Fearrington Real Estate

Welcome to Fearrington, a delightful subdivision nestled in the heart of Pittsboro, North Carolina. This charming community is situated in Chatham County, where Southern hospitality meets serene landscapes, making it an ideal place to call home.

Fearrington is renowned for its picturesque setting, featuring beautifully landscaped gardens, tranquil walking trails, and an abundance of wildlife. The community is designed to blend seamlessly with nature, offering residents a peaceful retreat from the hustle and bustle of everyday life. With its winding roads and lush greenery, Fearrington invites you to explore its natural beauty at every turn.

Living in Fearrington means enjoying a vibrant lifestyle filled with community events and activities. The subdivision is home to a variety of amenities, including a community center, swimming pool, and tennis courts, providing residents with plenty of opportunities to socialize and stay active. The nearby Fearrington Village offers unique shops, delightful restaurants, and a renowned farmers market, ensuring that you have everything you need right at your fingertips.

For those who appreciate the arts, Fearrington is also close to cultural attractions in Pittsboro and the greater Triangle area. Whether it’s visiting local galleries or attending community festivals, there’s always something happening nearby.

In Fearrington, you’ll find a welcoming community that values connection, nature, and a relaxed pace of life. Experience the charm of this beautiful subdivision and discover why so many have chosen to make Fearrington their forever home. Come visit, and let the allure of Fearrington captivate you!

Newest Listings in Fearrington

$1,173,000

3 Beds ⋅ 3 Baths ⋅ 10182181 MLS

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

4200 Henderson Pl, Pittsboro

$450,000

3 Beds ⋅ 2 Baths ⋅ 10181660 MLS

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

$789,000

3 Beds ⋅ 4 Baths ⋅ 10181569 MLS

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

$875,000

3 Beds ⋅ 3 Baths ⋅ 10180964 MLS

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

$498,000

3 Beds ⋅ 2 Baths ⋅ 10180426 MLS

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

$379,000

3 Beds ⋅ 3 Baths ⋅ 10180160 MLS

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

$750,000

4 Beds ⋅ 3 Baths ⋅ 10179343 MLS

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

$400,000

3 Beds ⋅ 2 Baths ⋅ 10173655 MLS

Enjoy easy living in this end-unit townhouse set in a park-like setting. The front door opens to a welcoming entry hall. The spacious living room features a vaulted ceiling with skylights and a ceiling fan, a gas fireplace, and large windows overlooking the backyard. A formal dining room connects to the living room. The updated kitchen offers warm wood cabinetry, quartz countertops, and stainless-steel appliances, including a one-year-old stove. A skylight brightens the sunny breakfast area. The main-level primary suite includes three closets, one of them a large walk-in. The adjoining bath features a linen closet, a tile shower with a built-in seat, and a double-sink vanity. Upstairs are two additional bedrooms, a study, and a full bath with skylight and tile flooring. Both bedrooms upstairs have large walk-in closets. Additional living space is available in the sunroom, which has brick flooring and views of the landscaped yard with blooming Rose of Sharon, camellias and azaleas. One-car garage plus assigned parking.

438 Crossvine Close, Pittsboro

$574,900

3 Beds ⋅ 3 Baths ⋅ 10172837 MLS

Tucked among the trees in the heart of historic Fearrington Village, this striking 3-bedroom, 2½-bath contemporary home offers modern design, exceptional craftsmanship, and serene wooded views from nearly every room. With its clean architectural lines and abundant natural light, the home lives like a private modern treehouse--peaceful, elevated, and beautifully connected to nature. Inside, thoughtful design meets everyday functionality. The kitchen features custom cabinetry, granite countertops, stainless steel appliances, tile flooring, and generous windows that fill the space with natural light. Custom cabinetry continues throughout the home in the bathrooms, closets, and laundry, creating a cohesive aesthetic and abundant storage. The spacious living areas showcase vaulted ceilings, skylights, hardwood floors, and a fireplace, all framed by expansive windows overlooking the surrounding woods. The flexible third bedroom offers endless possibilities--ideal as a home office, library, gym, craft room, or music studio. A two-car garage and a walk-in crawl space with a wine cellar provide exceptional storage options rarely found in homes of this size. Beyond the home itself, the lifestyle is what truly sets this property apart. Fearrington Village is consistently recognized as one of the Triangle's most desirable communities, offering a rare blend of charm, connection, and natural beauty. Residents enjoy the village shops and restaurants, the Tennis and Pickleball Association, and the opportunity to join the swim and croquet club. Outdoor living here is a way of life. Scenic walking trails and beautifully maintained gardens wind throughout the village. Visit the beloved Belted Barnyard animals or take a short drive to Jordan Lake for boating, swimming, hiking, and eagle-spotting. The nearby Haw River offers additional opportunities for kayaking, fishing, and peaceful exploration. Whether you prefer an active afternoon outdoors or a quiet morning walk among the trees, the options are abundant. Equally special is the sense of community. Fearrington Village is home to dozens of resident-run clubs spanning interests from arts and literature to fitness and travel, creating countless opportunities to connect and engage. The Fearrington Cares organization, founded to support the health and daily living needs of residents, further reflects the thoughtful and supportive spirit of the neighborhood. This is more than a home--it is a modern retreat set within a vibrant, connected community where nature, lifestyle, and neighborly warmth come together beautifully.

246 Fox Ridge Rd, Pittsboro

$400,000

3 Beds ⋅ 2 Baths ⋅ 10171914 MLS

3 Bed | 2 Bath | True Single-Level Living on a Private Wooded Lot Between Pittsboro & Chapel Hill Experience the ease of true single-level living in this light-filled home, ideally situated between Pittsboro and Chapel Hill in a desirable Village community. Designed with both comfort and accessibility in mind, the home features zero-step entry from the oversized two-car garage, allowing seamless access without navigating interior or exterior stairs—an exceptional feature for those seeking long-term convenience and aging-in-place functionality. Inside, cathedral ceilings and multiple skylights fill the home with an abundance of natural light, creating an open, airy atmosphere throughout the spacious living and dining areas. A versatile flex room overlooking the front yard offers endless possibilities as a home office, art studio, library, or hobby space. Set on a private, wooded 0.81-acre cul-de-sac lot, the expansive deck provides the perfect place to enjoy morning coffee, entertain guests, or simply relax while taking in the peaceful natural surroundings. A large concrete driveway, oversized garage, and newer roof add to the home's everyday functionality and value. Residents also enjoy access to the community pool and the highly regarded Fearrington Cares program, which offers a variety of complimentary services and support designed to enhance everyday living. Offering privacy, accessibility, abundant natural light, and an unbeatable location just minutes from shopping, dining, and all that Pittsboro and Chapel Hill have to offer, this home is a rare opportunity. Home is being sold as-is.

166 Wintersage, Pittsboro

$479,000

3 Beds ⋅ 2 Baths ⋅ 10168862 MLS

This contemporary home showcases distinctive architectural details, including vaulted ceilings, an open staircase and landing overlooking the living room, and abundant windows with peaceful views of the wooded, nearly half-acre lot. Sustainable bamboo flooring on the main level. The living room features a gas fireplace and sliding glass doors that open to the sunroom. A separate dining room sits next to the remodeled kitchen, which offers maple cabinetry with soft-close doors, stainless steel appliances, granite countertops, a tile backsplash, and a pantry. The home includes three bedrooms, with one on the main level and two upstairs, along with two full bathrooms, one on each level. The sunroom opens to a deck and a private fenced backyard. Mature trees, natural landscaping, and distinctive shrubs and plantings enhance the outdoor setting. Located in the heart of Fearrington Village's historic district, the home is close to the Village Center, tennis and pickleball courts, the playground, and wooded nature trails in the community greenspace.

44 Benchmark, Pittsboro

$997,000

3 Beds ⋅ 2 Baths ⋅ 10168414 MLS

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

1390 Bradford Pl, Pittsboro

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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 .