Pittsboro Real Estate | Pittsboro 5 Bedroom Properties for Sale

5 Beds ⋅ 7 Baths ⋅ 10191313 MLS ⋅ ACTIVE Status

This offering totals 26.71 acres across 4 combined parcels, with 2 developed residences, two septic systems, 1 shared well, and 2 buildable 3+ acre lots. From the moment you step inside, cathedral ceilings and floor-to-ceiling windows open every room to views of the land, so the changing seasons, deer moving through the meadow, and fireflies at dusk become part of everyday life rather than something you have to leave home to see. 319 Wrights Way (10.39 acres) is a 5,466 SF, 4-bedroom, 4.5-bath home, featured in NC Modernist Homes, engineered from eight inches of precast concrete, virtually indestructible, with passive solar design, radiant heated concrete floors, a wood stove, and a main-floor primary suite with forest and creek views. Custom cabinetry throughout was handcrafted by a local master woodworker, and details like reclaimed hardwood floors, stained glass, and recycled bottle-glass tile add warmth throughout, up to a lookout tower reached by a ship's hatch. The walkout level adds a media/game room, a gym with infrared sauna, and a creekside hot tub alcove. 321 Wrights Way (10.08 acres) adds a 1,655 SF guest residence backed by a verified five-year short-term rental history, with 1 bedroom, a spacious loft, and 1.5 baths, a four-car garage/workshop wired for a car lift, and a private office. Two additional buildable parcels (3.24 and 3 acres) round out the offering, ideal for a family compound or future income property; all four convey together. Nearly 1,600 feet of frontage runs along Terrell's Creek, with miles of wooded trails, a cleared meadow, a 4,000-square-foot fenced garden and chicken coop, daily sightings of deer, bunnies, and salamanders, and rarer visits from turkeys, turtles and even a black bear. A private drive keeps the setting quiet and secluded, minutes from Pittsboro, Chapel Hill/Carrboro, and Jordan Lake. Wrights Way is a rare kind of home, one you can live in every day and still admire like a piece of fine art. No picture does it justice. Schedule your private tour today.

319 Wrights Way, Pittsboro

$1,195,000

5 Beds ⋅ 5 Baths ⋅ 10191264 MLS ⋅ ACTIVE Status

Upscale, established neighborhood in growing Chatham County. Enjoy the quiet and privacy of this beautiful home, perfectly positioned on 2.84 acres at the end of a cul de sac. This property offers both interior and exterior features that deliver that "it's good to be home" feeling. The open main level includes a living room, a family room with a gas fireplace, and a chef's kitchen. The kitchen features a large island, upscale appliances, abundant counter and cabinet space, and a spacious pantry. The side entry garage leads into a generous drop zone and laundry room. The primary bedroom is light and roomy, connecting to a spa like bath and a well appointed walk in closet. The second level offers three additional bedrooms plus a dedicated office. The basement includes another bedroom and full bath, a bonus room, flex space, and additional storage. Outdoor living shines here — a huge deck overlooks a massive patio with a beautiful outdoor fireplace. A charming water feature enhances the setting. Beyond the fenced area is a small stream (a portion of the land near the stream is in the flood zone, not the house; conservation rules apply to the stream area). All of this is located in Chapel Ridge, a community loaded with amenities: pool, fitness center, tennis, and multiple recreational options included in the HOA fee. Golf is available for an additional charge.

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

$1,750,000

5 Beds ⋅ 7 Baths ⋅ 10188297 MLS ⋅ ACTIVE Status

Grand Opening Open House this weekend!! Welcome to 33 Blackhorn Court, a truly one of a kind opportunity in Chapel Ridge that you do not want to miss! Situated on a premium cul-de-sac lot in the prestigious Chapel Ridge Golf Course community, this 4,830-square-foot home offers unparalleled privacy and sweeping views of holes 1, 9, and 18 from nearly every room. Designed for the most discerning buyer, this five-bedroom, six-and-a-half-bath home seamlessly blends open-concept living with sophisticated architectural details and flawless craftsmanship. Step through the grand two-story foyer into a breathtaking great room anchored by a custom fireplace and flooded with natural light. The heart of the home is a spectacular gourmet kitchen featuring illuminated custom cabinetry, quartz countertops, and a professional 48-inch, eight-burner dual-fuel range. For the ultimate entertainer, a fully equipped scullery kitchen--complete with a second refrigerator, dishwasher, oven, and sink--keeps the main kitchen showroom-perfect while hosting. The main level also boasts a luxurious primary suite with a freestanding soaking tub and separate shower, a private guest office suite with its own bath, an elegant dining room, a dedicated drop zone/mudroom, and a sprawling screen porch and two decks that blur the line between indoor and outdoor living. A stunning hand-crafted oak staircase leads to the second floor, where you will find three additional bedrooms, each with its own private en-suite bath. The upper level is an entertainer's dream, featuring a dedicated media room, an oversized bonus room with a wet bar and full bath, and abundant storage space. Living in Chapel Ridge means enjoying resort-style amenities, including an 18-hole championship golf course designed by Fred Couples, a clubhouse, a swim and tennis center, sand volleyball, and regulation basketball courts. This masterpiece was built by the father/son duo of 20/20 Construction Company, who brought their decades of craftsmanship to this home. You can feel their attention to detail as you walk through the door. With its rare combination of a private cul-de-sac setting, dual-kitchen capability, all en-suite bedrooms, and panoramic fairway views, 33 Blackhorn Court is more than a home--it is a lifestyle. Schedule your private tour today and experience the pinnacle of Pittsboro luxury living.

33 Blackhorn Ct, Pittsboro

$667,900

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

$629,900

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

$714,900

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

$734,000

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

$2,475,000

5 Beds ⋅ 8 Baths ⋅ 10180609 MLS ⋅ ACTIVE Status

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

95 Mountaintop Cir, Pittsboro

$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

$949,000

5 Beds ⋅ 3 Baths ⋅ 10179863 MLS ⋅ ACTIVE Status

Welcome to luxury golf course living in the prestigious Chapel Ridge Golf Community! Built in 2021, this beautifully appointed custom home overlooks the 2nd green, offering exceptional views and an ideal blend of elegance, comfort, and entertainment. Designed for both everyday living and hosting family and friends, this home features an open, light-filled floor plan with quality finishes throughout. The spacious screened porch and upper deck provide peaceful, elevated views across the golf course and surrounding tree line, while the expansive 14' x 25' lower entertainment deck creates the perfect setting for outdoor gatherings, grilling, or relaxing after a round of golf. A standout feature of this home is the approximately 300-square-foot heated and cooled entertainment retreat. Complete with its own Senville mini-split HVAC system, custom cabinetry, butcher block countertops, coffered drop ceiling with dimmable recessed lighting, luxury plank flooring, and a custom-built rolling bar. This versatile space is ideal for entertaining, game nights, watching the big game, or simply unwinding with friends. Negotiable and willing to convey with the property are current surround sound system, 60" big screen TV, a rolling bar and bar stools, mini fridge, mini freezer, commercial ice maker, large leather sofa, two electric recliners and other bar memorabilia. A turn key entertainment retreat ready to go! The thoughtfully designed kitchen flows seamlessly into the main living areas, while the private primary suite and two well-appointed guest accommodations provide comfort and flexibility for family and visitors alike on the main floor. The 2nd floor consists of a large open bonus multi-use room with two additional large bedrooms and full bath. Located within one of Chatham County's premier golf communities, Chapel Ridge offers residents a championship Fred Couples Signature Golf Course, clubhouse, fitness center, resort-style pool, tennis and pickleball courts, basketball court, playground, and a vibrant social atmosphere—all just minutes from historic downtown Pittsboro, Jordan Lake, Chapel Hill, Cary, RTP, and the exciting growth of Chatham Park. This is more than a home—it's a lifestyle. Whether you're looking for breathtaking golf course views, exceptional indoor and outdoor entertaining spaces, or a peaceful place to call home, 32 Old Hickory delivers an outstanding opportunity in one of the Triangle's most desirable communities.

32 Old, 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

$1,315,000

5 Beds ⋅ 4 Baths ⋅ 10178088 MLS ⋅ ACTIVE Status

Views of # 9 and #1 Fairways! Triple A Homes, a local expert custom home building company is proud to offer this 5 Bedroom 4 Bath beauty with a very oversized 2 car courtyard garage with additional cart garage for your favorite golf cart! This home has a friendship entry in addition to the large front porch. Guest suite and Master on main, Open feel with two -story Great Rm. Large breakfast nook. You can easily have dining room converted to 1st floor office. Double door entry. We love the upstairs stairway tucked away in the side wing of the home. The bonus room upstairs is absolutely massive. Excellent Cul-De-Sac Location on the 9th hole! Enjoy easy access to the awesome Golf Course and Amenity Center with Pool, Tennis, Soccer, Gym, Clubhouse, Pickle Ball, Basketball and a whole lot more. Several new amenities are available nearby.

25 Blackhorn Ct, Pittsboro

$2,999,000

5 Beds ⋅ 6 Baths ⋅ 10176685 MLS ⋅ ACTIVE Status

Luxury, privacy, and timeless elegance come together in this extraordinary custom-built estate on 2 private acres just minutes from Jordan Lake. Designed to impress at every turn, this one-of-a-kind home is filled with natural light from stunning oversized windows that showcase every beautiful space. Offering 5 spacious bedrooms and 5.5 bathrooms, including a luxurious primary suite and private mother-in-law suite on the main level, this home was thoughtfully designed for both everyday living and unforgettable entertaining. The chef's kitchen, complete with a butler's kitchen, flows effortlessly into the open living spaces, while the upstairs loft, oversized bonus room, and private balcony provide endless room to relax, work, or play. Step outside to your own resort-style backyard featuring a sparkling pool, peaceful surroundings, and the privacy you've been searching for. Every detail has been carefully crafted to create a home that feels like a private retreat while keeping you just minutes from Jordan Lake and everyday conveniences. This is more than a place to live. It is the kind of home you'll never outgrow, never want to leave, and never forget.

196 Mountaintop Cir, 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

$949,900

5 Beds ⋅ 4 Baths ⋅ 10168044 MLS ⋅ ACTIVE Status

**Plenty of covered storage to bring your boat, jet skis, horse trailer, RV, and more** Nestled on 7.37 breathtaking and highly usable acres, this extraordinary property offers far more than just a home. It offers a lifestyle rooted in space, freedom, connection, and versatility. Designed with multi generational living in mind, 12 Crosswinds Estates provides the perfect setting for families looking to live, gather, and grow together while still enjoying privacy and comfort. From the moment you arrive, the beauty of the property is undeniable. The expansive usable land creates endless opportunities for entertaining, hosting large gatherings, outdoor recreation, gardening, or simply enjoying the peaceful surroundings of Pittsboro living. Whether it's family cookouts, holiday celebrations, children exploring the outdoors, or evenings around a firepit under the Carolina sky, this property was built for making memories. Inside, the home is filled with stunning wood accents that bring warmth, charm, and timeless character throughout the space. The craftsmanship and natural textures create an inviting atmosphere that perfectly complements the surrounding landscape. The property also embraces a true country lifestyle with the flexibility many buyers dream of. Horses and chickens are allowed, giving you the opportunity to create your own mini farm, hobby homestead, or private retreat while still being conveniently located near Pittsboro and surrounding areas. The HOA also allows for the potential construction of an ADU, offering additional flexibility for future living space. This is a rare opportunity to own a property that combines beautiful acreage, exceptional functionality, multi generational flexibility, and a lifestyle centered around gathering, nature, and freedom.

12 Crosswinds Estates Dr, Pittsboro

$3,269,000

5 Beds ⋅ 6 Baths ⋅ 10093254 MLS ⋅ ACTIVE Status

Gold Medal Winner, 2025 Parade of Homes - this modern masterpiece by Dunning Custom Homes is a rare offering in The Estates at Laurel Ridge, a gated enclave of estate homesites near Pittsboro. Set on 4.92 private acres at the end of a quiet cul-de-sac, this 6,448-square-foot residence overlooks a flowing creek and mature hardwood forest, delivering the seclusion of a mountain retreat with the convenience of the Triangle. The main level opens to soaring ceilings and floor-to-ceiling glass panel walls that frame panoramic views of the wooded landscape. A wood-clad ceiling anchors the great room, where a dramatic black stone fireplace wall draws the eye and oversized pendant lighting sets a warm, modern tone. The chef's kitchen features a professional-grade range, waterfall stone island with seating, custom dark wood cabinetry, and a dedicated scullery - purpose-built for serious entertaining. A formal dining room with gallery-quality proportions connects to a covered outdoor living space with a built-in stone grill kitchen, cable-rail detailing, and views into the tree canopy. The main-level primary suite is a true retreat: a wall of windows overlooking the creek, a spa-inspired bathroom with black matte freestanding soaking tub, natural stone and oak paneling, dual vanities, and a designer walk-in closet with built-in cabinetry and library ladder. Additional main-level bedrooms and or office each have private baths, and a mudroom drop zone keeps the entry organized. A striking circular staircase -one of the home's architectural signatures -descends to the finished daylight lower level, where the entertaining continues with a stone-accented wet bar, family room, game room, yoga or flex space, study, and additional bedrooms with private baths. A second laundry room on this level adds everyday convenience. A residential elevator serves both floors. The oversized three-car side-entry garage offers generous storage. Outside, a winding stone path leads through the wooded acreage down to the creek - a private nature trail on your own property. Laurel Ridge is located just five minutes from Chapel Ridge Golf Club and ten minutes from the shops, restaurants, and entertainment of Chatham Park and Mosaic. Jordan Lake recreation and the Haw River are minutes away, with downtown Chapel Hill and the western Raleigh-RTP corridor each roughly 20 minutes. Connected to Aqua water and sewer - no well or septic required, a rarity for estate-sized lots in Chatham County. This is luxury new construction with acreage, privacy, and proximity that is exceptionally difficult to find in today's Triangle market.

481 Brook Green Ln, Pittsboro

$992,251

5 Beds ⋅ 3 Baths ⋅ 10064032 MLS ⋅ ACTIVE Status

Simply Stunning Drees Homes ''to be built'' Vanderburgh plan! Just the plan that you have been looking for with all the following Options - 10' Ceilings on first floor, bay window at formal dining room, enlarged kitchen, beams in family room, 12'x16' screened porch with outdoor gas fireplace, first floor bedroom, 2 car side entry garage plus carriage to total 3, UNFINISHED BASEMENT, 4 additional bedrooms upstairs plus game room! Floor Plan attached in MLS. Chapel Ridge has resort-like amenities ranging from the Fred Couples designed semi-private golf course, pro shop, restaurant & bar, to an Olympic sized pool with water slide, tennis, basketball, volleyball courts, and playground, look no further! Chatham Park is close by as well for amenities such as shopping, restaurants, medical, parks, entertainment and parks. Mosaic is also nearby for all of your shopping and entertainment needs! Floorplan is attached in documents.

149 Brandy Ml, Pittsboro

$1,895,000

5 Beds ⋅ 6 Baths ⋅ 10086688 MLS ⋅ ACTIVE Status

Build this stunner or a plan of your choosing with Paragon Building Group the Triangle's premier Southern Living Custom Builder. 3.01 acres backs to NC Park Land in highly desirable Riverstone Estates and offers Universal Design elements that welcome all. Located just past the Haw River, picturesque Riverstone Estates is accessed easily from highway 64 and is just minutes from Chatham Park and it's entertainment district, Mosaic, as well as historic downtown Pittsboro.

186 Evington Dr, Pittsboro

$2,750,000

5 Beds ⋅ 6 Baths ⋅ 10161424 MLS ⋅ ACTIVE Status

Incredible two story Home being created for this years Parade of Homes! A one acre nearly level home site, perfect for out door 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. 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

$975,000

5 Beds ⋅ 4 Baths ⋅ 10156639 MLS ⋅ ACTIVE Status

Rare value in Chapel Ridge: 5 bedrooms, 4 baths, and 4,249 square feet on a private 1.78 acre homesite, priced well below the neighborhood average per square foot. The lot slopes back from the road into a canopy of mature hardwoods, providing secluded, natural shade that lowers summer cooling costs. Two professionally installed French drains manage water flow across the property, so the natural slope adds privacy and shade without drainage concerns and a yearly termite inspection came back completely clear. The grounds are professionally maintained, and the home itself shows like new, still under structural warranty. A whole-house generator provides peace of mind through any weather. Inside, find an open floorplan with coffered ceilings, a chef's kitchen, and a first-floor primary suite. Enjoy Chapel Ridge's gated section along with community pool, tennis, fitness center, and clubhouse access. Located within minutes of historic downtown Pittsboro, UNC-Chapel Hill, and UNC Hospitals.

378 Crimson Way, Pittsboro

$925,000

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. 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

$1,290,000

5 Beds ⋅ 5 Baths ⋅ 10165584 MLS ⋅ ACTIVE Status

**Seller is now offering a $20,000 credit at closing toward a rate buy-down or closing costs** Country quiet + city close = perfection. This move-in ready home sits on a secluded 1-acre lot, upgraded and ready for you to relax and enjoy, all while being a short 15 minutes from both downtown Chapel Hill and Pittsboro. 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 — and it's equipped to prove it. 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 — plus four raised garden beds with drip irrigation for easy, sustainable growing. With approximately 40 homes spread across one-plus 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. This home has been waiting for you - come claim it!

66 Romie Ct, Pittsboro

$2,225,000

5 Beds ⋅ 8 Baths ⋅ 10109349 MLS ⋅ ACTIVE Status

2026 Parade Home! 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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