Hillsborough Homes with Orange - Cedar Ridge High High School

Hillsborough Homes with Orange - Cedar Ridge High High School

Welcome to Hillsborough, North Carolina—a charming town that beautifully blends rich history with modern living. Nestled in Orange County, Hillsborough is renowned for its picturesque landscapes, vibrant community, and a welcoming atmosphere that makes it a perfect place to call home. With roots dating back to the 18th century, this quaint town offers a unique glimpse into North Carolina’s heritage, featuring historic sites, quaint boutiques, and delightful eateries that line its streets.

Hillsborough is not just a feast for the eyes; it’s also an ideal location for families, especially those with school-age children. The town is served by the highly regarded Orange County Schools, including the esteemed Cedar Ridge High School. Known for its commitment to academic excellence and a well-rounded education, Cedar Ridge High School provides students with a nurturing environment to thrive in both academics and extracurricular activities. Families looking to settle down in Hillsborough can rest assured that their children will receive a top-notch education.

The real estate market in Hillsborough offers a diverse range of homes, from charming historic properties to modern new builds, catering to various lifestyles and budgets. Whether you’re seeking a cozy cottage or a spacious family home, Hillsborough has something to suit your needs. With its friendly community, excellent schools, and beautiful surroundings, Hillsborough presents an enticing opportunity for those looking to invest in a vibrant and enriching lifestyle. Discover your dream home in this delightful town today!

Newest Hillsborough Homes with Orange - Cedar Ridge High High School

$629,900
5 Beds ⋅ 4 Baths ⋅ 10194092 MLS ⋅ COMING SOON Status
Welcome to your dream home in the highly desirable Waterstone Estates! This 5-bedroom, 3.5-bathroom residence perfectly offering an exceptional layout for MULTI-GENERATIONAL living and effortless entertaining. Priced to reflect the need for new paint and carpet, this home presents an incredible opportunity to customize the interior finishes exactly to your personal style! From the moment you step inside, you are greeted by a versatile main-floor layout featuring a flex room with a custom built bar and separate dining room. The heart of the home is the bright, open WHITE KITCHEN beautifully appointed with stainless steel appliances, a timeless tile backsplash, and sleek granite countertops. Tucked away on the main level is a BEDROOM with a FULL BATH, offering ultimate comfort and privacy for visitors or in-laws. Upstairs, you will find a spacious BONUS room that makes a perfect media space or play area, along with four additional bedrooms. This includes the serene primary suite and three bright, well-sized secondary bedrooms. Enjoy your morning coffee or weekend BBQs in the fully FENCED BACKYARD, providing a safe and private oasis. As part of the vibrant Waterstone Estates community, you will also enjoy premier resort-style amenities just steps from your door, including a community swimming pool, soccer field, and skate park!!!

421 Fairy Moss Ln, Hillsborough
$410,000
3 Beds ⋅ 3 Baths ⋅ 10193526 MLS ⋅ ACTIVE Status
Room to spread out, places to come together and the woods as your backdrop—505 Great Eno Path makes townhome living feel anything but confined. The open main level centers on a modern kitchen with an oversized island, abundant cabinetry and a walk-in pantry, creating an easy flow for cooking, entertaining or simply settling in at the end of the day. A screened porch and adjoining patio carry daily life outdoors, while the wooded setting brings welcome privacy. Upstairs, the spacious primary suite is joined by two additional bedrooms and a bonus loft ready to become an office, media room, play space or quiet retreat. Updates include paint throughout the first and second floors, carpet, lighting, ceiling fans and a new washer, while generous closets and custom shelves in the two-car garage keep everything organized. Enjoy the community pool, playground and sidewalks, then head into downtown Hillsborough for its shops, restaurants and parks. The Riverwalk and other nearby hiking and mountain bike trails offer plenty of adventure. Small-town charm, everyday convenience and a chance to make your own history in Hillsborough!

505 Great Eno Path, Hillsborough
$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
$425,000
3 Beds ⋅ 3 Baths ⋅ 10192368 MLS ⋅ ACTIVE Status
Lovely, light-filled, end-unit townhome in historic Hillsborough, NC. Located in the Harmony neighborhood of Waterstone subdivision, this townhome gives you a private screened porch, a two-story living room, great flow and best of all, low maintenance living! Main level primary bedroom has a very nice spa-like bathroom and walk-in closet. Upstairs are two more bedrooms, one with a vestibule, joined by a Jack & Jill bathroom. The bonus room will accommodate big furniture, big TVs or a plethora of cats trees. You decide! ;)

152 Walking Path Pl, Hillsborough
$449,900
3 Beds ⋅ 3 Baths ⋅ 10192241 MLS ⋅ ACTIVE Status
Situated directly across the street from UNC Hospital is a beautifully planned neighborhood, in which this stunning townhome is perfectly positioned at the very heart of Harmony at Waterstone. Large back & side yard bordered by natural area with home's front facing the placid pond. Privacy is enhanced by having only one shared wall with benefits of townhome living. Interior features kitchen w/Electrolux appliances, quartz counters, glass tile backsplash, breakfast bar, spacious pantry all overlooking expansive dining & living w/gas fireplace & soaring ceiling. 2 story foyer, roomy laundry & powder room on main. Well appointed serene primary suite on main level w/bath offering tiled floors & shower, massive WIC. Upstairs expansive loft with tall ceilings, two large bedrooms & huge bathroom ensure comfort for everyone. All bedrooms have very large WICs. Both full baths have linen closet and vanities. Generous storage throughout. Plus: attic with pull down stairs & garage for vehicle & more storage! Private screened porch is perfect for an afternoon snooze, a cup of morning tea or a little unwinding at the end of the day. The neighborhood has sidewalks meandering along the tree-lined streets or leading to the sparkling pool, well equipped playground or exercise/recreation area. Something for everyone! Don't miss out on this opportunity for a gracious, nearly effortless lifestyle.

521 Historic Dr, 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
$1,219,000
5 Beds ⋅ 5 Baths ⋅ 10192096 MLS ⋅ ACTIVE Status
Stunning Farm House overlooking the rural countryside. Perfect level 2.53 acre home site. 917 SF of wrap around covered porch.3484 SF - 5 BR & 4.5 Baths. Features: 10 foot ceilings on 1st floor & 9 foot ceiling on 2nd Floors, Lower Level LR w/FP, high-end kitchen w/stainless appliances, hard surface countertops, walk in pantry & mudroom. Lower-level master BR with large master bath & WIC. 2nd floor offers 4 bedrooms, three baths, loft area & a 2nd laundry room. Hardwood Floors on lower level. 3 Car Garage. Detached Barn. Ready to move into.

923 Arthur Minnis Rd, 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
$490,440
4 Beds ⋅ 3 Baths ⋅ 10191331 MLS ⋅ ACTIVE Status ⋅ Alec BLDG.
761 James J. Freeland Memorial Drive is a spacious two-story home designed to give you room for everyone and everything. With approximately 2,518 square feet, this 4-bedroom, 3-bath home features a rear loading 2-car garage and a flexible layout built for both everyday life as well as entertaining. Step inside this open-concept main level, with the kitchen, dining area, and family room open to one another. At the front of the home, there is a convenient first floor bedroom and a full bathroom making multigenerational living, hosting guests, or using it for a dedicated home office simple. The Kitchen is made for gathering, featuring quartz countertops, stainless steel appliances, pantry, and a generous center island with plenty of room for meal prep and casual seating. The living room, kitchen, and dining room are all open to one another, providing connection for your household as well as the space to spread out. Just off the living room, the covered back patio provides an easy spot to enjoy the outdoors. Upstairs, the primary bedroom provides a luxurious retreat with a tray ceiling and an en-suite bathroom featuring a spacious walk-in closet, a double vanity, walk-in shower, and a separate water closet for extra privacy. Two additional bedrooms and a full bathroom are also located upstairs. The conveniently located laundry room and the versatile use-as-you-choose loft round out the second floor of this home. With four bedrooms, three full bathrooms, multiple living spaces, and thoughtful details throughout the home, 761 James J. Freeland Memorial Drive offers flexibility and space to truly make yourself at home at Collins Ridge in Hillsborough. *Photos are not of the actual home or interior features and are representative of floor plan only.

761 James J Freeland Memorial Dr, 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
$1,550,000
4 Beds ⋅ 5 Baths ⋅ 10189821 MLS ⋅ ACTIVE Status
Stunning new construction PRESALE on 4.55 acres in a private gated community! This beautifully crafted home combines craftsman design with modern finishes. Step inside to 5" red oak hardwood floors and a spacious, functional floor plan designed for both everyday living and entertaining. The first-floor primary suite provides comfort and convenience. Premium fiberglass windows complement the home's quality construction while bringing in abundant natural light. Metal sliding doors in the primary suite and living room also bring in natural light and provide easy access to the rear porch. Outside, enjoy a beautiful backyard, providing plenty of room to relax, entertain, and enjoy the outdoors!

6048 Montgomery Ests Rd, Hillsborough
$400,000
3 Beds ⋅ 3 Baths ⋅ 10189515 MLS ⋅ ACTIVE Status
This charming, moveinready townhome in Waterstone offers an openconcept main level featuring durable LVP flooring, quartz countertops, stainless steel appliances, a pantry, and stylish, energyefficient honeycomb window treatments throughout. Upstairs, the spacious primary suite boasts a large walkin closet, double vanity, and a beautifully tiled shower, plus two additional bedrooms and a flexible loft perfect for a home office, playroom, or study space. Enjoy peaceful mornings and relaxing evenings on the screened porch overlooking a generous backyard. Located minutes from I40/85, UNC Hillsborough Campus, Duke, shopping, dining, and toprated schools, this home delivers convenience and lifestyle in one of Hillsborough’s most desirable communities. All appliances convey. Community amenities include a pool, playground, and walking trails—everything you need for lowmaintenance living at its best.

409 Great Eno Path, 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 .