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Browse All Craftsman Style 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

$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

$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

$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

$1,100,000
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

$945,000
4 Beds 3 Baths 10178637 MLS ACTIVE Status
Settle into summer with your own private oasis. Nestled on 2.67 picturesque acres, this exceptional custom-built home seamlessly blends sophisticated indoor craftsmanship with a breathtaking backyard retreat. Offering 3,270 square feet of thoughtfully designed living space, this masterfully crafted residence features 4 bedrooms, 3 bathrooms, and an abundance of natural light. Expansive windows throughout the home create a seamless connection to your own resort-style backyard, making the stunning landscape a part of your daily living. Property Highlights: The Ultimate Backyard Retreat: Spend sunny afternoons beside the sparkling in-ground pool, unwind in the cascading spa, or host unforgettable gatherings under the stars in total tranquility. Gourmet Kitchen & Living: A wonderful, chef-friendly kitchen flows effortlessly into the main living spaces, perfect for both effortless entertaining and quiet family nights. Private Primary Suite: A serene sanctuary designed for ultimate relaxation, completely separated from the hustle and bustle of the home. Bonus 3rd Floor Living: A massive third-floor bonus room offers endless flexibility—ideal for a home theater, executive office, gym, or game room. Modern Efficiency & Craftsmanship: Enjoy the peace of mind that comes with custom architectural details paired with modern, energy-efficient systems. This remarkable Pittsboro property offers a rare combination of custom luxury, peaceful privacy, and resort-inspired indoor-outdoor living. Don't miss the opportunity to experience your own private slice of paradise. The house is not visible from the road. When turning left onto Silk Hope Gum Spring Rd, the house will be on the right hand side

2946 Silk Hope Gum Spring Rd, Pittsboro

$830,000
4 Beds 3 Baths 10178191 MLS PENDING Status
You've found the best of both worlds—a peaceful country setting on a private 1.5-acre partially wooded lot, yet just minutes from grocery stores, restaurants, and a quick drive north to Chapel Hill/Carrboro or south to Pittsboro. A winding walkway through thoughtfully curated landscaping welcomes you to this storybook Craftsman home. Step inside to discover an inviting, open floor plan featuring 9-foot ceilings on both levels, oversized windows that flood the home with natural light, and gorgeous reclaimed pine floors that extend throughout. Just off the entry, a tucked-away bonus room offers the perfect space for a private home office, guest room, or creative studio. The centrally located dining area is highlighted by custom lighting and flows seamlessly into the bright, open kitchen, complete with custom cabinetry, granite countertops, subway tile backsplash, a stainless steel island, and a professional-style 6-burner gas cooktop. Adjacent to the kitchen, the spacious laundry room provides abundant shelving, a stainless steel utility sink, and direct access to the fully fenced backyard and garage. The expansive living area is designed for flexibility, easily accommodating one large gathering space or two distinct seating areas, all centered around the warmth and charm of the Jøtul wood stove. Upstairs, you'll find four generously sized bedrooms, each featuring reclaimed pine flooring, oversized windows, and large closets. The spacious primary suite includes a dual walk-in closet and a beautifully appointed ensuite bath with two vanities, beadboard detailing, separate shower and a freestanding porcelain soaking tub. The pull-down attic has some floorspace for storage and blown insulation. Enjoy your morning coffee or unwind in the evening on the screened porch overlooking the expansive fully fenced backyard. The thoughtfully designed fencing includes a six-foot wooden privacy fence along three sides and unobtrusive wire fencing across the rear, preserving peaceful wooded views while maintaining privacy. The backyard is truly a private retreat, offering garden beds for flowers or vegetables, an area for grilling and outdoor dining, and a spacious lawn for recreation, entertaining, or simply relaxing. It feels like your own personal oasis. Don't overlook the sealed crawl space and the oversized garage, complete with a small boat pulley system and staircase access to large unfinished room above—ideal for storage, a workshop, home gym, studio, or future finished living space. Every detail of this home combines timeless craftsmanship with comfort, functionality, and an exceptional setting. It offers not just a place to live, but a place to truly feel at home. As Van Morrison so perfectly wrote, "Let your soul and spirit fly... into the Mystic."

68 Mystic Ln, Pittsboro

$1,575,000
4 Beds 5 Baths 10177168 MLS ACTIVE Status
If peace, privacy, and luxury are at the top of your wish list, than this exceptional home by ICG Homes delivers. Tucked away on one of the quietest cul de sac streets in sought after Ryan's Crossing with room for a pool, this thoughtfully designed home offers a highly functional floor plan with endless possibilities for entertaining, working from home, hosting guests, and everyday living. The main level features a luxurious first floor owner's suite, plus private guest suite, dedicated study, formal dining room, and an expansive family room that flows seamlessly into the chef's kitchen and screened porch with fireplace. Beautifully appointed with premium Thermador appliances, an oversized center island, and a spacious walk in pantry, the kitchen is designed to impress while making everyday living effortless. The spa inspired owner's bath and oversized walk in closet create a private retreat you'll look forward to every day, while abundant storage throughout the home ensures there's a place for everything. Upstairs, you'll find spacious secondary bedroom suites, a large game room, media room, and generous walk in storage. A screened porch and three car garage complete this remarkable home, offering the perfect setting to relax and enjoy the peaceful surroundings. Ryan's Crossing is one of the Triangle's premier luxury communities, surrounded by acres of protected conservation land with scenic walking trails, yet just minutes from Chapel Hill, UNC, Duke, RTP, Jordan Lake, and the growing amenities of Pittsboro. Photos are of a previously built by ICG Homes and are for illustrative purposes only. Square footage is based on architectural plans, & property taxes are based on vacant lot.

377 Lila Dr, Pittsboro

$399,990
3 Beds 3 Baths 10176944 MLS ACTIVE Status Sampson B BLDG.
Corner homesite. More windows. More natural light. More privacy. One of the few move in ready corner townhomes available in Chatham Park. Enjoy an open concept design with designer finishes, a gourmet kitchen, spacious primary suite, flexible loft, and private brick courtyard. Every space is thoughtfully designed for comfortable everyday living and effortless entertaining. Step outside and walk to NoVi Green, the YMCA, parks, scenic trails, and Mosaic's restaurants, brewery, live music, and year round events. Everything that makes Chatham Park one of the Triangle's most talked about communities is just minutes from your front door. Located in one of North Carolina's fastest growing master planned communities with the future Disney Storyliving community, Asteria, planned nearby, this home offers more than beautiful finishes. It offers the opportunity to be part of one of the region's most exciting growth stories. Schedule your private tour today and ask about our current builder incentives. Ask about our exclusive builder incentives, including closing cost assistance, and discover how affordable owning a new home in Chatham Park can be. Corner homesite. More windows. More natural light. More privacy. One of the few move in ready corner townhomes available in Chatham Park. Enjoy an open concept design with designer finishes, a gourmet kitchen, spacious primary suite, flexible loft, and private brick courtyard. Every space is thoughtfully designed for comfortable everyday living and effortless entertaining. Step outside and walk to NoVi Green, the YMCA, parks, scenic trails, and Mosaic's restaurants, brewery, live music, and year round events. Everything that makes Chatham Park one of the Triangle's most sought after communities is just minutes from your front door. Located in one of North Carolina's fastest growing master planned communities, with the future Disney Storyliving community, Asteria, planned nearby, this home offers more than beautiful finishes. It offers the opportunity to be part of one of the region's most exciting growth stories. Schedule your private tour today and experience the NoVi lifestyle for yourself.

147 Parkland Dr, Pittsboro

$850,000
5 Beds 5 Baths 10176436 MLS PENDING Status
Rare Opportunity in Gated Chapel Ridge Estates! Situated on nearly a full acre, this exceptional 4,397-square-foot home offers a rare combination of generous living space, premium lot size, and resort-style amenities that are difficult to find at this price point in Chatham County. A dramatic two-story foyer with wainscoting and elegant iron spindle staircase welcomes you inside! Custom molding throughout the home adds timeless character, while the formal dining room showcases a coffered ceiling and extensive wainscoting. A private office with French doors provides the perfect work-from-home space. The heart of the home is the expansive chef's kitchen featuring granite countertops, a large center island, gas cooktop, double wall ovens, stainless steel appliances, under-cabinet lighting, tile backsplash, walk-in pantry, butler's pantry, and abundant cabinetry! The kitchen flows seamlessly into the family room with gas fireplace, adjoining hearth room, and breakfast area—creating exceptional everyday living and entertaining spaces. A convenient drop zone with built-in storage keeps life organized. Designed for today's lifestyle, the versatile floor plan features dual primary suites, including a spacious main-level guest/in-law suite with a private bath, walk-in closet, and sitting area—ideal for multigenerational living or long-term guests. Upstairs, the luxurious primary retreat boasts a tray ceiling, sitting area, an impressive walk-in closet, and a spa-inspired bath with separate vanities, soaking tub with tile surround, oversized tiled shower with bench, and private water closet! Upstairs, two secondary bedrooms with walk-in closets share a Jack-and-Jill bath, while a third bedroom enjoys its own ensuite bath and walk-in closet! A spacious media room is ready for movie nights, game days, or additional recreation space. Outdoor living is equally impressive with a covered front porch, 18' x 12' screened porch, and 22' x 12' deck, providing nearly 600 square feet of outdoor living space overlooking the private backyard. Additional highlights include a whole-house generator (2021) for peace of mind. Located within the gated section of Chapel Ridge Estates, residents enjoy access to resort-style amenities including the Fred Couples-designed championship golf course, clubhouse, fitness center, pool, tennis and pickleball courts, basketball, volleyball, playground, and scenic walking trails. Conveniently located near Jordan Lake, Chapel Hill, Pittsboro, and the Triangle, this home offers luxury living with the perfect balance of privacy, recreation, and accessibility. Ask about the community's golf memberships and discover why Chapel Ridge is one of Chatham County's most desirable places to call home.

94 Mossy Creek Ct, Pittsboro

$525,000
3 Beds 4 Baths 10174203 MLS PENDING Status The Brockway BLDG.
Enjoy beautiful views of rolling green hills and mature trees from this exceptional Brockway home in Chatham Park's North Village. Perfectly positioned alongside a landscaped walking trail, this homesite offers enhanced privacy and open space, creating the feel of a corner lot with no neighboring home directly beside you. Inside, the open-concept design is ideal for both entertaining and everyday living. The spacious kitchen features a large island, abundant storage and a walk-in pantry with wood shelving, all overlooking the bright family and dining areas. A private study at the front of the home provides the perfect space for working remotely, reading or pursuing hobbies. A charming covered breezeway connects the home to the detached two-car garage and serves as an inviting outdoor living space for relaxing with your morning coffee or enjoying North Carolina evenings. Upstairs, retreat to the spacious Owner's Suite featuring a spa-inspired bath and oversized walk-in closet. Two secondary bedrooms, a full bath and conveniently located laundry room complete the second level. Need extra space? The finished bonus room with full bath above the garage adds more than 500 square feet of flexible living area, making it ideal for guests, a media room, home office, fitness studio or private retreat. Located just steps from miles of trails, parks, gathering spaces and the new YMCA, this home offers the perfect blend of natural beauty, privacy and convenience in one of Chatham Park's most desirable locations. Schedule your private tour today and experience why this property is truly one of a kind.

53 Hillway Rd, Pittsboro

$829,000
4 Beds 4 Baths 10172342 MLS CLOSED Status
Thoughtfully cultivated by a longtime horticultural educator, the landscape reflects decades of plant knowledge, with 99% native plant gardens woven among the massive boulders unearthed during construction. Many of those plants were propagated from specimens rescued from the site itself. Rain gardens help manage water naturally, while a professionally enclosed vegetable garden features Corten steel beds and handmade terra cotta worm compost towers. If you know, you know. The landscape was designed to work with nature rather than against it, creating a setting where native plants, seasonal color, and local wildlife coexist beautifully. The result is a garden that feels less designed than discovered, as though it emerged naturally from the property itself. As remarkable as the gardens are, they're only part of the story. Inside, oversized windows draw the surrounding landscape into nearly every room. Wide-plank hardwood floors run throughout much of the home, while the kitchen was designed for gathering, with an oversized island, a breakfast nook large enough for a full-size dining table, transom windows above the cabinetry, a stunning tile backsplash, and sightlines that keep cooks connected to the conversation. A beautifully hand-carved Turkish door separates the main-level guest suite from the rest of the home, while a mudroom off the attached garage creates a convenient drop zone. Upstairs, the primary suite combines peaceful treetop views with a freestanding soaking tub, while an additional flex room has served as a maker's studio and could just as easily become a home office, library, exercise room, or something else entirely. Perched higher still is a tucked-away retreat that feels more treehouse than bonus room, complete with built-in window seats and views into the canopy that make it easy to lose track of time. The detached garage, complete with 200-amp service, heavy-duty shelving, and finished space above, is ready for makers, tinkerers, artists, entrepreneurs, collectors, and anyone whose hobbies have outgrown a spare bedroom. Spend the morning watching hummingbirds and butterflies move through the gardens, the afternoon exploring Pittsboro or Chapel Hill, and the evening gathered around the fire beneath the trees. Tucked among the woods yet remarkably convenient to the surrounding Triangle, this is the rare property that lets you feel a world away without ever being far from where you need to be.

239 Horizon Dr, Pittsboro

$857,000
3 Beds 3 Baths 10168889 MLS ACTIVE Status
Rustically handsome and rich with character, 205 Anolis offers approximately 2,700 square feet of living space set on 12 remarkable acres in the Redbud community. Tucked at the end of a gravel road, the property unfolds into a beautiful mix of hardwood and pine forest, rolling pasture, and an intermittent stream that feeds into Temple Creek, a tributary of the Haw River. A vernal pool in the lower pasture has even served as a field study site for naturalists from the NC Museum of Natural History, where spring peepers and chorus frogs can be observed in their native habitat. The home itself is a thoughtful blend of craftsmanship and history. The original section, built in 1993, incorporates hand-adzed logs repurposed from three historic barns in Hillsborough, complemented by custom-cut timbers. A 2005 addition seamlessly integrates with the original structure and features flooring, trim, and built-in cabinetry milled on site from solid white and red oak harvested directly from the land. A striking masonry fireplace, built by well known and adored local artisan Joe Kenlan, serves as both a focal point and a highly functional heat source, capable of warming the entire home using wood from the property. Equestrian and outdoor enthusiasts will appreciate the well-planned features, including a horse barn, detached garage, and fenced pasture with Cameo high-tensile horse safety fencing. The riding ring is thoughtfully constructed with a crushed stone base and gravel surface for excellent drainage and year-round usability. The lower portion of the land, known as ''The Nursery,'' was once part of Mellow Marsh Farm, and still retains its terraces and pathways. The property has been maintained without herbicides or pesticides, preserving a healthy and natural environment. Wildlife is abundant, with frequent sightings of songbirds, raptors--including Cooper's Hawks and Barred Owls--wild turkeys, deer, foxes, and more. Black vultures have even returned to nest in the barn, and Eastern Box Turtles and Green Anoles are common sights in warmer months. From Redbud, nearby trails connect to the Haw Slopes Natural Area and the Haw River, offering the rare opportunity to hike for miles--even all the way to Bynum--without crossing a road. Landowners' covenants are in place to preserve the peace, quiet, and natural beauty of the area. 205 Anolis is a truly special property--private, storied, and deeply connected to the surrounding landscape.

205 Anolis Dr, Pittsboro

$962,500
4 Beds 4 Baths 10166061 MLS CLOSED Status
The lifestyle you want and deserve awaits you in this premier 2022 ICG home in one of Pittsboro's most sought after communities, Chapel Ridge. With a refined, resort style setting including a Fred Couples golf course, inviting clubhouse and grill, beautifully maintained pool, fitness center, tennis, pickleball and scenic trails, you'll instantly feel at home in this quiet and friendly neighborhood surrounded by rolling hills and mature trees. Set privately along the 11th hole, this nearly 3,300 sq/ft ranch style home was intentionally positioned farther back on the lot to enhance privacy. A wide, upgraded driveway leads you to a distinguished double door entry. Comfortably luxurious, this home offers high ceilings, warm tones, and thoughtful upgrades. The main level features a formal dining room, a chef's kitchen with double ovens, a five burner gas range, upgraded quartz tops, plus a custom coffee bar - all opening to a bright living area with a graceful fireplace, built ins and open shelves. Wide sliders extend the living space to a large screened porch, manicured and fenced yard plus an expanded patio, all overlooking the fairway. Three main floor bedrooms include a private oversized primary suite featuring a spa like bath and tremendous custom closet. Two additional bedrooms sit separately and share a well appointed adjoining bathroom. Enter from the massive three-car garage with epoxied floors, EV charger & utility sink, and you'll find a generous drop-zone and large laundry room for your convenience. Upstairs offers a sunlit bonus room, two bedrooms, and walk in attic storage. Fully paid premium solar panels add exceptional efficiency to this stunning, serene, move-in ready home, close to downtown Pittsboro, Chapel Hill, Lake Jordan, the Haw River State Natural Area and quick ride to RTP and RDU. Whether you're looking for relaxation or a space for entertaining, Cabin Creek offers you the lifestyle you've been looking for.

119 Cabin Creek Crk, Pittsboro

$450,000
3 Beds 3 Baths 10121148 MLS CLOSED Status
Corner Elegance, Courtyard Charm, Award-Winning Living at 34 Wandering Way Experience the perfect blend of modern sophistication and timeless comfort in this Wilson Plan townhome, perfectly positioned on a corner homesite in NoVi at the Park, the newest phase of Chatham Park's celebrated community. With extra windows filling the home with natural light, enhanced privacy, and quick access to community green space, this residence captures the essence of bright, connected living. Step inside to a designer kitchen featuring soft maple cabinetry, Moongaze quartz countertops, and a striking tile backsplash. A 36-inch gas cooktop, double wall ovens, and stainless steel hood combine with bold pendant lighting and a touch-activated faucet to create a truly elevated culinary experience. The great room radiates warmth and sophistication, centered around a sleek 43-inch linear electric fireplace that sets the tone for both cozy evenings and stylish gatherings. Just beyond, your private brick courtyard becomes an outdoor extension of your living space, perfect for morning coffee, intimate dinners, or evenings beneath the stars. Upstairs, the spa-inspired primary suite features a custom-tiled shower with built-in seat, a black hexagon tile floor, and golden quartz countertops paired with matte black fixtures and elegant lighting. Every detail has been thoughtfully curated for luxury, comfort, and calm. Set within an award-winning community, honored with Gold in both the Durham, Orange County, and Wake County Parade of Homes, NoVi at the Park offers easy access to trails, greenways, the new YMCA, and MOSAIC's shopping, dining, and entertainment. Schedule your tour today and experience why 34 Wandering Way is where award-winning design meets everyday magic.

34 Wandering Way, Pittsboro

$575,000
5 Beds 5 Baths 10132860 MLS CLOSED Status
This elegant 2011-built residence, with bonus additional permitted finished areas (2014), offers 5 bedrooms and 4.5 baths in the sought after Powell Place neighborhood. The main floor features a luxurious owner's suite with spa-style ensuite bath, and the heart of the home showcases cathedral ceilings and a stacked-stone fireplace in the family room. The kitchen impresses with granite countertops, tile backsplash, upgraded appliances, gas cooking and generous cabinetry. Eat-in kitchen dining area and formal dining room with built-in storage. Outdoor living is exceptional with a fenced yard, screened porch, grilling deck, flagstone patio with fire pit, irrigation and drip systems, and professional landscaping. Additional highlights include engineered wood floors, central vacuum, walk-in closets, and generous storage throughout. Convenient to downtown Pittsboro, excellent schools, medical facilities, restaurants and commuting routes. This home combines style, space, and functionality in one turnkey package! HOA provides two gazing ponds with fountains, walking paths with pet waste stations, and playground at second pond (close to house) and maintains trees between the sidewalks and the streets throughout the neighborhood. A one percent (1%) Incentive towards Buyer's Closing Costs up to $5K with the use of Preferred Lender-Nick Overcash with FCMA and Preferred Closing Attorney-McCall Law Firm.

73 Freeman Dr, Pittsboro

$420,000
3 Beds 3 Baths 10118988 MLS CLOSED Status
The beautifully curated Wilson Model townhome at Chatham Park's Vineyards is now available partially furnished and designed, offering the ultimate move-in ready experience at an unbeatable value. This 3BR/2.5BA/2-car garage home spans over 1,850 sq. ft. of modern living and features gourmet upgrades throughout, including a wall oven and microwave combo, Stone Gray cabinetry with quartz countertops, GE Profile™ stainless appliances with a counter-depth refrigerator, sleek matte black Delta Trinsic fixtures, wide-plank hardwood floors, a 43'' electric fireplace with a custom tile surround, and designer lighting that creates a warm, elevated ambiance. Upstairs, the primary suite impresses with a tray ceiling and a spa-inspired bath featuring a frameless glass shower, quartz countertops, and stylish tile details. A flexible loft, two secondary bedrooms, and a laundry room with washer and dryer included complete the thoughtful layout. Outdoor living is seamless with a covered front porch, fenced courtyard, and a rear-load garage for clean curb appeal. Located in Pittsboro's visionary Chatham Park, this home offers easy access to parks, greenways, MOSAIC's dining and retail, and is just minutes from Jordan Lake, RTP, Chapel Hill, and Raleigh. Professionally furnished, thoughtfully designed, and priced to sell. This is one of the best opportunities in the Triangle. Schedule your tour today!

291 Wendover Pkwy, Pittsboro

$1,793,931
4 Beds 7 Baths 10072221 MLS CLOSED Status
Nestled on a private cul-de-sac lot in the highly desired Ryan's Crossing neighborhood, this beautiful home, built by the award-winning ICG Homes, offers the ultimate blend of luxury, comfort, and functionality. Designed with convenience and style in mind, this property is perfect for empty-nesters, growing families, or multi-generational living. The main floor living layout features a spacious primary suite with a massive walk-in closet and serene, private wooded views, plus an additional bedroom and a study for added versatility. The large gourmet kitchen, outfitted with top-of-the-line Thermador appliances, opens to a light-filled living area, perfect for entertaining or cozy family gatherings. Upstairs, you'll find even more flexibility with additional bedrooms, each boasting their own walk-in closets, and a generous recreation room with endless possibilities. The home is thoughtfully designed with ample closet space throughout, ensuring everything has its place. Step outside to enjoy the tranquility of your private backyard, with plenty of space to add a pool and create your dream outdoor oasis. Ryan's Crossing offers an ideal blend of convenience and serenity, with proximity to Chapel Hill and Pittsboro, yet nestled within 114 acres of lush woodlands, complete with trails, a yoga pavilion, and more. Please note: photos are examples only, square footage is based on architectural plans, & property taxes are based on vacant lot.

131 Evander Way, 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 .

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