Pittsboro NC Real Estate - Pittsboro Homes for Sale

5 Beds ⋅ 4 Baths ⋅ 10198579 MLS ⋅ ACTIVE Status

Spectacular golf course views, exceptional upgrades, and outstanding outdoor living await at this beautifully appointed Chapel Ridge home! Offering 4,071 square feet with five bedrooms and four full baths, this stunning residence pairs generous living spaces with the warmth and comfort of home. Abundant natural light enhances the open floor plan, creating an inviting setting for everyday living and memorable gatherings. Extensive upgrades throughout add distinction, while amazing golf course views provide a breathtaking backdrop. Enjoy morning coffee on the screened porch, host dinner on the patio, or gather around the firepit as evening settles over the course—outdoor living is a true highlight here! The spacious main-level primary suite offers a relaxing retreat, with an additional main-level bedroom and dedicated office providing flexibility. A fireplace anchors the generous living room, and the three-car garage adds convenience. Ideally located near the clubhouse, with community recreation including a pool, fitness center, tennis, and pickleball, plus on-site golf. An exceptional blend of space, style, and indoor-outdoor living in Chapel Ridge!

766 Chapel Ridge Dr, Pittsboro

$410,000

2 Beds ⋅ 3 Baths ⋅ 10198519 MLS ⋅ ACTIVE Status

OVER $120K IN UPGRADES! Beautifully Renovated End-Unit Townhome in Sought-After Fearrington Village in Pittsboro, NC! Welcome home to this beautifully updated 2-bedroom, 2-bath end-unit townhome offering 1,968 square feet of spacious living and over $120,000 in improvements! Combining modern finishes, extensive renovations, and inviting indoor-outdoor living, this exceptional property offers comfort, style, and peace of mind. The updated kitchen shines with new cabinetry, quartz countertops, and new appliances. Both bathrooms have been refreshed with new antimicrobial showers, cultured marble countertops, and new tile flooring. New carpeting throughout, fresh paint, updated lighting, and smooth ceilings create a clean, modern feel throughout the home. Beyond the cosmetic enhancements, major improvements include new electrical wiring, new plumbing, and an encapsulated crawlspace. The end-unit location offers added privacy, while the enclosed sunroom provides versatile additional living space to enjoy year-round. Step out onto the deck to relax or enjoy your morning coffee. Parking is convenient with an oversized one-car garage, an additional parking space outside the garage, and an extra parking space on the premises. With generous square footage, extensive updates, and desirable indoor-outdoor living spaces, this move-in-ready townhome is an outstanding opportunity in a sought-after Fearrington neighborhood. Extensive upgrades, stylish finishes, and spacious living . . . all in one exceptional home! Don't miss this opportunity to make it yours.

308 Baneberry Close, 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

$474,820

2 Beds ⋅ 2 Baths ⋅ 10197958 MLS ⋅ ACTIVE Status

Experience refined, low-maintenance living in this beautifully designed paired Inspiration villa by David Weekley Homes, located in the sought-after 55+ community of Encore at Chatham Park. Thoughtfully crafted for comfort and everyday ease, this single-level home blends open-concept living with elevated design details. At the heart of the home, the chef-inspired kitchen impresses with a large gathering island, built-in stainless steel appliances, abundant cabinetry, and sleek finishes--perfect for both casual mornings and effortless entertaining. The adjoining living and dining spaces are filled with natural light and extend seamlessly to a covered rear porch, creating a private outdoor retreat ideal for relaxing or hosting guests. The spacious Owner's Retreat offers a peaceful escape, complete with a spa-like bath featuring a zero-entry Super Shower, dual bowl vanity, and a generous walk-in closet designed for optimal organization. Secondary spaces provide flexibility for guests, hobbies, or a home office, ensuring the home adapts to your lifestyle. Enjoy the ease of maintenance-free living with lawn care included, along with access to Encore's exceptional resort-style amenities. Residents enjoy a 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, resort-style pool and spa, putting green, meditation garden, gas firepits, and a full calendar of events curated by an on-site Lifestyle Director. Scenic walking and biking trails connect you to the vibrant Mosaic district for dining, entertainment, and everyday conveniences. Ideally positioned with quick access to US-64, 15-501, I-540, and RDU, this home offers the perfect blend of tranquility and accessibility--placing world-class healthcare, shopping, dining, and travel just minutes away.

217 Tantara Bend Bnd, Pittsboro

$649,450

10197938 MLS ⋅ ACTIVE Status

Showings by Appointment Only. Tract 3 offers 20.95 +/- acres with a beautiful combination of open pasture and wooded acreage, giving you space, privacy, and plenty of possibilities. Potential homesites toward the back of the property offer an elevated setting with views overlooking the pasture, woods, and surrounding countryside. With nearly 21 acres to work with, there's plenty of room to bring your plans to life. Build your home farther off the road for added privacy, create a homestead or farm, bring the horses, or simply enjoy having your own piece of the country. And while the setting feels private, you're still within an easy drive of Pittsboro, Chapel Hill, Apex, Siler City, Raleigh, and Greensboro. The property has been evaluated by a soil scientist for septic suitability for residential use; however, no septic permit has been applied for or issued. And if 20.95 acres isn't quite enough, there's room to think bigger. Adjoining Tracts 1 and 2 are also being offered separately, giving buyers the option to purchase additional acreage and create a larger property. Buy one tract, combine two, or explore the opportunity to purchase all three.

Tbd 3 Henderson Tanyard, Pittsboro

$670,400

10197923 MLS ⋅ ACTIVE Status

Showings by Appointment Only. Tract 2 offers 20.95 +/- acres with a beautiful combination of open pasture and wooded acreage, giving you space, privacy, and plenty of possibilities. Potential homesites toward the back of the property offer an elevated setting with views overlooking the pasture, woods, and surrounding countryside. With nearly 21 acres to work with, there's plenty of room to bring your plans to life. Build your home farther off the road for added privacy, create a homestead or farm, bring the horses, or simply enjoy having your own piece of the country. And while the setting feels private, you're still within an easy drive of Pittsboro, Chapel Hill, Apex, Siler City, Raleigh, and Greensboro. The property has been evaluated by a soil scientist for septic suitability for residential use; however, no septic permit has been applied for or issued. And if 20.95 acres isn't quite enough, there's room to think bigger. Adjoining Tracts 1 and 3 are also being offered separately, giving buyers the option to purchase additional acreage and create a larger property. Buy one tract, combine two, or explore the opportunity to purchase all three.

Tbd 2 Henderson Tanyard Rd, Pittsboro

$499,570

2 Beds ⋅ 2 Baths ⋅ 10197876 MLS ⋅ ACTIVE Status

One of only Two Clarities remaining in Encore. Discover the perfect blend of comfort, style, and thoughtful design in the beautiful Clarity floorplan by David Weekley Homes, ideally situated on a desirable corner homesite in Encore at Chatham Park! The stunning cooktop kitchen is perfect for culinary enthusiasts and entertaining alike, while the inviting fireplace creates a warm and welcoming gathering space. An elegant tray ceiling in the dining room adds a touch of sophistication, making every meal feel special. Beyond your front door, discover a lifestyle designed to inspire! Encore at Chatham Park is a vibrant 55+ community where neighbors become friends and every day brings new opportunities to connect, relax, and enjoy life. The spectacular 5,200-square-foot clubhouse serves as the heart of the community, featuring a fitness center, gathering spaces, and an exciting calendar of activities coordinated by a full-time Lifestyle Director. Spend sunny afternoons lounging by the resort-style pool, unwind in the hot tub, challenge friends to a game of pickleball or tennis, practice your short game on the putting green, or find a peaceful moment in the meditation garden. From social gatherings and special events to fitness activities and casual get-togethers, there's always something to look forward to! Experience more than just a beautiful home, discover an exceptional lifestyle, meaningful connections, and the freedom to enjoy your next chapter at Encore at Chatham Park!

179 Tantara Bnd, Pittsboro

$471,260

2 Beds ⋅ 2 Baths ⋅ 10197867 MLS ⋅ ACTIVE Status

Experience refined, low-maintenance living in this beautifully designed paired villa by David Weekley Homes, located in the sought-after 55+ community of Encore at Chatham Park. Thoughtfully crafted for comfort and everyday ease, this single-level home blends open-concept living with elevated design details. At the heart of the home, the chef-inspired kitchen impresses with a large gathering island, built-in stainless steel appliances, abundant cabinetry, and sleek finishes--perfect for both casual mornings and effortless entertaining. The adjoining living and dining spaces are filled with natural light and extend seamlessly to a covered rear porch, creating a private outdoor retreat ideal for relaxing or hosting guests. The spacious Owner's Retreat offers a peaceful escape, complete with a spa-like bath featuring a zero-entry Super Shower, dual vanities, and a generous walk-in closet designed for optimal organization. Secondary spaces provide flexibility for guests, hobbies, or a home office, ensuring the home adapts to your lifestyle. Enjoy the ease of maintenance-free living with lawn care included, along with access to Encore's exceptional resort-style amenities. Residents enjoy a 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, resort-style pool and spa, putting green, meditation garden, gas firepits, and a full calendar of events curated by an on-site Lifestyle Director. Scenic walking and biking trails connect you to the vibrant Mosaic district for dining, entertainment, and everyday conveniences. Ideally positioned with quick access to US-64, 15-501, I-540, and RDU, this home offers the perfect blend of tranquility and accessibility--placing world-class healthcare, shopping, dining, and travel just minutes away.

200 Tantara Bend Bnd, 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

Pittsboro NC Real Estate & Homes for Sale

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