Hillsborough Homes with Orange - Orange Middle Middle School

Welcome to Hillsborough, North Carolina – a charming town steeped in history and community spirit, nestled in the heart of Orange County. With its picturesque landscapes, friendly neighborhoods, and rich cultural heritage, Hillsborough offers an idyllic setting for families, professionals, and retirees alike.

One of the standout features of Hillsborough is its close-knit community, where residents take pride in their town's vibrant atmosphere. The historic downtown area is filled with quaint shops, delightful eateries, and local art galleries, making it a perfect place for leisurely strolls and weekend outings. Nature enthusiasts will appreciate the scenic beauty of the Eno River State Park, which offers hiking, fishing, and picnicking opportunities amidst stunning natural surroundings.

Families will be particularly drawn to Hillsborough due to its excellent educational options, including access to the highly regarded Orange Middle School. Known for its commitment to academic excellence and fostering a supportive learning environment, this school serves as a cornerstone for the community. Parents can feel confident knowing their children are receiving a quality education in a nurturing atmosphere.

When it comes to real estate, Hillsborough boasts a diverse array of homes that cater to various lifestyles and budgets. From charming historic houses to modern family homes, there’s something for everyone. The town’s real estate market is thriving, making it an ideal time to invest in a property here.

Whether you’re looking to settle down or simply explore a new chapter in life, Hillsborough, NC, offers the perfect blend of small-town charm and modern conveniences. Come discover the warmth and beauty of this delightful town!

Newest Hillsborough Homes with Orange - Orange Middle Middle School

$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

$775,000

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

$849,000

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

$1,500,000

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

$299,900

3 Beds ⋅ 2 Baths ⋅ 10190344 MLS ⋅ ACTIVE Status

Brick ranch home located in northeast Orange County on 5+ acres. The home has the charm of a late 70s house including nostalgic wood paneled walls. There is a fireplace in the den and a fireplace in the living room. Sold in as-is condition. This home has great potential and could be a keeper of memories for years to come.

5408 Walker Farm Rd, Hillsborough

$895,000

3 Beds ⋅ 3 Baths ⋅ 10190090 MLS ⋅ ACTIVE Status

A showstopper in Historic Hillsborough, this beautifully preserved 1923 home sits picture-perfect behind a white picket fence. A gracious front porch welcomes joyful gatherings with family and friends, quiet afternoons with a good book, or conversation on the charming porch swing. Throughout the property, flowering pollinator gardens provide both beauty and a welcoming sanctuary for bees and butterflies. A magnificent screened back porch with flagstone floors and a custom-built wood-burning fireplace creates an inviting setting for year-round entertaining, from chilly winter nights to cool spring evenings. Inside, the chef's kitchen thoughtfully blends modern convenience with historic character, featuring a Dacor gas range, white farmhouse sink, classic subway tile, stylish lighting, and beadboard ceilings. Beautiful built-ins, generous attached and detached storage, a thoughtfully designed mudroom, three full baths, and picturesque views from nearly every window add to the home's charm and livability. Rich in character, craftsmanship, and thoughtful updates, this special historic home is sure to capture your heart from the moment you step inside.

318 W Queen St, Hillsborough

$224,900

10189925 MLS ⋅ ACTIVE Status

Build your vision on this private 5.12-acre wooded lot in Hillsborough! With a 4-bedroom improvement permit on file, this property offers an ideal setting for a custom home or private retreat. Enjoy a peaceful, wooded setting with 900+ feet of frontage along scenic Forrest Creek, all while remaining convenient to both Hillsborough and Durham. Restrictive covenants are on file, and you have the flexibility to bring your own builder. A beautiful opportunity to own acreage in a desirable and convenient area of Northern Orange County and create a place that is truly your own!

Lot 1 Schley, Hillsborough

$305,000

3 Beds ⋅ 1 Baths ⋅ 10189447 MLS ⋅ ACTIVE Status

This charming and precious house is ready for you. Updated (HVAC 2019) and convenient to downtown Hillsborough, and with only a small commute to Duke and Chapel Hill. All fresh paint, gleaming hardwood floors, stainless appliances, granite counters, and a stylish backsplash await. The bath is also updated, and three bedrooms give good flexibility, and the fenced back yard can provide another space for respite from our crazy world. Do come see!

643 Mcadams 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 .