Fearrington Homes for Sale

Welcome to Fearrington, a picturesque subdivision nestled in the heart of Pittsboro, North Carolina. This charming community offers a perfect blend of serene countryside living and modern conveniences, making it an ideal choice for families, retirees, and anyone looking to embrace a more tranquil lifestyle.

Fearrington is renowned for its stunning landscapes, featuring lush greenery, beautiful gardens, and scenic walking trails that meander through the community. The architecture here is a delightful mix of traditional and contemporary styles, with homes that exude character and warmth. Whether you're searching for a cozy cottage or a spacious family home, Fearrington boasts a diverse selection of properties that cater to various tastes and budgets.

As you explore the homes for sale in Fearrington, you'll discover spacious layouts, modern amenities, and thoughtful designs that prioritize comfort and functionality. Many homes feature inviting outdoor spaces, perfect for entertaining friends or enjoying a peaceful evening under the stars. Residents also benefit from a strong sense of community, with friendly neighbors and local events that foster connection and camaraderie.

Located just a short drive from downtown Pittsboro, Fearrington offers easy access to shopping, dining, and recreational activities. The nearby Chatham County parks and natural reserves provide ample opportunities for outdoor adventures, from hiking and biking to picnicking and birdwatching.

If you're ready to find your dream home in a community that feels like a hidden gem, look no further than Fearrington. Explore the available homes for sale today, and let the charm of this enchanting neighborhood welcome you home!

Newest Fearrington Homes for Sale

$599,900

3 Beds ⋅ 2 Baths ⋅ 10200939 MLS ⋅ ACTIVE Status

Nestled among mature trees and established gardens in the Camden Park section of sought-after Fearrington Village, this 3BR, 2BA home offers 2,166 square feet of comfortable, one-level living filled with warmth and character. A brick walkway, white picket fence, and covered front porch create a welcoming first impression, while gardenias, azaleas, and a magnolia add color and interest throughout the seasons. Step inside beneath a stained-glass transom to discover nine-foot ceilings, crown molding, detailed trim, and distinctive parquet flooring that lend timeless appeal to the home's spacious, easy-flowing layout. The generous living and dining areas come together in a spacious great room, where a wall of windows fills the space with natural light. A gas fireplace flanked by built-in shelving and cabinetry creates an appealing focal point, with room to display treasured collections, favorite books, and artwork. There's ample space for both comfortable seating and a full dining area, making it equally suited to quiet evenings or gathering with friends and family. Just beyond, the kitchen combines charm and practicality with white cabinetry, quartz countertops, tile backsplash, and a butcher-block island with downdraft cooktop and hanging pot rack. Abundant counter and cabinet space, instant hot water, and a plant shelf above the sink add thoughtful touches, while the sunny breakfast nook offers a relaxed spot for morning coffee or casual meals while enjoying the view. Adjacent to the kitchen, a cozy den with built-in cabinetry and a quartz-topped desk provides a versatile space for reading, working, or pursuing favorite hobbies. From here, a glass door topped by another stained-glass transom opens directly to the oversized screened porch—one of the home's most appealing features and an extension of the living space for much of the year. With its brick floor, ceiling fan, and room for both dining and lounging, it's an ideal spot for birdwatching, relaxing in the morning shade, or soaking up the afternoon sun. The primary suite features a large walk-in closet with built-ins and a bath with dual vanities, plentiful storage, and a spacious shower. Two additional bedrooms share a full bath with a jetted tub, while a separate flex room with an oversized closet offers additional possibilities for hobbies, projects, or storage. Other highlights include a dedicated laundry room with utility sink, an attached garage with built-in storage and finished floor, a tankless gas water heater, Icynene foam insulation, irrigation system, and a PerfectAire fresh-air exchanger. Updates include multiple Andersen windows (2025), HVAC (2020), and a new roof (2019). Just a few doors down, peaceful Caswell Square offers a lovely neighborhood gathering place beneath stately trees, complete with tables and chairs. Enjoy a leisurely stroll to the heart of Fearrington Village, with its distinctive shops, acclaimed dining, and beloved Belted Galloway cows grazing in nearby pastures. Residents also enjoy access to Fearrington Cares, a unique community nonprofit offering wellness programs, educational events, health resources, and volunteer services that support independent living and foster connection among neighbors. Chapel Hill, Pittsboro, UNC, RDU, and excellent medical care are all within easy reach. With its spacious yet comfortable interiors, inviting screened porch, beautiful landscaping, and wonderful village setting, this home offers a chance to slow down, settle in, and enjoy the best of Fearrington living.

18 Caswell, Pittsboro

$785,000

3 Beds ⋅ 2 Baths ⋅ 10199970 MLS ⋅ ACTIVE Status

Located on a quiet street in the charming Bradford Place neighborhood of Fearrington Village, with ideal east-west exposure, lies this ideal, warm, and charming cottage-style modern farmhouse designed and appointed to fit the Fearrington Village ethos. The home was fully upgraded in 2022. The main level consists of approximately 2533 square feet. Additionally, approximately 1234 square feet of living area are found on the lower level of the home, this area is accessed by a path that leads to the back patio. The home sits on a .5-acre lot with dense forest and a creek. The home's main entrance overlooks a generously irrigated, a very private and lush courtyard populated with dozens of vines, flowers, and trees. Anchoring the courtyard is a mature Cherry tree providing ample shade and stunning blossoms. The charming courtyard features a large brick terrace beneath a grapevine covered pergola, ideal for morning coffee or evening wine with birdsong. The walled courtyard and gardens are truly an eco-system for small indigenous wildlife, bees, and butterflies. The small, raised-bed garden is perfect for growing herbs. The forest can be seen upon entering the home and can be enjoyed by all spaces on the west side including the 3-sided 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. The foyer gives access to the fully private main suite including a large main bedroom with a window wall overlooking the forest and perfect for peaceful sleep. Aromatic, dual cedar-lined closets with built-ins, a spacious bath with windows opening onto the lush courtyard, a large tiled shower, a claw foot tub, two furniture-style vanity sinks, a large built-in storage cabinet, and a separate, private WC. The main wing hallway features floor-to-ceiling cabinets for generous storage that complete the main suite. Also, from the foyer lies a large, bright, and sunny flex room featuring a bay window with views of the courtyard. Butterfly bushes grace the view to provide a "Butterfly Ballet" when in season. The main level provides a spacious great room with soaring ceilings and views of the forest through the adjoining window-walled dining area. A custom stone fireplace anchors the room and features a 400-year-old historic mantle and is flanked on both sides with generous built-in bookcase/cabinets. 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). The hallway from the kitchen features two large pantries, a cedar-lined coat closet and access to the large, fully appointed laundry room all leading to the garage entrance. The spacious, light-filled laundry room features built ins, a custom, tiled dog shower, and pet feeding area. A pair of Maytag machines are included. Two more spacious bedroom/office rooms (one opens to the large, screened porch) and a charming full hall bath lie directly off the kitchen. The hall opens to a double garage with custom, epoxy coated floors and ample storage. Ample and convenient outdoor space is provided for pets. A door leads to a fenced, yard/dog run which extends the entire length of the southern side of the home. The other garage side door gives access to the courtyard for ease with gardening projects. The spacious lower level has been fully appointed with many custom finishes and a custom "Fearrington" mural to create a unique retreat complete with a bar, gaming, and TV area. The area is separated from a workshop space and high-ceilinged storage that houses dual HVAC systems. Located within a closet in the space is the whole-house water filtration system. Low-maintenance landscaping has been selected and is maintained by an extensive drip system. No permits found.

1390 Bradford Pl, Pittsboro

$539,900

3 Beds ⋅ 2 Baths ⋅ 10198340 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 Rdg, Pittsboro

$1,175,000

4 Beds ⋅ 5 Baths ⋅ 10197735 MLS ⋅ ACTIVE Status

Discover exceptional comfort and timeless elegance in this fabulous 4-bedroom, 4.5-bath executive home, built by Homes by Dickerson in 2019. Offering over 3,400 square feet of beautifully designed living space on a professionally landscaped .96-acre lot, this home features an inviting open-concept floor plan, double front doors, rich red oak hardwood floors, crown molding, a formal dining room, and custom built-in bookshelves. The gourmet kitchen is a cook's dream, boasting granite countertops, a large center island, gas cooktop, walk-in pantry, and beverage center/coffee bar. Relax by the natural gas fireplace or enjoy the sunroom overlooking the beautifully maintained grounds. The owner's suite offers a recently remodeled spa bath, custom clothes closet, and thoughtful accessibility features. Exceptional upgrades include a Generac whole-house generator, tankless water heater, whole-house air purification and humidity control, encapsulated crawl space, irrigation system, and extensive drainage improvements. Enjoy outdoor living on the Tennessee Orchard stone patio, with a fenced backyard and gas hookup for grilling. The expanded garage and over 2,600 square feet of floored attic space provide outstanding storage and flexibility. Green Certified and meticulously maintained, this remarkable home combines luxury, efficiency, and convenience—all just minutes from Fearrington Marketplace, restaurants, and shopping. A truly special opportunity to enjoy the best of Fearrington Village living!

4230 Henderson Pl, Pittsboro

$499,900

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 get 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

$605,000

2 Beds ⋅ 2 Baths ⋅ 10191033 MLS ⋅ ACTIVE Status

$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 beautifully UPDATED; 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 only in the primary closet. The BRICK-FLOORED 4-SEASON ROOM is both heated and cooled for year-round use. It's the perfect space to set up a multitude of ways; your dining room, have your morning coffee or entertain friends while you're grilling outside under the awning. Enjoy a partially 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!

4055 Sampson, Pittsboro

$1,125,000

5 Beds ⋅ 4 Baths ⋅ 10188438 MLS ⋅ ACTIVE Status

Welcome home to this stunning Homes by Dickerson "Henderson Craftsman" executive residence, perfectly situated on a beautifully landscaped 1.57-acre wooded lot in the sought-after Henderson Place community. Thoughtfully designed for comfortable everyday living and effortless entertaining, this exceptional 5-bedroom, 3.5-bath ranch-style home offers elegant finishes, energy-efficient construction, and peaceful natural surroundings. The inviting front entry opens to a spacious home office and an open-concept floor plan featuring rich hardwood flooring, extensive crown molding, custom lighting, and abundant natural light. The gourmet kitchen is a chef's dream, showcasing Cambria quartz countertops, a stylish glass tile backsplash, a new tiled backsplash, a massive custom island with abundant storage, a large walk-in pantry, and a 5-burner Frigidaire Professional natural gas range. The kitchen flows seamlessly into the expansive family room, highlighted by a striking 48-inch Majestic Echelon II linear gas fireplace. The luxurious main-level owner's suite offers a private retreat with a spa-inspired bath featuring a large walk-in shower, Jacuzzi tub, and an oversized custom walk-in closet. Two additional bedrooms on the main floor provide flexible space for guests, multigenerational living, or additional home offices. Upstairs, you'll find a spacious bonus room, two generously sized bedrooms, a full bath, and walk-in closets with plentiful storage throughout. Designed to bring the outdoors in, the family room opens through dramatic cantilevered sliding glass doors to a large screened porch with skylights overlooking the serene wooded backyard. Enjoy spectacular seasonal blooms, colorful autumn foliage, and exceptional privacy while relaxing on the screened porch or secluded back deck. Additional premium features include: New roof (2023) Tankless water heater Central vacuum system with four ports Solar tubes providing natural light in two interior bathrooms High-performance bathroom exhaust fans Custom window shades throughout Upgraded plumbing fixtures Smoke alarms throughout Two-car garage with additional storage HERS-rated energy-efficient construction with a sealed crawl space Outdoor Living & Community The professionally landscaped 1.57-acre homesite offers both manicured outdoor living spaces and a preserved natural wooded area. Gutters with gutter guards have been installed on all roofed areas for easy maintenance. Located on a quiet street with minimal traffic, Henderson Place offers a peaceful setting while providing access to wonderful neighborhood amenities. The HOA maintains beautifully landscaped common areas, including Lizzie's Meadow and John's Lookout, inviting gathering spaces for neighbors and guests alike. Just minutes away, you'll enjoy convenient access to the Fearrington Marketplace, restaurants, tennis courts, shopping, and other community amenities.

4235 Henderson Pl, 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

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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 .

Fearrington Homes for Sale

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