Pittsboro Homes with Chatham - Perry W Harrison Elementary Elementary School

Pittsboro Homes with Chatham - Perry W Harrison Elementary Elementary School

Welcome to Pittsboro, North Carolina, a charming town nestled in the heart of Chatham County. Known for its rich history and vibrant community spirit, Pittsboro offers a unique blend of rural charm and modern conveniences. With its picturesque landscapes, friendly neighborhoods, and a strong sense of community, it's no wonder that families and individuals alike are drawn to this delightful area.

One of the standout features of Pittsboro is its proximity to the highly regarded Chatham - Perry W. Harrison Elementary School. This educational institution is known for its commitment to fostering a nurturing and engaging learning environment for young minds. Families with children will appreciate the strong emphasis on academic excellence and the variety of extracurricular activities that enrich the educational experience. Living in Pittsboro means your children can thrive in a supportive community while receiving a quality education.

The real estate market in Pittsboro is diverse, offering everything from charming historic homes to modern new builds. Whether you're searching for a cozy cottage or a spacious family home, you're sure to find a property that suits your needs. The town's welcoming atmosphere, combined with its scenic beauty and convenient access to nearby amenities, makes it an ideal place to call home.

Explore the charm of Pittsboro, where community, education, and beautiful homes come together to create a wonderful living experience. Discover your dream home in this delightful town today!

Newest Pittsboro Homes with Chatham - Perry W Harrison Elementary Elementary School

1390 Bradford Pl, 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

308 Baneberry Close, 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

246 Fox Rdg, 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

217 Tantara Bend Bnd, Pittsboro
$474,820
2 Beds ⋅ 2 Baths ⋅ 10197958 MLS ⋅ ACTIVE Status
Experience refined, low-maintenance living in this beautifully designed paired Inspiration villa by David Weekley Homes, located in the sought-after 55+ community of Encore at Chatham Park. Thoughtfully crafted for comfort and everyday ease, this single-level home blends open-concept living with elevated design details. At the heart of the home, the chef-inspired kitchen impresses with a large gathering island, built-in stainless steel appliances, abundant cabinetry, and sleek finishes--perfect for both casual mornings and effortless entertaining. The adjoining living and dining spaces are filled with natural light and extend seamlessly to a covered rear porch, creating a private outdoor retreat ideal for relaxing or hosting guests. The spacious Owner's Retreat offers a peaceful escape, complete with a spa-like bath featuring a zero-entry Super Shower, dual bowl vanity, and a generous walk-in closet designed for optimal organization. Secondary spaces provide flexibility for guests, hobbies, or a home office, ensuring the home adapts to your lifestyle. Enjoy the ease of maintenance-free living with lawn care included, along with access to Encore's exceptional resort-style amenities. Residents enjoy a 5,200 sq ft clubhouse, fitness center, tennis and pickleball courts, resort-style pool and spa, putting green, meditation garden, gas firepits, and a full calendar of events curated by an on-site Lifestyle Director. Scenic walking and biking trails connect you to the vibrant Mosaic district for dining, entertainment, and everyday conveniences. Ideally positioned with quick access to US-64, 15-501, I-540, and RDU, this home offers the perfect blend of tranquility and accessibility--placing world-class healthcare, shopping, dining, and travel just minutes away.

217 Tantara Bend Bnd, 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 .

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