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65 Firefly Overlook, Pittsboro
$2,545,000
4 Beds ⋅ 5 Baths ⋅ 10194353 MLS ⋅ ACTIVE Status
Crafted by Hearthstone Luxury Homes and recognized as a Silver Winner in the Parade of Homes, The Alexandria is a remarkable expression of modern English design, timeless craftsmanship, and effortless indoor-outdoor living. From the moment you arrive, the home sets a distinctive tone with its light natural-brick exterior and elegant arched steel entry door, whose glass shifts from clear to private at the touch of a button. Inside, the signature stone accent wall rises through the foyer to the second-floor landing, creating a dramatic architectural thread that continues into the kitchen. Stained-oak stair treads, oversized windows, and locally produced handmade cabinetry further reflect the home's exceptional attention to detail. At the heart of the residence, the Great Room, Casual Dining area, and Kitchen flow together beneath soaring 10-foot ceilings. White-oak beams add warmth overhead, while a breathtaking 24-foot wall of sliding glass doors draws natural light deep into the home and frames the wooded rear setting. A beautiful white-oak pocket door opens to a fully appointed Pantry/Scullery with custom cabinetry, shelving, sink, dishwasher, and refrigerator space—an ideal blend of beauty and function. The main-level Owner's Suite offers a private retreat with refined wall-paneling details, a freestanding tub, spacious walk-in shower, and an oversized custom-fitted closet. A separate Guest Suite with ensuite bath and a rear office with expansive windows provide comfort and flexibility for everyday living or extended stays. Upstairs, the home continues to impress with a spacious Media/Game Room and wet bar, two additional ensuite bedrooms, a generous flex room over the garage, and conditioned storage with an A/V closet. Outdoors, the covered Porch invites lingering evenings by the fireplace, with a retractable screen and built-in grill ready for effortless entertaining. The home and septic system have also been thoughtfully positioned to allow space for a future pool. The Alexandria is more than a home—it is a carefully composed experience where craftsmanship, architecture, and the surrounding landscape come together beautifully.

65 Firefly Overlook, Pittsboro
171 Dairymont Dr, Pittsboro
$875,000
4 Beds ⋅ 4 Baths ⋅ 10193772 MLS ⋅ ACTIVE Status
Built and offered by Baywood Builders, Inc. Under construction, 99% complete with few final finish selections available to choose. This beautiful new 2 story modern farmhouse is located 4 miles west of the circle in historic downtown Pittsboro on some of Chatham County's finest country farm land. The property features over 3 acres of scenic open rolling pasture on private Dairymont Dr. Welcome loved ones and friends to an expansive open floor plan with a 16-foot ceiling in the great room, and craftsman style doors and trims. The large front porch faces west to enjoy the setting sun. The back porch is centered on the back of the great room looking east out over the back pasture to the wood line at the creek. The large 2 car garage has plenty of room for storage and work areas. There is over 500 sf. of unfinished second floor bonus space ready to be finished, potentially totaling an all combined 4,694 sf. under roof. The gourmet kitchen is superbly appointed and wide open to the dining area and great room. There is separate office space located behind the kitchen with high-speed fiber internet. The 3 guest bedrooms are all located on the second floor and feature plenty of room and closet space, with 2 bathrooms to share, all with views of the natural landscape. Between these bedrooms is a loft/recreation area for the perfect spot to hang out. The spacious master bedroom is privately located on the first floor, including a wonderful high vaulted ceiling. The master bathroom features separate sinks, water closet, soaking tub, along with a large walk-in shower and closet.

171 Dairymont Dr, Pittsboro
114 Autumn Gate St, Pittsboro
$1,275,000
5 Beds ⋅ 6 Baths ⋅ 10192871 MLS ⋅ ACTIVE Status
Impressive Modern Contemporary 3 Car Garage on 1/2 Cul De Sac Backing to Permanent Wooded Open Space w/Incredibly Huge Master Suite!!! Cozy Flagstone Floor Front Porch w/Double Door Entry to Nicely Wall Accented Large Foyer!! Large 12x14.75 Guest Bedroom w/Private Full Bath!! Generous Trayed 20x20 Family Rm w/FP Accented w/Cabinets & Shelves & 4 Panel Glass Slider Overlooking 15.75x14 Vaulted Screen Porch w/OMG Wooded View!! Gourmet Kitchen w/Cabinets to the Ceiling, Stainless Steel Appliances, Vented Gas Cook Top & HUGE 5'x10.5' Island!!! Large 14x14 Dining Rm w/Great View Too & Overlooking Vaulted Screen Porch!! Wow 15.25x18 Primary w/Incredible Wooded View Via Picture Window & Incredible 13x14 Primary Bath w/Separate Tub & Zero Entry Shower & Large Picture Window for Natural Lighting & Huge 13x14 WIC w/Extensive Shelving & Quartz Top Island & Transoms for Natural Lighting Connected to Laundry w/Generous Cabinetry & Sink Connected to Mudroom w/Bench & Cubbies!! Nice Wide Staircase to 2nd Floor w/Large Landing Area!! Generous 15.75x20.75 Bonus/Media Rm w/Great View Accented with a 11x13.25 Office Space w/Direct Access to 11x13 Finished Flex/Storage Rm!! 15x13 Bdrm 3 w/Direct Access to 12x15 Finished Flex/Storage Area Ideal for Guests w/Children because it could be a Bedroom Off a Bedroom & Direct Full Bath Access!!! Fantastic Hall Area Storage!! On the Front Side of the House it has 2 Nearly Identical 12x14.75 & 12x13.75 Bedrooms w/Private Baths/ WIC's w/Benches!! Generous Backyard w/Incredible Permanent Wooded Views!! Large 3 Garage w/Insulated Panel Garage Doors, EV Charging Source, & Tankless Gas Water Heater!! Spay Foam Insulation!! Sealed Crawl Space!! EcoSelect Plus Certified!!! Very Nicely Landscaped on One of The Quietest Streets in Chatham Park!! Park w/Splash Pad, Play Ground, Dog Park, & Covered Dining Area!! Brand New YMCA Built in 2025 w/2 Exterior Pools! 4 Soccer Fields Coming too!! Sidewalks on Both Sides of the Streets!! Major Medical Campus being Build!! Trails Galore through community w/Access from Autumn Gate Street!! Retail right around the corner at the Mosaic!! The #1 Visited State Park Lake Jordan Minute Away!!

114 Autumn Gate St, Pittsboro
130 Autumn Gate St, Pittsboro
$1,199,000
5 Beds ⋅ 6 Baths ⋅ 10192393 MLS ⋅ ACTIVE Status
2026 Parade of Homes GOLD WINNER!! Are You Ready to See Why & Check Some Boxes!! How About 5 Bedrooms w/5 Separate Direct Access Full Baths!! Primary & Guest Bdrm on Main!! How about a Glass Enclosed Double Door Entry Study on Entry!! An 11' Ceiling 18x21 Trayed Family Rm w/FP Accented w/Cabinets, Shelving & Transoms!! Gourmet Kitchen w/Cabinets to Ceiling!! Stainless Steel Appliances & Vented Gas Cooktop w/7x7.5 Pantry/Scullery & Impressive Color Accented Island!! Next to a Vaulted Wall Accented Dining Rm!! Along with a 20x14 Wall Accented Primary w/an Incredibly Huge Wood Grain Looking Tile in the Oversized Glass Enclosed Zero Entry Shower w/Transom Window & Double Vanity Bath w/TALL Mirrors w/Large Free Standing Tub in between!! Large WIC w/His & Her Built-in Dressers & Natural Lighting via Nice Transom Window!! Mudroom w/Bench & Cubbies!! Laundry w/Cabinets w/Sink & Shelving on 2 Walls!! Upstairs Features 3 Adult Size Bedrooms w/Nice Views w/Full Baths & Nice WICs!! How about a Step Up Double Door 17.5x18.5 Game Room w/Nice View!! 2nd Floor Study/Flex Space!! Storage off Bedroom 4 WIC Closet!! OH! How about a Double Sky Light Vaulted Screen Porch w/Fire Place Pre Wired for TV!!! Large 21.5'x25.5' Garage w/Insulated Panel Garage Doors, EV Charging Source, & Tankless Gas Water Heater!! Spay Foam Insulation!! Sealed Crawl Space!! EcoSelect Plus Certified!!! Very Nicely Landscaped on One of The Quietest Streets in Chatham Park!! Park w/Splash Pad, Play Ground, Dog Park, & Covered Dining Area!! Brand New YMCA Built in 2025 w/2 Exterior Pools! 4 Soccer Fields Coming too!! Sidewalks on Both Sides of the Streets!! Major Medical Campus being Build!! Trails Galore through community with Access from Autumn Gate Street!! Retail right around the corner at the Mosaic!! The #1 Visited State Park Lake Jordan Minute Away!!

130 Autumn Gate St, Pittsboro
12 Cabin Creek Crk, Pittsboro
$990,000
4 Beds ⋅ 3 Baths ⋅ 10190826 MLS ⋅ ACTIVE Status
Convenient to the amenities, this lovely lot backs up to a wooded area for lots of privacy and has views of the small park area from the front. Bring your own builder or use ours.

12 Cabin Creek Crk, Pittsboro
453 Golfers Vw, Pittsboro
$1,185,000
5 Beds ⋅ 4 Baths ⋅ 10190532 MLS ⋅ ACTIVE Status
This home is really taking shape! If you're hoping to move before the end of the year, this is one you won't want to miss! Another beautiful custom home by Gaylord Design Build is underway, and now is the perfect time to walk through and start envisioning how you would make it your own. From furniture placement and room layout to how each space will function for your lifestyle, you can begin picturing yourself right at home. Our interior designer is hard at work bringing this home to life with beautiful selections, and there's still time to make some of those choices your own! Come see the quality of construction firsthand, experience the layout for yourself, and take advantage of this exciting opportunity to get this home under contract while there's still time to make select finishes yours. Your new home is taking shape....don't miss your chance to make it yours!

453 Golfers Vw, Pittsboro
116 Gaines Trl, Pittsboro
$1,190,000
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
458 Old Siler City Rd, 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
105 Mitchells Chapel 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
72 Wandering Way, Pittsboro
$349,990
3 Beds ⋅ 3 Baths ⋅ 10189454 MLS ⋅ ACTIVE Status ⋅ Sampson BLDG.
MOVE-IN READY NEW CONSTRUCTION IN CHATHAM PARK! Welcome to 72 Wandering Way, a designer-finished townhome offering 3 bedrooms, 2.5 baths, a spacious loft, private brick courtyard, and rear-load 2-car garage. The open-concept main level features an upgraded kitchen with a large island, designer cabinetry, stainless steel appliances, and generous counter space. Luxury vinyl plank flooring and upgraded stair rails with stained treads and metal balusters add stylish finishing touches throughout. Upstairs, the versatile loft provides additional space for a home office, media room, fitness area, or playroom. Enjoy low-maintenance living with convenient access to Chatham Park parks and trails, the YMCA, NoVi Green, MOSAIC, Downtown Pittsboro, Jordan Lake, and more. Convenient to Chapel Hill, Apex, Holly Springs, and RTP. Schedule your tour today and ask about available builder incentives and financing opportunities.

72 Wandering Way, Pittsboro
189 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
255 William Dr, Pittsboro
$284,375
3 Beds ⋅ 3 Baths ⋅ 10188633 MLS ⋅ ACTIVE Status
To be built. Discover the Roxbury home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. There is still time to choose design features that fit your style. Situated on a wooded homesite, this townhome is the perfect blend of luxury and comfort. Thoughtfully designed with modern finishes including LVP flooring, white cabinets, stainless steel appliances, granite countertops, gas range, and a tiled primary shower. Enjoy an open concept main level and luxurious primary suite with a tray ceiling and two walk-in closets on the second floor. Plus, two additional bedrooms for added flexibility. Located 1 mile from downtown Pittsboro with easy access to Chapel Hill & RTP. Start your homebuying journey today.

255 William Dr, Pittsboro
45 Hillway Rd, Pittsboro
$499,900
4 Beds ⋅ 3 Baths ⋅ 10188126 MLS ⋅ ACTIVE Status ⋅ Haddington BLDG.
BIG BUYER INCENTIVE! Up to $20,000 toward closing costs or financing incentives with preferred lender. Cash buyer incentive also available. Ask onsite for details and restrictions. READY NOW with 4 bedrooms and 3 full baths! This brand-new Haddington offers 1,989 sq. ft. of flexible living space plus a 2-car garage. Enjoy an open layout, stylish finishes, David Weekley Homes warranty coverage and low-maintenance living in NoVi at Chatham Park, close to the YMCA, trails, parks, MOSAIC and Downtown Pittsboro. David Weekley Homes

45 Hillway Rd, Pittsboro
26 Hawks View Pt Unit 391, Pittsboro
$657,900
5 Beds ⋅ 4 Baths ⋅ 10188095 MLS ⋅ ACTIVE Status
MAIN-LEVEL GUEST SUITE + FULL BATH! The Callan offers 4,052 SF with 5 bedrooms, 3.5 baths, a dedicated Study, Game Room, Loft and attached 2-car garage. The open main level features a spacious Great Room, Dining Room and Nook alongside an upgraded gourmet Kitchen with quartz countertops, staggered cabinetry, tile backsplash, contemporary island, gas cooktop, wall oven/microwave and vented hood. A private Bedroom 5 with full bath provides flexible main-level accommodations, while the Study features a distinctive coffered ceiling. Upstairs, the Primary Suite offers a walk-in closet and luxury bath with dual vanity, tiled shower and separate garden tub, joined by three additional bedrooms, full bath, Game Room, Loft and convenient laundry. Upgraded hard-surface flooring, designer lighting and a rear patio complete the home. Enjoy Meadowview amenities including pool, clubhouse, playground and pickleball near Downtown Pittsboro, Chatham Park and The Golf Club at Chapel Ridge. New construction—tour today!

26 Hawks View Pt Unit 391, Pittsboro
112 Golden Leaf Dr Unit 325, Pittsboro
$394,900
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
14 Hawks View Pt Unit 392, Pittsboro
$619,900
5 Beds ⋅ 4 Baths ⋅ 10188059 MLS ⋅ ACTIVE Status
GOURMET KITCHEN + MAIN-LEVEL GUEST SUITE! Under construction in Meadowview, the Winslow offers 3,670 SF with 5 bedrooms, 4 full baths and a versatile Game Room. The main level features a private guest bedroom with full bath, open Great Room, Dining Room and gourmet Kitchen with quartz countertops, staggered cabinetry, gas cooktop, wall oven, vented hood and designer backsplash. Upstairs, the spacious Primary Suite includes a Sitting Area and luxury bath with tiled shower, garden tub and dual vanity, plus 3 additional bedrooms and Game Room. Enjoy upgraded flooring, covered rear porch and 2-car garage. Meadowview features a pool, clubhouse, playground and pickleball near Downtown Pittsboro, Chatham Park and The Golf Club at Chapel Ridge. Secure before completion!

14 Hawks View Pt Unit 392, Pittsboro
34 Hawks View Pt Unit 390, Pittsboro
$599,900
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
147 Colonial Trail Ct, 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
130 Whispering Meadows Ln, Pittsboro
$794,900
4 Beds ⋅ 3 Baths ⋅ 10186104 MLS ⋅ ACTIVE Status
This NEW construction custom home offers an exceptional blend of luxury and modern comfort, featuring wide European oak flooring, four bedrooms, three full baths, expansive living areas, and a beautifully designed kitchen with custom cabinetry, upgraded stainless appliances, quartz countertops, and a dedicated pantry. The first floor master suite provides a private retreat with a spa like bathroom showcasing a standalone soaking tub and refined finishes. A second first floor bedroom with its own full bath adds valuable flexibility—ideal as a guest suite, private office, or multi purpose space. A large bonus room upstairs offers additional room for work, play, or retreat, while ample storage throughout ensures effortless organization. The home is complemented by serene, private outdoor space that enhances daily living and creates a peaceful backdrop for relaxation or entertaining. Situated in a prime Pittsboro location just moments from Chatham Park, Pittsboro Town Center, and curated shopping and dining—and offering an easy commute to Cary, Apex, Chapel Hill, the Research Triangle, and close proximity to UNC hospitals and leading healthcare facilities— this residence delivers exceptional craftsmanship, convenience, and comfort.

130 Whispering Meadows Ln, Pittsboro
66 Broadoak 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
98 Summit Terrace Dr, 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
748 Valley Ln, 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
251 William Dr, Pittsboro
$320,855
3 Beds ⋅ 3 Baths ⋅ 10181245 MLS ⋅ ACTIVE Status
Discover the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This end unit townhome features an open concept living space with modern finishes. Enjoy your spacious primary bedroom with a tray ceiling, dual closets, a dual vanity, and tiled roman shower. Steps from the primary bedroom is a spacious laundry room with the option to add a laundry tub. The two additional bedrooms allow for extra flexibility to fit your needs. Features in this home include LVP flooring on main level, white cabinets, stainless steel appliances, granite countertops, gourmet kitchen with gas cooktop, and a spacious kitchen island. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

251 William Dr, Pittsboro
259 William Dr, Pittsboro
$306,670
3 Beds ⋅ 3 Baths ⋅ 10181240 MLS ⋅ ACTIVE Status
Discover the Roxbury Grande plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This luxury town home is perfectly positioned on a wooded homesite with natural views. The main level boasts an open concept and features modern finishes throughout including a spacious kitchen island, a tiled roman shower in the primary bath, dual closets in the primary bedroom, a spacious laundry room with the option to add a laundry tub, and more. Designed with comfort and functionality in mind, this home includes LVP flooring on main level, white cabinets, stainless steel appliances, granite countertops, and gas range. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs.

259 William Dr, Pittsboro
267 William Dr, Pittsboro
$311,165
3 Beds ⋅ 3 Baths ⋅ 10181238 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, white cabinets, stainless steel appliances, quartz countertops, gourmet kitchen with gas cooktop, and a tiled primary shower. Enjoy an open floorplan on the main level and a spacious owners suite with tray ceilings and two walk-in closets on the second floor. Two additional bedrooms on the second floor allow for extra flexibility to fit your needs. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

267 William Dr, Pittsboro
271 William Dr, Pittsboro
$322,850
3 Beds ⋅ 3 Baths ⋅ 10181237 MLS ⋅ ACTIVE Status
Discover the Roxbury Grande home plan at Griffin Farm Townes by Ryan Homes in Pittsboro, NC. This coveted end-unit townhome includes a 1-car garage with a 2-car driveway for added convenience. Situated on a wooded homesite, this townhome features modern finishes and a thoughtfully curated design package. The main level boasts an open concept with a gourmet kitchen, beautiful oat-colored cabinets and a sage-colored kitchen island, LVP flooring, and more. Upstairs houses the spacious bedrooms and laundry room with the option to add the laundry tub. The primary retreat is that star of this home with dual closets, a tray ceiling, dual vanity, and tiled roman shower. Located 1 mile from downtown Pittsboro and minutes from Chatham Park and everyday needs. Photos are of similar home for illustrative purposes only.

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

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

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

93 Kenwood Ln, Pittsboro
20 Quietwood Way, Pittsboro
$399,990
3 Beds ⋅ 3 Baths ⋅ 10179010 MLS ⋅ ACTIVE Status ⋅ Sampson BLDG.
SCENIC GREEN VIEWS at Townes at NoVi in Chatham Park! This beautifully upgraded Wilson townhome at 20 Quietwood Way offers peaceful green views from both the kitchen and primary bedroom, along with a prime location near NoVi Lawn. The bright, open-concept interior features quartz countertops, a statement fireplace, champagne bronze fixtures, designer finishes, a spacious primary suite, and a 2-car garage. Enjoy low-maintenance living with easy access to the Chatham Park YMCA, parks, trails, MOSAIC, dining, entertainment, and community events. Convenient to Downtown Pittsboro, Chapel Hill, Durham, and RTP. A beautifully finished new home, scenic setting, and Chatham Park lifestyle all in one. Schedule your tour today!

20 Quietwood Way, Pittsboro

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

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