Grand Oak Estates Homes with Orange - Orange Middle Middle School

Welcome to Grand Oak Estates, a hidden gem nestled in the heart of Hillsborough, North Carolina, within the picturesque Orange County. This charming subdivision offers a perfect blend of tranquility and modern convenience, making it an ideal place for families, professionals, and retirees alike.

Grand Oak Estates boasts a variety of beautifully designed homes that cater to diverse lifestyles and preferences. With spacious floor plans, contemporary finishes, and lush landscaping, these residences provide a warm and inviting atmosphere. Many homes feature large backyards, perfect for outdoor gatherings or simply enjoying a peaceful evening under the stars. The community is designed with family living in mind, offering ample green spaces and walking trails that encourage an active lifestyle.

One of the standout features of Grand Oak Estates is its proximity to quality education. Families will appreciate being within the district of Orange Middle School, ensuring that children receive a top-notch education in a nurturing environment. The school is known for its dedicated staff and engaging curriculum, making it a sought-after choice for local families.

Residents of Grand Oak Estates also enjoy easy access to the vibrant town of Hillsborough, where charming shops, delightful dining options, and rich historical sites await. The area is surrounded by natural beauty, with numerous parks and recreational areas perfect for hiking, picnicking, and enjoying the great outdoors.

In Grand Oak Estates, you’ll find not just a home, but a community that welcomes you with open arms. Come explore the possibilities of your new life in this enchanting subdivision, where comfort and convenience meet.

Newest Grand Oak Estates Homes with Orange - Orange Middle Middle 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 .