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View All Latest Pittsboro 2750+ Sq. Ft. 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

$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

$1,300,000
5 Beds 4 Baths 10181359 MLS PENDING Status
ENTRY FOR COMPS ONLY: Welcome to exceptional living in Fearrington Village! This stunning Green-certified Craftsman-style residence, built by Homes by Dickerson, showcases the highly sought-after custom Lakewood floor plan and offers more than 4,200 square feet of thoughtfully designed living space on a beautifully landscaped one-acre homesite. Designed for both everyday comfort and elegant entertaining, the open-concept floor plan features four spacious bedrooms, 3.5 baths, and exquisite hardwood and tile flooring throughout. The heart of the home is a chef's dream kitchen complete with marble countertop, an oversized center island, natural gas range with professional hood, Energy Star appliances, double ovens with warming tray, built-in microwave, walk-in pantry, and seamless flow into the breakfast area and family room. The luxurious owner's suite provides a private retreat with a spa-inspired bath featuring a large soaking tub, walk-in shower, and a generous walk-in closet. A private guest suite on the main level offers comfort and convenience for visitors, while the second-floor bonus room and walk-in storage provide flexible living space for recreation, work, or hobbies. Architectural details abound, including custom built-in bookshelves, home theatre system, separate formal dining room, natural gas fireplaces in both the family room and study, utility room with soaking tub, and abundant storage throughout. Step outside to enjoy the peaceful setting from the screened porch overlooking the private wooded backyard, or entertain on the elegant patio. The professionally maintained grounds feature an irrigation system, mature landscaping, rain gutters, and a dramatic circular concrete driveway leading to the attached two-car garage. Built with quality, efficiency, and sustainability in mind, this home includes a tankless water heater, sealed crawl space, low-flow plumbing fixtures, two booster pumps, fiber cement and stone exterior, natural gas service, ceiling fans, and a 30-year shingle roof warranty. A transferable termite policy through Capital Pest Control adds additional peace of mind. Ideally located with easy access to neighborhood trails and Fearrington Market Place, this exceptional property is just minutes from UNC and Duke hospitals, premier dining, shopping, and all that the Triangle has to offer. Experience the perfect blend of luxury, craftsmanship, energy efficiency, and timeless design in one of the area's most desirable communities. Entry for Comps Only: Welcome to exceptional living in Fearrington Village! This stunning Green-certified Craftsman-style residence, built by Homes by Dickerson, showcases the highly sought-after custom Lakewood floor plan and offers more than 4,200 square feet of thoughtfully designed living space on a beautifully landscaped one-acre homesite. Designed for both everyday comfort and elegant entertaining, the open-concept floor plan features four spacious bedrooms, 3.5 baths, and exquisite hardwood and tile flooring throughout. The heart of the home is a chef's dream kitchen complete with marble countertop, an oversized center island, natural gas range with professional hood, Energy Star appliances, double ovens with warming tray, built-in microwave, walk-in pantry, and seamless flow into the breakfast area and family room. The luxurious owner's suite provides a private retreat with a spa-inspired bath featuring a large soaking tub, walk-in shower, and a generous walk-in closet. A private guest suite on the main level offers comfort and convenience for visitors, while the second-floor bonus room and walk-in storage provide flexible living space for recreation, work, or hobbies. Architectural details abound, including custom built-in bookshelves, home theatre system, separate formal dining room, natural gas fireplaces in both the family room and study, utility room with soaking tub, and abundant storage throughout. Step outside to enjoy the peaceful setting from the screened porch overlooking the private wooded backyard, or entertain on the elegant patio. The professionally maintained grounds feature an irrigation system, mature landscaping, rain gutters, and a dramatic circular concrete driveway leading to the attached two-car garage. Built with quality, efficiency, and sustainability in mind, this home includes a tankless water heater, sealed crawl space, low-flow plumbing fixtures, two booster pumps, fiber cement and stone exterior, natural gas service, ceiling fans, and a 30-year shingle roof warranty. A transferable termite policy through Capital Pest Control adds additional peace of mind. Ideally located with easy access to neighborhood trails and Fearrington Market Place, this exceptional property is just minutes from UNC and Duke hospitals, premier dining, shopping, and all that the Triangle has to offer. Experience the perfect blend of luxury, craftsmanship, energy efficiency, and timeless design in one of the area's most desirable communities.

4228 Henderson Pl, Pittsboro

$1,049,000
3 Beds 3 Baths 10181175 MLS PENDING Status
Back on the market due to change in job circumstance. Don't miss out on this special opportunity. Situated on a picturesque 1.33-acre homesite, 4233 Henderson Place offers the perfect blend of comfort, space, and lifestyle in the heart of Fearrington Village--a community celebrated for its charming village center, boutique shopping, dining, and scenic surroundings. This 3-bedroom, 2.5-bath home features a thoughtfully designed layout with a dedicated office and a large upstairs bonus room, ideal for a media space, playroom, or guest retreat. The main living areas are filled with natural light and flow seamlessly into a beautiful kitchen, designed to be both functional and inviting--perfect for everyday living and entertaining. A standout feature of the home is the living room's multi-fold doors, which open fully to the screened-in porch--creating a seamless indoor-outdoor living experience. Whether hosting guests or enjoying a quiet evening, this unique design allows the living space to expand effortlessly and brings the outdoors in. The spacious primary suite serves as a true retreat, highlighted by a large walk-in closet and a luxurious en-suite bath featuring an expansive walk-in shower. Each additional bedroom offers comfort and flexibility, while the home's layout provides room to grow and adapt to your needs. Upstairs, a generous walk-in attic presents excellent storage or the opportunity to create additional finished living space. A walk-in crawl space adds even more convenience and accessibility. Step outside to enjoy the peaceful setting and expansive yard, complete with an irrigation system to maintain the landscape year-round. Surrounded by natural beauty, it's not uncommon to spot deer and local wildlife passing through, adding to the serene, retreat-like atmosphere. Whether relaxing at home or exploring all that Fearrington Village has to offer, this property delivers a rare combination of privacy, charm, and modern comfort.

4233 Henderson Pl, 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

$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

$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

$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

$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

$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

$1,140,000
4 Beds 4 Baths 10178037 MLS ACTIVE Status
PARADE HOME | Move-In Ready Mid-October | Chatham County Privately nestled on 1.5 wooded acres just minutes from Chapel Hill, this exceptional custom-built home to be featured in the Chatham County Parade of Homes offers the perfect balance of timeless architecture, modern luxury, and peaceful privacy. A striking exterior showcases expansive outdoor living spaces highlighted by a stunning stacked-stone fireplace, creating an inviting setting for year-round entertaining or quiet evenings surrounded by nature. Inside, soaring 10-foot ceilings and a dramatic two-story foyer introduce a home designed with elegance, comfort, and everyday livability. The thoughtfully crafted floor plan features four spacious bedrooms and four beautifully appointed baths, including a luxurious main-level owner's retreat and a private first-floor guest suite. The heart of the home is an impressive chef's kitchen featuring a 36-inch five-burner cooktop, oversized island designed for gathering and entertaining, and expansive walk-in pantry with wood shelving that combines exceptional storage with everyday convenience. Upstairs, flexible living spaces include a spacious media room, open loft, and charming princess suite with private bath. A hidden secret room adds a fascinating touch, offering endless possibilities as a media lounge, home gym, creative studio, wine room, playroom, hobby space, or storage. Thoughtfully designed with exceptional craftsmanship and luxurious finishes throughout, this remarkable new construction delivers the rare combination of privacy, sophistication, and convenience in one of the Triangle's most desirable locations. Current photos include construction progress along with examples of the builder's exceptional craftsmanship from previously completed homes. Move-in ready by mid-October.

4025 Hamlets Chapel Rd, Pittsboro

$1,170,000
3 Beds 4 Baths 10177716 MLS ACTIVE Status
Amazing opportunity to own a practically brand-new, barely lived in custom home set on a private 3-acre homesite with no HOA. This stunning home offers the perfect blend of peaceful country living and everyday convenience. Located just under 2 miles from charming downtown Pittsboro, with easy access to Highway 64. Nestled in a serene natural setting with Roberson Creek running alongside the property, this home provides a rare combination of privacy, space, and accessibility. Designed with both comfort and functionality in mind, this home showcases a bright and airy open floor plan ideal for modern living and entertaining. The main living areas are highlighted by impressive 22' vaulted ceilings and expansive sightlines that seamlessly connect the gourmet kitchen, large dining area, and living space. A stunning quad sliding glass door opens to a spacious screened-in porch, perfect for indoor-outdoor living as both areas boast gas fireplaces. The Master Bedroom and Bath also highlight 22' Cathedral Ceilings. The custom gourmet kitchen features high-end finishes, modern smart appliances, and ample space for cooking, gathering, and entertaining. A dedicated home office provides a quiet and flexible workspace, making the home well-suited for today's lifestyle. Outside, enjoy the tranquility of your own private retreat, enjoying the open acreage, or taking advantage of the generous space to bring your boat, RV, or future outdoor additions. Additional premium upgrades include Quartz Tops, Hardwood Floors, Rainbird Irrigation System, Whole-house Water Filtration and Dehumidification Systems, Smart Whole House Water Monitoring System, Epoxy Flooring in the 3-car garage, and much more. The home is thoughtfully appointed throughout and can be sold nearly fully furnished for a truly turnkey opportunity. Chiminea and fountains convey. Please see documents for a full list of upgrades and available furnishings.

160 Roberson Creek Rd, 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

$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

$925,000
4 Beds 3 Baths 10175361 MLS PENDING Status
4 Bed | 3 Bath | Custom Home on 2 Private Acres with Pool Nestled on a private 2-acre cul-de-sac lot in Pittsboro, just 12 minutes from Carrboro, this beautifully crafted custom home offers the perfect blend of luxury, comfort, and privacy. Surrounded by mature trees and featuring a sparkling pool, the property provides a peaceful retreat while remaining conveniently close to shopping, dining, and everyday amenities. The thoughtfully designed main level features a spacious primary suite with a tray ceiling, sitting area, dual walk-in closets, and a spa-inspired bath. An additional first-floor bedroom with an adjoining full bath offers excellent flexibility for guests or multi-generational living. At the heart of the home, the chef's kitchen showcases granite countertops, upgraded cabinetry, tile backsplash, and abundant workspace. The kitchen opens seamlessly to a vaulted keeping room with a cozy fireplace, creating the perfect setting for everyday living. A stunning great room with a coffered ceiling and a formal dining room provide elegant spaces for entertaining family and friends. Upstairs, you'll find two additional bedrooms, a full bath, a large bonus room, and a finished office ideal for remote work, hobbies, or study space. Walk-in attic storage and a substantial unfinished attic offer incredible storage and expansion potential, including space for a future home gym, media room, or additional living area. Outdoor living is equally impressive, with a screened porch and spacious deck overlooking the private backyard oasis and pool. Additional features include a side-entry garage, a whole-house propane generator for reliable backup power, and an invisible fence that allows pets to enjoy the expansive yard with freedom and security. Beyond the backyard, a large cleared tract provides even more space to roam, play, and explore—perfect for energetic pets and outdoor enthusiasts alike. This exceptional property combines custom craftsmanship, flexible living spaces, resort-style outdoor amenities, and abundant outdoor space in one of Pittsboro's most desirable locations.

115 Pheasant Ct, Pittsboro

$1,450,000
4 Beds 5 Baths 10174472 MLS ACTIVE Status
Set on a breathtaking 2.5-acre wooded homesite just moments from Jordan Lake, Seaforth High School, and the vibrant heart of the Triangle, this extraordinary custom estate is a showcase of timeless luxury, exceptional craftsmanship, and inspired design. Scheduled for completion in October 2026 after being showcased in the Chatham County Parade of Homes, the residence has been thoughtfully envisioned to blend sophistication with warmth, creating spaces that are both grand and inviting. Expansive windows fill the home with natural light, further emphasizing carefully curated finishes and architectural details that elevate everyday living. At the heart of the home, a spectacular designer kitchen is crafted for gathering and celebration. An oversized statement island anchors the space, complemented by bespoke custom cabinetry and premium Café™ smart appliances that combine professional-grade performance with enduring style. The main-level owner's retreat serves as a private sanctuary, featuring a spa-inspired bath designed for relaxation and renewal. A dedicated guest suite and ensuite baths for every bedroom help ensure comfort and privacy for family and guests. Outdoor living is equally impressive. Vaulted screened porches and elegant outdoor entertaining spaces create a seamless connection to the natural surroundings, offering peaceful, wooded views and a perfect setting for enjoying Carolina evenings year-round. Nestled within an enclave of distinguished custom homes, this exceptional property offers the rare advantage of no HOA and minimal covenants, preserving both privacy and community character. Encompassing 3,688 heated square feet and 5,025 square feet under roof, the home reflects the builder's renowned commitment to quality, craftsmanship, and attention to detail. Located in one of the region's most desirable areas, it provides the perfect balance of tranquility, convenience, and luxury living. Current photographs showcase both construction progress and the remarkable level of artistry that will define the completed residence.

35 Big Bear Dr, Pittsboro

$1,475,000
4 Beds 5 Baths 10172726 MLS ACTIVE Status
Timeless architecture meets modern luxury in this exceptional custom residence by The Rexford Group, located within the prestigious estate community of Corbett Landing. Inspired by classic European country estates, this thoughtfully designed 3,825-square-foot home showcases striking brick architecture, dramatic rooflines, expansive windows, and exceptional craftsmanship throughout. Designed for both everyday living and elegant entertaining, the home features a sought-after first-floor primary suite, dedicated home office, spacious bonus room, and 4.5 beautifully appointed baths. The heart of the home is the impressive great room with soaring vaulted ceilings, creating a grand yet welcoming atmosphere filled with natural light. Thoughtfully designed living spaces flow seamlessly throughout, offering comfort, functionality, and timeless appeal. Situated on a generous 1.59-acre homesite surrounded by preserved natural beauty, mature hardwoods, and rolling topography, the property provides a rare combination of privacy and community. A three-car garage offers ample storage and convenience, while the home's setting creates a true sense of retreat. Residents of Corbett Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, preserved open spaces, and thoughtfully planned natural surroundings. Ideally located near Chapel Hill, Durham, Raleigh, Chatham Park, and historic downtown Pittsboro, the community offers the perfect balance of tranquility and accessibility. Timeless architecture meets modern luxury in this exceptional custom residence by The Rexford Group, located within the prestigious estate community of Corbett Landing. Inspired by classic European country estates, this thoughtfully designed 3,825-square-foot home showcases striking brick architecture, dramatic rooflines, expansive windows, and exceptional craftsmanship throughout. Designed for both everyday living and elegant entertaining, the home features a sought-after first-floor primary suite, dedicated home office, spacious bonus room, and 4.5 beautifully appointed baths. The heart of the home is the impressive great room with soaring vaulted ceilings, creating a grand yet welcoming atmosphere filled with natural light. Thoughtfully designed living spaces flow seamlessly throughout, offering comfort, functionality, and timeless appeal. Situated on a generous 1.59-acre homesite surrounded by preserved natural beauty, mature hardwoods, and rolling topography, the property provides a rare combination of privacy and community. A three-car garage offers ample storage and convenience, while the home's setting creates a true sense of retreat. Residents of Corbett Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, preserved open spaces, and thoughtfully planned natural surroundings. Ideally located near Chapel Hill, Durham, Raleigh, Chatham Park, and historic downtown Pittsboro, the community offers the perfect balance of tranquility and accessibility.

307 August Trace Dr, 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

$1,089,999
4 Beds 4 Baths 10172053 MLS ACTIVE Status
Remarkable New Construction! Gorgeous Retreat in Popular Chapel Ridge Golf Community on .53 acres. Custom-built Home with an Amazing Floorplan and all the Custom Styles you desire. 4 Bedrooms, 3.5 Bathrooms with Master Bedroom and Secondary Bedroom on the Main Level. Additional 2 Bedrooms on the Second Floor plus Loft/2nd Family Rm and Additional Bonus Room. 10 ft Ceilings throughout downstairs/ 9 ft. upstairs. Stunning! Massive Gourmet Kitchen w/ Quartz Countertops, Custom Double Cabinets and Updated Appliances, including 2 Large Ovens. Large Eloquent Dining Area for Gatherings plus Kitchen Nook/ Keeping Room Area. Private, Large Master Suite w/ Vaulted Ceilings. Access from Master Suite to the Screen Porch. Impressive Master Bath! Beautiful Cabinetry, Free-standing Tub and Huge Master Shower. Master Closet is Extraordinary! Built-ins, Custom Vanity, etc.! Beautiful Hickory REAL Hardwood Floors throughout. 2nd Story Loft Area is terrific for 2nd Family/Gathering Rm, Teen Suite, etc. complete with Wet Bar. 2nd Story Bonus Room is very spacious with access to HUGE Walk-in Unfinished Storage Area. Custom Butcher Block Tops and Cedar Shelving add so much warmth to this home. Garage is OVERSIZED, large enough for 2 full sized trucks + golf cart + riding lawn mower! Outdoor Space is ideal for Entertaining- Huge Screened Porch that leads down to Patio - great for Grilling and Entertaining. Large Front Porch. Beautifully Landscaped Yard with Irrigation System. Long Driveway. The scenery is Exquisite from every angle. The property backs up to a creek buffer and cow pasture through the woods so TOTAL privacy from your back yard! Backyard also allows for pool and/or detached garage/workshop. This house has it ALL and is a MUST SEE!

509 Cabin Creek Crk, Pittsboro

$1,269,000
4 Beds 5 Baths 10171816 MLS CLOSED Status
Move in just in time for summer and enjoy your own private resort—this exceptional "like new" luxury estate with a heated PebbleTec pool, hot tub, sauna, and ultimate privacy on 1.27 wooded acres is the staycation you've been dreaming of. Nestled within the gated Estates at Chapel Ridge, this custom-built masterpiece by Absolut Construction showcases exceptional craftsmanship, thoughtful design, and high-end finishes throughout. Offering 4 bedrooms, 4 full baths, and 1 half bath, every detail has been carefully curated to create a home that is as functional as it is beautiful. From the moment you arrive, the stunning custom front doors with handcrafted wrought iron detailing set the tone for the elegance that awaits inside. Soaring beamed ceilings, extensive molding, and rich architectural details add warmth and character throughout the home's spacious living areas. The luxurious main-level primary suite serves as a private retreat, complete with heated floors, a spa-inspired steam shower, soaking tub, oversized walk-in closet, and premium finishes designed for everyday comfort. A private main-floor guest suite offers ideal accommodations for visitors or multigenerational living. At the heart of the home, the gourmet eat-in kitchen features custom cabinetry, stainless steel appliances, a hooded range, and a large center island perfect for gathering with family and friends. Hidden behind custom cabinetry, a spacious walk-in pantry provides exceptional storage while maintaining the kitchen's clean, elegant design. The kitchen flows seamlessly into the formal dining room and inviting living spaces, while the screened porch offers the perfect setting to enjoy morning coffee or unwind while overlooking the pool and tranquil wooded backdrop. Designed for both convenience and recreation, the home also features an oversized three-car garage with a dedicated mini-split system for year-round comfort, an installed EV charger, an expansive laundry room and drop zone, a private fitness room with premium rubber flooring, and a relaxing in-home sauna. The expansive walkout lower level offers incredible flexibility with a dedicated office, two additional bedrooms, two full baths, a wine bar, sink, and custom cabinetry that could easily be converted into a full second kitchen. Whether accommodating extended guests, multigenerational living, or entertaining on a grand scale, this space is ready to adapt to your needs. Step outside and discover the true centerpiece of the property—an extraordinary backyard retreat featuring a heated PebbleTec pool, hot tub, covered patio, fenced yard, and mature trees that create a sense of complete privacy. Whether hosting summer gatherings or enjoying a quiet evening under the stars, this resort-inspired outdoor oasis delivers year-round enjoyment. Additional highlights include a lower-level workshop/garage perfect for hobbies and storage, abundant storage throughout the home, and a whole-home generator for added peace of mind. This one-of-a-kind estate offers the perfect combination of luxury, comfort, and privacy within one of the Triangle's most sought-after gated golf course communities.

59 Berry Patch Ln, Pittsboro

$799,999
4 Beds 3 Baths 10170906 MLS PENDING Status
You've just found your piece of paradise in this stunning custom-built home nestled within the exclusive gated golf community of Chapel Ridge Estates. Offering just under 2,800 square feet of thoughtfully designed living space, this beautifully appointed 4-bedroom, 3-bath residence perfectly blends the ease of main-level living with the flexibility to comfortably host family and guests. The main floor features three spacious bedrooms, gorgeous engineered hardwood floors including a luxurious owner's suite designed as a private retreat, while upstairs offers an additional bedroom, loft, and bath -- ideal for visitors, a home office, or bonus living space. At the heart of the home is a spectacular chef's kitchen showcasing high-end GE Profile appliances, double ovens, an oversized island, farmhouse sink, and upgraded custom cabinetry -- all designed to inspire both everyday living and effortless entertaining. The open-concept great room, kitchen and dining area flow seamlessly onto a large walk-out deck with cathedral ceilings designed to enjoy the outdoor lifestyle. Surrounded by over an acre of wooded privacy between neighboring properties, the serene setting offers peace, tranquility, and breathtaking natural views year-round. The spacious owner's suite is bathed in natural light from an abundance of windows overlooking the wooded landscape. The spa-inspired owner's bath features an oversized designer-tiled shower and an expansive walk-in closet complete with custom shelving. Storage and functionality abound with a three-car garage, walk-in attic with generous storage space, irrigation system, whole-house water filtration system, and a fully encapsulated walk-in crawl space with transferable warranty for added peace of mind. This exceptional home offers luxury, privacy, and comfort in one of the Chatham County's most desirable golf communities. Schedule your private showing today and experience paradise for yourself.

223 Colonial Ridge Dr, Pittsboro

$835,000
6 Beds 4 Baths 10170894 MLS ACTIVE Status
Welcome to 20 Brushwood Court in the sought-after Chapel Ridge Community of Pittsboro! This stunning 6 bedroom 3 ½ bath 2-story home offers nearly 4,000 square feet of beautifully designed living space. This move-in ready home is situated on a spacious .53-acre lot overlooking fairway 3 of the golf course. Inside, you will find fresh interior paint throughout, soaring vaulted ceilings, spacious closet's, real hardwood floors, an open and inviting layout, and a gourmet chef's kitchen with top of the line wolf dual range and a sub zero refrigerator perfect for entertaining or everyday living. The spacious primary suite features a private sun room, a luxurious walk-in shower and an impressive walk-in closet. With five other bedrooms, you'll enjoy endless opportunities to customize the rooms to fit your needs, whether it's a home office, gym, yoga studio or bonus room the options are endless. Step outside and enjoy the peaceful golf course views from the back deck and patio area, ideal for grilling and outdoor gatherings. The welcoming front porch creates the perfect spot to relax with your morning coffee. Additional features include a security system, irrigation system, central vacuum system and a new heat pump for the main level installed in 2025 and a newer roof installed in 2019. The washer and dryer will convey with an acceptable offer. Located in the desirable Chapel Ridge golf community, this exceptional property combines luxury, comfort, and scenic living all in one. The community includes access to the clubhouse with fitness center and restaurant, pool, tennis courts, sports courts, and athletic fields. Golf memberships are available for the 18-hole championship course designed by JMP Golf Design and Fred Couples. Ideally located just minutes from downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this property combines scenic surroundings with everyday convenience.

20 Brushwood Ct, Pittsboro

$990,000
4 Beds 4 Baths 10170344 MLS PENDING Status
Nestled in Monterrane, one of Chatham County's most coveted neighborhoods, this exceptional custom-built home blends timeless English cottage charm with warm, inviting living spaces designed for comfort and connection. Featuring 4 bedrooms, 2 full and 2 half baths, and situated on just under 3 private acres, this cedar shake-sided home with an architectural roof showcases quality construction and attention to detail throughout with extensive custom built ins, 2 masonary fireplaces, chef's kitchen offering double Viking wall ovens, JennAir gas cooktop and ample quartz countertops. The main floor primary retreat has direct access to the brick screened porch overlooking the patio with firepit and lush private grounds that radiate peace and tranquility. Additional highlights include second floor with 2 bedrooms sharing jack and jill bath and another large bedroom/bonus with ensuite 1/2 bath, huge walk-in attic adding to the already abundant storage, irrigation and security systems and Generac whole house generator. Plus CUSTOM conditioned WORKSHOP that is ''to die for'' (currently used for high end woodworking) that offers many possibilities. A truly special property where character, craftsmanship, and nature come together in one exceptional setting. Explore neighborhood trails in this thoughtfully developed subdivision. This impeccably maintained home offers a rare opportunity. Convenient access to Chapel Hill, Pittsboro, Apex, Cary... Great location!

443 Valley Ln, Pittsboro

$2,150,000
5 Beds 6 Baths 10169823 MLS ACTIVE Status
Move-In Ready Custom Masterpiece by Wagoner Homes at Firefly Overlook - 316 Firefly Overlook, Pittsboro, NC MOVE IN READY! Step into this brand-new, completed custom home by award-winning Wagoner Homes, nestled on a private 1.55-acre homesite (Homesite 28) in the exclusive Firefly Overlook community at Jordan Lake. This exquisite residence spans 4,897 square feet of thoughtfully designed heated living space, featuring 5 spacious bedrooms, 5.5 luxurious bathrooms, and exceptional storage throughout. The open-concept layout is filled with abundant natural light, showcasing impeccable craftsmanship and high-end finishes that are ready for immediate enjoyment.  Surrounded by mature hardwoods, this serene retreat offers privacy and natural beauty while being just steps from the tranquil shores of Jordan Lake. As part of an intimate boutique community of only 30 acreage homesites, it perfectly balances seclusion with convenience. Pittsboro is experiencing exciting growth with major developments on the horizon, including the transformative Chatham Park master-planned community. This expansive project will bring new homes, commercial spaces, schools, amenities, and infrastructure, enhancing the area's appeal and long-term value.  Skip the wait and uncertainties of new construction--this Wagoner Homes masterpiece is fully completed and move-in ready today. Don't miss this rare opportunity to own a luxury custom home in a prime location.

316 Firefly Overlook Rd, Pittsboro

$825,000
4 Beds 3 Baths 10169071 MLS CLOSED Status
Located in the sought-after golf course community of Chapel Ridge, this custom-built home blends luxury, comfort, and everyday functionality with an ideal layout designed for both entertaining and daily living. Featuring two spacious bedrooms on the main level plus two additional bedrooms upstairs, a dedicated office, and a large recreation room with wet bar and beverage refrigerator, the home offers flexible spaces to fit a variety of lifestyles. High-end finishes throughout include custom trim work, elegant moldings, expansive windows, and beautiful built-ins that add warmth and character. Step outside to enjoy a private fenced backyard complete with a hot tub, firepit area, and an oversized screened porch with a cozy fireplace--perfect for year-round outdoor living. The upward sloping driveway leads to an oversized, attached 3-car garage, additional parking and turnaround space, while a walk-in attic provides exceptional storage. Major recent improvements include new HVAC systems, new water heater, encapsulated crawlspace, remodeled primary bathroom, upgraded electrical, and a newer roof, providing peace of mind for years to come. Residents enjoy access to resort-style community amenities including a pool with waterslide, fitness center, parks, playgrounds, sports courts, and more. Golf memberships available for additional fee. Several items convey with the home including the pool table, recreation room refrigerator, kitchen refrigerator, screened porch furniture, outdoor TV, hot tub, Ring doorbell, and some additional items--inquire within. This is a rare opportunity to enjoy upgraded living in one of the area's premier golf course communities.

1074 Golfers Vw, Pittsboro

$849,900
5 Beds 3 Baths 10168502 MLS ACTIVE Status
Experience golf course living at its finest in this stunning home overlooking the 14th hole of The Golf Club at Chapel Ridge. Thoughtfully designed with both comfort and style in mind, this home offers over $60K in exceptional upgrades including a beautifully landscaped backyard with hot tub, a water filtration system, built-in bookshelves, and a Murphy Bed! Inside, hardwood floors and crown molding extend throughout the home, creating a refined and cohesive feel. The well-appointed kitchen features stainless steel appliances, quartz countertops, crowned cabinetry with under-mount lighting, recessed lighting, a tile backsplash, and a spacious center island with bar seating and a sink, along with a walk-in pantry for ample storage. The family room serves as a warm gathering space with a gas log fireplace with a side bookcase, a window bench seating with built-in storage, and a wall of windows that fills the home with natural light. An open dining area enhances the home's flowing layout, perfect for everyday living and entertaining. The main floor owner's suite offers a private retreat complete with a walk-in closet and an en-suite bath featuring dual vanities, a tiled walk-in shower, and a separate water closet. A main floor guest bedroom with a walk-in closet and adjacent full hall bath provides flexibility for visitors or multigenerational living. Additional conveniences include a laundry room with cabinetry, and a garage entry drop zone for everyday organization. Upstairs, a spacious loft offers additional living space alongside three generously sized bedrooms each with walk-in closets, a hall bath, and a versatile bonus room ideal for a media room, home office, or play space. The screened porch, stone patio, and hot tub provide ideal spaces for relaxing or entertaining while enjoying peaceful golf course views. Residents enjoy access to The Golf Club at Chapel Ridge amenities, including a clubhouse with fitness center and restaurant, pool, tennis courts, sports courts, and athletic fields. Golf memberships are available for the 18-hole championship course designed by JMP Golf Design and Fred Couples. Ideally located just minutes from charming downtown Pittsboro, Chapel Hill, Jordan Lake, and with convenient access to US 64 and US 15-501, this home combines scenic surroundings with everyday convenience.

800 Golfers Vw, 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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