Shadymont Homes with Chatham - George Moses Horton Middle Middle School

Welcome to Shadymont, a picturesque subdivision nestled in the heart of Pittsboro, North Carolina. This charming community offers an idyllic blend of serene living and modern convenience, making it the perfect place to call home. With its tree-lined streets and friendly neighborhoods, Shadymont invites families and individuals alike to experience the beauty of rural living while still enjoying easy access to urban amenities.

Located in Chatham County, Shadymont is ideally situated just a stone's throw away from the vibrant town of Pittsboro. Residents can take advantage of the local shops, restaurants, and recreational opportunities that this quaint town has to offer. The area's natural beauty is complemented by its proximity to parks and outdoor spaces, providing ample opportunities for hiking, biking, and enjoying the great outdoors.

For families, Shadymont is served by the highly regarded Chatham County Schools, including the esteemed George Moses Horton Middle School. This school is known for its commitment to academic excellence and fostering a supportive learning environment, making it an excellent choice for families with children.

The homes in Shadymont are a delightful mix of styles, offering something for everyone—from charming single-family residences to spacious modern designs. Each home is thoughtfully constructed with quality materials and features that cater to today’s lifestyle, ensuring comfort and functionality.

If you’re seeking a vibrant community with a strong sense of belonging, Shadymont in Pittsboro, NC, is the perfect place to put down roots. Come discover the charm and warmth of this lovely subdivision, where your dream home awaits!

Newest Shadymont Homes with Chatham - George Moses Horton Middle Middle School

$775,000

4 Beds ⋅ 3 Baths ⋅ 10179814 MLS ⋅ ACTIVE Status

Welcome to this stunning Cape Cod-inspired traditional home nestled on 2.81 private acres, offering over 4,000 square feet of beautifully designed living space. With 4 bedrooms, 3 full bathrooms, and an exceptional floor plan, this home combines timeless elegance with modern comfort. Step inside to discover soaring cathedral ceilings, beautiful hardwood floors, extensive crown molding, recessed lighting, and custom built-in bookshelves that add warmth and character throughout. The spacious living room is anchored by an electric fireplace, creating a cozy gathering space for family and friends. The beautifully appointed kitchen is designed for both function and style, featuring granite countertops, stainless steel appliances, and generous workspace for preparing meals and entertaining guests. A rare and highly desirable feature, this home offers two primary suites, providing flexibility for multi-generational living, extended family, or private guest accommodations The second floor features finished bonus rooms, offering endless possibilities for a home office, media room, playroom, fitness space, or additional guest accommodations. Enjoy peaceful mornings on the inviting rocking chair front porch complete with a porch swing, or relax year-round on the screened porch overlooking the peaceful wooded surroundings. The property also includes an attached double garage along with a detached garage/workshop, providing abundant space for vehicles, hobbies, storage, or projects. Recent improvements offer added peace of mind, including a new roof installed in 2025 and both heat pumps replaced in 2026. Additional features include a Ring® doorbell and security camera system. Conveniently located with easy access to Highway 64, this property offers the perfect balance of privacy, convenience, and country living.

26 Shadymont Dr, 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 .