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$405,000
3 Beds ⋅ 3 Baths ⋅ 10182540 MLS ⋅ ACTIVE Status
Exceptional opportunity in the Vineyards of Chatham Park! A beautifully positioned end unit townhome offering modern comforts, wooded privacy, and the best of Chatham Park living. This thoughtfully designed home combines modern convenience with a peaceful setting and an exceptional outdoor retreat. Enjoy your own private escape on the beautiful flagstone patio overlooking a wooded backdrop — the perfect setting for morning coffee or unwinding while taking in the natural surroundings. The tranquil views and mature landscape create a rare sense of privacy while still keeping you connected to everything the neighborhood has to offer. Located within one of Pittsboro's most innovative and sought-after communities, this home provides access to the trails, green spaces, and vibrant destinations, including Novi and the Mosaic with nearby dining, shopping, community events, and gathering spaces that make it easy to experience all the conveniences and amenities this exceptional community provides. With its peaceful wooded views, inviting outdoor spaces, and prime location, 92 Norwell Lane offers a rare opportunity to enjoy the perfect balance of nature, community, and convenience.

92 Norwell Ln, Pittsboro
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 10182398 MLS ⋅ ACTIVE Status
Perched atop a scenic hill in Cedar Mountain, this extraordinary custom retreat blends refined mountain-lodge architecture with breathtaking long-range views, exceptional craftsmanship, & thoughtfully designed outdoor living on 2.6 beautifully landscaped acres. A handcrafted stone moongate welcomes you through lush gardens filled with carefully selected plantings that provide year-round color & texture—from vibrant azaleas to yarrow & everything in between. A covered stone front porch with a vaulted cedar ceiling & impressive custom wood entry door sets the tone for the remarkable home within. The stunning great room features soaring vaulted wood ceilings accented by reclaimed pine beams salvaged from a historic 100-year-old local tobacco warehouse. A floor-to-ceiling stone fireplace with a holly wood mantel, creates a warm focal point, while an expansive wall of windows frames panoramic wooded vistas, spectacular sunsets, & the ever-changing beauty of the seasons. The sunroom offers a peaceful retreat with a vaulted cedar ceiling, tiled flooring, and 2 walls of windows that seamlessly connect the living area to the luxurious primary suite. The thoughtfully designed main level also includes 2 primary suites, providing exceptional flexibility for guests or multigenerational living. A dedicated office features custom built-in bookcases, elegant wainscoting, & a stained-glass transom, while a nearby hallway showcases a built-in glass curio cabinet. Designed for both everyday living & entertaining, the gourmet kitchen features rich knotty alder cabinetry, granite countertops, a Thermador 6-burner gas cooktop with pot filler, & a large stainless-steel center island that anchors the beautifully planned workspace. Adjacent to the kitchen, the spacious laundry and mudroom includes a built-in drop zone with bench, cubbies, and a pet door leading to the expansive rear porch. With its vaulted cedar ceiling, reclaimed wide-plank flooring, & dual ceiling fans, this inviting outdoor living area overlooks the breathtaking backyard. Upstairs, you'll find 2 additional bedrooms, a shared bath, a generous loft, & a charming "secret" reading nook sure to delight children & guests alike. A massive unfinished attic offers exceptional expansion potential. Already equipped with lighting, electrical outlets, plumbing for a future bath, and its own electrical panel, the space is ideal for a media room, recreation area, fitness studio, or additional living space. The oversized two-car garage includes a dedicated workshop area, insulated walls, insulated ultra-quiet garage doors, & an EV charging station. Outdoor amenities are truly exceptional. A spacious rear deck, partially shaded by a pergola, captures sweeping views & leads via a beautiful stone staircase to an expansive patio with a built-in fire pit & stone seating—perfect for gathering under the stars. The resort-style heated pool extends the swimming season & is complemented by a stunning pavilion featuring a ceiling fan, rustic built-in cabinetry & countertops, a gas line for grilling, & a dedicated storage room for pool equipment & outdoor gear. Massive stone patios, retaining walls with integrated seating & lighting create a private, peaceful setting unlike any other. Additional highlights include: Custom top-down/bottom-up shades throughout the front of the home, including a remote-controlled kitchen shade. Custom-built chicken coop with protected run. Hobby greenhouse with water service. Irrigation spigots conveniently placed throughout the property for effortless gardening. Dedicated garden area with a gabion stone wall. Extensive custom stonework—including planters, retaining walls, walkways, borders, patios, & outdoor living spaces—crafted primarily from stone harvested directly from the property. Every detail of this remarkable home has been carefully curated to create a private sanctuary where timeless craftsmanship, modern comfort, & unforgettable natural beauty come togethe

1624 Cedar Grove Rd, Pittsboro
$559,000
4 Beds ⋅ 3 Baths ⋅ 10182271 MLS ⋅ ACTIVE Status
Move right into this beautifully updated 4-bedroom, 2.5-bath home in the desirable Potterstone Village community! Situated on a private, beautifully landscaped 0.44-acre fenced lot, this turnkey home offers 2,665 square feet of thoughtfully designed living space with extensive recent updates throughout. The entire interior was freshly painted in July 2026 and features gorgeous refinished hardwood floors (July 2026) on the main level, brand-new carpet on the stairs and second floor, and an exterior freshly painted in October 2025. The spacious floor plan is perfect for everyday living and entertaining, while the bright sunroom—converted & featuring windows installed in 2019—provides the perfect place to relax year-round, and the sunroom furniture conveys! The updated primary suite includes a new vanity cabinet, faucets, and a semi-frameless glass shower enclosure, creating a fresh, spa-like retreat. The kitchen has also been updated with a new oven, dishwasher and microwave (2026), making this home truly move-in ready. Step outside to enjoy the private backyard oasis complete with lush landscaping, a patio, and a storage shed with upgraded drainage completed in 2019. With too many improvements to list, this meticulously maintained home offers peace of mind and exceptional value. Enjoy neighborhood amenities including a community pool, clubhouse, and scenic pond, all just minutes from historic downtown Pittsboro, shopping, restaurants, and convenient access to US-64, US-15/501, and NC-87. Turnkey, beautifully updated, and ready for its next owner—this is one you won't want to miss!

538 May Farm Rd, Pittsboro
$799,900
4 Beds ⋅ 3 Baths ⋅ 10182238 MLS ⋅ ACTIVE Status
CUSTOM BRICK HOME IN CHAPEL RIDGE! Located on a private homesite in one of Pittsboro's premier golf course communities, this thoughtfully designed home offers more than 3,500 square feet of living space, quality craftsmanship, and exceptional indoor-outdoor living. Backing to additional wooded acreage, this property enjoys scenic natural views and a rare opportunity to purchase the adjacent lot separately for added space and flexibility. Inside, rich hardwood flooring, detailed millwork, plantation shutters, and custom built-ins create timeless character throughout. The spacious living room features a fireplace and flows seamlessly into the breakfast area and well-appointed kitchen, complete with abundant cabinetry, generous prep space, and pantry storage. The main-level primary suite offers a spacious bedroom, dual vanities, a soaking tub, walk-in shower, and large walk-in closet. Additional main-floor spaces include a formal dining room and dedicated office. Upstairs, three secondary bedrooms, a large bonus room, and a dedicated storage room provide flexibility for a variety of uses. Enjoy year-round outdoor living from the oversized screened porch with Trex decking overlooking the wooded backdrop. Additional highlights include a walk-in crawl space with exceptional storage, tankless water heater, water filtration system, and an oversized three-car garage. Conveniently located near Chapel Ridge Golf Club, shopping, dining, parks, and major commuter routes, this property combines spacious living, quality construction, and a desirable community setting in the heart of Chatham County.

915 Cabin Crk, Pittsboro
$1,173,000
3 Beds ⋅ 3 Baths ⋅ 10182181 MLS ⋅ COMING SOON Status
Nestled on a beautifully landscaped lot of over one acre, this exceptional 3 bedroom, 2.5 bath executive home offers the perfect blend of luxury, comfort, and thoughtful design. From the stunning stone and fiber cement exterior to the impeccably maintained interior, every detail has been carefully crafted for elegant everyday living. The heart of the home is the gourmet cook's kitchen featuring granite countertops, a large center island with dual disposals, natural gas cooktop, built-in oven/microwave combination, Energy Star appliances, and a spacious walk-in pantry. Enjoy casual meals in the charming breakfast area overlooking the lot's wooded and private back yard or entertain guests in the separate formal dining room. Hardwood floors flow throughout the main level, leading into the inviting family room with custom built-in bookshelves and a cozy natural gas log fireplace. A second gas log fireplace enhances the screened porch, complete with custom shades for year-round enjoyment and relaxation. The exquisite owner's suite provides a luxurious retreat with a spa-inspired bath featuring a walk-in shower, soaking tub, and generous space for comfort and privacy. Additional highlights include ceiling fans, Plantation shutters, a convenient main-level utility room, low-flow plumbing fixtures, and a tankless water heater with circulating hot water system. Spacious and versatile, this beautifully designed home offers room for everyone with a thoughtfully finished lower level perfect for multi-generational living, entertaining or guest accommodations. Enjoy a large finished recreation room ideal for movie nights, game days, or a home gym, along with 2 spacious bedrooms and a full bath providing comfort and privacy for family or visitors. The lower level also features access to a huge unfinished storage area with endless possibilities - perfect for a workshop, hobby space, or fitness area. With abundant storage and flexible living spaces throughout, this home combines functionality and comfort in every detail. Outdoor living is equally impressive with a fenced backyard, irrigation system and ample space to enjoy nature's peaceful surroundings. Additional features include a sealed crawlspace, county water, community sewer, durable 30-year shingle roof warranty and natural gas fuel service. Designed by Home by Dickerson with future convenience in mind, the home's construction also incorporates space and options for a potential elevator installation if desired. This remarkable property combines timeless style, energy efficiency, and modern functionality in a serene setting you'll love coming home to.

4200 Henderson Pl, Pittsboro
$624,900
3 Beds ⋅ 3 Baths ⋅ 10181691 MLS ⋅ ACTIVE Status
Enjoy privacy, space and room to breathe on more than three acres in desirable Bobcat Point—with no HOA, no city taxes and horses allowed. This beautiful home offers three bedrooms, including a main-level primary suite with a fireplace, plus a flexible room ideal for a home office or guests. The spacious bonus room provides even more versatility, while over 1,000 square feet of unfinished third-floor space offers incredible potential for future expansion. Relax on the rocking-chair front porch or enjoy the peaceful backyard from the screened porch and expansive deck. The property also features a fenced area, garden space and plenty of room for RVs, boats and recreational toys. A detached two-car garage with unfinished space above creates additional possibilities for storage, a workshop or future finished space. Recent improvements include refinished hardwood floors, new carpet, fresh interior paint, refinished countertops and tile, and newly stained porches and deck. A truly special home and setting with exceptional indoor and outdoor space.

128 Lauren Rose Ln, Pittsboro
$789,000
3 Beds ⋅ 4 Baths ⋅ 10181569 MLS ⋅ ACTIVE Status
A Fearrington Village sanctuary in the popular Bush Creek neighborhood with an idyllic garden and .81 acre lot. One-level and spacious, this home features natural light and an ideal floorplan. Wonderful flow from the kitchen with center island to the attached open dining room and living room that leads out to a fantastic all-season room. The lovely woodland creek view from the all-season room evokes the serenity of a mountain retreat. Ample sized primary bedroom and a private guest bedroom which could be a second primary. High ceilings, built-ins and a warm fireplace to gather around in the living room. Two half baths and a large laundry room for your convenience. The lot is landscaped for both beauty and ease and includes an expertly designed patio garden area with smart irrigation. Enjoy the established flora and grow your own in this botanical oasis. A remarkable place to call home in the tranquil, treasured community of Fearrington Village.

804 Millcroft, Pittsboro
$1,340,000
4 Beds ⋅ 4 Baths ⋅ 10181414 MLS ⋅ PENDING Status
Welcome home to over 3,700 square feet of thoughtfully designed living on a beautiful 1-acre wooded homesite just minutes from charming downtown Pittsboro, a short drive to Chapel Hill, and convenient to the outdoor recreation of Jordan Lake. This stunning 4-bedroom, 3.5-bath home offers the perfect blend of spacious living and peaceful surroundings. Enjoy generous gathering spaces, a well-appointed layout ideal for everyday living and entertaining, and the privacy of a large wooded lot. Experience the best of both worlds with a serene setting and convenient access to shopping, dining, recreation, and all that the growing Pittsboro area has to offer.

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

4228 Henderson Pl, Pittsboro
$1,160,000
4 Beds ⋅ 5 Baths ⋅ 10181215 MLS ⋅ ACTIVE Status
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 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
$998,875
4 Beds ⋅ 3 Baths ⋅ 10181186 MLS ⋅ ACTIVE Status ⋅ 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
$1,049,000
3 Beds ⋅ 3 Baths ⋅ 10181175 MLS ⋅ PENDING Status
Back on the market due to change in job circumstance. Don't miss out on this special opportunity. Situated on a picturesque 1.33-acre homesite, 4233 Henderson Place offers the perfect blend of comfort, space, and lifestyle in the heart of Fearrington Village--a community celebrated for its charming village center, boutique shopping, dining, and scenic surroundings. This 3-bedroom, 2.5-bath home features a thoughtfully designed layout with a dedicated office and a large upstairs bonus room, ideal for a media space, playroom, or guest retreat. The main living areas are filled with natural light and flow seamlessly into a beautiful kitchen, designed to be both functional and inviting--perfect for everyday living and entertaining. A standout feature of the home is the living room's multi-fold doors, which open fully to the screened-in porch--creating a seamless indoor-outdoor living experience. Whether hosting guests or enjoying a quiet evening, this unique design allows the living space to expand effortlessly and brings the outdoors in. The spacious primary suite serves as a true retreat, highlighted by a large walk-in closet and a luxurious en-suite bath featuring an expansive walk-in shower. Each additional bedroom offers comfort and flexibility, while the home's layout provides room to grow and adapt to your needs. Upstairs, a generous walk-in attic presents excellent storage or the opportunity to create additional finished living space. A walk-in crawl space adds even more convenience and accessibility. Step outside to enjoy the peaceful setting and expansive yard, complete with an irrigation system to maintain the landscape year-round. Surrounded by natural beauty, it's not uncommon to spot deer and local wildlife passing through, adding to the serene, retreat-like atmosphere. Whether relaxing at home or exploring all that Fearrington Village has to offer, this property delivers a rare combination of privacy, charm, and modern comfort.

4233 Henderson Pl, Pittsboro
$1,275,000
4 Beds ⋅ 5 Baths ⋅ 10181067 MLS ⋅ ACTIVE Status
Privately tucked away at the end of a quiet cul-de-sac beneath a mature canopy of hardwoods, this extraordinary custom estate presents a rare opportunity to create a truly personalized luxury residence on four private acres within Pittsboro's exclusive Fox Oak community. Now is the ideal time to make your vision a reality. As construction begins, discerning buyers will have the unique opportunity to collaborate directly with the builder to personalize finishes, refine living spaces, and tailor select design elements to complement their lifestyle. Inspired by timeless modern farmhouse architecture with refined estate-style influences, this exceptional home will offer 4,332 heated square feet and more than 5,473 square feet under roof. Designed to balance elegant entertaining with comfortable everyday living, the thoughtfully crafted floor plan features four bedrooms, four-and-a-half baths, and expansive open living spaces filled with natural light. At the heart of the home, the dramatic great room flows effortlessly into a designer kitchen centered around an oversized gathering island. An exceptional scullery pantry with additional cabinetry, countertops, and dedicated prep space provides both beauty and function, making entertaining seamless while keeping the main kitchen pristine. Distinctive architectural details elevate every space, including a welcoming wraparound front porch, cathedral-ceiling library, striking statement staircase, spacious loft retreat, two private offices, and a generous bonus room ideal for a media room, fitness studio, recreation space, or additional guest accommodations. The luxurious primary suite is designed as a peaceful private retreat, complete with dual vanities, a freestanding soaking tub, oversized walk-in shower, and an expansive custom walk-in closet with built-in wood shelving. The surrounding four-acre homesite offers exceptional privacy while providing ample room for future outdoor amenities. Buyers can work directly with the builder to discuss potential enhancements, including a custom pool, outdoor kitchen, fire feature, sports court, gardens, or additional entertaining spaces—creating an estate that is as impressive outdoors as it is inside. Located within the prestigious Fox Oak community, this is a rare opportunity to build a one-of-a-kind custom luxury home that combines exceptional craftsmanship, timeless architecture, and the freedom to personalize nearly every detail in one of Pittsboro's most desirable settings.

97 Fox Oak Trl, Pittsboro
$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
$875,000
3 Beds ⋅ 3 Baths ⋅ 10180964 MLS ⋅ ACTIVE Status
Exceptional custom home offering a fantastic single-level floor plan with a full basement, ideally situated on a private wooded cul-de-sac shared by only three homes in desirable Fearrington Village. Hardwood, parquet, and carpeted flooring combine warmth and character throughout the home.The spacious primary suite features an extraordinary 11' x 11' walk-in closet complete with a custom organization system and center island. The inviting family room is anchored by a fireplace and framed by two full walls of custom built-in cabinetry, providing abundant storage and display space. Designed for both everyday living and entertaining, the expansive kitchen offers a large center island with storage on all sides, extensive cabinetry, and a beautiful furniture-style cabinet featuring glass display doors and a plate rack. A remarkable custom pantry includes wall-to-wall cabinetry with roll-out lower drawers, a full countertop, and an additional sink for exceptional storage and workspace. The well-appointed laundry room is equally impressive with a full wall of upper and lower cabinetry, an organization system, and a utility sink. Enjoy outdoor living on the screened porch and adjoining grilling deck overlooking a peaceful wooded setting that provides exceptional privacy with minimal yard maintenance. The walk-out lower level offers an additional 1,164 square feet of finished space featuring a kitchenette with dining area, flex space, two bedrooms, and a full bath. This finished area was completed without permits and is not included in the home's reported living square footage. The lower level also includes an abundance of unfinished storage, multiple workshop areas, and a utility sink, making it ideal for hobbies, projects, or additional storage. Additional features include a new roof (2025), new water heater (2023), plantation shutters throughout, wide doorways designed for aging in place, and numerous storage closets throughout the home. Fearrington Village is renowned for its vibrant social atmosphere, walking trails, beautiful surroundings, and community amenities. Galloway Ridge Fitness is conveniently located on the adjoining property, offering additional wellness opportunities just steps away.

862 Hatfield, Pittsboro
$1,199,000
3 Beds ⋅ 4 Baths ⋅ 10180831 MLS ⋅ ACTIVE Status
Nestled on a private, wooded 1.63-acre homesite just 3 miles from charming downtown Pittsboro, this stunning new construction home offers the perfect blend of tranquility and convenience. Designed for effortless living, this thoughtfully crafted single-level home features 3 bedrooms, 3.5 baths, and an open-concept floor plan with exceptional craftsmanship throughout. The gourmet kitchen boasts a large center island, walk-in pantry, and wet bar, flowing seamlessly into the spacious great room with soaring 12-foot ceilings and decorative beams. Retreat to the luxurious owner's suite featuring a vaulted ceiling, spa-inspired bath, and oversized walk-in closet. Each secondary bedroom includes its own en-suite bath, offering comfort and privacy for family or guests. Enjoy year-round outdoor living on the expansive covered rear porch overlooking the peaceful wooded setting. With a formal dining room, oversized laundry room, abundant storage, and a spacious 3-car garage, this home combines timeless design with modern convenience in one of Pittsboro's most desirable locations.

71 Caz Trce, Pittsboro
$424,500
3 Beds ⋅ 3 Baths ⋅ 10180362 MLS ⋅ ACTIVE Status
Absolutely beautiful immaculate 4 -Year-Old END UNIT Townhome in popular Chatham Park! Airy and well designed home like new but much better. MOVE IN READY! You will love the open contemporary layout. Large entry/foyer, LVP flooring with recessed lighting on the main level and primary suite. A Cook's dream kitchen with quartz countertops, a large island with decorative tile for entertaining, three stylish pendant lights, stainless steel appliances, and large pantry. The screened porch has open area viewing behind the home with a sense of privacy to relax, unwind and enjoy. Finished/painted 2-car garage with epoxied finished floors, plus wood trim. Includes main-level powder room. Upstairs with 3 bedrooms, 2 full baths with rain shower in showers, including a spacious primary suite with tray ceiling, dual vanity, large walk-in shower, and private water closet. Pull down storage, and storage space in foyer area. Cozy Media room with ceiling fan. Frigerator conveys. Home is connected by Lennar Package, EcoSmart tech, EV-ready garage. The Vineyards is a thriving community with walking trails, a public park, dog park, and optional pool access with private membership. Just minutes away from downtown Pittsboro, with quick access to varied shopping, medical, dining, businesses, restaurants and entertainment. Commuting is made easy with close proximity to Highways 64 and 15-501. Close to Chapel Hill, Apex, Sanford, Siler City, RTP and Cary. This lovely community is one of Pittsboro's most desirable communities and a premier location in the heart of Pittsboro. Come and see this beautiful home today!

258 Millennium Dr, Pittsboro
$950,000
5 Beds ⋅ 4 Baths ⋅ 10180348 MLS ⋅ ACTIVE Status
Experience luxury living overlooking the 9th hole of Chapel Ridge Golf Course in this exceptional custom home. A grand entry with soaring 10-foot ceilings sets the tone for the elegant finishes found throughout. The thoughtfully designed main level features a private home office with a coffered ceiling and French doors, a secondary first-floor bedroom with an adjoining full bath, and a luxurious primary suite complete with a tray ceiling, dual walk-in closets, and a spa-inspired bath featuring a generous soaking tub, oversized tiled shower, and dual vanities. Designed for both everyday living and entertaining, the gourmet kitchen showcases a 5-burner gas cooktop, wall oven, built-in microwave, farmhouse sink, walk-in pantry, and convenient butler's pantry, all flowing seamlessly into the formal dining room and expansive family room with a cozy gas fireplace. A well-appointed laundry room with a utility sink and drop zone adds everyday convenience. Upstairs, you'll find three spacious bedrooms, two full bathrooms, and an oversized bonus room offering endless possibilities for recreation, media, or guest space. Engineered hardwood flooring extends throughout most of the main floor and the second-floor hallway, while custom millwork enhances the home's refined character. Relax year-round on the expansive screened porch and enjoy peaceful views of the golf course and the tranquil surroundings. Irrigation and a Generac generator completes this remarkable home that combines timeless craftsmanship, sophisticated design, and an unbeatable golf course setting to create an extraordinary place to call home.

39 High Ridge Ln, Pittsboro
$379,000
3 Beds ⋅ 3 Baths ⋅ 10180160 MLS ⋅ ACTIVE Status
Welcome home to this spacious 2,200+ sq ft end-unit townhome in coveted Fearrington Village, just minutes from Chapel Hill, UNC, RDU, RTP, and Jordan Lake. Offering generous space at a terrific value, this home features vaulted ceilings and skylights that fill the interior with natural light, while hardwood floors flow throughout the main level. The living room opens to a sunny flex space—perfect for a home office or sunroom—with direct access to the side deck, ideal for morning coffee or evening unwinding. The first-floor owners' suite offers a peaceful retreat with a large walk-in closet. Two additional generously sized bedrooms complete the plan, including one with a wood-floored side room perfect for a craft room, office, or reading nook. Surrounded by mature, established landscaping, this end unit offers comfort, convenience, and effortless low-maintenance living—the HOA covers roof, garage, exterior maintenance, and mow & blow. A one-car detached garage adds everyday convenience. Enjoy all that Fearrington Village has to offer: tennis and pickleball courts, scenic walking trails, charming shops and restaurants, and a vibrant calendar of clubs and activities. A rare opportunity to live low-maintenance without compromising on space, light, or lifestyle.

484 Beechmast, Pittsboro
$949,000
5 Beds ⋅ 3 Baths ⋅ 10179863 MLS ⋅ ACTIVE Status
Welcome to luxury golf course living in the prestigious Chapel Ridge Golf Community! Built in 2021, this beautifully appointed custom home overlooks the 2nd green, offering exceptional views and an ideal blend of elegance, comfort, and entertainment. Designed for both everyday living and hosting family and friends, this home features an open, light-filled floor plan with quality finishes throughout. The spacious screened porch and upper deck provide peaceful, elevated views across the golf course and surrounding tree line, while the expansive 14' x 25' lower entertainment deck creates the perfect setting for outdoor gatherings, grilling, or relaxing after a round of golf. A standout feature of this home is the approximately 300-square-foot heated and cooled entertainment retreat. Complete with its own Senville mini-split HVAC system, custom cabinetry, butcher block countertops, coffered drop ceiling with dimmable recessed lighting, luxury plank flooring, and a custom-built rolling bar. This versatile space is ideal for entertaining, game nights, watching the big game, or simply unwinding with friends. Negotiable and willing to convey with the property are current surround sound system, 60" big screen TV, a rolling bar and bar stools, mini fridge, mini freezer, commercial ice maker, large leather sofa, two electric recliners and other bar memorabilia. A turn key entertainment retreat ready to go! The thoughtfully designed kitchen flows seamlessly into the main living areas, while the private primary suite and two well-appointed guest accommodations provide comfort and flexibility for family and visitors alike on the main floor. The 2nd floor consists of a large open bonus multi-use room with two additional large bedrooms and full bath. Located within one of Chatham County's premier golf communities, Chapel Ridge offers residents a championship Fred Couples Signature Golf Course, clubhouse, fitness center, resort-style pool, tennis and pickleball courts, basketball court, playground, and a vibrant social atmosphere—all just minutes from historic downtown Pittsboro, Jordan Lake, Chapel Hill, Cary, RTP, and the exciting growth of Chatham Park. This is more than a home—it's a lifestyle. Whether you're looking for breathtaking golf course views, exceptional indoor and outdoor entertaining spaces, or a peaceful place to call home, 32 Old Hickory delivers an outstanding opportunity in one of the Triangle's most desirable communities.

32 Old, Pittsboro
$699,500
5 Beds ⋅ 4 Baths ⋅ 10179756 MLS ⋅ ACTIVE Status
Stunning 5-bedroom, 4-bath home with a first-floor guest suite is now available! This showstopper features a formal dining room or flex space, private pocket office, and spacious drop zone. The gourmet kitchen is the heart of the home with premium appliances, a butler's pantry, and an open layout overlooking the breakfast area and inviting living room. Step outside to enjoy the screened porch, deck, and fenced backyard with peaceful wooded views. Upstairs, you'll find a versatile loft, four additional bedrooms, and an exceptional primary suite with its own private sitting room or den. Packed with flexible living space, designer finishes, and incredible value, this home truly has it all. Located in sought-after Chatham Park, residents enjoy Mosaic's shopping and dining, outstanding amenities, parks, and miles of scenic greenway trails—all approximately 30 minutes from RTP, 15 minutes from Jordan Lake, and just minutes from major highways.

71 Highpointe Dr, Pittsboro
$575,000
3 Beds ⋅ 2 Baths ⋅ 10179712 MLS ⋅ ACTIVE Status
Beautiful ranch home in Chapel Ridge, Pittsboro's Premier golf course community. This turnkey home has had many recent updates! A true RANCH home - it features three bedrooms all on one level. The open floor plan lends itself to comfortable living and aging in place. The gourmet kitchen features extensive cabinetry, large island with breakfast bar, gas range and walk in pantry. Spacious dining room accommodates a large table and overlooks the great room with dual sided gas fireplace. Oversized primary suite features dual vanities, soaking tub, walk-in shower, and his/her closets. Enjoy outdoor living in the spacious screen porch overlooking the flat backyard and private wooded area beyond. Some of the many upgrades include a new roof installed in 2021, sealed crawlspace with dehumidifier (2025), top of the line HVAC installed in 2025, improved drainage, new sod in the backyard, cycloVac Vacuum system featuring hidden hose and sweep kick plates, gladiator garage system, LiftMaster WiFi garage door system, Plantation Shutters throughout, KitchenAid 3 level dishwasher (2021). Chapel Ridge patio Homes feature low maintenance living, lawn maintenance and upkeep included! Close to community amenities - walk to fitness center, pool, tennis/pickle ball court, playground and more!

239 Autumn Chase, Pittsboro
$469,990
2 Beds ⋅ 2 Baths ⋅ 10179669 MLS ⋅ ACTIVE Status
Welcome to the Inspiration at 160 Tantara Bend, where thoughtful design meets effortless living in this beautifully crafted paired Villa by David Weekley Homes. Designed for comfort and style, this single-level home offers the perfect blend of open-concept living, quality craftsmanship, and low-maintenance convenience. Soft gray and white designer finishes create a bright, timeless interior that feels both elegant and inviting. The gourmet kitchen serves as the heart of the home, featuring an oversized island, built-in stainless steel appliances, abundant cabinetry, and a sophisticated palette of soft gray and white finishes that make everyday living and entertaining a pleasure. The sun-filled family and dining areas flow seamlessly to the screened rear porch, creating the perfect setting to enjoy your morning coffee, unwind with a good book, or host family and friends while enjoying the outdoors in comfort. The spacious Owner's Retreat offers a private sanctuary complete with a spa-inspired bath featuring a zero-entry Super Shower, dual-bowl vanities, and a walk-in closet. Every detail has been thoughtfully selected to deliver the exceptional quality, comfort, and livability that define the Encore lifestyle. Encore at Chatham Park offers a resort-style, maintenance-free lifestyle with lawn care included and exclusive access to an impressive Amenity Center featuring a full-time Lifestyle Director, a 5,200-square-foot clubhouse, fitness center, tennis and pickleball courts, a putting green, resort-style pool and hot tub, meditation garden, gas fire pits, indoor and outdoor gathering spaces, and miles of scenic walking and biking trails. Residents also enjoy convenient access to nearby Mosaic, a vibrant mixed-use destination offering dining, entertainment, shopping, and year-round community events. Ideally located with easy access to US-64, US-15/501, I-540, and RDU Airport, this exceptional home places world-class healthcare, shopping, dining, recreation, and everyday conveniences just minutes away—giving you more time to enjoy the active, connected lifestyle you've been looking for.

160 Tantara Bnd, Pittsboro
$1,199,000
4 Beds ⋅ 5 Baths ⋅ 10179589 MLS ⋅ ACTIVE Status ⋅ Hamilton BLDG.
Under Construction - Ready in February 2027. Nestled on a private 1.14-acre wooded homesite in the highly sought-after Corbett Landing community, this Hamilton Modern Farmhouse offers exceptional craftsmanship, thoughtful design, and elevated custom finishes throughout. Designed for both everyday living and entertaining, this home features a highly desirable main-level layout with a luxurious primary suite, private guest bedroom, dedicated study, and expansive walk-in pantry. The open-concept living spaces showcase custom details throughout, including upgraded trim, elegant wainscoting, built-in cabinetry, designer wallpaper in the powder room, and a stunning upgraded fireplace with a stained white oak mantle. The gourmet kitchen is thoughtfully appointed with cabinetry extending to the ceiling, upgraded quartz countertops, additional cabinetry, and premium finishes designed for both beauty and functionality. The main-level laundry room provides exceptional convenience with additional cabinetry, countertop space, and a dedicated sink. The luxurious primary suite features a spa-inspired bath with upgraded tile selections, premium countertops, upgraded plumbing fixtures, and durable hard flooring. The second floor offers incredible flexibility with two additional bedrooms, a spacious flex room, a large recreation room, and a walk-in attic providing abundant storage space. Every detail has been carefully selected, from upgraded tile and countertops throughout to designer plumbing fixtures and custom finishes that elevate the home's overall feel. Surrounded by mature trees and offering a rare sense of privacy, this exceptional home combines modern farmhouse charm with the quality and craftsmanship expected in Corbett Landing. $30,000 use as you choose incentive with use of preferred lender and attorney. To be used toward rate buy down, closing costs, or upgrades.

375 Gaines Trl, Pittsboro
$610,000
4 Beds ⋅ 4 Baths ⋅ 10179531 MLS ⋅ ACTIVE Status
Experience the award-winning 'No Little Plans' Garman Homes floor plan, celebrated for its thoughtful design and exceptional livability. This versatile home features a first-floor guest suite with a full bath and double doors that lead you straight from the suite to the covered front porch! Across the hall, you can find a flex room with a custom shiplap accent wall enclosed with French doors, ideal for a home office, playroom, or additional living space. Designed for both everyday living and entertaining, the open-concept layout centers around a gourmet kitchen featuring quartz countertops, stainless steel appliances, a spacious walk-in pantry, and a convenient pocket office. The kitchen flows into the family room and upgraded screened porch, creating a seamless indoor-outdoor living space. Large sliding glass doors open to the screened porch and fenced backyard, perfect for relaxing or entertaining. Durable LVP flooring extends throughout the main level, stairs, and upstairs hallways, adding warmth and continuity throughout the home. Upstairs, you'll find three additional bedrooms including a spacious primary suite with a private sitting area filled with beautiful natural light. All appliances convey with this home! The thoughtfully designed mudroom off the 2 car garage offers built-in cubbies, hooks, and additional storage, creating a functional drop zone to keep everyday essentials neatly organized. Located in sought-after Chatham Park, residents enjoy an unmatched lifestyle surrounded by miles of greenways, parks, playgrounds, community events, dining, and more! The location is hard to beat, with the newly opened YMCA, Thales Academy, and Knight Farm Community Park all just minutes away and connected by paved, extra-wide greenways throughout the community. Enjoy the convenience of easy access to Downtown Pittsboro, Jordan Lake, Chapel Hill, Apex, and the greater Triangle area, with quick connections to major routes including Highway 64 and 15-501. Experience the amenities and vibrant lifestyle that make Chatham Park one of the Triangle's most desirable places to call home!

51 Millennium Dr, Pittsboro
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 10179012 MLS ⋅ ACTIVE Status
If you've been looking for true main-level living without giving up space, this one hits a combination that's hard to find. Set on just over an acre with a private, wooded backdrop, this 4,200 square foot, 4 bedroom, 3.5 bath craftsman built in 2015 offers a layout that lives comfortably day to day while still giving you room to spread out when you need it. The main level is anchored by an open kitchen, family room, and dining area that flows naturally together, with a large island, gas range, double ovens, and built-in appliances creating a space that works just as well for everyday living as it does when you have people over. Interior details carry throughout with coffered and beamed ceilings, built-ins, crown molding, and a wet bar that adds both function and character, and it's clear this home has been maintained at a level you don't see often, the kind where a home inspector might walk through and wonder how he's going to earn his fee. The primary suite and additional bedrooms on the main level offer the convenience many buyers are looking for, while upstairs becomes a true second living space with a large bonus room and its own wet bar, creating the perfect setup for entertaining, movie nights, or a completely separate hangout space. In addition, the home offers multiple flex spaces that can adapt to office, workout, or hobby use, along with several oversized storage closets and a large unfinished walk-in attic that gives you storage capacity most homes simply cannot match. Outdoor living is just as strong with covered, screened, and open areas that extend how the home lives, all overlooking a private, tree-lined setting. A three-car garage, outbuildings, and a usable lot round out the functionality, creating a home that offers flexibility, privacy, and space in a way that stands out in this price range in Pittsboro.

79 Lindsay Burke Pl, Pittsboro
$429,990
3 Beds ⋅ 3 Baths ⋅ 10179010 MLS ⋅ ACTIVE Status ⋅ Wilson BLDG.
Opportunities to own a brand-new home in Chatham Park for under $430,000 are becoming increasingly limited. Wake up overlooking NoVi Green, one of Chatham Park's signature gathering spaces, and enjoy a walkable lifestyle with the YMCA, parks, scenic trails, Mosaic's restaurants and entertainment, live music, and year-round community events just moments from your front door. Inside, this beautifully upgraded Wilson townhome features an open-concept layout with quartz countertops, a statement fireplace, designer champagne bronze fixtures, and a spacious primary suite. With low-maintenance living, thoughtful designer finishes, and a two-car garage, you'll have more time to enjoy everything Chatham Park has to offer. Located in one of North Carolina's fastest-growing master-planned communities, this home offers the rare opportunity to enjoy today's lifestyle while investing in tomorrow's growth, all in one of the few remaining new construction homes in Chatham Park priced under $430,000. Schedule your private tour today and discover why so many buyers are choosing to call Chatham Park home.

20 Quietwood Way, Pittsboro
$578,300
2 Beds ⋅ 2 Baths ⋅ 10178970 MLS ⋅ ACTIVE Status
Welcome to the Sweetfern by David Weekley Homes, an exceptional opportunity to create your dream home in the award-winning Encore at Chatham Park. Construction has not yet begun, giving you a limited-time chance to personalize your home with selections from our professional Design Studio. This thoughtfully designed floor plan already includes an impressive collection of upgraded features, including a gourmet kitchen with a gas cooktop, elegant French doors leading to the private study, a spacious roll-in shower in the Owner's Bath, a tray ceiling in the luxurious Owner's Retreat, expansive 7-foot sliding glass doors opening to the covered rear porch, and a utility sink with countertop in the laundry room. For a limited time, buyers can also take advantage of an outstanding Design Studio incentive—receive $10,000 toward your personalized selections when you invest up to $20,000 in Design Studio upgrades. This is the perfect opportunity to create a home that reflects your unique style while enjoying significant savings. The opportunity to personalize this home is available only through July 19, after which construction selections will be finalized. Don't miss your chance to build a home that's uniquely yours while taking advantage of this exceptional incentive. Encore at Chatham Park offers a maintenance-free, resort-inspired lifestyle with lawn care included and exclusive access to a 5,200-square-foot clubhouse, fitness center, pickleball and tennis courts, resort-style pool and spa, putting green, walking trails, and a full-time Lifestyle Director who keeps the community active and connected. The model home is located at 175 Prospect Place and open Monday through Saturday from 10:00 am -6:00 pm and Sunday 12:00 pm - 6:00 pm. This home has not started construction, however the structural details are already firm, and cannot be changed.

87 Englehart Ct, Pittsboro
$465,000
3 Beds ⋅ 3 Baths ⋅ 10178794 MLS ⋅ PENDING Status
A peaceful woodland setting, updated interiors, and the ease of main-level living, this comforting 3-bedroom, 2.5-bath townhome is nestled in the desirable Weathersfield neighborhood of Fearrington Village. You'll enjoy approximately 2,500 square feet of thoughtfully designed living where timeless flow meets effortless comfort. The sought-after main-level primary suite provides a peaceful retreat, while two generously sized upstairs bedrooms offer welcoming accommodations for guests, a home office, or creative pursuits. Many thoughtful updates over the last 2 years include gorgeous wide plank luxury vinyl flooring in several rooms and painted accent walls throughout the home. Modern, attractive hardware has been updated throughout the kitchen and baths, along with the lever door handles. Custom built-ins in the dining room, family room and upper hallway provide plentiful storage and showcase space for your treasured collections. The heart of the home is the inviting family room, where a soaring vaulted ceiling and cozy gas fireplace create a warm yet dramatic gathering space filled with natural light. Gracious living and dining areas flow beautifully for everyday living and entertaining. Just beyond, a stunning sunroom becomes a true showpiece. Designer-inspired curated wall colors, a chic statement chandelier, and panoramic views of the surrounding landscape create an unforgettable space for morning coffee, afternoon reading, or evening conversations. Surrounded by mature trees and lush natural landscaping, the exceptionally private homesite offers a peaceful backdrop that changes beautifully with the seasons. Weathersfield is one of Fearrington Village's popular townhome neighborhoods, prized for its attractive streetscape, thoughtful design, and easy, low-maintenance lifestyle. Beyond your front door awaits the exceptional Fearrington Village lifestyle. Stroll shaded walking trails, enjoy fitness and wellness programs, gather with friends through community clubs and activities, browse charming boutiques, relax in cafés, visit the Village Center, and attend author events at McIntyre's Books. Enjoy fine dining at The Fearrington House Restaurant or a luxurious getaway at The Fearrington House Inn. Here, natural beauty, exceptional amenities, and a welcoming sense of community create one of North Carolina's most distinctive places to call home.

513 Swim And Croquet 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
$469,590
2 Beds ⋅ 2 Baths ⋅ 10178301 MLS ⋅ ACTIVE Status
Welcome to 142 Tantara Bend, where thoughtful design meets effortless living in this beautifully crafted paired Ambition Villa by David Weekley Homes. Designed for comfort and style, this single-level home offers the perfect blend of open-concept living, quality craftsmanship, and low-maintenance convenience. The gourmet kitchen is the heart of the home, featuring an oversized island, built-in stainless steel appliances, abundant cabinetry, and designer finishes that make everyday living and entertaining a pleasure. The sun-filled family and dining areas flow seamlessly to the screened rear porch, creating the perfect space to enjoy your morning coffee, relax with a good book, or entertain guests while enjoying the outdoors in comfort. The spacious Owner's Retreat provides a private sanctuary with a spa-inspired bath featuring a zero-entry Super Shower, dual vanities, and an expansive walk-in closet. Every detail has been thoughtfully selected to deliver the exceptional quality, comfort, and livability that define the Encore lifestyle. Encore at Chatham Park offers a resort-style, maintenance-free lifestyle with lawn care included and exclusive access to an impressive Amenity Center featuring a full-time Lifestyle Director, a 5,200-square-foot clubhouse, fitness center, tennis and pickleball courts, putting green, resort-style pool and hot tub, meditation garden, gas fire pits, indoor and outdoor gathering spaces, and miles of scenic walking and biking trails. Residents also enjoy convenient access to nearby Mosaic, a vibrant mixed-use destination offering dining, entertainment, shopping, and community events. Ideally located with easy access to US-64, US-15/501, I-540, and RDU Airport, this exceptional home places world-class healthcare, shopping, dining, recreation, and everyday conveniences just minutes away—giving you more time to enjoy the lifestyle you've been looking for. The model home is located at 175 Prospect Place and open Monday through Saturday, 10:00 am - 6:00 pm, and Sunday 12:00 pm - 6:00 pm.

142 Tantara Bnd, Pittsboro
$1,315,000
5 Beds ⋅ 4 Baths ⋅ 10178088 MLS ⋅ ACTIVE Status
Views of # 9 and #1 Fairways! Triple A Homes, a local expert custom home building company is proud to offer this 5 Bedroom 4 Bath beauty with a very oversized 2 car courtyard garage with additional cart garage for your favorite golf cart! This home has a friendship entry in addition to the large front porch. Guest suite and Master on main, Open feel with two -story Great Rm. Large breakfast nook. You can easily have dining room converted to 1st floor office. Double door entry. We love the upstairs stairway tucked away in the side wing of the home. The bonus room upstairs is absolutely massive. Excellent Cul-De-Sac Location on the 9th hole! Enjoy easy access to the awesome Golf Course and Amenity Center with Pool, Tennis, Soccer, Gym, Clubhouse, Pickle Ball, Basketball and a whole lot more. Several new amenities are available nearby.

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

4025 Hamlets Chapel Rd, Pittsboro
$1,117,210
4 Beds ⋅ 4 Baths ⋅ 10177745 MLS ⋅ PENDING Status
Pre-Sale Shelby for comp purposes.

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

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

377 Lila Dr, Pittsboro
$610,000
3 Beds ⋅ 2 Baths ⋅ 10177049 MLS ⋅ ACTIVE Status
Welcome to your own private retreat! Nestled on approximately 8 wooded acres between Pittsboro and Chapel Hill, this charming rustic home offers the perfect blend of privacy, comfort, and country living. An inviting front deck welcomes you into an open foyer and spacious family room featuring a stunning cathedral ceiling with exposed wood ceiling and beams, creating a warm and inviting atmosphere. The main level offers two bedrooms, including the primary suite with two closets. As well as a first floor guest bedroom. Upstairs, you'll find the third bedroom, and a versatile office/media/bonus room, and a second full bath—providing flexible space for working from home, hobbies, or guests. The kitchen opens to the family room and features granite countertops, stainless steel appliances, a smooth top cooktop, convection wall oven, microwave and a refrigerator. A separate dining room with a chandelier is perfect for gatherings, while a cozy breakfast nook just off the family room makes an ideal spot for morning coffee or quiet reading. Additional interior features include a spacious laundry room with a utility sink and ample shelving for pantry or storage needs. An Amazing amout of hardwood flooring thoughout living areas and bedrooms. No carpet anywhere in the home. Step outside to enjoy the screened porch overlooking the peaceful backyard, which opens onto a large deck—perfect for entertaining or relaxing while taking in the natural surroundings. The fenced backyard includes a fire pit, two storage sheds (one with a welcoming front porch), and plenty of open space for gardening, raising chickens, or simply enjoying the outdoors. Additional features include a water softener system and reverse osmosis system for added convenience and peace of mind. If you're looking for privacy, character, and room to spread out while still being conveniently located between Pittsboro and Chapel Hill and a short ride to Jordan Lake, this one-of-a-kind property is a must-see!

1396 Bynum Ridge Rd, Pittsboro
$434,960
2 Beds ⋅ 2 Baths ⋅ 10177027 MLS ⋅ PENDING Status
Welcome to The Ambition, a beautifully designed paired villa in the highly sought-after Encore at Chatham Park, offering elegant one-level living with upscale finishes and abundant natural light. A private front courtyard welcomes you into an open-concept floor plan centered around a gourmet kitchen featuring a gas cooktop, built-in wall oven, oversized island, walk-in pantry, and premium finishes—perfect for both everyday living and entertaining. The spacious family room flows seamlessly into the generous dining area, creating an inviting space for gatherings. The luxurious Owner's Suite serves as a private retreat with a spa-inspired bath featuring a zero-entry Super Shower and a walk-in closet. A secondary bedroom and full bath provide flexibility for guests, a home office, or additional living space. Step outside to the covered rear porch, ideal for relaxing or enjoying your morning coffee. Experience the ease of low-maintenance living in a vibrant community just minutes from parks, walking trails, shopping, dining, and all that Chatham Park has to offer.

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

147 Parkland Dr, Pittsboro
$3,195,000
5 Beds ⋅ 6 Baths ⋅ 10176685 MLS ⋅ ACTIVE Status
Luxury, privacy, and timeless elegance come together in this extraordinary custom-built estate on 2 private acres just minutes from Jordan Lake. Designed to impress at every turn, this one-of-a-kind home is filled with natural light from stunning oversized windows that showcase every beautiful space. Offering 5 spacious bedrooms and 5.5 bathrooms, including a luxurious primary suite and private mother-in-law suite on the main level, this home was thoughtfully designed for both everyday living and unforgettable entertaining. The chef's kitchen, complete with a butler's kitchen, flows effortlessly into the open living spaces, while the upstairs loft, oversized bonus room, and private balcony provide endless room to relax, work, or play. Step outside to your own resort-style backyard featuring a sparkling pool, peaceful surroundings, and the privacy you've been searching for. Every detail has been carefully crafted to create a home that feels like a private retreat while keeping you just minutes from Jordan Lake and everyday conveniences. This is more than a place to live. It is the kind of home you'll never outgrow, never want to leave, and never forget.

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

94 Mossy Creek Ct, Pittsboro
$570,000
3 Beds ⋅ 4 Baths ⋅ 10176384 MLS ⋅ ACTIVE Status
Welcome to exceptional living in sought-after Potterstone Village, where comfort, style, and convenience come together just minutes from vibrant downtown Pittsboro and the exciting growth of Chatham Park. This beautiful home offers the ease of main-level living paired with versatile spaces for entertaining, working, and relaxing. Hardwood floors, elegant architectural details, and abundant natural light create a warm and inviting atmosphere throughout. The open kitchen features granite countertops, a tile backsplash, stainless steel appliances, and seamless access to the butler's pantry and dining room featuring decorative wainscoting, crown molding and coffered ceiling. You're sure to enjoy the enclosed sun porch, multi-level deck, and private fenced backyard—perfect for gatherings or peaceful evenings outdoors. The first-floor master suite serves as a private retreat with a tray ceiling, spa-like bath, and spacious walk-in closet. Upstairs, you'll find two additional bedrooms, a generous loft area, a large bonus room ideal for home entertainment or recreation space, and extensive walk-in attic storage. Complete with a covered front porch, two-car garage, and access to neighborhood amenities including a clubhouse, pool, pond and hiking trails this move-in-ready home offers the perfect blend of refined living, everyday comfort, and investment in one of Pittsboro's most desirable communities. Easy commuting to Pittsboro's surrounding areas including Sanford, Chapel Hill, Raleigh & Chatham Co.

136 Windsong Dr, Pittsboro
$460,000
3 Beds ⋅ 2 Baths ⋅ 10176381 MLS ⋅ PENDING Status
This is a rare opportunity to enjoy a beautifully updated home in one of the area's most beloved communities. Nestled in the heart of Fearrington Village, this exceptional end-unit townhome lives more like a single-family home, offering privacy, natural beauty, and an abundance of thoughtful updates. The charm begins with landscaped gardens welcoming you from the parking area to the inviting front porch. A thoughtfully angled front entry enhances both curb appeal and interior privacy. Inside, you'll find a home that has been meticulously updated with smooth ceilings, fresh paint, new carpeting, updated tile flooring and wood floors, elegant lighting fixtures, and a gorgeously renovated kitchen. Oversized windows and strategically placed skylights fill the home with natural light, while serene views of mature landscaping create a seamless connection to the outdoors. Modern finishes, calming colors, and spacious rooms make it easy to envision your next chapter here. The dramatic family room is the centerpiece of the home, featuring a vaulted ceiling, gas fireplace, skylights, and walls of windows overlooking lush greenery. Whether entertaining guests or enjoying a quiet evening, this inviting space offers both comfort and sophistication. Adjacent to the great room, the dining room is ready for gatherings large and small, with café-style windows, fresh paint, and a new chandelier. A rare, custom, library with two walls of built-in shelving and cabinetry provides the perfect retreat for reading, working, or displaying treasured collections. The library opens to a spacious deck enhanced with Trex deck flooring and freshly painted handrailing, creating an ideal outdoor living space surrounded by mature landscaping and an unusually wide side yard space. The renovated kitchen is both beautiful and functional, showcasing stunning quartz countertops, a beautiful tile backsplash, modern wood cabinetry with abundant storage, and newer stainless-steel appliances. The sunny breakfast nook overlooks the front gardens, providing a peaceful setting for morning coffee or tea. The main-level primary suite offers convenience and comfort with a private bay window, two closets—including a walk-in closet—a linen closet, dual vanities, a soaking tub, and a separate shower. New carpeting in the bedroom and closets and updated luxury floor tile in the bath complete this private retreat. The laundry room, including washer and dryer, is also conveniently located on the main level. Upstairs, you'll find a flexible loft or office space, two generously sized bedrooms with walk-in closets, and a full bathroom—perfect for guests, or hobbies. The property includes one assigned parking space directly in front of the home and a dedicated detached one-car garage. Thanks to the desirable end-unit location, wide floor plan, and enhanced privacy, this home offers the feel of a detached residence with the ease of townhome living. Residents enjoy access to Fearrington Village's extensive network of walking trails, connecting to the Village Center, The Gathering Place, Fearrington Cares wellness programs, the Swim and Croquet Club (separate membership), and the Duke Center for Living (separate membership). This is a rare opportunity to enjoy a beautifully updated home in one of the area's most beloved communities.

386 Lyndfield Cl W, Pittsboro
$300,000
3 Beds ⋅ 2 Baths ⋅ 10176262 MLS ⋅ ACTIVE Status
Updated & Remodeled Home in a Peaceful Wooded Setting! This move-in ready home has been extensively updated over the past 18 months, offering modern finishes and worry-free living. Recent improvements include a new roof, HVAC system, luxury vinyl plank flooring, interior paint, painted cabinetry, light fixtures, range hood, countertops, and appliances. The bathrooms have been beautifully refreshed with new vanities, toilets, mirrors, and refinished tubs/showers. Outside, you'll appreciate the fresh exterior paint and new gravel driveway that create excellent curb appeal. Enjoy outdoor living from the welcoming front porch or relax around the private patio firepit surrounded by attractive landscaping and accent lighting. Additional recent upgrades include a 120" drop-down projector screen in the living room, Tesla EV charger, and a storage shed. With no HOA and no restrictions, you'll have the freedom to enjoy your property your way. Conveniently located just minutes from Jordan Lake, Pittsboro, and Chapel Hill, with easy access to US-15/501 and US-64 for commuting to Raleigh, Cary, and surrounding areas. Plus, the elementary and middle schools are only about a mile away. Modern updates, privacy, convenience, and freedom—all in one exceptional property!

424 Forest Creek Dr, Pittsboro
$289,900
3 Beds ⋅ 2 Baths ⋅ 10175754 MLS ⋅ PENDING Status
Charming One-Level Home on Nearly 1 Acre of Private, Wooded Chatham County Land! Tucked away on a peaceful 0.93-acre wooded lot in sought-after Chatham County, this well-maintained 2015-built home offers the perfect blend of privacy, space, and style — all at an exceptional value. With 3 bedrooms, 2 full baths, and 1,817 square feet of single-story living, this one checks all the boxes. Step inside to a welcoming open floor plan anchored by a spacious living room featuring crown molding, elegant arched pass-throughs, ceiling fan, and durable LVP flooring throughout. The impressive kitchen is a true centerpiece — boasting a large center island with bar seating, stylish countertops, rich dark wood cabinetry, recessed lighting, and a full black appliance package. A bright dining area with wooded views and a charming private nook with dual windows round out the main living space. The generous primary suite features a ceiling fan, wooded views, and a luxurious en-suite bath with dual vanity, an abundance of built-in storage cabinetry, and a walk-in glass-door shower. Two additional bedrooms share a well-appointed full bath with tub/shower combo and a single vanity. Outside, a covered front entry with a wood deck and staircase sets the tone, while the expansive backyard offers mature trees, privacy fencing, and room to roam. Located just minutes from downtown Pittsboro with easy access to US-64, and zoned for Chatham Grove Elementary (1 mi), Margaret B. Pollard Middle (1 mi), and Seaforth High School — this is Chatham County living at its finest.

41 Glendale Dr, Pittsboro
$735,000
3 Beds ⋅ 3 Baths ⋅ 10175732 MLS ⋅ PENDING Status
Nestled on 2 private acres in one of Pittsboro's most convenient locations, 101 Kentview Drive offers a rare combination of peaceful surroundings, thoughtful updates, and everyday comfort. Enjoy the quiet feel of a nature-filled setting while being just minutes from Fearrington Village, Chapel Hill, UNC, and downtown Pittsboro. The inviting covered front porch welcomes you into a warm, functional layout with generous living spaces and beautifully updated areas, including the kitchen, primary bathroom, and upstairs bathrooms. Additional updates include a new roof (2024), new upstairs carpet (2025), and upstairs HVAC (2025). Outside, the fenced backyard, screened porch, and firepit area make it easy to relax, gather, and enjoy life at home. Located in an established neighborhood with a wonderful sense of community, this home offers the kind of peaceful setting that feels tucked away without feeling isolated.

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

115 Pheasant Ct, Pittsboro
$429,000
3 Beds ⋅ 3 Baths ⋅ 10175324 MLS ⋅ ACTIVE Status
NEW PRICE! Don't miss this incredible opportunity to own a beautiful home in the heart of sought-after Chatham Park. Built by Garman Homes in 2022 with EcoSelect Green Certification, this move-in-ready 3-bedroom, 2.5-bath home offers 1,838 square feet of stylish, low-maintenance living. The open-concept design features luxury vinyl plank flooring, granite countertops, stainless steel appliances, abundant natural light, and modern finishes throughout. Sip your morning coffee on the welcoming covered front porch or unwind after a day of exploring all that Chatham Park has to offer. Enjoy an unmatched lifestyle just minutes from Thales Academy, Knight Farm Community Park and splash pad, scenic walking trails, the dog park, and Paddles Swim & Pickleball Club (membership required). With a detached 2-car garage, energy-efficient construction, and an unbeatable location close to Pittsboro's growing dining, shopping, and entertainment destinations, this home offers the perfect blend of comfort, convenience, and community.

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

35 Big Bear Dr, Pittsboro
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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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