Hillsborough Real Estate Search

Hillsborough 5 Bedroom Properties for Sale

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Newest Hillsborough 5 Bedroom Properties for Sale

$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
$1,049,000
5 Beds ⋅ 5 Baths ⋅ 10189208 MLS ⋅ ACTIVE Status
Experience elevated living in this nearly new 2025-built luxury estate, perfectly positioned on a private 1.1-acre homesite in sought-after Hillsborough. Designed with both sophistication and functionality in mind, this exceptional residence offers a rare combination of modern architecture, resort-style outdoor living, and unbeatable Triangle convenience. From the moment you enter, you're greeted by a breathtaking two-story foyer that flows seamlessly into a soaring two-story family room, anchored by expansive oversized windows that flood the space with natural light and create a dramatic, open-air feel. Throughout the home, custom 7-foot windows frame serene views and provide a seamless connection to the outdoor retreat. At the heart of the home is a grand gourmet chef's kitchen, showcasing a stunning waterfall quartz island, high-end finishes, and an ideal layout for entertaining at scale. Offering 5 spacious bedrooms and 4.5 designer bathrooms, this home provides both luxury and flexibility for refined everyday living. Step outside to your private resort-style oasis--a true showstopper. The expansive custom marble patio is complemented by a stone veneer fireplace, built-in grill with granite countertops, and a fire pit lounge area, all overlooking a huge fenced backyard--perfect for entertaining, relaxing, or future pool potential. Additional features include a side-load 3-car garage, premium craftsmanship throughout, and the peace of mind of owning a home that is only 5 months old. Ideally located with immediate access to I-85 and I-40, and just minutes from downtown Durham, Duke University, and University of North Carolina at Chapel Hill. Everyday conveniences are at your fingertips with nearby shopping including Walmart and The Home Depot. With over $120k in builder upgrades, this is more than a home--it's a statement of luxury, lifestyle, and location. A rare opportunity to own a move-in-ready estate at an exceptional value. Schedule your private showing today--this one will not last.

2085 Kelsey Ct, Hillsborough
$780,000
5 Beds ⋅ 4 Baths ⋅ 10179417 MLS ⋅ ACTIVE Status
There's room to live, gather, work, host, and grow at 605 N. Scotswood. Set in the established Churton Grove community, this home pairs generous square footage with a layout that makes everyday life incredibly functional. The main-level primary suite offers convenience and flexibility for years to come, while multiple living spaces give everyone room to spread out—whether you need a home office, playroom, guest space, or simply a quiet place to unwind. At the heart of the home, the spacious kitchen is ready for everything from busy weekday mornings to a house full of friends. Step outside to the screened porch and wooded backdrop for a peaceful extension of the living space. Thoughtful storage throughout means there's truly a place for everything. Beyond the front door, enjoy Churton Grove's neighborhood amenities - pool, tennis courts, basketball court, clubhouse, multiple playgrounds - trails, mature landscaping, and a location that keeps downtown Hillsborough, Durham, and Chapel Hill within easy reach. If you've been waiting for a home with the space and flexibility to fit real life, 605 N. Scotswood is one you'll want to see in person.

605 N Scotswood Blvd, Hillsborough
$2,179,000
5 Beds ⋅ 6 Baths ⋅ 10175110 MLS ⋅ ACTIVE Status
**AUGUST OPEN HOUSE 2-4 PM EVERY SUNDAY*** Tucked away on 10 private acres in Hillsborough's coveted Fox Hill Farm, this exceptional estate offers a rare opportunity to enjoy the privacy of country living with a combination of features rarely found in one property, all just minutes from historic downtown Hillsborough, Durham, Chapel Hill, Duke University, RTP, and RDU Airport. Thoughtfully designed for both comfort and flexibility, nearly all bedrooms and primary living spaces are located on the main level. Walls of custom windows fill the home with natural light and frame picturesque views of the surrounding landscape, while the renovated kitchen, inviting sunroom, and expansive Trex deck create seamless indoor-outdoor living for both quiet moments and effortless entertaining. The private primary suite serves as a peaceful retreat, offering a spacious sitting area, dual walk-in closets, a spa-inspired bath, and a dedicated office with French doors. Step outside and discover your own private retreat. Relax beside the newly lined saltwater pool, unwind beneath the covered gazebo, enjoy the sand volleyball court, or spend a peaceful afternoon at the community's fully stocked fishing pond. The 10-acre corner homesite also allows up to four horses, while Fox Hill Farm's scenic riding and walking trails invite you to experience the beauty of the outdoors just beyond your doorstep. The finished lower level is designed for entertaining and relaxation, featuring a stadium-style theater, a private salon, and a pool table that conveys. Upstairs, a spacious bonus room, full fitness center, and abundant storage provide exceptional flexibility for wellness, creativity, work, or recreation. One of Hillsborough's hidden gems, Fox Hill Farm offers a peaceful, picturesque setting with scenic riding and walking trails, while remaining just minutes from award-winning dining, boutique shopping, farmers markets, festivals, and the scenic Eno River. Opportunities to own an estate offering this rare combination of acreage, privacy, exceptional amenities, and Triangle convenience are few and far between. Welcome to 2601 Littleleaf Lane.

2601 Littleleaf Ln, 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
$2,750,000
5 Beds ⋅ 6 Baths ⋅ 10157963 MLS ⋅ ACTIVE Status
TAMARIND Steeped in history and timeless romance, Tamarind is a rare offering in the heart of Hillsborough's cherished historic district, just outside of Chapel Hill. Built in 1903 and lovingly preserved over the course of 123 years, this remarkable estate has had only three owners, each serving as a thoughtful steward of its enduring legacy. Set just moments from the charm of downtown, Tamarind offers effortless walkability to local shops, cafés and restaurants, while remaining a private retreat tucked behind lush, mature landscaping. The main residence is rich with character and architectural detail, featuring soaring ceilings, eight fireplaces, and a seamless blend of historic craftsmanship and livable elegance. A sense of story carries throughout the home, most notably in the family room, where a chandelier from the North Carolina Governor's Mansion adds a layer of provenance and distinction. French doors in the primary suite open gracefully to the pool, creating a serene indoor-outdoor connection and a true sense of escape. The grounds are equally captivating, designed for both quiet enjoyment and effortless entertaining. A sparkling pool, expansive outdoor living areas, and a beautifully private yard create a setting that feels both intimate and inviting. Two separate guest cottages provide exceptional flexibility for hosting, creative pursuits, or extended stays. Tamarind is more than a home, it is a piece of Hillsborough's history, thoughtfully preserved and ready for its next chapter. Guest Cottage's are not included in the overall square footage.

318 N Churton St, Hillsborough
$899,000
5 Beds ⋅ 4 Baths ⋅ 10156767 MLS ⋅ ACTIVE Status ⋅ Emerson Floorplan BLDG.
100-Year-Old Builder, Robuck Homes, is bringing new construction near 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 amazing living space. The spacious living area flows seamlessly into the gourmet kitchen with abundant cabinetry, an oversized island, walk-in pantry, and 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. One 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.

1131 Magpie Ln, Hillsborough
$1,635,000
5 Beds ⋅ 5 Baths ⋅ 10134423 MLS ⋅ ACTIVE Status
Sales Event 2/14!! 10-4pm; Welcome to Forrest Creek Estates, an exclusive 10-lot luxury enclave just minutes from historic downtown Hillsborough. Lot 1 offers over 2 acres of privacy in a serene, tree-lined setting surrounded by 15+ acres of preserved open space with scenic walking trails and a creek. Homes in Forrest Creek are custom-built by Hoeken Design Build, starting around $1.25 million, with architectural styles ranging from Modern Farmhouse to European-inspired designs. This is your opportunity to create a one-of-a-kind retreat where elegance meets natureâ€''convenient to Chapel Hill, Durham, Raleigh, and the Triangle's top universities and hospitals.

3516 Nc-57 Unit Lot 2, Hillsborough
$463,599
5 Beds ⋅ 3 Baths ⋅ 10141868 MLS ⋅ ACTIVE Status
Located at 721 James J Freeland Memorial Drive in Collins Ridge in Hillsborough. This Jackson floor plan features 5 bedrooms, 3 bathrooms, approximately 2,637 square feet of thoughtfully designed living space, and a rear-load 2-car garage. At the front of the home, on the first floor, is a dining room accented with a coffered ceiling, a guest bedroom, and a full bathroom. Passing through the dining room into the kitchen you'll find a convenient butler's pantry. The heart of the home features an open-concept design, allowing the kitchen, dining area, and living room to blend seamlessly. Quartz countertops, stainless steel appliances, ceramic tile backsplash, and an island make the kitchen both functional and modern. Off the breakfast area is a covered patio, perfect for unwinding after a long day. Upstairs you'll find three additional bedrooms, a full bedroom, and the primary suite, all positioned for easy access to the laundry room. The primary suite features a tray ceiling, spacious walk-in closet, and in the primary bathroom is a dual vanity with quartz countertops, a private water closet, and a walk-in shower. *Photos are not of the actual home or interior features and are representative of floor plan only.

721 James J Freeland Memorial 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 .