Highland Woods Homes with Orange - Orange Middle Middle School

Welcome to Highland Woods, a picturesque subdivision nestled in the heart of Hillsborough, North Carolina. This charming community is the perfect blend of serene suburban living and vibrant local culture, making it an ideal place for families, professionals, and retirees alike.

Highland Woods boasts a variety of beautifully designed homes, each reflecting a commitment to quality and comfort. With spacious layouts, modern amenities, and lush landscaping, these homes are designed to cater to the diverse needs of today’s homeowners. Whether you're looking for a cozy starter home or a larger family residence, Highland Woods offers a selection of properties that are sure to impress.

One of the standout features of this community is its proximity to Orange Middle School, a highly regarded institution known for its commitment to academic excellence. Parents will appreciate the convenience of having a top-rated school just a stone's throw away, ensuring that their children receive a quality education in a nurturing environment. The community's family-friendly atmosphere is further enhanced by nearby parks, recreational facilities, and engaging local events that foster a strong sense of belonging among residents.

Living in Highland Woods means enjoying the best of both worlds: the tranquility of suburban life combined with easy access to the vibrant culture of Hillsborough. Explore charming shops, delightful eateries, and scenic outdoor spaces—all just minutes from your front door.

Discover your dream home in Highland Woods, where community spirit and modern living come together to create an exceptional lifestyle. Come and experience the warmth and charm of this wonderful neighborhood today!

Newest Highland Woods Homes with Orange - Orange Middle Middle School

$254,000

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. Photos have been virtually staged.

614 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

$264,000

3 Beds ⋅ 1 Baths ⋅ 10173331 MLS ⋅ ACTIVE Status

Tantalizingly timeless & totally transformed, 504 Tuliptree Dr is the turnkey treasure you've been waiting for! Nestled in the heart of charming Hillsborough, this fully renovated brick ranch blends classic durability with gorgeous modern upgrades, including a new roof, new HVAC unit, new windows, & a new water heater. Step inside to discover a bright, airy floor plan featuring 3 spacious bedrooms & a beautifully redesigned bathroom. Every inch of this home has been meticulously updated, boasting contemporary finishes, fresh paint throughout, stylish flooring, & a stunning kitchen equipped with sleek countertops & stainless steel appliances. The solid brick exterior offers low-maintenance living and timeless curb appeal, while the generous .78 acre lot provides the perfect backdrop for weekend gatherings, gardening, or simply relaxing under the Carolina sky. Located just minutes from downtown Hillsborough, you'll enjoy quick access to vibrant local shops, award-winning dining, & scenic river trails, all while maintaining an easy commute to Durham & the rest of the Triangle. Whether you are a buyer looking for your dream home or an investor looking to add to your portfolio, Tuliptree is sure to be a perfect fit.

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 .