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497 Turn, Pittsboro
$583,000
3 Beds ⋅ 2 Baths ⋅ 10190377 MLS ⋅ ACTIVE Status
Welcome to 497 Turn Key Way! A nature lovers dream, this peaceful and inviting home is tucked away in a beautiful wooded setting just minutes from Pittsboro. Set on 2.7 acres surrounded by mature gardens and expansive decks, this light-filled home offers the perfect blend of privacy, space, and convenience. Step inside to a generous open layout with vaulted ceilings, hardwood flooring, and a spacious main-level living area. Three bedrooms are located on the main level, including a comfortable primary suite with a walk-in closet and laundry nook, and a convenient office space. Sliding glass doors open from all 3 bedrooms to the decks, adding easy access to the beautiful outdoor spaces. The cook's kitchen features custom wood cabinetry and durable concrete countertops, offering both style and function. Upstairs, a 20x14 mezzanine loft provides flexible space for a home office, studio, additional living area, or playroom. Outside, enjoy your morning coffee on one of the expansive decks overlooking the serene and natural surroundings, or gather with friends and family for a barbecue in the huge backyard. A shed on the property provides additional storage, or can be outfitted as a small office or man/she cave. With more than 2,200 square feet of living space, this unique property offers the welcoming feel of a country home while remaining just minutes from the conveniences of Pittsboro. A wonderful opportunity to enjoy nature, privacy, and comfortable living in a truly special setting.

497 Turn, Pittsboro

160 Roberson Creek Rd, Pittsboro
$1,125,000
3 Beds ⋅ 4 Baths ⋅ 10190305 MLS ⋅ ACTIVE Status
Luxury, privacy, and exceptional craftsmanship await in this beautiful transitional executive home, built in 2024 and nestled on 3 private acres. Thoughtfully designed for both everyday living and sophisticated entertaining, this home showcases impressive architectural details and high-end finishes throughout. The gourmet kitchen features smart-enabled GE Café appliances, a 36" six-burner dual-fuel range, double-door dishwasher, custom cabinetry, oversized island, quartz countertops, and walk-in pantry. The open living spaces are highlighted by 20' cathedral ceilings, engineered hardwood floors, custom built-ins, and exquisite ceiling woodwork in the dining and family rooms. The luxurious owner's suite includes custom closet built-ins, while gas-log fireplaces in the family room and screened porch create inviting spaces for relaxing year-round. Outdoor living shines with a custom-designed fire pit area and canopy-covered grilling patio, perfect for entertaining or enjoying the privacy of the expansive property. Additional exceptional features include a whole-house salt-based water filtration system, AprilAire whole-house de-humidification, Rain Bird 10-zone irrigation, tankless hot water, 250-gallon underground propane tank, and premium no-slip epoxy garage flooring with a lifetime warranty. A rare combination of privacy, luxury, modern technology, and thoughtful design—this exceptional 2025 home is truly move-in ready and must be seen to be appreciated.

160 Roberson Creek Rd, Pittsboro

2946 Silk Hope Gum Springs Rd, Pittsboro
$945,000
4 Beds ⋅ 3 Baths ⋅ 10190273 MLS ⋅ ACTIVE Status
Pittsboro Custom Home with Pool & Spa on 2.67 Park-Like Acres Tucked into a wooded backdrop with a true sense of privacy, this home was designed for easy indoor-outdoor living. Step outside to the pool and spa, framed by peaceful, park-like acreage — the kind of setting that makes every afternoon feel like a retreat. Inside, 3,270 heated square feet offer thoughtful craftsmanship and multiple gathering spaces, including a spacious third-floor bonus room ready for movie nights, a home gym, or whatever you need it to be. The heart of the home is the kitchen and great room, seamlessly connected from the large island to the fireplace — made for everyday living and effortless entertaining alike. A guest suite on the main floor offers privacy for visitors, while the remaining bedrooms upstairs create quiet, separate retreats of their own. This is a home that welcomes you in — and welcomes everyone you invite to join you. Directions: A private drive leads to the home, intentionally set back from the road. Turning left onto Silk Hope Gum Spring Rd, the driveway will be on the right.

2946 Silk Hope Gum Springs Rd, 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

67 Bingham Ridge Dr, Pittsboro
$1,159,000
4 Beds ⋅ 4 Baths ⋅ 10189854 MLS ⋅ ACTIVE Status
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 ⋅ 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

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

335 Sweet Pine Cir, Pittsboro
$975,000
4 Beds ⋅ 4 Baths ⋅ 10189348 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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

388 Talon Dr, Pittsboro
$3,075,000
5 Beds ⋅ 6 Baths ⋅ 10188976 MLS ⋅ ACTIVE Status
Dream Home on Top of the Hill — Luxury Presale Opportunity A rare presale opportunity to create an extraordinary modern estate by Dunning Custom Homes, beautifully positioned atop more than 10 acres in one of Chatham County's most stunning settings. Close to the lake and overlooking acres of natural beauty, this exceptional homesite offers the seclusion and serenity of a mountain retreat while remaining convenient to the Triangle and rapidly growing Chatham Park. Designed with dramatic architectural details and sophisticated finishes, the home will feature a stunning wood-clad ceiling anchoring the great room, complemented by a commanding black stone fireplace. The chef's kitchen is designed for both everyday living and entertaining with a professional-grade range, expansive waterfall stone island with seating, and a dedicated scullery providing additional prep and storage space. The formal dining room, with gallery-quality proportions, connects seamlessly to an impressive covered outdoor living area featuring a built-in stone grill kitchen and peaceful views into the surrounding tree canopy. The main-level primary suite is designed as a private retreat, with a wall of windows bringing the outdoors in. The spa-inspired bath will showcase a dramatic matte-black freestanding soaking tub, while the designer walk-in closet features custom built-in cabinetry and a distinctive library ladder. One of the home's architectural signatures, a striking circular staircase, descends to the finished daylight lower level, where the exceptional entertaining and guest spaces continue. Plans include a stone-accented wet bar, spacious family room, private study, and additional bedrooms with en-suite baths. An oversized three-car side-entry garage provides generous parking and storage while maintaining the home's impressive approach and architectural presence. Because construction has not yet begun, a buyer who chooses to build with Dunning Custom Homes will have the opportunity to fully customize the floor plan and selections from top to bottom, creating a home uniquely suited to their vision and lifestyle. The current pricing reflects an estimated cost for a buyer choosing to build this home as presented, using the builder's standard level of quality, products, and finishes. 10+ acres. Privacy. Views. Architectural distinction. Luxury new construction. All within convenient reach of the Triangle and the exciting growth of Chatham County. A remarkable opportunity to make this Dream Home on Top of the Hill your own.

388 Talon Dr, Pittsboro

260 Stone Wall Rd, Pittsboro
$500,000
1 Beds ⋅ 1 Baths ⋅ 10188873 MLS ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status
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

255 William Dr, Pittsboro
$294,375
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

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

4235 Henderson Pl, Pittsboro

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

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

570 West St, Pittsboro
$339,000
4 Beds ⋅ 3 Baths ⋅ 10188021 MLS ⋅ ACTIVE Status
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

236 Aspen Ave, Pittsboro
$599,900
2 Beds ⋅ 2 Baths ⋅ 10187535 MLS ⋅ ACTIVE Status
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

319 Danbury Ct, Pittsboro
$389,990
4 Beds ⋅ 3 Baths ⋅ 10187148 MLS ⋅ ACTIVE Status
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 ⋅ 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

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

568 The Parks Dr, Pittsboro

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

647 Chapel Ridge Dr, Pittsboro
$715,000
3 Beds ⋅ 3 Baths ⋅ 10186387 MLS ⋅ ACTIVE Status
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

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

73 Knobhill Ln, Pittsboro
$535,000
3 Beds ⋅ 3 Baths ⋅ 10185979 MLS ⋅ ACTIVE Status
This lovely home offers a thoughtful floor plan, a first-floor primary bedroom, useful updates, and a backyard designed for enjoying home. If you have been looking at Pittsboro homes for sale and want a home where the layout works well for both everyday life and entertaining this is one you want to see! I love the way 73 Knobhill Lane brings together comfortable everyday living and the things that make a home feel easy to enjoy. Located in Potterstone Village, this 3-bedroom, 2.5-bath home with large bonus room (potential 4th bedroom) offers 2,578 square feet with a spacious open floor plan and a first-floor primary suite. The primary bathroom has been thoughtfully updated with a new shower & floor tile, along with added handrails for extra comfort and convenience. The two-story great room is a natural gathering space, and remote shades were added in 2019 to make managing the abundant natural light simple. Outside, the fenced backyard gives you room to relax, grill, garden, or simply enjoy some time outdoors. There is a grilling deck as well as a patio, creating several spots for morning coffee, afternoon gatherings, or dinner outside. Potterstone Village offers a friendly community setting with a clubhouse, pool, walking areas, and community pond. And when you are ready to head into town, downtown Pittsboro restaurants, shops, and local conveniences are just minutes away.

73 Knobhill Ln, Pittsboro

38 Silverstone Dr, Pittsboro
$399,900
4 Beds ⋅ 2 Baths ⋅ 10185919 MLS ⋅ ACTIVE Status
Welcome home to 38 Silverstone Drive, where inviting living spaces, thoughtful features, and a peaceful setting come together in growing Pittsboro, NC. This appealing 4-bedroom, 2-bath home offers the convenience of two bedrooms on the main level and a bright, open living area highlighted by a fabulous wall of windows that fills the space with natural light. The kitchen is sure to impress, featuring a beautiful artisanal live-edge wood bar countertop that adds warmth, character, and a one-of-a-kind touch. A spacious walk-in pantry provides plenty of storage, while the kitchen's inviting design is perfect for everyday cooking, entertaining guests, or letting your culinary creativity shine. Step outside to enjoy the partially fenced backyard, which backs to a wooded common area that will remain wooded, offering a lovely natural backdrop and an added sense of privacy. Charming details, an open and light-filled interior, and a peaceful setting make this home one to see. Come discover all that 38 Silverstone Drive has to offer! SELLER OFFERING $5000 towards CLOSING COSTS with acceptable offer!

38 Silverstone Dr, 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

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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