Hillsborough Homes with Orange - Grady Brown Elementary Elementary School

Welcome to Hillsborough, North Carolina—a charming town nestled in the heart of Orange County, where history meets modern living. With its picturesque landscapes, vibrant community, and rich cultural heritage, Hillsborough is an ideal place for families, professionals, and retirees alike.

Hillsborough boasts a delightful blend of historic architecture and contemporary amenities. Wander through the quaint streets lined with beautifully preserved buildings, and you’ll find an array of local shops, eateries, and art galleries that reflect the town's creative spirit. Nature enthusiasts will appreciate the nearby Eno River State Park, offering scenic trails, picnic spots, and opportunities for kayaking and fishing.

For families considering a move to this enchanting town, the availability of homes near Orange - Grady Brown Elementary School is a significant draw. This highly regarded school provides a nurturing environment for young learners, emphasizing both academic excellence and character development. Living in close proximity to the school not only offers convenience but also fosters a strong sense of community among families.

The real estate market in Hillsborough features a variety of options, from charming historic homes to modern new builds, ensuring there’s something for everyone. Whether you're looking for a cozy cottage with character or a spacious family home with a backyard oasis, Hillsborough has it all.

Discover the warmth and vibrancy of Hillsborough, where you can enjoy a peaceful lifestyle while still being close to the excitement of nearby cities. Embrace the opportunity to call this delightful town home, where community spirit thrives, and every day feels like a breath of fresh air.

Newest Hillsborough Homes with Orange - Grady Brown Elementary Elementary School

$1,795,000

4 Beds ⋅ 5 Baths ⋅ 10192969 MLS ⋅ COMING SOON Status

COMING SOON. Anything but ordinary. Set on 2.63 private, wooded acres, this distinctive 4,041 SF custom home by Overlook Homes pairs thoughtful design with exceptional craftsmanship and a floor plan designed for how people actually live. Warm, honest materials, custom white oak cabinetry and millwork, walls of glass, and unexpected design details give this home a personality all its own. The showstopping kitchen features luxury appliances, Calacatta stone, and a full scullery, while 4 bedrooms and 4.5 baths include a main-level guest suite and a 2nd-floor vaulted primary retreat with a spacious, thoughtfully designed walk-in closet and a spectacular, light-filled walk-in shower. A dramatic loft and cathedral-ceiling bonus room offer incredible flexibility. Outside, preserved hardwoods create remarkable privacy, with hardscape patios, covered porches, generous guest parking, a retractable Phantom Screen that transforms the rear porch for screened-in living, and an oversized 2-car garage. Showings begin soon.

2347 Grady Ridge Way, Hillsborough

$175,000

10192237 MLS ⋅ ACTIVE Status

3.5+ acres, nestled quietly away while still having amenities within a stones throw. Grocery stores, Brewery, Golf Course and Restaurants all within a 15min drive. Please text agent for questions.

2315 Stevens Meadow Ln, Hillsborough

$700,000

5 Beds ⋅ 3 Baths ⋅ 10191642 MLS ⋅ ACTIVE Status

Some properties simply give you more. Set on a quiet cul-de-sac on a private two-acre lot, 2804 Gaya Court offers the kind of space that is getting harder to find this close to town, without asking you to trade away convenience to get it. Step inside and the newly finished hardwood floors set the tone, light and fresh and genuinely spectacular in person. The main level lives the way a traditional home should, with 1,967 square feet, four bedrooms, two full baths, and an easy flow through common areas finished in those rich hardwoods, with durable LVP in the bedrooms. Fresh paint throughout gives the whole home a clean, move-in-ready feel. The primary suite is a real retreat: a large walk-in closet, a separate shower, and a soaking tub set beneath a picture window that pulls the outdoors in. Downstairs is where this property separates itself from the pack. The full walk-out basement houses a nearly 800 square foot apartment with its own private exterior entrance, plus interior access to the main home. Two bedrooms, a full kitchen, and a full bath make it a true dual-living setup, ideal for extended family, a live-in nanny, long-term guests, or a legitimate income-producing rental or short-term stay. Alongside the ADU, two generous flex rooms are ready to become whatever you need: home gym, workshop, movie theater, studio, or rec room. Your call. Outside is where the property stretches its legs. Nearly an acre of the backyard is fully fenced, a rare luxury that opens the door to gardens, pets, projects, or simply the quiet of your own wide-open space. The main back deck runs an impressive 36x16, freshly painted and waiting on morning coffee, weekend cookouts, and dinners under the stars. It is an entertainer's canvas wrapped in mature privacy rather than neighbors' windows. The practical details are handled too. A recent roof and newer HVAC mean the big-ticket items are already checked off. And while the setting feels tucked away, you are minutes from downtown Hillsborough and a quick hop to the interstates, keeping the rest of the Triangle easily within reach. Space to host. Space to work. Space to grow. Space to simply get away from it all. 2804 Gaya Court is the rare property that says yes to all of it.

2804 Gaya Ct, Hillsborough

$495,000

4 Beds ⋅ 3 Baths ⋅ 10188653 MLS ⋅ ACTIVE Status

Spacious 4 bedroom 2.5 bath on cul de sac in the lovely Cornwallis Hills Subdivision. Open floor plan on first floor. Large family room with wood burning fireplace. Separate dining room that can be used as an office. Hardwood floors through the main floor. Deck with fenced backyard. Lots of trees offer privacy and shade. Super convenient location with easy access to I-40, Duke/UNC, and much more!

404 Patriot Pl, Hillsborough

$599,900

10183868 MLS ⋅ ACTIVE Status

Great opportunity to achieve your goals: acreage and the ability to create your own farm without having to just make something work!! Pretty lot with gentle lofty views and breezes...It's the perfect setting and location for making a statement...Reach out to your builder, gather your plans, design your gardens, pasture, fencing, barns or vineyards...It's all waiting for you...Call today and make your new address on Dairyland Road!!

00 Dairyland Rd, Hillsborough

$232,000

10178728 MLS ⋅ ACTIVE Status

Enjoy this scenic pastoral setting in rural Orange County, just minutes from the ever-popular Maple View Farm Ice Cream Store. The owner has shared an updated soil report stating that the land is suitable for a 3-bedroom conventional septic system. The 4.8 acre homesite is surrounded by beautiful farm estates and rolling countryside and offers an exceptional opportunity for a custom home in a peaceful yet convenient location. Plat map and soil report are available upon request.

0000 Dodsons Crossroads, Hillsborough

$260,000

1 Baths ⋅ 10178047 MLS ⋅ ACTIVE Status

Discover the perfect place to build your dream home on this beautiful 3.63-acre homesite just outside the Hillsborough city limits. Enjoy the privacy and tranquility of a secluded setting while benefiting from public water availability. The property has already been approved for a 4-bedroom perc, making it ready for your custom home plans. A private driveway easement provides access to this peaceful lot, which has been partially cleared to showcase its stunning mature hardwood trees while preserving the natural beauty of the landscape. Located off Orange Grove Road in the highly desirable town of Hillsborough, this property offers the ideal blend of rural charm, convenience, and privacy, with easy access to downtown Hillsborough, shopping, dining, and major commuting routes. Don't miss this rare opportunity to own a beautiful homesite in one of Orange County's most sought-after locations.

Lot 1 Orange Grv, Hillsborough

$400,000

3 Beds ⋅ 2 Baths ⋅ 10178007 MLS ⋅ ACTIVE Status

Welcome to this well-maintained 3-bedroom, 2-bath home nestled on a quiet cul-de-sac in the desirable Cornwallis Hills neighborhood. The spacious family room features a cozy fireplace, creating a warm and inviting gathering space. The kitchen offers a pantry, breakfast area, and convenient access to the adjoining dining room, making meals and entertaining a breeze. A mudroom/laundry room with a separate entrance adds everyday functionality. The generously sized primary suite is a peaceful retreat with a private door leading to a small patio in the backyard. Two additional bedrooms provide flexibility for family, guests, or a home office. Enjoy outdoor living on the rear deck overlooking the backyard. The property also includes a fenced side yard, a storage shed, and an additional storage area attached to the back of the home, providing plenty of room for tools, lawn equipment, decorations or hobbies. Ideally located just minutes from historic downtown Hillsborough, UNC Health Hillsborough Hospital, shopping, dining, parks, and major commuter routes, this home offers a wonderful combination of comfort, convenience, and location.

110 Twisted Ct, Hillsborough

$900,000

4 Beds ⋅ 5 Baths ⋅ 10169077 MLS ⋅ ACTIVE Status

Private 10-Acre Estate | Dual Primary Suites | Chef's Kitchen | Minutes to Chapel Hill. Tucked at the end of a quiet road on 10.38 private, wooded acres, 5223 Margon Place is the rare estate that delivers true seclusion without sacrificing convenience. Just 20 minutes from Chapel Hill, UNC, and historic downtown Hillsborough, with easy access to I-40 and I-85, this exceptional property offers over 4,100 finished square feet of thoughtfully designed living space across three levels. The moment you step inside, gleaming hardwood floors guide you through soaring cathedral ceilings with rich wood beam accents and an expansive open-concept layout built for everyday comfort and gracious entertaining. The heart of the home is the chef's kitchen, a true showpiece featuring a high-end gas range, sprawling granite center island, stainless steel appliances, abundant custom cabinetry, dual sinks, breakfast bar, and extensive recessed lighting. A signature expanded window floods the space with natural light and is perfect for cultivating fresh herbs year-round. What sets this home apart is the rare flexibility of two spacious primary suites, one conveniently on the main level and a second on the upper floor. It's an ideal setup for multigenerational living, in-laws, or long-term guests. The upper primary suite delivers a beautifully updated spa-inspired bath with walk-in shower, dual vanities, custom cabinetry, hardwood flooring, and a generous walk-in closet. A dramatic family room with soaring cathedral ceiling anchors the home, while a formal living room offers additional versatility for hosting. Seamless indoor-to-outdoor living awaits through multiple access points to expansive covered and open decks overlooking the tranquil, wooded backyard. Whether it's morning coffee, an evening gathering, or simply taking in the natural surroundings, this is where the home truly comes alive. The finished walk-out lower level adds even more value, with heated and cooled recreational space ideal for a media room, gym, or playroom, plus a workshop area, generous storage, and an oversized attached garage with interior entry. Standout features include newer HVAC systems (2020 and 2021), dual tankless water heaters for endless hot water throughout the home, an owned water softener system, whole-home propane, a circular driveway with abundant parking, private well and septic, three levels of beautifully designed living, and accessibility-friendly design throughout including accessible bedroom, kitchen, and central living area. Tucked among mature hardwoods with remarkable privacy yet moments to historic downtown Hillsborough and a short drive to Chapel Hill, UNC, Duke, and the Research Triangle, this property is also part of the Grady Brown Elementary, A.L. Stanback Middle, and Cedar Ridge High school district. It's estate living without the commute, and the kind of opportunity that doesn't come around often. Schedule your private tour today. Please note that a portion of the home's finished square footage was completed without permits, including the finished lower level and the kitchen and primary bath remodels. Buyer and buyer's agent to verify all square footage and permit status to their satisfaction.

5223 Margon Pl, 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

$659,000

10113712 MLS ⋅ ACTIVE Status

3.1 Acres of Vacant, High-Visibility Land in one of southern Hillsborough's Growth Corridors. There is high potential of this 3.1-acre parcel, a rare General Commercial-zoned opportunity just minutes from Downtown Hillsborough and key regional connectors I-85 and I-40. Situated in a high-demand corridor with increasing residential and mixed-use development, this site offers a wide range of commercial uses. Mostly cleared and buildable, with excellent road frontage and visibility along Orange Grove Road and Mayo St. Buyers are encouraged to consult with the Town of Hillsborough for zoning use specifics and development standards. Two properties across from Mayo St (1704 Orange Grove Road, 2.1 Acres, MLS # 10113710) and (1800 Orange Grove Road, +/-2.4 acres, MLS # 10113707) for sale. Daily traffic count 4300.

1600 Orange Grove 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 .