Pittsboro Real Estate Search

Pittsboro Properties for Sale

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Pittsboro Properties for Sale

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Newest Pittsboro Properties for Sale

$1,250,000
4 Beds 4 Baths 10182398 MLS ACTIVE Status
Perched atop a scenic hill in Cedar Mountain, this extraordinary custom retreat blends refined mountain-lodge architecture with breathtaking long-range views, exceptional craftsmanship, & thoughtfully designed outdoor living on 2.6 beautifully landscaped acres. A handcrafted stone moongate welcomes you through lush gardens filled with carefully selected plantings that provide year-round color & texture—from vibrant azaleas to yarrow & everything in between. A covered stone front porch with a vaulted cedar ceiling & impressive custom wood entry door sets the tone for the remarkable home within. The stunning great room features soaring vaulted wood ceilings accented by reclaimed pine beams salvaged from a historic 100-year-old local tobacco warehouse. A floor-to-ceiling stone fireplace with a holly wood mantel, creates a warm focal point, while an expansive wall of windows frames panoramic wooded vistas, spectacular sunsets, & the ever-changing beauty of the seasons. The sunroom offers a peaceful retreat with a vaulted cedar ceiling, tiled flooring, and 2 walls of windows that seamlessly connect the living area to the luxurious primary suite. The thoughtfully designed main level also includes 2 primary suites, providing exceptional flexibility for guests or multigenerational living. A dedicated office features custom built-in bookcases, elegant wainscoting, & a stained-glass transom, while a nearby hallway showcases a built-in glass curio cabinet. Designed for both everyday living & entertaining, the gourmet kitchen features rich knotty alder cabinetry, granite countertops, a Thermador 6-burner gas cooktop with pot filler, & a large stainless-steel center island that anchors the beautifully planned workspace. Adjacent to the kitchen, the spacious laundry and mudroom includes a built-in drop zone with bench, cubbies, and a pet door leading to the expansive rear porch. With its vaulted cedar ceiling, reclaimed wide-plank flooring, & dual ceiling fans, this inviting outdoor living area overlooks the breathtaking backyard. Upstairs, you'll find 2 additional bedrooms, a shared bath, a generous loft, & a charming "secret" reading nook sure to delight children & guests alike. A massive unfinished attic offers exceptional expansion potential. Already equipped with lighting, electrical outlets, plumbing for a future bath, and its own electrical panel, the space is ideal for a media room, recreation area, fitness studio, or additional living space. The oversized two-car garage includes a dedicated workshop area, insulated walls, insulated ultra-quiet garage doors, & an EV charging station. Outdoor amenities are truly exceptional. A spacious rear deck, partially shaded by a pergola, captures sweeping views & leads via a beautiful stone staircase to an expansive patio with a built-in fire pit & stone seating—perfect for gathering under the stars. The resort-style heated pool extends the swimming season & is complemented by a stunning pavilion featuring a ceiling fan, rustic built-in cabinetry & countertops, a gas line for grilling, & a dedicated storage room for pool equipment & outdoor gear. Massive stone patios, retaining walls with integrated seating & lighting create a private, peaceful setting unlike any other. Additional highlights include: Custom top-down/bottom-up shades throughout the front of the home, including a remote-controlled kitchen shade. Custom-built chicken coop with protected run. Hobby greenhouse with water service. Irrigation spigots conveniently placed throughout the property for effortless gardening. Dedicated garden area with a gabion stone wall. Extensive custom stonework—including planters, retaining walls, walkways, borders, patios, & outdoor living spaces—crafted primarily from stone harvested directly from the property. Every detail of this remarkable home has been carefully curated to create a private sanctuary where timeless craftsmanship, modern comfort, & unforgettable natural beauty come togethe

1624 Cedar Grove Rd, Pittsboro

$559,000
4 Beds 3 Baths 10182271 MLS ACTIVE Status
Move right into this beautifully updated 4-bedroom, 2.5-bath home in the desirable Potterstone Village community! Situated on a private, beautifully landscaped 0.44-acre fenced lot, this turnkey home offers 2,665 square feet of thoughtfully designed living space with extensive recent updates throughout. The entire interior was freshly painted in July 2026 and features gorgeous refinished hardwood floors (July 2026) on the main level, brand-new carpet on the stairs and second floor, and an exterior freshly painted in October 2025. The spacious floor plan is perfect for everyday living and entertaining, while the bright sunroom—converted & featuring windows installed in 2019—provides the perfect place to relax year-round, and the sunroom furniture conveys! The updated primary suite includes a new vanity cabinet, faucets, and a semi-frameless glass shower enclosure, creating a fresh, spa-like retreat. The kitchen has also been updated with a new oven, dishwasher and microwave (2026), making this home truly move-in ready. Step outside to enjoy the private backyard oasis complete with lush landscaping, a patio, and a storage shed with upgraded drainage completed in 2019. With too many improvements to list, this meticulously maintained home offers peace of mind and exceptional value. Enjoy neighborhood amenities including a community pool, clubhouse, and scenic pond, all just minutes from historic downtown Pittsboro, shopping, restaurants, and convenient access to US-64, US-15/501, and NC-87. Turnkey, beautifully updated, and ready for its next owner—this is one you won't want to miss!

538 May Farm Rd, Pittsboro

$799,900
4 Beds 3 Baths 10182238 MLS ACTIVE Status
CUSTOM BRICK HOME IN CHAPEL RIDGE! Located on a private homesite in one of Pittsboro's premier golf course communities, this thoughtfully designed home offers more than 3,500 square feet of living space, quality craftsmanship, and exceptional indoor-outdoor living. Backing to additional wooded acreage, this property enjoys scenic natural views and a rare opportunity to purchase the adjacent lot separately for added space and flexibility. Inside, rich hardwood flooring, detailed millwork, plantation shutters, and custom built-ins create timeless character throughout. The spacious living room features a fireplace and flows seamlessly into the breakfast area and well-appointed kitchen, complete with abundant cabinetry, generous prep space, and pantry storage. The main-level primary suite offers a spacious bedroom, dual vanities, a soaking tub, walk-in shower, and large walk-in closet. Additional main-floor spaces include a formal dining room and dedicated office. Upstairs, three secondary bedrooms, a large bonus room, and a dedicated storage room provide flexibility for a variety of uses. Enjoy year-round outdoor living from the oversized screened porch with Trex decking overlooking the wooded backdrop. Additional highlights include a walk-in crawl space with exceptional storage, tankless water heater, water filtration system, and an oversized three-car garage. Conveniently located near Chapel Ridge Golf Club, shopping, dining, parks, and major commuter routes, this property combines spacious living, quality construction, and a desirable community setting in the heart of Chatham County.

915 Cabin Crk, Pittsboro

$1,173,000
3 Beds 3 Baths 10182181 MLS COMING SOON Status
Nestled on a beautifully landscaped lot of over one acre, this exceptional 3 bedroom, 2.5 bath executive home offers the perfect blend of luxury, comfort, and thoughtful design. From the stunning stone and fiber cement exterior to the impeccably maintained interior, every detail has been carefully crafted for elegant everyday living. The heart of the home is the gourmet cook's kitchen featuring granite countertops, a large center island with dual disposals, natural gas cooktop, built-in oven/microwave combination, Energy Star appliances, and a spacious walk-in pantry. Enjoy casual meals in the charming breakfast area overlooking the lot's wooded and private back yard or entertain guests in the separate formal dining room. Hardwood floors flow throughout the main level, leading into the inviting family room with custom built-in bookshelves and a cozy natural gas log fireplace. A second gas log fireplace enhances the screened porch, complete with custom shades for year-round enjoyment and relaxation. The exquisite owner's suite provides a luxurious retreat with a spa-inspired bath featuring a walk-in shower, soaking tub, and generous space for comfort and privacy. Additional highlights include ceiling fans, Plantation shutters, a convenient main-level utility room, low-flow plumbing fixtures, and a tankless water heater with circulating hot water system. Spacious and versatile, this beautifully designed home offers room for everyone with a thoughtfully finished lower level perfect for multi-generational living, entertaining or guest accommodations. Enjoy a large finished recreation room ideal for movie nights, game days, or a home gym, along with 2 spacious bedrooms and a full bath providing comfort and privacy for family or visitors. The lower level also features access to a huge unfinished storage area with endless possibilities - perfect for a workshop, hobby space, or fitness area. With abundant storage and flexible living spaces throughout, this home combines functionality and comfort in every detail. Outdoor living is equally impressive with a fenced backyard, irrigation system and ample space to enjoy nature's peaceful surroundings. Additional features include a sealed crawlspace, county water, community sewer, durable 30-year shingle roof warranty and natural gas fuel service. Designed by Home by Dickerson with future convenience in mind, the home's construction also incorporates space and options for a potential elevator installation if desired. This remarkable property combines timeless style, energy efficiency, and modern functionality in a serene setting you'll love coming home to.

4200 Henderson Pl, Pittsboro

$585,000
4 Beds 3 Baths 10181726 MLS ACTIVE Status
Set on an oversized lot, this beautifully appointed home offers the perfect blend of comfort, functionality, and curb appeal. Relax on the extended front porch, an inviting space to enjoy your morning coffee, greet neighbors, or unwind in the evening. Inside, the bright, open-concept floor plan is enhanced by custom built-in cabinetry around the fireplace in the living room, adding both character and practical storage while creating a stunning focal point for everyday living and entertaining. Designer finishes and quality craftsmanship are evident throughout the home. The spacious primary suite is a true retreat, featuring a luxurious ensuite bath with a freestanding soaking tub and beautiful tile. Every detail has been thoughtfully selected to create a warm, elegant atmosphere. Located in the award-winning Chatham Park community, you'll enjoy 30 plus miles of trails and bike paths, parks, playgrounds, and easy access to shopping, dining, entertainment, and all that charming downtown Pittsboro has to offer. Chatham Park's Knight Farm Community Park has a splash pad, playground, dogpark, zipline and plenty of open outdoor green spaces. Or join Paddles or Chatham Park YMCA right around the corner, for easy access to pools and pickleball. And if you happen to have a pre-schooler, you can walk to Amazing Explorers Academy. This move-in ready home combines premium upgrades, generous outdoor space, and an unbeatable location for the best of modern North Carolina living.

268 Mindees Ln, Pittsboro

$1,275,000
4 Beds 5 Baths 10181067 MLS ACTIVE Status
Privately tucked away at the end of a quiet cul-de-sac beneath a mature canopy of hardwoods, this extraordinary custom estate presents a rare opportunity to create a truly personalized luxury residence on four private acres within Pittsboro's exclusive Fox Oak community. Now is the ideal time to make your vision a reality. As construction begins, discerning buyers will have the unique opportunity to collaborate directly with the builder to personalize finishes, refine living spaces, and tailor select design elements to complement their lifestyle. Inspired by timeless modern farmhouse architecture with refined estate-style influences, this exceptional home will offer 4,332 heated square feet and more than 5,473 square feet under roof. Designed to balance elegant entertaining with comfortable everyday living, the thoughtfully crafted floor plan features four bedrooms, four-and-a-half baths, and expansive open living spaces filled with natural light. At the heart of the home, the dramatic great room flows effortlessly into a designer kitchen centered around an oversized gathering island. An exceptional scullery pantry with additional cabinetry, countertops, and dedicated prep space provides both beauty and function, making entertaining seamless while keeping the main kitchen pristine. Distinctive architectural details elevate every space, including a welcoming wraparound front porch, cathedral-ceiling library, striking statement staircase, spacious loft retreat, two private offices, and a generous bonus room ideal for a media room, fitness studio, recreation space, or additional guest accommodations. The luxurious primary suite is designed as a peaceful private retreat, complete with dual vanities, a freestanding soaking tub, oversized walk-in shower, and an expansive custom walk-in closet with built-in wood shelving. The surrounding four-acre homesite offers exceptional privacy while providing ample room for future outdoor amenities. Buyers can work directly with the builder to discuss potential enhancements, including a custom pool, outdoor kitchen, fire feature, sports court, gardens, or additional entertaining spaces—creating an estate that is as impressive outdoors as it is inside. Located within the prestigious Fox Oak community, this is a rare opportunity to build a one-of-a-kind custom luxury home that combines exceptional craftsmanship, timeless architecture, and the freedom to personalize nearly every detail in one of Pittsboro's most desirable settings.

97 Fox Oak Trl, Pittsboro

$615,000
4 Beds 3 Baths 10181040 MLS ACTIVE Status
From the moment you step through the front door, you'll feel it—this is more than a house; it's a home where love has flourished, laughter has echoed through every room, tiny footsteps became confident strides, and countless memories have been made. Every space tells a story, and now it's ready for its next chapter with you. Beautifully and thoughtfully updated, this exceptional home combines timeless elegance with modern comfort. Rich Bellawood hardwood flooring flows throughout the entire first floor, creating warmth and continuity. The elegant dining room showcases a tray ceiling and classic wainscoting, perfect for hosting holiday dinners and special celebrations. The breathtaking great room welcomes you with soaring vaulted ceilings, custom built-in cabinetry, and a cozy gas-log fireplace with a blower that makes winter evenings especially inviting. The heart of the home—the kitchen—features premium KitchenAid stainless steel appliances and an inviting breakfast nook complete with a custom-built storage bench, creating the perfect place for morning coffee, family breakfasts, or helping with homework. Designed with privacy and comfort in mind, the split-bedroom floor plan offers a peaceful primary suite tucked away from the secondary bedrooms. The luxurious spa-inspired primary bath features a soaking tub, a separate shower with dual shower heads, and even its own dedicated water heater for added convenience. French doors from both the great room and the primary suite open onto an expansive deck, seamlessly blending indoor and outdoor living. Every lighting fixture throughout the home has been meticulously selected and updated, including elegant pendant lighting that gracefully frames the primary bedroom, adding warmth, sophistication, and designer appeal. Step outside, and you'll discover what many have described as a magical private park. This extraordinary backyard is a peaceful sanctuary surrounded by mature trees and beautifully curated landscaping. Relax in the hammock beneath the shade, gather fresh blueberries and blackberries, or stroll among blooming peonies, hydrangeas, and tulips. At its heart is your own tranquil pond with a graceful fountain and a Toro lantern, carefully brought from Japan, creating a setting that feels both serene and unforgettable. Upstairs offers incredible flexibility with an expansive bonus room complete with a closet, generous walk-in attic storage, a dedicated office or flex room, a beautifully remodeled full bathroom, and a spacious fourth bedroom with peaceful views overlooking the neighborhood pond. The location is just as impressive. Jordan Lake is only 10 minutes away, offering endless opportunities for boating, fishing, hiking, and recreation. The future Disney STORYLIVING community will be just five minutes away, bringing exciting new restaurants, shopping, entertainment, and amenities to the area. Families will appreciate the excellent educational options, including highly regarded public schools, Thales Academy, Haw River Christian Academy, Woods Charter School, and Chatham School of Science & Engineering. Every improvement has been made with care. Every room has been loved. Every corner invites you to imagine the memories still waiting to be made. Come experience this impeccable modern home for yourself—and prepare to fall in love.

438 May Farm Rd, Pittsboro

$875,000
3 Beds 3 Baths 10180964 MLS ACTIVE Status
Exceptional custom home offering a fantastic single-level floor plan with a full basement, ideally situated on a private wooded cul-de-sac shared by only three homes in desirable Fearrington Village. Hardwood, parquet, and carpeted flooring combine warmth and character throughout the home.The spacious primary suite features an extraordinary 11' x 11' walk-in closet complete with a custom organization system and center island. The inviting family room is anchored by a fireplace and framed by two full walls of custom built-in cabinetry, providing abundant storage and display space. Designed for both everyday living and entertaining, the expansive kitchen offers a large center island with storage on all sides, extensive cabinetry, and a beautiful furniture-style cabinet featuring glass display doors and a plate rack. A remarkable custom pantry includes wall-to-wall cabinetry with roll-out lower drawers, a full countertop, and an additional sink for exceptional storage and workspace. The well-appointed laundry room is equally impressive with a full wall of upper and lower cabinetry, an organization system, and a utility sink. Enjoy outdoor living on the screened porch and adjoining grilling deck overlooking a peaceful wooded setting that provides exceptional privacy with minimal yard maintenance. The walk-out lower level offers an additional 1,164 square feet of finished space featuring a kitchenette with dining area, flex space, two bedrooms, and a full bath. This finished area was completed without permits and is not included in the home's reported living square footage. The lower level also includes an abundance of unfinished storage, multiple workshop areas, and a utility sink, making it ideal for hobbies, projects, or additional storage. Additional features include a new roof (2025), new water heater (2023), plantation shutters throughout, wide doorways designed for aging in place, and numerous storage closets throughout the home. Fearrington Village is renowned for its vibrant social atmosphere, walking trails, beautiful surroundings, and community amenities. Galloway Ridge Fitness is conveniently located on the adjoining property, offering additional wellness opportunities just steps away.

862 Hatfield, Pittsboro

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

41 Firefly Overlook Rd, Pittsboro

$498,000
3 Beds 2 Baths 10180426 MLS ACTIVE Status
Welcome to 396 Lyndfield Close, a beautifully updated end-unit townhome in the highly sought-after Fearrington Village community of Pittsboro, NC. Offering 3 bedrooms, 2 fully renovated bathrooms, a desirable main-level primary suite, and a one-car garage. This meticulously maintained home blends timeless charm with thoughtful modern updates in one of Chatham County's most picturesque neighborhoods. Natural light pours through multiple skylights, illuminating the open-concept floor plan and gleaming hardwood floors throughout the main level. The inviting family room showcases custom built-in bookcases and bench seating, while the adjoining sunroom provides a peaceful retreat overlooking the private outdoor setting. The 2025 designer-renovated primary suite offers both luxury and functionality with a reimagined layout featuring an oversized tiled walk-in shower, built-in bench seating, frameless glass enclosure, comfort-height vanity, updated lighting, and thoughtfully integrated accessibility features, including reinforced grab bars for added peace of mind. The second full bathroom was also completely renovated in 2025, featuring a new tub surround, expanded entry allowing additional natural light from the skylight, new vanity, fixtures, lighting, and finishes. Step outside onto the oversized deck, refreshed in 2026 with replacement boards, updated railings, and a fresh stain—perfect for morning coffee or entertaining guests. Additional recent improvements include new landscape lighting, wiring and transformer, a new garbage disposal, replacement washer and dryer with new dryer vent, updated upstairs ceiling fan, replacement gas fireplace logs with wireless remote, and professionally cleaned windows, porch, and deck. Quarterly pest control service has been maintained since 2023, reflecting the exceptional care this home has received. The one-car garage provides secure parking and valuable storage space, while the HOA offers added peace of mind by maintaining the termite bond, landscaping, and exterior maintenance, Located in the award-winning Fearrington Village, residents enjoy beautifully landscaped grounds, scenic walking trails, boutique shopping, acclaimed restaurants, community events, and exceptional amenities including swimming, tennis, pickleball, croquet, and a thriving arts scene. Convenient to Chapel Hill, UNC, Jordan Lake, Pittsboro, and the entire Triangle, this move-in-ready home offers the perfect combination of low-maintenance living, modern updates, and an unmatched lifestyle. Beautifully updated. Exceptionally maintained. Perfectly located. Welcome home to Fearrington Village. Experience this incredible property and community here: https://vimeo.com/1210019068?share=copy&fl=sv&fe=ci

396 Lyndfield Close, Pittsboro

$424,500
3 Beds 3 Baths 10180362 MLS ACTIVE Status
Absolutely beautiful immaculate 4 -Year-Old END UNIT Townhome in popular Chatham Park! Airy and well designed home like new but much better. MOVE IN READY! You will love the open contemporary layout. Large entry/foyer, LVP flooring with recessed lighting on the main level and primary suite. A Cook's dream kitchen with quartz countertops, a large island with decorative tile for entertaining, three stylish pendant lights, stainless steel appliances, and large pantry. The screened porch has open area viewing behind the home with a sense of privacy to relax, unwind and enjoy. Finished/painted 2-car garage with epoxied finished floors, plus wood trim. Includes main-level powder room. Upstairs with 3 bedrooms, 2 full baths with rain shower in showers, including a spacious primary suite with tray ceiling, dual vanity, large walk-in shower, and private water closet. Pull down storage, and storage space in foyer area. Cozy Media room with ceiling fan. Frigerator conveys. Home is connected by Lennar Package, EcoSmart tech, EV-ready garage. The Vineyards is a thriving community with walking trails, a public park, dog park, and optional pool access with private membership. Just minutes away from downtown Pittsboro, with quick access to varied shopping, medical, dining, businesses, restaurants and entertainment. Commuting is made easy with close proximity to Highways 64 and 15-501. Close to Chapel Hill, Apex, Sanford, Siler City, RTP and Cary. This lovely community is one of Pittsboro's most desirable communities and a premier location in the heart of Pittsboro. Come and see this beautiful home today!

258 Millennium Dr, Pittsboro

$950,000
5 Beds 4 Baths 10180348 MLS ACTIVE Status
Experience luxury living overlooking the 9th hole of Chapel Ridge Golf Course in this exceptional custom home. A grand entry with soaring 10-foot ceilings sets the tone for the elegant finishes found throughout. The thoughtfully designed main level features a private home office with a coffered ceiling and French doors, a secondary first-floor bedroom with an adjoining full bath, and a luxurious primary suite complete with a tray ceiling, dual walk-in closets, and a spa-inspired bath featuring a generous soaking tub, oversized tiled shower, and dual vanities. Designed for both everyday living and entertaining, the gourmet kitchen showcases a 5-burner gas cooktop, wall oven, built-in microwave, farmhouse sink, walk-in pantry, and convenient butler's pantry, all flowing seamlessly into the formal dining room and expansive family room with a cozy gas fireplace. A well-appointed laundry room with a utility sink and drop zone adds everyday convenience. Upstairs, you'll find three spacious bedrooms, two full bathrooms, and an oversized bonus room offering endless possibilities for recreation, media, or guest space. Engineered hardwood flooring extends throughout most of the main floor and the second-floor hallway, while custom millwork enhances the home's refined character. Relax year-round on the expansive screened porch and enjoy peaceful views of the golf course and the tranquil surroundings. Irrigation and a Generac generator completes this remarkable home that combines timeless craftsmanship, sophisticated design, and an unbeatable golf course setting to create an extraordinary place to call home.

39 High Ridge Ln, Pittsboro

$949,000
5 Beds 3 Baths 10179863 MLS ACTIVE Status
Welcome to luxury golf course living in the prestigious Chapel Ridge Golf Community! Built in 2021, this beautifully appointed custom home overlooks the 2nd green, offering exceptional views and an ideal blend of elegance, comfort, and entertainment. Designed for both everyday living and hosting family and friends, this home features an open, light-filled floor plan with quality finishes throughout. The spacious screened porch and upper deck provide peaceful, elevated views across the golf course and surrounding tree line, while the expansive 14' x 25' lower entertainment deck creates the perfect setting for outdoor gatherings, grilling, or relaxing after a round of golf. A standout feature of this home is the approximately 300-square-foot heated and cooled entertainment retreat. Complete with its own Senville mini-split HVAC system, custom cabinetry, butcher block countertops, coffered drop ceiling with dimmable recessed lighting, luxury plank flooring, and a custom-built rolling bar. This versatile space is ideal for entertaining, game nights, watching the big game, or simply unwinding with friends. Negotiable and willing to convey with the property are current surround sound system, 60" big screen TV, a rolling bar and bar stools, mini fridge, mini freezer, commercial ice maker, large leather sofa, two electric recliners and other bar memorabilia. A turn key entertainment retreat ready to go! The thoughtfully designed kitchen flows seamlessly into the main living areas, while the private primary suite and two well-appointed guest accommodations provide comfort and flexibility for family and visitors alike on the main floor. The 2nd floor consists of a large open bonus multi-use room with two additional large bedrooms and full bath. Located within one of Chatham County's premier golf communities, Chapel Ridge offers residents a championship Fred Couples Signature Golf Course, clubhouse, fitness center, resort-style pool, tennis and pickleball courts, basketball court, playground, and a vibrant social atmosphere—all just minutes from historic downtown Pittsboro, Jordan Lake, Chapel Hill, Cary, RTP, and the exciting growth of Chatham Park. This is more than a home—it's a lifestyle. Whether you're looking for breathtaking golf course views, exceptional indoor and outdoor entertaining spaces, or a peaceful place to call home, 32 Old Hickory delivers an outstanding opportunity in one of the Triangle's most desirable communities.

32 Old, Pittsboro

$815,000
4 Beds 3 Baths 10179814 MLS ACTIVE Status
Welcome to this stunning Cape Cod-inspired traditional home nestled on 2.81 private acres, offering over 4,000 square feet of beautifully designed living space. With 4 bedrooms, 3 full bathrooms, and an exceptional floor plan, this home combines timeless elegance with modern comfort. Step inside to discover soaring cathedral ceilings, beautiful hardwood floors, extensive crown molding, recessed lighting, and custom built-in bookshelves that add warmth and character throughout. The spacious living room is anchored by an electric fireplace, creating a cozy gathering space for family and friends. The beautifully appointed kitchen is designed for both function and style, featuring granite countertops, stainless steel appliances, and generous workspace for preparing meals and entertaining guests. A rare and highly desirable feature, this home offers two primary suites, providing flexibility for multi-generational living, extended family, or private guest accommodations The second floor features finished bonus rooms, offering endless possibilities for a home office, media room, playroom, fitness space, or additional guest accommodations. Enjoy peaceful mornings on the inviting rocking chair front porch complete with a porch swing, or relax year-round on the screened porch overlooking the peaceful wooded surroundings. The property also includes an attached double garage along with a detached garage/workshop, providing abundant space for vehicles, hobbies, storage, or projects. Recent improvements offer added peace of mind, including a new roof installed in 2025 and both heat pumps replaced in 2026. Additional features include a Ring® doorbell and security camera system. Conveniently located with easy access to Highway 64, this property offers the perfect balance of privacy, convenience, and country living.

26 Shadymont Dr, Pittsboro

$469,990
2 Beds 2 Baths 10179669 MLS ACTIVE Status
Welcome to the Inspiration at 160 Tantara Bend, where thoughtful design meets effortless living in this beautifully crafted paired Villa by David Weekley Homes. Designed for comfort and style, this single-level home offers the perfect blend of open-concept living, quality craftsmanship, and low-maintenance convenience. Soft gray and white designer finishes create a bright, timeless interior that feels both elegant and inviting. The gourmet kitchen serves as the heart of the home, featuring an oversized island, built-in stainless steel appliances, abundant cabinetry, and a sophisticated palette of soft gray and white finishes that make everyday living and entertaining a pleasure. The sun-filled family and dining areas flow seamlessly to the screened rear porch, creating the perfect setting to enjoy your morning coffee, unwind with a good book, or host family and friends while enjoying the outdoors in comfort. The spacious Owner's Retreat offers a private sanctuary complete with a spa-inspired bath featuring a zero-entry Super Shower, dual-bowl vanities, and a walk-in closet. Every detail has been thoughtfully selected to deliver the exceptional quality, comfort, and livability that define the Encore lifestyle. Encore at Chatham Park offers a resort-style, maintenance-free lifestyle with lawn care included and exclusive access to an impressive Amenity Center featuring a full-time Lifestyle Director, a 5,200-square-foot clubhouse, fitness center, tennis and pickleball courts, a putting green, resort-style pool and hot tub, meditation garden, gas fire pits, indoor and outdoor gathering spaces, and miles of scenic walking and biking trails. Residents also enjoy convenient access to nearby Mosaic, a vibrant mixed-use destination offering dining, entertainment, shopping, and year-round community events. Ideally located with easy access to US-64, US-15/501, I-540, and RDU Airport, this exceptional home places world-class healthcare, shopping, dining, recreation, and everyday conveniences just minutes away—giving you more time to enjoy the active, connected lifestyle you've been looking for.

160 Tantara Bnd, Pittsboro

$1,199,000
4 Beds 5 Baths 10179589 MLS ACTIVE Status Hamilton BLDG.
Under Construction - Ready in February 2027. Nestled on a private 1.14-acre wooded homesite in the highly sought-after Corbett Landing community, this Hamilton Modern Farmhouse offers exceptional craftsmanship, thoughtful design, and elevated custom finishes throughout. Designed for both everyday living and entertaining, this home features a highly desirable main-level layout with a luxurious primary suite, private guest bedroom, dedicated study, and expansive walk-in pantry. The open-concept living spaces showcase custom details throughout, including upgraded trim, elegant wainscoting, built-in cabinetry, designer wallpaper in the powder room, and a stunning upgraded fireplace with a stained white oak mantle. The gourmet kitchen is thoughtfully appointed with cabinetry extending to the ceiling, upgraded quartz countertops, additional cabinetry, and premium finishes designed for both beauty and functionality. The main-level laundry room provides exceptional convenience with additional cabinetry, countertop space, and a dedicated sink. The luxurious primary suite features a spa-inspired bath with upgraded tile selections, premium countertops, upgraded plumbing fixtures, and durable hard flooring. The second floor offers incredible flexibility with two additional bedrooms, a spacious flex room, a large recreation room, and a walk-in attic providing abundant storage space. Every detail has been carefully selected, from upgraded tile and countertops throughout to designer plumbing fixtures and custom finishes that elevate the home's overall feel. Surrounded by mature trees and offering a rare sense of privacy, this exceptional home combines modern farmhouse charm with the quality and craftsmanship expected in Corbett Landing. $30,000 use as you choose incentive with use of preferred lender and attorney. To be used toward rate buy down, closing costs, or upgrades.

375 Gaines Trl, Pittsboro

$610,000
4 Beds 4 Baths 10179531 MLS ACTIVE Status
Experience the award-winning 'No Little Plans' Garman Homes floor plan, celebrated for its thoughtful design and exceptional livability. This versatile home features a first-floor guest suite with a full bath and double doors that lead you straight from the suite to the covered front porch! Across the hall, you can find a flex room with a custom shiplap accent wall enclosed with French doors, ideal for a home office, playroom, or additional living space. Designed for both everyday living and entertaining, the open-concept layout centers around a gourmet kitchen featuring quartz countertops, stainless steel appliances, a spacious walk-in pantry, and a convenient pocket office. The kitchen flows into the family room and upgraded screened porch, creating a seamless indoor-outdoor living space. Large sliding glass doors open to the screened porch and fenced backyard, perfect for relaxing or entertaining. Durable LVP flooring extends throughout the main level, stairs, and upstairs hallways, adding warmth and continuity throughout the home. Upstairs, you'll find three additional bedrooms including a spacious primary suite with a private sitting area filled with beautiful natural light. All appliances convey with this home! The thoughtfully designed mudroom off the 2 car garage offers built-in cubbies, hooks, and additional storage, creating a functional drop zone to keep everyday essentials neatly organized. Located in sought-after Chatham Park, residents enjoy an unmatched lifestyle surrounded by miles of greenways, parks, playgrounds, community events, dining, and more! The location is hard to beat, with the newly opened YMCA, Thales Academy, and Knight Farm Community Park all just minutes away and connected by paved, extra-wide greenways throughout the community. Enjoy the convenience of easy access to Downtown Pittsboro, Jordan Lake, Chapel Hill, Apex, and the greater Triangle area, with quick connections to major routes including Highway 64 and 15-501. Experience the amenities and vibrant lifestyle that make Chatham Park one of the Triangle's most desirable places to call home!

51 Millennium Dr, Pittsboro

$750,000
4 Beds 3 Baths 10179343 MLS ACTIVE Status
Tucked away on a cul-de-sac backing to undeveloped land, this beautiful one-level home in.the Bradford Place neighborhood within Fearrington Village offers the perfect combination of comfort, flexibility, and peaceful surroundings. Freshly painted throughout with brand-new carpet as well! The light-filled interior features an inviting, open layout with vaulted ceilings and skylights, custom built-ins, and a fireplace that creates a warm gathering space for family and friends. Large windows frame serene views of the natural landscape, bringing the outdoors inside. A standout feature is the detached guest cottage, offering exceptional versatility for visiting family and friends, a private home office, art studio, fitness space, or hobby room. The spacious primary suite provides a relaxing retreat, while additional living spaces offer room to spread out and entertain with ease. Step outside to enjoy the quiet setting and privacy of a backyard that borders undeveloped land, creating a peaceful backdrop that's increasingly hard to find. The front features a private courtyard. You'll enjoy easy access to walking trails, parks, shops, restaurants, and all the charm this award-winning community has to offer, while remaining just minutes from Pittsboro, Chapel Hill, and the greater Triangle. Flexible living spaces, and an exceptional setting make this a rare opportunity in one of Chatham County's most sought-after communities. Come take a look today.

1379 Bradford Pl, Pittsboro

$1,100,000
4 Beds 4 Baths 10179012 MLS ACTIVE Status
If you've been looking for true main-level living without giving up space, this one hits a combination that's hard to find. Set on just over an acre with a private, wooded backdrop, this 4,200 square foot, 4 bedroom, 3.5 bath craftsman built in 2015 offers a layout that lives comfortably day to day while still giving you room to spread out when you need it. The main level is anchored by an open kitchen, family room, and dining area that flows naturally together, with a large island, gas range, double ovens, and built-in appliances creating a space that works just as well for everyday living as it does when you have people over. Interior details carry throughout with coffered and beamed ceilings, built-ins, crown molding, and a wet bar that adds both function and character, and it's clear this home has been maintained at a level you don't see often, the kind where a home inspector might walk through and wonder how he's going to earn his fee. The primary suite and additional bedrooms on the main level offer the convenience many buyers are looking for, while upstairs becomes a true second living space with a large bonus room and its own wet bar, creating the perfect setup for entertaining, movie nights, or a completely separate hangout space. In addition, the home offers multiple flex spaces that can adapt to office, workout, or hobby use, along with several oversized storage closets and a large unfinished walk-in attic that gives you storage capacity most homes simply cannot match. Outdoor living is just as strong with covered, screened, and open areas that extend how the home lives, all overlooking a private, tree-lined setting. A three-car garage, outbuildings, and a usable lot round out the functionality, creating a home that offers flexibility, privacy, and space in a way that stands out in this price range in Pittsboro.

79 Lindsay Burke Pl, Pittsboro

$578,300
2 Beds 2 Baths 10178970 MLS ACTIVE Status
Welcome to the Sweetfern by David Weekley Homes, an exceptional opportunity to create your dream home in the award-winning Encore at Chatham Park. Construction has not yet begun, giving you a limited-time chance to personalize your home with selections from our professional Design Studio. This thoughtfully designed floor plan already includes an impressive collection of upgraded features, including a gourmet kitchen with a gas cooktop, elegant French doors leading to the private study, a spacious roll-in shower in the Owner's Bath, a tray ceiling in the luxurious Owner's Retreat, expansive 7-foot sliding glass doors opening to the covered rear porch, and a utility sink with countertop in the laundry room. For a limited time, buyers can also take advantage of an outstanding Design Studio incentive—receive $10,000 toward your personalized selections when you invest up to $20,000 in Design Studio upgrades. This is the perfect opportunity to create a home that reflects your unique style while enjoying significant savings. The opportunity to personalize this home is available only through July 19, after which construction selections will be finalized. Don't miss your chance to build a home that's uniquely yours while taking advantage of this exceptional incentive. Encore at Chatham Park offers a maintenance-free, resort-inspired lifestyle with lawn care included and exclusive access to a 5,200-square-foot clubhouse, fitness center, pickleball and tennis courts, resort-style pool and spa, putting green, walking trails, and a full-time Lifestyle Director who keeps the community active and connected. The model home is located at 175 Prospect Place and open Monday through Saturday from 10:00 am -6:00 pm and Sunday 12:00 pm - 6:00 pm. This home has not started construction, however the structural details are already firm, and cannot be changed.

87 Englehart Ct, Pittsboro

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