for irrigation! From the custom trim work and elevated finishes to the thoughtful architectural design, this exceptional Parade Home brings together refined craftsmanship, modern prairie style, and the tranquility of one of Chatham County's most distinctive communities.

386 Brook Green Ln, Pittsboro

$950,000

5 Beds ⋅ 4 Baths ⋅ 10195843 MLS ⋅ ACTIVE Status

RARE VALUE IN CHAPEL RIDGE -- ONLY $224 PER SQUARE FOOT! Exceptional space, privacy, and value come together in this beautifully maintained home offering 5 bedrooms, 3.5 baths, 4,249 square feet, a huge recreation room, tons of storage, an oversized 3-car garage, and a private 1.78-acre homesite. Priced at ONLY $224 PER SQUARE FOOT -- significantly below the neighborhood average -- this is a rare opportunity to enjoy more home, more land, and an impressive collection of desirable features for the money. Set on an expansive 1.78-acre lot, the property offers wonderful privacy, with much of the rear acreage preserved as mature woods. Enjoy the peaceful, natural setting and beautiful canopy of mature hardwoods as it is, or explore clearing portions of the property to create additional usable yard space. Extensive professional landscaping and beautiful stonework enhance the home's curb appeal and complement the natural surroundings. The home has been immaculately maintained and shows beautifully, with thoughtful features and upgrades throughout. A highly desirable Generac whole-house generator provides added comfort and peace of mind during power outages and severe weather--a valuable feature not commonly found in the neighborhood. Two professionally installed French drains help manage water flow across the property, while an annual termite inspection contract provides ongoing professional monitoring. The home is also still under structural warranty. Inside, the spacious open floor plan is ideal for both everyday living and entertaining, featuring elegant coffered ceilings, a chef's kitchen, custom-built closets, and a desirable first-floor primary suite. The home offers tons of storage throughout, with thoughtfully designed spaces that make it easy to stay organized while maximizing usable living space. Upstairs, a huge recreation room adds an exceptional amount of additional living space and offers endless possibilities as a media room, game room, playroom, home gym, second family room, or a combination of uses. With five bedrooms PLUS the oversized recreation room and abundant storage, there is tremendous flexibility for family, guests, home offices, hobbies, or multigenerational living. The oversized 3-car garage provides even more valuable space for vehicles, storage, recreational equipment, a workshop, or hobbies--another desirable feature that helps set this property apart. Residents enjoy access to the sought-after Chapel Ridge amenities, including the community pool, tennis facilities, fitness center, and clubhouse, along with the added appeal of the gated section. The location also offers convenient access to historic downtown Pittsboro, UNC-Chapel Hill, and UNC Hospitals. With 4,249 square feet, 5 bedrooms, 3.5 baths, a huge recreation room, tons of storage, custom-built closets, an oversized 3-car garage, Generac whole-house generator, extensive landscaping and stonework, and a private 1.78-acre homesite -- ALL AT ONLY $224 PER SQUARE FOOT -- this immaculately maintained home offers an exceptional combination of SPACE, PRIVACY, FEATURES, AND VALUE in Chapel Ridge.

378 Crimson Way, Pittsboro

$2,999,999

5 Beds ⋅ 6 Baths ⋅ 10193908 MLS ⋅ ACTIVE Status

Coming Soon! This 5-bedroom, 5.5-bathroom residence in The Summit offers substantial living space with nearly two acres of Land with mature Hardwood trees and a beautiful stream at the backside of the property. Your own private pool and surrounding patio areas create a most private estate. The four-car garage provides ample parking and storage for the discerning homeowner. Located near Apex, Chapel Hill and Pittsboro, this ultra-luxury home delivers the room and privacy many buyers seek when building lasting equity. The generous lot size creates a meaningful buffer from surrounding properties, while the multiple bedrooms and baths accommodate varied household needs and guest accommodations.

196 Mountaintop Cir, Pittsboro

$1,275,000

5 Beds ⋅ 6 Baths ⋅ 10192871 MLS ⋅ ACTIVE Status

Impressive Modern Contemporary 3 Car Garage on 1/2 Cul De Sac Backing to Permanent Wooded Open Space w/Incredibly Huge Master Suite!!! Cozy Flagstone Floor Front Porch w/Double Door Entry to Nicely Wall Accented Large Foyer!! Large 12x14.75 Guest Bedroom w/Private Full Bath!! Generous Trayed 20x20 Family Rm w/FP Accented w/Cabinets & Shelves & 4 Panel Glass Slider Overlooking 15.75x14 Vaulted Screen Porch w/OMG Wooded View!! Gourmet Kitchen w/Cabinets to the Ceiling, Stainless Steel Appliances, Vented Gas Cook Top & HUGE 5'x10.5' Island!!! Large 14x14 Dining Rm w/Great View Too & Overlooking Vaulted Screen Porch!! Wow 15.25x18 Primary w/Incredible Wooded View Via Picture Window & Incredible 13x14 Primary Bath w/Separate Tub & Zero Entry Shower & Large Picture Window for Natural Lighting & Huge 13x14 WIC w/Extensive Shelving & Quartz Top Island & Transoms for Natural Lighting Connected to Laundry w/Generous Cabinetry & Sink Connected to Mudroom w/Bench & Cubbies!! Nice Wide Staircase to 2nd Floor w/Large Landing Area!! Generous 15.75x20.75 Bonus/Media Rm w/Great View Accented with a 11x13.25 Office Space w/Direct Access to 11x13 Finished Flex/Storage Rm!! 15x13 Bdrm 3 w/Direct Access to 12x15 Finished Flex/Storage Area Ideal for Guests w/Children because it could be a Bedroom Off a Bedroom & Direct Full Bath Access!!! Fantastic Hall Area Storage!! On the Front Side of the House it has 2 Nearly Identical 12x14.75 & 12x13.75 Bedrooms w/Private Baths/ WIC's w/Benches!! Generous Backyard w/Incredible Permanent Wooded Views!! Large 3 Garage w/Insulated Panel Garage Doors, EV Charging Source, & Tankless Gas Water Heater!! Spay Foam Insulation!! Sealed Crawl Space!! EcoSelect Plus Certified!!! Very Nicely Landscaped on One of The Quietest Streets in Chatham Park!! Park w/Splash Pad, Play Ground, Dog Park, & Covered Dining Area!! Brand New YMCA Built in 2025 w/2 Exterior Pools! 4 Soccer Fields Coming too!! Sidewalks on Both Sides of the Streets!! Major Medical Campus being Build!! Trails Galore through community w/Access from Autumn Gate Street!! Retail right around the corner at the Mosaic!! The #1 Visited State Park Lake Jordan Minute Away!!

114 Autumn Gate St, Pittsboro

$785,000

5 Beds ⋅ 4 Baths ⋅ 10192707 MLS ⋅ ACTIVE Status

There is something special about a home that feels elevated from the moment you walk through the door. Where modern design, beautiful finishes, and effortless comfort come together seamlessly. Thoughtfully designed for the way you live, 1050 The Parks Drive offers a refined blend of luxury, comfort, and effortless everyday living. From the moment you enter, custom details and elevated finishes set this home apart, including striking black windows, custom blinds, and an extended 36-inch fireplace with natural gas that creates a beautiful focal point in the living space. The gourmet kitchen is designed to impress with generous cabinetry, quality finishes, and an inviting layout perfect for both everyday living and entertaining. The spacious primary suite offers a true retreat, with thoughtfully upgraded finishes in the primary bath and a beautifully enhanced shower. Step outside and enjoy an extended deck with a screened-in porch, creating the perfect setting for morning coffee, al fresco dining, or relaxing with friends and family while enjoying natural setting of the backyard. Ideally located 0.9 miles from the Chapel Ridge Golf Course, this home offers the perfect combination of sophisticated living, outdoor enjoyment, and convenient access to everything the surrounding area has to offer. 12 minutes to downtown Pittsboro, 30 minutes to UNC Schools, and 40 minutes to RDU Airport. Beautifully finished, meticulously maintained, and move-in ready, this is a home designed to be enjoyed from day one. Showings to begin 9/23/26. Virtual tour found here: https://youriguide.com/1050_the_parks_dr_pittsboro_nc

1050 The Parks Dr, Pittsboro

$1,199,000

5 Beds ⋅ 6 Baths ⋅ 10192393 MLS ⋅ ACTIVE Status

2026 Parade of Homes GOLD WINNER!! Are You Ready to See Why & Check Some Boxes!! How About 5 Bedrooms w/5 Separate Direct Access Full Baths!! Primary & Guest Bdrm on Main!! How about a Glass Enclosed Double Door Entry Study on Entry!! An 11' Ceiling 18x21 Trayed Family Rm w/FP Accented w/Cabinets, Shelving & Transoms!! Gourmet Kitchen w/Cabinets to Ceiling!! Stainless Steel Appliances & Vented Gas Cooktop w/7x7.5 Pantry/Scullery & Impressive Color Accented Island!! Next to a Vaulted Wall Accented Dining Rm!! Along with a 20x14 Wall Accented Primary w/an Incredibly Huge Wood Grain Looking Tile in the Oversized Glass Enclosed Zero Entry Shower w/Transom Window & Double Vanity Bath w/TALL Mirrors w/Large Free Standing Tub in between!! Large WIC w/His & Her Built-in Dressers & Natural Lighting via Nice Transom Window!! Mudroom w/Bench & Cubbies!! Laundry w/Cabinets w/Sink & Shelving on 2 Walls!! Upstairs Features 3 Adult Size Bedrooms w/Nice Views w/Full Baths & Nice WICs!! How about a Step Up Double Door 17.5x18.5 Game Room w/Nice View!! 2nd Floor Study/Flex Space!! Storage off Bedroom 4 WIC Closet!! OH! How about a Double Sky Light Vaulted Screen Porch w/Fire Place Pre Wired for TV!!! Large 21.5'x25.5' Garage w/Insulated Panel Garage Doors, EV Charging Source, & Tankless Gas Water Heater!! Spay Foam Insulation!! Sealed Crawl Space!! EcoSelect Plus Certified!!! Very Nicely Landscaped on One of The Quietest Streets in Chatham Park!! Park w/Splash Pad, Play Ground, Dog Park, & Covered Dining Area!! Brand New YMCA Built in 2025 w/2 Exterior Pools! 4 Soccer Fields Coming too!! Sidewalks on Both Sides of the Streets!! Major Medical Campus being Build!! Trails Galore through community with Access from Autumn Gate Street!! Retail right around the corner at the Mosaic!! The #1 Visited State Park Lake Jordan Minute Away!!

130 Autumn Gate St, Pittsboro

$788,000

5 Beds ⋅ 4 Baths ⋅ 10192347 MLS ⋅ ACTIVE Status

Welcome home to this stunning property in the gated Parks at Meadowview community. Custom double front doors open into a light-filled, open layout featuring a first-floor guest suite. The beautiful gourmet kitchen shines with Dove Grey cabinets, quartz counters, an oversized island and abundant natural light. A three seasons porch and grilling deck overlook the wooded backyard and offers the perfect spot to enjoy nature year-round. Upstairs, the spacious primary suite includes a freestanding tub and walk-in closet, complemented by three additional bedrooms (all with walk-in closets) and a large bonus loft. Residents enjoy lovely green spaces, sidewalks, and a playground within the community. Conveniently located just 2 minutes from Chapel Ridge Golf Course, 22 minutes to Jordan Lake, and 30 minutes to UNC. Future neighborhood amenities are expected to include a pool, sports courts, and playgrounds.

1664 The Parks Dr, Pittsboro

$1,195,000

5 Beds ⋅ 5 Baths ⋅ 10191264 MLS ⋅ ACTIVE Status

Welcome home to Chapel Ridge. Nestled on 2.84 private acres at the end of a cul-de-sac in one of Chatham County's most sought-after communities, this exceptional property offers the perfect blend of comfort, luxury, and tranquility. The thoughtfully designed main level features an open floor plan with both formal and casual living spaces, including a family room anchored by a gas fireplace and a chef's kitchen built for entertaining. The kitchen showcases a large center island, premium appliances, abundant cabinetry and counter space, and a generous walk-in pantry. A spacious laundry room and drop zone connect conveniently to the side-entry garage.The light-filled primary suite serves as a private retreat, complete with a spa-inspired bath and an oversized walk-in closet. Upstairs, you'll find three additional bedrooms and a dedicated home office. The finished basement expands the living space with a fifth bedroom, full bath, bonus room, flexible recreation area, and ample storage.Outdoor living is equally impressive. A large deck overlooks the expansive patio and stunning outdoor fireplace, creating an ideal setting for relaxing or entertaining. A charming water feature enhances the peaceful atmosphere, while a small stream beyond the fenced yard adds natural beauty to the property. (A portion of the land near the stream lies within a flood zone; the home itself is not affected. Conservation restrictions apply to the stream area.) Residents enjoy access to Chapel Ridge's outstanding amenities, including a pool, fitness center, tennis courts, and a variety of recreational offerings included in the HOA fee. Golf memberships are available separately.

148 Hidden Creek Ct, Pittsboro

$1,185,000

5 Beds ⋅ 4 Baths ⋅ 10190532 MLS ⋅ ACTIVE Status

Another Custom Home Being Built by Gaylord Design Build! Now is a great time to walk this home and make it yours. See firsthand what's behind the walls, the attention to detail, and how well this home is being built....great bones, to say the least! No need to try to visualize the floor plan from a set of plans. Print the floor plan, walk through the home, and get a real feel for the room sizes, layout, furniture placement, and how the space works for you. Best of all, at this stage of construction, the home is still WIDE OPEN for personalization. Selections have not been finalized, giving you the opportunity to choose the finishes, colors, fixtures, and other details to make the home your own. Don't wait too long. As construction continues, those decisions will begin to be made. Right now is the perfect time to walk the home, see the quality of construction for yourself, and take advantage of the opportunity to personalize it before it's too late.

453 Golfers Vw, Pittsboro

$2,650,000

5 Beds ⋅ 4 Baths ⋅ 10190168 MLS ⋅ ACTIVE Status

Modern Farmhouse at Braxton Hill — A Signature Estate on Lot 3 A statement home for a statement homesite. This exceptional Modern Farmhouse is proposed for Lot 3 at Braxton Hill, a prominent approximately 5-acre corner estate lot offering an impressive setting in one of Pittsboro's distinctive new luxury communities. Designed to blend timeless farmhouse character with sophisticated modern living, this home welcomes you through a dramatic two-story foyer, immediately setting the tone for the scale, natural light, and exquisite detailing found throughout. At the heart of the home is an expansive great room framed by grand windows overlooking the enormous backyard. The open design creates an effortless connection between the home's interior and its beautiful estate setting, while providing generous space for both comfortable everyday living and large-scale entertaining. The gourmet kitchen is equally impressive, with expansive work and gathering spaces designed for the way today's families live. An adjoining family dining area surrounded by windows captures views across the backyard and creates a bright, inviting place for casual meals and memorable gatherings. Tucked just beyond the main kitchen, a beautifully appointed scullery provides abundant cabinetry, generous counter space, and a classic farmhouse sink—offering additional prep and storage space while allowing the main kitchen to remain polished and ready for entertaining. The study brings another layer of distinction to the home, with exquisite architectural detailing, custom built-ins, and cabinetry creating a sophisticated private space for working, reading, or relaxing. Thoughtfully designed guest bedrooms provide welcoming accommodations for family and visitors. Outdoor living is an integral part of this home's design. A large screened and covered porch extends the living space into the outdoors and takes full advantage of the expansive backyard—an exceptional setting with room to envision a pool, gardens, outdoor entertaining areas, or simply acres of open space to enjoy. Situated on the front corner of Braxton Hill, Lot 3 offers approximately five acres and an exceptional opportunity to create one of the community's signature residences. Located within the Pittsboro ETJ, Braxton Hill combines estate-sized homesites and a peaceful setting with convenient access to historic downtown Pittsboro, Chatham Park, the future Reeves Farm development, and the greater Triangle. As a luxury presale opportunity, construction has not yet begun, giving the buyer the opportunity to personalize the home, floor plan, and selections to create a residence uniquely suited to their vision and lifestyle. Five acres. Prominent corner setting. Modern Farmhouse architecture. Grand windows. Expansive outdoor living. Exceptional craftsmanship. A remarkable opportunity to build a signature estate at Braxton Hill—where modern luxury, timeless farmhouse style, and the beauty of the Chatham County landscape come together.

458 Old Siler City Rd, Pittsboro

$2,425,000

5 Beds ⋅ 6 Baths ⋅ 10189770 MLS ⋅ ACTIVE Status

Stately French Manor at Braxton Hill — Luxury Presale Opportunity Timeless European elegance meets exceptional modern luxury in this magnificent French Manor proposed for Lot 2 in Braxton Hill, an exclusive collection of estate-sized homesites in Pittsboro. Offering approximately 4,034 square feet on the main and upper levels plus a 2,018-square-foot basement, this impressive residence has been thoughtfully designed for sophisticated everyday living and extraordinary entertaining. From the moment you arrive, the home makes a commanding statement. A handsome stone exterior, stately rooflines, grand windows, and classic French-inspired architectural details create a residence with enduring presence and distinction. Step through the impressive entrance into a grand foyer that sets the tone for the exceptional craftsmanship found throughout the home. Expansive windows bring natural light into beautifully proportioned living spaces enhanced by exquisite millwork, custom trim, built-ins, and carefully selected architectural details and accessories. At the heart of the home is a spectacular gourmet kitchen designed to be as functional as it is beautiful. Generous work and gathering spaces make entertaining effortless, while a dedicated scullery provides additional preparation, storage, and serving space—keeping the main kitchen ready for family and guests. The luxury continues on the finished lower level, envisioned as a destination of its own. A private wine cellar and sophisticated wet bar create the perfect setting for intimate gatherings, celebrations, and evenings at home, with additional space for recreation, relaxation, and entertaining. Throughout the residence, grand windows, substantial architectural detailing, custom built-ins, refined finishes, and exceptional craftsmanship combine to create the character and elegance expected of a true French Manor. Located on Lot 2 of Braxton Hill, this exceptional homesite offers the privacy and breathing room of estate living while remaining remarkably convenient to historic downtown Pittsboro, Chatham Park, the future Reeves Farm development, and the greater Triangle. As a luxury presale opportunity, construction has not yet begun, allowing the buyer the opportunity to personalize the home and make selections that reflect their individual vision and lifestyle. French Manor architecture. Over 6,000 square feet including the basement. Stone exterior. Grand-scale entertaining. Wine cellar. Scullery. Exceptional craftsmanship. Estate-sized setting. An extraordinary opportunity to create a timeless legacy home in Braxton Hill—one of Pittsboro's most distinctive new estate communities.

105 Mitchells Chapel Rd, Pittsboro

$2,515,000

5 Beds ⋅ 6 Baths ⋅ 10189394 MLS ⋅ ACTIVE Status

Dream Home at Braxton Hill — Luxury Presale Opportunity A rare opportunity to create an extraordinary modern estate by Dunning Custom Homes in Braxton Hill, an exclusive collection of estate-sized homesites in one of Pittsboro's most desirable emerging locations. Located within the Pittsboro ETJ, just beyond the town limits, Braxton Hill offers the space and privacy of gracious country living with exceptional access to downtown Pittsboro, Chatham Park, the future Reeves Farm development, and the greater Triangle. Here, generous acreage and a peaceful setting create the ideal backdrop for a truly distinctive custom home. Designed with dramatic architectural details and sophisticated finishes, this modern masterpiece will make an unforgettable first impression. A stunning wood-clad ceiling anchors the great room, complemented by a commanding black stone fireplace and expansive windows that fill the home with natural light. At the heart of the home, the chef's kitchen is designed for both everyday living and effortless entertaining, featuring a professional-grade range, expansive waterfall stone island with seating, and a dedicated scullery providing additional prep and storage space. The formal dining room, with gallery-quality proportions, flows seamlessly to an impressive covered outdoor living area featuring a built-in stone grill kitchen—the perfect setting for entertaining, relaxing, and enjoying the privacy of the surrounding estate landscape. The main-level primary suite is designed as a private retreat, with a dramatic wall of windows bringing the outdoors in. The spa-inspired bath will showcase a striking matte-black freestanding soaking tub, while the designer walk-in closet features custom built-in cabinetry and a distinctive library ladder. One of the home's architectural signatures, a dramatic circular staircase, descends to the finished daylight lower level, where exceptional entertaining and guest spaces continue. Plans include a stone-accented wet bar, spacious family room, private study, and additional bedrooms with en-suite baths. An oversized three-car side-entry garage provides generous parking and storage while preserving the home's impressive approach and architectural presence. Because this is a presale opportunity and construction has not yet begun, a buyer who chooses to build with Dunning Custom Homes will have the opportunity to fully customize the floor plan and selections from top to bottom. From architectural details to finishes, the home can be tailored to reflect the buyer's individual vision and lifestyle. Current pricing reflects an estimated cost for a buyer choosing to build this home as presented, using the builder's standard level of quality, products, and finishes. Estate-sized homesite. Privacy. Architectural distinction. Luxury new construction. All in Braxton Hill, where peaceful acreage meets the convenience and exciting growth of Pittsboro—minutes from historic downtown, Chatham Park, and the soon-to-be-developed Reeves Farm. A remarkable opportunity to create a signature estate in one of Chatham County's most promising new addresses—and make this exceptional home entirely your own. Dream Home at Braxton Hill — Luxury Presale Opportunity A rare opportunity to create an extraordinary modern estate by Dunning Custom Homes in Braxton Hill, an exclusive collection of estate-sized homesites in one of Pittsboro's most desirable emerging locations. Located within the Pittsboro ETJ, just beyond the town limits, Braxton Hill offers the space and privacy of gracious country living with exceptional access to downtown Pittsboro, Chatham Park, the future Reeves Farm development, and the greater Triangle. Here, generous acreage and a peaceful setting create the ideal backdrop for a truly distinctive custom home. Designed with dramatic architectural details and sophisticated finishes, this modern masterpiece will make an unforgettable first impression. A stunning wood-clad ceiling anchors the great room, complemented by a commanding black stone fireplace and expansive windows that fill the home with natural light. At the heart of the home, the chef's kitchen is designed for both everyday living and effortless entertaining, featuring a professional-grade range, expansive waterfall stone island with seating, and a dedicated scullery providing additional prep and storage space. The formal dining room, with gallery-quality proportions, flows seamlessly to an impressive covered outdoor living area featuring a built-in stone grill kitchen—the perfect setting for entertaining, relaxing, and enjoying the privacy of the surrounding estate landscape. The main-level primary suite is designed as a private retreat, with a dramatic wall of windows bringing the outdoors in. The spa-inspired bath will showcase a striking matte-black freestanding soaking tub, while the designer walk-in closet features custom built-in cabinetry and a distinctive library ladder. One of the home's architectural signatures, a dramatic circular staircase, descends to the finished daylight lower level, where exceptional entertaining and guest spaces continue. Plans include a stone-accented wet bar, spacious family room, private study, and additional bedrooms with en-suite baths. An oversized three-car side-entry garage provides generous parking and storage while preserving the home's impressive approach and architectural presence. Because this is a presale opportunity and construction has not yet begun, a buyer who chooses to build with Dunning Custom Homes will have the opportunity to fully customize the floor plan and selections from top to bottom. From architectural details to finishes, the home can be tailored to reflect the buyer's individual vision and lifestyle. Current pricing reflects an estimated cost for a buyer choosing to build this home as presented, using the builder's standard level of quality, products, and finishes. Estate-sized homesite. Privacy. Architectural distinction. Luxury new construction. All in Braxton Hill, where peaceful acreage meets the convenience and exciting growth of Pittsboro—minutes from historic downtown, Chatham Park, and the soon-to-be-developed Reeves Farm. A remarkable opportunity to create a signature estate in one of Chatham County's most promising new addresse-s—and make this exceptional home entirely your own. Call Donna Thomas (919) 428-8935

189 Mitchells Chapel Rd, Pittsboro

$3,075,000

5 Beds ⋅ 6 Baths ⋅ 10188976 MLS ⋅ ACTIVE Status

Dream Home on Top of the Hill — Luxury Presale Opportunity A rare presale opportunity to create an extraordinary modern estate by Dunning Custom Homes, beautifully positioned atop more than 10 acres in one of Chatham County's most stunning settings. Close to the lake and overlooking acres of natural beauty, this exceptional homesite offers the seclusion and serenity of a mountain retreat while remaining convenient to the Triangle and rapidly growing Chatham Park. Designed with dramatic architectural details and sophisticated finishes, the home will feature a stunning wood-clad ceiling anchoring the great room, complemented by a commanding black stone fireplace. The chef's kitchen is designed for both everyday living and entertaining with a professional-grade range, expansive waterfall stone island with seating, and a dedicated scullery providing additional prep and storage space. The formal dining room, with gallery-quality proportions, connects seamlessly to an impressive covered outdoor living area featuring a built-in stone grill kitchen and peaceful views into the surrounding tree canopy. The main-level primary suite is designed as a private retreat, with a wall of windows bringing the outdoors in. The spa-inspired bath will showcase a dramatic matte-black freestanding soaking tub, while the designer walk-in closet features custom built-in cabinetry and a distinctive library ladder. One of the home's architectural signatures, a striking circular staircase, descends to the finished daylight lower level, where the exceptional entertaining and guest spaces continue. Plans include a stone-accented wet bar, spacious family room, private study, and additional bedrooms with en-suite baths. An oversized three-car side-entry garage provides generous parking and storage while maintaining the home's impressive approach and architectural presence. Because construction has not yet begun, a buyer who chooses to build with Dunning Custom Homes will have the opportunity to fully customize the floor plan and selections from top to bottom, creating a home uniquely suited to their vision and lifestyle. The current pricing reflects an estimated cost for a buyer choosing to build this home as presented, using the builder's standard level of quality, products, and finishes. 10+ acres. Privacy. Views. Architectural distinction. Luxury new construction. All within convenient reach of the Triangle and the exciting growth of Chatham County. A remarkable opportunity to make this Dream Home on Top of the Hill your own.

388 Talon Dr, Pittsboro

$1,125,000

5 Beds ⋅ 4 Baths ⋅ 10188438 MLS ⋅ ACTIVE Status

Welcome home to this stunning Homes by Dickerson "Henderson Craftsman" executive residence, perfectly situated on a beautifully landscaped 1.57-acre wooded lot in the sought-after Henderson Place community. Thoughtfully designed for comfortable everyday living and effortless entertaining, this exceptional 5-bedroom, 3.5-bath ranch-style home offers elegant finishes, energy-efficient construction, and peaceful natural surroundings. The inviting front entry opens to a spacious home office and an open-concept floor plan featuring rich hardwood flooring, extensive crown molding, custom lighting, and abundant natural light. The gourmet kitchen is a chef's dream, showcasing Cambria quartz countertops, a stylish glass tile backsplash, a new tiled backsplash, a massive custom island with abundant storage, a large walk-in pantry, and a 5-burner Frigidaire Professional natural gas range. The kitchen flows seamlessly into the expansive family room, highlighted by a striking 48-inch Majestic Echelon II linear gas fireplace. The luxurious main-level owner's suite offers a private retreat with a spa-inspired bath featuring a large walk-in shower, Jacuzzi tub, and an oversized custom walk-in closet. Two additional bedrooms on the main floor provide flexible space for guests, multigenerational living, or additional home offices. Upstairs, you'll find a spacious bonus room, two generously sized bedrooms, a full bath, and walk-in closets with plentiful storage throughout. Designed to bring the outdoors in, the family room opens through dramatic cantilevered sliding glass doors to a large screened porch with skylights overlooking the serene wooded backyard. Enjoy spectacular seasonal blooms, colorful autumn foliage, and exceptional privacy while relaxing on the screened porch or secluded back deck. Additional premium features include: New roof (2023) Tankless water heater Central vacuum system with four ports Solar tubes providing natural light in two interior bathrooms High-performance bathroom exhaust fans Custom window shades throughout Upgraded plumbing fixtures Smoke alarms throughout Two-car garage with additional storage HERS-rated energy-efficient construction with a sealed crawl space Outdoor Living & Community The professionally landscaped 1.57-acre homesite offers both manicured outdoor living spaces and a preserved natural wooded area. Gutters with gutter guards have been installed on all roofed areas for easy maintenance. Located on a quiet street with minimal traffic, Henderson Place offers a peaceful setting while providing access to wonderful neighborhood amenities. The HOA maintains beautifully landscaped common areas, including Lizzie's Meadow and John's Lookout, inviting gathering spaces for neighbors and guests alike. Just minutes away, you'll enjoy convenient access to the Fearrington Marketplace, restaurants, tennis courts, shopping, and other community amenities.

4235 Henderson Pl, Pittsboro

$657,900

5 Beds ⋅ 4 Baths ⋅ 10188095 MLS ⋅ ACTIVE Status

MAIN-LEVEL GUEST SUITE + FULL BATH! The Callan offers 4,052 SF with 5 bedrooms, 3.5 baths, a dedicated Study, Game Room, Loft and attached 2-car garage. The open main level features a spacious Great Room, Dining Room and Nook alongside an upgraded gourmet Kitchen with quartz countertops, staggered cabinetry, tile backsplash, contemporary island, gas cooktop, wall oven/microwave and vented hood. A private Bedroom 5 with full bath provides flexible main-level accommodations, while the Study features a distinctive coffered ceiling. Upstairs, the Primary Suite offers a walk-in closet and luxury bath with dual vanity, tiled shower and separate garden tub, joined by three additional bedrooms, full bath, Game Room, Loft and convenient laundry. Upgraded hard-surface flooring, designer lighting and a rear patio complete the home. Enjoy Meadowview amenities including pool, clubhouse, playground and pickleball near Downtown Pittsboro, Chatham Park and The Golf Club at Chapel Ridge. New construction—tour today!

26 Hawks View Pt Unit 391, Pittsboro

$619,900

5 Beds ⋅ 4 Baths ⋅ 10188059 MLS ⋅ ACTIVE Status

GOURMET KITCHEN + MAIN-LEVEL GUEST SUITE! Under construction in Meadowview, the Winslow offers 3,670 SF with 5 bedrooms, 4 full baths and a versatile Game Room. The main level features a private guest bedroom with full bath, open Great Room, Dining Room and gourmet Kitchen with quartz countertops, staggered cabinetry, gas cooktop, wall oven, vented hood and designer backsplash. Upstairs, the spacious Primary Suite includes a Sitting Area and luxury bath with tiled shower, garden tub and dual vanity, plus 3 additional bedrooms and Game Room. Enjoy upgraded flooring, covered rear porch and 2-car garage. Meadowview features a pool, clubhouse, playground and pickleball near Downtown Pittsboro, Chatham Park and The Golf Club at Chapel Ridge. Secure before completion!

14 Hawks View Pt Unit 392, Pittsboro

$708,000

5 Beds ⋅ 4 Baths ⋅ 10187015 MLS ⋅ ACTIVE Status

Welcome to this spacious five-bedroom, four-bathroom home offering a bright, open layout with flexible spaces designed for everyday living and entertaining. Tons of natural light fills the main level, where an open-concept floor plan creates an easy flow between the living area and kitchen. A dedicated first-floor office with French doors provides a comfortable space for working from home, while a main-level guest bedroom and full bathroom offer added flexibility for overnight guests. The spacious kitchen serves as the heart of the home, featuring quartz countertops, stainless steel appliances, a large center island, and plenty of room for gathering and meal prep. Custom window shades can be found throughout the home, with motorized shades in the living room, dining room, and office that can conveniently be controlled from a phone or app, adding an extra touch of comfort and functionality. Upstairs, generously sized bedrooms provide plenty of personal space, along with a spacious loft that offers additional living space and flexibility for a media area, home gym, play space, or second sitting area. The primary suite offers a relaxing retreat with a spa-like en-suite bathroom complete with dual vanities, a glass-enclosed shower, and garden tub. Outdoor living is just as inviting with a screened-in back porch that extends to a spacious deck, creating multiple areas to relax, dine, or entertain. With five bedrooms, four full bathrooms, a dedicated office, versatile loft, upgraded window treatments, and thoughtfully designed indoor and outdoor spaces, this home offers an abundance of room, comfort, and flexibility!

568 The Parks Dr, Pittsboro

$710,000

5 Beds ⋅ 5 Baths ⋅ 10184621 MLS ⋅ ACTIVE Status

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

$1,925,000

5 Beds ⋅ 7 Baths ⋅ 10184073 MLS ⋅ ACTIVE Status

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

98 Summit Terrace Dr, Pittsboro

$4,500,000

5 Beds ⋅ 6 Baths ⋅ 10182779 MLS ⋅ ACTIVE Status

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

748 Valley Ln, Pittsboro

$950,000

5 Beds ⋅ 4 Baths ⋅ 10180348 MLS ⋅ ACTIVE Status

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

$679,900

5 Beds ⋅ 4 Baths ⋅ 10179756 MLS ⋅ ACTIVE Status

Stunning 5-bedroom, 4-bath home with a first-floor guest suite is now available! This showstopper features a formal dining room or flex space, private pocket office, and spacious drop zone. The gourmet kitchen is the heart of the home with premium appliances, a butler's pantry, and an open layout overlooking the breakfast area and inviting living room. Step outside to enjoy the screened porch, deck, and fenced backyard with peaceful wooded views. Upstairs, you'll find a versatile loft, four additional bedrooms, and an exceptional primary suite with its own private sitting room or den. Packed with flexible living space, designer finishes, and incredible value, this home truly has it all. Located in sought-after Chatham Park, residents enjoy Mosaic's shopping and dining, outstanding amenities, parks, and miles of scenic greenway trails—all approximately 30 minutes from RTP, 15 minutes from Jordan Lake, and just minutes from major highways.

71 Highpointe Dr, Pittsboro

$849,900

5 Beds ⋅ 3 Baths ⋅ 10168502 MLS ⋅ ACTIVE Status

Experience golf course living at its finest in this stunning home overlooking the 14th hole of The Golf Club at Chapel Ridge. Thoughtfully designed with both comfort and style in mind, this home offers over $60K in exceptional upgrades including a beautifully landscaped backyard with hot tub, a water filtration system, built-in bookshelves, and a Murphy Bed! Inside, hardwood floors and crown molding extend throughout the home, creating a refined and cohesive feel. The well-appointed kitchen features stainless steel appliances, quartz countertops, crowned cabinetry with under-mount lighting, recessed lighting, a tile backsplash, and a spacious center island with bar seating and a sink, along with a walk-in pantry for ample storage. The family room serves as a warm gathering space with a gas log fireplace with a side bookcase, a window bench seating with built-in storage, and a wall of windows that fills the home with natural light. An open dining area enhances the home's flowing layout, perfect for everyday living and entertaining. The main floor owner's suite offers a private retreat complete with a walk-in closet and an en-suite bath featuring dual vanities, a tiled walk-in shower, and a separate water closet. A main floor guest bedroom with a walk-in closet and adjacent full hall bath provides flexibility for visitors or multigenerational living. Additional conveniences include a laundry room with cabinetry, and a garage entry drop zone for everyday organization. Upstairs, a spacious loft offers additional living space alongside three generously sized bedrooms each with walk-in closets, a hall bath, and a versatile bonus room ideal for a media room, home office, or play space. The screened porch, stone patio, and hot tub provide ideal spaces for relaxing or entertaining while enjoying peaceful golf course views. Residents enjoy access to The Golf Club at Chapel Ridge amenities, including a clubhouse with fitness center and restaurant, pool, tennis courts, sports courts, and athletic fields. Golf memberships are available for the 18-hole championship course designed by JMP Golf Design and Fred Couples. Ideally located just minutes from charming downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this home combines scenic surroundings with everyday convenience.

800 Golfers Vw, Pittsboro

$1,895,000

5 Beds ⋅ 6 Baths ⋅ 10086688 MLS ⋅ ACTIVE Status

Bring Your Vision to Life on 3.01 Acres Backing to NC Park Land! This exceptional homesite in highly desirable Riverstone Estates offers a rare opportunity to design and build the home you've always imagined. The 3.01-acre property backs to NC Park Land, providing a beautiful natural setting, privacy, and a peaceful backdrop that will remain protected. The featured home is one exciting possibility, or create a custom design tailored entirely to your lifestyle with Paragon Building Group, the Triangle's premier Southern Living Custom Builder. Incorporate Universal Design elements or create a home uniquely suited to your needs and vision—the possibilities are yours. Just beyond the Haw River, and Jordan Lake, picturesque Riverstone Estates offers easy access to Highway 64 and is only minutes from Apex, Chatham Park, the vibrant Mosaic entertainment district, and historic downtown Pittsboro. A truly special homesite where the land sets the stage and your vision becomes home.

186 Evington Dr, Pittsboro

$2,750,000

5 Beds ⋅ 6 Baths ⋅ 10161424 MLS ⋅ ACTIVE Status

JUST IN - This Home won the GOLD Award in the Parade of Homes! Incredible two story Home being created for this years Parade of Homes! A one acre nearly level home site, perfect for outdoor living extras. Room for pool and so much more! Nearly 7000 Square Feet of living space, 5 Bedrooms 5 1/2 Baths. Archways throughout the downstairs with soaring ceiling heights, 2 Main bedrooms office space and an incredible Great Room and kitchen feature oversized island and a large Scullery. This home has a stone veneer exterior and simulates a French manor design. Pella Windows and Custom trim and Custom Ceiling beams. Look for the custom cast stone mantel in the Great Room! European Oak Engineered Hardwood floors installed in a Herringbone pattern in Foyer, Dining, Kitchen and Great Room. A massive Primary Closet with incredible cabinetry, shelving and even a wine fridge and sink! Three Car oversized Garage and Plenty of Storage in the home!

181 Westhampton Dr, Pittsboro

$3,295,000

5 Beds ⋅ 6 Baths ⋅ 2542676 MLS ⋅ ACTIVE Status

Introducing Stella our Show Home is now for sale! - A Modern Ultra-Luxury Masterpiece in The Summit Stella is now complete and ready to impress in the prestigious Summit community. Thoughtfully positioned on one of the smoothest and most desirable home sites, this striking modern architectural design seamlessly blends sophisticated indoor living with resort-style outdoor amenities. Expansive patios, Sonos sound system, a beautifully designed optional saltwater pool, and multiple outdoor entertaining areas provide an exceptional lifestyle experience. The home's exterior is distinguished by authentic Rockford Estate stone, perfectly paired with warm natural textures and clean lines. Slatted natural oak acoustic panels accentuate the sleek linear fireplace inside, while Pennsylvania bluestone graces the rear deck--setting a serene tone around the covered porch and its cozy fireplace. Stella welcomes you with a grand entrance: a flagstone stoop and double 42'' x 8' tall aged-bronze steel front doors with electrified privacy glass. Step inside to a voluminous foyer that flows effortlessly into a dramatic great room and an ultra-luxurious Wolf/Sub-Zero chef's kitchen, complete with a fully equipped walk-in scullery. The main level is intelligently designed with two spacious bedrooms, a private den, a convenient laundry room, and a lavish primary suite featuring heated floors in the spa-like bathroom. Enjoy year-round outdoor living in the massive Phantom-screened porch that merges comfort with functionality. The upper level offers three additional bedrooms, a generous recreation room, a dedicated fitness center, a second laundry room, and an expansive walk-in storage space--ideal for long-term organization. Additional highlights include: A three-car smart garage with EV charging station Professionally designed, fully irrigated landscape Premium reverse osmosis water filtration system Stella is the perfect blend of cutting-edge design, luxurious comfort, and thoughtful craftsmanship--an exceptional opportunity in one of the area's most sought-after communities.

213 Westhampton Dr, Pittsboro

$920,000

5 Beds ⋅ 4 Baths ⋅ 10157457 MLS ⋅ ACTIVE Status

Welcome to this beautifully designed 5-bedroom, 4-bath residence offering a thoughtfully planned layout and scenic surroundings. Up to $8500 offered in lender paid closing cost options, to include a rate buy down! From the expansive front porch, enjoy views overlooking the nearby golf course, creating a tranquil and open setting. Inside, the light-filled home features a two story family room, spacious main-level primary bedroom, and secondary bedroom and bath, all providing convenience and flexibility. The additional bedrooms and baths offer ample space for a variety of living arrangements, work-from-home needs, or guest accommodations. A sealed crawlspace allows for both peace of mind and extra storage, in addition to the unfinished storage area located inside the home. Situated within a golf course community, residents have access to a range of amenities, which include a pool with waterslide, pickleball courts, additional sports courts, playground, and fitness center. This property presents an opportunity to enjoy comfortable living in a community-oriented environment with recreational options nearby.

36 Nuthatch Dr, Pittsboro

$2,249,000

5 Beds ⋅ 5 Baths ⋅ 10075352 MLS ⋅ ACTIVE Status

Modern Manor House presale opportunity in picturesque Laurel Ridge finely crafted by award winning Dunning Custom Homes. Located just 5 minutes from Chapel Ridge Golf Club and 10 minutes from booming Chatham Park, you get the best of both worlds at Laurel Ridge: scenic living near the Haw River & Jordan Lake w retail & entertainment at Mosaic just minutes away. Large acreage w NO WELL or SEPTIC NEEDED!

364 Brook Green Ln Unit 29, Pittsboro

$1,190,000

5 Beds ⋅ 6 Baths ⋅ 10116987 MLS ⋅ ACTIVE Status

Discover this exquisite 5-bedroom, 4 full and 2 half bath custom-built home located in a prestigious luxury golf course community. Located both on the golf course, and beside community association property for extra privacy. Designed with two bedrooms on the main level, this home offers versatile living with a dedicated study, virtual school station, and spacious recreation room. Enjoy an abundance of natural light and sweeping golf course views through large windows that enhance the open-concept layout. The gourmet kitchen features high-end finishes and is perfect for entertaining, while the outdoor living spaces provide a serene backdrop. Residents enjoy access to world-class amenities, including a championship golf course, resort-style pool with a large water slide, fitness center, playground, clubhouse, and sports courts--all designed for active, luxurious living. This home combines elegance, comfort, and convenience in a vibrant, amenity-rich setting. Visit www.casnc.com/communities/chapel-ridge-community/ for community documents

462 Chapel Ridge Dr, Pittsboro

$7,689,900

5 Beds ⋅ 8 Baths ⋅ 10112060 MLS ⋅ ACTIVE Status ⋅ Overlook BLDG.

Welcome to the Overlook! This is Sage Built's most recent masterpiece show home ready for construction. A modern style home with true vistas of the surrounding nature. A Grand entry with covered porch welcomes you to the soaring foyer area and library. A chef inspired kitchen with 21' scullery opens to the family room and a 36' x 15' porch separated by a dual set of sliding glass doors. The screened deck features a motorized phantom screening system. The main level living includes an ensuite / guest haven with designer closet and fully equipped bath with shower. Walk up or travel by elevator to the second-floor lounge with access to the star gazing deck and grand suite terrace. The grand suite is 21' x 18' and features his and hers closets including the LG styler steam closet, a spa inspired Bath and networking room. Also enjoy access to the grand suite terrace with sliding doors. But wait...there is a private sunbathing balcony accessed through the spa! Across the hall you will find a generously appointed ensuite 3 and 4 each with full bath and easy access to the second laundry area. The entertainment mecca is located in the lower level featuring a bedroom with the 20 x 12 Au pair suite. Across the hall is the laundry/gift wrapping craft room as well as the exercise yoga studio with sports storage, sauna and locker room with shower. The main attraction to the lower level is the theater room and game areas serviced by a kitchen area and separate wine/cigar room. All of this has easy access to the 36' x 15' phantom screened porch and the oversized sunrise deck. Step off the sunrise deck to the infinity pool and outdoor living spaces. Lastly you will of course be thrilled with an oversized 3 car garage with dog washing station and EV charging. Come see this amazing home site of nearly two acres and personalize this custom one of a kind original plan and legacy home available only by Sage Built and the Summit Community located here overlooking beautiful Chatham County NC.

114 Mountaintop Cir, Pittsboro

$1,650,000

5 Beds ⋅ 5 Baths ⋅ 10080780 MLS ⋅ ACTIVE Status

This stunning Modern English Tudor blends timeless architectural character with sophisticated modern finishes and exceptional indoor-outdoor living in the gated section of Chapel Ridge. Soaring 10' ceilings throughout the main level create an open, airy feel, while dramatic boxed beams and a sleek 60" linear fireplace make the Great Room an impressive centerpiece of the home. Designed for effortless entertaining, the open floor plan flows seamlessly to a gorgeous covered lanai featuring an outdoor fireplace and built-in grill. At the heart of the home is a showstopping ZLINE chef's kitchen, complete with a 48" professional-style range, 54" refrigerator/freezer, oversized waterfall island, and a cleverly designed hidden pantry that provides abundant storage while maintaining the kitchen's clean, sophisticated aesthetic. The thoughtfully designed main level also includes a second bedroom and a dedicated home office, offering flexibility for guests, multigenerational living, or working from home. An unfinished basement provides exceptional potential for future living and entertaining space, a home gym, theater, wine cellar, or additional bedrooms. Built to HERO energy-efficiency standards, this exceptional home combines distinctive Modern English Tudor style, luxury finishes, energy-conscious construction, and a floor plan designed for today's lifestyle. BUILDER HAS OTHER LOTS AND PLANS.

297 Colonial Ridge Dr, Pittsboro

$2,150,000

5 Beds ⋅ 7 Baths ⋅ 10142171 MLS ⋅ ACTIVE Status

Your custom sanctuary in Firefly Overlook awaits. Discover the serenity and sophistication of Firefly Overlook at Jordan Lake—a premier new large-lot subdivision featuring just 30 exclusive homesites in the rapidly growing and highly desirable Chatham County. Perfectly positioned for effortless access to Apex, Pittsboro, Cary, and RDU Airport, this thoughtfully planned community places you moments from the pristine shores of Jordan Lake while offering a peaceful, nature-immersed retreat with rolling hills, panoramic views, and tranquil natural surroundings. This exceptional pre-sale opportunity on Lot 27—a beautifully central 1.55-acre homesite that enjoys prime visibility and prominence within the neighborhood—invites you to collaborate with renowned Triple A Homes to create your fully customized dream residence. The inspiring proposed design draws from Triple A Homes' award-winning plan, previously celebrated for its timeless elegance and innovative layout, and can be tailored entirely to your vision with personal selections, modifications, or unique enhancements. Envision this magnificent to-be-built custom home: a light-filled masterpiece featuring 5 luxurious bedrooms, including a serene primary suite and convenient main-level guest suite for ultimate comfort and privacy. The heart of the home is an expansive two-story great room with dramatic open-to-above volume, complemented by abundant oversized windows and large retractable doors that seamlessly blend indoor and outdoor living—flooding the spaces with natural light and creating the sensation of being enveloped by nature year-round. The gourmet designer kitchen flows into a dedicated scullery for effortless entertaining, while a bespoke wine cellar adds sophisticated charm. Step outside through the retractable doors to a spacious covered patio complete with a cozy fireplace—perfect for al fresco gatherings and quiet evenings under the stars. Lot 27's central location offers exceptional curb appeal and easy connection to the community's natural beauty, making your future home a standout landmark in this intimate enclave. Secure this rare central homesite today and partner with Triple A Homes to bring your personalized legacy residence to life. Construction timeline and customization details available upon inquiry.

372 Firefly Overlook Rd, Pittsboro

$1,095,000

5 Beds ⋅ 5 Baths ⋅ 10165584 MLS ⋅ ACTIVE Status

Now offered at $1,095,000: luxury living inside and an entertaining paradise outside, plus all the behind-the-scenes upgrades that allow function and beauty blend seamlessly. You won't want to miss the opportunity at this price! Now offered at $1,095,000: luxury living inside and an entertaining paradise outside, plus all the behind-the-scenes upgrades that allow function and beauty blend seamlessly. You won't want to miss the opportunity at this price! Tucked at the end of a quiet cul-de-sac in one of North Chatham's most coveted communities, 66 Romie Court (5 bedrooms, 4.5 baths) is the rare home that genuinely delivers on the promise of work-life balance without sacrificing a single luxury. Functional upgrades include a 24KW Generac whole-home generator, a whole-home reverse osmosis filtration system, an under-counter UV filtration tap, a robust Guardian home security system, a sealed crawlspace, a Rinnai tankless water heater, and hard-wired data ports throughout for seamless working, streaming, and gaming. Fresh interior paint and recessed lighting welcome you into a sunny, open downstairs floor plan designed for comfortable daily working, living, and effortless entertaining. The four-season room with large sliding glass doors off the main living area invites you to breathe deeply, slow down, and take in the wooded surroundings in every month of the year. A downstairs en-suite bedroom gives you a perfect place for guests or anyone who needs a more accessible space. Upstairs, a spacious primary suite with a second three-season room, brand new carpet, a soaking tub, and a huge walk-in closet echoes the calm of the space downstairs. Three additional upstairs bedrooms give everyone ample room to spread out. Head up to the third level for over 700 square feet of flex space to meet any need, including a built-in projector and sound bar for a luxe home entertainment experience. The 3-car garage and widened driveway make it easy to get in and out and provide tons of storage. When you're ready to get outdoors, head down to your 15'x30' deck-level pool, complete with a built-in stone grill, dining and lounge space, mature trees, and a privacy fence for total seclusion. Gardeners will love the bounty of 10+ mature blueberry bushes and two magnificent 30-foot "Fruit Cocktail" trees bearing plums, nectarines, peaches, and apricots throughout the year, and four raised garden beds with drip irrigation for easy, sustainable growing. With approximately 40 homes spread across 1+ acre lots, this North Chatham neighborhood offers the rare combination of true privacy and genuine community, all within easy reach of Chapel Hill, RTP, and growing downtown Pittsboro.

66 Romie Ct, Pittsboro

$2,199,000

5 Beds ⋅ 8 Baths ⋅ 10109349 MLS ⋅ ACTIVE Status

2026 Parade Homes Gold Winner! A contemporary estate retreat on 3 private acres in The Estates at Laurel Ridge, crafted by award-winning Triple A Homes. A dramatic charcoal tray ceiling and modern chandelier set the tone in the great room, where floating wood shelving flanks a linear fireplace and wide-plank white oak floors run throughout. The kitchen pairs waterfall quartz counters with natural wood cabinetry and black-framed windows framing the wooded lot beyond. Five bedrooms each have private bath access, plus an additional private bath off the downstairs study - flexible space for guests, family, or a home office. The primary suite's wet-room bath is a standout: floor-to-ceiling marble-look tile wraps a curbless glass shower and freestanding soaking tub in one seamless space. Outside, an oversized screened porch with a wood plank ceiling, skylights, and a fireplace extends living space nearly year-round via multi-panel sliding doors. Minutes from Chapel Ridge Golf Club, Chatham Park, and Jordan Lake, with no well or septic required - scenic acreage with none of the compromises.

213 Brook Green Ln Unit 11, Pittsboro

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