Fearrington Homes for Sale

Fearrington Homes for Sale

Welcome to Fearrington, a picturesque subdivision nestled in the heart of Pittsboro, North Carolina. This charming community, located in Chatham County, offers a unique blend of Southern hospitality and modern living, making it an ideal place for families, retirees, and everyone in between.

Fearrington is renowned for its lush landscapes, winding paths, and delightful gardens, creating a serene environment that feels like a retreat from the hustle and bustle of everyday life. The community is thoughtfully designed to encourage outdoor activities, with miles of walking trails, tranquil ponds, and vibrant green spaces that invite residents to explore and connect with nature.

Homebuyers will find a variety of homes for sale in Fearrington, catering to diverse tastes and lifestyles. From cozy cottages to spacious single-family homes, each property boasts unique architectural charm and modern amenities. Many homes feature open floor plans, gourmet kitchens, and beautifully landscaped yards, perfect for entertaining or simply enjoying quiet evenings at home.

Living in Fearrington means you’re not just buying a home; you’re joining a close-knit community. Residents enjoy access to a range of amenities, including a community center, social clubs, and seasonal events that foster a sense of belonging and camaraderie. Plus, the subdivision's prime location offers convenient access to Pittsboro's quaint downtown, where you can explore local shops, restaurants, and cultural attractions.

Discover the enchanting lifestyle that awaits you in Fearrington—your dream home is just a visit away!

Newest Fearrington Homes for Sale

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

4200 Henderson Pl, Pittsboro
$450,000
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
$789,000
3 Beds ⋅ 4 Baths ⋅ 10181569 MLS ⋅ ACTIVE Status
A Fearrington Village sanctuary in the popular Bush Creek neighborhood with an idyllic garden and .81 acre lot. One-level and spacious, this home features natural light and an ideal floorplan. Wonderful flow from the kitchen with center island to the attached open dining room and living room that leads out to a fantastic all-season room. The lovely woodland creek view from the all-season room evokes the serenity of a mountain retreat. Ample sized primary bedroom and a private guest bedroom which could be a second primary. High ceilings, built-ins and a warm fireplace to gather around in the living room. Two half baths and a large laundry room for your convenience. The lot is landscaped for both beauty and ease and includes an expertly designed patio garden area with smart irrigation. Enjoy the established flora and grow your own in this botanical oasis. A remarkable place to call home in the tranquil, treasured community of Fearrington Village.

804 Millcroft, Pittsboro
$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
$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
$574,900
3 Beds ⋅ 3 Baths ⋅ 10172837 MLS ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
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 ⋅ ACTIVE Status
Unique, Fully Custom Fearrington Village ''Gem'' for Sale located in the charming Bradford Place neighborhood of Fearrington Village with ideal east-west exposure, lies this ideal ''Modern Farmhouse'' designed and appointed to fit the Fearrington Village ethos. Upgraded in 2022, the 3640 finished square foot home sits on a .5 acre lot with dense forest and a creek. There is a 1170 sq ft unfinished for workshop, exercise equipment, or storage. The forest can be seen upon entering and can be enjoyed by all spaces on the west side of the home including the window-walled dining room, open deck and screened porch which lend a ''Tree House'' feel to the upper living level. ''Apricot Sunsets'' can be seen through the trees. Upon entering, a foyer accesses a private main suit including a large bedroom with plenty of light from large windows that open onto the forest offering peaceful sleep, dual cedar-lined closets with built-ins, a spacious bath with windows that open onto the lush courtyard that includes a large shower, a claw foot tub and two furniture-style vanity sinks, a custom brick wall and a separate private toilet. The main wing hallway is lined with floor-to-ceiling cabinets for generous storage. From the foyer lies a large, bright and sunny flex room featuring a bay window with views of the front courtyard populated with multiple varieties of trees, flowers, and vines. Butterfly bushes grace the view to provide a ''Butterfly Ballet'' when in season. A massive Cherry tree provides shade and blooms that ''snow'' in spring. Tucked into the corner of the courtyard is a pergola which is covered with lush grape vines during spring, summer and early fall. The brick seating area provides wonderful views of all growing zones and for enjoyment of the songbirds who frequent the feeders in the gardens. The walled courtyard and gardens are truly an eco-system for small indigenous wildlife, bees and butterflies. A small raised-bed garden is included and perfect for growing herbs. The main level provides a spacious great room with vaulted ceilings and views of the forest through the window-walled dining area. Built-ins flank a custom stone fireplace which showcases an historic, 400-year-old beam mantle. An open kitchen completes the space with custom-open shelves with generous LED up and down lighting and generous storage. The kitchen features an RO water filtration system, a gas range island/breakfast bar combo, a Samsung ''Smart'' refrigerator, a new oven (2025,) and views to the deck and forest. Two more bedroom/office rooms and a full hall bath lie directly off the kitchen, one with access to the screened porch The hallway from the kitchen has 2 large pantries. A cedar-lined coat closet is near the garage entrance. A spacious, light-filled laundry room with built ins, a custom dog shower and pet feeding area completes the hallway. A pair of Maytag machines are included. One garage side door leads to a fenced, side yard/dog run which extends the length of the home. The home provides ample outdoor spaces for pets. The other garage side door gives access to the courtyard for ease with gardening projects. Another fabulous feature this home offers is the walk-out basement. The finished portion provides a versatile space that is perfect for a private office, exercise area, yoga studio, or hobby room—the possibilities are endless. Complete with a partial kitchen, it's easy to stock your favorite beverages and snacks while enjoying this flexible living space. The unfinished area offers abundant storage or can serve as an ideal workshop for projects or fresh and clean storage space with a dual HVAC systems and located within a closet in the space is the whole-house water filtration system. Low-maintenance landscaping in the courtyard is maintained by an extensive drip system. HOA manages grounds outside the courtyard.

1390 Bradford Pl, Pittsboro
$699,000
4 Beds ⋅ 3 Baths ⋅ 10152923 MLS ⋅ ACTIVE Status
PRICE IMPROVEMENT! A truly RARE offering in the historic section of Fearrington Village--this a one-of-a-kind property is the definition of a ''UNICORN.'' The MAIN RESIDENCE features over 2,800 square feet with 4 beds/3 baths, including a private wing ideal for a family room, guest suite, or flexible living space. Beyond the main home, a detached, HEATED AND COOLED THREE CAR GARAGE adds exceptional value, complete with an appox. 800 sq ft STUDIO APARTMENT on the MAIN level. This inviting space includes a full kitchen, washer and dryer, fireplace , and a charming screened-in porch. Upstairs, a spacious 1200+sq ft TWO BEDROOM APARTMENT offers exceptional flexibility---well-suited for extended stays, private guest quarters, creative workspace or other potential uses. The upper level includes a full kitchen, full bath, dining area, sitting room and living room. Positioned on a unique homesite with DUAL STREET ACCESS, the property features two separate driveways and abundant additional parking---an uncommon convenience in this coveted community. A truly special and versatile property...waiting for it's new owners to put their special touches on it!

145 Windstone, 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 .