Highland Woods Real Estate

Welcome to Highland Woods, a picturesque subdivision nestled in the heart of Hillsborough, North Carolina. This charming community offers a perfect blend of serene living and convenient access to the vibrant culture and amenities of the surrounding area. With its lush landscapes and thoughtfully designed homes, Highland Woods is a haven for families, retirees, and anyone seeking a peaceful retreat.

Highland Woods boasts an array of beautiful homes, each thoughtfully crafted to complement the natural beauty of Orange County. Residents can enjoy spacious yards, modern interiors, and a variety of architectural styles that cater to diverse tastes. The subdivision is designed with community in mind, featuring tree-lined streets and communal spaces that encourage neighborly connections and outdoor activities.

One of the standout features of Highland Woods is its proximity to Hillsborough’s rich historical charm. Residents can explore the quaint downtown area, filled with boutique shops, delightful cafes, and local restaurants that showcase the flavors of North Carolina. Additionally, the nearby Eno River State Park offers ample opportunities for hiking, fishing, and enjoying nature, making it an ideal spot for outdoor enthusiasts.

Families will appreciate the top-rated schools in the Orange County School District, ensuring quality education for children of all ages. With easy access to major highways, commuting to nearby cities like Durham and Chapel Hill is a breeze, adding to the convenience of life in Highland Woods.

Discover the enchanting lifestyle that awaits you in Highland Woods, where community spirit and natural beauty come together to create a truly special place to call home.

Newest Listings in Highland Woods

$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 .