Highland Woods Homes with Orange - Orange Middle Middle School

Welcome to Highland Woods, a hidden gem nestled in the picturesque town of Hillsborough, North Carolina. This charming subdivision boasts a perfect blend of tranquility and community spirit, making it an ideal place for families and individuals looking to settle down in a serene environment.

Highland Woods is characterized by its beautifully designed homes, featuring a variety of architectural styles that cater to diverse tastes. With spacious lots and lush greenery, residents can enjoy outdoor living at its finest—perfect for family gatherings, gardening, or simply soaking in the natural beauty that surrounds them. The community is designed for comfort and convenience, with easy access to local amenities and recreational activities.

One of the standout features of Highland Woods is its proximity to Orange Middle School, which is located just a stone's throw away. This makes it an excellent choice for families with school-aged children, as they can easily walk or bike to school. The school is known for its dedicated faculty and nurturing environment, ensuring that students receive a quality education while fostering lifelong friendships.

In addition to its educational offerings, Hillsborough is rich in history and culture, with charming downtown shops, restaurants, and parks waiting to be explored. Whether you're enjoying a leisurely stroll along the Eno River or participating in community events, there's always something to do in this vibrant town.

Discover the warmth and allure of Highland Woods—where your dream home awaits in a community that feels like family. Come and experience the charm of Hillsborough living today!

Newest Highland Woods Homes with Orange - Orange Middle Middle School

$265,000

3 Beds ⋅ 1 Baths ⋅ 10178486 MLS ⋅ ACTIVE Status

Welcome home to 614 Locust Road! This beautifully updated 3-bedroom home offers the perfect, stress-free opportunity for first-time homebuyers or savvy portfolio builders looking for a turn-free asset. Step inside to find a bright, inviting interior boasting beautiful LVP flooring and fresh modern paint throughout. The heart of the home features a fully renovated kitchen, complete with stylish new cabinetry and countertops. Enjoy total peace of mind with several big-ticket items completely crossed off your list: a brand-new HVAC system, water heater, and double-hung vinyl windows throughout, ensuring years of low-maintenance living. Situated on a generous lot in a high-demand pocket of Hillsborough, you will enjoy effortless access to downtown, local parks, and Triangle commuting routes.

614 Locust Rd, Hillsborough

$249,900

3 Beds ⋅ 1 Baths ⋅ 10178474 MLS ⋅ ACTIVE Status

Tucked away on an exceptionally private, serene lot, 613 Locust Road offers the ultimate blend of peaceful country living and modern convenience. This 3-bedroom ranch is a fantastic find for first-time buyers wanting to build immediate equity, or BRRRR investors looking for a highly optimized cash-flow generator. The expensive, heavy lifting has already been done for you - the home features a new HVAC system, a new water heater, fresh contemporary paint, and beautiful LVP flooring throughout. The kitchen has been left in its original configuration, offering a clean canvas to design your dream kitchen over time while adding massive value to the home. Relax on your expansive, private property surrounded by nature, all while being just minutes from everything vibrant Hillsborough has to offer.

613 Locust Rd, Hillsborough

$188,900

3 Beds ⋅ 1 Baths ⋅ 10174956 MLS ⋅ ACTIVE Status

Unlock incredible long-term wealth potential with this outstanding value-add acquisition at 524 Tuliptree Road. Positioned on an expansive, quiet 0.39-acre lot, this 1,026-square-foot ranch serves as the perfect low-barrier baseline for a highly profitable BRRRR strategy in Orange County. The classic front brick facade provides excellent curb appeal, while the low-maintenance vinyl siding ensures easy future upkeep for your property management team. Built on a solid slab foundation, the single-story 3-bedroom layout is highly optimized for a straightforward, efficient rehab that allows you to force substantial immediate equity. Capitalize on the robust rental demand and tight entry-level inventory in the Hillsborough market. Bring your contractor, execute the updates, and add a reliable cash-flow generator to your rental portfolio today!

524 Tuliptree Rd, Hillsborough

$199,000

4 Beds ⋅ 1 Baths ⋅ 10174950 MLS ⋅ ACTIVE Status

Scale your portfolio with this outstanding value-add acquisition at 521 Locust Road. Finding a low-maintenance, four-sided brick ranch at this price point in Orange County is a rarity, making it the ideal candidate for a high-performing BRRRR strategy. Offering 1,092 square feet of interior space on a premium 0.46-acre lot, this property gives you the perfect foundation to execute a rehab and force significant immediate equity. The rare 4-bedroom configuration commands a distinct rental premium and ensures robust, long-term tenant demand in the tight Hillsborough market. Furthermore, the durable brick exterior translates to excellent long-term asset preservation and minimal maintenance overhead for your property management team. Bring your contractor, tap into a high-demand pocket of Hillsborough, and unlock a high-yield cash-flow generator today!

521 Locust Rd, Hillsborough

$275,000

3 Beds ⋅ 1 Baths ⋅ 10173331 MLS ⋅ ACTIVE Status

Welcome home to 504 Tuliptree Dr - where classic brick durability meets effortless modern style. Tucked away on a spacious, private lot in charming Hillsborough, this fully renovated 3-bedroom ranch offers true turnkey living with major big-ticket updates already done, including a newer roof and brand-new HVAC system for total peace of mind. Ideal for a primary homebuyer or an investor seeking a high-performing portfolio addition, this property delivers unmatched versatility. Step inside to a bright, light-filled layout boasting contemporary finishes, stylish LVP flooring, and a sleek kitchen with stainless steel appliances and crisp countertops. Outside, the expansive yard is perfect for summer BBQs, gardening, or evening stargazing. Enjoy quiet, low-maintenance living just minutes from historic Downtown Hillsborough, scenic river trails, and top dining, with an easy commute to Durham and the Triangle. Owner-occupants may also qualify for a Community Grant through First Citizens Bank! Schedule your showing today to see it all in person.

504 Tuliptree Rd, 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 .