Hillsborough Homes with Orange - Orange Middle Middle School

Hillsborough Homes with Orange - Orange Middle Middle School

Welcome to Hillsborough, North Carolina—a charming town steeped in history and surrounded by the natural beauty of Orange County. Nestled just a short drive from the vibrant city of Durham and the prestigious University of North Carolina at Chapel Hill, Hillsborough offers a perfect blend of small-town charm and modern conveniences.

As you explore this picturesque town, you'll discover a rich tapestry of historic architecture, quaint shops, and delightful eateries that invite you to linger and savor the local culture. The scenic Eno River runs through the heart of Hillsborough, providing ample opportunities for outdoor enthusiasts to hike, fish, or simply enjoy a leisurely stroll along its banks.

For families, Hillsborough is home to the highly regarded Orange Middle School, which is known for its strong academic programs and dedicated staff. The community places a high value on education, and parents can feel confident that their children are receiving a quality education in a supportive environment.

The real estate market in Hillsborough is diverse, offering everything from charming historic homes to modern new builds. Whether you’re searching for a cozy cottage or a spacious family home, you’ll find properties that cater to a variety of lifestyles and budgets. The welcoming neighborhoods are characterized by friendly neighbors and a strong sense of community, making Hillsborough not just a place to live, but a place to call home.

Experience the unique blend of history, community, and natural beauty that Hillsborough has to offer. Your dream home awaits in this enchanting corner of North Carolina!

Newest Hillsborough Homes with Orange - Orange Middle Middle School

$750,000
5 Beds ⋅ 4 Baths ⋅ 10194909 MLS ⋅ ACTIVE Status
Welcome to 503 Rollesby, a beautifully maintained home in the desirable Churton Grove community, lovingly cared for by its original owners. Hardwood floors flow through the home, while thoughtful features and flexible living spaces make this property stand out. The kitchen offers a gas range and walk-in pantry with wood shelving, and the home is equipped with surround sound that conveys. A main-level bedroom or private home office features French doors opening directly to the expansive rear deck, with a full bath conveniently located adjacently—ideal for guests or multigenerational living. Enjoy the outdoors from the screened porch, huge deck all overlooking a private backyard. Upstairs, discover spacious bedrooms, including one with a charming tree-themed ceiling, plus convenient laundry with attic access. Additional highlights include a NEW ROOF in 2024, NEW CARPET in 2026, newer sump pump, gas water heater, two gas furnaces, and a finished garage with a 50-amp RV hookup and generator panel. With inviting indoor and outdoor spaces and a versatile floor plan, this Churton Grove home offers plenty of room to live, work, entertain, and unwind.

503 Rollesby Ct, Hillsborough
$315,000
10193180 MLS ⋅ ACTIVE Status
Gorgeous homesite with a SOIL ASSESSMENT on file, 10 ACRES, and a prime location just off NC-86, only 6 minutes to downtown Hillsborough. Drive down a quiet private gravel drive shared by just six properties and discover a beautiful parcel of wooded land ready for your vision. A key step in the building process is already complete, with a soil assessment showing suitable sites for a CONVENTIONAL SEPTIC system. That means valuable groundwork has already been done, helping future owners move more efficiently from land purchase to working with a builder. The landscape offers flexibility for homesite placement, giving you the opportunity to design a home that takes advantage of privacy, natural light, and the surrounding woods. Zoned AR with NO HOA, the property also allows for an ADU up to 1,500 square feet, creating options for guests, extended family, a private studio, or additional living space. They're not making more land, so take this opportunity to build something custom in a beautiful natural setting. (PRIVATE ROAD, PLEASE CONTACT KRISTEN 919-642-4079 FOR A SHOWING)---watch video here: https://www.youtube.com/watch?v=qOnzLaPJG4I

Lot 5 Green Mountain, Hillsborough
$789,000
3 Beds ⋅ 1 Baths ⋅ 10192409 MLS ⋅ ACTIVE Status
Investment opportunity, situated on 22 acres in Orange County! There is an existing single-family home with a tenant in place, providing immediate rental income. The property offers additional acreage behind the home with potential for a future primary residence or development. Conveniently located just 10 minutes from downtown Hillsborough and the Orange County SportsPlex, 8 minutes from Occoneechee Golf Club, and 5 minutes from Eno River Farm.

2220 New Sharon Church Rd, Hillsborough
$414,900
4 Beds ⋅ 3 Baths ⋅ 10192379 MLS ⋅ ACTIVE Status
Well-constructed townhome offering modern convenience and effortless living. The spacious, light-filled layout features 4 bedrooms, a main-level primary suite with an elegant trey ceiling, a versatile large loft, and a dedicated room ideal for a home office or extra storage. Enjoy seamless indoor-outdoor living on the upgraded, oversized screened-in porch. Highlighting ultimate functionality, the home includes a 2-bay garage equipped with an EV charger, pre-wiring for a security system, and low-maintenance HOA living that covers roof maintenance, landscaping, a community pool, and picnic areas.

2505 Bartlett Cir, Hillsborough
$750,000
4 Beds ⋅ 3 Baths ⋅ 10192285 MLS ⋅ ACTIVE Status
Stunning 4 bed 2.5 bath home loaded with recent improvements in highly desirable Churton Grove community with a TRANSFERABLE 2.25% FHA interest rate. Fresh interior paint. Refinished hardwoods on the 1st floor. New HVAC's 2020. New roof with gutter guards 2021. Updated carpet. HUGE family room features 12 ft ceiling & gas log fireplace. 1st floor office with French doors. Spacious dining room includes tray ceiling. Bright & open eat-in kitchen fresh painted cabinetry, granite countertops, center island, tile backsplash & newer stainless steel appliances. All appliances convey! Large primary suite has vaulted ceiling, dual vanities, oversized shower with bench, separate soaking tub & generous walk in closet. Spacious bonus room with hardwood floors. New screen porch with grilling deck. Nestled on nearly a half acre wooded lot on a quiet double cul-de-sac road. Nice backyard with a fantastic playset and backing to community greenway. Churton Grove amenities include a clubhouse, pool, playground, sports courts and trails. Located less than a mile to restaurants, groceries, gyms and schools & charming Historical Downtown Hillsborough. An active community known for its unique shops, eateries and community events such as Last Fridays, Summer Art Walks, and the annual Solstice Lantern Winter Walk, Hillsborough also boasts the landmark Mountain-to-Sea Trail access which winds past some of the town's most beautiful and historic sites. With all of this AND quick access to US Hwy 70, I-85/40, Duke University, UNC Chapel Hill and 30 minutes from RDU International Airport.

1414 Starmont Dr, Hillsborough
$908,000
5 Beds ⋅ 4 Baths ⋅ 10191849 MLS ⋅ ACTIVE Status ⋅ Emerson Floorplan BLDG.
100-Year-Old, family-owned builder, Robuck Homes, is bringing new construction to the beautiful northeast area of downtown Hillsborough. Stonewall is a boutique-style community with large homesites and endless opportunity! Step inside to a bright, open-concept floorplan designed for both everyday living and effortless entertainment. A spacious foyer, featuring a private guest suite, opens right into the living space. The living area flows seamlessly into the gourmet kitchen with abundant cabinetry, an oversized island, walk-in pantry, and a separated dining area. Extend your living out your sliding doors with a 20'x12' covered deck complete with a second gas fireplace, plus an additional 12'x8' uncovered space- perfect for year-round enjoyment. Tucked privately at the rear of the home, the luxurious primary suite offers a true retreat. Enjoy a spa-inspired bath with dual vanities, soaking tub, walk-in shower, water closet, and linen storage, along with convenient access to the laundry room and an expansive walk-in closet. Upstairs, a central loft anchors the second level and opens to a 19'x21.5' bonus room ideal for a media room, playroom, or home gym. Also off of the loft, this home has a street-facing porch designed to enjoy more time outdoors in your tranquil community. One second floor bedroom features its own en-suite bath, while two additional bedrooms share a hall bath with dual vanities and tub/shower combo. Thoughtfully designed with generous living spaces, flexible rooms, and seamless indoor-outdoor flow- this home truly has it all.

1205 Magpie Ln, Hillsborough
$424,900
4 Beds ⋅ 3 Baths ⋅ 10191202 MLS ⋅ ACTIVE Status
This gorgeously renovated home is ready for its next owner, featuring a brand new roof & no HOA! Set quietly at the end of a cul-de-sac, this house delivers a level of design and scale that's rare to find in a split-level. The renovation was approached with intention, pairing clean modern finishes with thoughtful upgrades so the result feels cohesive, elevated, and ready to live in from day one. Every improvement was completed with permits, adding an extra layer of confidence in the quality of the work. The main living area is truly a standout. Far larger than most homes of this style, the space offers the kind of flexibility designers & homeowners appreciate. It is large enough to comfortably support multiple seating areas, whether that means a conversation space, a traditional living room setup, or a combination of both. New 9-inch wide, 20-mil LVP flooring runs throughout, grounding the interior with durability and a refined modern look. The kitchen was completely redesigned with new cabinetry, quartz countertops, and a striking quartz backsplash that adds subtle dimension and polish. A large slider window over the sink fills the space with natural light, while brand new appliances and updated lighting complete the room with a clean, contemporary feel. All bathrooms have been fully updated, and the layout offers a surprising level of privacy and flexibility. The lower level features a true primary suite with a spacious walk in closet and an oversized bathroom, creating a quiet retreat separate from the main living areas. Upstairs, one of the bedrooms includes its own half bathroom, an uncommon and highly practical feature for guests, family members, or a private office setup. Beyond the cosmetic improvements, the home also benefits from meaningful mechanical updates including a brand new heat pump system & a whole house dehumidifier. Outside, the property has been refreshed to open up the lot and maximize the yard. Eighteen trees were cleared and the entire yard was hydroseeded, creating a clean slate for the expansive backyard. The lot sits on a cul-de-sac and is already fenced on multiple sides, making it easy to complete a fully enclosed yard while still enjoying the generous outdoor space. Location enhances the home's appeal. Residents enjoy the charm and amenities of Hillsborough just minutes away, with restaurants, shops, and daily conveniences like grocery stores close at hand. Outdoor recreation is within easy reach, including scenic trails and river access at Occoneechee Mountain State Natural Area and Eno River State Park. Commuters benefit from convenient access to Interstate 40 and Interstate 85, making trips to Durham, Chapel Hill, and beyond effortless while still returning to the quiet, tree-lined streets of this peaceful neighborhood.

7 Cates Ct, Hillsborough
$824,900
4 Beds ⋅ 4 Baths ⋅ LP768971 MLS ⋅ ACTIVE Status
Welcome home to this spacious 3,857 sq ft retreat in Hillsborough, tucked on a level, tree-lined lot with sweeping curb appeal. Inside, a dramatic vaulted great room with a cozy fireplace flows into a light-filled sun room and an eat-in kitchen with a breakfast nook — ideal for both everyday living and entertaining. The main-level primary suite offers a generous 17'x17' retreat with a walk-in closet and en-suite bath, while two additional bedrooms and full baths round out the first floor along with a formal dining area and convenient laundry room. Upstairs, flexible bonus rooms and a fourth bedroom with full bath provide endless options for a home office, media room, gym, or guest quarters. Enjoy the outdoors from the covered front porch or the rear deck overlooking the spacious backyard, plus a detached two-car garage with extra storage above. Don't miss this rare combination of space, comfort, and charm — schedule your showing today!

2013 Black Walnut Farm Rd, Hillsborough
$450,000
2 Beds ⋅ 1 Baths ⋅ 10190845 MLS ⋅ ACTIVE Status
This one sits tucked right into a rare and coveted location in the center of Hillsborough's Historic District — close to downtown, the shops, the library, the parks and trails that make this town so beloved; everything you need is just minutes away. The current owners bought the home in 2021 and began working on an impressive suite of upgrades. Hardwood floors and tile replaced vinyl flooring; a walk-in pantry replaced the old washing machine nook in the kitchen; a stackable W/D unit was installed in one of the three bedrooms, repurposing it as an office and laundry space. The real showstopper? A brand-new 190 SF screened-in porch, built with exposed rafters and a gorgeous tongue-and-groove ceiling. Fully wired, this outdoor room expands the living space for most of the year and brings a taste of the mountains into the heart of town. The sellers also invested in the often-overlooked places that really matter, including a catch basin and swale to divert water from the foundation, and a new full vapor barrier and dehumidifier in the crawlspace. Outside, a lovely yard filled with established perennials and a garden shed for all your tools and toys — plenty of room to putter, plant, and enjoy. This home has been meticulously cared for and thoughtfully improved, and the .28-acre lot offers room to dream. Move in and enjoy it as-is, or use the extra land to expand for years to come. Homes like this — in this location, at this price — are in short supply and simply don't come along often.

107 N Hillsborough Ave, Hillsborough
$1,395,000
4 Beds ⋅ 4 Baths ⋅ 10190447 MLS ⋅ ACTIVE Status
Welcome home to your private retreat! This beautifully updated 4-bedroom, 4-bathroom property offers the perfect blend of space, privacy, and modern comfort! Situated on 4.86 acres, this home provides a harmonious setting with plenty of room to relax and enjoy all this property has to offer. From the moment you step inside, you'll appreciate everything that makes this home feel fresh, inviting, and truly move-in ready. Inside, you'll find brand-new hardwoods throughout, updated features, and a stunning kitchen with gorgeous finishes and brand-new appliances that make everyday living and entertaining a breeze. All the bathrooms add an additional touch of style and luxury, especially with the primary bathroom’s vanity mirror, double shower, and soaking tub providing a spa-like sanctuary just waiting for you to unwind at the end of the day. The layout flows seamlessly into the surrounding living areas, creating a warm and welcoming atmosphere for gatherings with family and friends. The finished basement provides valuable additional living space, while the bonus room offers versatility for a home office, media room, gym, or guest area. With four generously sized bedrooms and four full bathrooms, there is no shortage of accommodations for family, guests, or flexible living arrangements. Outside, the possibilities are endless and create a rare sense of peace and seclusion while still offering plenty of room to enjoy the outdoors. Whether you're looking to garden, entertain, relax, or simply enjoy the privacy of your own property, this home delivers. And with the property backing to currently protected conservation land, you’ll enjoy an exceptional sense of privacy and a tranquil natural backdrop that’s rare and becoming increasingly hard to find. With its spacious layout, fresh updates, acreage, and private setting, this home is truly move-in ready and offers the lifestyle you've been looking for!

1744 Spring Lily Ln, Hillsborough
$99,000
10189405 MLS ⋅ ACTIVE Status
Looking for a spacious lot to build your next home? Take a look at the possibilities this property offers! With over 3 acres of land and just minutes from downtown Hillsborough, you'll enjoy the perfect balance of convenience, community, and privacy. Located in the Hillsborough Preserve subdivision, you can have the best of both worlds—neighbors nearby while still enjoying plenty of space and privacy.

Lot 1 Old Cedar Grove, Hillsborough
$109,000
10189139 MLS ⋅ ACTIVE Status
Build your vision in Hillsborough! This ±0.33-acre residential lot at 311 Greentree Dr offers a great opportunity to build a new home in an established neighborhood. With water and sewer available, the property provides an attractive option for a future homeowner, builder, or investor looking for land in the growing Hillsborough area. Conveniently located with access to downtown Hillsborough, shopping, dining, and major routes connecting to Durham and the surrounding Triangle. Bring your builder and explore the possibilities!

311 Greentree 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 .