Hillsborough Homes with Orange - Orange High High School

Welcome to Hillsborough, North Carolina, a picturesque town nestled in Orange County, where Southern charm meets modern convenience. Rich in history and natural beauty, Hillsborough offers a unique blend of small-town warmth and vibrant community spirit. With its well-preserved historic district, residents can stroll along tree-lined streets and admire beautifully restored antebellum homes, making it a perfect setting for those who appreciate both heritage and the comforts of contemporary living.

Hillsborough is not just a feast for the eyes; it’s also a hub for education and family life. Homes in this area are served by the highly regarded Orange High School, known for its commitment to academic excellence and a wide range of extracurricular activities. This makes Hillsborough an ideal choice for families seeking a nurturing environment for their children. The school’s dedicated staff and supportive community create a thriving atmosphere that encourages student growth and achievement.

Outdoor enthusiasts will find plenty to love about Hillsborough as well. The town is surrounded by beautiful parks, trails, and the scenic Eno River, providing ample opportunities for hiking, biking, and enjoying nature. Local farmers' markets and community events further enhance the town's vibrant atmosphere, fostering connections among neighbors.

Whether you’re looking for a charming historic home or a modern abode, Hillsborough has something for everyone. Experience the perfect blend of tradition and progress in this delightful town, where every day feels like a warm embrace. Come discover why Hillsborough is more than just a place to live; it’s a place to call home.

Newest Hillsborough Homes with Orange - Orange High High 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

$379,900

3 Beds ⋅ 3 Baths ⋅ 10192008 MLS ⋅ ACTIVE Status

Welcome to 224 Ellsworth Manor Drive! Located in Hillsborough's desirable Forest Ridge Subdivision, this townhome offers a comfortable, low-maintenance lifestyle with plenty of space to settle in and enjoy. Fresh interior paint and brand-new carpet give the home a crisp, move-in-ready feel, while quartz countertops, a tile backsplash, and a fireplace add both style and warmth to the living spaces. The functional floor plan provides plenty of room for everyday living and entertaining, while the attached 1-car garage adds convenience and storage. Step outside to a refreshingly spacious backyard for townhome living, offering more room than you might expect to relax, entertain, garden, or simply enjoy some time outdoors. Forest Ridge adds even more to enjoy with community amenities that include a Junior Olympic-sized swimming pool, clubhouse, and playground. Outdoor recreation is also close at hand, with the North Carolina Mountains-to-Sea Trail, Eno River State Park, and Historic Occoneechee Speedway nearby. Less than a half-mile walk from the Forest Ridge Subdivision, the Orange County SportsPlex offers an aquatic center, ice skating rink, and a variety of indoor and outdoor sports opportunities. Convenient access to I-40 and I-85 makes getting around the Triangle easy, while the UNC Hospitals Hillsborough Campus is just minutes away. Historic Downtown Hillsborough, Chapel Hill, Durham, and Raleigh are all within easy reach, and Tanger Outlets in Mebane are approximately 15 minutes away, adding even more shopping and dining options nearby. Enjoy the convenience of townhome living without giving up the space, amenities, and outdoor lifestyle you've been looking for. Schedule your showing at 224 Ellsworth Manor Drive today!

224 Ellsworth Manor Dr, Hillsborough

$830,000

4 Beds ⋅ 4 Baths ⋅ 10191976 MLS ⋅ ACTIVE Status

This rare Forest Ridge home is officially available! It is located in a highly sought-after Hillsborough neighborhood famous for its vibrant, active lifestyle. The community features a spectacular pool, a playground, a sports field, and an incredible nature trail system. This trail connects to the Eno River and the historic Occoneechee Speedway Trail. What's more, Orange County Sportsplex is right across the street from the neighborhood, where you can enjoy basketball courts, ice skating, fitness classes, etc. The home features a fully paid-off solar system for immediate, massive utility savings. The flexible layout includes a private main-floor office, an expansive upstairs gym/loft, and a handy built-in drop zone. Guests will love the highly coveted main-level suite with its own full bathroom. Dual fireplaces anchor both the cozy living room and the premium screened-in porch for ultimate year-round comfort. The gorgeous eat-in kitchen features an oversized island, stunning quartz countertops, a tile backsplash, stainless appliances, and a huge walk-in pantry. Upstairs, the massive primary suite shines with an elegant tray ceiling, a dual vanity, a spa-like bath, and a huge L-shaped custom walk-in closet. The secondary bedrooms are perfectly designed with a functional Jack-and-Jill layout. Custom organization is integrated throughout the property. This includes custom closets, dedicated laundry cabinetry, and clever built-in under-stair storage. The property is complete with a beautifully epoxied garage floor. Outside, the private, fully fenced yard features a bonus invisible fence system alongside thriving fruit and flower trees. A spectacular line of Green Giant trees lines the yard for beautiful, year-round natural privacy. This ideal location puts endless daily conveniences right at your fingertips. A short drive takes you straight to excellent local shopping, outlets, popular restaurants, Home Depot, and everyday retail hotspots. Commuting is an absolute breeze with quick, unbeatable access to I-85, I-40, Highway 70, and Highway 86. You are close to Durham, Chapel Hill, and RTP. Don't miss out on this absolute dream home! Seller is real estate agent

204 Garden Heights Ln, 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

$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

$379,000

3 Beds ⋅ 3 Baths ⋅ 10190940 MLS ⋅ ACTIVE Status

Enjoy the sweet simplicity of townhome living in Historic Happening Hillsborough's friendly Forest Ridge. Built in 2017 with smart choices in construction materials and finishes, 256 Ellsworth Manor Drive & her owners have nicely kept up her good looks. Handsome engineered hardwoods on main level, granite counters in spacious kitchen, welcoming foyer to open living, kitchen, dining and private views from peaceful, pretty patio, one car garage connected to main level with mudroom style entry. Second level offers 3 bedrooms/2 full baths (en-suite primary) connected by central loft for work or play. Smartly located with easy access to I-40 & I-85 and within walking distance to North Carolina's Mountain to Sea Trail, Eno River State Park & Occoneechee Speedway; across the street from the lively Sportplex community complex (aquatic center, ice skating rink, multi-sports spaces, activities, wellness) plus the Passamore Senior Center. UNC Hospitals recently added a Hillsborough Campus to provide a new dimension of World Class Healthcare just a stonesthrow away. Forest Ridge boasts beautiful sunsets because of its nice elevations and westerly views, paved sidewalks throughout, walking trails, a junior Olympic-sized swimming pool, clubhouse, playground, maintenance of grounds, street lights and more. Hillsborough, dubbed a Southern Dream Town by Garden & Gun magazine—- is full of big ideas about food, music, art, life, liberty and the pursuit of happiness. Right around the corner you'll always find something going on (even free Level 2 EV charging in Downtown Parking Garage!) Chapel Hill, Durham and Raleigh are close neighbors with world-class Universities, Sports and Employment. Give 256 Ellsworth Manor Drive a test drive today!

256 Ellsworth Manor Dr, 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

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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 .