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4228 Henderson Pl, Pittsboro
$1,250,000
5 Beds ⋅ 4 Baths ⋅ 10181359 MLS
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
140 & 148 East St, Pittsboro
$1,250,000
10053144 MLS
Discover a unique opportunity with these two well-maintained office buildings situated in the heart of picturesque Pittsboro. Positioned along the main street, these properties offer exceptional visibility and easy access for clients and employees. Each building boasts a welcoming atmosphere with modern amenities. Ideal for small businesses or professional offices looking to tap into a supportive local community. Two adjacent vacant lots are included and could be used for possible expansion. Close to Justice Center District 15B Courthouse and convenient to downtown shops and restaurants.

140 & 148 East St, Pittsboro
774 Running Springs Dr, Pittsboro
$1,225,000
4 Beds ⋅ 4 Baths ⋅ 10170349 MLS
Enjoy the peace and tranquility of country living while remaining just a short drive to Pittsboro and Chapel Hill. Nestled on 15 private acres surrounded by trees and nature, this outdoor haven offers the perfect blend of relaxation and luxury. Spend the aftrenoons on the oversized screened porch complete with TV, the mornings on the dock overlooking the stocked pond and evenings around the outdoor firepit. A charming greenhouse adds to the property's appeal for gardening enthusiasts. The impressive workshop is a craftsman's dream featuring AC, bathroom and electricity--ideal for hobbies, projects, or additional workspace. Inside, this true custom home showcases exquisite finishes and timeless Old World charm throughout. Designed for main floor living, the home features a spacious primary suite, private office, and beautiful library on the main level. Upstairs, the flexible craft/flex room with private deck and stunning pond views could easily serve as a 2nd primary/4th bedroom. This one-of-a-kind property is filled with special details and thoughtful craftsmanship--see feature sheet for the full list of upgrades and amenities!

774 Running Springs Dr, Pittsboro
99 Corbett Dr, Pittsboro
$1,212,409
4 Beds ⋅ 5 Baths ⋅ 10113608 MLS
Experience the perfect blend of craftsmanship, comfort, and community in this custom new construction home located in the desirable Corbett Landing neighborhood. Situated on a spacious 1 acre lot, this thoughtfully designed residence offers both elegance and functionality, with premium features and custom finishes throughout. The main level includes a private owner's suite and a dedicated study, ideal for working from home. An oversized 3 car garage. The heart of the home features a vaulted kitchen and dining area, complete with exposed beams and clerestory windows that flood the space with natural light. The family room centers around a cozy fireplace, while the screened porch with a second fireplace creates the perfect space for year round outdoor living. Upstairs, you'll find three additional bedrooms, each with access to a full bathroom, plus a spacious rec room offering flexible living space for media, play, or entertaining. Located in Corbett Landing, a premier community with access to a neighborhood pool, clubhouse, and fitness area, this home offers the ideal combination of privacy and amenities. Currently under construction and projected to be move in ready by early 2026, this is your opportunity to secure a one of a kind home in a scenic, amenity rich setting. Photos are of previously built Brighton floorplan.

99 Corbett Dr, Pittsboro
52 Newcastle Ct, Pittsboro
$1,200,000
4 Beds ⋅ 5 Baths ⋅ 10123589 MLS
52 Newcastle Court is a home where everyday life feels like a retreat. Southern charm meets modern luxury in a tranquil setting just minutes to Jordan Lake, Apex & Chapel Hill. This finely custom crafted home by Clarity Design Build, offers a 4 bedroom, 4.5 baths with just over 3600 sq feet of thoughtfully laid out space. and curated design elements The moment you enter, you're greeted by an open and inviting floor plan designed for both entertaining and cozy family evenings. The family room offers a fireplace, built-ins, floating shelves and gorgeous Monet French Oak hardwood floors throughout majority of the main level. The heart of the home - a chef's gourmet kitchen that sparkles with Thermador appliances, custom cabinetry, large walk-in pantry with bar area & wine cooler, a showpiece center island with gorgeous Sequoia Granite where everyone naturally gathers and a dining area with vaulted ceilings & a sun-filled wall of windows. The first-floor owners' suite is a serene space with spa-like touches and tranquil views of the lush backyard. Also, featured on the main level is a guest suite, pocket office, laundry room & drop zone from the garage. Upstairs offers 2 additional bedrooms, a home office, gym or playroom & versatile living areas along with a second laundry room and an unfinished space for an additional bonus room. Outside, your private paradise awaits. A screened in porch leads to the tiered deck complete with fire bowl perfect for unforgettable evenings spent under the stars. Perfectly poised on 1.09 acres, this property provides mature trees for privacy, beautiful landscaping & expansive yard on a quiet cul-de-sac. The homeowner has made over $100,000 of improvements including a full home generator, Thermador appliances, approximately 500 sq ft of Trex decking & fire bowl, outdoor lighting, stone wall with plantings, drip irrigation, retaining wall, approximately 5000 sq ft of sod to expand the front yard & an EV Charger. Sunset Grove is a fabulous neighborhood with rolling hills conveniently located to Jordan Lake, Historic Downtown Pittsboro, Chatham Park YMCA, Fearrington Village & more! Start your new chapter at 52 Newcastle Court.

52 Newcastle Ct, Pittsboro
418 Cabin Crk, Pittsboro
$1,195,000
4 Beds ⋅ 4 Baths ⋅ 10131745 MLS ⋅ Icg Homes BLDG.
GOLF COURSE LOT!! Welcome to 418 Cabin Creek, an exceptional custom residence combining timeless elegance with modern comfort. This 4-bedroom, 3.5-bathroom home showcases superior craftsmanship, thoughtful design, and high-end finishes throughout--all nestled in one of Pittsboro's most desirable communities. Step inside to a stately foyer that leads to a spacious study, perfect for working from home in style. The gourmet kitchen flows seamlessly into the light-filled living areas, creating the ideal atmosphere for hosting and everyday living. Upstairs, an inviting rec room offers endless possibilities--media lounge, play space. Unwind outdoors on the expansive covered porch featuring a stunning outdoor fireplace, setting the stage for year-round relaxation and entertaining. A 3-car garage provides abundant storage and convenience for today's lifestyle. Residents of this premier community enjoy resort-inspired amenities, including a sparkling pool, family-friendly playground, sport court, tennis, and volleyball--everything you need for active, luxurious living right at home. Don't miss the opportunity to own this remarkable home--schedule your private tour today and experience the luxury of 418 Cabin Creek for yourself!

418 Cabin Crk, Pittsboro
67 Nuthatch Dr, Pittsboro
$1,175,000
6 Beds ⋅ 5 Baths ⋅ 10163981 MLS
In a word--stunning! From the eye-catching curb appeal and idyllic landscaping to the beautifully designed interior and resort-style backyard with a heated and cooled pool, this better than new custom home showcases exceptional craftsmanship and thoughtful detail throughout. Located on a quiet cul-de-sac near Chapel Ridge Golf Course and backing to a wooded buffer, it offers both privacy and convenience. Inside, the expansive yet highly livable floor plan features wide-plank hardwoods, designer lighting, rich millwork, and custom built-ins. The main level includes a private office you'll enjoy working from, dedicated guest suite with adjacent full bath, and a luxurious primary suite with tray ceiling, spa-like bath with dual vanities, freestanding tub, oversized zero-entry shower, and a large custom walk-in closet. The open-concept living spaces flow seamlessly from the dining area into a stunning kitchen with a large center island, beautifully appointed cabinetry with under-cabinet lighting, tile backsplash, walk-in pantry, and Café appliances, all overlooking a spacious family room with fireplace and shiplap accents. Outdoor living is just as impressive, with sliding doors opening to a 3-season screened porch with Trex decking and Eze-Breeze windows, a grilling deck, and a true backyard oasis featuring a PebbleSheen coated pool by Gress with waterfall features, mineral ion sanitation system, and travertine surround. Upstairs continues the home's high level of finish, offering three to four additional bedrooms (or 3+ bonus room) with plantation shutters, three full baths, and a uniquely designed flex room ideal for gaming, schooling, or conditioned storage. An oversized, conditioned two-car garage with custom cabinetry, sink, Polyaspartic flooring, and 220V outlet completes the property. Other features: whole house generator and irrigation. Ask about additional opportunities to purchase the home fully furnished and/or the adjacent lot.

67 Nuthatch Dr, Pittsboro
242 Henrys Ridge Rd, Pittsboro
$1,160,000
4 Beds ⋅ 5 Baths ⋅ 10181215 MLS
Updated custom home in Henry's Ridge with a first-floor primary suite, designated office, formal dining room and oversized sunroom on 1.6 private acres. Offering 4 bedrooms, 3 full baths, 2 half baths, and 4,847 square feet, this home is conveniently located just off Hwy. 64 near Jordan Lake with easy access to Pittsboro, Chapel Hill, Apex, and Cary. Extensively updated in 2021 with a remodeled kitchen featuring custom cabinetry, quartz countertops, oversized 3-inch island, expanded pantry with appliance nook, custom mudroom, enlarged laundry room with built-in dog wash, refinished hardwood floors, fresh interior paint, and custom built-ins. Outdoor living is designed for entertaining with an in-ground heated pool, pool house, exterior half bath, renovated decks, professionally landscaped yard, irrigation system, and commercial-grade landscape lighting. Additional features include a tankless water heater, reverse osmosis water filtration system, generator wiring, and an additional water heater with recirculation. The flat, tree-lined lot backs to approximately 80 acres that are unlikely to be developed, providing exceptional long-term privacy. Parking for approximately 12 vehicles.

242 Henrys Ridge Rd, Pittsboro
197 Boxwood Dr, Pittsboro
$1,155,000
4 Beds ⋅ 4 Baths ⋅ 10148615 MLS
A True Work of Art by Halcyon Homes Welcome to 197 Boxwood Drive -- a curated luxury retreat crafted by one of the area's most sought-after custom builders, renowned for meticulous attention to detail and distinctive, high-end finishes. Ideally positioned in the peaceful community of Sunset Grove, this exceptional home offers the perfect balance of privacy and convenience -- just minutes from Jordan Lake, Fearrington Village, Apex, and historic downtown Pittsboro. Inside, just under 3700 square feet of thoughtfully designed living space unfolds with 4 bedrooms and 4 full baths. From the moment you enter, the craftsmanship is undeniable -- soaring 10-foot ceilings, rich site-finished hardwoods, detailed millwork, custom built-ins, and a stunning stone fireplace create warmth and timeless elegance. The sun-drenched family room flows effortlessly into a grand chef's kitchen featuring an expansive center island and inviting casual dining area -- ideal for both everyday living and entertaining. The main-level owner's suite is a private sanctuary, complete with a spa-inspired bath and an impressive walk-in closet. A guest suite, spacious laundry room, and convenient drop zone complete the first floor. Upstairs, you'll find two additional bedrooms, two flexible bonus spaces perfect for a media room, playroom, or home office, plus abundant walk-in storage. Set on 1.62 acres framed by mature hardwoods, this property offers a true sense of retreat. Enjoy quiet evenings beneath star-filled skies on the patio beside the outdoor stone fireplace or unwind year-round on the screened porch. This is more than a home -- it's a lifestyle.

197 Boxwood Dr, Pittsboro
47 Henrys Hill Ln, Pittsboro
$1,150,000
5 Beds ⋅ 5 Baths ⋅ 10189628 MLS
Privacy, space and versatility come together beautifully at 47 Henrys Hill. Lane. Nestled on approximately 1.7 acres in a peaceful cul-de-sac setting, this custom home welcomes you with a long driveway, mature hardwoods, established landscaping and an inviting front porch. Inside, approximately 3,900 square feet offers a thoughtfully designed floor plan featuring a main-level primary suite, spacious living areas, hardwood floors, formal dining room and a wonderful keeping room that provides an additional gathering space. The well appointed kitchen features granite countertops, stainless appliances, gas cooking and generous cabinetry, while twostone fireplaces add warmth and character throughout the home. Upstairs, spacious secondary bedrooms are complemented by a flexible bonus / recreation spaces ideal for today's lifestyle. But one of this property's most exceptional features is the detached garage/workshop and finished upper level flex space. The first floor provides dedicated workshop and garage space. Perfect for woodworking, hobbies, toys or additional storage. Upstairs you'll find a finished flex room with a full bathroom, creating tremendous possibilities for a private home office, studio, hobby retreat, guest space or potential future cottage/apartment configuration, subject to applicable permitting and approvals. Outdoor living continues on the screened porch and large deck overlooking the private, wooded surroundings. A three car side entry garage provides even more storage and functionality. Located near Jordan Lake and Pittsboro, this property offers the increasingly difficult to find combination of acreage, privacy and a substantial custom home while remaining convenient to shopping, dining and the continued growth surrounding Pittsboro. A home, a workshop, flexible finished space and 1.7 acres is an all in one exceptional property.

47 Henrys Hill Ln, Pittsboro
4200 Henderson Pl, Pittsboro
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 10182181 MLS
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
189 Starwood Dr, Pittsboro
$1,150,000
4 Beds ⋅ 5 Baths ⋅ 10163392 MLS
OPEN HOUSE CANCELLED. PROPERTY UNDER CONTRACT. Custom crafted by Poythress Homes in the highly desired community of Sunset Grove. Welcome to 189 Starwood Drive - a home that is perfectly nestled on a gorgeous landscaped 1.375 acre homesite with lush backdrop of trees creating a private retreat! This exceptional home offers the perfect balance of privacy and convenience -- just minutes from Jordan Lake, Fearrington Village, Apex, and historic downtown Pittsboro. Inside, with 3252 square feet of thoughtfully designed living space unfolds with 4 bedrooms and 4.5 baths. From the moment you enter, the craftsmanship is undeniable --soaring 10-foot ceilings, rich site-finished hardwoods throughout the home, detailed millwork, custom built-ins, and a fireplace create warmth and timeless elegance. The sun-filled family room flows effortlessly into a grand chef's kitchen featuring an expansive center island and inviting casual dining area -- ideal for both everyday living and entertaining. The main-level owner's suite is a private sanctuary, complete with a spacious bath and an impressive walk-in closet. A guest suite, laundry room, and convenient drop zone complete the first floor. Upstairs, you'll find two additional bedrooms & bonus room plus abundant walk-in storage or future expansion. Fabulous outdoor living spaces with a screened in porch complete with fireplace & expansive patio areas. The oversized third bay garage is ideal for a boat or jet skis! Fenced in yard, detached storage building, raised garden beds, 7 zone irrigation & surround sound, reverse osmosis system & so much more!!

189 Starwood Dr, Pittsboro
41 Cottage Way, Pittsboro
$1,135,000
5 Beds ⋅ 5 Baths ⋅ 10116973 MLS
INCREDIBLE NEW PRICE. ESTATE LIVING in Chatham Park with luxury finishes, spa-style outdoor living, and smart energy upgrades. This exceptional 5-bedroom, 4.5-bath home offers over 4,100 square feet with three private en-suites, including a main-floor primary and guest suite, plus a dedicated main-floor office, loft, and spacious bonus room. SOLAR PANELS with whole-home battery backup reduce electric bills by approximately $225/month while providing uninterrupted power during outages with no solar lease to assume. The included SWIM SPA and HOT TUB offer year-round outdoor enjoyment with minimal operating costs. Wide-plank EUROPEON WHITE OAK HARDWOODS and a chef's kitchen with JennAir induction cooktop and quartz-clad open pantry set an elegant, functional tone. Advanced whole-house water purification and air quality systems, a sealed crawlspace, and over 1,400 square feet of Trex decking reflect a focus on comfort, efficiency, and LOW-MAINTENANCE living. Multiple decks and a screened porch provide outdoor living with unobstructed pond views, professional landscaping, and raised garden beds. Thoughtful extras include an EV charger circuit, a hot-and-cold driveway faucet, and garage rough-ins for a utility sink or pet-wash station. Located within a mile of Downtown Pittsboro, minutes from Mosaic, Knight Farm Park, Jordan Lake, and Thales Academy.

41 Cottage Way, Pittsboro
927 Woodham, Pittsboro
$1,130,000
4 Beds ⋅ 3 Baths ⋅ 10125267 MLS
MODERN LIVING IN HARMONY WITH NATURE. This custom, Energy Star home is more than a residence, it's a legacy. One of the final designs by renowned architect Jon Condoret, it blends clean modern lines with a deep connection to its wooded surroundings. Set on a 1.5 acre homesite, the property offers a thoughtful balance of curated landscaping and natural woodland. The front and back yards feature landscaped areas with seating spots designed for quiet moments, while the rest of the lot remains wooded, preserving privacy and a sense of retreat. The rear of the property backs up to 247 acres of protected land owned by the Triangle Land Conservancy offering peaceful woodland views. Inside, the main level offers two bedrooms and two baths, anchored by a spacious kitchen with an oversized island, gas cooking, and direct access from the garage through a smartly designed mudroom/pantry. The kitchen, dining room, and foyer are illuminated by hand forged Hubbardton Forge light fixtures, crafted in Vermont and chosen for both form and function. The cozy den opens to a generous screened porch, while the living room and dining areas share a dramatic space with 12 ft. ceilings, a sleek modern fireplace and expansive commercial windows that frame nature like art. The primary suite is a retreat unto itself, with convenient laundry access, a walk in closet and spa like bath featuring a stone shower with steam, double granite vanity, and direct access to a low maintenance composite deck. Bedroom 2 has convenient shared access to the guest hall bath with walk-in tile shower and glass vessel sink on a modern wood vanity. Downstairs, the lower level adds two more light filled bedrooms, a full bath and a large mechanical room with lots of space for storage. An unfinished bonus space with windows and patio doors is ready for your vision, studio, gym, or future guest suite with plumbing rough in already in place. Community perks: Just minutes away, enjoy a Relais & Chateaux restaurant for fine dining, and independent bookstore for quiet browsing and designer boutiques offering curated home goods and fashion for women and men. The Duke Center for Living provides top tiered fitness and wellness amenities, another reason this location is as livable as it is luxurious. This home is a rare blend of architectural significance and everyday comfort. It's modern, warm, and quietly spectacular.

927 Woodham, Pittsboro
4203 Henderson Pl, Pittsboro
$1,130,000
4 Beds ⋅ 4 Baths ⋅ 10164458 MLS
Tucked within Henderson Place, a charming enclave in sought-after Fearrington Village, this exceptional home offers access to quaint shops, acclaimed dining, scenic trails, parks, and the community's iconic belted cows. Situated on a beautifully manicured 0.93-acre homesite with a generous wooded buffer, this thoughtfully designed Oakmont floor plan by Homes by Dickerson blends comfort, elegance, and livability. A welcoming stone-accented covered front porch opens to an airy floor plan featuring a main-level primary suite (with dual closets and an oversized frameless glass zero-entry shower), private guest room, formal dining room, and a stunning dedicated office. The expansive living spaces flow seamlessly for effortless entertaining, while the upgraded appliance package creates a true chef's kitchen. A screened porch with beadboard ceiling overlooks the serene, wooded backyard, offering a private retreat for year-round enjoyment. Upstairs, you'll find two additional bedrooms, a full bath with double vanity, and a spacious bonus room. Thoughtful high-end details including built-ins, crown molding, mudroom with cubbies, a sealed crawl space, expansive walk-in attic storage (can be finished for more space if needed!), and energy-efficient green building practices further elevate this remarkable property.

4203 Henderson Pl, Pittsboro
53 John Williams Ln Unit 53, Pittsboro
$1,122,518
5 Beds ⋅ 5 Baths ⋅ 10140563 MLS ⋅ Drees Homes BLDG.
For comp purposes only.

53 John Williams Ln Unit 53, Pittsboro
2390 Lamont Norwood Rd, Pittsboro
$1,100,000
3 Beds ⋅ 4 Baths ⋅ 10168431 MLS
Custom built contemporary home, 15 minutes from downtown Chapel Hill, located on a private 4.23 acre wooded sanctuary, (two lots already subdivided, 2.162 includes house and 2.068 extra lot. Both lots included in the list price)! Walls of windows, custom wood finishes, large decks, Office and Sunroom. Chef's kitchen with 5 burner propane cooktop, large island, granite, stainless, and walk in pantry. Each of the three bedrooms have walk-in closets and en-suite baths. Unfinished roughed in lower level has 3,589 sq. ft. daylight basement with double doors to back yard and plenty of space for bonus room and 4th bedroom. 2 car attached, plus a 1,200 detached garage/workshop is a car enthusiast dream ready to reinstall car lift. Extremely well built home by much desired David Daniels with poured concrete foundation (not cinder block), French Drains, water filtration system, natural cedar exterior siding.

2390 Lamont Norwood Rd, Pittsboro
541 Sunset Grove Dr, Pittsboro
$1,100,000
4 Beds ⋅ 5 Baths ⋅ 10111773 MLS
Tucked into a gently rolling landscape just minutes from Jordan Lake, this former award-winning Parade Home by Halcyon Homes blends custom craftsmanship with natural beauty. A moody exterior with warm wood accents welcomes you, while expansive windows frame serene views of mature trees and a private, landscaped backyard. The open floor plan features gleaming hardwoods, a show-stopping white kitchen with oversized island, walk-in pantry, and wet bar—perfect for entertaining. The main level includes a guest suite and a stunning primary retreat with wood beam ceilings and a spa-like bath. Upstairs offers a bonus room, loft, and two en-suite bedrooms. Don't miss the screened stone porch—an idyllic spot to relax beneath the hardwood canopy. The 3-car garage beautifully finished with epoxy flooring is ideal for storage or the vehicle enthusiast. Close to Hwy 64, I-540, Fearrington Village, and Jordan Lake State Rec Area, this is a rare chance to live beautifully near one of NC's most treasured landmarks.

541 Sunset Grove Dr, Pittsboro
140 Blufftonwood Dr, Pittsboro
$1,100,000
5 Beds ⋅ 5 Baths ⋅ 10158991 MLS
Tucked away on one of just 51 exclusive homesites within The Estates at Laurel Ridge, 140 Blufftonwood, built by renowned builder Poythress, sits on over 7 sprawling acres making it one of the larger lots in the community. The current owners have made the most of every bit of it, setting up a zipline out back and riding their Polaris across the property. It's equal parts private retreat and personal playground, and with full municipal water, natural gas, and sewer, you don't have to sacrifice any modern conveniences. As you step inside, the quality of design is immediately apparent. Hardwood floors flow throughout the first floor living spaces, complemented by 8-foot doorways and floor-to-ceiling wainscoting in a color-drenched dining room or office space that makes an immediate first impression from the moment you enter. The living room centers around a classic tile-surround fireplace flanked by custom built-ins with additional cabinet storage, opening up to a gourmet kitchen that is nothing short of spectacular. Ceiling-height cabinetry with a matching custom vent hood creates a seamless, elevated aesthetic, while built-in Thermador appliances bring both a high-end look and sought after performance. Thoughtful cabinet organization accommodates cookware, cutting boards, and everything in between. Quartz countertops and ceramic tile in an alternating pattern of white and grey sheens add a designer touch while staying effortlessly cohesive with the home's neutral palette. A tucked-away pass-through off the kitchen holds a dedicated beverage station complete with a built-in beverage fridge and custom shelving for all your glassware - especially perfect for those who love to entertain. Large sliding glass doors off your living space open to a covered, screened-in porch that redefines outdoor living as a space you'll find yourself in year-round. Gather around a stunning brick fireplace accented with custom trim work, a reclaimed wood mantle, and a beadboard ceiling that lends warmth and character. Stairs lead down to the backyard where your 7+ acres are ready for whatever you have in mind. The primary suite on the main floor is generously sized with five oversized windows flooding the space in natural light. The spa-like ensuite features a walk-in shower with two intentional tile selections, dual vanities with ample cabinet and drawer storage, and a large soaking tub in between. A separate powder room followed by an oversized walk-in closet with custom built-ins, that offer hanging space, drawers, and open shelving, complete your primary retreat. On the main floor you'll also find a private guest suite with a full ensuite bath that ensures comfort and privacy for visitors or for those who need a dedicated work from home space. The adjacent laundry and mudroom connects directly from the garage, making day-to-day living effortless - especially when coming in from the acreage. Upstairs, three additional spacious bedrooms join a generous flex space ideal as a media room, playroom, or bonus area, along with additional storage throughout. As exceptional as this home is, its location is equally compelling. You're five minutes from Chapel Ridge Golf Club, an 18-hole championship course designed by Fred Couples set on 790 acres complete with a practice range, short game area, clubhouse, and fully stocked golf shop. Less than 15 minutes away you'll find the charming shops and restaurants of downtown Pittsboro, in addition to Chatham Park with over 30 miles of greenway and biking. You also have easy access to Jordan Lake State Recreation Area, and the Lower Haw River State Natural Area for hiking, fishing, boating, and kayaking. With Chapel Hill 30 minutes away and Raleigh-Durham about 40 minutes out, the full amenities of the Research Triangle are also within easy reach.

140 Blufftonwood Dr, Pittsboro
3680 15-501 N, Pittsboro
$1,100,000
5 Beds ⋅ 4 Baths ⋅ 10134327 MLS
Back on market with drastic price reduction! Spectacular home on 4.047 acres in prime location North of Pittsboro. This home is truly one of a kind and meticulously maintained. 5 bedrooms, Cedar lined closets in owners suite and linen closet, formal living room-dining room, den with builtins and gas logs, Quartz stone countertops in kitchen 2018. New appliances in kitchen 2018, Sunroom off breakfast nook. Bamboo floors throughout home installed 2018, Finished basement with flex space, gas log fp, bath and kitchen, basement kitchen is plumbed for gas range but has an elec range. Walk out covered patio from basement. New metal roof 2018, New salt water pool pump and new liner 2020, bathhouse and privacy wall. Outside drains replaced with PVC, R-49 insulation in attic, 2 car carport and detached 4 vehicle carport in back with fireplace. Storage room & workshop. Close to Pittsboro, Chapel Hill, RTP & Jordan Lake.

3680 15-501 N, Pittsboro
155 Gaines Trl, Pittsboro
$1,085,000
4 Beds ⋅ 4 Baths ⋅ 10037496 MLS
2025 Parade Of Homes Entry! Welcome Home to the Shelby, a beautifully designed modern farmhouse that effortlessly combines charm and contemporary elegance. This spacious home boasts 4 bedrooms, 4 bathrooms, and an expansive 3,754 square feet of living space, perfect for daily living and entertaining. The main level includes the primary bedroom, study with full bath, scullery, butler's pantry, and a formal dining room. Host dinners or relax on the screened porch. On the second story, you'll discover a large rec room. The jack and jill bedroom layout provide convenient access to a shared bathroom, while the 4th bedroom comes with its own private en-suite. Custom built-in features and upgrades throughout.

155 Gaines Trl, Pittsboro
97 August Trace Dr, Pittsboro
$1,075,685
4 Beds ⋅ 5 Baths ⋅ 10160957 MLS
For comp purposes only.

97 August Trace Dr, Pittsboro
180 Bur Oak Ct, Pittsboro
$1,067,660
4 Beds ⋅ 3 Baths ⋅ 10071760 MLS
Lorient Homes is pleased to introduce our luxurious S1 plan with 19ft ceilings in the family room. 4 Bedroom open design with a downstairs owners suite. 3 bedrooms plus a very spacious loft on the 2nd floor. Gorgeous chefs kitchen with cabinets boxed to the 10 ft ceilings with S/S Bosch appliances. Sliding patio door. Carpet in the bedrooms, hardwoods throughout. Tankless water heater, screened deck, 48'' gas fireplace, Side entry garage and a wonderful private homesite with easy access to the incredible amenities at Chapel Ridge including a pool/clubhouse, work out facilities, pickleball, tennis and volleyball as well as basketball and soccer field. The 18-hole Fred Couples-designed championship course affords one of the finest golfing experiences in America.Life in Chapel Ridge exemplifies the pinnacle of luxury and enjoyment.

180 Bur Oak Ct, Pittsboro
79 Lindsay Burke Pl, Pittsboro
$1,060,000
4 Beds ⋅ 4 Baths ⋅ 10179012 MLS
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
4233 Henderson Pl, Pittsboro
$1,041,000
3 Beds ⋅ 3 Baths ⋅ 10181175 MLS
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
8 Pin Tail Ct, Pittsboro
$1,030,000
5 Beds ⋅ 5 Baths ⋅ 10104293 MLS
Move In-Ready September 2025. Experience refined living in this beautifully designed 5 bedroom courtyard home, perfectly situated on a beautiful, corner, landscaped lot within the prestigious golf course community, Chapel Ridge. Crafted with quality and comfort in mind, this new construction residence blends thoughtful luxury with modern convenience in every detail. The main level features both a lavish primary suite and a private guest suite, ideal for flexible living or multigenerational needs. Indulge in the spa-inspired primary bath, boasting a soaking tub, an extended frameless glass shower, and elevated finishes that create a serene retreat. At the heart of the home, the gourmet kitchen is a true showpiece—complete with quartz countertops, a walk-in pantry, premium appliances, and an oversized island perfect for casual gatherings or formal entertaining. Adjacent, the mudroom with bench seating offers practical organization with style. Enjoy seamless indoor-outdoor living in the expansive great room with a modern linear fireplace, where a wall of glass sliders opens to a screened porch and a private courtyard—perfect for morning coffee or evening relaxation under the stars. Outside, the irrigated garden and low-maintenance landscaping add beauty and function to your outdoor spaces. Other notable features include black casement windows, a sealed crawl space, an electric vehicle outlet in the garage, pre-wired CAT6 for security cameras and WiFi and high-end finishes throughout. This is more than a home—it's a lifestyle, surrounded by scenic fairways, community pool, fitness center, tennis and pickleball sand volleyball courts, clubhouse amenities, and resort-style living. Don't miss the opportunity to call this exceptional home yours. Schedule your private tour today! For more neighborhood information please go to community website: https://chapelridgeinfo.com/

8 Pin Tail Ct, Pittsboro
1116 Jay Shambley Rd, Pittsboro
$1,025,000
4 Beds ⋅ 4 Baths ⋅ 10147142 MLS
Picturesque Southern Plantation-style home set on 7.134 beautiful acres in Pittsboro where stunning sunrises and glowing sunsets can be enjoyed from the second-floor walk-out balcony. Bring the horses to this manicured pasture that is almost completely fenced. 4-bedrooms, 3.5-bath home that has been recently refreshed with new paint and beautifully refinished hardwood floors as well as new carpeting in the secondary bedrooms. Inside, you'll find flexible living spaces including a dedicated office on the main floor. Great flex spaces too perfect for remote work, hobbies, or guests. Metal Roof and fiber-cement siding. Outside is a charming 20×40 wired charming red barn with overhangs on a concrete slab provides endless possibilities for horses, woodworking, gardening, or homesteading. A strong 30-GPM well supports your outdoor and household needs with ease. Randolph Fiber internet service. Peacefully tucked away--yet still conveniently located--you'll be surrounded by local agribusiness charm, including orchards, wineries, seasonal attractions, and more. With convenient access to Highways 64 and 421, this property blends peaceful country living with accessibility--an ideal retreat offering space, beauty, and versatility.

1116 Jay Shambley Rd, Pittsboro
111 Gaines Trl, Pittsboro
$1,010,000
4 Beds ⋅ 5 Baths ⋅ 10042212 MLS ⋅ Hamilton BLDG.
Move in ready Hamilton Plan. This stunning new craftsman-styled home blends elegance and comfort. Enter the foyer, past the study, you will find a beautifully appointed family that features a three door glass slider that seamlessly opens to a screened porch offering serene, wooded views. The first floor holds the owner's suite, guest suite with private bath, study, dining, family, and kitchen, along with a walk in pantry and laundry. The second floor offers two additional secondary bedroom and baths and a massive rec room. Walk in attic space with opportunity to expand in the future. $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.

111 Gaines Trl, Pittsboro
236 Flatiron Frst Dr, Pittsboro
$998,875
4 Beds ⋅ 3 Baths ⋅ 10181186 MLS ⋅ Normont BLDG.
Under Construction! Enjoy peaceful living on a 1+ acre wooded homesite in the beautifully designed Normont. This open-concept home features a first-floor owner's retreat, spacious designer kitchen, expansive family room, flexible secondary bedrooms, and a covered rear porch—perfect for taking in the private, tree-lined surroundings. The ideal combination of modern comfort, functional living, and the privacy of a spacious wooded homesite. Enjoy peaceful living on a 1+ acre wooded homesite in the beautifully designed Normont. This open-concept home features a first-floor owner's retreat, spacious designer kitchen, expansive family room, flexible secondary bedrooms, and a covered rear porch—perfect for taking in the private, tree-lined surroundings. The ideal combination of modern comfort, functional living, and the privacy of a spacious wooded homesite.

236 Flatiron Frst Dr, Pittsboro
114 Margaret Mann Way, Pittsboro
$995,000
4 Beds ⋅ 3 Baths ⋅ 10121327 MLS
Welcome to your turn-key dream home! Looking for a beautifully maintained, move-in ready home with every detail already perfected? Look no further, this is the one. Situated on nearly 2 private wooded acres, this stunning property offers peace, relaxation and plenty of breathing room just 5 minutes from 15-501 and minutes from the heart of Chapel Hill. From the moment you arrive, you'll notice the pristine landscaping, thoughtfully designed walkways, and established yard. The interior shines with craftsmanship in every room: 8'' baseboards, deluxe 4'' trim, shadow-box molding, transom windows, beadboard drop zone & wainscoting + only 2 steps entry from garage for easy access. Every closet features custom wood shelving systems, offering both beauty and functionality. The main level boasts spacious guest-floor living, complete with both a luxurious primary suite and a separate guest suite (opposite side of home). The primary suite features dual walk-in closets that are exceptional. The heart of the home is an open-concept great room and gourmet kitchen, highlighted by real hardwood floors, a huge center island, and seamless flow to the screened porch and deck overlooking a picturesque fire pit - perfect for entertaining or relaxing in your serene backyard! Upstairs, you'll find two additional bedrooms, a cozy media loft, and an expansive bonus room with charming built-in shelves + 4 cleverly hidden attic areas providing discreet storage for seasonal and keepsake items. Located in a quiet, 28-home community right on the edge of Chapel Hill -with low Chatham County taxes- this homes location combines peaceful living with unbeatable convenience. Enjoy easy access to: UNC Hospitals (15 min), Southern Village Parks, the NC Botanical Gardens, Jordan Lake, Downtown Carrboro, Fearrington Village, RDU Airport (30 min), entertainment and events at Playmakers Theatre or Kenan Stadium. Don't miss your chance to own this beautifully upgraded home in an ideal location. Schedule your visit today - homes like this don't come along often!

114 Margaret Mann Way, Pittsboro

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

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