Hillsborough

Hillsborough Gallery

About Hillsborough

The Town of Hillsborough offers a small-town vibe and plenty of natural beauty. Hillsborough’s downtown historic district is listed on the National Register of Historic Places, and it features homes, churches, schools, and other structures from the late 18th and 19th centuries. The town was established in 1754 where the Great Indian Trading Path crossed the Eno River. Hillsborough has easy access to both the Triangle and Triad regions via Interstates 85 & 40.

Hillsborough Market Report

Search Homes in Hillsborough

Welcome to Coon Rock Farm, a stunning 43 acre Southern estate on the Eno River, abutting Occoneechee State Park. Discover a tranquil retreat that seamlessly combines natural beauty with sustainable living. This exquisite property features a classic 1887 farmhouse with a thoughtfully designed architect's addition. With 3 bedrooms and 3 full baths spread across a sprawling floor plan, it's perfect for both relaxation and entertaining.

The heart of the home includes a chef's kitchen, equipped with top-of-the-line stainless steel appliances, center island, and extensive pantry, ideal for culinary enthusiasts. A wine closet and large wine refrigerator sit just beyond the kitchen, providing thoughtful storage for the wine connoisseur's collection.
Cozy living spaces exude comfort and relaxation throughout this lovingly restored home. Enjoy a warm fireplace in the main bedroom and a wood stove in the living room, creating inviting atmospheres year-round. A unique exposed stairwell in both the family room and owner's suite offer a touch of architectural sophistication. Windows surprise you at every turn of this home, so that you can embrace the outdoors from inside, capturing snippets of vistas and garden blooms.
Spacious porches and patios surround the home, perfect for savoring breathtaking sunrise and sunset views, plus a sweet hot tub on the main bedroom patio for ultimate relaxation.
An organic farm, fenced pastures, wooded areas, and serene river walks offer endless possibilities for outdoor activities and agricultural endeavors.
Expansive outbuildings are positioned around the property, with over 5,000 square feet of well-maintained barns and , suitable for livestock, equipment storage, and a working shop. A charming party barn that can be transformed into a lucrative income-generating event space, complete with a large attached office loft with a deck that offers arguably the best bird's-eye view on the entire property. There is also a two-bedroom guest house that is perfect for out of town guest, in-laws, or additional rental income.
Embrace the opportunity to own a piece of agricultural legacy and experience the serenity of this private residence. *Chandelier in dining room does not convey.

$3,900,000 Active

1021 Dimmocks Mill Road Hillsborough, North Carolina

3 Beds 3 Baths 3,181 SqFt 43 Acres

Prime 38-Acre Opportunity! Exceptional location off I-40. Generous Frontage Road is perfect for a farm stand or farmers market. Currently in farming & forest use with rich soil, farm buildings, market structures, cabins, & shower house. Income potential via Airbnb, farm stand, farmers market, events. Development and soils study supports Barns, Houses and Farm Stand. A rare find with flexibility for homestead, retreat, or subdivided community.

$2,875,500 Active

4008 Old Nc 86 Hillsborough, North Carolina

1 Beds 1 Baths 500 SqFt 38 Acres

Beautiful pristine wooded 130 acre tract along Buckwater Creek between Hillsborough and Durham is full of possibilities. Develop into large lot subdivision (12 lots possible via exempt subd. process), or build your dream estate, family compound, make this your private preserve, equestrian community, and more. Mature hardwoods, some pine forest, with rolling topography, a meandering stream, and remnants of an old homestead, this is a gorgeous property and truly a unique opportunity. Recent soil report shows great soils for septics. Pond(s) possible. Just off Pleasant Green Road near intersection with St. Mary's Rd. Across Buckwater Creek from state land and Eno River State Park. Nearby estate lot homes range from $600K to $1.5M+. Current zoning is Orange County AR with L-ENO-PW overlay. Access via public or private roads. Just 8 miles to Hillsborough and 10 miles to Duke & Durham.

$2,575,000 Active

1400 Happy Valley Farm Drive Hillsborough, North Carolina

5,658,008 SqFt 129.89 Acres

Perched on 12 picturesque acres in the sought-after Stone Currie neighborhood, this organic contemporary estate blends nature-inspired design with modern luxury. Thoughtfully renovated and expanded in 2014, this home offers an unparalleled retreat just minutes from Chapel Hill, Hillsborough, Durham, and Wake County. Step inside the dramatic foyer with custom art glass doors, setting the tone for gracious living and effortless entertaining. Soaring wood-beamed ceilings and a striking two-story stone fireplace anchor the Great Room, where floor-to-ceiling windows frame panoramic views of serene woods and a tranquil pond. The gourmet kitchen is designed for everyday living and gatherings alike, featuring granite countertops, dual islands, abundant cabinetry, and an informal dining area. Enjoy seamless flow to the screened porch, expansive composite decks, and stone patios—perfect for outdoor entertaining or quiet relaxation. The main-level Owner's Wing is a private sanctuary complete with flexible spaces ideal for a home office, nursery, or exercise room. The spa-inspired primary bath includes an oversized tub and shower and dual vanities. The primary suite is completed by a room sized walk-in closet with a center island and custom-built ins. A second first-floor suite offers a spacious bedroom, walk-in closet, and full bath with separate tub and shower—ideal for guests or multigenerational living. Upstairs, a sweeping staircase leads to three additional bedrooms, two full baths, and a versatile lounge or study area. Generous walk-in attic storage ensures plenty of room for every need. Designed with modern lifestyles in mind, this home also features a well-appointed home center combining office, craft, and utility space with built-in storage and a pet drinking station. An attached oversized three-car garage plus a detached four-car garage offer exceptional flexibility for hobbies, collections, or extra vehicles. Outdoors, the partially fenced backyard showcases custom landscaping, peaceful natural surroundings, and ample space for recreation or gardening.

$2,398,500 Pending

301 Stone Currie Drive Hillsborough, North Carolina

5 Beds 6 Baths 6,684 SqFt 12 Acres

A Peaceful 25-Acre Estate with Pasture, Woods, Water, and Expansive Spaces for Entertaining and Everyday Living

Tucked away on a no-outlet lane less than 10 minutes from downtown Hillsborough, this 25-acre estate offers uncommon stillness, natural beauty, and space to gather. Rolling pasture, woods, and a large pond stretch across the property, with no close neighbors, and every window and balcony has long-range views of land that you own.

The home is designed like a country inn, with oversized living and dining areas that welcome large gatherings. The remodeled kitchen opens to a dining room with total seating for 20+, with sight-lines to open fields and the deep-blue pond. Professional landscaping surrounds the house with fruit trees, bulbs, and flowering favorites like dogwood, red-bud, magnolia, and Yoshino and weeping cherries that make spring especially vibrant.

The walk-out lower level is dedicated to entertainment and relaxation, featuring a pub with fireplace, a game room, and a full theater with luxury seating. A separate entrance leads to a large patio and a fenced yard that backs up to mature woods, ideal for children, pets, or quiet evenings.

This estate has hosted weddings under the trees, catered concerts on the lawn, New Year's Day gatherings, and neighborhood events with live music, with easy parking for dozens of cars. Indoors and out, there is space to entertain or to spread out in private comfort.

When the guests are gone, daily life offers its own rewards. Choose from morning coffee on the loggia as deer pass by, an evening drink on the pond bench among turtles and birds, or sunset from the hilltop with sweeping views across your own land. Then perhaps stream a movie in the theater via the 1 GB fiber Internet connection and take an intermission break with snack and drinks in the adjoining pub.

The 6,000-square-foot home includes 4 bedrooms, 4.5 bathrooms, generous storage, and a main-level primary suite that supports long-term comfort. The acreage, with minimal restrictions, offers open pasture, wooded trails, and level ground that is suited for horses, gardens, a pool, or additional structures such as a barn, studio, or guest house.

The property is less than 20 minutes from Duke University Medical Center and downtown Durham, 30 minutes from UNC-Chapel Hill or RDU International Airport, and offers easy access to I-85 and I-40. Just five miles away, downtown Hillsborough features the Riverwalk, farmers market, historic district, and dining. Outdoor escapes like Occoneechee Mountain and Eno River State Park are only minutes away.

Properties of this scale and setting, combining quiet acreage with proximity to Chapel Hill, Durham, and RTP and lack of restrictive HOA oversight, are increasingly rare.

Note: the existing 10 acre lot was merged with the 15.5 acre pond parcel across the street in 2024 to form a single large property, which is not reflected in its historic valuation.

$2,175,000 Active

707 Walnut Hill Drive Hillsborough, North Carolina

4 Beds 5 Baths 6,036 SqFt 25.46 Acres

Discover this stunning 51.3-acre parcel of land, perfectly situated just minutes from downtown Hillsborough. This beautiful property features lush, mature forests and an abundance of natural charm, offering the ideal blend of seclusion and convenience.
Great for creating your dream home surrounded by nature—this land provides endless possibilities. With easy access to Hwy 70E, you can enjoy the tranquility of country living while remaining close to local amenities and attractions.

Don't miss this opportunity to transform your vision into reality on this versatile and breathtaking land. Contact us today for more information.

$1,850,000 Active

51.3ac Hwy 86 Hillsborough, North Carolina

2,234,628 SqFt 51.3 Acres

$1,700,000 Active

300 Oak Ridge Drive Hillsborough, North Carolina

6 Beds 7 Baths 4,786 SqFt 3.56 Acres

17.5-Acre Dream Estate with Barn, Ponds & Luxury Details - Country Living at Its Finest

This distinctive 4-bedroom, 3.5-bath home with a flex room combines timeless charm and modern comfort. Enjoy handcrafted cabinetry, unique fixtures, and sweeping views of 17.5 acres with a pond, fenced pasture, and a beautifully maintained five-stall barn with wash area, tack room w/ hot and cold water, workshop, and hayloft. A greenhouse with a backup generator, plus flowering and fruit trees, add to the property's appeal. Inside, features include a Wolf Commercial gas range, Pella windows, passive solar design, wood-burning stove, tankless water heater, reverse osmosis filtration, and intercom system. The large unfinished basement offers abundant storage and workshop space. A rare retreat blending beauty, function, and country living.

$1,660,000 Active

4811 New Sharon Church Road Hillsborough, North Carolina

4 Beds 4 Baths 4,455 SqFt 17.5 Acres

Nestled on a rolling 1.22-acre lot just outside the storybook streets of Historic Hillsborough, this custom-built, one-story home is where timeless style meets today's most thoughtful efficiencies. Crafted by Scott Daves Construction—celebrated for quality, integrity, and homes that inspire pride for decades—every detail feels intentional, every finish enduring. From the moment you arrive, the setting welcomes you with open skies, gentle landscapes, and the kind of craftsmanship that makes a house feel like it's always belonged.

Inside, the open layout flows easily between living, dining, and kitchen spaces, anchored by three generously sized ensuite bedrooms. The chef's kitchen is a showstopper, featuring a 48-inch Wolf gas range, a huge walk-in pantry, and premium finishes throughout.

A stunning 32-foot screened porch invites year-round enjoyment with built-in heaters, skylights, and peaceful views of the rolling, partially wooded lot. Natural light pours through Windsor Pinnacle windows—exterior aluminum-clad for durability, never needing paint and resistant to rot.

Thoughtfully designed for comfort and sustainability, this smart home includes a full Wi-Fi package, energy-efficient HVAC with 14 SEER fresh air exchange, and a whole-house Kinetico water treatment system.

Peaceful, private, and only minutes from Hillsborough's vibrant downtown, this home offers the rare blend of modern ease and rural charm—an heirloom-quality build by a builder who gets it right.

$1,430,000 Active

2172 Belfield Lane Hillsborough, North Carolina

3 Beds 4 Baths 3,206 SqFt 1.22 Acres

Search All Hillsborough Homes