Pittsboro Real Estate | Pittsboro Single Family Homes for Sale

3 Beds ⋅ 1 Baths ⋅ LP771437 MLS ⋅ ACTIVE Status

Discover the charm of country living with the convenience of a desirable Chatham County location! Situated on approximately 0.96 acres, this single-story home offers three bedrooms, one full bathroom, and approximately 800 square feet of living space.Newer HVAC, new well and well pump. The property provides an opportunity to enjoy a peaceful rural setting with room for outdoor activities, gardening, or creating your own backyard retreat. Whether you’re looking for a primary residence, investment property, or a home to make your own, this property offers possibilities in an attractive location.Location is a standout feature! Conveniently situated between Pittsboro and Chapel Hill, the property offers access to the shopping, dining, and amenities of both communities. Enjoy proximity to Jordan Lake, Fearrington Village, and the University of North Carolina at Chapel Hill, while appreciating the quieter atmosphere of Chatham County.With nearly an acre of land and a location convenient to some of the area’s most desirable destinations, 132 Penny Lane presents an opportunity to enjoy country living without sacrificing accessibility.

132 Penny Ln, Pittsboro

$325,000

3 Beds ⋅ 2 Baths ⋅ 10200083 MLS ⋅ ACTIVE Status

Welcome home to this 3-bedroom, 2-bathroom single-family residence in Forest Creek, Pittsboro. Set on a generous lot of almost one acre, this property offers substantial outdoor space and privacy for those seeking room to grow. The well-proportioned home provides comfortable living quarters with practical design. The expansive grounds present endless possibilities for landscaping, recreation, or future development according to your vision. Close proximity to schools and shopping. This is an excellent opportunity to own a solid residential property with ample land in an established community.

139 Prestonwood Dr, Pittsboro

$785,000

3 Beds ⋅ 2 Baths ⋅ 10199970 MLS ⋅ ACTIVE Status

Located on a quiet street in the charming Bradford Place neighborhood of Fearrington Village, with ideal east-west exposure, lies this ideal, warm, and charming cottage-style modern farmhouse designed and appointed to fit the Fearrington Village ethos. The home was fully upgraded in 2022. The main level consists of approximately 2533 square feet. Additionally, approximately 1234 square feet of living area are found on the lower level of the home, this area is accessed by a path that leads to the back patio. The home sits on a .5-acre lot with dense forest and a creek. The home's main entrance overlooks a generously irrigated, a very private and lush courtyard populated with dozens of vines, flowers, and trees. Anchoring the courtyard is a mature Cherry tree providing ample shade and stunning blossoms. The charming courtyard features a large brick terrace beneath a grapevine covered pergola, ideal for morning coffee or evening wine with birdsong. The walled courtyard and gardens are truly an eco-system for small indigenous wildlife, bees, and butterflies. The small, raised-bed garden is perfect for growing herbs. The forest can be seen upon entering the home and can be enjoyed by all spaces on the west side including the 3-sided window-walled dining room, open deck and screened porch which lend a "Tree House" feel to the upper living level. "Apricot Sunsets" can be seen through the trees. The foyer gives access to the fully private main suite including a large main bedroom with a window wall overlooking the forest and perfect for peaceful sleep. Aromatic, dual cedar-lined closets with built-ins, a spacious bath with windows opening onto the lush courtyard, a large tiled shower, a claw foot tub, two furniture-style vanity sinks, a large built-in storage cabinet, and a separate, private WC. The main wing hallway features floor-to-ceiling cabinets for generous storage that complete the main suite. Also, from the foyer lies a large, bright, and sunny flex room featuring a bay window with views of the courtyard. Butterfly bushes grace the view to provide a "Butterfly Ballet" when in season. The main level provides a spacious great room with soaring ceilings and views of the forest through the adjoining window-walled dining area. A custom stone fireplace anchors the room and features a 400-year-old historic mantle and is flanked on both sides with generous built-in bookcase/cabinets. An open kitchen completes the space with custom-open shelves with generous LED up and down lighting and generous storage. The kitchen features an RO water filtration system, a gas range island/breakfast bar combo, a Samsung "Smart" refrigerator, a new oven (2025). The hallway from the kitchen features two large pantries, a cedar-lined coat closet and access to the large, fully appointed laundry room all leading to the garage entrance. The spacious, light-filled laundry room features built ins, a custom, tiled dog shower, and pet feeding area. A pair of Maytag machines are included. Two more spacious bedroom/office rooms (one opens to the large, screened porch) and a charming full hall bath lie directly off the kitchen. The hall opens to a double garage with custom, epoxy coated floors and ample storage. Ample and convenient outdoor space is provided for pets. A door leads to a fenced, yard/dog run which extends the entire length of the southern side of the home. The other garage side door gives access to the courtyard for ease with gardening projects. The spacious lower level has been fully appointed with many custom finishes and a custom "Fearrington" mural to create a unique retreat complete with a bar, gaming, and TV area. The area is separated from a workshop space and high-ceilinged storage that houses dual HVAC systems. Located within a closet in the space is the whole-house water filtration system. Low-maintenance landscaping has been selected and is maintained by an extensive drip system.

1390 Bradford Pl, Pittsboro

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 10199904 MLS ⋅ ACTIVE Status

Discover a curated expression of modern luxury and timeless Tudor architecture in this exceptional home, featuring a custom plan by renowned architect Chuck Frusterio and built by award-winning Dunning Custom Homes. Situated at the end of a cul-de-sac on a 1+ acre homesite in beautiful Stonecrest at Norwood, this property offers a peaceful setting framed by mature trees for added privacy. From the striking arched front door to the cozy library nook, every detail has been carefully selected by the owners to create a home that is both distinctive and inviting. Offering 4 bedrooms, 4 full baths, a media room, and a sunroom, this remarkable residence showcases custom, elevated finishes, and exceptional craftsmanship throughout. The chef's kitchen features inset cabinetry, a Thermador range, a Bosch dishwasher, built-in Thermador refrigerator AND freezer, an oversized cherry wood island custom crafted by Raleigh Reclaimed, and a 5-foot galley sink with dual faucets. The adjoining scullery adds a beverage refrigerator, instant-hot water faucet, and so much storage! The sizable family room flows into a serene sunroom, where a shared two-sided fireplace creates a seamless connection between the spaces. Surrounded by views of trees and nature, the sunroom offers an inviting retreat to unwind and enjoy the peaceful setting. A main-level guest suite with an adjacent full bath offers a welcoming retreat for visitors or those needing first-floor living. Upstairs, the primary suite is a private sanctuary with automated Lutron shades and a spa-inspired bath featuring custom tilework, multi-head shower system, and inset cabinetry. A secondary bedroom with upgraded carpeting and Lutron shades offers its own ensuite bath. The media room is designed for entertaining with blackout drapery, a wet bar, beverage refrigerator, and an 85-inch Samsung LED TV. Another bedroom, full bath, and conditioned storage complete the second floor. Additional designer details include Visual Comfort lighting, Coppersmith exterior fixtures, a copper entry roof, and custom window treatments throughout. Modern comforts and thoughtful technology include a custom Brinks security system with five exterior cameras, solar panels, a Tesla Powerwall, an EV charger, and a 3-car garage. This private homesite with a fenced backyard offers a peaceful setting with a nearby trailhead, community walking trails, and a beautifully appointed pavilion with a fireplace, all within convenient reach. This is a truly distinctive modern estate where architectural character, personalized design, and luxury come together beautifully. Video walkthrough: bit.ly/650Stonecrest-Video

650 Stonecrest Way, Pittsboro

$575,000

3 Beds ⋅ 3 Baths ⋅ 10199766 MLS ⋅ ACTIVE Status

Beautifully situated on a private, wooded lot, this inviting three-bedroom home combines comfortable living with thoughtful updates. Refinished hardwood floors, new carpet, fresh interior paint, and updated bathrooms with new tile and lighting give the home a fresh, move-in-ready feel. The kitchen features granite countertops, an eat-in island, and tile backsplash, and opens to the family room, where a gas fireplace creates a warm and welcoming gathering space. A separate living room opens to the dining room, offering additional space for relaxing and entertaining. The primary suite features a spacious bath with a separate shower and corner tub, along with a walk-in closet. The laundry room includes built-in cabinetry, a new countertop, and new tile for added style and convenience. Outside, a large deck overlooks the beautiful, wooded backyard, while a custom fire pit area with hand-selected boulders creates a special place to gather with family and friends or simply unwind in the peaceful surroundings. Ample parking provides plenty of space for family, friends, and guests. With no HOA, you can enjoy added flexibility in how you use your property. Conveniently located just minutes from downtown Pittsboro and Chapel Hill, this home is ready for you to move in and enjoy!

120 Hamlet Grove Dr, Pittsboro

$899,000

4 Beds ⋅ 4 Baths ⋅ 10199888 MLS ⋅ ACTIVE Status

For a limited time, enjoy a $15,000 Builder 'Pay As You Choose' incentive, plus a First Citizens forgivable loan of up to $30,000 for qualified buyers--an exceptional opportunity to make this new custom home your own! Set on 1.34 private acres in Pittsboro with no HOA, the Mattie plan by Pine State Construction Group offers nearly 3,700 square feet of thoughtfully designed living space. Custom craftsmanship and elevated finishes come together with the freedom, privacy and space today's buyers desire. Designed for everyday comfort and effortless entertaining, the main level features an impressive owner's retreat, private guest suite, dedicated home office and open living areas filled with natural light. Engineered natural-oak hardwood floors, extensive trimwork, custom built-ins and a gas fireplace add warmth and character throughout. The statement kitchen showcases a sage-green island, dramatic Taj Mahal quartz countertops and backsplash, stained cabinetry, an apron-front sink, gold bridge faucet, custom range hood and beautifully designed coffee bar. Bi-parting doors extend the living area onto the covered rear deck, where mature trees and a peaceful natural setting create a private outdoor retreat. Upstairs, additional bedrooms and versatile living spaces provide room for guests, recreation, fitness and more. Outside, cedar timber accents, soft sage siding and a warm wood entry create distinctive curb appeal against the natural beauty of the acreage. Enjoy peaceful country living without sacrificing convenience--approximately two miles from Highway 64 and less than 10 minutes from downtown Pittsboro, with Jordan Lake and destinations throughout Chatham County within easy reach. Builder incentive and forgivable-loan program are subject to applicable terms, lender requirements, availability and buyer qualification.

2317 Alex Cockman Rd, Pittsboro

$515,000

4 Beds ⋅ 3 Baths ⋅ 10199851 MLS ⋅ ACTIVE Status

Every home has a story, and this one is ready for its next chapter. Seller offering a credit toward a mortgage rate buydown for qualified buyers, subject to lender approval and agreed-upon contract terms. See documents for financing incentive details. Lovingly cared for and thoughtfully updated, this Potterstone Village home welcomes you with a rocking-chair front porch and spaces that invite you to settle in and stay awhile. From morning coffee on the deck to evenings gathered around the fireplace, it's easy to imagine the everyday moments that will make it yours. With four bedrooms, 2.5 baths, and 2,156 square feet, the layout offers room to gather and space to retreat. Hardwood floors flow throughout the main level, connecting a welcoming family room with gas-log fireplace to the kitchen and sunny breakfast area. White cabinetry, a subway-tile backsplash, and a new dishwasher complement the kitchen, while a separate dining room with a bay window and decorative molding sets the scene for holiday dinners and everyday celebrations. Upstairs, all four bedrooms are together, along with a convenient laundry room and newly installed Mohawk PureTech Plus waterproof plank flooring and carpet. The spacious primary suite features a vaulted ceiling and an adjoining sitting room with double doors... perfect for a home office, a favorite book, or a quiet start to the day. The beautifully renovated primary bath brings a little luxury to your routine with a 4-by-5-foot tiled walk-in shower, ceiling-mounted rainfall showerhead, handheld sprayer, heated towel bars, and a new double vanity with updated faucets and lighting. Step outside to an oversized, recently stained deck with built-in seating overlooking a large, level backyard. Raised garden beds offer space to grow your favorites, and the neighborhood pool is a short walk away. The recently stained front porch provides another inviting spot to unwind and greet neighbors. A roof replaced in 2021, updated lighting throughout, and a two-car garage round out the home's features. Set on .33 acre just minutes from downtown Pittsboro's shops, restaurants, and small-town charm, this is a home ready for new memories... and your next chapter.

60 Farmingdale Ln, Pittsboro

$689,000

2 Beds ⋅ 2 Baths ⋅ 10199602 MLS ⋅ ACTIVE Status

THIS CHARMING HOME welcomes you with a private front courtyard, setting the tone for a space that feels both inviting and beautifully functional. Inside, the flexible dining room space has been transformed into a bright, efficient office with extensive built-ins, creating a perfect work from home set- up. A cheerful sunroom opens onto the courtyard , filling the home with natural light and serving as an ideal dining space. The living room features soaring ceilings and a cozy gas fireplace, flowing seamlessly into the kitchen where a large island, breakfast nook and the convenient pass through with bar sink, could be the coffee bar or cocktail bar. The Primary ensuite offers a walk-in shower and comfortable privacy, while the guest bedroom has convenient access to the hall bath. Through the separate laundry room, you can access the spacious outdoor space, fenced patio with pergola for shade and two gated points of entry, a perfect spot for relaxing outdoors. A 2 car garage, with cooling, lots of storage throughout and a layout that feels bright, open, and easy to live in. Come see it this weekend and experience how bright, welcoming and thoughtfully designed this home truly is. All this is just a short distance from the Village Center, convenient to the park, Belted Goat Cafe and our beloved bookstore....

12 Macon, Pittsboro

$449,000

3 Beds ⋅ 3 Baths ⋅ 10199504 MLS ⋅ ACTIVE Status

Freshly renovated and full of charm in the heart of Pittsboro! Situated on just over half an acre on a culdesac peaceful road. This 1,661-square-foot home is completely renovated it offers 3 bedrooms, 2.5 baths, and inviting curb appeal with a metal roof and easy-care landscaping. The main-floor primary suite features a beautifully updated bath with a walk-in shower. Upstairs, two additional bedrooms share a newly renovated, light-filled full bath. The ample kitchen shines with new maple cabinetry, quartz countertops, all new appliances. LVP flooring throughout adds style and everyday practicality. Rocking chair front porch. A spacious back deck overlooks the generous backyard, creating a welcoming spot to relax or entertain. New Windows and Blinds thru-out. Enjoy a small-subdivision feel with convenient access to Pittsboro's shopping, dining, parks, and in-town activities, plus easy connections to Highways 15/501, 87, 64, and 902.

137 Evergreen Dr, Pittsboro

$795,000

4 Beds ⋅ 4 Baths ⋅ 10199464 MLS ⋅ ACTIVE Status

Welcome to the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park, with easy access to Apex, Cary, Chapel Hill, and I-540, this home offers everyday convenience with resort-style living. Designed for comfortable living and effortless entertaining, the open and spacious floor plan features plenty of natural light, a large kitchen island, a formal dining room, a cozy living room with a fireplace, and a seamless transition to the screened-in porch. The main level includes a private office, flexible living space, and a primary suite for convenient one-level living. Walk in pantry. Upstairs, the fourth bedroom features a wet bar and can easily serve as a bonus room, guest suite, or media space. Enjoy extensive walk-in storage and an oversized garage! Outside, a backyard koi pond offers a serene touch. This home offers a wonderful blend of space, functionality, and vibrant community living. For more information contact Judith at judith.delacruz@exprealty.com. Welcome to the highly desirable Chapel Ridge golf community! Ideally located just minutes from Chatham Park, with easy access to Apex, Cary, Chapel Hill, and I-540, this home offers everyday convenience with resort-style living. Designed for comfortable living and effortless entertaining, the open and spacious floor plan features plenty of natural light, a large kitchen island, a formal dining room, a cozy living room with a fireplace, and a seamless transition to the screened-in porch. The main level includes a private office, flexible living space, and a primary suite for convenient one-level living. Walk in pantry. Upstairs, the fourth bedroom features a wet bar and can easily serve as a bonus room, guest suite, or media space. Enjoy extensive walk-in storage and an oversized garage! Outside, a backyard koi pond offers a serene touch. This home offers a wonderful blend of space, functionality, and vibrant community living. For more information contact Judith at judith.delacruz@exprealty.com.

231 High Ridge Ln, Pittsboro

$579,900

4 Beds ⋅ 3 Baths ⋅ 10199120 MLS ⋅ ACTIVE Status

3-CAR GARAGE, MAIN-LEVEL GUEST SUITE & GOURMET KITCHEN! Discover the Kipling in Meadowview, offering 2,820 sq. ft., 4 bedrooms, 3 full baths and an exceptional combination of comfort and flexibility. The main level features an inviting Great Room, Dining/Study area and gourmet Kitchen with staggered cabinetry, Lyra quartz countertops, designer tile backsplash, gas cooktop and wall oven/microwave combination. A private main-level bedroom with full bath offers an ideal retreat for guests or multigenerational living. Upstairs, the spacious Primary Suite features a luxury tiled shower with seat, rain showerhead and dual vanity. Two additional bedrooms, convenient Laundry and a generous Bonus Room provide space for work, entertainment or relaxation. Enjoy designer black lighting, upgraded flooring, a covered front porch and rear patio. Meadowview offers a pool, clubhouse, playground, pickleball and trails near Pittsboro and Chatham Park.

100 Freemont Ave Unit 214, Pittsboro

$614,900

5 Beds ⋅ 3 Baths ⋅ 10199119 MLS ⋅ ACTIVE Status

3-CAR GARAGE, MAIN-LEVEL GUEST SUITE & GOURMET KITCHEN! Discover the Riley in Meadowview, offering 3,164 heated sq. ft., 5 bedrooms and 3 full baths with an impressive combination of space, style and flexibility. The main level features an open Great Room, Dining Room and gourmet Kitchen with staggered cabinetry, Black Waves granite countertops, designer tile backsplash, farmhouse sink, gas cooktop, wall oven/microwave combination and Butler's Pantry. A private main-level bedroom with full bath provides comfortable accommodations for guests or multigenerational living. Upstairs, the spacious Primary Suite features a luxury tiled shower with seat, rain showerhead, frameless glass enclosure and dual vanity, along with three additional bedrooms and convenient Laundry. Enjoy upgraded flooring, designer gold lighting, a welcoming covered front porch and covered rear porch. Meadowview offers a pool, clubhouse, playground, pickleball and trails near Pittsboro, Chatham Park and Chapel Ridge. Experience the space, thoughtful design and exceptional lifestyle the Riley offers at Meadowview--schedule your tour today!

115 Freemont Ave Unit 375, Pittsboro

$1,300,000

4 Beds ⋅ 2 Baths ⋅ 10198647 MLS ⋅ ACTIVE Status

RARE FIND! A peaceful retreat in Chatham County! This beautiful 42+ acre property offers the perfect combination of privacy, convenience, and endless possibilities, located just 25 minutes from Chapel Hill, 20 minutes from downtown Pittsboro and Chatham Park, and 5 minutes from Chapel Ridge Golf Course. This updated 4-bedroom home is move-in ready and offers beautiful views from nearly every window. The main level features two guest bedrooms, an inviting living room with a woodburning fireplace and soaring ceilings overlooking the deck and private, tree-lined backyard, formal dining area, and an updated kitchen with new appliances. Upstairs you'll find the spacious primary bedroom with a sitting area, large walk in closet and a "secret" room, an additional guest bedroom, and office space overlooking the serene front yard. Recent updates include fresh interior paint, new downstairs HVAC, updated bathrooms. There is abundant storage and a water treatment system. Outside, the property offers fenced pastures, mature hardwood trees, open acreage, road frontage, and multiple existing structures. The possibilities are truly exceptional. The property could lend itself to a multigenerational setup, private family compound, equestrian or agricultural use, guest accommodations, "barndominium" event or retreat space, short-term rental opportunities, or simply a peaceful private homestead. The existing accessory dwelling offers additional potential and includes its own well and septic (this second septic needs repair), washer/dryer hookups, and a charming claw foot tub. The pole barn provides additional storage and could potentially be converted into a large garage, workshop, equipment storage, or collector's space. Enjoy the main home today while taking your time to envision the future of this remarkable property. Whether you're looking for room to spread out, space for animals, additional living options, or a property with long-term potential, this is a rare opportunity to own 42+ acres in a beautiful and convenient Chatham County setting. A property with this much land, privacy, infrastructure, and versatility doesn't come along often! Don't let this little slice of paradise slip away schedule your private tour today! There is no for sale sign look for the red mailbox.

3477 Castle Rock Farm Rd, Pittsboro

$530,000

4 Beds ⋅ 3 Baths ⋅ 10198596 MLS ⋅ ACTIVE Status

There's something special about a home with a welcoming front porch, comfortable living spaces, and room to grow. Located on a corner lot in Potterstone Village, this home offers 4 bedrooms, 2.5 bathrooms, 2,316 square feet, and thoughtful updates that make this home ready for its next chapter. Step inside to discover FRESHLY PAINTED interior (OCT 2026) , beautiful trim work, and hardwood floors that have just been buffed and finished with a fresh clear coat (OCT 2026). The kitchen features a brand-new stainless steel refrigerator (OCT 2026) and a newer electric range (2025). Upstairs, you'll find four bedrooms, an additional bonus room/office, and laminate flooring throughout the second level. Brand new laminate on the stairs. (OCT 2026) Whether you need space for hobbies, guests, or working from home, the flexible floor plan offers plenty of possibilities. One of this home's most appealing features is its outdoor living space. The wraparound front porch offers a wonderful place to enjoy your morning coffee, while the spacious screened porch provides a comfortable spot for relaxing or gathering with friends. Large fenced backyard and an additional parking pad adds everyday convenience. And there's more! A large unfinished third floor with walk-up access offers exciting possibilities for future use, subject to applicable permits and approvals. WATER HEATER: 2023, ROOF: 2022. Exterior Painted- 2020. Potterstone Village residents enjoy neighborhood amenities including a community clubhouse, swimming pool, and pond. Downtown Pittsboro, local restaurants, shopping, and schools are just minutes away, with convenient access to Highways 87, 15/501, and 64. Ready for it's next owner!

15 Breezewood Ct, Pittsboro

$1,900,000

5 Beds ⋅ 7 Baths ⋅ 10198589 MLS ⋅ ACTIVE Status

A captivating expression of French Provincial architecture, this extraordinary custom estate offers a rare blend of timeless elegance, exceptional craftsmanship, and resort-inspired living in the prestigious Chapel Ridge Estates golf course community. Custom built by Morningstar, it makes an unforgettable first impression with a striking stone and brick façade, graceful architectural details, circular drive, and beautifully landscaped grounds. Inside, graciously proportioned living spaces unfold across three expansive levels, showcasing rich Brazilian cherry hardwoods, 10-foot main-level ceilings, intricate millwork, coffered and tray ceilings, custom built-ins, and refined finishes throughout. Designed to accommodate both intimate gatherings and grand-scale entertaining, the home offers a seamless balance of sophistication and comfort. At the heart of the residence, a beautifully appointed chef's kitchen features a professional Wolf six-burner range with griddle, Sub-Zero refrigeration, dual dishwashers, and a butler's pantry—an exceptional setting for everything from quiet mornings to memorable dinner parties. A richly detailed private study, elegant formal dining room, and inviting gathering spaces elevate the experience of everyday living. The main-level primary retreat offers a serene escape with a spa-inspired bath featuring natural slate, a soaking tub, and dual showerheads. A second main-level guest suite with an accessible, curbless shower provides exceptional flexibility for guests or multigenerational living. Upstairs, additional bedroom accommodations, a private balcony, and an extraordinary boutique-inspired dressing room with custom cabinetry and display storage add another dimension of luxury and personalization. The finished lower level is an entertainer's destination of its own, complete with a custom bar, recreation area, distinctive stone-clad wine cellar, fitness room, and private guest accommodations—ideal for extended stays, recreation, or multigenerational living. Outdoors, the estate transforms into a private entertaining retreat. An expansive terrace, fully equipped outdoor kitchen, covered gathering spaces, motorized retractable screens, and multiple balconies create an inviting atmosphere for alfresco dining, sunset cocktails, and evenings beneath the stars. A striking exterior spiral staircase connects the outdoor living levels, while mature landscaping provides a beautiful natural backdrop. More than a residence, 60 Rosefield Court offers a distinctive lifestyle—where timeless architecture, thoughtful design, and effortless entertaining come together in one remarkable Chapel Ridge estate.

60 Rosefield Ct, Pittsboro

$1,060,000

5 Beds ⋅ 4 Baths ⋅ 10198579 MLS ⋅ ACTIVE Status

Stunning 5 Bedroom, 4 Bath Home in Chapel Ridge. Discover this beautiful home featuring an open floor plan, soaring ceilings, and abundant natural light. With numerous upgrades and in pristine condition, this property is a true gem. Enjoy all the amenities that Chapel Ridge has to offer, including on-site golf, pickleball, and a pool.

766 Chapel Ridge Dr, Pittsboro

$1,035,000

5 Beds ⋅ 4 Baths ⋅ 10198458 MLS ⋅ ACTIVE Status

Welcome to this stunning home featuring an attractive board-and-batten exterior with elegant stone accents, an inviting arched double-door entry, and a charming stone-floored front porch! Enter inside the foyer to the view of four oversized picture windows spanning the family and dining rooms which draws in natural lighting. The gourmet kitchen features a spacious island and opens to an generous sized family room overlooking the covered porch. The expansive dining room offers plenty of space as well. The main-level primary suite features a beautiful tray ceiling, a luxurious soaking tub, and a spacious shower. A private study conveniently located off the foyer provides the perfect work-from-home space. Three of the four additional, generously sized bedrooms, feature large walk-in closets and direct access to full bathrooms. This home also features a spacious a media room, and walk-in storage providing flexibility.

97 Cottage Way, Pittsboro

$536,000

2 Beds ⋅ 2 Baths ⋅ 10198382 MLS ⋅ ACTIVE Status

Picture yourself in the peace and beauty of a heart home. Inspired by hospitality and comfort. Surrounded by the healing essence of nature and crafted carefully into every detail of the home. A place to live, create and nurture. Known lovingly as Birds Nest, this cherished home is ready for its next generation. A magical refuge of almost 6 acres of forest with trails, a meandering creek, and open space for gardens and play. Custom built by hand of live edge pine clapboard, the home embraces the elements of wood, stone and mountain allure. Enter the rustic welcome deck made for tales, tonics, bird songs and gentle breezes. Step inside and admire the lodge-like two-story fireplace of hand stacked stones gathered from the land, the centerpiece of the open living room, kitchen and dining area. Bask in the mosaic light that flows through the rich colors of stained glass and feel the warmth of the artsy shiplap walls. Make your way up to the loft rooms for rest or retreat. Escape to the spa-like primary en-suite where you find privacy and provision with windows that showcase the outdoors as your living canvas. Located in the coveted Chatham County Haw River area in a sought-after large parcel neighborhood. Convenient to Pittsboro, Chapel Hill/Carrboro, Durham, UNC, RTP and RDU. Embrace the cabin life. Nothing about this property is ordinary or untouched by grace. This is home.

400 River View Rd, Pittsboro

$539,900

3 Beds ⋅ 2 Baths ⋅ 10198340 MLS ⋅ ACTIVE Status

Tucked among the trees in the heart of historic Fearrington Village, this striking 3-bedroom, 2½-bath contemporary home offers modern design, exceptional craftsmanship, and serene wooded views from nearly every room. With its clean architectural lines and abundant natural light, the home lives like a private modern treehouse--peaceful, elevated, and beautifully connected to nature. Inside, thoughtful design meets everyday functionality. The kitchen features custom cabinetry, granite countertops, stainless steel appliances, tile flooring, and generous windows that fill the space with natural light. Custom cabinetry continues throughout the home in the bathrooms, closets, and laundry, creating a cohesive aesthetic and abundant storage. The spacious living areas showcase vaulted ceilings, skylights, hardwood floors, and a fireplace, all framed by expansive windows overlooking the surrounding woods. The flexible third bedroom offers endless possibilities--ideal as a home office, library, gym, craft room, or music studio. A two-car garage and a walk-in crawl space with a wine cellar provide exceptional storage options rarely found in homes of this size. Beyond the home itself, the lifestyle is what truly sets this property apart. Fearrington Village is consistently recognized as one of the Triangle's most desirable communities, offering a rare blend of charm, connection, and natural beauty. Residents enjoy the village shops and restaurants, the Tennis and Pickleball Association, and the opportunity to join the swim and croquet club. Outdoor living here is a way of life. Scenic walking trails and beautifully maintained gardens wind throughout the village. Visit the beloved Belted Barnyard animals or take a short drive to Jordan Lake for boating, swimming, hiking, and eagle-spotting. The nearby Haw River offers additional opportunities for kayaking, fishing, and peaceful exploration. Whether you prefer an active afternoon outdoors or a quiet morning walk among the trees, the options are abundant. Equally special is the sense of community. Fearrington Village is home to dozens of resident-run clubs spanning interests from arts and literature to fitness and travel, creating countless opportunities to connect and engage. The Fearrington Cares organization, founded to support the health and daily living needs of residents, further reflects the thoughtful and supportive spirit of the neighborhood. This is more than a home--it is a modern retreat set within a vibrant, connected community where nature, lifestyle, and neighborly warmth come together beautifully.

246 Fox Rdg, Pittsboro

$1,349,000

5 Beds ⋅ 5 Baths ⋅ 10198102 MLS ⋅ ACTIVE Status

Situated in the established Chapel Ridge community, this to-be-built home presents a solid ownership opportunity with the space and amenities to serve a variety of needs for years to come. The sooner you go under contract on this home, the more customization options you'll have. Additional square footage above the garage can simply be unfinished storage, a future Theatre Room or your dream playroom or home office right now. SummerWind Homes will tailor it it to be exactly what you need and want it to be! This thoughtfully designed new-construc tion home will be ENERGY STAR certified, featuring spray-foam insulation, and a sealed crawlspace. These upgrades work together to deliver exceptional energy performance, consistant indoor comfort in every season, imporooved air quality and lower utility costs while helping protect the structure against moisture and enhancing long-term durability.

14 Brushwood Ct, Pittsboro

$1,100,000

4 Beds ⋅ 4 Baths ⋅ 10198073 MLS ⋅ ACTIVE Status

Luxury, privacy, and exceptional craftsmanship come together on just over 10 serene wooded acres. Tucked away at the end of a private drive, this custom all-brick home offers a thoughtfully designed floor plan with primarily main-level living and incredible spaces for entertaining. The spacious living room flows into the keeping room and gourmet kitchen featuring an oversized eat-in island, abundant cabinetry and countertop space, plus a dream-worthy scullery. A formal dining room and dedicated home office provide additional flexibility. The private owner's wing is truly a retreat, featuring two spacious walk-in closets, two separate bath areas with individual vanities—one with a walk-in shower and the other with a soaking tub—plus an additional adjoining room ideal for a private office, reading room or nursery. Upstairs, two generous guest bedrooms share a hall bath. A separate bonus room with full bath above the three-car garage features its own entrance, creating an exceptional option for an in-law suite, private guest quarters or home business. Outside, enjoy your own private oasis with an in-ground fiberglass saltwater pool surrounded by the peaceful wooded setting. A whole-home generator and three-car garage add even more convenience. With over 10 acres, a private setting, flexible living spaces and custom details throughout, this is more than a home—it's a private retreat designed for the way you want to live.

174 Carillon Dr, Pittsboro

$544,900

4 Beds ⋅ 2 Baths ⋅ 10197844 MLS ⋅ ACTIVE Status

Stunning ranch with a walkout basement on private, 1.8 wooded acres and just a short drive to downtown Pittsboro. Whether you like to cook or just pretend to, the kitchen features a waterfall island, quartz countertops, and stainless appliances. Downstairs, a finished basement gives you space for whatever you can dream up -- home gym, media room, in-law suite, your call. The primary suite includes a beautiful walk-in tile shower. All of this sits in the middle of the fastest-growing corridor in Chatham County. Opportunities like this don't come up often! Make it yours before someone else does! Staged photos for illustration only, to show the home's potential.

988 Nc-87, Pittsboro

$565,000

2 Beds ⋅ 2 Baths ⋅ 10197827 MLS ⋅ ACTIVE Status

An ENCHANTING oasis that inspires imagination, oneness with nature and serenity. This former artist's home is set beautifully on over 7 acres with direct access (and ownership) to the community lake. Redbud, a unique neighborhood that prides itself on a common respect for the environment, is 30 minutes from Chapel Hill and 15 minutes from downtown Pittsboro. As you drive into Redbud and pass the pristine community lake turn onto Hamamelis and feel like you've transported to a mountain retreat. The home is perched perfectly past the circular driveway, waiting for your arrival. Take the meandering stone path to the screened front porch. The main level features a soaring ceiling with huge windows letting natural light dance off the walls and the gorgeous refinished hardwood floors. Living and dining are combined with walls of windows and a wood burning fireplace. An office or small bedroom, full bath and studio/bedroom/flex room are also on the main level. The former art studio is staged as a potential main level primary bedroom or guest space. It is perced for 2 bedrooms with many possibilities for how to use the rooms in this home be it for work, play or meditation. Upstairs you'll find a large bonus room, another full bathroom with a garden tub surrounded by windows overlooking the vegetable garden area and yard. On the other side of the hall is another bedroom plus a sweet terrace overlooking the deck below and, of course, the expanse of rolling woods that make up this incredible lot. There's a custom built shed that's a work of art in itself plus another shed giving you lots of storage and workspace. The woods slope down along the creek inviting you to walk to the community lake for a picnic or perhaps to pick up a book in the community book box. 250 Hamamelis feels like home, where you fall asleep to the sounds of the cicadas and wake up to sip your coffee by the fireplace with full view of the majestic hardwoods and all their splendor. High speed internet through the HOA makes working from home feel like working from heaven. The sellers have provided a brand new Kinetico water filtration system, septic already pumped, refinished hardwoods, new carpet, fresh paint inside and out and a chance to own a home of your dreams.

250 Hamamelis Ln, Pittsboro

$1,175,000

4 Beds ⋅ 5 Baths ⋅ 10197735 MLS ⋅ ACTIVE Status

Discover exceptional comfort and timeless elegance in this fabulous 4-bedroom, 4.5-bath executive home, built by Homes by Dickerson in 2019. Offering over 3,400 square feet of beautifully designed living space on a professionally landscaped .96-acre lot, this home features an inviting open-concept floor plan, double front doors, rich red oak hardwood floors, crown molding, a formal dining room, and custom built-in bookshelves. The gourmet kitchen is a cook's dream, boasting granite countertops, a large center island, gas cooktop, walk-in pantry, and beverage center/coffee bar. Relax by the natural gas fireplace or enjoy the sunroom overlooking the beautifully maintained grounds. The owner's suite offers a recently remodeled spa bath, custom clothes closet, and thoughtful accessibility features. Exceptional upgrades include a Generac whole-house generator, tankless water heater, whole-house air purification and humidity control, encapsulated crawl space, irrigation system, and extensive drainage improvements. Enjoy outdoor living on the Tennessee Orchard stone patio, with a fenced backyard and gas hookup for grilling. The expanded garage and over 2,600 square feet of floored attic space provide outstanding storage and flexibility. Green Certified and meticulously maintained, this remarkable home combines luxury, efficiency, and convenience—all just minutes from Fearrington Marketplace, restaurants, and shopping. A truly special opportunity to enjoy the best of Fearrington Village living!

4230 Henderson Pl, Pittsboro

$2,900,000

3 Beds ⋅ 3 Baths ⋅ 10197637 MLS ⋅ ACTIVE Status

A Majestic Haven on the Haw. Welcome to an extraordinary riverside sanctuary less than 20 minutes from the heart of Chapel Hill and the University of North Carolina. This gated almost 22-acre estate, gracing the banks of the majestic Haw River, seamlessly blends luxury living with natural splendor. The property features nearly a mile of private riverside trails, perfect for hiking or accessing the river for canoeing, kayaking, and fishing--with abundant bass, carp, crappie, sunfish, and bluegill. This enchanting refuge teems with wildlife. Deer regularly graze the grounds, while otters and beavers make their home along the riverbank. Bird enthusiasts will marvel at the diverse avian population, including majestic bald eagles, great blue herons, ospreys, warblers, and kingfishers. You may never see such beautiful sunsets as you do right at the comfort of your own home. Your home is comparable to this natural environment's beauty. Built in 2020 and designed by acclaimed architect Arielle Schechter--recognized among Forbes Magazine's 200 Best Residential Architects of 2025--this contemporary masterpiece showcases sophisticated design that harmonizes with its stunning setting. Breathtaking views of what many consider the river's most picturesque section are displayed through expansive windows, seemingly dissolving the boundary between indoors and out. Environmental consciousness meets luxury in this near net-zero residence, featuring: * Rooftop solar array * Geothermal heating and cooling * Triple-glazed European passive house windows and doors * Advanced water catchment system with dual 5,000-gallon cisterns * Solar reflective shades The property's resort-like amenities include: * Infinity pool with spa * Sauna * Steam shower * Separate workshop building with exercise room and upstairs bonus room * Private yurt with fenced yard. This secluded residential resort offers an unparalleled living experience that must be seen to be truly appreciated.

196 Paces Mill Trl, Pittsboro

$598,500

3 Beds ⋅ 3 Baths ⋅ 10197403 MLS ⋅ ACTIVE Status

Seller is offering a $10,000 credit at closing toward the buyer's mortgage interest-rate buydown, subject to lender approval, loan-program limits, and agreed contract terms. Custom finishes and flexible living spaces distinguish this Chatham Park home in Pittsboro. At 220 Wendover Parkway, an added butler's pantry, updated paint, a custom half bath and detailed trim bring character to everyday living. The bonus room features wood flooring selected to match the first floor and a rich, dark palette that creates a cozy space for movies, hobbies or a home office. Added trim in the primary bedroom gives the room a finished, tailored feel. Garage built-ins provide organized storage alongside space currently used as a home gym. With 3 bedrooms, 2.5 baths and 2,412 square feet, the layout offers room to gather and space to spread out. Schedule a showing to see the finishes and layout in person.

220 Wendover Pkwy, Pittsboro

$999,999

4 Beds ⋅ 4 Baths ⋅ 10197169 MLS ⋅ ACTIVE Status

MOTIVATED BUILDER NEEDS TO SELL ASAP TO MOVE ONTO OTHER PROJECTS! OPPORTUNITIES DO NOT COME AROUND LIKE THIS EVERYDAY! REDUCED FROM ORIGINAL PRICE OF $1,200,000 TO UNDER A MILLION! STUNNING NEW CONSTRUCTION CUSTOM HOME IN CHAPEL RIDGE! This beautifully crafted 4-bedroom, 3.5-bath custom home is ideally situated on .53 acres in the highly sought-after Chapel Ridge Golf Community. Thoughtfully designed with exceptional attention to detail, this home offers 2 bedrooms on the main level, including a spectacular Primary Suite with vaulted ceilings and a spa-inspired Primary Bath that is truly a masterpiece. Enjoy a beautifully tiled shower, luxurious soaking tub, dual vanities, and modern lighting. There are 2 electric water heaters to augment getting quick hot water. The impressive walk-in closet features custom built-ins and a huge center island/workspace perfect for folding, organizing, and storing clothing. The second main-level bedroom offers excellent flexibility for guests, an office, or additional living space. 10-foot ceilings on the first floor and 9-foot ceilings upstairs create an expansive and airy atmosphere throughout the home. The massive gourmet kitchen is designed to impress, featuring beautiful quartz countertops, generous counter space, abundant cabinetry, and exceptional storage. The spacious eat-in kitchen flows into a charming kitchen nook/keeping room area, creating the perfect space for casual dining and everyday gatherings. The Family Room provides a warm and inviting atmosphere centered around the fireplace—perfect for relaxing with family and friends. A thoughtfully positioned mudroom provides a practical drop zone for shoes, coats, and everyday essentials, while the main-level laundry room offers additional space for folding and organization. The oversized garage is an incredible bonus and offers room for two large trucks, a golf cart, and a riding mower—ideal for homeowners who need serious storage and workspace. Step outside to enjoy the screened-in porch, perfectly suited for outdoor entertaining and relaxing. The porch leads to a patio ready for grilling and additional outdoor gatherings. The wooded rear setting provides privacy, while the spacious backyard offers room for a future pool. Beyond the property, enjoy the peaceful natural setting with a creek buffer and neighboring cow pasture, creating a beautiful sense of privacy and country charm. Beautifully landscaped with irrigation system and engineered drainage. This exceptional custom-built home combines luxury, functionality, thoughtful design, and incredible outdoor living in one of Chapel Ridge's most desirable golf communities. A truly special home that must be seen to appreciate all it has to offer!

509 Cabin Crk, Pittsboro

$498,930

3 Beds ⋅ 3 Baths ⋅ 10197019 MLS ⋅ ACTIVE Status

BIG BUYER INCENTIVE! Up to $20,000 toward closing costs or financing incentives with preferred lender. Cash buyer incentive also available. Ask onsite for details and restrictions. Brand-new Chestfield in NoVi at Chatham Park offering 1,892 sq. ft., 3 bedrooms, 2.5 baths and a 2-car garage. Thoughtfully designed living spaces and modern finishes give you the benefits of new construction without the long wait. Estimated ready January 2027. Enjoy low-maintenance living near the YMCA, trails, parks, MOSAIC and Downtown Pittsboro. David Weekley Homes

61 Hillway Rd, Pittsboro

$1,172,000

4 Beds ⋅ 3 Baths ⋅ 10196801 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.

Privately positioned at the end of a quiet cul-de-sac beneath a mature wooded canopy, this exceptional custom residence presents a rare opportunity to create a personalized luxury retreat on four private acres within Pittsboro's intimate Fox Oak neighborhood. As the build begins, a limited opportunity remains to collaborate with this award-winning design/build custom builder to personalize select finishes and details. Timeless elegance is elevated with sophisticated estate influences, beautifully proportioned living space, abundant natural light, and refined architectural details. Designed for gracious entertaining and effortless everyday living, the home offers an inviting sense of scale while maintaining the warmth and livability of a thoughtfully crafted custom home. At its heart, an impressive 21' x 17' Grand Room with soaring 12' ceilings creates a dramatic gathering space and flows seamlessly into the chef's kitchen, where a generous statement island and walk-in pantry combine sophisticated layout with exceptional functionality. The primary suite is envisioned as a private sanctuary, featuring a spa-inspired bath with dual vanities, freestanding soaking tub, expansive walk-in shower, and beautifully appointed custom walk-in closets with built-in wood shelving. Beyond the residence, the four-acre wooded homesite offers extraordinary privacy and the opportunity to create a true estate setting, with ample space to envision exceptional outdoor living while preserving the natural beauty and tranquility of the surroundings. Tucked at the back of the cul-de-sac in Fox Oak, an established enclave of distinctive custom homes, this property offers the privacy and presence increasingly difficult to find in desirable Pittsboro. Four private acres. Timeless architecture. Exceptional craftsmanship. A coveted cul-de-sac setting. And a limited opportunity to personalize the details before construction advances. A rare offering for the discerning buyer seeking more than a beautiful home—an opportunity to create a private estate that feels distinctly their own.

97 Fox Oak Trl, Pittsboro

$1,799,000

4 Beds ⋅ 6 Baths ⋅ 10196605 MLS ⋅ ACTIVE Status

This is one of the last opportunities to call Ryan's Crossing home! Beautiful architecture, an inviting layout, and room to spread out make this a compelling opportunity in a sought Ryan's Crossing. Situated over and acre on a private cul-de-sac with a private backyard, this beautiful home has three bedrooms on the first floor and a wide-open floor plan that connects the kitchen, dining area, and family room. This home has an amazing first floor living space that provides exceptional space for entertaining or spending time with family. The large kitchen centers around an impressive, oversized island with ample room for meal prep, casual dining, and gathering PLUS a large scullery equipped with ovens, a sink, and a dishwasher providing a separate workspace for cooking and cleanup, keeping the main kitchen ready for guests. You will love the closet space and zero entry showers downstairs and upstairs has flex space (media lounge, home office, hobbies, or recreation) and an extended Jack and Jill bathroom. Unwind on the screened porch overlooking the private backyard and enjoy an oversized three car garage with plenty of room for vehicles, equipment, and storage. Located in Ryan's Crossing, one of the Triangle's premier custom home communities, residents enjoy 114 acres of preserved natural beauty with walking trails, a yoga pavilion, and open green spaces, all just minutes from Chapel Hill, Pittsboro, Jordan Lake, UNC, and major commuter routes.

473 Lila Dr, Pittsboro

$3,195,000

5 Beds ⋅ 6 Baths ⋅ 10196449 MLS ⋅ ACTIVE Status

2026 Chatham County Parade Home | Award-Winning Cotton Custom Homes A striking modern prairie masterpiece by award-winning Cotton Custom Homes, set on more than five beautifully wooded acres in The Estates at Laurel Ridge. The stone exterior, circular drive, soaring ceilings, and exceptional architectural details create an unforgettable first impression. Designed for sophisticated living and effortless entertaining, this five-bedroom, six-full-bath residence features a luxurious main-level primary suite with separate his-and-her closets and a spectacular spa-inspired bath with an oversized shower and wet area and elegant soaking tub. The chef's kitchen is complemented by a dedicated scullery, while the main level also offers a private office. Outdoor living takes center stage with a fireside sitting porch and a separate dining porch featuring a full outdoor kitchen. Upstairs, a loft game room with bar and dedicated theater room provide exceptional spaces for gathering and entertaining. Adding to the rarity of this extraordinary property, the home enjoys both water and sewer despite its expansive five-plus-acre homesite—an uncommon advantage that combines acreage and privacy with the convenience of modern utilities. And there is a well for irrigation! From the custom trim work and elevated finishes to the thoughtful architectural design, this exceptional Parade Home brings together refined craftsmanship, modern prairie style, and the tranquility of one of Chatham County's most distinctive communities.

386 Brook Green Ln, Pittsboro

$445,000

3 Beds ⋅ 3 Baths ⋅ 10196421 MLS ⋅ ACTIVE Status

Welcome to your dream home! Located in a highly desirable neighborhood just minutes from downtown Pittsboro and a quick 15-minute drive to Jordan Lake this beautifully updated property sits on a corner lot and has been meticulously renovated from top to bottom. The heart of the home is the kitchen featuring gorgeous new granite countertops and brand new stainless appliances - even a frig! The open concept living and dining areas are anchored by a spectacular 2-sided fireplace-creating a warm, sophisticated ambiance perfect for hosting gatherings or enjoying quiet evenings. Every bathroom is remodeled with an elegant farmhouse flair. All new flooring and lighting also!

449 Millbrook Dr, Pittsboro

$445,000

3 Beds ⋅ 3 Baths ⋅ 10196351 MLS ⋅ ACTIVE Status

New pricing offered..,. here's your opportunity to buy a meticulously maintained home, nestled in the welcoming and established community of Chatham Forest. This neighborhood is known for its mature trees, more spacious homesites, distinctive floor plans, and peaceful atmosphere.... nothing like the mass construction taking place all over the Triangle. An open parcel beside the home enhances the view from an inviting front porch, while the fenced backyard provides plenty of space to relax, garden, or for your furry family members to run. Inside, you'll find hardwood floors, granite countertops, gorgeous cabinetry, and an abundance of natural light that fills the home throughout the day. Upstairs, three bedrooms offer generous space along with two full baths designed for comfortable everyday living. Third floor currently provides extensive, walk-up, storage space, but its true value lies in the possibilities. With just a little imagination and finishing touches, this expansive area could become an additional bedroom or whatever flex space best fits your lifestyle. A home filled with charm, warmth, and room to grow, all within one of Pittsboro's most beloved neighborhoods.

40 Fox Chapel Ln, Pittsboro

$1,140,000

4 Beds ⋅ 4 Baths ⋅ 10196141 MLS ⋅ ACTIVE Status

PRIVATE WOODED RETREAT | ACREAGE | NO HOA | NO COVENANTS | MINUTES TO CHAPEL HILL Tucked away from the road beneath a beautiful, wooded canopy, this extraordinary one-of-a-kind custom home offers a rare sense of privacy and connection on acreage off Hamlets Chapel Road—just minutes from Chapel Hill. Surrounded by mature trees and thoughtfully positioned within its natural setting, the property feels wonderfully secluded while remaining convenient to everything the Chapel Hill and greater Triangle area have to offer. Designed with character at every turn, perhaps most memorable are the home's unexpected touches. A hidden secret room is accessed through a concealed doorway integrated into custom wall paneling, while a whimsical Narnia-style closet adds another element of discovery and personality. These imaginative details, combined with sophisticated craftsmanship throughout, make the home truly unlike any other. The thoughtfully designed kitchen serves as a natural gathering place, with generous dedicated spaces complemented by a big island and beautifully appointed pantry featuring additional cabinetry—adding both function as well as more of the custom detailing that further distinguishes the home. The private primary suite is designed as a retreat, with a wonderful spa-like bath. Indoor living flows naturally outdoors to an exceptional screened porch, where a dramatic stacked-stone fireplace creates an inviting setting for cool Carolina evenings, entertaining with friends or simply enjoying the privacy of the surrounding woods. With no HOA and no covenants, the property offers a level of freedom increasingly difficult to find this close to Chapel Hill in Chatham County. A gorgeous custom home tucked behind the trees on the adjacent property was crafted by the same builder, creating an attractive setting of distinctive homes while preserving the privacy and individuality of each residence. Private and beautifully crafted, this distinctive custom home has the feel of a secluded countryside oaisis filled with character, craftsmanship and wonderfully unexpected details, all within easy reach of Chapel Hill.

4025 Hamlets Chapel Rd, Pittsboro

$1,450,000

4 Beds ⋅ 5 Baths ⋅ 10196140 MLS ⋅ ACTIVE Status ⋅ Custom Build BLDG.

PARADE HOME | 2.5 PRIVATE ACRES | 5025 SF UNDER ROOF | NEAR JORDAN LAKE & NC 540 TRIANGLE EXPRESSWAY CORRIDOR TO RTP Expansive windows fill this extraordinary estate-style residence with natural light and frame the wooded surroundings. Unparallelled craftsmanship from exquisite tile alongside cabinetry to the ceiling in the showpiece chef's kitchen to detailed artistry throughout the residence in this one-of-a-kind truly custom home. Main-level owner's retreat offers a private sanctuary with a beautifully appointed spa-inspired bath. A secluded first-floor guest suite is thoughtfully positioned. All four bedrooms feature private baths, plus a separate powder room for guests. Exceptional outdoor living includes expansive screened porches with a dramatic vaulted gathering space alongside an al fresco dining area overlooking the peaceful setting. Generous acreage provides ample space for a future pool and additional outdoor living. Set among distinguished custom residences with no HOA and minimal covenants, this exceptional property is located in the sought-after Seaforth High School district, close to Jordan Lake boat access and within easy reach of Raleigh and the RTP corridor. To be showcased in the 2026 Chatham County Parade of Homes this month, with move-in to follow. Rare opportunity to own a newly crafted luxury estate style home where privacy, acreage, architectural distinction and an exceptional location come together beautifully.

35 Big Bear Dr, Pittsboro

$504,000

3 Beds ⋅ 3 Baths ⋅ 10196108 MLS ⋅ ACTIVE Status ⋅ Alder C BLDG.

A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. Perfectly situated on a spacious corner homesite, The Alder is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina. Offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. Step inside and the first floor flows effortlessly from a welcoming family room into an open-concept kitchen and dining space, the kind of layout built for everyday ease and easy entertaining. Tucked privately at the back of the main level, the first-floor primary suite offers a peaceful retreat complete with a walk-in closet and a private bath, so single-level living is always within reach. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Upstairs, two spacious bedrooms flank a versatile loft, the perfect bonus space for a home office, a hobby room, a guest getaway, or simply relaxing together. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

117 Parkland Dr, Pittsboro

$478,000

3 Beds ⋅ 3 Baths ⋅ 10196099 MLS ⋅ ACTIVE Status ⋅ Onyx A BLDG.

A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Onyx is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. Step through the front door and into a home designed around the way you actually live, where warm wood-toned floors flow through open living spaces filled with natural light. The kitchen anchors the home with timeless cabinetry, refined finishes, and touches of warm brass that make everyday moments feel a little more special. With 3 Bedrooms and a Rec Room across 1,865 Square feet offer room to gather and room to retreat, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

53 Wandering Way, Pittsboro

$476,500

3 Beds ⋅ 3 Baths ⋅ 10196096 MLS ⋅ ACTIVE Status ⋅ Onyx C BLDG.

A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Onyx is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. Step through the front door and into a home designed around the way you actually live, where warm wood-toned floors flow through open living spaces filled with natural light. The kitchen anchors the home with timeless cabinetry, refined finishes, and touches of warm brass that make everyday moments feel a little more special. With 3 Bedrooms and a Rec Room across 1,865 Square feet offer room to gather and room to retreat, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

62 Broadoak Ln, Pittsboro

$488,000

3 Beds ⋅ 3 Baths ⋅ 10196091 MLS ⋅ ACTIVE Status ⋅ Evergreen C BLDG.

A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Evergreen is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. There's a lightness to this home, the kind you feel the moment you step inside, as sunlight spills across open living spaces and the pace of the day begins to slow. With three bedrooms and 2.5 baths across 1,973 square feet, this home offer room for everyone, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

58 Broadoak Ln, Pittsboro

$475,000

3 Beds ⋅ 3 Baths ⋅ 10196085 MLS ⋅ ACTIVE Status ⋅ Evergreen A BLDG.

A Horizon Collection home by Homes by Dickerson, designed for low-maintenance, single-level living. The Evergreen is a thoughtfully designed new construction home in the sought-after NoVi neighborhood of Chatham Park in Pittsboro, North Carolina, offering effortless, comfort-first living paired with elevated finishes and a true lock-and-leave lifestyle. There's a lightness to this home, the kind you feel the moment you step inside, as sunlight spills across open living spaces and the pace of the day begins to slow. With three bedrooms and 2.5 baths across 1,973 square feet, this home offer room for everyone, including a main-level primary suite that feels like your own private retreat. Our Horizon Collection has features in place for all seasons of life, with a zero-entry primary shower, comfort height toilets, lever-style door handles, wider doors to main living areas on the main level and a low-profile slab foundation. It's a home where thoughtful design meets real life, and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here!

47 Wandering Way, Pittsboro

$159,900

2 Beds ⋅ 1 Baths ⋅ 10195910 MLS ⋅ ACTIVE Status

One level living in lovely Pittsboro, North Carolina. A quick walk or drive to Downtown with shopping, dining, and entertainment. Super convenient location and a great layout. Bring your design ideas and make this one your own. Please see private remarks for offer instructions.

164 E Cornwallis St, Pittsboro

$950,000

5 Beds ⋅ 4 Baths ⋅ 10195843 MLS ⋅ ACTIVE Status

RARE VALUE IN CHAPEL RIDGE -- ONLY $224 PER SQUARE FOOT! Exceptional space, privacy, and value come together in this beautifully maintained home offering 5 bedrooms, 3.5 baths, 4,249 square feet, a huge recreation room, tons of storage, an oversized 3-car garage, and a private 1.78-acre homesite. Priced at ONLY $224 PER SQUARE FOOT -- significantly below the neighborhood average -- this is a rare opportunity to enjoy more home, more land, and an impressive collection of desirable features for the money. Set on an expansive 1.78-acre lot, the property offers wonderful privacy, with much of the rear acreage preserved as mature woods. Enjoy the peaceful, natural setting and beautiful canopy of mature hardwoods as it is, or explore clearing portions of the property to create additional usable yard space. Extensive professional landscaping and beautiful stonework enhance the home's curb appeal and complement the natural surroundings. The home has been immaculately maintained and shows beautifully, with thoughtful features and upgrades throughout. A highly desirable Generac whole-house generator provides added comfort and peace of mind during power outages and severe weather--a valuable feature not commonly found in the neighborhood. Two professionally installed French drains help manage water flow across the property, while an annual termite inspection contract provides ongoing professional monitoring. The home is also still under structural warranty. Inside, the spacious open floor plan is ideal for both everyday living and entertaining, featuring elegant coffered ceilings, a chef's kitchen, custom-built closets, and a desirable first-floor primary suite. The home offers tons of storage throughout, with thoughtfully designed spaces that make it easy to stay organized while maximizing usable living space. Upstairs, a huge recreation room adds an exceptional amount of additional living space and offers endless possibilities as a media room, game room, playroom, home gym, second family room, or a combination of uses. With five bedrooms PLUS the oversized recreation room and abundant storage, there is tremendous flexibility for family, guests, home offices, hobbies, or multigenerational living. The oversized 3-car garage provides even more valuable space for vehicles, storage, recreational equipment, a workshop, or hobbies--another desirable feature that helps set this property apart. Residents enjoy access to the sought-after Chapel Ridge amenities, including the community pool, tennis facilities, fitness center, and clubhouse, along with the added appeal of the gated section. The location also offers convenient access to historic downtown Pittsboro, UNC-Chapel Hill, and UNC Hospitals. With 4,249 square feet, 5 bedrooms, 3.5 baths, a huge recreation room, tons of storage, custom-built closets, an oversized 3-car garage, Generac whole-house generator, extensive landscaping and stonework, and a private 1.78-acre homesite -- ALL AT ONLY $224 PER SQUARE FOOT -- this immaculately maintained home offers an exceptional combination of SPACE, PRIVACY, FEATURES, AND VALUE in Chapel Ridge.

378 Crimson Way, Pittsboro

$599,900

4 Beds ⋅ 3 Baths ⋅ 10195765 MLS ⋅ ACTIVE Status

DESIGN THE WINSLOW AROUND THE WAY YOU LIVE! Starting with 3,641 SF, the standard Winslow offers 4 bedrooms, 2.5 baths, a private Study, Game Room and 2-car garage. The main level features an open Great Room, Kitchen and Nook plus a separate Dining Room and Butler's Pantry. Upstairs, the spacious Primary Suite includes a private Sitting Room, joined by three additional bedrooms, Laundry and Game Room. Then personalize the plan: available options include a main-level Bedroom 5 with full bath, Hearth Room or Sunroom, covered or screened porch, fireplace, alternate bath configurations and multiple Primary Bath designs. Want even more space? An optional third floor can add a Media/Game Room, Bedroom 6 and optional bath. Choose the spaces, finishes and details that fit your lifestyle, then build your Winslow at Meadowview. Visit the Sales Center and start designing yours today!

121 Gardenview Dr Unit 396p, Pittsboro

$504,900

3 Beds ⋅ 3 Baths ⋅ 10195764 MLS ⋅ ACTIVE Status

BUILD YOUR LENOX IN MEADOWVIEW! This proposed 2,542 SF home offers 3 bedrooms, 2.5 baths, a dedicated Study, spacious Bonus Room and attached 2-car garage. The open main level brings the Kitchen, Dining area and Great Room together for easy everyday living, while the private Study provides valuable space for working from home. Upstairs, the spacious Primary Suite is joined by two additional bedrooms, a full bath and an oversized Bonus Room for flexible living space. True Homes' semi-custom approach gives you opportunities to personalize your home with available structural and design options, including a fourth bedroom in lieu of the Bonus Room, covered or screened porch, fireplace and Primary Bath choices. Choose your finishes and create the home that works for you. Proposed construction—let's build your dream home!

113 Gardenview Dr Unit 395p, Pittsboro

$576,900

4 Beds ⋅ 3 Baths ⋅ 10195763 MLS ⋅ ACTIVE Status

BUILD YOUR MONTCREST IN MEADOWVIEW! This proposed 2,757 SF home offers a spacious design with 4 bedrooms, 3 full baths and an attached 2-car garage. The standard plan features a main-level Primary Suite plus two additional main-level bedrooms, an open Great Room, Kitchen and Dining area, Nook, convenient Laundry and covered rear porch. Upstairs, a private fourth bedroom, full bath and versatile Loft provide additional living space. Want to personalize it? True Homes' semi-custom approach offers available structural and design choices, including additional bedroom configurations, Study, Sitting Room, expanded outdoor living and Primary Bath options. Choose your finishes and create a home that fits the way you live. Proposed construction—let's build your dream home!

103 Gardenview Dr Unit 394p, Pittsboro

$483,500

3 Beds ⋅ 3 Baths ⋅ 10195673 MLS ⋅ ACTIVE Status ⋅ Lumen C BLDG.

Welcome to our Lumen C in Chatham Park, built by local, award winning, top green builder, Homes by Dickerson. Light is the story here, with tall windows drawing the outdoors in and filling the open living spaces with a bright, welcoming glow. The layout is designed for real life, with room to gather with friends and family and quiet corners to retreat when the day is done. Three bedrooms and 2.5 baths across 2,136 square feet include a main-level primary suite that feels like a private escape. The clean, modern exterior and stone accents give the home a fresh, inviting presence, and a two-car garage adds everyday convenience. It's a home designed with intention, where every detail is considered and every day begins with a true sense of arrival. Life in NoVi at Chatham Park is as easy as it is beautiful. Included landscape maintenance means more weekends free for the things you love. Vibrant community events bring neighbors together, and beautifully walkable, alley-loaded streets with welcoming front porches make every single day feel like the best kind of home. Located in master-planned Chatham Park, you're just minutes from charming downtown Pittsboro and an easy drive to Chapel Hill, Raleigh, and the Research Triangle. You are going to love it here.

59 Wandering Way, Pittsboro

$499,900

3 Beds ⋅ 3 Baths ⋅ 10195125 MLS ⋅ ACTIVE Status

Welcome to 271 Parkland Drive, a beautifully appointed home in the sought-after NoVi community of Chatham Park. Thoughtfully enhanced and originally selected as a builders home, this residence offers a level of attention to detail and finished touches that make it truly special. The open-concept design is complemented by carefully selected upgrades throughout, including a custom-built fireplace feature with an electric fireplace and surrounding lime-wash wall, creating a warm and inviting focal point for cozy evenings at home. Designer light fixtures, crown molding, custom window shades and curtains, and solid wood shelving in the closets add to the elevated feel throughout. The kitchen opens seamlessly to the living and dining spaces, while the custom pantry has been thoughtfully designed with built-in cabinetry and dedicated electrical outlets—creating an exceptionally functional space for organization and small appliances. Additional cabinetry in the laundry room adds even more everyday storage and convenience. Outside, the fully fenced backyard provides a private space to relax, entertain, garden, or enjoy a morning coffee. With the outdoor space already established, you can simply move in and enjoy it from day one. The garage has also been thoughtfully finished with painted walls, adding a polished touch to an often-overlooked space. And the location is hard to beat. Situated directly across from the new Pittsboro Town Park currently under development, you'll have an exciting new recreational destination across the street, with planned soccer fields, playgrounds and additional amenities. The Chatham Park YMCA is also just across the way, making fitness, recreation and an active lifestyle remarkably convenient. Add the trails, parks, green spaces, MOSAIC, Downtown Pittsboro, dining and shopping nearby, this is a place that puts an incredible range of everyday experiences close to home. With its custom improvements, inviting fireplace, established outdoor space and exceptional location, this is more than a beautiful home—it is a home where the details have already been thoughtfully taken care of!

271 Parkland Dr, Pittsboro

$499,900

3 Beds ⋅ 2 Baths ⋅ 10194490 MLS ⋅ ACTIVE Status

One family. More than six decades. One very special Pittsboro property. Set on approximately 1.25 acres (per tax records) with mature trees, established landscaping and an expansive lawn, this beautifully maintained 1964 brick ranch has remained in the same family since it was built. Offering 3 bedrooms, 2 full baths and approximately 1,551 square feet per professional measurement, the home features comfortable single-level living with a wonderfully functional floor plan. A spacious living room, separate dining room and inviting den/family room with wood-paneled walls, built-ins and a gas fireplace provide multiple gathering spaces. Pocket doors add to the home's original character while offering flexibility between the living areas. The kitchen retains its classic all-wood cabinetry, while the large laundry room provides abundant cabinetry, counter space and a utility sink. Two rear bedrooms share a Jack-and-Jill full bath, while the second full bath with shower serves the third bedroom and main living areas. Replacement windows allow plenty of natural light throughout, and hardwood flooring is visible in portions of the home and believed to be present beneath some existing carpet. Outdoor space is where this property really shines. Enjoy the deck, established garden area, mature trees and generous lawn, along with a detached two-car garage, detached carport, separate storage building and pull-down attic access for additional storage. Public water and sewer add everyday convenience. Lovingly maintained and largely original, this home offers a rare opportunity to preserve its character, update at your own pace and create the next chapter of a property that has been cared for by the same family for generations. Property is being offered as-is; seller will make no repairs.

798 Sanford Rd, Pittsboro

$644,000

4 Beds ⋅ 3 Baths ⋅ 10194484 MLS ⋅ ACTIVE Status

***New Custom Home*** Modern design with custom finishes define this beautifully crafted home. The main level features an open living area with a stunning kitchen showcasing custom cabinetry, quartz countertops, and a walk-in pantry. Sliding doors from the main living area lead to a covered porch, creating an easy indoor outdoor flow. The primary suite offers a spa like bath with a standalone soaking tub, tiled shower, and a spacious walk-in closet. A dedicated first floor office provides essential everyday functionality Upstairs includes three comfortable bedrooms and a full bath. Additional features include a welcoming foyer, mudroom, laundry room, and an oversized two car garage. A smart layout, elevated finishes, and effortless livability make this home a standout. Located near downtown Pittsboro, Chatham Park, shopping and dining are minutes away. East commute to Cary, Chapel Hill, and RTP. A must see!

131 Whispering Meadows Ln, Pittsboro

$499,840

3 Beds ⋅ 3 Baths ⋅ 10194355 MLS ⋅ ACTIVE Status

BIG BUYER INCENTIVE! Up to $20,000 toward closing costs or financing incentives with preferred lender. Cash buyer incentive also available. Ask onsite for details and restrictions. NOW $475,000! Brand-new Chestfield in NoVi at Chatham Park offering 1,892 sq. ft., 3 bedrooms, 2.5 baths and a 2-car garage. Thoughtfully designed living spaces and modern finishes give you the benefits of new construction without the long wait. Estimated ready October 2026. Enjoy low-maintenance living near the YMCA, trails, parks, MOSAIC and Downtown Pittsboro. David Weekley Homes

43 Tallgrass Rd, Pittsboro

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