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$635,000
2 Beds ⋅ 2 Baths ⋅ 10187535 MLS ⋅ ACTIVE Status
Truly better than new! Just ten months old, this beautiful David Weekley home offers the best of new construction without the wait, hassle, or added expense—with upgrades that are already complete. Located in the beautiful Encore at Chatham Park, the Triangles premier 55+ active adult community. This home feels warm and sophisticated, and the Mosley floor plan balances open-concept living with private retreats. French doors open to a dedicated study, or additional guest room when needed. Gorgeous rich wood plantation shutters throughout. The kitchen is the heart of the home and is as beautiful as it is functional, with Quartz countertops, a striking glass tile backsplash, and SS appliances that are nearly new and remain under warranty. With decorative pendant lighting, a generous center island, and a walk-in corner pantry this space is designed for both everyday living and effortless entertaining. The porch provides another "room" for entertaining, with finished epoxy floor, overlooking the fenced backyard and peaceful views of mature trees, your private sanctuary. The primary suite, situated at the back of the home provides a quiet escape. The luxurious bath features a zero-entry walk-in shower, and the newly done, professionally designed custom closet is a standout, complete with built-in cabinetry, dresser drawers, and exceptional shoe storage—thoughtfully designed to maximize both beauty and function. The spacious laundry room is impressive, offering built-in cabinetry, generous countertop workspace, a dedicated folding station, drop zone, storage closet, and nearly new washer and dryer that convey. Even the garage has been elevated with professionally painted walls, durable epoxy flooring, and is already wired for an EV charging station. With a tankless water heater, there isn't anything that was missed in this gorgeous home. Exceptional value with thousands invested in thoughtful post construction upgrades. Skip the construction. Skip the projects. Simply move in and enjoy!

236 Aspen Ave, Pittsboro
$599,900
2 Beds ⋅ 2 Baths ⋅ 10187353 MLS ⋅ ACTIVE Status
Elegance meets everyday comfort in The Carroway, a floor plan designed to make every day feel effortless. At its heart is a glamorous kitchen, anchored by a multi-function island and opening onto sunlit living and dining spaces — perfect for cooking, entertaining, or simply gathering together. The Owner's Retreat offers a true escape, featuring an en suite bathroom and spacious walk-in closet for a private, restorative haven. A well-appointed guest room with its own bathroom ensures visitors enjoy comfort and privacy of their own. Step outside to the covered porch, an inviting extension of the home ideal for quiet evenings or lively gatherings with friends and family.

39 Englehart Ct, Pittsboro
$469,730
2 Beds ⋅ 2 Baths ⋅ 10187330 MLS ⋅ ACTIVE Status ⋅ David Weekley Homes BLDG.
Welcome to the Ambition, a thoughtfully designed villa currently under construction in Encore at Chatham Park, Pittsboro's premier 55+ community. This open-concept home makes everyday living easy with a spacious gourmet kitchen overlooking the dining and family rooms, creating a comfortable space for both relaxing and entertaining. The private Owner's Retreat offers a peaceful escape with a well-appointed bath, super shower and generous closet space, while the secondary bedroom provides flexibility for guests or a home office. Enjoy outdoor living from the covered porch and the ease of a low-maintenance villa lifestyle. Designer-selected finishes throughout give this home a polished, cohesive look, all without the wait of starting from scratch. Encore residents enjoy an exceptional amenity package and a full-time Lifestyle Director, with lawn maintenance included. An exciting opportunity to own a brand-new Ambition villa while this final collection of homes is still available!

194 Tantara Bnd, Pittsboro
$345,000
1 Beds ⋅ 1 Baths ⋅ 10187202 MLS ⋅ ACTIVE Status
Fantastic 1-bedroom ''Jade'' plan condo in the heart of Mosaic at Chatham Park. There are just 11 units in this exclusive, secure building, all on the 3rd floor. Unit 308 sits high above the ''Works Yard' with long views. Let the light in with 11' foot ceilings and oversized windows flooding the light LVP flooring. Open kitchen features a large island, gas cooking, quartz counters, tile backsplash and stainless steel appliances, including a refrigerator. Tiled bathroom, designer closets and contemporary designer touches throughout. Washer and dryer also included. Assigned covered parking space and a storage unit in the climate-controlled basement. On the roof is a private resident Club Room with a wine bar, large screen TV lounge and a kitchenette/ dining area for socializing and entertaining. Choice of restaurants and retail within walking distance with more to come. Brand new Lowes Foods across the street. Easy access to all of the Triangle with 64 and 15-501 at your doorstep. Mosaic features many events including Friday concerts and movies with food trucks, art fairs, farmers markets and more. In the same building is 79 West, which is an innovation hub and co-working space. This is truly a place to live, work, play, learn and eat!

120 Mosaic Blvd Unit 308, Pittsboro
$735,000
3 Beds ⋅ 2 Baths ⋅ 10185946 MLS ⋅ ACTIVE Status
MOVE IN READY HOME! LIST OF UPDATES AVAILABLE. A Private, Modern Retreat backing to 247 Acres of Forever Protected Woods. Some homes feel tucked away, this one feels like a world of it's own. Set on a private homesite and backing directly to 247 acres of permanently protected Triangle Land Conservancy land, this updated one-level home delivers the kind of wooded view you simply cannot replicate and will never lose. Step into the tree-top deck and you're surrounded by quiet, filtered light, and the sense that nature is part of your everyday life. Inside, the home is bright, open and move-in ready: 3 Bedrooms, 2 updated baths, fresh paint, smooth ceilings, new skylights, and a long list of improvements that have been thoughtfully documented for buyers who appreciate quality. The layout lives comfortably and efficiently, with natural light pouring in from every angle. A standout bonus: the oversized garage with its own mini-split system, giving you a heated and cooled flex space for hobbies, workouts, storage, or the workshop you've always wanted. And while the setting feels private, you're still in the heart of the community everyone loves. Here, you are minutes from: Our Village Center with restaurants, the greatest independent bookstore, and a weekend pub with live music. Walking trails and paths that weave through the neighborhood. The park and lake, perfect for morning walks or sunset strolls. And of course, our iconic Belted Cows and Goats that make this place feel like nowhere else . It's the kind of neighborhood where you truly have everything you need and never feel the need to leave. A modern, move-in ready home. A forever wooded backdrop. A community with a heart. This is the lifestyle buyers are searching for and it's waiting right here.

686 Spindlewood, Pittsboro
$386,000
3 Beds ⋅ 3 Baths ⋅ 10185687 MLS ⋅ ACTIVE Status
SELLERS ARE WILLING TO CONSIDER CLOSING-COST ASSISTANCE WITH AN ACCEPTABLE OFFER. MOVE-IN READY AND LIKE NEW, this beautifully maintained townhome is located in THE VINEYARDS AT CHATHAM PARK. The OPEN, LIGHT-FILLED LAYOUT features numerous windows, LVP flooring, installed blinds, and an upgraded kitchen with QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, upgraded cabinetry, and a LARGE CENTER ISLAND. Additional highlights include SPACIOUS BEDROOMS, GENEROUS CLOSET SPACE, OAK STAIRS, a PRIVATE SCREENED PORCH, REFRIGERATOR, WASHER AND DRYER INCLUDED, and an EV-READY OUTLET in the one-car garage. The Vineyards offers a low-maintenance lifestyle with paved trails, Knight Farm Community Park, playgrounds, a dog park, sports fields, and a school located within the community. Paddles Swim & Pickleball Club is nearby and available through separate membership. Convenient to historic downtown Pittsboro, Jordan Lake, US-64, Chapel Hill, Apex, and RTP.

140 Millennium Dr, Pittsboro
$388,500
3 Beds ⋅ 3 Baths ⋅ 10185650 MLS ⋅ ACTIVE Status ⋅ Flint C BLDG.
Still time to personalize!! Homes by Dickerson presents the Flint plan, thoughtfully designed with comfort and convenience in mind - with a detached 2 car, rear entry garage. The main level of the home features an open floorplan for living and dining with a stainless-steel gas range, microwave, dishwasher and generous kitchen island with pendant lighting. The upper-level features 3 bedrooms, 2 baths and a loft perfect for a desk or reading nook. The owners bath features a double vanity and tiled shower for comfort and elegance. Nestled in NoVi, Chatham Park, residents enjoy included landscape maintenance, making it easy to travel, lock up and leave with peace of mind. While at home, you can stroll the walkable streets, gather with neighbors. This is a community where friendships flourish, and every day feels welcoming and connected. You are going to LOVE it here!

66 Broadoak Ln, Pittsboro
$700,000
3 Beds ⋅ 3 Baths ⋅ 10185538 MLS ⋅ ACTIVE Status
Enjoy wooded, forest-like views from this updated one-level contemporary home in Fearrington Village's "The Woods" section. Set on a .84-acre lot with mature trees and natural landscaping, the home offers a flexible floor plan suited to a variety of needs. The spacious main living room features a high ceiling, fireplace, and ample space for both dining and additional seating. The remodeled kitchen includes a walk-in pantry. A quiet office or flex space with two walls of windows is ideal for working from home or reading, while the enclosed porch functions well as either a screened porch or sunroom. The primary bedroom includes two walk-in closets and a private bath. A second full bedroom also has a private bath, and a third smaller bedroom or study is served by a third bathroom. Large front porch. Additional features include an oversized two-car garage and paved driveway.

672 Spindlewood, Pittsboro
$724,900
3 Beds ⋅ 4 Baths ⋅ 10184986 MLS ⋅ ACTIVE Status
Welcome to a one-of-a-kind Chatham County property offering the space, privacy, character, and updates that are increasingly difficult to find in the Triangle. This home is ideal for buyers who want to stay connected to the Raleigh-Durham-Chapel Hill area while enjoying a quieter setting, more room to spread out, and a home that feels anything but cookie-cutter. Inside, the home has a warm, distinctive personality with architectural details such as wood ceilings, high ceilings, abundant windows, a fireplace, and a loft area that give the interior character that is hard to replicate in newer construction. Natural light is an important part of the home's appeal, with windows that bring in the surrounding wooded views and create an inviting connection between the indoors and outdoors. The home has also undergone significant updates - new flooring throughout, new kitchen cabinets, quartz countertops, stainless-steel appliances, and updated bathrooms. The result is a home that combines rustic character with a fresh, more modern look and feel. The finished daylight walk-out lower level substantially expands the usable living space. This level includes bedrooms, a full bathroom, laundry area, and flex space that could be used for guests, home office, a workout room, media room, hobby space, playroom, or separate living areas for those who appreciate a little more independence. Walk-out access to the backyard also gives the lower level a more open and connected feel than a typical basement. Outdoor living is another standout feature. The home offers approximately 700 square feet of decking on three sides of the property. A fenced portion of the backyard adds even more functionality and can be accessed from both the deck and lower level. Location highlights: Historic downtown Pittsboro, Jordan Lake State Recreation Area, Chatham Park Community, Chapel Hill, Apex, Cary, Durham, Raleigh, and Research Triangle Park are all accessible from this part of Chatham County. The Redbud community has walking trails and the HOA dues include high speed internet!

224 Buteo Rdg, Pittsboro
$350,000
10184970 MLS ⋅ ACTIVE Status
Imagine waking up to the gentle rustle of mature hardwoods and the feeling of total seclusion, all while being just a morning walk from the banks of the Haw River. This stunning 10-acre homesite at 100 Sloping Pond Road offers a rare opportunity to build a custom retreat in one of Pittsboro's most serene settings. The land itself is a natural masterpiece. Dramatic rock outcroppings emerge from the forest floor, offering incredible ready-made focal points for creative landscaping or a striking backdrop for a back deck. The canopy of trees provides both privacy and a sense of timelessness that's hard to find. Whether you're envisioning a modern architectural marvel or a classic woodland cabin, this acreage provides the perfect canvas to bring that vision to life. Practicality meets potential here, as the lot has a perc test for a four-bedroom home, and electrical service is available and ready for connection. You'll have plenty of space to breathe and explore your own private woods, yet you're close enough to the river to enjoy all it has to offer. Lot has access by deed to perpetual easement to Haw River for canoeing, fishing, and recreational purposes. At $375,000, this is more than just a piece of land—it's the starting point for a lifestyle defined by nature and tranquility. Bring your builder and discover the possibilities waiting in the heart of Chatham County.

100 Sloping Pond Rd, Pittsboro
$649,900
3 Beds ⋅ 3 Baths ⋅ 10184833 MLS ⋅ ACTIVE Status
Updated price on this beautiful home in Chatham Park's Premier 55+ Community. 166 Imagine Way, a meticulously maintained Sweetfern floor plan nestled in a highly sought after community. This 3 bedroom, 3 bath home offers single level living with second level flexibility. This turn-key residence delivers the perfect balance of open space, functional design, and high end updates. An intuitive open concept layout connects the primary living areas creating an inviting space for both everyday living and entertaining. It features a chefs kitchen with high end finishes including a reverse-osmosis water filtration system to the sink and fridge. The kitchen is open to the family room and over looks the extended patio with a raised bed. Remote controlled Hunter Douglas Luminette Privacy Sheer Drapes frame the wall of windows in FR. Light filtering blinds and ceiling fans have been added through out the home as well. The primary bedroom features a spacious layout designed for comfort and privacy. It has a spacious en-suite bathroom with large zero entry shower and walk in closet. The main floor includes a dedicated office / study ideal for remote work or hobbies, plus a bright secondary bedroom. The large laundry room has an owner added utility sink and great storage. Upstairs has a large bonus space and private third bedroom with full bath. The front and rear doors have Provia Storm / Screen doors added to invite fresh air into the home. An expanded back patio paired with a custom raised garden bed are ready for your morning coffee or outdoor entertaining. The garage interior has been painted and includes an EV charger. A Ring camera has been installed. You'll also notice little touches through out that help to make this home "better than new". Desirable amenities include as a pool, spa, clubhouse, putting green and lighted Pickleball courts. The social director in this community is an asset according to the owners. She has a way of bringing people together. There are a lot of groups to become involved with as well. This is a great community to mingle and meet your neighbors. Convenient location close to Chapel Hill, RDU Airport, Raleigh, Durham and Sanford. This home is move in ready. Why wait to buy?

166 Imagine Way, Pittsboro
$1,925,000
5 Beds ⋅ 7 Baths ⋅ 10184073 MLS ⋅ ACTIVE Status
A Modern Estate Home Designed for Luxury Living Welcome to one of Summit Terrace's signature homes—an extraordinary custom residence that blends timeless architecture with modern luxury in one of Chatham County's most desirable settings. Perfectly positioned on a 1.27-acre homesite backing to more than 15 acres of protected wooded common area, this exceptional property offers the privacy, tranquility, and natural beauty that discerning buyers rarely find. Encompassing approximately 4,493 square feet of heated living space, this thoughtfully designed home features five bedrooms, four full bathrooms, two powder rooms, a spacious bonus room, and an open loft overlooking the spectacular two-story great room. Every detail has been carefully considered to create a home that is equally suited for elegant entertaining and comfortable everyday living. The striking exterior showcases an elegant combination of brick veneer and premium cement fiber siding, highlighted by steep architectural rooflines, dramatic front-facing gables, oversized windows, and refined architectural detailing. The welcoming covered front porch leads into an impressive foyer where soaring ceilings and expansive sightlines immediately reveal the home's exceptional craftsmanship and scale. At the heart of the home is a spectacular gourmet kitchen featuring an oversized center island, professional-style appliance layout, abundant cabinetry, a separate scullery pantry, and a spacious dining area that flows seamlessly into the dramatic two-story great room. Large glass doors open onto a vaulted covered rear porch, creating the perfect indoor-outdoor living experience while overlooking the peaceful wooded backdrop. The luxurious first-floor owner's suite is designed as a private retreat with a cathedral ceiling, oversized walk-in closet, spa-inspired bath featuring a freestanding soaking tub, zero-entry shower, and direct access to the outdoor living spaces. A private guest suite on the main level provides exceptional comfort for overnight visitors or multi-generational living. Upstairs, family and guests will enjoy three additional bedrooms, each with convenient bath access, a generous loft overlooking the great room, and a large bonus room that can easily serve as a media room, fitness studio, home office, or playroom. The intelligent floor plan offers outstanding flexibility for today's lifestyle while maintaining an elegant flow throughout the home. Car enthusiasts and hobbyists will appreciate the oversized three-car garage, offering generous storage and flexibility for vehicles, golf carts, or workshop space. The setting is every bit as impressive as the home itself. The backyard opens to over 15 acres of preserved wooded common area, providing exceptional privacy, beautiful natural views, and the feeling of owning a private estate without the maintenance of additional acreage. Whether enjoying morning coffee on the covered porch, entertaining family and friends, or simply taking in the peaceful surroundings, this homesite offers a level of serenity that is increasingly difficult to find. This remarkable residence represents the perfect balance of sophisticated design, luxury finishes, generous living spaces, and an unmatched natural setting—an exceptional opportunity to own a custom-crafted estate home in the prestigious Summit Terrace community.

98 Summit Terrace Dr, Pittsboro
$815,000
4 Beds ⋅ 3 Baths ⋅ 10183987 MLS ⋅ ACTIVE Status
Newly adjusted pricing positions this custom home perfectly for one of Pittsboro's most desirable locations. Enjoy main floor living in a semi open layout with hardwoods, custom inlays, a chef's kitchen with THOR six burner range, granite counters, custom cabinetry and two pantries. The formal and casual dining areas flow into a warm living room with fireplace and detailed molding. The main level includes a bright Primary Suite plus two additional bedrooms offering abundant light. Upstairs offers new LVP flooring, an oversized bedroom/office, a large bonus room with sink and storage, and a full bath. A massive epoxy floored garage and walk in encapsulated crawl space with water filtration add valuable utility. Outside, over an acre of natural beauty features a cascading waterfall, pond, winding paths, gazebo, and expansive deck—an ideal setting for relaxing or entertaining. Pittsboro blends small town charm with steady growth, just 40 minutes to RTP and RDU, with easy access to Fearrington Village, Mosaic, The Plant, Shakori Hills, Jordan Lake, and the Haw River. With generous square footage, refined custom touches and a private outdoor oasis. This stately home blends seamlessly with its natural surroundings, offering a peaceful, grounded feel from the moment you arrive.

798 Horizon Dr, Pittsboro
$395,000
3 Beds ⋅ 3 Baths ⋅ 10183952 MLS ⋅ ACTIVE Status
Welcome to this spacious 2,200+ sq. ft. end-unit townhome in the highly desirable Fearrington Village, offering an exceptional combination of space, natural light, and low-maintenance living. Surrounded by mature landscaping, this one-owner home is in need of updating, but is solid. The home features vaulted ceilings, hardwood floors throughout the main level, and a flexible floor plan designed to accommodate today's lifestyle. The inviting living room with a gas fireplace opens to a bright sunroom and side deck, creating comfortable spaces to relax or entertain. The kitchen includes a cheerful breakfast area, while the separate dining room is ideal for hosting family and friends. The main-level primary suite offers the convenience of first-floor living with a spacious walk-in closet. Upstairs, two generously sized bedrooms/versatile flex rooms, and abundant walk-in storage provide endless possibilities for a home office, hobby space, or guest accommodations. Outside, enjoy the beauty and convenience of Fearrington Village, where the HOA maintains the exterior, allowing more time to enjoy scenic walking trails, charming shops, restaurants and a vibrant calendar of community activities. Located just minutes from Chapel Hill, UNC, RTP, RDU, and Jordan Lake, this home offers an exceptional blend of comfort, quality, convenience, and lifestyle. Detached one-car garage is maintained by the HOA and is not deeded separately. Home includes a dedicated parking space directly in front of the townhome.

458 Beechmast, Pittsboro
$725,000
4 Beds ⋅ 3 Baths ⋅ 10183487 MLS ⋅ ACTIVE Status
Welcome to this spacious 4-bedroom, 3-bathroom craftsman inspired home nestled in the Horizon community just north of Pittsboro. Quality built with first floor primary suite, a cook's kitchen with granite and stainless, 2 car attached side entry garage, screened porch, and soaring ceilings that set off the 2 story stone fireplace. Upstairs are additional bedrooms, conditioned storage and walk in attic space. This home strikes the perfect balance of cozy meets elegance. Set on a generous acre plus lot, there's plenty of room to spread out both inside and out! OPEN HOUSE! August 23, 1pm-3pm

67 Coley Ct, Pittsboro
$849,000
3 Beds ⋅ 3 Baths ⋅ 10183392 MLS ⋅ ACTIVE Status
Welcome to a meticulously maintained, one-owner home in Pittsboro, NC, set on nearly 1.5 acres of flat, beautifully cared-for property in Chatham County with convenient access to UNC-Chapel Hill and the Triangle. The home features four bedrooms—one on the main level and three on the second level. With abundant living and entertainment space, a three-car garage and remarkably low HOA dues of just $150 per year, this property offers the space and flexibility increasingly difficult to find near Chapel Hill. Hardwood floors extend throughout the main level, where thoughtful architectural details include wainscoting and a bay window in the dining room, an inviting family room and a beautifully appointed kitchen with new appliances. The main-level bedroom provides valuable flexibility for guests, a home office or multigenerational living, while three additional bedrooms are located upstairs. Beyond the bedrooms, this home is made for living and entertaining. A large bonus room with pool table is complemented by a separate media room—ideal for movie nights, gaming, fitness, hobbies or work-from-home needs. Entertainment furnishings and items in these spaces may convey at the buyer's preference. A third floor walk up storage space perfect to store all you need, or finish the space based on your needs. An oversized laundry room and three-car garage add exceptional everyday functionality. Outside, a covered porch and deck overlook the expansive, level backyard and nearly 1.5-acre setting. Established landscaping adds character throughout, including a bricked front flower garden, raised rear garden bed, mulched walkway and a stone walking path accented by trailing thyme and moss. A separate outbuilding provides valuable additional storage. Pride of ownership is evident throughout this one-owner home. Recent improvements include exterior painting of the home and outbuilding, new kitchen appliances, updated upstairs bathroom lighting and lawn reseeding. The roofs on both the home and outbuilding were replaced in 2018, and the HVAC systems have been regularly maintained. Experience this beautiful home now: https://vimeo.com/1213401628?share=copy&fl=sv&fe=c

49 Donald Dr, Pittsboro
$1,500,000
10182781 MLS ⋅ ACTIVE Status
25.9-acre exclusive estate homesite in an exceptional LOCATION with access through the prestigious Monterrane community. This beautiful, mostly flat and private property is ready for your custom dream home. Fully designed architectural plans are available upon request, or bring your own vision and builder. The property features a driveway, a valid 4-bedroom septic permit, access to public water and natural gas, high speed internet available and offers the rare opportunity to subdivide once into two estate lots. Wooded lot with many hardwoods. Ideally located just off Mt. Gilead Road between US-15/501 and Highway 64, you'll enjoy convenient access to downtown Pittsboro, Chatham Park, Mosaic's dining, shopping, and entertainment, as well as Jordan Lake and the Haw River for boating, hiking, and outdoor recreation. A truly one-of-a-kind opportunity to create a private luxury estate while remaining close to everything Chatham County has to offer.

748 Valley Ln, Pittsboro
$4,500,000
5 Beds ⋅ 6 Baths ⋅ 10182779 MLS ⋅ ACTIVE Status
25.9-acres! Excellent location. Proposed luxury custom home by award-winning Dunning Custom Homes on an exceptional 25.9-acre estate homesite that can be divided into two lots. Choose this stunning Country French Manor design or work with the builder to create your own custom masterpiece. Situated atop a private, mostly flat homesite with access through the prestigious Monterrane community—without the HOA and with minimal restrictions—this remarkable property offers the perfect blend of luxury, privacy, and convenience. The proposed home features 5 bedrooms, 5.5 baths, soaring ceilings, a grand fireplace, chef's kitchen with professional appliances, impressive scullery, main-level owner's suite with private study, guest suite, and three additional bedroom suites upstairs, plus flex space. Crafted with the exceptional quality and timeless design Dunning Custom Homes is known for, this home is designed for elegant everyday living and effortless entertaining. Conveniently located just off Mt. Gilead Road between US-15/501 and Hwy. 64, minutes from downtown Pittsboro, Chatham Park, Mosaic, Jordan Lake, and the Haw River. A rare opportunity to build a private luxury estate in one of Chatham County's most desirable locations. This extraordinary home features five spacious bedrooms, five and a half private bathrooms, ensuring comfort and privacy for every resident and guest. The main level welcomes you with soaring ceilings and stunning fireplace, the property exudes warmth, character, and charm. Discover the perfect blend of elegance and relaxation, ideal for both entertaining and personal retreat. Designed to impress with high end finishes. This French masterpiece blends cutting-edge luxury with warm, livable design. The heart of the home is a chef's kitchen with a professional range, oven, built-in refrigerator and stunning scullery—complete with second sink. Main level primary suite with private owners' study, plus a personal guest suite. Second floor offers three bedrooms each with its own private bathroom. Comfortable flex space and a study. Dunning Custom Homes delivers consistent, dedication to quality and reputation as an industry leader, they have set the benchmark for quality in home building and unmatched craftsmanship.

748 Valley Ln, Pittsboro
$599,000
4 Beds ⋅ 3 Baths ⋅ 10182767 MLS ⋅ ACTIVE Status
Immaculate Craftsman - Better Than New! Welcome home to this stunning Craftsman-style beauty offering the perfect blend of timeless charm and modern luxury. This 4-bedroom, 2.5-bath home has been meticulously upgraded and impeccably maintained — truly better than new! Step onto the covered front porch and into an expansive open-concept main level featuring durable LVP flooring throughout. The gourmet kitchen is a chef's dream, boasting a recently upgraded stainless steel appliance package with gas range, sweeping granite countertops, and a striking black subway tile backsplash. A charming barn door conceals the walk-in pantry, while the designer dining room showcases custom built-in cabinetry perfect for entertaining. Work from home in style in the French door entry office, complete with a floating built-in desk. Upstairs, a versatile loft bonus room ready to convert to your own dream space. The owner's suite is a true retreat, featuring a tray-trimmed ceiling and custom built-in closet shelving, while generously sized secondary bedrooms offer comfort for family or guests. Throughout the home, discover incredible trim customization, shiplap-trimmed walls, and upgraded lighting and plumbing fixtures that elevate every room. Outside, the incredible landscaping continues to impress with a large stone paver patio, lush Bermuda sod lawn, black aluminum fencing, irrigation system, and landscape lighting — all overlooked from the covered back porch. A 2-car garage completes this exceptional property. This home has it all — style, function, and flawless finishes throughout. Schedule your private showing today!

20 Plenty Ct, Pittsboro
$427,500
3 Beds ⋅ 2 Baths ⋅ 10181660 MLS ⋅ ACTIVE Status
Beautifully designed contemporary home on a naturally wooded lot in Fearrington Village. Vaulted ceilings, skylights, and abundant windows fill the home with natural light and frame views of the wooded setting. The front door opens to an entry foyer, leading to a living room with a fireplace and a dining area with sliding glass doors to the rear deck. The spacious kitchen includes a pantry and gas stove, with an adjoining laundry room that offers a second pantry. The main-level primary bedroom features a walk-in closet and full bathroom. Upstairs are two additional bedrooms and another full bath. Recent updates include fresh interior paint and new bedroom carpet. Exterior storage closet included.

4 Matchwood, Pittsboro
$185,000
10181351 MLS ⋅ ACTIVE Status
Build the home you've always envisioned on this exceptional 1.5+ acre homesite in the desirable Cedar Grove community of Pittsboro! Offering the rare combination of NO HOA, low Chatham County taxes, and a peaceful wooded setting, this property provides the perfect canvas for your custom dream home. Bring your own builder and design the ranch floor plan you've been dreaming of, with ample space for three bedrooms, outdoor living, a detached garage, workshop, pool, or private retreat. Ideally located just minutes from Downtown Chapel Hill, Carrboro, UNC-Chapel Hill, Chatham Park, Jordan Lake, and all the shopping, dining, and conveniences of the Triangle, you'll enjoy the best of both worlds—privacy and convenience. Whether you're looking to build your forever home or invest in one of the area's fastest-growing locations, opportunities like this are becoming increasingly rare. No HOA. Bring your own builder. Endless possibilities.

74 Eagles Crst, 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
$2,475,000
5 Beds ⋅ 8 Baths ⋅ 10180609 MLS ⋅ ACTIVE Status
Welcome to this exceptional new single-family residence in The Summit. This five-bedroom, 6.5-bathroom home offers abundant space for versatile living arrangements and entertaining. Set on a generous 1-Acre home site near the top of Burnette Mountain, the property provides ample outdoor space and privacy. The residence features two downstairs bedrooms, a grand Formal Dining Room, Study, Scullery and a breakfast area. The primary bedroom features to very spacious His/her Closets. A three-car garage, ensures convenient vehicle storage and protection. Located in The Hamptons Summit community, this home presents an outstanding opportunity for those seeking quality and substance in their real estate investment.

95 Mountaintop Cir, Pittsboro
$469,000
3 Beds ⋅ 2 Baths ⋅ 10180426 MLS ⋅ ACTIVE Status
Welcome to 396 Lyndfield Close, a beautifully updated end-unit townhome in the highly sought-after Fearrington Village community of Pittsboro, NC. Offering 3 bedrooms, 2 fully renovated bathrooms, a desirable main-level primary suite, and a one-car garage. This meticulously maintained home blends timeless charm with thoughtful modern updates in one of Chatham County's most picturesque neighborhoods. Natural light pours through multiple skylights, illuminating the open-concept floor plan and gleaming hardwood floors throughout the main level. The inviting family room showcases custom built-in bookcases and bench seating, while the adjoining sunroom provides a peaceful retreat overlooking the private outdoor setting. The 2025 designer-renovated primary suite offers both luxury and functionality with a reimagined layout featuring an oversized tiled walk-in shower, built-in bench seating, frameless glass enclosure, comfort-height vanity, updated lighting, and thoughtfully integrated accessibility features, including reinforced grab bars for added peace of mind. The second full bathroom was also completely renovated in 2025, featuring a new tub surround, expanded entry allowing additional natural light from the skylight, new vanity, fixtures, lighting, and finishes. Step outside onto the oversized deck, refreshed in 2026 with replacement boards, updated railings, and a fresh stain—perfect for morning coffee or entertaining guests. Additional recent improvements include new landscape lighting, wiring and transformer, a new garbage disposal, replacement washer and dryer with new dryer vent, updated upstairs ceiling fan, replacement gas fireplace logs with wireless remote, and professionally cleaned windows, porch, and deck. Quarterly pest control service has been maintained since 2023, reflecting the exceptional care this home has received. The one-car garage provides secure parking and valuable storage space, while the HOA offers added peace of mind by maintaining the termite bond, landscaping, and exterior maintenance, Located in the award-winning Fearrington Village, residents enjoy beautifully landscaped grounds, scenic walking trails, boutique shopping, acclaimed restaurants, community events, and exceptional amenities including swimming, tennis, pickleball, croquet, and a thriving arts scene. Convenient to Chapel Hill, UNC, Jordan Lake, Pittsboro, and the entire Triangle, this move-in-ready home offers the perfect combination of low-maintenance living, modern updates, and an unmatched lifestyle. Beautifully updated. Exceptionally maintained. Perfectly located. Welcome home to Fearrington Village. Experience this incredible property and community here: https://vimeo.com/1210019068?share=copy&fl=sv&fe=ci

396 Lyndfield Close, Pittsboro
$419,500
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. Refrigerator, washer and dryer all convey. 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
$679,900
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
$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
$699,000
4 Beds ⋅ 3 Baths ⋅ 10179343 MLS ⋅ ACTIVE Status
Tucked away on a cul-de-sac backing to undeveloped land, this beautiful one-level home in.the Bradford Place neighborhood within Fearrington Village offers the perfect combination of comfort, flexibility, and peaceful surroundings. Freshly painted throughout with brand-new carpet as well! The light-filled interior features an inviting, open layout with vaulted ceilings and skylights, custom built-ins, and a fireplace that creates a warm gathering space for family and friends. Large windows frame serene views of the natural landscape, bringing the outdoors inside. A standout feature is the detached guest cottage, offering exceptional versatility for visiting family and friends, a private home office, art studio, fitness space, or hobby room. The spacious primary suite provides a relaxing retreat, while additional living spaces offer room to spread out and entertain with ease. Step outside to enjoy the quiet setting and privacy of a backyard that borders undeveloped land, creating a peaceful backdrop that's increasingly hard to find. The front features a private courtyard. You'll enjoy easy access to walking trails, parks, shops, restaurants, and all the charm this award-winning community has to offer, while remaining just minutes from Pittsboro, Chapel Hill, and the greater Triangle. Flexible living spaces, and an exceptional setting make this a rare opportunity in one of Chatham County's most sought-after communities. Come take a look today.

1379 Bradford Pl, Pittsboro
$399,990
3 Beds ⋅ 3 Baths ⋅ 10179010 MLS ⋅ ACTIVE Status ⋅ Sampson BLDG.
Imagine starting your morning in the kitchen with coffee and a view of the green, then waking up to that same peaceful scenery from your primary bedroom. At 20 Quietwood Way, the setting is just as special as the home itself. Located at Townes at NoVi in the heart of Chatham Park, this beautifully upgraded Wilson townhome puts you steps from the NoVi Lawn and within a community designed around connection, convenience, and enjoying more of life outside your front door. Walk to the YMCA, explore parks and scenic trails, meet friends for dinner or entertainment at Mosaic, or enjoy live music and community events without having to leave Chatham Park. Inside, the open-concept design feels bright and spacious, with quartz countertops, a statement fireplace, champagne bronze fixtures, thoughtful designer finishes, a generous primary suite, and a two-car garage. And with low-maintenance townhome living, weekends can be spent enjoying the community instead of maintaining a yard. What truly sets this home apart is the opportunity to pair a brand-new, beautifully finished home with scenic green views and the Chatham Park lifestyle, all in one of the Triangle's most exciting master-planned communities.. Come experience 20 Quietwood Way in person. The home is beautiful, but it's the lifestyle around it that may make you want to stay. Ask about our closing costs incentives, including rate buy down options! Imagine starting your morning in the kitchen with coffee and a view of the green, then waking up to that same peaceful scenery from your primary bedroom. At 20 Quietwood Way, the setting is just as special as the home itself. Located at Townes at NoVi in the heart of Chatham Park, this beautifully upgraded Wilson townhome puts you steps from the NoVi Lawn and within a community designed around connection, convenience, and enjoying more of life outside your front door. Walk to the YMCA, explore parks and scenic trails, meet friends for dinner or entertainment at Mosaic, or enjoy live music and community events without having to leave Chatham Park. Inside, the open-concept design feels bright and spacious, with quartz countertops, a statement fireplace, champagne bronze fixtures, thoughtful designer finishes, a generous primary suite, and a two-car garage. And with low-maintenance townhome living, weekends can be spent enjoying the community instead of maintaining a yard. What truly sets this home apart is the opportunity to pair a brand-new, beautifully finished home with scenic green views and the Chatham Park lifestyle, all in one of the Triangle's most exciting master-planned communities.. Come experience 20 Quietwood Way in person. The home is beautiful, but it's the lifestyle around it that may make you want to stay.

20 Quietwood Way, Pittsboro
$600,600
2 Beds ⋅ 2 Baths ⋅ 10178970 MLS ⋅ ACTIVE Status
Welcome to the Sweetfern, a thoughtfully designed home where warm, inviting finishes meet effortless everyday living. The heart of the home features an upgraded cooktop kitchen with warm wood tones, elegant touches of green, and brushed brass accents that create a sophisticated yet comfortable feel. The open-concept family room is highlighted by impressive 12' sliding glass doors, bringing in abundant natural light and creating a seamless connection to the outdoor living space. A private enclosed study with French doors offers the perfect space for a home office, reading room, or flex space. Retreat to the spacious Owner's Suite, enhanced by an elegant tray ceiling, while the mudroom adds everyday functionality with a utility sink and countertop. With its beautiful blend of warmth, style, and carefully selected upgrades, this Sweetfern is designed to feel welcoming from the moment you step inside. 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. Design upgrades were added as of 8/17/26 reflecting the recent increase in listing price.

87 Englehart Ct, Pittsboro

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 .