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View All Latest Pittsboro 4000+ Sq. Ft. Properties for Sale

$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

$1,275,000
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

$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

$1,100,000
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

$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

$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

$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

$1,315,000
5 Beds 5 Baths 10074851 MLS CLOSED Status
Stunning 2023 Parade of Homes Gold winner is freshly on the market...this is your chance for your dream home! A simply gorgeous custom home designed to showcase incredible views, situated on the 5th Fairway in Chapel Ridge. Enjoy privacy beyond with natural area across the course with no future homes. Also located on a short culdesac street for minimal traffic. This home has only been lived in a handful of months and is absolutely pristine. A beautiful wall of windows in both the family and downstairs primary bedroom Flood the interior with natural light. The first floor owner's suite showcases a wood vaulted ceiling, large closets and luxurious bath with vaulted ceiling and soaking tub. A stately office w/custom cabinetry greets you as you enter the home. A secondary bedroom w/ en-suite bath is also located on the main floor. The chefs luxurious kitchen has all you could want. A double oven & microwave, quartz countertops, custom tile backsplash, custom cabinetry, walk-in pantry with stained wood shelving & large Island complete this amazing kitchen. This 5 bedroom, 5 bath home with huge bonus and loft has room for entertaining everyone. The plentiful upgraded design continues with extensive custom trim details throughout. Chapel Ridge is close to everything Chatham Park has to offer, yet with a resort-style feel. Chapel Ridge is a golf course community with amazing amenities of pool, playground, sports courts, large gym and more! Don't miss out on this opportunity, These high design custom homes do not last on the market.

24 Barn Owl Ln, Pittsboro

$1,280,000
4 Beds 5 Baths 10125263 MLS CLOSED Status
TAKING BACK-UP OFFERS! See Video Walkthrough! - One-of-a-kind custom estate, perfectly positioned on a private 1.65-acre homesite with an amazing resort-style yard and pool. Inside you'll find soaring 10' ceilings, wide-plank hardwoods and high-end lighting. The family room boasts coffered ceilings, a stone-surround fireplace, and abundant natural light, while the chef's kitchen impresses with floor-to-ceiling custom cabinetry, authentic marble countertops, specialty tile backsplash, and top-of-the-line appliances including a Wolf gas range. The first-floor primary suite is a true retreat, featuring a trey ceiling, private rear yard access, and a spa-inspired bath with dual vanities, freestanding soaking tub, and oversized rain shower. A flexible first-floor secondary bedroom or private home office is paired with an adjacent full bath, showcasing luxurious marble finishes and a custom tiled spa shower. The upstairs offers the additional bedrooms and spacious bonus room along with extensive walk-in attic storage spaces. Smart features such as Alta automatic window blinds, whole-house water filtration with reverse osmosis drinking system, and generator wiring add convenience and peace of mind. Step outside to experience a backyard that feels like your own private resort. A large screened porch and deck overlook a show-stopping 18'x40' PebbleTec heated pool by Michael Gress, complete with waterfalls, multi-color LED lighting, app-controlled system, copper Ionizer, and an integrated jetted hot tub framed in Tennessee Fieldstone. Entertain around the firepit patio or unwind while enjoying the professional landscaping, garden spaces, creek bed bridge, low-voltage uplighting, and irrigation system. The expansive fenced yard backs to wooded school property for privacy and tranquility. Additional highlights include a 2-car side-load garage, expanded parking, and a sealed, conditioned crawl space. From the lush professional landscaping and welcoming front porch, to the thoughtfully designed interiors, every detail of this home radiates quality. All this just 5 miles from Pittsboro's vibrant Chatham Park with shopping, dining, the YMCA, and Mosaic. This extraordinary property is more than a home - it's a lifestyle.

50 Harrison Pond Dr, Pittsboro

$1,268,000
6 Beds 5 Baths 10159219 MLS CLOSED Status
Welcome to a truly rare offering, a private estate set on over 11 acres, ideally located between Pittsboro and Chapel Hill, just 20 minutes to University of North Carolina at Chapel Hill. Thoughtfully renovated with designer-curated finishes, this fully permitted home blends timeless character with modern luxury while offering unmatched privacy and space. Set at the end of a long private driveway, the property offers over 11 acres of endless potential, ideal for a private retreat, outdoor entertaining, a future pool, gardening, or even space for horses. Inside, the home showcases a refined blend of warmth and sophistication with designer lighting, high-end finishes, and carefully selected materials throughout. The kitchen features Taj Mahal quartzite countertops, a stone backsplash, custom micro shaker cabinetry, real brass hardware, and premium appliances. Newly refinished pine floors on the main level, new red oak flooring upstairs, and fresh carpet create a cohesive and elevated feel. Bathrooms have been fully updated with marble tile and spa-like finishes. The layout offers exceptional flexibility, including a rare first floor guest suite. Upstairs, the primary suite features a private balcony overlooking the property. Outdoor living includes a screened-in porch and expansive deck. Other recent updates include a new roof, furnace, landscaping, and deck. Convenient to Jordan Lake, shopping, dining, and major routes to surrounding cities. Here is your opportunity to own a fully renovated estate on acreage-- where design, privacy, and possibility come together in a truly unique home unlike anything else on the market. Schedule your showing today!

419 Eagle Point Rd, Pittsboro

$882,000
5 Beds 5 Baths 10025585 MLS CLOSED Status
A wonderful combination of privacy, ideal location, and timeless style, set on 8+ acres of picturesque landscape. As you enter, you're greeted by stunning hardwood floors and intricate trim work that decorates every corner. Indulge your culinary interests in the Chef's Kitchen, equipped with stainless steel appliances, granite countertops, and elegantly crowned cabinets. The centerpiece island, illuminated by new lighting, invites gatherings, while the adjacent walk-in pantry and breakfast area offer practicality and comfort. Architectural details throughout with arched entryways leading to the grand two-story family room, where a cozy gas fireplace sets the mood for entertaining. Dual sets of French Doors welcome you into the spacious sunroom with a cozy fireplace and lots of natural light. Entertaining is a breeze in the well-appointed formal dining room, enhanced by wainscoting and complemented by a convenient dry bar. Guests will appreciate the privacy of the main floor bedroom and adjacent bathroom. Upstairs, you will find the luxurious owner's suite, boasting a generous walk-in closet and a spa-like bath featuring a soaker tub and separate walk-in shower. Three additional bedrooms, including a Jack-n-Jill bath, provide ample space for family and guests, while two flex rooms offer versatile options for work or play. Escape to the third-floor bonus room with a wet bar, bathroom, and access to the floored attic space. Unwind on the screened porch with privacy in every direction. Don't miss the the 3-car garage! Conveniently located just minutes from downtown Pittsboro, Chapel Hill, and Jordan Lake, with easy access to US-64 and US 15-501, this home offers the perfect blend of tranquility and accessibility for discerning homeowners. Move-in ready!

347 Wild Rose Ln, Pittsboro

$3,269,000
5 Beds 6 Baths 10093254 MLS ACTIVE Status
Gold Medal Winner, 2025 Parade of Homes - this modern masterpiece by Dunning Custom Homes is a rare offering in The Estates at Laurel Ridge, a gated enclave of estate homesites near Pittsboro. Set on 4.92 private acres at the end of a quiet cul-de-sac, this 6,448-square-foot residence overlooks a flowing creek and mature hardwood forest, delivering the seclusion of a mountain retreat with the convenience of the Triangle. The main level opens to soaring ceilings and floor-to-ceiling glass panel walls that frame panoramic views of the wooded landscape. A wood-clad ceiling anchors the great room, where a dramatic black stone fireplace wall draws the eye and oversized pendant lighting sets a warm, modern tone. The chef's kitchen features a professional-grade range, waterfall stone island with seating, custom dark wood cabinetry, and a dedicated scullery - purpose-built for serious entertaining. A formal dining room with gallery-quality proportions connects to a covered outdoor living space with a built-in stone grill kitchen, cable-rail detailing, and views into the tree canopy. The main-level primary suite is a true retreat: a wall of windows overlooking the creek, a spa-inspired bathroom with black matte freestanding soaking tub, natural stone and oak paneling, dual vanities, and a designer walk-in closet with built-in cabinetry and library ladder. Additional main-level bedrooms and or office each have private baths, and a mudroom drop zone keeps the entry organized. A striking circular staircase -one of the home's architectural signatures -descends to the finished daylight lower level, where the entertaining continues with a stone-accented wet bar, family room, game room, yoga or flex space, study, and additional bedrooms with private baths. A second laundry room on this level adds everyday convenience. A residential elevator serves both floors. The oversized three-car side-entry garage offers generous storage. Outside, a winding stone path leads through the wooded acreage down to the creek - a private nature trail on your own property. Laurel Ridge is located just five minutes from Chapel Ridge Golf Club and ten minutes from the shops, restaurants, and entertainment of Chatham Park and Mosaic. Jordan Lake recreation and the Haw River are minutes away, with downtown Chapel Hill and the western Raleigh-RTP corridor each roughly 20 minutes. Connected to Aqua water and sewer - no well or septic required, a rarity for estate-sized lots in Chatham County. This is luxury new construction with acreage, privacy, and proximity that is exceptionally difficult to find in today's Triangle market.

481 Brook Green Ln, Pittsboro

$2,100,000
4 Beds 6 Baths 10084663 MLS CLOSED Status
This modern private estate is a true embodiment of the Tony Frazier Design philosophy where every element is crafted with intention and artistry. ''Our bespoke process is rooted in meticulous attention to detail—from live sketching with clients to carefully considering the topography of the land to sourcing only the finest high-grade materials.'' From the moment you arrive, you're welcomed by striking stucco Dutch parapets and a floating staircase that sets the tone for the home's architectural brilliance. Inside, 5-inch hardwood floors and abundant natural light lead you through an open, airy layout designed for both everyday comfort and elegant entertaining. The exceptional chef's kitchen features built-in maple shelving, premium Café appliances, a Thermador range, and an incredible butler's pantry equipped with a second fridge and ice maker. Step outside to a spacious deck that overlooks a serene, landscaped backyard—complete with a UV-filtered pool, hot tub, outdoor shower, and thriving farm-to-table gardens. Raised beds offer a bounty for the home chef, with mature fig trees, blueberry bushes, raspberry vines, asparagus, and more. Perfectly situated near Jordan Lake and the Haw River, outdoor enthusiasts will appreciate the easy access to nature, while an indoor climbing wall and majestic lap pool offer year-round recreation. The thoughtful floor plan includes multiple spaces to gather or unwind whether enjoying movie nights, ping pong games, or casual conversations with loved ones. Every inch of this home was designed for comfort, excellence, and tranquility—an exceptional private retreat that remains close to everything.

336 Timberline Dr, 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

$1,850,000
4 Beds 5 Baths 2507504 MLS CLOSED Status
Dreams really do come true! ''My wish is to stay always like this, living quietly in a corner of nature.'' - Claude Monet. This awe-inspiring estate has been meticulously crafted with modern elegance and universal design principles, ensuring comfort and convenience for all. Situated in desirable Riverstone Estates, this home offers the perfect blend of luxury, functionality, and accessibility. As you step inside, you're greeted by an inviting foyer that leads into the lavish living area, adorned with exposed beams and a gas fireplace that create a cozy ambiance perfect for relaxing or entertaining guests. The open floor plan seamlessly connects the living room to the gourmet kitchen, equipped with high-end appliances, custom cabinetry, and a large center island, making meal preparation a breeze. Designed with convenience in mind, this home boasts an elevator that provides easy access to all levels, including the finished basement with an exterior entrance. The basement offers endless possibilities for recreation, additional living space, or storage. Retreat to the opulent owner's suite featuring a spa-like ensuite bathroom and captivating closet. Three additional bedrooms provide plenty of room for family or guests. Outside, enjoy the serene surroundings enveloped in a natural canopy of regal oak trees. The lushly landscaped yard and covered back porch featuring a stone fireplace offer plenty of space for outdoor gatherings or simply unwinding after a long day. With a three-car garage, there's ample parking and storage for all your needs. This oasis is conveniently close to schools, Haw River State Park, shopping, dining, and more. Don't miss your chance to own this exceptional property where luxury meets accessibility. Schedule your private tour today and make this house your forever home!

110 Evington Dr, Pittsboro

$1,050,000
4 Beds 4 Baths 10032826 MLS CLOSED Status
Incredible Value!!! Captivating, Private Corner Lot in Chapel Ridge Estates offers an assumable mortgage 3.125% interest rate, remaining balance 431K approximately! This is an exquisite custom built home offers - 4 bedrooms and 3.5 bathrooms within an expansive and thoughtful layout. The main level showcases an open floor plan w/ 2 bedrooms, each having ensuite baths and two studies. The Great Room, complete with a cozy fireplace and built-in bookshelves connects to the gourmet kitchen. This culinary haven features a 6 burner gas cooktop, dual electric and convection ovens, extra cabinetry and an inviting ambiance for entertaining. Featuring an exceptionally large sunporch, formal dining room add to the home's versatile living spaces. The primary suite on this floor boasts luxurious comfort, while a first floor guest ensuite wing includes an office, providing privacy and convenience. A large laundry room offering counters with built in cabinetry, generous storage space with a sink, and the powder room complete the main level. Upstairs, a spacious bonus room with built-in bookcases, two additional bedrooms, and a bathroom are accompanied by two walk-in storage areas, ensuring ample space for all your needs. Outside, the property is a tranquil oasis with privacy on both sides and the back of the property. A professionally landscaped yard, plantation shutters, and exterior security cameras enhance the home's charm and security. The 3-car garage includes a built-in workshop. Solar panels significantly reduce the electric bill---currently under 20/month! There's solar capacity that allows for an adding EV/electric vehicle. Generac whole house generator also---every detail attended to! Located in a gated community, residents enjoy access to a clubhouse, restaurant, golf course, tennis/pickleball courts, pool, playground, and community center, making this a truly sought-after destination!

114 Colonial Ridge Dr, Pittsboro

$1,965,000
4 Beds 7 Baths 10148809 MLS CLOSED Status
Welcome to your private paradise—this stunning home lives like a vacation retreat! Situated on a spacious 2.62 acre lot, step into the backyard oasis, where a sparkling in-ground pool and spa (under w arranty), outdoor kitchen, and generous patio space set the scene for unforgettable gatherings. Whether you're hosting weekend barbecues, relaxing by the pool, or enjoying an evening under the stars, this home is built for indoor-outdoor living at its best. Exceptional 4-bedroom custom-built estate backing up to state park land. This luxurious home offers seamless indoor-outdoor living with expansive covered and sun decks (being re-stained), and a full outdoor kitchen. Inside, enjoy soaring 10' ceilings, an open-concept layout, extra-wide European white oak engineered hardwood planks, and a stunning 2-sided stone gas fireplace connecting the living room to the deck. The gourmet kitchen is a chef's dream featuring a large center island, custom cabinetry, double 30'' Designer refrigerator columns from Sub-Zero, a Wolf gas range & hood, 2 dishwashers - 1 in the kitchen island and 1 in the spacious butler's pantry with a built-in freezer and built-in Miele coffee machine. The main-floor primary suite is a true retreat with a spa-like bath including an oversized rain-head shower, soaking tub, and an enormous walk-in closet with center island. A main-floor office with private bath offers ideal flex/5th bedroom space. Additional highlights: 3-car garage with pre-wire for EV car charger, pet washing station, porte-cochère, and unmatched privacy in a serene wooded setting. Motorized patio screens, 3rd garage bay large enough for a boat, central vacuum and multi-generational home design. Less than ten minutes from Jordan Lake State Recreation Area.

240 Riverstone Dr, Pittsboro

$2,150,000
4 Beds 6 Baths 10131022 MLS CLOSED Status
Discover this rare Southern Living Magazine Showcase custom home in the prestigious Riverstone Estates of Pittsboro—where timeless architecture meets with unmatched privacy and modern functionality on nearly 2.5 acres. This East-facing estate home offers 5 spacious ensuite bedrooms, an elevator, and a flexible floor plan perfect for multigenerational living. The gourmet kitchen is equipped with a Monogram dual-fuel professional range, custom vent hood, built-in refrigerator and freezer, beverage center, dual dishwashers, an Elkay farmhouse sink with LivH2O bottle-filling station, and a spacious scullery with custom Wellborn cabinetry. Elegant features like mahogany doors, hand-scraped reclaimed white oak hardwood floors, cedar tongue-and-groove ceilings, and Regina Andrew lighting enhance the luxury feel. The home is built for entertaining dozens of guests in an expansive Belgard paver patio with TimberTech decking, and a corner veranda featuring motorized SkyView screens for year-round comfort. The outdoor kitchen includes a built-in refrigerator, sink, cultured stone finishes, and a wood-burning fireplace. A putting green, raised vegetable beds, perennial gardens with roses and peonies, and a fully fenced backyard complete the outdoor oasis. Additional highlights include a 3-car garage with porte-cochère, electric vehicle charger, dog washing area, steam shower, unfinished attic ready for a nursery or craft room, and a full suite of smart home features, including whole-house sound. Built with spray foam insulation, Pella doors and windows, and a water softener system, this home combines comfort and efficiency in every detail. This is a rare opportunity to own a luxury custom home with high-end finishes, functional spaces, and a premier location. Located right off Hwy 64, 15 min from I-540 in Apex and close to Chapel Hill, this home is just a couple of miles from the upcoming Disney Story living community and the new YMCA!

387 Riverstone Dr, Pittsboro

$1,650,000
4 Beds 5 Baths 10099571 MLS CLOSED Status
This thoughtfully designed home by Triple A Homes sits on a beautiful wooded lot with room for a pool! It's situated the end of a quiet cul-de-sac in the Estate Section of Ryan's Crossing, offering privacy, quality craftsmanship, and a true sense of peace. A stunning two-story foyer fills the home with natural light and sets the tone for the open, welcoming layout. The main level includes a private guest suite, dedicated office, and a serene primary suite. The spa-like primary bathroom feels like a retreat, with an arched entry that leads to a zero-entry shower blending comfort, style, and ease of use. The kitchen was designed with both beauty and function in mind, featuring a large scullery and a natural flow into the main living areas perfect for gathering or entertaining. A spacious laundry room and mudroom with custom cubbies make everyday living easy and organized. Outside, a screened-in patio with a fireplace offers a quiet spot to relax or entertain while taking in the peaceful, wooded surroundings. Upstairs, flexible spaces give you room to adapt whether for an exercise room, media room, playroom, workout space, or second office plus two more bedrooms joined by an extended Jack-and-Jill bathroom. Ryan's Crossing is a premier new home community near Chapel Hill. Enjoy the best of both worlds: proximity to the conveniences of Chapel Hill and Pittsboro, coupled with the serene beauty of 114 wooded acres. The community plans to offer scenic trails, a yoga pavilion, and more. Note: Since this is new construction the square footage is based on architectural drawings.

441 Lila Dr, 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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