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$520,000
3 Beds ⋅ 2 Baths ⋅ 10191548 MLS ⋅ ACTIVE Status
Imagine waking up to the tranquil sound of a gentle creek flowing just beyond your back door, sipping morning coffee from your sun-drenched dining space, and ending the day immersed in pure relaxation. Set in desired Fearrington Village, this turnkey retreat offers an elevated, low-maintenance lifestyle where you can easily stroll to village shops, seasonal markets, and enjoy all the vibrant community amenities, like the creekside walking trail right outside your door. Inside, natural light pours through expanded windows onto seamless LVP flooring and a cozy fireplace featuring a custom granite surround and live-edge mantel. The kitchen is designed for effortless living with granite countertops and instant hot water, while the primary suite serves as a true sanctuary with sliding barn doors, plantation shutters, and a spa-like bath with a corner jetted tub. Outdoor living is framed by nature—relax on the screened-in porch or entertain on the expansive Trex deck with custom privacy screening overlooking the woods. You will also love the rare, fully sealed walk-in lower level providing vast, clean, and dry storage space. Please see the complete list of major improvements in MLS docs, as there are too many upgrades to fit here! Don't just imagine this life—come feel the peace and fall in love with your new home today.

50 Trestle Leaf, Pittsboro
$1,125,000
3 Beds ⋅ 3 Baths ⋅ 10191158 MLS ⋅ ACTIVE Status
This beautiful ''Henderson Farmhouse'' model is located on .98/acres in coveted Fearrington Village. Sliding glass doors open to the spacious screened porch overlooking the wooded and private back yard. The owner's suite, 2 guest rooms, and 2.5 baths are on the main level. Quartz counter tops and large island in the kitchen, upgraded appliances, beautiful open floor plan!The huge bonus room on the second level is ideal TV or game room! Over 1800 sq. ft. of walk-in, unfinished storage/attic space off second floor; walk-in closets, whole house generator and water filtration system, Plantation shutters, hardwood floors, Tankless hot water heater, sealed crawl space too! Professional landscaping completed in 2026. Carpeting and home professionally cleaned 9/2026.

4246 Henderson Pl, Pittsboro
$639,500
2 Beds ⋅ 2 Baths ⋅ 10191033 MLS ⋅ ACTIVE Status
Timing is everything and you've hit the mark on this one! $40,000 in Upgrades & Improvements! FLEXIBLE FLOOR PLAN to suit your lifestyle -- whether it's 2/2 + office, 3/2 or 2/2 + dining room! This beautifully updated ONE-LEVEL home has the most amazing light bathing the space in sunshine. The high ceilings and casement windows offer a clear view to the wooded backyard and surrounding private cul-de-sac. NEW water heater, NEW furnace and AC. STAINLESS KITCHEN appliances - KitchenAid refrigerator and dishwasher, GE built-in wall oven, separate built-in microwave and electric cooktop on the kitchen island. Bathrooms were UPDATED with tiled flooring; Guest Bath now has a beautiful tub and handsome tiled surround. And, the Primary Bathroom has a WALK-IN TILED SHOWER with a bench. CUSTOM SHELVING in the walk-in kitchen pantry and primary closet. ENGINEERED HARDWOODS through most of the home with carpet in the primary closet. The BRICK-FLOORED SUNROOM is both heated and cooled for year-round use. It's the perfect space to have your morning coffee or entertain friends while you're grilling outside under the awning, enjoying your FENCED private backyard. 4055 Sampson is close to Fearrington Village center to enjoy all of the shops, restaurants and events going on. It's an easy walk to the park to visit with friends, have pizza at The Roost or listen to live music. Don't sleep on this one, it won't last long!

4055 Sampson, Pittsboro
$399,999
2 Beds ⋅ 2 Baths ⋅ 10190275 MLS ⋅ ACTIVE Status
Welcome to this beautifully renovated jewel box in the heart of desirable Fearrington Village. Thoughtfully updated and move in ready, this charming home offers the ease of one floor living with two bedrooms conveniently located on the main level. The renovated kitchen shines with new quartz countertops, while the updated bathrooms feature coordinating quartz surfaces and fresh, modern finishes. New LVP flooring and new carpet add to the crisp, updated feel throughout the home. Enjoy the distinctive lifestyle that makes Fearrington Village so special, with its picturesque walking trails, beautiful green spaces, shops, dining, community activities, and the charm of Fearrington Village Center just moments away. A wonderful combination of style, comfort, convenience, and location, this is truly a jewel box you will not want to miss.

482 Beechmast, Pittsboro
$385,000
3 Beds ⋅ 2 Baths ⋅ 10190084 MLS ⋅ ACTIVE Status
Fabulous Fearrington! This end-unit townhome boasts hardwood floors throughout, a screened porch, main floor primary suite & a living room with vaulted ceiling & gas fireplace. Step into this Fearrington Village beauty and enjoy life the easy way. Just down the street from the Swim & Croquet club and the village shops, you can enjoy the quiet and convenience of townhome living on Whisperwood Close. Contemporary styling, recent hvac (2025), and gleaming white oak floors make this a welcoming space. The kitchen boasts tons of cabinet space, solid-surface tops, gas range, stainless fridge, and a bright breakfast nook. The main floor primary suite overlooks the front garden, and features an ensuite bath & oversized walk-in closet. Upstairs you will find 2 more bedrooms, guest bath, and a cozy balcony overlooking the spacious living room. Relax out back on your brick-floored screened porch overlooking blooming crepe myrtles. Detached garage (owned by HOA). Come see 334 Whisperwood Close today!

334 Whisperwood Close, Pittsboro
$440,000
3 Beds ⋅ 2 Baths ⋅ 10188737 MLS ⋅ ACTIVE Status
FULLY UPDATED. COMPLETELY TURN-KEY. Welcome to this beautifully updated home in the highly sought-after Fearrington community, perfectly designed for effortless main-level living. The main floor features a spacious primary suite and convenient laundry room, while the inviting living room serves as a cozy centerpiece with a warm fireplace and custom built-in shelving. At the heart of the home, the upgraded kitchen showcases sleek quartz countertops, stainless steel appliances, and a bright eat-in area. Home comes with a detached garage offering additional storage and parking. Beyond the home, enjoy an active and vibrant lifestyle with an array of community amenities just steps away, including a swimming pool, clubhouse, playground, and scenic walking trails.

449 Crossvine Close, Pittsboro
$700,000
3 Beds ⋅ 2 Baths ⋅ 10188676 MLS ⋅ ACTIVE Status
"Nature is not a place to visit, it is home." Set within the picturesque, walkable community of Fearrington Village, 4127 The Knolls Close embodies the serenity, charm, and timeless appeal of Carolina living. Tucked along a quiet street framed by mature trees and beautifully maintained landscapes, this welcoming residence offers an ideal setting for relaxed everyday living and effortless entertaining. Inside, a bright and thoughtfully designed one level layout lives comfortably and intuitively. Generous windows fill each room with natural light, creating warm, inviting spaces perfect for morning coffee, quiet reading, or gathering with friends. The main living area flows seamlessly into the dining and kitchen spaces, giving the home an easy, open feel. The spacious family room features tall ceilings, built ins, and a fireplace—an ideal backdrop for cozy evenings. The large kitchen will delight any cook with abundant cabinetry, ample workspace, granite counters, and stainless steel appliances. The well appointed primary suite offers a generous walk in closet and a beautifully updated bath with an expansive tiled shower. Two additional bedrooms provide flexibility for guests, hobbies, or a home office. Outdoor living is a highlight: a private screened porch overlooking lush greenery, plus a charming courtyard patio and garden that extend the home's peaceful ambiance. This homesite is borders dedicated greenspace. Life in Fearrington Village is truly unique—tree lined paths, friendly neighbors, and beloved amenities including the Fearrington House Inn & Restaurant, The Belted Goat, boutique shops, walking trails, and year round community events. All just minutes from Chapel Hill, Pittsboro, and Jordan Lake.

4127 The Knolls Cl, Pittsboro
$467,000
3 Beds ⋅ 3 Baths ⋅ 10188003 MLS ⋅ ACTIVE Status
Welcome to 552 Weathersfield, located in desirable Fearrington Village. This spacious and light-filled home offers a wonderful combination of character, flexibility, and exceptional storage. An open, flowing floor plan connects the main living spaces, while large windows throughout bring in abundant natural light and beautiful wooded views. The dramatic living room features a vaulted ceiling, fireplace, and built-in cabinetry and shelving, creating an inviting focal point for the home. Just beyond, a bright sunroom is surrounded by windows and topped with a skylight—an ideal spot for morning coffee, reading, hobbies, or simply enjoying the peaceful setting. Peering out the windows enjoy an abundance of green space and even a small pond with a stacked-stone surround. It is rare for a townhome in Fearrington to have this much privacy and green space! The dining area provides generous space for entertaining and flows easily into the kitchen and adjoining breakfast area. The kitchen offers an abundance of white shaker-style cabinetry, extensive counter space, a center island with cooktop, and a large walk-in pantry with built-in shelving. The sunny breakfast area features walls of windows, a vaulted ceiling, and a skylight, making everyday meals feel anything but ordinary. The spacious primary suite provides plenty of room for a sitting area and includes a private bath with a double vanity and an oversized tiled walk-in shower with frameless glass enclosure. The extensive walk-in closet is outfitted with a closet organizing system, and the stack washer-dryer is conveniently located in this space. Upstairs, find two additional large bedrooms; each feature their own walk-in closet with organizing systems, providing storage rarely found in secondary bedrooms. An attached bonus/flex room with built-in shelving and a window adds even more versatility—perfect for a home office, craft room, reading room, hobby space, or additional storage. Beautiful parquet flooring extends through much of the home, while built-ins, skylights, vaulted ceilings, generous room sizes, and an abundance of windows give the interior its distinctive character. With multiple gathering spaces and flexible rooms, this home offers plenty of opportunity to make each space your own. Located in the highly desirable Fearrington Village community, this is a home with the space, natural light, storage, and flexibility to accommodate the way you want to live. Fearrington has multiple clubs and social opportunities. Duke Center for Living is on the adjoining property, providing a convenient fitness center enjoyed by many Fearrington residents.

552 Weathersfield, Pittsboro
$395,000
3 Beds ⋅ 3 Baths ⋅ 10187805 MLS ⋅ ACTIVE Status
Spacious townhouse in a wooded enclave of just three units. The home offers generously sized rooms and ample closet space. The front door opens to an entry hall leading to the living and dining rooms. The living room features a vaulted ceiling, skylights, a fireplace, and built ins. A den/sunroom opens to the back porch. The bright kitchen includes a breakfast area and pantry/laundry room. The main-level primary bedroom suite has a private bath and large walk-in closet. There is also a main floor powder room for guests. Upstairs, a hallway landing/flex space leads to two large bedrooms, both with walk-in closets, a full bath, and a small bonus room ideal for a study or craft room. Zoned HVAC keeps both levels comfortable. One-car garage with storage space.

486 Beechmast, 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
$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
$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
$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
$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
$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
$750,000
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
$410,000
3 Beds ⋅ 3 Baths ⋅ 10162327 MLS ⋅ ACTIVE Status
WOW! Look what your money can buy now at an improved price! This beautifully maintained Upper Beechmast townhome in Fearrington Village now offers even greater value! Nestled in the desirable Upper Beechmast neighborhood of Fearrington Village, this charming townhome is surrounded by mature, established landscaping and offers a wonderful blend of comfort, convenience, and low-maintenance living. The beautiful kitchen parquet flooring has been professionally restored, the primary bathroom has been updated with new luxury vinyl plank flooring, and both the front and back porches have been freshly painted—allowing the next owner to simply move in and enjoy. The bright, sunny kitchen features a cheerful breakfast area, while a separate dining room provides the perfect setting for entertaining. The inviting sunroom showcases a wall of windows and is beautifully accented by built-in bookcases and display shelving, creating a warm and versatile living space. In the living room, the fireplace is flanked by custom cabinetry and display shelves, adding both character and functionality. The first-floor primary suite offers the ease of main-level living and includes an oversized walk-in closet with a custom organizing system. Upstairs, you'll find two generously sized bedrooms, each with walk-in closets. Bedroom #3 also features an additional 10' x 11' flex space—ideal for a home office, nursery, hobby room, peaceful retreat, or storage. Additional built-in shelving in the upstairs landing and hallway provides abundant space for books, décor, and treasured belongings. Enjoy truly low-maintenance living with the HOA handling exterior upkeep, allowing you to spend more time enjoying everything Fearrington Village has to offer. The HOA also maintains the detached one-car garage for added convenience. Just moments away, the Duke Center for Living offers a fitness center and indoor pool, while Fearrington Village features tennis and pickleball courts, scenic walking trails, charming shops, restaurants, and a wide variety of clubs and activities. This is more than a home—it's an exceptional lifestyle.

490 Beechmast, Pittsboro
$499,900
3 Beds ⋅ 2 Baths ⋅ 10159108 MLS ⋅ ACTIVE Status
Discover effortless one-level living in one of the Triangle's most beloved communities. Nestled within Fearrington Village, this beautifully maintained and low maintenance 3 bedroom, 2 full bathroom ranch townhome blends timeless character with thoughtful updates, offering high ceilings, abundant natural light, inviting gathering spaces, beautifully designed landscaping and a private courtyard retreat. Whether you are entertaining friends, enjoying peaceful mornings with coffee, strolling all the walking trails to Village center, enjoying the lush gardens, attending community events, shopping at The Belted Goat, enjoying a meal at the Fearrington House Restaurant or a day at the Spa at Fearrington, this home offers the lifestyle so many buyers are searching for. Come experience it for yourself! Check out Fearrington Village and schedule your showing today!

1312 Langdon Pl, 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 .