Hillsborough Homes with Orange - Gravelly Hill Middle Middle School

Hillsborough Homes with Orange - Gravelly Hill Middle Middle School

Welcome to Hillsborough, North Carolina, a charming town nestled in the heart of Orange County. Known for its rich history, vibrant community, and picturesque landscapes, Hillsborough is a hidden gem that perfectly blends small-town charm with modern conveniences. With a population of just over 6,000 residents, this quaint town offers a close-knit community feel while being conveniently located just a short drive from the bustling city of Durham and the Research Triangle Park.

Hillsborough is steeped in history, with its historic downtown area showcasing beautifully preserved buildings dating back to the 18th century. Stroll along the scenic streets, where you’ll find delightful shops, cozy cafes, and local art galleries that capture the spirit of this unique town. Outdoor enthusiasts will appreciate the numerous parks and trails that invite exploration, including the picturesque Eno River State Park, perfect for hiking, fishing, and picnicking.

Families will be pleased to find that Hillsborough is served by the esteemed Orange - Gravelly Hill Middle School, known for its commitment to academic excellence and fostering a supportive learning environment. This makes Hillsborough an ideal location for families seeking quality education for their children.

The real estate market in Hillsborough is diverse, offering a range of homes from charming historic properties to modern new builds, ensuring that there’s something for everyone. Whether you’re drawn to the allure of historic architecture or the convenience of contemporary living, Hillsborough provides the perfect backdrop for your next home. Come discover the warmth and welcoming spirit of Hillsborough, where your dream home awaits!

Newest Hillsborough Homes with Orange - Gravelly Hill Middle Middle School

$2,150,000
10185485 MLS ⋅ ACTIVE Status
Rare 70.77-acre offering in the Hillsborough area of northern Orange County, presenting an exceptional opportunity for a private estate, equestrian property, working farm, multi-family generational estate, or thoughtfully envisioned agritourism retreat. With rolling topography, open meadows, natural privacy, and scenic creek adjacency, this property offers the kind of scale, beauty, and flexibility that is increasingly difficult to find within reach of the Triangle. The land provides an inspiring canvas for country living at many levels, whether imagined as a legacy estate with trails and gardens, a horse property with pasture and barn potential, a productive farm or homestead, or a destination property with long-term vision. Preliminary soil testing indicates the property supports septic throughout the tract, adding meaningful utility and optionality for future planning. Located on Highland Farm Road, the property combines a peaceful rural setting with convenient access to Hillsborough, Chapel Hill, Durham, and the greater Triangle region. Nearby natural areas, protected land, and the surrounding countryside add to the sense of space and permanence that make this property so special. Currently in PUV tax status. Large tracts with this combination of acreage, setting, and potential rarely come to market in Orange County. Shown by appointment only. Please do not enter property without authorization.

2626 Highland Farm Rd, Hillsborough
$549,900
3 Beds ⋅ 3 Baths ⋅ 10179657 MLS ⋅ ACTIVE Status
Detached 2-Car Garage with Finished Bonus Room & Full Bath! Welcome to this beautifully maintained 3-bedroom, 2.5-bath home tucked away on a quiet cul-de-sac in Hillsborough. Surrounded by mature trees, this home offers privacy, peaceful views, and plenty of space to relax. Recent updates include fresh interior paint, new flooring throughout much of the home, new carpet on the stairs and bedroom hallway, a newer LP gas stove, and a newer dishwasher. A newer roof and professionally maintained two-zone HVAC system provide added peace of mind. Enjoy your mornings on the welcoming front porch watching hummingbirds and bluebirds, or spend evenings relaxing on the back deck. The patio is perfect for grilling, entertaining, or adding a hot tub. This move-in-ready home offers the perfect combination of modern updates, flexible living space, and a peaceful setting just minutes from historic downtown Hillsborough.

419 Calvary Ct, Hillsborough
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 10177230 MLS ⋅ ACTIVE Status
Known as the Wolf-Huang House, this architect-designed modernist residence is a rare offering of contemporary waterfront architecture set along the shores of Lake Orange. Designed by architect Arielle Condoret Schechter and featured in architectural and design publications, the home embodies a sophisticated balance of modern design, sustainability, and seamless connection to its natural surroundings. Constructed with concrete panels, warm natural materials, and expansive walls of glass, the approximately 2,634-square-foot residence was intentionally designed to capture lake views from nearly every principal room. Light-filled interiors blur the line between indoors and out, creating an immersive living experience centered on water, landscape, and natural light. The floor plan includes a serene primary suite and spa-inspired bath, both positioned to enjoy tranquil water views and a retreat-like atmosphere. At the rear of the home, a full-width outdoor living area combines a screened porch with open-air decking, creating exceptional spaces for entertaining, dining, and relaxation overlooking the lake. Extending the home's commitment to comfort, performance, and sustainability are numerous advanced systems and upgrades: including a rooftop 34-panel 8-kW solar array paired with two Tesla Powerwall battery backup systems for energy independence and resilience. Additional smart-home features include remote-controlled switches, smart outlets, an integrated water filtration system, and a smart garage door system designed for modern living. The sleek open kitchen includes premium stainless steel Miele appliances and built-ins. Beyond the residence, a private dock provides direct access to Lake Orange for boating, sailing, fishing, kayaking, and year-round waterfront recreation. Approached from an South-East-facing entrance and discreetly positioned within its setting, the Wolf-Huang House offers an extraordinary combination of privacy, architectural significance, sustainability, and waterfront lifestyle.

928 Shorefront Ln, Hillsborough
$349,000
10169532 MLS ⋅ ACTIVE Status
Discover the perfect blend of privacy, convenience, and country living on this beautiful 10-acre homesite just minutes from downtown Hillsborough. Tucked away down a long privately shared drive, this rolling pasture property offers the ideal setting to build your dream farmhouse or custom estate with no HOA restrictions and horses allowed. Enjoy peaceful views, rolling pasture land, and the natural privacy of a mature tree line bordering the property. Beyond the rear tree line sits a neighboring pond, creating a scenic backdrop. Buyers also have the potential to open up pond views if desired. Surrounded by neighboring tracts of 10+ acres, this property offers a rare sense of space, privacy, and long-term tranquility. Bring your own builder, let us recommend one, or explore available home package options to bring your vision to life. Soil testing has already been completed, confirming suitability for a 4-5 bedroom septic system, helping streamline your building process. All this while being just minutes from the coffee shops, restaurants, boutiques, and local charm of downtown Hillsborough, and only about 30 minutes to Raleigh-Durham.

3 Deer Run Trl, Hillsborough
$349,900
10168392 MLS ⋅ ACTIVE Status
Just over 10 acres in fabulous Hillsborough, NC! Conveniently located just 6 miles to downtown Hillsborough and 15 miles to Chapel Hill! About one third of an acre is cleared at the front and the property has been perked for up to a 5 Bedroom Septic System. Located on peaceful Orange Grove Road, this property is ready for you to turn it into your home place! Adjoining 6.68 acres is also listed for sale.

10.19 Acre Orange Grove Rd, Hillsborough
$239,900
10168389 MLS ⋅ ACTIVE Status
6.5+ Acres in a fabulous Hillsborough location! Conveniently located just 6 miles to downtown Hillsborough and 15 miles to Chapel Hill! Perked for up to q 5 Bedroom with a soil report available, this land is ready for you turn it into your own private Oasis on Orange Grove Road! Adjoining 10.19 Acres is also listed for sale.

6.68 Ac Orange Grove Rd, Hillsborough
$954,000
5 Beds ⋅ 5 Baths ⋅ 10156779 MLS ⋅ ACTIVE Status
Come see this 10.01 acre wooded building lot in a well established rural neighborhood of 10+ acre lots. Priced with EASTWOOD HOME BOYL , THE WAVERLY Plan! Prices will vary pending buyer choice of house plans and finishings. You may also bring your own builder if you wish. The current lot price is $410,000.00.

Lot 10 Bellechase, Hillsborough
$499,900
10153020 MLS ⋅ ACTIVE Status
Wonderful Possibilities!

324 Allison St, Hillsborough
$2,154,000
4 Beds ⋅ 6 Baths ⋅ 10163109 MLS ⋅ ACTIVE Status
Set high above the rambling Eno River, this builder's own Georgian manor is a masterclass in timeless elegance & pastoral perfection. Perched on a dramatic 70-foot bluff, the estate is surrounded by 26 private acres of rolling meadows and whispering hardwoods, & includes 9 acres of untouched conservation land that provide a substantial property tax benefit exceeding $220k. Take your golf cart or ATV down the 1+ mile of meandering bridle trails that wind down to the river's edge, where you can catch glimpses of a bygone grist mill era, creating a setting that feels both storied & secluded. Crafted with uncompromising quality & an eye for enduring design, the residence showcases refined finishes & bespoke details at every turn. Brazilian cherry floors gleam beneath soaring 10+ foot ceilings, while walls of Andersen windows frame cinematic views in every direction. Four bedrooms (each with its own en suite) & multiple living spaces (indoors & out) provide plenty of space for everyone, with the star of the show being the first-floor primary suite featuring a serene sitting room, fireplace, dual closets, & a spa-like bathroom. The gourmet kitchen is both polished & purposeful, appointed with Viking & Miele appliances, rich granite countertops, & custom, solid maple cabinetry. Another (but not the last) fireplace between the breakfast room & den adds ambiance to the everyday. Formal & informal spaces flow effortlessly, while expansive front porches, a rear terrace, & a fire pit area offer sweeping vistas over the river, dramatic rock outcroppings, front meadow, & surrounding woods that envelope you in privacy. With zero light pollution around, the widow's walk is the perfect place to star gaze during meteor showers. Thoughtfully designed for both comfort & convenience, the home features dual laundry rooms, a massive mudroom/drop-zone, workshop spaces in the three-car garage, a partial basement, & a walk-in attic for all the storage you could ever need. The 60' shed with workshop could easily be converted to a horse stable for any equestrian enthusiasts. There is no shortage of activities your acreage can offer, but when you do decide to leave, you'll be only 9 minutes from downtown Hillsborough, & an easy drive in either direction to Durham and Mebane. Land with hundreds of years of history, a home that was built to last just as long, & tax breaks to top it all off...it just doesn't get much better than this. **Please note that Zillow reflects an incorrect tax assessment value. The correct valuation is $1,970,495. The conservation easement tax credit then brings the actual taxed value down to $1,750,099.

1717 Halls Mill Rd, Hillsborough
$410,000
10163110 MLS ⋅ ACTIVE Status
Wooded Lot in a beautiful, quiet, rural community a short scenic drive from Chapel Hill, Durham, RTP, Hillsborough, Mebane. Come buy and build your dream home on this property / One of this areas last undeveloped areas! For many home plans and choices contact.

Lot 10 Bellechase, 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 .