Highland Woods Homes with Orange - Orange Middle Middle School

Welcome to Highland Woods—a serene and inviting subdivision nestled in the picturesque town of Hillsborough, North Carolina. Located in Orange County, this charming community offers a perfect blend of suburban tranquility and convenient access to urban amenities. Highland Woods is designed for families, professionals, and anyone seeking a peaceful retreat without sacrificing proximity to the vibrant culture and opportunities that Hillsborough has to offer.

The homes in Highland Woods are thoughtfully crafted, featuring a variety of architectural styles that cater to diverse tastes and lifestyles. From cozy single-family homes to spacious two-story residences, each property is designed with comfort and functionality in mind. Many homes boast modern finishes, open floor plans, and lush backyard spaces, ideal for family gatherings or quiet evenings under the stars.

One of the standout features of Highland Woods is its commitment to education. Families will appreciate the proximity to Orange Middle School, which is highly regarded for its dedicated faculty and robust curriculum. This makes Highland Woods an excellent choice for families looking to provide their children with a quality education in a supportive environment.

Beyond the homes and schools, Highland Woods is surrounded by beautiful parks, walking trails, and community amenities that encourage an active lifestyle. Whether you enjoy hiking, biking, or simply taking leisurely strolls, the natural beauty of the area will captivate you.

Discover the charm of Highland Woods today, where community spirit meets modern living in the heart of Hillsborough!

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

Start Your Search

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 .