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$1,168,000
4 Beds 3 Baths 10191052 MLS ACTIVE Status Custom Build BLDG.
Privately positioned at the end of a quiet cul-de-sac beneath a mature wooded canopy, this exceptional custom home represents a rare opportunity to create a truly personalized luxury residence on four private acres within Pittsboro's intimate Fox Oak neighborhood. With construction beginning soon, there is a limited opportunity to reflect your personal tastes, in collaboration with this award-winning design/build custom builder. Inspired by timeless modern farmhouse architecture and elevated with sophisticated estate influences, the residence is thoughtfully designed for elegant entertaining and effortless everyday living, with beautifully proportioned living spaces filled with natural light. At the heart of the home, a 21'x17' Grand Room with 12' ceiling flows seamlessly into an impressive chef's kitchen with island and walk in pantry. The luxurious primary suite is designed as a serene private sanctuary, with a spa-inspired bath featuring dual vanities, soaking tub, walk-in shower, and his and custom walk-in closet with built-in wood shelving. Beyond the residence, the four-acre setting offers remarkable privacy and an extraordinary canvas for a private retreat. Set at the back of the cul de sac in Fox Oak, an established enclave of distinctive custom homes, this exceptional property combines the presence of an estate style setting with a short window to personalize your home as it comes to life. A rare opportunity to create something truly your own—where timeless architecture, exceptional craftsmanship, four private acres, and thoughtfully curated design come together in desirable Pittsboro.

97 Fox Oak Trl, 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

$1,299,900
4 Beds 6 Baths 10190451 MLS ACTIVE Status
Welcome to the award-winning Ballentine model by Drees Homes in the prestigious Corbett Landing community, one of Pittsboro's most desirable neighborhoods. Professionally designed and loaded with upgrades, this one-of-a-kind showcase home offers an exceptional opportunity to own one of Drees Homes' finest models. A dramatic two-story foyer welcomes you into an open-concept design featuring a stunning family room with cedar beams, a fireplace, and an oversized sliding glass door leading to the spacious screened porch, perfect for seamless indoor/outdoor living. A spectacular gourmet kitchen with soaring 11-foot ceilings, an oversized island, abundant cabinetry, a spacious butler's pantry, and a walk-in pantry. Perfect for entertaining and everyday living. The main level features a luxurious owner's suite with a spa-inspired bath and an oversized private guest suite with its own full bath, ideal for visitors or multigenerational living. Upstairs, you'll find an expansive game room that opens to a covered second-floor porch, creating the perfect place to relax or entertain. Additional media room provided for an additional gathering space. Not to mention a 2nd floor powder while two generously sized secondary bedrooms each feature their own private en-suite bath. This incredible home is offered with designer touches throughout. Included with the sale are all kitchen appliances, two refrigerators, washer and dryer, custom draperies, designer wall art, and all area rugs, making this a truly move-in-ready luxury home. This model home will have a delayed closing of February 2027.Contact Mary Jo Young for a private showing. 919-616-6264 mjyoung@dreeshomes.com

116 Gaines Trl, 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

$495,000
2 Beds 2 Baths 10189623 MLS ACTIVE Status David Weekley Homes BLDG.
MODEL HOME FOR SALE — MOVE-IN READY! Experience the beautifully designed Inspiration by David Weekley Homes in Encore at Chatham Park. This exceptional model home offers an open-concept layout with a sun-filled family and dining space, a chef's kitchen featuring a dine-up island, abundant cabinetry, plus a covered porch perfect for relaxing or entertaining. The spacious Owner's Retreat includes a luxurious en suite bath and walk-in closet, while the secondary bedroom enjoys convenient access to a full bath privately positioned in the front of the home for added comfort and privacy. Designed with flexibility and energy efficiency in mind, this home features EnergySaver™ innovations throughout. Best of all, the appliances and furniture are included, making this a truly move-in-ready opportunity to own a professionally appointed David Weekley Model Home in the highly desirable Encore at Chatham Park community.

151 Prospect Pl, Pittsboro

$349,990
3 Beds 3 Baths 10189454 MLS ACTIVE Status Sampson BLDG.
NEW CONSTRUCTION IN CHATHAM PARK! Welcome to 72 Wandering Way, a designer-finished townhome offering the perfect blend of style, space, and low-maintenance living in one of the Triangle's most exciting master-planned communities. This thoughtfully designed home features 3 bedrooms, 2.5 baths, a spacious loft, and an open-concept main level designed for everyday living and entertaining. The upgraded kitchen is anchored by a large island and features designer cabinetry, stainless steel appliances, and generous counter space, flowing seamlessly into the dining and living areas. Luxury vinyl plank flooring, upgraded stair rails with stained treads and metal balusters, and a private brick courtyard add elevated details throughout. Upstairs, the flexible loft offers valuable additional living space—perfect for a home office, media room, fitness area, or playroom. The spacious primary suite provides a relaxing retreat, while two additional bedrooms offer plenty of flexibility. Enjoy a rear-load 2-car garage and the lifestyle that makes Chatham Park so desirable. Explore nearby parks, greenways and trails, the Chatham Park YMCA, NoVi Green, MOSAIC, Downtown Pittsboro, dining, entertainment, and year-round community events. Convenient to Chapel Hill, Apex, Holly Springs, RTP, and Jordan Lake, 72 Wandering Way puts work, recreation, and the best of the Triangle within easy reach. Brand-new construction, designer-selected finishes, and Chatham Park living—all ready for you. Schedule your private tour today and ask about available builder incentives and financing opportunities. NEW CONSTRUCTION IN CHATHAM PARK! Welcome to 72 Wandering Way, a designer-finished townhome offering the perfect blend of style, space, and low-maintenance living in one of the Triangle's most exciting master-planned communities. This thoughtfully designed home features 3 bedrooms, 2.5 baths, a spacious loft, and an open-concept main level designed for everyday living and entertaining. The upgraded kitchen is anchored by a large island and features designer cabinetry, stainless steel appliances, and generous counter space, flowing seamlessly into the dining and living areas. Luxury vinyl plank flooring, upgraded stair rails with stained treads and metal balusters, and a private brick courtyard add elevated details throughout. Upstairs, the flexible loft offers valuable additional living space—perfect for a home office, media room, fitness area, or playroom. The spacious primary suite provides a relaxing retreat, while two additional bedrooms offer plenty of flexibility. Enjoy a rear-load 2-car garage and the lifestyle that makes Chatham Park so desirable. Explore nearby parks, greenways and trails, the Chatham Park YMCA, NoVi Green, MOSAIC, Downtown Pittsboro, dining, entertainment, and year-round community events. Convenient to Chapel Hill, Apex, Holly Springs, RTP, and Jordan Lake, 72 Wandering Way puts work, recreation, and the best of the Triangle within easy reach. Brand-new construction, designer-selected finishes, and Chatham Park living—all ready for you. Schedule your private tour today and ask about available builder incentives and financing opportunities.

72 Wandering Way, 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

$309,990
3 Beds 3 Baths 10188633 MLS ACTIVE Status
To be built! Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage and is situated on a wooded homesite with a natural view which can be enjoyed from the rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring, white cabinets, stainless steel appliances, quartz countertops, gas range, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs.

255 William Dr, Pittsboro

$1,395,000
4 Beds 7 Baths 10188358 MLS ACTIVE Status Icg Homes Llc BLDG.
Welcome to 1267 Golfers View A stunning golf-course-view home designed for elevated everyday living and unforgettable entertaining. Offering 4 spacious bedrooms, 5 full bathrooms, 2 half bathrooms, and a 3-car garage, this exceptional residence combines generous space, thoughtful amenities, and beautiful surroundings. Enjoy relaxing or entertaining on the screened porch, complete with a fireplace and peaceful golf course views. Inside, a dedicated study provides the perfect setting for working from home, while the recreation room and game room offer abundant space for movie nights, hobbies, gaming, and gatherings with family and friends. Beyond the home, enjoy an impressive array of community amenities designed for an active, connected lifestyle, including a resort-style pool, playground, community center, sport court, tennis courts, and volleyball. Whether you're relaxing at home, enjoying the outdoors, or taking advantage of the many recreational options, this property offers something for everyone. With its spacious floor plan, multiple entertaining spaces, luxurious bath count, 3-car garage, golf course views, and outstanding community amenities, 1267 Golfers View is an opportunity you won't want to miss.

1267 Golfers Vw, 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

$499,900
4 Beds 3 Baths 10188126 MLS ACTIVE Status Haddington BLDG.
*Ready in October* Lawncare included in the monthly at $78/mo dues. Located in brand new NoVi Chatham Park, this home offers a true lifestyle with community events on the lawn, including Saturday morning yoga, Games on the Green, and weekend coffee trucks. Enjoy views of the rolling hills of Pittsboro and easy access to trails, parks, the YMCA, and future resort-style amenities. Enjoy low-maintenance living with lawn care and landscaping included in the HOA dues. This stunning new construction home features a first-floor guest bedroom with full bath, open-concept layout, and designer finishes throughout. The chef's kitchen includes a large island, walk-in pantry, and abundant storage, flowing seamlessly into the bright family and dining areas. Upstairs, the Owner's Suite offers a spa-like bath with dual vanities and a large walk-in closet. Two additional bedrooms, a full bath, and a versatile loft provide flexible living space. Outdoor living includes a covered rear porch and breezeway connecting to the two-car garage--perfect for everyday convenience and relaxing evenings.

45 Hillway Rd, 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

$459,900
4 Beds 3 Baths 10188088 MLS ACTIVE Status
MAIN-LEVEL BEDROOM + FULL BATH! The Ansley offers 2,483 SF with 4 bedrooms, 3 full baths, a dedicated Study, Game Room and attached 2-car garage. The open main level connects the spacious Great Room, Dining Room and upgraded Kitchen featuring quartz countertops, staggered cabinetry, tile backsplash, farmhouse-style sink, gas range and stainless steel appliances. A separate Study plus Bedroom 4 and a full bath provide valuable flexibility for guests, work or everyday living. Upstairs, the private Primary Suite features a walk-in closet, dual vanity and upgraded tiled shower, joined by two additional bedrooms, full bath, convenient laundry and versatile Game Room. 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!

106 Golden Leaf Dr Unit 324, Pittsboro

$399,900
3 Beds 3 Baths 10188085 MLS ACTIVE Status
MAIN-LEVEL PRIMARY + COVERED REAR PORCH! The Karver offers a spacious two-story townhome design with 3 bedrooms, 2.5 baths and an attached garage. The open main level connects the Great Room, dining area and upgraded kitchen featuring quartz countertops, staggered cabinetry, tile backsplash, farmhouse-style sink, gas range and designer gold fixtures. The main-level Primary Suite features a walk-in closet, dual vanity and upgraded tiled shower with niche and frameless glass, with laundry conveniently located nearby. Step outside to the covered rear porch for additional everyday living space. Upstairs, two secondary bedrooms, a full bath and versatile loft/game room provide room to spread out. 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!

112 Golden Leaf Dr Unit 325, 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

$469,730
2 Beds 2 Baths 10187330 MLS ACTIVE Status David Weekley Homes BLDG.
Welcome to the Ambition, a thoughtfully designed villa currently under construction in Encore at Chatham Park, Pittsboro's premier 55+ community. This open-concept home makes everyday living easy with a spacious gourmet kitchen overlooking the dining and family rooms, creating a comfortable space for both relaxing and entertaining. The private Owner's Retreat offers a peaceful escape with a well-appointed bath, super shower and generous closet space, while the secondary bedroom provides flexibility for guests or a home office. Enjoy outdoor living from the covered porch and the ease of a low-maintenance villa lifestyle. Designer-selected finishes throughout give this home a polished, cohesive look, all without the wait of starting from scratch. Encore residents enjoy an exceptional amenity package and a full-time Lifestyle Director, with lawn maintenance included. An exciting opportunity to own a brand-new Ambition villa while this final collection of homes is still available!

194 Tantara Bnd, Pittsboro

$609,900
4 Beds 4 Baths 10187089 MLS ACTIVE Status
The Wayne by True Homes pairs a main-level Primary Suite with flexible living and standout upgrades in Meadowview. Offering approx. 2,867 SF, this 4BR/3.5BA home features an open Great Room and dining area, private Study with glass doors, plus a finished Bonus Room upstairs. The upgraded kitchen showcases quartz countertops, 42" cabinetry, tile backsplash, gas range, microwave drawer and oversized island with statement pendants. Retreat to the main-level Primary Suite with a tiled walk-in shower, separate garden tub and dual vanity. A spacious rear covered porch extends living outdoors. Meadowview offers a pool, clubhouse, playground and pickleball courts in a wooded Chatham County setting near Chapel Ridge, just minutes from Downtown Pittsboro and Chatham Park with access to Chapel Hill, Durham, Raleigh, RTP and RDU. Secure now before completion!

34 Hawks View Pt Unit 390, Pittsboro

$1,450,000
4 Beds 5 Baths 10187009 MLS ACTIVE Status Custom Build BLDG.
Exceptional Custom Estate in the Heart of Chatham County Set on a breathtaking 2.5-acre wooded homesite moments from Jordan Lake and within the highly sought-after Seaforth High School district, this extraordinary custom estate embodies timeless luxury, exceptional craftsmanship, and sophisticated Carolina living. Designed to impress while remaining effortlessly inviting, the residence showcases 3,688 heated square feet and 5,025 square feet under roof, with expansive windows, elevated architectural details, and beautifully curated finishes throughout. Every space has been thoughtfully conceived to bring together refined design, natural light, and an unparalleled sense of comfort. At the center of the home is a spectacular designer kitchen, created as both a culinary destination and a natural gathering place. An oversized statement island commands the space, surrounded by custom cabinetry and tile to the ceiling and premium Café™ smart appliances to deliver professional-level performance with distinctive style. The main-level owner's retreat offers a private sanctuary with a spa-like feel. The first floor guest suite is tucked into the back of the home for privacy. All four bedrooms in the home have private baths, with an additional powder room for guests. The expansive screened back porches include one with a vaulted ceiling and the other designed for outdoor dining. Hand-crafted designer touches and detailed craftsmanship throughout the home are exquisite. With space for a future pool and additional outdoor living, the property offers an exceptional foundation for creating a private resort-style retreat. Nestled within an enclave of distinguished custom residences, the estate offers the increasingly rare combination of privacy, acreage, no HOA, and minimal covenants, preserving both freedom and the character of this exclusive community. To be showcased in the 2026 Chatham County Parade of Homes and move-in ready in mid-October, this stunning residence represents a rare opportunity to own a newly crafted luxury home in one of the Triangle's most desirable and rapidly evolving areas. Minutes from Jordan Lake, Seaforth High School, and the vibrant amenities of the Triangle, this is Carolina luxury living—beautifully designed, masterfully crafted, and created for the way you live.

35 Big Bear Dr, Pittsboro

$1,300,000
4 Beds 5 Baths 10186847 MLS ACTIVE Status Icg Homes Llc BLDG.
GOLF COURSE VIEW - Welcome to 147 Colonial Trail Court in Pittsboro! This beautiful home offers plenty of space and an easy, comfortable layout with 4 bedrooms, 4 full bathrooms, and 1 half bath, plus a 3-car garage. The spacious layout provides plenty of room for entertaining, relaxing, and enjoying time with family and friends. A standout feature is the screened porch with a cozy fireplace—the perfect year-round retreat for morning coffee, evening gatherings, or relaxing after a long day. Inside, you'll find a dedicated study, ideal for working from home or creating a quiet office space, along with a spacious recreation room that offers endless possibilities for a media room, game room, or additional gathering space. The 3-car garage provides ample room for vehicles, storage, and all the extras that come with an active lifestyle. Located in a desirable Pittsboro community with outstanding amenities, residents can enjoy golf, a community pool, playground, and sport court, creating a true resort-style living experience right at home. With its thoughtful floor plan, exceptional outdoor living space, impressive amenities, and prime Pittsboro location, 147 Colonial Trail Court is a home you won't want to miss.

147 Colonial Trail Ct, Pittsboro

$794,900
4 Beds 3 Baths 10186104 MLS ACTIVE Status
Situated in a prime Pittsboro location just moments from Chatham Park, Pittsboro Town Center, and curated shopping and dining, this custom built Whispering Meadows residence offers an exceptional blend of luxury and convenience. Inside, wide European oak flooring sets a sophisticated tone across four bedrooms, three full baths, and expansive living areas. The kitchen serves as a refined focal point, showcasing custom cabinetry, upgraded stainless appliances, beautifully finished quartz countertops, and a dedicated pantry for elevated functionality. A large bonus room provides flexible space for work, play, or retreat, while ample storage throughout the home ensures effortless organization. All of this is wrapped in a serene setting that enhances the home's modern comfort and refined craftsmanship.

130 Whispering Mdws Ln, Pittsboro

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

66 Broadoak Ln, Pittsboro

$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

$1,749,000
4 Beds 7 Baths 10182713 MLS ACTIVE Status
2026 Parade of Homes Entry! No backyard neighbors. Ever. This stunning new home was completed Summer 2026. Tour this exceptional Triple A Homes residence before Parade of Homes begins this fall. One of the first things you'll notice is how peaceful and quiet it is. You can hear the sounds of nature and yet you're still just five minutes from Chapel Hill and everyday conveniences. A timeless stone exterior creates an elegant first impression, while oversized windows throughout the home capture abundant natural sunlight. Backing to permanently protected conservation land, the property offers wooded views, exceptional privacy, and the peace of mind that your backyard will never be developed. With room for your dream pool, this home is designed for those who value luxury, peace and privacy. Designed for both everyday living and elegant entertaining, the main level features a dramatic two story foyer with a floating staircase, a soaring two story great room with a fireplace, and a gourmet kitchen with high-end JennAir appliances and an adjoining fully appointed scullery and pantry. The bright family room opens to a private screened porch with a fireplace, creating the perfect place to relax while overlooking the peaceful wooded backyard and conservation views. The luxurious main level primary suite features vaulted ceilings, a spa inspired bath, and a generous walk in closet. A private office or guest suite with its own full ensuite bath provides additional flexibility, while a well appointed mudroom adds everyday convenience. Upstairs, three additional bedrooms each feature a private ensuite bath and walk in closet, PLUS a bonus or rec room and an additional half bath. Professionally curated designer finishes create a timeless, sophisticated aesthetic throughout. Located in one of the area's premier custom home communities, residents enjoy 114 acres of preserved woodlands, walking trails, a yoga pavilion, and open green spaces, all just minutes from Chapel Hill, Pittsboro, Jordan Lake, and major commuter routes. Square footage is based on architectural plans. Pool image is for illustrative purposes only.

346 Lila Dr, Pittsboro

$367,990
3 Beds 3 Baths 10181245 MLS ACTIVE Status
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This beautiful end-unit townhome includes a 1-car garage with a 2-car driveway and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring on main level, white cabinets, stainless steel appliances, quartz countertops, gourmet kitchen with gas cooktop, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

251 William Dr, Pittsboro

$349,990
3 Beds 3 Baths 10181240 MLS ACTIVE Status
Welcome to the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury townhome includes a 1-car garage with a 2-car driveway and is situated on a wooded homesite with a natural view with a rear patio. Thoughtfully designed for comfort and modern convenience with LVP flooring on main level, maple colored cabinets, stainless steel appliances, quartz countertops, gas range, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

259 William Dr, Pittsboro

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .