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334 Whisperwood Close, Pittsboro
$370,000
3 Beds ⋅ 2 Baths ⋅ 10190084 MLS
Terrific Value & Reduced Price in Fabulous Fearrington! This end-unit townhome boasts hardwood floors throughout, a screened porch, main floor primary suite & a living room with vaulted ceiling & gas fireplace. Step into this Fearrington Village beauty and enjoy life the easy way. Just down the street from the Swim & Croquet club and the village shops, you can enjoy the quiet and convenience of townhome living on Whisperwood Close. Contemporary styling, recent hvac (2025), and gleaming white oak floors make this a welcoming space. The kitchen boasts tons of cabinet space, solid-surface tops, gas range, stainless fridge, and a bright breakfast nook. The main floor primary suite overlooks the front garden, and features an ensuite bath & oversized walk-in closet. Upstairs you will find 2 more bedrooms, guest bath, and a cozy balcony overlooking the spacious living room. Relax out back on your brick-floored screened porch overlooking blooming crepe myrtles. Detached garage (owned by HOA). Come see 334 Whisperwood Close today!

334 Whisperwood Close, Pittsboro

67 Bingham Ridge Dr, Pittsboro
$1,159,000
4 Beds ⋅ 4 Baths ⋅ 10189854 MLS
Start checking boxes! Custom Craftsman tucked away from traffic. CHECK! Quiet 15.4 private wooded acres. CHECK! Covered RV or boat shelter. CHECK! This 4-bedroom, 3.5-bath, 3,221 sq ft home has been freshly updated with new carpet, new paint throughout, all recessed lighting converted to LED, and a completed pre-listing inspection with repairs made. CHECK! Primary suite and main living are all on the main level, with a finished walk-out lower level. Inside: abundant natural light, tray ceilings, custom cabinetry and display shelving, slate foyer, walk-in pantry, dual-fuel range, gas fireplace, central vacuum, radiant-heated primary bath floor, cedar closet, 7x14 laundry room, and ample attic and basement storage. Built for efficiency: passive and active solar, solar-charged battery backup power (batteries replaced 2022), a deep high-GPM well, water softener, metal roof, and recently replaced front windows. Flexible living spaces and handicap-accessible features suit a range of lifestyles. Outdoors: screened porch, multi-level deck and patio, fenced garden, two landscape ponds, and native low-maintenance landscaping, deer- and drought-resistant. Detached two-car garage, an RV or boat shelter with double doors and 14-foot clearance, plus an open carport. Shaded two-mile community walking trail. AT&T fiber. Less than 8 miles to Chapel Hill, close to RDU, RTP and 15/501. Come sit for a spell on the screened porch and see.

67 Bingham Ridge Dr, Pittsboro

105 Mitchells Chapel Rd, Pittsboro
$2,425,000
5 Beds ⋅ 6 Baths ⋅ 10189770 MLS
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 ⋅ 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
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

335 Sweet Pine Cir, Pittsboro
$975,000
4 Beds ⋅ 4 Baths ⋅ 10189348 MLS
Welcome to this beautifully designed four bedroom, four bathroom home offering an inviting open-concept layout, abundant natural light, and beautiful hardwood floors throughout the main living areas. The spacious living room features a fireplace with impressive coffered ceiling that adds character and architectural detail. The bright kitchen offers white cabinetry, stainless steel appliances, ample counter space, and a large center island with seating, all flowing seamlessly into the dining and living spaces. Large windows showcase the peaceful, wooded surroundings, while mature landscaping enhances the home's curb appeal. With comfortable gathering spaces and thoughtful finishes throughout, this home is perfect for both everyday living and entertaining.

335 Sweet Pine Cir, Pittsboro

286 Stone Wall Rd, Pittsboro
$500,000
1 Beds ⋅ 1 Baths ⋅ 10188981 MLS
Package of two tiny homes- Each home is 1030 htsqft ( 2nd home noted below as Det living area for MLS entry purposes ) Primary can add bedrooms based on Septic capability if desired to live in and rent other- Currently great investment property. Another package of two tiny homes also available at 286 Stone Wall in MLS/ Same price. Located in Pittsboro, NC and tucked within a peaceful woodland near Chapel Hill and Jordan Lake, Elevate Treehouse was designed as a collection of individually themed luxury retreats, each home blending creative design, modern amenities, and immersed in it's natural surroundings. Each home offers a spacious living area, full kitchen, private bedroom, sleeping loft, and a spa-inspired bath featuring a freestanding soaking tub and oversized walk-in shower. The efficient layout makes excellent use of the home's footprint while still feeling bright and comfortable. Features Include: • Custom bee mural • Oversized luxury shower • Loft sleeping area • Private covered porch • Swing structure • Fire pit access • Starlink internet • Mini-split HVAC • Granite & quartz countertops • Metal Roof Stainless steel appliances Outside, a private deck overlooks the surrounding forest, creating the perfect place to slow down and reconnect with nature. Beyond the homes, Elevate Treehouse Community features walking trails, fire pit gathering areas, water features, picnic spaces, and thoughtfully curated artwork throughout the property. BEE HIVE Your Hive Away From Home Inspired by the honeybee and the sense of community it represents, Beehive was designed for gathering, relaxing, and spending time together. Thoughtful details, playful touches, and a peaceful outdoor setting create a stay that's both memorable and cozy. The custom bee mural immediately catches your attention and gives the home a sense of fun that carries throughout the experience. Custom artwork, warm finishes, and thoughtful details give the home a character all its own while maintaining the comfort and functionality guests expect from a luxury retreat. Large windows bring in natural light throughout the day, and the open-concept layout helps every space feel connected One of the best parts of Beehive is that the experience doesn't stop when you step outside. The swing structure and large wooden beehive provide memorable features guests naturally gravitate towards. The private deck offers a peaceful place to enjoy the surrounding woods, while the nearby swing structure has become a favorite gathering spot. OASIS H20 A Water Inspired Woodland Retreat Inspired by the calming movement of water, Oasis H20 offers a peaceful retreat designed for rest, renewal, and connection. Thoughtfully crafted with spa-inspired finishes, soaring ceilings, and woodland views, this unique treehouse experience invites you to slow down and recharge. Drawing inspiration from the calming movement of water, it's soft blue tones, natural textures, and abundant natural light create a space designed for relaxation and renewal. The open-concept layout makes efficient use of every square foot while maintaining a bright, airy feel throughout. The home's spa-inspired bathroom serves as the centerpiece of the experience, featuring a freestanding soaking tub, oversized walk-in shower, and carefully selected finishes. Vaulted ceilings and large windows allow natural light to flow throughout the home while creating a strong connection to the surrounding landscape.Investment Highlights: • Established rental history • 3.72 acres •Walking trails and community amenities • Minutes from Chapel Hill and Jordan Lake • Distinct themed guest experiences. This property does not have access to the detached Storage unit. There is a shared well agreement with the 260-262 set of stone wall homes.

286 Stone Wall Rd, Pittsboro

260 Stone Wall Rd, Pittsboro
$500,000
1 Beds ⋅ 1 Baths ⋅ 10188873 MLS ⋅ Bee Hive Tree House And Oasis Tree House BLDG.
Package of two tiny homes- Each home is 1030 htsqft ( 2nd home noted below as Det living area for MLS entry purposes ) Primary can add bedrooms based on Septic capability if desired to live in and rent other- Currently great investment property. Another package of two tiny homes also available at 286 Stone Wall in MLS/ Same price. Located in Pittsboro, NC and tucked within a peaceful woodland near Chapel Hill and Jordan Lake, Elevate Treehouse was designed as a collection of individually themed luxury retreats, each home blending creative design, modern amenities, and immersed in it's natural surroundings. Each home offers a spacious living area, full kitchen, private bedroom, sleeping loft, and a spa-inspired bath featuring a freestanding soaking tub and oversized walk-in shower. The efficient layout makes excellent use of the home's footprint while still feeling bright and comfortable. Features Include: • Custom bee mural • Oversized luxury shower • Loft sleeping area • Private covered porch • Swing structure • Fire pit access • Starlink internet • Mini-split HVAC • Granite & quartz countertops • Metal Roof Stainless steel appliances Outside, a private deck overlooks the surrounding forest, creating the perfect place to slow down and reconnect with nature. Beyond the homes, Elevate Treehouse Community features walking trails, fire pit gathering areas, water features, picnic spaces, and thoughtfully curated artwork throughout the property. BEE HIVE Your Hive Away From Home Inspired by the honeybee and the sense of community it represents, Beehive was designed for gathering, relaxing, and spending time together. Thoughtful details, playful touches, and a peaceful outdoor setting create a stay that's both memorable and cozy. The custom bee mural immediately catches your attention and gives the home a sense of fun that carries throughout the experience. Custom artwork, warm finishes, and thoughtful details give the home a character all its own while maintaining the comfort and functionality guests expect from a luxury retreat. Large windows bring in natural light throughout the day, and the open-concept layout helps every space feel connected One of the best parts of Beehive is that the experience doesn't stop when you step outside. The swing structure and large wooden beehive provide memorable features guests naturally gravitate towards. The private deck offers a peaceful place to enjoy the surrounding woods, while the nearby swing structure has become a favorite gathering spot. OASIS H20 A Water Inspired Woodland Retreat Inspired by the calming movement of water, Oasis H20 offers a peaceful retreat designed for rest, renewal, and connection. Thoughtfully crafted with spa-inspired finishes, soaring ceilings, and woodland views, this unique treehouse experience invites you to slow down and recharge. Drawing inspiration from the calming movement of water, it's soft blue tones, natural textures, and abundant natural light create a space designed for relaxation and renewal. The open-concept layout makes efficient use of every square foot while maintaining a bright, airy feel throughout. The home's spa-inspired bathroom serves as the centerpiece of the experience, featuring a freestanding soaking tub, oversized walk-in shower, and carefully selected finishes. Vaulted ceilings and large windows allow natural light to flow throughout the home while creating a strong connection to the surrounding landscape.Investment Highlights: • Established rental history • 3.72 acres •Walking trails and community amenities • Minutes from Chapel Hill and Jordan Lake • Distinct themed guest experiences. This property come with a large detached Storage unit. There is a shared well agreement with the 286-288 set of stone wall homes.

260 Stone Wall Rd, Pittsboro

116 Emelia Ln, Pittsboro
$1,245,000
4 Beds ⋅ 4 Baths ⋅ 10188780 MLS
Welcome home to this custom-built residence by award-winning ICG Homes. Meticulously designed and maintained, this home features numerous high-end upgrades completed both during and after construction, creating a truly serene and luxurious feel from the moment you walk through the door. Detailed information is available outlining the property's extensive upgrades, including a whole-home generator, custom blinds, remote-controlled shades, and numerous audio, and technology enhancements. With a thoughtful layout ideal for entertaining and multigenerational living, the home includes two en-suite bedrooms on the main floor, including a spa-like primary suite retreat. In the living room, a 12-foot stacking door opens completely to a vaulted, light-filled screened porch, creating a seamless indoor-outdoor living experience. The upgraded chef's kitchen features custom-designed cabinetry and provides a warm, welcoming space for friends and family to gather. Several additional flex spaces allow the home to adapt to your specific needs. The upstairs flex room includes a closet and can serve as an optional fifth bedroom, office, or media room. A separate bonus room and dedicated workout room provide even more flexibility. This beautiful home is located in Ryan's Crossing, Pittsboro's premier conservation neighborhood. This exceptional community is centered around 47 acres of conserved open space, providing a lush, green environment and generously sized lots. Residents enjoy direct access to the Briar Chapel trail system for miles of hiking and biking, as well as a private half-mile walking trail with a yoga pavilion. With the final homes in Ryan's Crossing priced from $1.4M to $2M, this property offers exceptional value along with an extensive collection of upgrades. The location is also highly convenient, just minutes from Chapel Hill, Pittsboro, and Jordan Lake. A 3D tour is available. Welcome home!

116 Emelia Ln, Pittsboro

4235 Henderson Pl, Pittsboro
$1,125,000
5 Beds ⋅ 4 Baths ⋅ 10188438 MLS
Welcome home to this stunning Homes by Dickerson "Henderson Craftsman" executive residence, perfectly situated on a beautifully landscaped 1.57-acre wooded lot in the sought-after Henderson Place community. Thoughtfully designed for comfortable everyday living and effortless entertaining, this exceptional 5-bedroom, 3.5-bath ranch-style home offers elegant finishes, energy-efficient construction, and peaceful natural surroundings. The inviting front entry opens to a spacious home office and an open-concept floor plan featuring rich hardwood flooring, extensive crown molding, custom lighting, and abundant natural light. The gourmet kitchen is a chef's dream, showcasing Cambria quartz countertops, a stylish glass tile backsplash, a new tiled backsplash, a massive custom island with abundant storage, a large walk-in pantry, and a 5-burner Frigidaire Professional natural gas range. The kitchen flows seamlessly into the expansive family room, highlighted by a striking 48-inch Majestic Echelon II linear gas fireplace. The luxurious main-level owner's suite offers a private retreat with a spa-inspired bath featuring a large walk-in shower, Jacuzzi tub, and an oversized custom walk-in closet. Two additional bedrooms on the main floor provide flexible space for guests, multigenerational living, or additional home offices. Upstairs, you'll find a spacious bonus room, two generously sized bedrooms, a full bath, and walk-in closets with plentiful storage throughout. Designed to bring the outdoors in, the family room opens through dramatic cantilevered sliding glass doors to a large screened porch with skylights overlooking the serene wooded backyard. Enjoy spectacular seasonal blooms, colorful autumn foliage, and exceptional privacy while relaxing on the screened porch or secluded back deck. Additional premium features include: New roof (2023) Tankless water heater Central vacuum system with four ports Solar tubes providing natural light in two interior bathrooms High-performance bathroom exhaust fans Custom window shades throughout Upgraded plumbing fixtures Smoke alarms throughout Two-car garage with additional storage HERS-rated energy-efficient construction with a sealed crawl space Outdoor Living & Community The professionally landscaped 1.57-acre homesite offers both manicured outdoor living spaces and a preserved natural wooded area. Gutters with gutter guards have been installed on all roofed areas for easy maintenance. Located on a quiet street with minimal traffic, Henderson Place offers a peaceful setting while providing access to wonderful neighborhood amenities. The HOA maintains beautifully landscaped common areas, including Lizzie's Meadow and John's Lookout, inviting gathering spaces for neighbors and guests alike. Just minutes away, you'll enjoy convenient access to the Fearrington Marketplace, restaurants, tennis courts, shopping, and other community amenities.

4235 Henderson Pl, Pittsboro

26 Hawks View Pt Unit 391, Pittsboro
$657,900
5 Beds ⋅ 4 Baths ⋅ 10188095 MLS
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
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
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

570 West St, Pittsboro
$339,000
4 Beds ⋅ 3 Baths ⋅ 10188021 MLS
See Video Walk-through - Welcome to this fully renovated 4-bedroom, 3-bath home just about 1/2 mile from historic downtown Pittsboro, with easy access to Central Carolina Community College, the Chatham County Agricultural & Conference Center, Library, Schools and nearby parks. Updated top to bottom, this home offers the space and value of new construction without the new-construction price tag. Inside you'll find brand-new LVP flooring, fresh paint, and updated light and plumbing fixtures throughout. The kitchen features new cabinetry, stainless steel appliances, and quartz countertops, and all three bathrooms are new with contemporary finishes. Much of the electrical and plumbing has also been updated, along with a brand-new water heater - major systems done and move-in ready. This home offers exceptional flexibility. A huge Bedroom room/guest suite above the garage - with its own full bath, private staircase, and brand new mini-split system. A separate finished room with vaulted ceilings adds even more possibility as a home office, gym or flex space. Outside, a durable metal roof (2018), covered front porch, and rear deck round out the low-maintenance appeal, with a one-car garage featuring a brand-new door/opener and epoxy floor, plus additional carport parking. Whether you want exceptional space and updated finishes at a great value, or a turnkey property with built-in flexibility, this home delivers rare versatility in a walkable, in-town Pittsboro location.

570 West St, Pittsboro

552 Weathersfield, Pittsboro
$467,000
3 Beds ⋅ 3 Baths ⋅ 10188003 MLS
Welcome to 552 Weathersfield, located in desirable Fearrington Village. This spacious and light-filled home offers a wonderful combination of character, flexibility, and exceptional storage. An open, flowing floor plan connects the main living spaces, while large windows throughout bring in abundant natural light and beautiful wooded views. The dramatic living room features a vaulted ceiling, fireplace, and built-in cabinetry and shelving, creating an inviting focal point for the home. Just beyond, a bright sunroom is surrounded by windows and topped with a skylight—an ideal spot for morning coffee, reading, hobbies, or simply enjoying the peaceful setting. Peering out the windows enjoy an abundance of green space and even a small pond with a stacked-stone surround. It is rare for a townhome in Fearrington to have this much privacy and green space! The dining area provides generous space for entertaining and flows easily into the kitchen and adjoining breakfast area. The kitchen offers an abundance of white shaker-style cabinetry, extensive counter space, a center island with cooktop, and a large walk-in pantry with built-in shelving. The sunny breakfast area features walls of windows, a vaulted ceiling, and a skylight, making everyday meals feel anything but ordinary. The spacious primary suite provides plenty of room for a sitting area and includes a private bath with a double vanity and an oversized tiled walk-in shower with frameless glass enclosure. The extensive walk-in closet is outfitted with a closet organizing system, and the stack washer-dryer is conveniently located in this space. Upstairs, find two additional large bedrooms; each feature their own walk-in closet with organizing systems, providing storage rarely found in secondary bedrooms. An attached bonus/flex room with built-in shelving and a window adds even more versatility—perfect for a home office, craft room, reading room, hobby space, or additional storage. Beautiful parquet flooring extends through much of the home, while built-ins, skylights, vaulted ceilings, generous room sizes, and an abundance of windows give the interior its distinctive character. With multiple gathering spaces and flexible rooms, this home offers plenty of opportunity to make each space your own. Located in the highly desirable Fearrington Village community, this is a home with the space, natural light, storage, and flexibility to accommodate the way you want to live. Fearrington has multiple clubs and social opportunities. Duke Center for Living is on the adjoining property, providing a convenient fitness center enjoyed by many Fearrington residents.

552 Weathersfield, Pittsboro

486 Beechmast, Pittsboro
$375,000
3 Beds ⋅ 3 Baths ⋅ 10187805 MLS
Spacious townhouse in a wooded enclave of just three units. The home offers generously sized rooms and ample closet space. The front door opens to an entry hall leading to the living and dining rooms. The living room features a vaulted ceiling, skylights, a fireplace, and built ins. A den/sunroom opens to the back porch. The bright kitchen includes a breakfast area and pantry/laundry room. The main-level primary bedroom suite has a private bath, a large walk-in closet, and new carpeting. There is also a main floor powder room for guests. Upstairs, a hallway landing/flex space leads to two large bedrooms, both with walk-in closets, a full bath, and a small bonus room ideal for a study or craft room. Zoned HVAC keeps both levels comfortable. One-car garage with storage space.

486 Beechmast, Pittsboro

236 Aspen Ave, Pittsboro
$599,900
2 Beds ⋅ 2 Baths ⋅ 10187535 MLS
Exceptional Value at Encore at Chatham Park! Why settle for a builder's quick move-in when you can enjoy a beautifully finished home with over $30,000 in post-construction improvements already complete? Plus ask about our new Preferred Lender Incentive with first year payment reduction of $326/mo! Offered at just $599,900, this exceptional Mosley floor plan combines thoughtfully designed one-level living with sophisticated upgrades, a fabulous screened porch, and a private fenced backyard overlooking mature trees. Recently completed 11-month inspection adds peace of mind. No construction delays, no additional projects, and no waiting to begin enjoying the exceptional 55+ lifestyle at Encore! Warm, sophisticated, and beautifully appointed, the Mosley floor plan combines effortless one-level living with thoughtfully designed private spaces. A welcoming guest suite with its own bath is situated at the front of the home, while French doors open to a dedicated study that can easily accommodate additional guests. The spacious primary suite enjoys a private location at the rear, featuring a luxurious bath with zero-entry shower and a stunning, professionally designed custom closet with built-in cabinetry, dresser drawers, and exceptional shoe storage. Rich wood plantation shutters throughout add timeless elegance. At the heart of the home, the gorgeous kitchen features quartz countertops, striking glass tile backsplash, stainless steel appliances, decorative pendant lighting, a generous center island, and walk-in pantry. Open, inviting living spaces are ideal for relaxed everyday living and entertaining. Extend your living outdoors to the beautiful screened porch with finished epoxy flooring, overlooking a fenced backyard and peaceful views of mature trees. A private retreat for morning coffee, quiet afternoons, or evenings with friends. Even the practical spaces are exceptional! The spacious laundry room features custom cabinetry, generous countertops, folding station, drop zone, and storage closet. Nearly new washer and dryer convey. The beautifully finished garage boasts professionally painted walls, epoxy flooring, and wiring for an EV charging station. A tankless water heater adds everyday convenience. Enjoy the lifestyle Encore at Chatham Park is known for, with opportunities for recreation, relaxation, and connection, all within easy reach of the shopping, dining, and conveniences of Pittsboro and the greater Triangle. Skip the construction. Skip the projects. Simply move in and start enjoying the lifestyle you've been waiting for!

236 Aspen Ave, Pittsboro

93 Firefly Overlook Rd, Pittsboro
$395,000
10187178 MLS
Every extraordinary home begins with an extraordinary homesite. Welcome to 93 Firefly Overlook (Lot 4), one of Firefly Overlook's most desirable 2.16-acre homesites. Mature hardwoods, a peaceful natural creek, and exceptional privacy come together to create an extraordinary setting for your future custom home. Unlike many homesites, the beauty here is already established. Towering hardwoods create a picturesque canopy, while the natural creek meanders through the rear portion of the property, creating a peaceful setting and a lasting natural backdrop. Depending on your home's design and placement, you may enjoy the soothing sounds of the creek while relaxing outdoors and taking in the beauty of your wooded surroundings. The groundwork for your dream home has already begun with a 5-bedroom septic construction permit in place, allowing you to focus on designing the home—not wondering whether the lot can support it. Whether you dream of a modern architectural masterpiece, a timeless farmhouse, or a luxury estate designed specifically for your lifestyle, this homesite is ready for your vision. Firefly Overlook's thoughtfully curated builder program allows you to partner with one of five exceptional custom builders—Hurst Home Company, Triple A Homes, Wagoner Homes, Poythress Construction, or Hearthstone Luxury Homes—each known for crafting distinctive luxury residences that complement the beauty of the community. Whether you envision walls of windows overlooking the trees, a covered porch surrounded by nature, or outdoor spaces designed for gathering with family and friends, this homesite offers the opportunity to build a home that's as extraordinary as the setting itself. Firefly Overlook is an intimate community of just 30 estate homesites, ideally located just minutes from Jordan Lake's Vista Point Recreation Area, where boating, kayaking, fishing, swimming, hiking, and lakeside sunsets become part of everyday life. Enjoy the tranquility of country living while remaining conveniently close to Apex, Cary, Chapel Hill, Pittsboro, and RDU Airport. With homes already under construction and new neighbors beginning to call Firefly Overlook home, this is your opportunity to secure one of the community's most desirable remaining homesites and begin planning the custom home you've always imagined. Some buyers begin with a floor plan. Others begin with the perfect homesite. This is where your story begins. The right house starts with the right homesite.

93 Firefly Overlook Rd, Pittsboro

319 Danbury Ct, Pittsboro
$389,990
4 Beds ⋅ 3 Baths ⋅ 10187148 MLS
Welcome to 319 Danbury Court, where timeless Charleston charm meets comfortable everyday living. Tucked away on a quiet street in one of Pittsboro's most desirable neighborhoods, this beautiful home offers 2,028 square feet of thoughtfully designed living space with 4 bedrooms, 2.5 bathrooms, and exceptional flexibility for today's lifestyle. The fourth bedroom on the finished third floor can easily serve as a bonus room, home office, media room, or options for hobbies, guests, or recreation. A spacious walk-in attic offers valuable additional storage. The inviting wrap-around rocking chair front porch sets the tone for the warm, light-filled interior. Inside, you'll find comfortable living spaces with a functional layout designed for both everyday living and entertaining. The spacious kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous workspace, flowing seamlessly into the main living areas. Luxury vinyl plank flooring extends throughout the main level, while carpet and tile provide comfort upstairs. The sellers are offering up to a $2,000 paint allowance at closing, providing a wonderful opportunity for the next owner to personalize the home's interior to their own style. Situated on a .10-acre homesite, the property includes a concrete driveway parking pad along with additional on-street parking. Enjoy an unbeatable location just minutes from Historic Downtown Pittsboro, Chatham Park, Jordan Lake, and the Haw River. Explore local shops, restaurants, breweries, live music, walking trails, parks, kayaking, fishing, and countless outdoor recreation opportunities. Jordan Lake public beach access is approximately five miles away, while nearby Chatham Park continues to expand with dining, entertainment, recreation, and future retail destinations. Convenient access to Chapel Hill, Apex, Cary, and Raleigh allows you to enjoy the best of the Triangle while experiencing the welcoming charm and character that make Pittsboro such a sought-after place to call home. Whether you're looking for flexible living space, room to grow, or a home in one of Chatham County's most desirable locations, 319 Danbury Court offers an outstanding opportunity to enjoy everything Pittsboro has to offer.

319 Danbury Ct, Pittsboro

34 Hawks View Pt Unit 390, Pittsboro
$599,900
4 Beds ⋅ 4 Baths ⋅ 10187089 MLS
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

568 The Parks Dr, Pittsboro
$708,000
5 Beds ⋅ 4 Baths ⋅ 10187015 MLS
Welcome to this spacious five-bedroom, four-bathroom home offering a bright, open layout with flexible spaces designed for everyday living and entertaining. Tons of natural light fills the main level, where an open-concept floor plan creates an easy flow between the living area and kitchen. A dedicated first-floor office with French doors provides a comfortable space for working from home, while a main-level guest bedroom and full bathroom offer added flexibility for overnight guests. The spacious kitchen serves as the heart of the home, featuring quartz countertops, stainless steel appliances, a large center island, and plenty of room for gathering and meal prep. Custom window shades can be found throughout the home, with motorized shades in the living room, dining room, and office that can conveniently be controlled from a phone or app, adding an extra touch of comfort and functionality. Upstairs, generously sized bedrooms provide plenty of personal space, along with a spacious loft that offers additional living space and flexibility for a media area, home gym, play space, or second sitting area. The primary suite offers a relaxing retreat with a spa-like en-suite bathroom complete with dual vanities, a glass-enclosed shower, and garden tub. Outdoor living is just as inviting with a screened-in back porch that extends to a spacious deck, creating multiple areas to relax, dine, or entertain. With five bedrooms, four full bathrooms, a dedicated office, versatile loft, upgraded window treatments, and thoughtfully designed indoor and outdoor spaces, this home offers an abundance of room, comfort, and flexibility!

568 The Parks Dr, Pittsboro

2185 Hanks Chapel Rd, Pittsboro
$349,000
10181682 MLS
Land for Sale Pittsboro, ETJ, Chatham County, North Carolina Approx. 4 Acres to Build your dream home, farm on these beautiful 4 acres (approx.) property in the peaceful countryside of Pittsboro, NC! Potential to subdivide!!! Property Highlights - 4 approximate Acres in a quiet country setting. Conveniently located close to Jordan Lake for boating, fishing, hiking, and outdoor recreation. Peaceful, wooded setting with plenty of privacy! Easy access to Pittsboro, Chapel Hill, Apex, Cary, RDU International Airport, RTP - Research Triangle Park, hospitals and universities in the Triangle area. Ideal for a custom built home, farm, weekend retreat, or investment property. Enjoy the best of both worlds - country living with the convenience of nearby amenities! Land for Sale Pittsboro, ETJ, Chatham County, North Carolina Approx. 4 Acres to Build your dream home, farm on these beautiful 4 acre (approx.) property in the peaceful countryside of Pittsboro, NC! Potential to subdivide!!! Property Highlights - 4 approximate Acres in a quiet country setting. Conveniently located close to Jordan Lake for boating, fishing, hiking, and outdoor recreation. Peaceful, wooded setting with plenty of privacy! Easy access to Pittsboro, Chapel Hill, Apex, Cary, RDU International Airport, RTP - Research Triangle Park, hospitals and universities in the Triangle area. Ideal for a custom built home, farm, weekend retreat, or investment property. Enjoy the best of both worlds - country living with the convenience of nearby amenities!

2185 Hanks Chapel Rd, Pittsboro

147 Colonial Trail Ct, Pittsboro
$1,300,000
4 Beds ⋅ 5 Baths ⋅ 10186847 MLS ⋅ 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

140 Noble Reserve Way, Pittsboro
$400,000
10186775 MLS
Final 2 lots available in Noble Reserve, an exclusive enclave of just 4 custom estate homes, half already claimed. This private, heavily wooded 6.2-acre homesite offers breathtaking natural views, a prime Chapel Hill location, and lower Chatham County taxes, all minutes from shopping, dining, and top medical facilities near UNC and RTP. Paved road and high-speed internet available. Every home is built exclusively by BOLD Construction, the area's premier custom homebuilder, giving Noble Reserve a level of consistency and craftsmanship few small enclaves can offer. With only 2 lots remaining, this rare opportunity won't last. Schedule your visit today. All homes in Noble Reserve are built by BOLD Construction, the area's premier custom homebuilder, ensuring consistent quality and strong long-term resale value. Ideally situated near UNC, RTP, Pittsboro, and top medical facilities. Secure your piece of paradise today!

140 Noble Reserve Way, Pittsboro

647 Chapel Ridge Dr, Pittsboro
$715,000
3 Beds ⋅ 3 Baths ⋅ 10186387 MLS
Set in the beautiful golf community of Chapel Ridge, this custom 3-bedroom, 3-bath home offers 3,188 square feet of thoughtfully designed living space with multiple additional flexible rooms to accommodate a variety of needs. The main level features a spacious studio that could also serve as an additional bedroom, office, or creative space. Upstairs, the theatre room provides a dedicated space for entertainment, while a unique hidden bookcase opens to a generous walk-in attic, offering exceptional storage. The primary suite includes direct access to a private screened porch, creating a peaceful retreat overlooking the wooded backyard. Large windows throughout the home bring in abundant natural light and provide views of the surrounding trees and nature. Outside, the private wooded lot offers a tranquil setting while still providing convenient access to the amenities of Chapel Ridge. Backed by community assocation land, it will continue to provide pricacy and a peaceful setting. With its custom construction, flexible spaces, large windows, wooded setting, sealed crawlspace and attractive price point, this home offers a distinctive opportunity within Chapel Ridge. Chapel Ridge is a resort-style community with amazing amenities of pool, clubhouse, sports courts, gym, playground and more! For community covenants and documents please visit https://www.casnc.com/communities/chapel-ridge-community/ Do not convey: 2 small bar refrigerators, stand alone speakers in the theatre room, and outdoor speakers. Movie projector, kitchen refrigerator and washer/dryer to convey.

647 Chapel Ridge 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 .

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