Grand Oak Estates Homes for Sale

Welcome to Grand Oak Estates, a hidden gem nestled in the picturesque town of Hillsborough, North Carolina. This charming subdivision offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and anyone seeking a peaceful retreat close to the vibrant heart of the Triangle.

Grand Oak Estates features beautifully designed homes that reflect the unique character of the community. With a variety of floor plans and architectural styles, prospective buyers will find homes that cater to their individual tastes and needs. Each residence is thoughtfully constructed with high-quality materials, spacious layouts, and modern amenities, ensuring comfort and convenience for all.

Surrounded by lush greenery and mature oak trees, this serene neighborhood provides a sense of privacy while fostering a strong sense of community. Residents can enjoy leisurely strolls along the tree-lined streets, and children can play safely in the nearby parks. The location also offers easy access to local shops, restaurants, and schools, making everyday errands a breeze.

For those who love the outdoors, Grand Oak Estates is just a stone's throw away from scenic parks and recreational areas, perfect for hiking, biking, and enjoying nature. Plus, with Hillsborough's rich history and vibrant arts scene, there’s always something new to explore.

If you're searching for a home that combines comfort, style, and a welcoming community, look no further than Grand Oak Estates. Explore the homes for sale today and discover the perfect place to call home in this enchanting neighborhood!

Newest Grand Oak Estates Homes for Sale

$1,055,000

4 Beds ⋅ 4 Baths ⋅ 10179341 MLS ⋅ ACTIVE Status

Private Custom brick home in a beautiful Grand Oak Estate neighborhood. A short drive to downtown Hillsborough and Duke. Spacious wrap-around rocking chair front porch with rear screened porch. Home features beautiful reclaimed hardwood floors from an old whiskey distillery throughout the main floor, the railings to go upstairs were locally designed and milled. Tile floor in baths and utility room, granite countertop with custom cherry cabinets in kitchen. Design ideas based on a Carolina "T" Farmhouse using a brick finish. Main living area has a wood burning fireplace and the piano room utilizes a gas burning fireplace. Heated and cooled walk out basement (not included in the square footage) that also features a wood burning stove. Located on over 8 acres. Backyard receives great light for a garden. Surrounded by beautiful hardwood trees perfect for cutting shaded walking trails. Grand Oak Estates has a playground common area with a tennis court. Eno River Farms berry picking in an exciting adventure just down the road.

417 Grand Oak Dr, Hillsborough

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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 .