Hillsborough Real Estate | Hillsborough 5 Bedroom Properties for Sale

5 Beds ⋅ 3 Baths ⋅ 10181255 MLS ⋅ ACTIVE Status

Beautifully maintained and thoughtfully designed, this custom-built five-bedroom home (2015) offers a rare blend of craftsmanship, comfort, and elevated style—set on one of the most picturesque, wooded lots in Hardscrabble Plantation. With five bedrooms and a highly functional layout, this home delivers both space and flexibility. The main level showcases rich wood floors and a warm Craftsman-inspired aesthetic, accented by custom details and unique character throughout. At the heart of the home, the chef's kitchen is truly exceptional—featuring a six-burner gas range, expansive countertops, abundant cabinetry, custom tile backsplash, and pantry with solid shelving and beautiful stained glass detail. The primary suite is a serene retreat with tile flooring in the bath, a tiled walk-in shower, dual vanities, granite countertops, and soaring ceilings and access to an exterior balcony. A standout feature of the home is the sunroom suite, complete with a sliding barn door, en suite bath, and walk-in tile shower—offering the potential for a second primary suite or private guest quarters on the main. Upstairs offers three additional rooms ideal for bedrooms, offices, or bonus spaces—providing incredible versatility. Storage is abundant, including a spacious walk-in attic. Designed for everyday ease, the home includes a well-appointed drop zone off the oversized two car garage—perfect for organization and functionality. Throughout the home, you'll find deep closets, solid wood drawers, and exceptional craftsmanship that truly set it apart. Set on just over an acre, the beautifully landscaped, low-maintenance lot offers privacy and natural beauty. Residents of Hardscrabble Plantation enjoy access to an impressive array of amenities, including a clubhouse, pool, tennis and pickleball courts, playground, community garden, ponds, sand volleyball court, soccer and baseball fields, and outdoor fitness equipment. A truly special property that combines custom design, modern convenience, and a vibrant community lifestyle.

600 Edburton Ct, Hillsborough

$780,000

5 Beds ⋅ 4 Baths ⋅ 10179417 MLS ⋅ ACTIVE Status

Welcome to 605 N. Scotswood, where timeless design and thoughtful spaces come together to create a home that's as functional as it is inviting. The spacious kitchen, main-level primary suite, flexible living areas, and screened porch overlooking the wooded backyard make everyday living feel both comfortable and effortless. Located in the sought-after Churton Grove community, you'll enjoy neighborhood amenities, mature landscaping, neighborhood trails, and the convenience of being just minutes from downtown Hillsborough, Durham, and Chapel Hill. This is the kind of home that's made for gathering with loved ones, celebrating life's milestones, and creating memories for years to come. Come take a look - you just might find yourself feeling at home the moment you walk through the front door.

605 N Scotswood Blvd, Hillsborough

$475,000

5 Beds ⋅ 3 Baths ⋅ 10176832 MLS ⋅ ACTIVE Status

An updated kitchen. A main-level bedroom suite. Five true bedrooms plus a bonus room. Over 2,800 square feet on a flat corner lot in Beckett's Ridge. Designed for real life, this home offers the kind of space that adapts as your needs change. The main-level bedroom and full bath are ideal for guests, multigenerational living, or a private office tucked away from the rest of the home. At the center of the home, the renovated kitchen features quartz countertops, tile backsplash, and stainless steel appliances, creating a polished, updated feel. Newly refinished hardwood floors add warmth and character to the formal living and dining rooms. Upstairs, four additional bedrooms and a large bonus room provide room to spread out, whether you need space for movie nights, fitness equipment, hobbies, remote work, or simply a place for everyone to have their own space. The flat corner lot creates a more open feel, added separation from neighboring homes, and a usable yard with room to relax, entertain, garden, or play. Located just minutes from UNC Health Hillsborough Hospital and with easy access to I-40 and I-85, you'll enjoy convenient access to Durham, Chapel Hill, Raleigh, and throughout the Triangle.

2114 Baycourt Trl, Hillsborough

$2,179,000

5 Beds ⋅ 6 Baths ⋅ 10175110 MLS ⋅ ACTIVE Status

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

$1,150,000

5 Beds ⋅ 5 Baths ⋅ 10167052 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

$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

$485,090

5 Beds ⋅ 3 Baths ⋅ 10141846 MLS ⋅ ACTIVE Status

Located at 737 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 a spacious island make the kitchen both functional and inviting. Off the breakfast area is a covered patio, perfect for relaxing 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.

737 James J Freeland Memorial Dr, Hillsborough

$490,190

5 Beds ⋅ 3 Baths ⋅ 10141827 MLS ⋅ ACTIVE Status

Welcome to 208 Lightfoot Lane at Collins Ridge in historic, and picturesque town of Hillsborough, NC! The Hayden features 5 bedrooms, 3 bathrooms, 2,511 sq. ft. of living space, and a 2-car garage. Upon entering the home, you'll be greeted by an inviting foyer passing by the flex room, then led into the center of the home. This open-concept space features a functional kitchen overlooking the living room, a breakfast area, a guest bedroom and a full bathroom in the back left of the home. The kitchen is equipped with a corner walk-in pantry, quartz countertops, stainless steel appliances, kitchen island, and a breakfast area. From the breakfast area you can step out onto the back patio, perfect for entertaining guests or relaxing after a long day. The second floor hosts the spacious primary bedroom and primary bathroom boasting two walk-in closets, a walk-in shower, dual vanity, and separate water closet for ultimate privacy. The additional three bedrooms share a third full bathroom the upstairs loft space is perfect for family entertainment, work out area, or a reading space. The laundry room completes the second floor. With its luxurious design and ample space, the Hayden is the perfect place to call home. Do not miss this opportunity to make the Hayden yours! *Pictures are for representational purposes only*

208 Lightfoot Ln, Hillsborough

$700,000

5 Beds ⋅ 3 Baths ⋅ 10158717 MLS ⋅ ACTIVE Status

The newly finished hardwood floors are spectacular, light, fresh, come see them! Room to Breathe. Room to Spread Out. Room for What's Next. Some properties just give you more. Tucked in a quiet cul-de-sac on a private two-acre lot, 2804 Gaya Court delivers the kind of space that's getting harder to find anywhere close to town; without asking you to trade away convenience to get it. The main level lives the way a traditional home should: 1,967 square feet, four bedrooms, two full baths, and an easy flow through common areas finished in rich hardwoods, with durable LVP in the bedrooms. Fresh paint throughout gives the entire home a clean, move-in-ready feel. The primary suite is a genuine 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 really separates itself from the pack. The full walk-out basement houses a nearly 800-square-foot apartment with its own private exterior entrance -- and 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, long-term guests, or as 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, and that's not even all of it. Morning coffee, weekend cookouts, dinners under the stars -- this is the entertainer's canvas, wrapped in mature privacy rather than neighbors' windows. Practical details are handled too: a recent roof, newer HVAC, means the big-ticket items are already checked off. And while the setting feels tucked away, you're just 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

$486,160

5 Beds ⋅ 3 Baths ⋅ 10146961 MLS ⋅ ACTIVE Status

Welcome to 317 Flat River Run at Collins Ridge in historic, and picturesque town of Hillsborough, NC! The Hayden features 5 bedrooms, 3 bathrooms, 2,511 sq. ft. of living space, and a 2-car garage. Upon entering the home, you'll be greeted by an inviting foyer passing by the flex room, then led into the center of the home. This open-concept space features a functional kitchen overlooking the living room, a breakfast area, a guest bedroom and a full bathroom in the back left of the home. The kitchen is equipped with a corner walk-in pantry, quartz countertops, stainless steel appliances, kitchen island, and a breakfast area. From the breakfast area you can step out onto the back patio, perfect for entertaining guests or relaxing after a long day. The second floor hosts the spacious primary bedroom and primary bathroom boasting two walk-in closets, a walk-in shower, dual vanity, and separate water closet for ultimate privacy. The additional three bedrooms share a third full bathroom the upstairs loft space is perfect for family entertainment, work out area, or a reading space. The laundry room completes the second floor. With its luxurious design and ample space, the Hayden is the perfect place to call home. Do not miss this opportunity to make the Hayden yours! *Pictures are for representational purposes only*

317 Flat River Run, Hillsborough

$3,250,000

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

$949,950

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

$1,175,000

5 Beds ⋅ 5 Baths ⋅ 10154536 MLS ⋅ ACTIVE Status

Beat the heat and enjoy this home's inground pool!! Set on 10 picturesque acres in desirable Hillsborough, this exceptional 4,444sf estate offers a rare blend of resort-style living, privacy, and versatility. With 2 acres of cleared and fenced pasture, this property is perfectly suited for equestrian use. A gracious wraparound front porch, perfect for a swing and numerous rocking chairs, welcomes you and sets the tone for the home. The first-floor primary suite is a true private retreat, showcasing views of the pool, a spacious walk-in closet, a luxurious bath, a sitting room, and an additional flex space perfect for a nursery, fitness area, or private studio. The main level also features a dedicated office/additional bedroom, formal living and dining rooms, and a light-filled sunroom, providing an effortless flow for both everyday living and entertaining. The kitchen is beautiful with granite countertops, an expansive pantry, a dedicated coffee bar and it opens into a large breakfast nook filled with natural light and overlooking the pool. Upstairs, two generously sized secondary bedrooms and a full bath provide comfortable accommodations, while the finished space above the three-car garage offers exceptional flexibility. Complete with two additional rooms and a full bath, this area is ideal for an in-law suite/guest suite, game room, media space, or private retreat. The grounds include with a heated and cooled detached workshop, multiple outbuildings, and a resort-style pool complete with a slide--creating an ideal backdrop for both relaxation and recreation. The pool also has a new liner. Roof is 2018. Crawlspace was recently encapsulated. Despite its peaceful, estate-like setting, the home offers remarkable convenience--located just 15 minutes from downtown Hillsborough, approximately 20 minutes to downtown Durham, and within 30 minutes of RTP and RDU. This is a rare opportunity to enjoy luxury, land, and lifestyle--without compromise.

4000 Woodland Park Dr, Hillsborough

$644,000

5 Beds ⋅ 4 Baths ⋅ 10163776 MLS ⋅ ACTIVE Status

Open House this Sunday from 2 - 4 pm! Price improvement! Welcome to this exceptional home in the highly sought-after Waterstone community of Hillsborough! Meticulously maintained and thoughtfully designed, this spacious residence offers an open-concept main level that seamlessly connects the kitchen, dining, and family rooms—perfect for everyday living and effortless entertaining. Large windows fill the home with natural light and open to a screened porch and adjoining deck overlooking a private, fenced backyard with peaceful wooded views. The modern kitchen is a chef's delight, featuring a center island with granite countertops, stainless steel appliances, and a classic subway tile backsplash. Just off the foyer, a dedicated home office with French doors provides the ideal space for working remotely or quiet study. Upstairs, you'll find three secondary bedrooms, a convenient laundry room, and a luxurious owner's suite complete with a tray ceiling, dual-sink vanity, garden tub, separate tiled shower, and two walk-in closets. The versatile third floor offers the perfect flex space for a bonus room, media room, playroom, or fifth bedroom. The finished basement expands the living space even further with an additional bedroom, bonus room, full bathroom, and abundant storage. Residents of Waterstone enjoy outstanding community amenities, including a swimming pool, playground, and picnic area, along with convenient access to I-40/I-85, shopping, dining, and all that Hillsborough has to offer. Don't miss the opportunity to own this beautifully appointed home in one of Hillsborough's most desirable neighborhoods!

306 Papyrus Pl, 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

$478,606

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

Hillsborough 5 Bedroom Properties for Sale

Newest Hillsborough 5 Bedroom Properties for Sale