• Skip to primary navigation
  • Skip to main content
  • Skip to footer
J Patterson Realty

J Patterson Realty

Client Driven. Value Oriented. Purpose Filled.

  • Home
  • Search
  • Communities
    • Apex
    • Carrboro
    • Cary
    • Chapel Hill
    • Durham
    • Hillsborough
    • Mebane
    • Morrisville
    • Pittsboro
    • Raleigh
  • Home Value
  • Resources
    • Sellers
      • Seller Video Tips
      • 8 Steps to Selling a Home
      • Practicing Good Seller’s Etiquette
      • Sell and Make a Profit
      • Staging Tips
    • Buyers
      • Buyer Video Tips
      • 8 Steps to Buying a Home
      • Deciding How Much House You Can Afford
      • Location, Location, Location
      • Home Buying Tips
  • About
    • Your Real Estate Journey with Jennifer
    • About John Delgado
    • Blog
    • Giving
    • Press
    • Client Reviews
    • KW Careers

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. Subdivision allows up to 19 homes + 19 ADUs. 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

Builders, this is your opportunity to purchase a 10 lot neighborhood (~2.7 acres per lot) sitting on ~45 acres in highly sought after Hillsborough.  Whether you want to build spec homes or pre-sells, this small subdivision offers you a perfect mix of large lots, beautiful common grounds, and close proximity to the village of Hillsborough, Chapel Hill, and Durham.  20 minutes to Duke and 10 minutes to access I-85/40.  All 10 lots have perk reports for 5 bedroom homes.  The asphalt private road along with underground utilities and fiber optic are being installed.  The HOA document, Road Maintenance Agreement and Architectural Guidelines are in draft form; available for builders input.  All Orange County and NCDOT permits have been secured. $2,600,000 Active

Tbd Shadyside Court Hillsborough, North Carolina

1,167,843 SqFt 26.81 Acres

Nestled on 12 picturesque acres, this organic contemporary masterpiece seamlessly blends nature-inspired design with modern luxury. Designed for both gracious living and effortless entertaining, the home showcases the highest quality craftsmanship, featuring soaring wood-beamed ceilings, a dramatic two-story stone fireplace, and a stunning Great Room window wall that frames sweeping views of serene woods and a tranquil pond. Located in the sought-after Stone Currie neighborhood, this estate creates an unparalleled retreat just moments from Chapel Hill, Hillsborough, Durham, and Wake County destinations. Step into the dramatic foyer, where custom-designed art glass doors set the tone for this exceptional residence. Inside, soaring wood-beamed ceilings and a grand two-story stone fireplace create a warm and inviting atmosphere. The spacious dining room is ideal for elegant gatherings, while the custom kitchen—complete with granite countertops, dual islands and an informal dining area—flows effortlessly to the outside living area including a screened porch and expansive composite decks, perfect for outdoor entertaining. The main-level Owner's Wing is a private sanctuary, offering dual multifunctional spaces for an office, study, studio, nursery, or exercise area. A spa-worthy primary bath with separate oversized tub and shower, separate vanities and a generously sized custom-designed walk-in closet with an island complete this luxurious retreat. A second first-floor suite provides additional comfort and convenience. This suite, which is privately located off the kitchen and back entry features a generously sized bedroom with walk-in closet and amenity filled bath featuring a separate tub and shower and dual vanity sinks. Upstairs, a sweeping staircase from the stone-floored foyer leads to three large additional bedrooms, two spacious baths, and a versatile study/play lounge. Adequate attic storage area is located off the study/play lounge. Designed for modern living, this home also features an exceptional home center that combines office, crafts, and utility room, thoughtfully equipped with generous storage and a built-in pet water station. The attached oversized three-car garage ensures ample space, while the detached four-car garage is a dream for hobbyists or collectors. This exceptional property was thoughtfully renovated with major additions designed by notable Chapel Hill architect, Knox Tate, in 2014. Beyond the home, the expansive, partially fenced backyard showcases, a stone patio, custom landscaping and peaceful natural surroundings. This extraordinary impeccably maintained estate offers the perfect blend of luxury, comfort, and convenience—an elegant retreat in an unbeatable location. Don't miss the opportunity to experience this one-of-a-kind property. Schedule your private tour today! $2,495,000 Active

301 Stone Currie Drive Hillsborough, North Carolina

5 Beds 6 Baths 6,684 SqFt 12 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

HELLO GORGEOUS...Welcome to 300 Oak Ridge Dr...where over 6000 square feet of updated luxury meets modern convenience. Located in one of Hillsborough's most sought after neighborhoods, this move-in ready estate is truly one of a kind. With the 2 bedroom/2 bathroom guest house and extensive outdoor living, hosting becomes a breeze! The main residence features an open layout, custom millwork, extensive built-ins, and a main floor primary suite with a custom closet anyone would be jealous of! The finished basement has plenty of room for a pool table, TV viewing area and separate workout room. Stunning hardwood floors throughout main floor, newly refinished 6/2025, fresh interior paint, and new carpet in the secondary bedrooms The guest house is perfect for multi-generational living or errant teenagers with 2 large bedrooms-each with an ensuite, eat-in kitchen, laundry room, generously sized living room and TWO dedicated porches! Brand new LVP and fresh interior paint! Whole house generator. Reverse osmosis water filtration. Sealed crawl spaces. Centrally located between UNC and Duke; minutes to 85 and I40. $1,700,000 Active

300 Oak Ridge Drive Hillsborough, North Carolina

6 Beds 7 Baths 4,786 SqFt 3.56 Acres

Beautiful Bromley is a private French Chateau style estate on 7+ acres along the Little River. Inspired by the late owners' European travels, it was designed by Texas firm Clothier and Sullivan Associates , built by esteemed local Paramount Builders with lovely curated landscape design by North Carolina's renown designer Chip Calloway and Associates; retaining walls engineered by Ace Solutions. Your private gate opens to a meandering paved driveway lined by shading deciduous trees and evergreens, to an impressive circular entry. Friendly checkerboard patterned green and white marble tiles welcome you in the open-hearted foyer. Cherry hardwood floors and abundant windows grace the adjoining library, dining and great rooms. The main level primary is generously-sized with views and access to verdant veranda plus a surprise spiral staircase to what was enjoyed as a library and music room. A modest perfectly situated kitchen hosts breakfast room, gathering room with fireplace and access to another veranda perfect for grilling, entertaining, relaxing while enjoying long views of the vibrant backyard landscape. Upstairs you'll find a 'bridge-walk' to two additional ensuite bedrooms with dreamy views. Enjoy a walk through the green gardens to a path that winds to the Little River. Commune with its habitants and rippling waters.
This location boasts a 17 min drive to Duke, a 25 minute drive to Chapel Hill and RDU, 10 minute drive to Historic Happening Hillsborough, and not far from the Triad too. One of Durham County's favorites, Little River Regional Park and Natural Area is just a stones throw away!
No Property Disclosures are required of Seller. Offers to be written to G. Rhodes Craver, Trustee of the William Johnston Trust. Property is priced to sell as-is, where-is; inspections are welcome. Tax value is 2025; tax amount is 2024. $1,500,000 Active

8200 Bromley Road Hillsborough, North Carolina

3 Beds 5 Baths 4,747 SqFt 7.23 Acres

This property is the gem of Hillsborough. From the high-quality, well-constructed home to the extraordinary gardens, magnificence is found. Very private.The 17.5 acers is mostly hardwood forest making up about 60%, w/ 2 large pastures & multiple gardens. One of the pastures is fenced such that it can house small &large livestock. Pastures have shelter, one with a run-in, the other w/ access to the barn.It is a 5-stall barn w/ a horse washing stall w/ concrete flooring & a
drain, electricity, water, tack room, storage room, & 2nd story hay loft. Double stall for foaling or other uses. The gardens are mature, making them incredibly low maintenance. They are made up primarily of rare & unusual trees, fruit trees, & specialty flowers. There are some trees that probably are not found anywhere else in North Carolina, except maybe a botanical garden. Fruits include 5 types of figs,kiwi, blueberries, pears, plums, peaches, and 3 types of grapes. A complete list of the plants can be provided- all of the plants in the garden have name plate markers for easy identification. The gardens also contain many large decorative boulders & even a secret entrance/exit that leads to the pond. To water the gardens & other plants there are several rain barrels & a 1500-gallon cistern. Additionally, for the gardener in us all, there is a 30' x 50'  greenhouse. There are 2 ponds. The smaller one is in one of the pastures & the large one is a short pleasant walk through the woods using a cleared, well-marked path.The front yard is fenced & there is a large coop for poultry. This property is great for all pets, horses, goats, sheep, ducks, geese, peacocks, llamas, donkeys, chickens, turkeys, & guineas, all of which have resided here at one time.The house sits off the road w/ an asphalt drive that accesses the barn as
well. 2 Car garage has new coated floor. The roof is 2012.  huge deck which is very sturdy & painted within the last 3Covered porch and huge deck w/new paint & can be accessed from the large great room through beautiful double doors, from the sunroom, & from the main bedroom. There is nothing like a quiet early morning stroll onto the private deck to smell the freshness in the air from all the plants,
listen to the birds & the rustle of leaves, & eating figs off the tree by the deck. Through the windows you will see an array of wildlife regularly. Daily deer will wander through the yard & there is a sighting of  bunnies, squirrels, & deer are daily, but you will also witness fox, coyote, raccoons, opossums, hawks, wild turkeys, owls, skunks, & a barrage of song birds, among other critters. No need to worry, it is safe. Everything inside is new in 2012. Cabinets, hinges, knobs, and latches, as well as the granite countertops in the bathroom, mudroom, and kitchen. wall paint of beautiful soothing colors in 2012. Sinks some  being hand-painted w/ gorgeous floral designs. There are many windows that allow lots of natural light, & the windows are Pella. Many of the lights are recessed but there are also some attractive chandeliers & other light fixtures. The hardwood floors were all redone in 2012.Skylights in the sunroom.The home can also be heated w/ the wood burning furnace in the basement. This impressive fireplace & chimney were constructed using the rocks that were found  when digging the foundation for the house. The design & placement of the house is set up to be passive solar, meaning the house is cooler in the summer & warmer in the winter from the shade and sun without
needing to use much electricity. It is very efficient.The main bedroom is downstairs. It may seem like we are in the middle of nowhere but in actuality we are only a very short drive to Durham, Chapel Hill, Eno River, & downtown Hillsborough. The short drive to civilization is very scenic & you have lots of cows to keep you company.In a pinch, there is a convenience store  only 2 miles away in 2 different directions, & there is an ice cream parlor less than 5 miles. $1,500,000 Active

4811 New Sharon Church Road Hillsborough, North Carolina

4 Beds 4 Baths 4,421 SqFt 17.5 Acres

Unique opportunity in the heart of the Historic District of Hillsborough, with two enticing homes on one special property. The 1911 Craftsman-style bungalow has been transformed—a modern miracle of historic details melded with must-have amenities in a sought-after location, a few minutes stroll to the hip downtown vibe. The one bedroom ''Carriage House'' (ADU) in the back of the property, is perfect for additional rental income or visiting family and friends.  

Relish the classic layout of the main home, with four fireplaces and natural light streaming through leaded glass windows. Flow into the formal dining room with its rich wood accents and ''fringed'' chandelier. The chic kitchen is a creative hub that lures chefs of all levels with granite counters, stainless appliances, and new cabinets with abundant storage. Take your choice of two primary bedrooms. The main floor bedroom features an ensuite bath with a zero-entry tiled shower and granite-topped vanity. 
Step upstairs to the second primary bedroom, with a significant walk-in closet. A third bedroom is also potential office or flex space. Both have access to the tiled bathroom with a dual sink vanity and walk-in shower. 

Be inspired to write the next literary masterpiece or read the latest best seller by an esteemed local author in the airy study/office overlooking the front porch.  Sip a tall cool one on the screened porch or backyard pergola while drinking in the perennials in the raised garden bed.

From the welcoming front porch with its decorative screens to the fenced backyard landscaped oasis, soak in the magical moments. Close to everything Downtown Hillsborough offers—unique shopping, upscale groceries, coffee shops, top restaurants, nightlife and miles of forested walking trails.  Convenient access to Durham, Chapel Hill, Research Triangle Park, Duke University, and UNC. $1,395,000 Active

109 N Hassel Street Hillsborough, North Carolina

3 Beds 2 Baths 2,360 SqFt 0.37 Acres

Search All Hillsborough Homes

Footer

  • Home
  • Communities
  • Buyers
  • Sellers
  • Blog
  • About
Jennifer Patterson | Keller Williams Realty

919-824-7981 | Email Me
245 NC Highway 54 East, Suite 101
Durham, NC 27713

Handcrafted with by Michael Tritthart Team. | Privacy Policy.