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318 N Churton St, Hillsborough
$2,750,000
5 Beds ⋅ 6 Baths ⋅ 10157963 MLS
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

1400 Happy Valley Farm Dr, Hillsborough
$2,632,000
10121657 MLS
Incredible opportunity to purchase this beautiful pristine wooded 130 acre tract along Buckwater Creek between Hillsborough and Durham. Possibilities include creating a large lot subdivision or equestrian community, building your dream estate, family compound, or a private preserve. Super low tax rate in place as an agricultural/forestry status - can be continued by new owner. Trees have been thinned in the past and can be harvested soon to offset your investment. 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. Current zoning is Orange County AR with L-ENO-PW overlay. Exempt plat entitlement could yield 12 or 13 lots. Access via public or private roads. Just 8 miles to Hillsborough and 10 miles to Duke & Durham.

1400 Happy Valley Farm Dr, Hillsborough

1167 Magpie Ln, Hillsborough
$876,000
4 Beds ⋅ 3 Baths ⋅ 10161142 MLS
100-Year-Old Builder, Robuck Homes, brings new construction near downtown Hillsborough! The main level features 10' ceilings and a generously sized open-concept living, kitchen dining. As your guests enter the front door, they are welcomed into a spacious, drawn-out foyer. Off the foyer there is flexible space for a home office or hobby room. Conveniently on the other side of the foyer is your guest suite- separated enough from the living to offer a feeling of privacy and relaxation. The kitchen includes a large island, walk-in pantry, and plenty of room to gather, while the living area is anchored by a cozy gas fireplace. Step outside to enjoy both a covered and uncovered deck with its own fireplace, giving you great options for relaxing or entertaining in the beautiful North Carolina weather year-round. Upstairs, you'll find 9' ceilings, a spacious loft, and two well-sized secondary bedrooms. The primary suite offers a true retreat with its own sitting area, a spa-like bathroom, and a large walk-in closet. The laundry room is thoughtfully connected to both the main hallway and the primary closet, making everyday living just a little easier. There's also a finished storage room, providing valuable extra space without sacrificing a thing!

1167 Magpie Ln, Hillsborough

104 Pointe Pl, Hillsborough
$417,500
4 Beds ⋅ 3 Baths ⋅ 10152805 MLS
Spacious 4-bedroom home in the sought-after Cornwallis Hills neighborhood of Hillsborough, featuring a versatile fourth bedroom that can easily serve as a bonus room or office. Inside, you'll find smooth ceilings, laminate flooring throughout the main level, and a cozy living room fireplace that anchors the gathering space. The large kitchen includes updated quartz countertops, stainless steel appliances, new gas range, reverse osmosis filtration tap, and abundant storage. The dining area opens to a deck overlooking a peaceful, level 0.36-acre lot with a detached storage shed. Enjoy relaxing on the rocking chair front porch, and appreciate modern conveniences including Google Fiber and a garage wired for an EV outlet. All appliances convey; Move-in ready. Cornwallis Hills subdivision is known for its mature landscaping, community park, travel convenience, and low, low HOA dues. Just blocks from UNC Hillsborough Hospital and Durham Tech Orange County campus; less than 2 miles to historic downtown Hillsborough, art galleries, state parks/trails, and proprietary shops & restaurants. Quick access to I-40/85, Hwy 86 and Old 86 to Chapel Hill/Carrboro; Easy access to Hwy 70, offering a quick commute to Duke University/Hospitals. Approximately 25 minutes to RTP and RDU Airport.

104 Pointe Pl, Hillsborough

700 W King St, Hillsborough
$250,000
10156352 MLS
Prime Land Opportunity at 700 W King St, Hillsborough, NC Welcome to an exceptional opportunity to own a piece of prime real estate in the heart of Hillsborough. This property provides a unique canvas for your vision, offering endless potential for your future plans. Take full advantage of this outstanding location, nestled amidst all that Hillsborough offers. Whether you're planning a modern custom build or traditional bungalow, this property is a rare find and offers incredible potential. Sloped nicely to the east, allowing for a walk-out basement if desired. Surround yourself with the charm and character of this vibrant community while enjoying the versatility and convenience of this land. Shared driveway and existing storage shed. Don't miss out on this opportunity to create something special at 700 W King St. Start planning for your next chapter!

700 W King St, Hillsborough

1131 Magpie Ln, Hillsborough
$899,000
5 Beds ⋅ 4 Baths ⋅ 10156767 MLS ⋅ 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

3202 St Marys Rd, Hillsborough
$1,400,000
10133015 MLS
Exceptional 32-Acre in Hillsborough, NC (Durham County) Rare opportunity to own a beautiful tract of land offering the perfect blend of privacy, convenience, and future potential. Featuring excellent soils with multiple perk sites, this property is well-suited for a private estate, family compound, equestrian property, or future development. Bring your RV, Boat, Horses and the family... Mature hardwoods provide a picturesque setting, while road frontage offer flexibility for subdivision or multiple homesites. Enjoy the peace of country living just minutes from shopping, dining, and everyday conveniences. Recent soil tests are complete, and current zoning allows for multiple homesites (approximately 3 acres each). Framed by towering trees reminiscent of the vibrant colors of Western NC in the fall, the property features gently rolling terrain and an abundance of wildlife. Peaceful, private, and traffic-free, it's an ideal retreat from the hustle of everyday life. With no HOA restrictions, you have the freedom to bring your vision to life—whether creating a gated community of estate homes or a sprawling private estate surrounded by nature. Offering approximately 550 feet of road frontage, this property presents a rare opportunity to shape a one-of-a-kind destination in an exceptional setting.

3202 St Marys Rd, Hillsborough

3516 Nc-57 Unit Lot 4, Hillsborough
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 10134426 MLS
Sales Event 2/14!! 10-4pm RSVP to secure your spot! Welcome to Forrest Creek Estates, an exclusive 10-lot luxury enclave just minutes from historic downtown Hillsborough. Lot 4 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 4, Hillsborough

721 James J Freeland Memorial Dr, Hillsborough
$463,599
5 Beds ⋅ 3 Baths ⋅ 10141868 MLS
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

3516 Nc-57, Hillsborough
$315,000
10141244 MLS
Sales Event 2/14 - 10-4pm! Come Visit with special one day only pricing! Welcome to Forrest Creek Estates, an exclusive 10-lot luxury enclave just minutes from historic downtown Hillsborough. Lot 10 offers 2.68 acres of privacy in a serene, tree-lined setting surrounded by 15+ acres of preserved open space with scenic walking trails and a creek. All lots are for sale and all are roughly 2.7 acres. Homes in Forrest Creek Estates 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 nature & convenient to Chapel Hill, Durham, Raleigh, and the Triangle's top universities and hospitals.

3516 Nc-57, Hillsborough

741 James J Freeland Memorial Dr, Hillsborough
$479,090
4 Beds ⋅ 4 Baths ⋅ 10153293 MLS
At 741 James J Freeland Memorial Drive in Collins Ridge, this home offers flexibility for the way your household lives. Located in Hillsborough, the home features 4 bedrooms, 3.5 bathrooms, approximately 2,628 square feet, and a rear-load 2-car garage. The heart of the home features an open layout where the kitchen, dining area, and family room flow together seamlessly. Quartz countertops, stainless steel appliances, a tile backsplash, and a breakfast area make the kitchen both functional and modern. Just off the breakfast area, a covered patio offers a relaxing place to unwind. At the front of the home, a dining room with a coffered ceiling adds a polished touch, while a first-floor bedroom with an en-suite bath, dual vanities, a walk-in shower, walk-in closet, and private water closet provides comfort and privacy. Upstairs, the primary suite features an elegant tray ceiling, dual walk-in closets, and an en-suite bath with a dual vanity, soaker tub, walk-in shower, and private water closet. 2 additional bedrooms, a full bathroom, and the laundry room complete this 2nd floor. This stunning home also offers the option to use the 1st-floor bedroom with en-suite bath as a primary suite, keeping it tucked away from the other bedrooms. With its versatile floor plan, 741 James J Freeland Memorial Drive gives you room to live the way you want.*Photos are not of the actual home or interior features and are representative of floor plan only.

741 James J Freeland Memorial Dr, Hillsborough

733 James J Freeland Memorial Dr, Hillsborough
$454,990
4 Beds ⋅ 3 Baths ⋅ 10150411 MLS
Come tour 733 James J Freeland Memorial Drive in Collins Ridge in Hillsborough. This Alec floor plan features 4 bedrooms, 3 bathrooms, approximately 2,518 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 guest bedroom with easy access to a full bathroom. The open-concept main living area makes it easy to gather, with the kitchen, dining space, and living room flowing together naturally. Quartz countertops, stainless steel appliances, ceramic tile backsplash, and an island make the kitchen both functional and inviting. Off the living room is a covered patio, perfect for relaxing after a long day. Upstairs is a carpeted loft, two additional bedrooms, a full secondary bedroom, and the primary suite, all positioned for easy access to the laundry room. The primary suite features a tray ceiling and a spacious walk-in closet. In the primary bathroom is a dual vanity with quartz countertops, a private water closet, and a walk-in shower.

733 James J Freeland Memorial Dr, Hillsborough

605 Red Fox Trl, Hillsborough
$750,000
4 Beds ⋅ 4 Baths ⋅ 10162426 MLS
Welcome to a home that truly delivers on space, comfort, and thoughtful updates. This impressive 4-bedroom, 3.5-bath residence offers 4,806 square feet of living space on a generous 0.46-acre lot, providing the perfect balance of indoor functionality and outdoor enjoyment. Step inside to find beautifully refreshed hardwood floors throughout most of the home, updated within the past six months, adding warmth and modern appeal. The main living area downstairs has been recently painted, creating a clean, inviting atmosphere ready for your personal touch. The kitchen has been fully updated with all new appliances, making it both stylish and functional for everyday living and entertaining. At the rear of the home, a bright sunroom offers a relaxing space to unwind while overlooking the fenced-in backyard--ideal for pets, play, or hosting gatherings with added privacy. Major systems have been thoughtfully maintained, including an HVAC system replaced just three years ago, and the roof replaced around six years ago, giving peace of mind for years to come. With its expansive layout, recent upgrades, and desirable outdoor space, this home is a rare opportunity to own a property that combines size, updates, and comfort in one complete package.

605 Red Fox Trl, 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 .