Hillsborough Real Estate

Welcome to Hillsborough, North Carolina—a charming town steeped in history and nestled along the banks of the Eno River. As the county seat of Orange County, Hillsborough boasts a rich tapestry of culture, community, and natural beauty, making it an ideal place to call home.

With a population of just over 6,000 residents, Hillsborough offers a quaint, small-town atmosphere while still providing easy access to the vibrant cities of Durham and Chapel Hill. The town is renowned for its historic architecture, with many buildings dating back to the 18th century. Stroll through the beautifully preserved downtown area, where you’ll find delightful shops, artisanal eateries, and local galleries that showcase the talents of Hillsborough’s creative community.

Nature enthusiasts will appreciate the abundance of outdoor activities available in and around Hillsborough. The nearby Eno River State Park offers miles of scenic trails, perfect for hiking, biking, and picnicking, while the river itself is ideal for canoeing and fishing. The lush landscapes and vibrant wildlife create a serene backdrop for those looking to escape the hustle and bustle of city life.

Hillsborough is also home to a strong sense of community, with numerous events and festivals throughout the year that bring residents together. From the annual Hillsborough Hog Day to the popular Farmers Market, there’s always something happening in this vibrant town.

Whether you’re looking to buy your first home, retire in peace, or find a place to raise a family, Hillsborough offers a unique blend of history, community, and natural beauty that is hard to resist. Come and discover the charm of Hillsborough, where every day feels like a step back in time, yet remains infused with modern conveniences and a welcoming spirit.

Newest Listings in Hillsborough

$995,000

4 Beds ⋅ 5 Baths ⋅ 10199945 MLS

New construction in Hillsborough's Historic District, a half mile from downtown. This Hoeken Design Build home has 4 bedrooms and 4.5 baths on a wooded half acre on W Orange St, with the primary suite on the main level. 10' first-floor ceilings, hardwood across the main level, and a family room with a gas fireplace set between rift white oak built-ins. The kitchen pairs a white oak island with Calacatta quartz, an apron-front sink and a butler's beverage center. The primary suite adds a double tray ceiling, a zero-entry shower and a freestanding soaking tub. Upstairs: three bedrooms with walk-in closets, a bonus room and a pocket office. Screened porch, study, drop zone, sealed crawlspace and a 2-car garage pre-wired for an EV charger. Minutes to Churton St dining and the Riverwalk. Under construction. 3,075 heated SF per builder plans (1,693 main, 1,382 upper). Plan 2891 by Robert Bridges Home Design. Town of Hillsborough water; private septic. Built under a Certificate of Appropriateness from the Hillsborough Historic District. Finishes include Shaw 7.5" engineered hardwood, quartz throughout, frameless shower glass, black fiberglass windows, Cat6 wiring and 2-zone HVAC. Room sizes are from plans; buyer to verify.

311 W Orange St, Hillsborough

$800,000

4 Beds ⋅ 4 Baths ⋅ 100612068 MLS

Distinctive 2.87-acre cul-de-sac property offering 3,595 total HSF: 2,986-SF main home + 609-SF private suite above breezeway-connected garage. BOAT/RV PARKING • SEPARATE WIRED DETACHED 3-CAR GARAGE W/WORKSHOP POTENTIAL • PRIVATE 2-ROOM SUITE W/FULL BA • ROOM FOR A POOL! Main-level primary suite & office; 3 add'l BRs, 2 full BAs & loft upstairs. Private suite ideal for home office, guests or multi-generational living. Enjoy the lush setting from the welcoming wraparound porch or expansive 23x47 Pennsylvania Bluestone patio w/lighting. Andersen windows, 2014 roof & generator hookup. No HOA. 8 minutes to DT Hillsborough, convenient to I-40 & I-85. SEE ATTACHED FEATURE SHEET.

3915 Remington Run, Hillsborough

745 James J Freeland Memorial Dr, Hillsborough

$500,440

5 Beds ⋅ 3 Baths ⋅ 10199692 MLS ⋅ Jackson BLDG.

At 745 James J. Freeland Drive, you'll find more than a house—you'll find home. With approximately 2637 square feet, 5 bedrooms, 3 full bathrooms, and a rear-facing 2 car garage, this 2-story home is stylish, spacious, and comfortably functional. Step inside and see an open main floor featuring a formal dining room, a spacious living room, a first floor bedroom, a nearby full bath, and a stunning kitchen complete with a generous center island, butler's pantry, and stunning quartz countertops to complement the stainless steel appliances. Just past the main living space, step outside to the covered rear patio—a perfect spot to enjoy a cup of coffee. Upstairs, the primary bedroom boasts an ensuite bathroom with a private water closet, walk-in shower, double vanity, and a walk-in closet. 3 additional bedrooms and an additional full bath provide space for family, guests, hobbies, or storage. Rounding out the 2nd floor of this beautiful home is the conveniently located 2nd floor laundry room. With plenty of space to spread out and stunning details throughout, this home is built for style, function, and comfort. Residents of Collins Ridge enjoy a number of community amenities, such as a saltwater pool, community clubhouse, dog park, playground, and more! Enjoy life the way you want to, right here at Collins Ridge. Welcome home to 745 James J. Freeland Memorial Drive. *Photos are not of the actual home or interior features and are representative of floor plan only.*

745 James J Freeland Memorial Dr, Hillsborough

$1,240,000

4 Beds ⋅ 5 Baths ⋅ 10199428 MLS

This four-bedroom, 4.5-bath single-family residence in the Stonewall community of Hillsborough sits on approximately one acre, offering substantial space both indoors and out. The home provides three-car garage parking, and the layout supports multiple living zones across its finished area. The generous lot size accommodates outdoor expansion and extends privacy beyond typical residential parcels in the area. This property presents a solid foundation for ownership with room to grow. This home has so many features including outside Cement Siding, Stone, Blue Stone pavers for all porches. This home has 2 story great room with hardwood designed ceilings, built in cabinets with a separate mini bar with wine refrigerator. Vaulted ceilings welcome you to the primary bedroom with beautiful Pella windows, primary bath has standalone tub, walk in shower, and walk in closet. Kitchen has Blue and White cabinets with blue tile backsplash and gold fixtures and cabinet pulls. Kitchen has separate pantry area and separate Butler's pantry with another mini fridge and drawer microwave. Laundry room Cabinets and laundry sink and places to put your goodies, don't forget there is another laundry room upstairs to accommodate stackable washer dryer. Hardwood floors are featured all upstairs and down with all wet areas being tile. Home features and outside bathroom in garage for all guest for outdoor events or pool, or your dirty man when he gets home. There is sliding back patio doors, and many other features.

1184 Magpie Ln, Hillsborough

$695,000

4 Beds ⋅ 3 Baths ⋅ 10199304 MLS

Yes, your eyes are deceiving you. At first glance, this sweet 1950s split-ranch brick house looks like a modest-sized property. Step inside, though, and you'll be amazed at how much space and flexibility it offers. Plus, with a separate building housing a 896 sq ft ADU upstairs and a 546 sq ft office/studio space on the ground floor, this property promises room to spread out and a second (or third) revenue stream, all with the accessibility and charms of being in Hillsborough's Historic District. In the main home, a wide open living space and an adjacent modern kitchen are designed for multiple uses - for large gatherings with friends and family or for cozier get-togethers around the gas fireplace. The updated kitchen includes a generous island with countertop seating and pendant lighting, marble tile backsplash, walk-in pantry, new cabinet drawer fronts, and quartz countertops. For more formal meals, there's a dedicated dining room with a tray ceiling; the street-facing space with a picture window could also be repurposed as a morning yoga spot or kids' play space. Hardwoods and LVP throughout the main floor provide beauty and practicality in equal measure. Down the hall, a huge family room, with a full bath and a wood-burning stove, is as adaptable as your imagination-as a man cave, she shed, play-and-crafts space, or as an In-Law suite and is accessible from inside or outside the home. The main level includes three bedrooms and a shared bath with black-and-white subway tiles. You'll also find a dedicated laundry room with a side by side washer and dryer and generous storage cabinets. Upstairs, the massive carpeted primary bedroom includes a private east-facing balcony for watching the sunrise with coffee, two walk-in closets, and a spa-like bathroom that features a soaking tub, double vanities, and yet-another walk-in closet. There's room for everything! Beyond the covered carport the freestanding ADU has Hardie Plank siding and a new roof. Upstairs there's a carpeted 2-bedroom, one-bathroom apartment that feels roomy, with a large living space, vaulted ceilings, exposed beams, and in-unit laundry. Downstairs, a separate studio with LVP flooring, full bath, fridge, dishwasher, and stackable W/D could be used by the owners as a home office or rented out as an artist studio or co-workspace. Through a separate outside entrance, there's a small workshop with concrete flooring. Plenty of off-street parking ensures easy access to and from the home. With its enviable location in Hillsborough's Historic District, myriad ways to use and adapt the space, and income-generating opportunities afforded by the separate ADU and office space, 207 & 209 W Corbin Street offers turnkey ready, customizable options for savvy buyers. Come see it today!

207 W Corbin St, Hillsborough

$149,900

2 Beds ⋅ 1 Baths ⋅ 10199086 MLS

SOLD AS IS....NEEDS RENOVATION....Welcome to this single-story home located in the heart of Hillsborough. The property is nestled on a lot surrounded by mature trees, offering a peaceful, natural backdrop. The exterior also includes an easily accessible yard, providing ample outdoor space. This property offers a fantastic opportunity to enjoy quiet living with convenient access to amenities, local shops, and dining of historic Hillsborough. (Virtual imagery included to visualize potential renovations.)

176 Torain St, Hillsborough

$300,000

5 Baths ⋅ 10199025 MLS

Welcome to Magnolia Estates—a rare collection of 6 private lots in one of the only truly gated communities in Orange County! Offering 3 to 5 acres per lot, this exclusive neighborhood gives you true country privacy with freedom for horses and animals, all while keeping you close to job hubs in RTP for medicine, tech, etc. You can build a semi-custom home with a nationally recognized builder, Drees Homes, designing flexible floor plans, main-floor primary suites, detached workshops, or resort-style outdoor living tailored to your lifestyle. Located in top-rated Orange County Public Schools, Magnolia Estates combines peace of mind with exceptional long-term investment value! Positioned on Hillsborough's south side, you enjoy a quick, effortless commute to Chapel Hill, Durham, UNC Hospitals, Duke, and Research Triangle Park via newly expanded thoroughfares. Spend your weekends exploring historic downtown, local wineries, farm-fresh markets, or scenic Eno River trails—all under 10 minutes from your front gate. Welcome home! With only 6 homesites total, land of this caliber in Orange County is a rare find. Build your legacy estate where privacy, quality, and location align seamlessly.

Lot C Arden Estates Court, Hillsborough

$479,900

10198902 MLS

Position your investment in the heart of historic Downtown Hillsborough with this distinctive commercial property located at 105 N. Churton Street. Offering approximately 1,000 square feet of commercial space, this property presents an opportunity to acquire a highly visible downtown asset surrounded by restaurants, shops, professional services, and the established activity of Hillsborough's historic commercial district. The property offers the character and location that are increasingly difficult to replicate in downtown markets. Its N. Churton Street setting places it along one of Hillsborough's primary commercial corridors with convenient access to the surrounding Orange County market and the greater Triangle region. The building's compact footprint may appeal to investors and owner users seeking a manageable downtown commercial asset. The property has an established history of commercial use and offers potential for continued income-producing use, owner occupancy, or future repositioning. Photos show the actual space and some renovation possibilities.

105 N Churton St, Hillsborough

$1,015,000

4 Beds ⋅ 5 Baths ⋅ 10198651 MLS

TO BE BUILT HOME! Design it to your liking, both structurally and visually! 4 BR/4.5 BA, 1.5 story home with a 3-Car (Plus) Garage option in Hillsborough, NC. This stunning Sebastian floor plan blends timeless design with modern comfort. A welcoming foyer is flanked by a private home office and a spacious secondary bedroom with a large walk-in closet and en suite bath. The heart of the home features an open-concept family room, kitchen and dining area designed for everyday living and entertaining. The family room showcases large open space with a cozy fireplace, while the kitchen offers a grand center island and expansive pantry. The dining area features a tray ceiling and opens seamlessly to the surrounding living spaces. Enjoy year-round outdoor living on the optional screened porch complete with an optional fireplace. The luxurious primary suite is located on the main level and can include a tray ceiling with beam accents to create a true escape along side the spa-inspired bath with a soaking tub, oversized shower and a huge walk-in closet. An additional first-floor bedroom with a connected bath provides privacy for guests. A powder room and spacious family ready room add everyday convenience. Upstairs, a large game room with an optional wet bar, and an additional bedroom with a full bath. Come tour this best selling floor plan today and don't miss out on this small, quiet, and conveniently located pocket neighborhood with spacious acre lots.

1912 Lawrence Rd, Hillsborough

$515,000

4 Beds ⋅ 3 Baths ⋅ 10198623 MLS

Welcome to Cornwallis Hills! This spacious 4-bedroom, 2.5-bath home offers a thoughtfully designed floor plan with generous living spaces, inviting architectural details, and plenty of room for everyday living and entertaining. *** Step inside the welcoming entry foyer featuring a beautiful arched opening that adds character and charm. The main level offers a formal dining room, a spacious family room with a cozy fireplace, and a well-appointed kitchen featuring updated quartz countertops, a breakfast bar, and a sunny breakfast area with a door out to the back deck. A generously sized laundry room provides additional convenience and functionality. *** Upstairs, you'll find four spacious bedrooms, including an expansive primary suite designed for comfort and relaxation. The primary en-suite bath features dual vanities, a dedicated makeup vanity area, a beautifully tiled walk-in shower, and a large walk-in closet. One of the additional bedrooms is generously sized and offers excellent flexibility as a bonus room, media room, or home office. Another bedroom features convenient private access to the hall bathroom. *** Step outside to enjoy the rear deck overlooking the backyard, offering a wonderful setting for outdoor entertaining, gardening, or simply relaxing. The oversized 2-car garage includes workshop space, perfect for hobbies, projects, or additional storage. A separate backyard shed provides even more storage options. *** Conveniently located in the established Cornwallis Hills neighborhood, this home offers easy access to historic Downtown Hillsborough, local restaurants, shopping, parks, and healthcare facilities. Chapel Hill, Durham, Duke University, UNC, and Research Triangle Park are all within convenient driving distance, making this an ideal location for enjoying everything the Triangle has to offer. *** With its spacious floor plan, flexible living areas, updated kitchen countertops, and wonderful indoor and outdoor spaces, this Cornwallis Hills home has so much to offer!

319 County Seat Dr, Hillsborough

$875,000

3 Beds ⋅ 4 Baths ⋅ 10198608 MLS

Walk to downtown Hillsborough from this charming, updated 1941 home full of flexible space, plus one feature you won't find anywhere else: an underground shelter complete with toilet, sink and mini split. The main level offers a renovated kitchen with painted cabinets, quartzite counters, stainless farmhouse sink, Honeywell dishwasher and glass-top range, along with an updated full bath. Upstairs, a permitted primary suite (final inspections passed) adds a bedroom, bath with 6-ft cast iron tub, small private balcony, LVP floors, mini split and generous eave storage. Just six steps down from the main floor, the conditioned lower level offers bonus space with a kitchenette, shower and toilet, and its own walkout entrance, heated and cooled by a permanently installed mini split. Recent updates include a 2026 metal roof, 2026 HVAC, new on-demand water heater, thermal-pane windows and a new stucco retaining wall. Large detached garage and wraparound driveway. Character, function and location in one. Measured by appraiser: 1,599 sq ft above grade plus 368 sq ft finished below grade. Storm shelter and additional unfinished basement area (approx. 371 sq ft) not included. Floor plan available.

303 W Hill Ave S, Hillsborough

$735,000

3 Beds ⋅ 2 Baths ⋅ 10198597 MLS

Fully renovated 1930s home on W King St, an easy walk to downtown Hillsborough, the Riverwalk and Eno River, Weaver Street Market, the farmers market and local restaurants. Nearly 10-ft ceilings and crown molding define the main level, where the kitchen features quartz counters, painted cabinetry with new hardware and KitchenAid stainless appliances, including a counter-depth French-door refrigerator and range with downdraft. Two bedrooms and a full bath are on the main floor, with a laundry closet off the kitchen ready for a stackable. Upstairs, a private suite with its own bath looks out over the treetops. Renovated under permit with a new floor system, electrical, plumbing, insulation, thermal-pane windows, LVP flooring and tile baths. Efficient five-head ductless mini-split system, electric tankless water heater and 2025 metal roof. Front porch overlooks King St.

530 W King St, 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 .

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Hillsborough Real Estate

Newest Listings in Hillsborough

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