Fearrington Real Estate

Welcome to Fearrington, a picturesque subdivision nestled in the heart of Chatham County, North Carolina. Located just outside the charming town of Pittsboro, this unique community is a blend of Southern charm and modern living, making it a perfect place for families, retirees, and nature enthusiasts alike.

Fearrington is renowned for its stunning landscapes, featuring beautifully manicured gardens, winding trails, and serene ponds that invite residents to embrace the outdoors. The community is thoughtfully designed to harmonize with the natural surroundings, offering a peaceful retreat from the hustle and bustle of city life. As you stroll through the neighborhood, you’ll encounter delightful walking paths, vibrant flower beds, and an abundance of wildlife, creating an idyllic setting for leisurely walks or morning jogs.

One of the highlights of Fearrington is the vibrant community spirit. Residents enjoy a range of activities, from book clubs and gardening groups to seasonal festivals that celebrate the rich culture of North Carolina. The Fearrington Village, with its charming shops, restaurants, and art galleries, serves as the community's heartbeat, providing a welcoming space for neighbors to gather and connect.

With its convenient location, Fearrington offers easy access to nearby amenities, including grocery stores, schools, and recreational facilities, while still maintaining a sense of tranquility. Whether you’re looking for a cozy home or a place to retire, Fearrington is a hidden gem that promises a fulfilling and enriching lifestyle. Come and discover what makes this community so special – your dream home awaits!

Newest Listings in Fearrington

$395,000

3 Beds ⋅ 3 Baths ⋅ 10200417 MLS ⋅ ACTIVE Status

Discover the charm and convenience of Fearrington Village living in this spacious end-unit townhome, offering an abundance of natural light, generous living spaces, and a great pond view! Nestled among mature landscaping, this one-owner home presents a wonderful opportunity to add your personal touches and updates while enjoying an established community known for its exceptional lifestyle. Step inside to find soaring vaulted ceilings, beautiful hardwood floors throughout the main level, and a versatile floor plan designed for comfortable everyday living and entertaining. The inviting living room features a cozy gas fireplace and flows seamlessly into a light-filled sunroom with access to a private side deck. A cheerful breakfast area complements the kitchen, while the separate dining room provides the perfect setting for gatherings. The spacious main-level primary suite offers the ease of first-floor living, complete with a generous walk-in closet. Upstairs, two additional generously sized bedrooms or flexible living spaces offer endless possibilities for guests, a home office, or hobbies, along with abundant walk-in storage. Enjoy low-maintenance living with HOA-maintained exterior features, allowing more time to explore Fearrington Village's scenic walking trails, charming shops, restaurants, and vibrant community activities. Additional conveniences include a detached one-car garage maintained by the HOA, which is not separately deeded, and a dedicated parking space directly in front of the home. Ideally located just minutes from Chapel Hill, UNC, RTP, RDU, and Jordan Lake, this property offers a rare opportunity to create your own retreat in one of the area's most beloved communities.

458 Beechmast, 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.

1390 Bradford Pl, Pittsboro

$410,000

2 Beds ⋅ 3 Baths ⋅ 10198519 MLS ⋅ ACTIVE Status

OVER $120K IN UPGRADES! Beautifully Renovated End-Unit Townhome in Sought-After Fearrington Village in Pittsboro, NC! Welcome home to this beautifully updated 2-bedroom, 2-bath end-unit townhome offering 1,968 square feet of spacious living and over $120,000 in improvements! Combining modern finishes, extensive renovations, and inviting indoor-outdoor living, this exceptional property offers comfort, style, and peace of mind. The updated kitchen shines with new cabinetry, quartz countertops, and new appliances. Both bathrooms have been refreshed with new antimicrobial showers, cultured marble countertops, and new tile flooring. New carpeting throughout, fresh paint, updated lighting, and smooth ceilings create a clean, modern feel throughout the home. Beyond the cosmetic enhancements, major improvements include new electrical wiring, new plumbing, and an encapsulated crawlspace. The end-unit location offers added privacy, while the enclosed sunroom provides versatile additional living space to enjoy year-round. Step out onto the deck to relax or enjoy your morning coffee. Parking is convenient with an oversized one-car garage, an additional parking space outside the garage, and an extra parking space on the premises. With generous square footage, extensive updates, and desirable indoor-outdoor living spaces, this move-in-ready townhome is an outstanding opportunity in a sought-after Fearrington neighborhood. Extensive upgrades, stylish finishes, and spacious living . . . all in one exceptional home! Don't miss this opportunity to make it yours.

308 Baneberry Close, 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

$325,000

2 Beds ⋅ 2 Baths ⋅ 10196738 MLS ⋅ ACTIVE Status

This is your chance to live in the sought after Fearrington community! This neighborhood boasts a Swim & Croquet Club, charming Shops, Restaurants, scenic Walking Trails, lots of community activities & so much more! This lovely 2 Bedroom home lives large at 1,694 Square Feet! An oversized Sunroom gives you extra room to spread out or you can enjoy your outdoor space on your large deck! Located minutes from Chapel Hill, UNC, RTP, RDU Airport & Jordan Lake makes this an excellent location! Home has been very well cared for; next owners may want to update to their tastes so home has been priced accordingly. Detached 1 Car Garage is maintained by the HOA & is not deeded separately. Come take a peek!

401 Lyndfield Close, Pittsboro

$375,000

3 Beds ⋅ 3 Baths ⋅ 10194897 MLS ⋅ ACTIVE Status

Lovely Move-In-Ready End-Unit Townhome with wooded views, 3BR/2.5BA, Main Level Primary Suite and 1-car Garage! New LVP (9", oak, 22-mil) covers the entire Main Level including all bathrooms. Freshly painted throughout. Pristine like-new carpeting covers stairs and bedrooms on Level 2. Nicely shaded yard plus sunny garden areas. Front Porch, Side Deck (HOA to replace), Walk-in conditioned Workshop/Storage in crawl space. Spacious Kitchen with recessed lighting and all NEW: Samsung Bespoke counter depth French door fridge, Whirlpool dishwasher, and oversized Kohler SS sink with Pfister faucet. Also featuring a JennAir Electric downdraft range, tiled backsplash with mosaic accents, solid-surface counter tops, under-cabinet lighting and lots of working spaces. A bright corner Breakfast Area faces the front & side yards. The Laundry Room with Pantry offers new Samsung washer & dryer and is conveniently located in the Kitchen. Large Family Room has a vaulted ceiling with two skylights, new handsomely trimmed gas log fireplace and bank of 3 windows with plantation shutters overlooking the back yard. Nearby Sun Room, with Deck access, is open to the FR and Dining Room which features a chandelier and more plantation shutters. Primary Suite offers a spacious custom walk-in closet, Sitting Area and Ensuite with large vanity featuring a new Kohler sink and Moen faucet; Lightly used ReBath glass shower was recently re-caulked by ReBath and is in excellent condtion. Half Bath is located in the foyer. Carpeted staircase leads to an open Balcony overlooking the naturally bright Family Room! Two Bedrooms with large WICs share the Full Bath with tub/shower combo and large vanity. Loft area is ideal for a Studio, Office, etc. Nearby walk-in conditioned Attic Storage. Services/Systems: Whole-house HEPA filtration; HVAC is professionally service twice yearly; Quarterly professional pest control.

464 Beechmast, 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

$615,000

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

$397,900

2 Beds ⋅ 2 Baths ⋅ 10190275 MLS ⋅ ACTIVE Status

Find your favorite cozy nook at 482 Beechmast, nestled among the trees in Fearrington Village. From the moment you step inside, this home invites you to settle in and stay The foyer opens to a welcoming living room with a beautiful working fireplace. Beyond it, the sunroom is wrapped in windows overlooking the trees. It is the sort of place where morning coffee turns into one more chapter of a book. Skylights bring light into the home, adding to its open, airy feel. In the kitchen, new quartz countertops, a brand new stove and refrigerator, and a stainless steel sink with an upgraded faucet make everyday tasks a pleasure. There is a breakfast area by the windows, charming cabinetry tucked into the corner, and a generous pantry with room to step inside. A beautiful laundry room with a new washer and dryer adds another everyday convenience. Two large bedrooms and two bathrooms offer space and flexibility, with the living areas on the main level. Both showers have been upgraded, while new luxury vinyl plank flooring and carpet give the home a fresh feel. Upstairs, an unfinished area offers additional space and possibilities for a future owner to explore. Step into the side yard to enjoy the porch and the surrounding trees. A separate garage maintained by the HOA provides covered parking. Beyond your front door, Fearrington Village offers walking trails, green spaces, shops, dining, and community activities. Offered at $397,900. Come see the sunroom in person, picture a quiet evening by the fire, and imagine making this place your own. Offers are welcome.

482 Beechmast, Pittsboro

$370,000

3 Beds ⋅ 2 Baths ⋅ 10190084 MLS ⋅ ACTIVE Status

Terrific Value & Reduced Price in 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

$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

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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 Real Estate

Newest Listings in Fearrington

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