Hillsborough

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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.

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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, 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 $800K 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

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 Nc-86 Hillsborough, North Carolina

2,234,628 SqFt 51.3 Acres

Distinctive Country Estate on 17.5 Acres with Barn, Greenhouses, Multiple Perk Sites

This one-of-a-kind 4-bedroom, 3.5-bath home includes an additional flex room—well-suited for use as a fifth bedroom, guest suite, hobby space, or spacious laundry area. Thoughtfully designed with both craftsmanship and function in mind, the home features handcrafted cabinetry, artisan sinks and lighting, and a recently coated garage floor.

For gardeners and homesteaders, this property truly shines. Two large greenhouses—supported by its own backup generator—anchors a thriving landscape of flowering and fruit-bearing trees, raised beds, and ornamental plantings. The acreage includes multiple known perk sites, offering flexibility for future building or subdivision if desired.

.Set on 17.5 acres with extensive road frontage, the property offers a five-stall barn with wash area, tack room (with hot and cold water), fenced pasture, generous overhangs, and an attached workshop with hayloft. The barn was recently painted and the roof professionally sealed, ensuring it's ready for use.

Inside the home, premium features include a Wolf commercial gas range, Pella windows, passive solar design, wood-burning stove, tankless water heater, reverse osmosis filtration at the kitchen sink and refrigerator, and a functional intercom system. A spacious unfinished walk-out basement offers excellent workshop and storage potential.

$1,700,000 Active

4811 New Sharon Church Road Hillsborough, North Carolina

4 Beds 4 Baths 4,455 SqFt 17.5 Acres

$1,700,000 Active

300 Oak Ridge Drive Hillsborough, North Carolina

6 Beds 7 Baths 4,786 SqFt 3.56 Acres

A private sanctuary on 10 peaceful acres, where one-level living meets thoughtful and creative design. Owned by an architect, this home is filled with unique touches that make every space special. At its heart is a cook's dream kitchen that opens to the expansive living area, showcasing a professional-style Fulgor Milano 6 burner with griddle and double-ovens range, a Sub-Zero refrigerator and a full-size separate Sub-Zero freezer, abundant cabinetry including upper cabinets ideal for long-term storage, a dedicated coffee station, and a gigantic pantry with utility closets. A striking Tulikivi fireplace anchors the spacious living room, radiating long-lasting warmth for cozy evenings. Each of the four bedrooms enjoys its own attached full bath, while the primary suite also boasts a wall of windows framing serene views and a wall of closets for exceptional storage. The convenient yet private office offers the perfect place to work and create while staying close to the action. Entertain or relax in the huge bonus/family room with a gas fireplace and plenty of space for game night, movie night or big slumber parties. Or retreat to the spacious sunroom where bird watching is a joy, and evening stargazing is a delight. A heated and cooled, mostly finished storage area provides remarkable flexibility, ideal as a workshop, exercise or hobby room, or whatever you can imagine. Even the garage is large, currently with half utilized as an amazing workshop, as is the oversized hidden parking pad. Near vibrant downtown Hillsborough, highways, and an easy commute to UNC and Duke, but with big rooms, natural light, storage galore, and even a whole-house generator all within the beauty of the natural setting, this house is a splendid retreat you may never want to leave!

$1,450,000 Active

3217 Wood Duck Lane Hillsborough, North Carolina

4 Beds 4 Baths 4,412 SqFt 10.49 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

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