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, picturesque landscapes, and vibrant community, Hillsborough offers a delightful blend of small-town charm and modern conveniences. With its roots dating back to the 18th century, the town boasts a variety of well-preserved historic sites, making it a haven for history enthusiasts and nature lovers alike.

One of the standout features of Hillsborough is its commitment to education, exemplified by the presence of the highly regarded Orange - Gravelly Hill Middle School. Families seeking a nurturing and academically enriching environment will find this school to be a cornerstone of the community. With dedicated educators and a supportive atmosphere, it provides students with the tools they need to thrive both academically and socially.

The real estate market in Hillsborough is diverse, offering something for everyone—from charming historic homes to modern new builds. The local neighborhoods are characterized by tree-lined streets, friendly neighbors, and a strong sense of community, making it an ideal place for families, retirees, and young professionals alike.

Residents enjoy easy access to a variety of amenities, including local shops, restaurants, and parks, all while being just a short drive from the vibrant cities of Durham and Chapel Hill. Whether you’re looking to settle down in a cozy cottage or a spacious family home, Hillsborough is a place where you can truly feel at home. Come explore this enchanting town and discover the perfect place to create lasting memories!

Newest Hillsborough Homes with Orange - Gravelly Hill Middle Middle School

$580,000
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
$1,525,000
4 Beds ⋅ 3 Baths ⋅ 10177956 MLS ⋅ ACTIVE Status
Set on 20+ acres minutes from Downtown Hillsborough, this thoughtfully designed equestrian and homestead retreat offers fenced pastures, riding ring, all-weather arena, run-in shelter, and 4 stall barn with heated tack room, feed room, hay loft, and new roof. Outdoor living includes a heated saltwater pool, hot tub, outdoor shower, firepit, pasture views, heated greenhouse, gardens, vineyard, and custom chicken coop. The farmhouse lives beautifully with hardwoods throughout, generous everyday living spaces, gas fireplace, sunroom, bonus room, and main level office with built-ins. The well-appointed kitchen features 2 copper sinks, a Sub-Zero fridge/freezer, new GE Café stainless-steel appliances, 3 ovens, and a drawer-style dishwasher. Fiber internet, water purification system, solar panels, EV charger, backup generator, and new metal roof.

4911 Parc Jardin Dr, 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
$619,900
3 Beds ⋅ 2 Baths ⋅ 10172538 MLS ⋅ ACTIVE Status
Welcome to your own private paradise at 7427 Orange Grove Road. Nestled on 3.51 scenic acres, this beautiful property offers breathtaking year-round lake views and unforgettable sunsets. The 1,766-square-foot home features 3 bedrooms and 2 full bathrooms with a thoughtfully designed open-concept layout. The high-end kitchen overlooks the spacious dining and living areas, creating the perfect setting for entertaining and everyday living. The living room boasts vaulted ceilings and a cozy fireplace, providing a warm and inviting focal point. The private owner's suite offers a relaxing retreat with double vanities, an oversized walk-in shower, and a generous walk-in closet. A split-bedroom floor plan places two additional bedrooms and a full bath on the opposite side of the home, providing privacy and convenience for family or guests. Enjoy the peaceful surroundings from the large covered front porch or the rear covered deck, both perfectly positioned to take in the picturesque acreage, pond, and lake views. Additional features include a detached garage and carport, offering ample space for vehicles, recreational equipment, and farm or workshop storage. If you've been searching for country living with stunning water views, modern comforts, and room to roam, this exceptional property is one you won't want to miss.

7427 Orange Grove Rd, 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
$325,000
10150691 MLS ⋅ ACTIVE Status
LAST CHANCE! One of only 2 remaining lots in the Deer Run neighborhood can be yours for the asking. Part of the original Eno River Farm est. 1966 in rural Orange Co., NC. Large open 10 acre lot with potential future water view. Beautiful rolling pastureland, with the peace and tranquility you'd expect. Come build your dream home, with room left over for the horses. Miles of private roads for walking, nature and wildlife viewing. Enjoy the Fall foliage on a leisurely stroll down to the lake. Watch the newborn fawns frolic in the Buttercup fields in the Spring. Just 10 minutes from historic Hillsborough, NC, with all it's shops and quaint downtown eateries. Convenient to all amenities, shopping, major medical, RDU International Airport, Interstates 40 and 85, and Research Triangle Park. If you are a sports lover, Duke and UNC are just down the road.. Soil test for 4-5 bedroom home. No HOA. Neighborhood Road Maintenance agreement applies. Internet providers are Lumos and Starlink.

Lot 2 Deer Run, Hillsborough
$499,900
10153020 MLS ⋅ ACTIVE Status
Wonderful Possibilities!

324 Allison St, Hillsborough
$2,189,000
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
$440,000
3 Beds ⋅ 2 Baths ⋅ 10133032 MLS ⋅ ACTIVE Status
Welcome to this beautifully updated 3-bedroom, 2-bath home nestled in the desirable Kenwood Estates community. Set on 2.7 private acres, this charming ranch offers comfortable one-level living. Step inside to find brand new LVP flooring, fresh paint, and modern finishes in every room. The kitchen features granite countertops, updated baths, a pantry, breakfast area. A formal dining room. Cozy family room with a gas fireplace, and a bonus room equipped with a free-standing wood burning stove (not included in square feet), providing flexibility for an office, gym, or hobby space. The primary bedroom has access to an extensive back deck that spans the entire width of the home. Enjoy peace of mind with a whole-house generator, ensuring comfort during any season. Surrounded by trees and nature, this property combines privacy and convenience in one perfect package—all on one floor and only 10 mins to downtown Hillsborough and .2 mins to Lake Orange. Don't miss the opportunity to own this updated home with acreage in Kenwood Estates—schedule your showing today!.

3804 Kenwood Dr, 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 .