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

4233 Henderson Pl, Pittsboro

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

438 May Farm Rd, Pittsboro

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

2946 Silk Hope Gum Spring Rd, Pittsboro

$799,000
3 Beds 3 Baths 10177395 MLS ACTIVE Status
Welcome to 316 Ross Drive, where timeless craftsmanship, modern updates, and room to grow come together on a stunning 2.8-acre homesite in one of Pittsboro's most desirable established communities. Offering approximately 2,800 square feet of beautifully maintained living space, this home has been thoughtfully updated and meticulously cared for. Recent improvements include a new HVAC system, updated finishes, and a durable 50-year roof, providing peace of mind for years to come. Inside, you'll find spacious living areas, abundant natural light, and a floor plan designed for both everyday living and entertaining. The updated kitchen and inviting gathering spaces create a warm and welcoming atmosphere, while the generous bedrooms offer comfort and flexibility for family, guests, or home office needs. What truly sets this property apart is its incredible expansion potential. A massive walk-up attic and full walk-out basement provide the opportunity to create substantial additional finished living space tailored to your needs, whether you envision a media room, guest suite, home gym, hobby space, multigenerational living area, or additional bedrooms and baths. Step outside and discover one of the property's most impressive features: a gorgeous 2.8-acre lot offering privacy, mature landscaping, and endless possibilities. The expansive backyard provides ample room for a future swimming pool, outdoor entertaining spaces, gardens, or simply enjoying the peaceful surroundings. Ideally located just minutes from charming downtown Pittsboro, Chatham Park, Jordan Lake, Chapel Hill, and the Research Triangle Park region, this home offers the perfect balance of privacy and convenience. Rarely does a property combine move-in-ready condition, significant future expansion opportunities, and such a beautiful homesite. 316 Ross Drive is more than a home, it's an investment in your lifestyle and your future. Rare opportunity! Seller's existing VA loan may be assumable by qualified buyers, potentially offering significant savings compared to current market interest rates. Assumption subject to lender approval, qualification requirements, and applicable VA guidelines. Contact listing agent for additional details.

316 Ross Dr, Pittsboro

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

239 Horizon Dr, Pittsboro

$1,269,000
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

$997,000
3 Beds 2 Baths 10168414 MLS ACTIVE Status
Unique, Fully Custom Fearrington Village ''Gem'' for Sale located in the charming Bradford Place neighborhood of Fearrington Village with ideal east-west exposure, lies this ideal ''Modern Farmhouse'' designed and appointed to fit the Fearrington Village ethos. Upgraded in 2022, the 3640 finished square foot home sits on a .5 acre lot with dense forest and a creek. There is a 1170 sq ft unfinished for workshop, exercise equipment, or storage. The forest can be seen upon entering and can be enjoyed by all spaces on the west side of the home including the window-walled dining room, open deck and screened porch which lend a ''Tree House'' feel to the upper living level. ''Apricot Sunsets'' can be seen through the trees. Upon entering, a foyer accesses a private main suit including a large bedroom with plenty of light from large windows that open onto the forest offering peaceful sleep, dual cedar-lined closets with built-ins, a spacious bath with windows that open onto the lush courtyard that includes a large shower, a claw foot tub and two furniture-style vanity sinks, a custom brick wall and a separate private toilet. The main wing hallway is lined with floor-to-ceiling cabinets for generous storage. From the foyer lies a large, bright and sunny flex room featuring a bay window with views of the front courtyard populated with multiple varieties of trees, flowers, and vines. Butterfly bushes grace the view to provide a ''Butterfly Ballet'' when in season. A massive Cherry tree provides shade and blooms that ''snow'' in spring. Tucked into the corner of the courtyard is a pergola which is covered with lush grape vines during spring, summer and early fall. The brick seating area provides wonderful views of all growing zones and for enjoyment of the songbirds who frequent the feeders in the gardens. The walled courtyard and gardens are truly an eco-system for small indigenous wildlife, bees and butterflies. A small raised-bed garden is included and perfect for growing herbs. The main level provides a spacious great room with vaulted ceilings and views of the forest through the window-walled dining area. Built-ins flank a custom stone fireplace which showcases an historic, 400-year-old beam mantle. An open kitchen completes the space with custom-open shelves with generous LED up and down lighting and generous storage. The kitchen features an RO water filtration system, a gas range island/breakfast bar combo, a Samsung ''Smart'' refrigerator, a new oven (2025,) and views to the deck and forest. Two more bedroom/office rooms and a full hall bath lie directly off the kitchen, one with access to the screened porch The hallway from the kitchen has 2 large pantries. A cedar-lined coat closet is near the garage entrance. A spacious, light-filled laundry room with built ins, a custom dog shower and pet feeding area completes the hallway. A pair of Maytag machines are included. One garage side door leads to a fenced, side yard/dog run which extends the length of the home. The home provides ample outdoor spaces for pets. The other garage side door gives access to the courtyard for ease with gardening projects. Another fabulous feature this home offers is the walk-out basement. The finished portion provides a versatile space that is perfect for a private office, exercise area, yoga studio, or hobby room—the possibilities are endless. Complete with a partial kitchen, it's easy to stock your favorite beverages and snacks while enjoying this flexible living space. The unfinished area offers abundant storage or can serve as an ideal workshop for projects or fresh and clean storage space with a dual HVAC systems and located within a closet in the space is the whole-house water filtration system. Low-maintenance landscaping in the courtyard is maintained by an extensive drip system. HOA manages grounds outside the courtyard.

1390 Bradford Pl, Pittsboro

$970,000
5 Beds 4 Baths 10168044 MLS ACTIVE Status
**Plenty of covered storage to bring your boat, jet skis, horse trailer, RV, and more** Nestled on 7.37 breathtaking and highly usable acres, this extraordinary property offers far more than just a home. It offers a lifestyle rooted in space, freedom, connection, and versatility. Designed with multi generational living in mind, 12 Crosswinds Estates provides the perfect setting for families looking to live, gather, and grow together while still enjoying privacy and comfort. From the moment you arrive, the beauty of the property is undeniable. The expansive usable land creates endless opportunities for entertaining, hosting large gatherings, outdoor recreation, gardening, or simply enjoying the peaceful surroundings of Pittsboro living. Whether it's family cookouts, holiday celebrations, children exploring the outdoors, or evenings around a firepit under the Carolina sky, this property was built for making memories. Inside, the home is filled with stunning wood accents that bring warmth, charm, and timeless character throughout the space. The craftsmanship and natural textures create an inviting atmosphere that perfectly complements the surrounding landscape. The property also embraces a true country lifestyle with the flexibility many buyers dream of. Horses and chickens are allowed, giving you the opportunity to create your own mini farm, hobby homestead, or private retreat while still being conveniently located near Pittsboro and surrounding areas. The HOA also allows for the potential construction of an ADU, offering additional flexibility for future living space. This is a rare opportunity to own a property that combines beautiful acreage, exceptional functionality, multi generational flexibility, and a lifestyle centered around gathering, nature, and freedom.

12 Crosswinds Estates Dr, 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

$1,250,000
4 Beds 5 Baths 10081403 MLS CLOSED Status
Nestled in the picturesque community of Stonecrest at Norwood, this exceptional home combines beauty, space, and luxury. The primary bedroom is conveniently located on the main level, along with a versatile flex room featuring an en suite — perfect for guests or a home office. The open floor plan showcases a stylish, well-appointed kitchen with a butler's pantry and water purifier, complemented by a cozy breakfast nook and a spacious family room. A thoughtfully designed drop zone and a large laundry room are located just off the three-car garage, adding everyday convenience. Expansive windows fill the home with natural light and offer stunning views of the peaceful surroundings. The spacious primary bath features a soaking tub, separate shower, and a generous walk-in closet. Upstairs, you'll find three additional bedrooms, convenient Jack-and-Jill bathrooms, and a resourceful bonus room. Ample floored attic storage provides even more functionality. Step outside to enjoy the inviting screened porch with a fireplace, a charming deck, and a fenced-in yard. Beyond the fencing, you'll find additional green space backed by serene wooded views. Beautiful landscaping surrounds the property, enhanced by an irrigation system and landscape lighting. The whole-house generator is an added bonus. As a resident of Stonecrest at Norwood, you'll have access to fantastic amenities, including a walking trail, a pavilion with a fireplace, a kitchen, and dining space. The cozy firepit is the perfect spot to unwind at the end of the day. This home truly offers the best of comfort, style, and outdoor living — a must-see in Stonecrest at Norwood! Photos to be uploaded 3-15-25.

396 Stonecrest Way, Pittsboro

$1,130,000
4 Beds 3 Baths 10125267 MLS CLOSED Status
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

$689,900
3 Beds 3 Baths 10018355 MLS CLOSED Status
This cozy Cape style home offers a unique blend of tranquility and convenience. Situated on 2 acres of open space and wooded terrain, it provides a serene environment while still being easily accessible to Chapel Hill (less than 8 miles to UNC) and the surrounding areas of Northern Chatham County. Inside, the home features exquisite hardwood floors that add warmth and character throughout and a fossilized wood burning RSF fireplace to cozy up to. The primary bedroom on the main level is light and bright, offering a spa-like experience with an updated bath, rainfall shower, heated floors and towel warmer. Upstairs, two additional spacious bedrooms and a wonderful bonus room await, along with another full bath, ensuring plenty of space for relaxation and leisure. The space is conveniently flexible, offering functional space for office use, guest accommodations or additional entertainment space. Outside, conveniences include recently installed split rail fencing (full property), a water tank for lawn and landscape care, wood shed and garden shed. Two screened porches and deck offer perfect spots to enjoy the peaceful wooded view and observe wildlife while sipping morning coffee or unwinding in the evening. On cooler nights, enjoy the creekside patio and fire pit after a stroll around the manicured, wooded path. Plenty of options to gather whether you roast marshmallows or simply enjoy the stars. With its blend of nature inspired bespoke design, storybook charm, and natural beauty, this home offers a truly inviting retreat for those seeking peace and serenity, yet still desiring easy access to nearby amenities, conveniences and attractions. A house that has been made a home.

108 Persimmon Hill Rd, 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

$950,000
4 Beds 3 Baths 10076517 MLS CLOSED Status
Horse Farm includes - House, Barn/Stable, Pond, Pool, Outbuildings, Pastures. *House- Traditional, with a serene country setting, 20.73-acre farm offers both privacy and picturesque views, making it the perfect retreat. As you stroll down the long, private, paved driveway, you'll pass the pond before arriving at the single-family home. Featuring 4 bedrooms and 3 full baths, Open Kitchen with Bay Window views open to the pool, barn & pasture, with the majority of newer appliances from '24, Built-in Bookshelves, this home is designed with comfort and relaxation in mind. The wraparound covered porch at the front provides the perfect spot to enjoy morning coffee while overlooking the tranquil pond. At the back of the house, it opens to the deck, which offers both open & covered areas of the deck, opening to a great space for outdoor dining or lounging, with a beautiful view of the island-shaped pool and horse stable. Modular homes are constructed in a factory setting, meaning quality control is much more precise compared to traditional on-site building and energy efficient! Additional features include several storage outbuildings, including an Workshop 18' x 20' with electric, a well pump shed, along with a pool equipment shed. Whether you're looking for a peaceful escape or a property that can accommodate horses and outdoor activities, this property offers everything you need and more! Horse Stable offers - 8 Stalls with rubber mats. 7 Stalls 12'x12', 1 Foaling Stall 12'x14 Stalls exit by individual doors to paddock or to the center aisle, open to pasture. The Center Aisle has concrete floor, sliding Barn Doors both ends of the barn. The following areas have concrete floors - Tack Room, Wash Bay, Grain Storage & Feed Storage Areas. The Barn has a 10' overhang on both sides of it, plenty of storage for farm equipment, plus shaving storage area. There are 3 pastures - the paddock surrounding the stable, leads to the other two pastures. Fencing needs repair. Fescue Grass, Water Trough in the Large Pasture. Chicken Coop. Salt Water Pool - Island Shaped, Fenced, Slide, Diving Board, 3' to 9' approx. This property offers a unique setting from open pastures to wooded areas. Note - Fireplace in the Family Room has a gas hook up, presently the fireplace is covered up and behind the bookcases. Appliances Convey - new in 2024 the washing machine, 2 wall ovens, gas cooktop range, dishwasher & microwave. Except the refrigerator & dryer. Dual HVAC Systems - First Floor - Dual Pack/Propane. Second Floor - Electric. Note - Pull down steps in Garage Attic Unfinished Storage Area. Pella Windows. Water Softener, Reverse Osmosis. Property Sold AS IS. CENTURY 21 Southern Lifestyles does not hold earnest money.

4051 Silk Hope Gum Springs Rd, 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

$672,500
3 Beds 2 Baths 10044206 MLS CLOSED Status
This diligently cared for home is positioned on a large lot with a palatial patio and naturalized gardens connected by paths winding through the woodland. The single level floorplan boasts three bedrooms and a two-car garage. Inside the home, natural light and views of the beautiful surroundings are enjoyed through the many large windows. A brick-floored porch and ample foyer greet guests as they arrive. The living room boasts a soaring ceiling, built-in shelving, and a gas log fireplace. Adjoining the living room are a large kitchen and dining area. The cook's kitchen has abundant cabinetry, granite counters, and an island. A large pantry is found opposite the kitchen. The jewel of the home is the sunroom. This area has brick flooring and large windows that overlook the treetops. Screened windows allow the room to be enjoyed throughout much of the year. Located at the rear of the home is the private and spacious primary bedroom suite. This suite has a generously-sized bath with large shower, dual sink vanity, and a large walk-in closet. Two additional bedrooms and a full bath complete the home. Many storage options are found throughout the home. These options include many closets and approximately 260 square feet of concrete flooring in the expansive walk-in crawlspace. Additional features of the home include wood flooring throughout many of the spaces, recessed lighting, many ceiling fans, a laundry room with sink, plus newer and well-maintained systems. This home has the perfect blend of privacy, woodland views, and low maintenance features, coupled with Fearrington Village's many amenities.

910 Woodham, Pittsboro

$2,100,000
3 Beds 5 Baths 10157478 MLS ACTIVE Status
Escape to equestrian property heaven. This custom equestrian estate offers a rare blend of privacy, functionality, and elevated views just minutes from Lake Jordan. Positioned on a hilltop, the home overlooks rolling horse pastures framed by mature hardwoods, with sunsets that can be enjoyed from the expansive covered back porch spanning the width of the home. The custom-built residence features 3 bedrooms and 5 bathrooms across approximately 3,833 square feet, with extensive upgrades throughout including extensive custom millwork and detailed trim, hardwood flooring, and a great room with exposed beam cathedral ceilings. The kitchen is designed for both everyday living and entertaining, highlighted by high-end granite surfaces, custom cabinetry, and a two way fireplace. Equestrian amenities are thoughtfully designed and include a custom 6-stall barn with tack room, lofted hay storage, paddocks, lighted riding arena, and multiple pastures with 3 rail wood fence with no climb. The property is fully equipped for both personal use and training, with pasture views visible from multiple vantage points throughout the property. Possibility for additional acreage. Additional improvements include a detached 3-car garage with unfinished space above, already roughed in with electrical. Located just minutes from major commuting routes, and nearby amenities, with convenient access to Pittsboro, Apex, and RTP. This property combines rural setting with accessibility. Vista Point Boat Ramp and Jordan Lake Beach are just right down the road. Mason Point Horse Trail at Jordan Lake is 16 miles away.

548 Double N Rd, Pittsboro

$1,200,000
4 Beds 5 Baths 10123589 MLS CLOSED Status
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

$3,295,000
5 Beds 6 Baths 2542676 MLS ACTIVE Status
Introducing Stella our Show Home is now for sale! - A Modern Ultra-Luxury Masterpiece in The Summit Stella is now complete and ready to impress in the prestigious Summit community. Thoughtfully positioned on one of the smoothest and most desirable home sites, this striking modern architectural design seamlessly blends sophisticated indoor living with resort-style outdoor amenities. Expansive patios, Sonos sound system, a beautifully designed optional saltwater pool, and multiple outdoor entertaining areas provide an exceptional lifestyle experience. The home's exterior is distinguished by authentic Rockford Estate stone, perfectly paired with warm natural textures and clean lines. Slatted natural oak acoustic panels accentuate the sleek linear fireplace inside, while Pennsylvania bluestone graces the rear deck--setting a serene tone around the covered porch and its cozy fireplace. Stella welcomes you with a grand entrance: a flagstone stoop and double 42'' x 8' tall aged-bronze steel front doors with electrified privacy glass. Step inside to a voluminous foyer that flows effortlessly into a dramatic great room and an ultra-luxurious Wolf/Sub-Zero chef's kitchen, complete with a fully equipped walk-in scullery. The main level is intelligently designed with two spacious bedrooms, a private den, a convenient laundry room, and a lavish primary suite featuring heated floors in the spa-like bathroom. Enjoy year-round outdoor living in the massive Phantom-screened porch that merges comfort with functionality. The upper level offers three additional bedrooms, a generous recreation room, a dedicated fitness center, a second laundry room, and an expansive walk-in storage space--ideal for long-term organization. Additional highlights include: A three-car smart garage with EV charging station Professionally designed, fully irrigated landscape Premium reverse osmosis water filtration system Stella is the perfect blend of cutting-edge design, luxurious comfort, and thoughtful craftsmanship--an exceptional opportunity in one of the area's most sought-after communities.

213 Westhampton Dr, Pittsboro

$1,225,000
4 Beds 5 Baths 10044862 MLS CLOSED Status
Welcome home to 185 Antebellum Dr in Pittsboro. This luxury 4 bedroom, 4.5 bath home includes an additional room that could be used as a bedroom. It is located in Pennington at Jordan Lake in beautiful Chatham County. This 3890 square foot home includes a 3 car garage and many designer upgrades including extensive wainscoting and designer lighting. This custom built house is the epitome of an open, bright and welcoming home with a large, open kitchen and pantry, coffee bar with wine fridge. The breakfast nook is surrounded by large windows that allow your family to view the forest outside while you dine. The open kitchen includes stunning Visual Comfort lighting, a built in convection oven and second gas stove with a pot filler. The over-sized primary bedroom includes a walkout to the back deck that overlooks the private 2.3 wooded acres of property and the fenced in backyard, a large, spa-like bathroom with a soaking tub and shower. The primary closet is spacious. This home includes storage galore with a sealed crawl space, large closets in every bedroom, and a 3rd floor walk up attic that has been roughed in with electrical and plumbing for an additional full bathroom and separate AC/climate control. It is ready to finish and add an additional 1,000 square feet! The upstairs office is a perfect space for the work from home lifestyle. The upstairs entertainment room is large, open and includes a small kitchenette with a sink, mini fridge, and a closet. It's the perfect recreational space for the entire family. Don't miss out on the rare opportunity to own the largest lot in Pennington, minutes to beautiful Jordan Lake, I540, UNC, and RDU airport. Jordan Lake is great for boating, fishing, and recreation! The Haw River is approximately 1 mile away. This is peaceful living in the desirable, fully built community of Pennington at Jordan Lake with low, Chatham County taxes. Don't miss out on this wonderful opportunity to own a stunning, well-maintained home with a 2.3 acre lot for privacy.

185 E Antebellum Dr E, Pittsboro

$1,425,000
4 Beds 5 Baths 10016936 MLS CLOSED Status
Welcome to the epitome of luxury living at Seaforth Landing. Nestled on 2.2 acres of picturesque landscape, this custom four-bedroom, 4 1/2-bathroom masterpiece exudes sophistication and elegance at every turn. This Poythress (PCC) custom design includes 10' ceilings on the main level, 5'' white oak with a custom stain hardwood flooring, detailed trim, designer lighting and upgrades throughout. Natural light fills the home and every detail was intentional starting with the flagstone front porch with cedar columns and the solid wood double entry doors opening to the foyer. There is a main floor office with glass pocket doors and coffered ceiling to enhance your productivity while enjoying views of the front landscape. The family room focal point is the brick fireplace, gas logs and floating mantle flanked by custom bookcases. Experience the pinnacle of culinary excellence in the gourmet kitchen, equipped with top-of-the-line Wolf appliances, Subzero refrigerator, large island, quartz countertops, glass upper cabinets and farmhouse sink. Plus a Butler's pantry with quartz counters, glass cabinetry and dual zone wine refrigerator with a walk in pantry for convenience. The large dining area has views of the backyard and woods. Indulge in the spacious primary suite featuring a tray ceiling and custom accent wall with an adjoining bathroom with a frameless shower, freestanding tub, dual vanities and a walk-in closet. The first-floor guest suite boasts its own walk-in closet and a lavish bath with a shower, ensuring unparalleled comfort for your guests. Upstairs, two additional bedrooms with walk-in closets and private bathrooms await, while a bonus room with double French doors and a sprawling game room offer endless entertainment possibilities. Ample storage in closets and unfinished attic space. Expand your living space in the screened porch, transformed into a 3-season room with EZ Breeze panels on its windows, providing year-round enjoyment. The cathedral ceiling, stone surround fireplace with gas logs and views of the woods add the perfect finishing touches to this retreat. Entertain with ease in the sprawling backyard oasis, complete with a fire pit, pergola, and grilling station, all enveloped by serene wooded views and fenced backyard. Irrigation system and outdoor lighting enhance the landscaped yard. It does have its practical side with a sealed and conditioned crawl space, HERS rating of 64, upgraded insulation, Rinnai gas tankless hot water heater, Low-E windows and SEER 14 equipment. With a two-car attached garage and an oversized third car garage, ample storage and parking space are guaranteed. Welcome home to a lifestyle of unparalleled luxury and sophistication at 233 Seaforth Landing Drive.

233 Seaforth Landing Dr, Pittsboro

$950,000
3 Beds 3 Baths 10065550 MLS CLOSED Status
This well-designed, single-level, three-bedroom, two-and-one-half bath home has a large two-car garage with ample storage options, a spacious floor plan, high ceilings, an office with French doors, and a sunroom. The setting is private but close to the Fearrington amenities. Positioned on an acre lot, the home allows views of the lovely natural setting. A large deck, which is accessible from several points in the home, a patio with pergola and a decorative pond with seating area allow views of the many wooded acres that border the surrounding properties. Throughout the home are many large windows and skylights and the spaces are filled with natural light. Beautiful pine flooring is found in much of the living area and architectural moldings accent the spaces. Guests are greeted by a generously-sized entry way and foyer. The living room boasts a trey ceiling, a gas fireplace, large windows, and custom shelving. Beautiful grass cloth wallpaper is found in the dining room. The cook's kitchen includes ample cabinetry, spacious granite counter tops, and stainless-steel appliances including dishwasher, gas cooktop, a wall oven, built-in microwave, and refrigerator. The kitchen and family room are connected for ease of entertaining. A gas fireplace and built-in shelving are found in the family room. Off the kitchen and family room area are found the sunroom and office. The sunroom boasts many windows and overlooks the brick patio and pergola. A large built-in desk and shelving are found in the office; grass cloth wallpaper is also found in this room. At the end of a hall is located the private primary bedroom suite. This space includes a large bedroom with built-in display shelving and window seat, two walk-in closets, and a spacious bath with jetted tub and separate shower. At the front of the home is the guest wing. Two bedrooms and an additional full bath are found here. One bedroom boasts a bay window and could be used as a second office or media room. Additional features include custom window treatments, newer engineered wood flooring in the guest wing, luxury kitchen and bathroom sink faucets, deer resistant plantings, newer roofing, a new hot water heater, and a custom storage room in the crawlspace. This home is the perfect blend of privacy, woodland views, and low maintenance features, coupled with Fearrington Village's many amenities.

918 Woodham, Pittsboro

$799,900
4 Beds 4 Baths 10163391 MLS ACTIVE Status
Every day is a vacation at this marvelous 4 bedroom 3 1/2 bath Chatham County home! Let's start with the outside: A 24' diameter pool, hot and cold water shower with changing room plus a water slide with custom surround decking and clubhouse anchors the backyard, a wooded setting perfect for big gatherings or just relaxing with the family. There's also a deck and patio near the grill, and all the top boards on the decks are composite for low maintenance. There's a trail with a bridge around the over 2 acre lot for walking or riding the mountain bikes. There's plenty of room to park other toys too - RV, Boat, Trailers, you name it! Plus 2 electric wired storage buildings with security for your tools, hobbies or crafts. Heading inside, first is the big front porch perfect for a swing and rocking chairs. The Living Room features a gas log fireplace and in-wall surround speakers. And for a quiet afternoon read, the sitting room is ideal. A formal Dining Room fronts the renovated kitchen with new dishwasher and cooktop, and be sure to peer into the custom pantry! A breakfast nook and counter are great for informal meals or take it out to the sunroom for dining with a killer view. A large laundry room is off the hallway to the Primary Bedroom- and what a room it is - high ceilings, gas log fireplace, custom closets and an amazing view of the tree tops. Then there's the spa-like bathroom featuring two sinks, heated towel bar and a huge walk-in tiled shower with yet another breathaking view! Another spot for year round vacations! Upstairs are 3 bedrooms and 2 bathrooms, one en-suite. Perfect for the kids, guests and/or home office(s). The ground floor, accessed from stairs off the Laundry Room hall or 2 exterior doors, houses a 28 x 30 Entertainment Room with pool table, fridge, bar, A/V shelf, TV mount and surround sound. It could easily be converted to a one or two car garage as this was the original design. Also at this level is a one car garage with tons of customized storage shelving, plus an Exercise Room and a workshop with a huge safe for all your valuables!. All of this just 1/2 mile from the Haw River and Bynum, 10 minutes to Pittsboro, 25 minutes to Chapel Hill and 40 minutes to the RDU Airport! Come visit this one to see your everyday vacation getaway!

89 Lauren Ct, Pittsboro

$844,900
4 Beds 4 Baths 10140414 MLS CLOSED Status
The long concrete driveway leads you to a stunning private setting nestled on a wooded lot, with a beautifully landscaped yard that includes a stone patio and large firepit. The main level features a dramatic two-story living room with a gas fireplace and newly refinished hardwood floors. The balance of the main level has 10-foot ceilings with large tilt-in windows. The kitchen is truly the heart of this home with two breakfast bars, eat-in dining area and a keeping room/den and a large walk-in pantry. So many great options for entertaining while cooking in the kitchen with a 5-burner gas cooktop, granite countertops, convection oven and microwave. The master bedroom suite is located on the main floor with large windows, with one even in the closet, allowing tons of natural light to showcase the space. The master bath includes a double vanity, linen closet, walk-in shower, garden tub and amazing closet! An open staircase leads to the second level with 9-foot ceilings throughout the bonus room, bedroom with ensuite, an extra-large bedroom/office combo with closet and walk-in attic space, full hall bathroom, and a fourth bedroom, making this level flexible for guests, work and play! The outdoor spaces include a large, screened porch attached to the kitchen and access to a stone patio and firepit. Other key highlights include a whole house generator, sealed crawl space, raised garden beds and a storage shed for all your outdoor tools. There are so many options to entertain or enjoy the peaceful setting. Come take a look!

1321 Cedar Grove Rd, 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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