Grand Oak Estates Homes with Orange - Orange High High School

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, professionals, and retirees alike. With its tree-lined streets and beautifully landscaped lots, Grand Oak Estates is designed to foster a sense of community while providing residents with the privacy and comfort they desire.

The homes in Grand Oak Estates are thoughtfully crafted, featuring a variety of architectural styles and layouts to suit any lifestyle. From spacious single-family homes to cozy retreats, each residence is designed with quality and comfort in mind. Many homes boast expansive yards, perfect for outdoor gatherings or simply enjoying the serene surroundings.

One of the standout features of Grand Oak Estates is its proximity to top-rated educational institutions, including Orange High School. Families will appreciate the convenience of having access to quality education just a stone's throw away, ensuring that children receive the best possible start in life.

Living in Hillsborough means you’re also just a short drive from the vibrant cultural scene of the Triangle area, with its delightful shops, restaurants, and recreational opportunities. Whether you’re exploring the local parks or enjoying a day trip to nearby Chapel Hill or Durham, there’s always something to do.

If you’re looking for a welcoming community with a blend of suburban charm and easy access to urban amenities, Grand Oak Estates is the perfect place to call home. Discover the lifestyle you’ve been dreaming of in this beautiful corner of North Carolina!

Newest Grand Oak Estates Homes with Orange - Orange High High School

$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 .