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$360,000
2 Beds ⋅ 2 Baths ⋅ 10181904 MLS ⋅ ACTIVE Status
Built in 1922, this home strikes that rare balance between preserving its original character and embracing thoughtful updates. Nothing here feels rushed or trendy. This isn't a fix-and-flip, but a home that has been carefully improved while keeping the details that make older homes special. Located just outside the Hillsborough town limits, you'll enjoy the benefit of county taxes while remaining just minutes from everything the area has to offer. Inside, original and reclaimed hardwood floors, bead board walls and ceilings, and abundant natural light create a warm, inviting feel. The home offers two bedrooms, two full bathrooms, and a dedicated office, giving you flexibility whether you're working from home, hosting guests, or simply looking for a little extra space just for you. The kitchen is equipped with gas cooking and newer appliances, including the refrigerator, stove, stackable washer and dryer, and vent hood. A 2023 HVAC system with a dehumidifier, a low-maintenance metal roof, and high-speed internet bring modern convenience without sacrificing the home's historic appeal. Outside, the nearly one-acre property offers room to breathe. Mostly fenced and bordered by woods on the side and rear, the setting feels private and peaceful. Enjoy your morning coffee from the rocking chair front porch, spend evenings with the sounds of nature on the brick patio, or tend the raised garden beds already populated with blueberries, raspberries, and strawberries. A perennial garden, storage shed, and parking for three vehicles complete the property. Rare is a word that's often overused in real estate, but it fits here. A tastefully updated 100+ year old bungalow with so much original character, situated on nearly an acre of land, with county taxes, and a price that's increasingly difficult to find in today's market is a combination that doesn't come along often.

741 Latimer St, Hillsborough
$339,900
4 Beds ⋅ 2 Baths ⋅ 10135457 MLS ⋅ ACTIVE Status
**SELLER $10,000 CREDIT TOWARD PERMANENT RATE BUY DOWN OR $10,000 PRICE REDUCTION FOR CASH BUYERS!** Welcome to this beautifully updated home in the heart of Hillsborough, NC—perfectly situated just minutes from downtown, dining, shopping, and local parks. This charming property blends modern comfort with timeless appeal, offering an inviting open-concept living space filled with natural light and warm hardwood floors. The gourmet kitchen is a true showstopper, featuring granite countertops, stainless steel appliances, a massive center island, and abundant storage—ideal for cooking, entertaining, or gathering with friends and family. Enjoy two spacious bedrooms downstairs, one with ensuite bath. The bathrooms have been thoughtfully upgraded with stylish tile showers and contemporary finishes. Upstairs, you will find two lovely additional rooms that could be used as bedrooms or office space - these are not included in the square footage because of ceiling height, however, add an additional 429sf of usable living space. Step outside to enjoy a spacious yard with endless possibilities for gardening, play, or outdoor living. With its prime location and thoughtful updates throughout, this home delivers both convenience and character in one of Hillsborough's most sought-after areas. Come experience the perfect blend of style, space, and setting! Within minutes to UNC Hillsborough, a short drive to Duke and easy access to all surrounding highways.

313 Nc 86, Hillsborough
$250,000
2 Beds ⋅ 1 Baths ⋅ 10173549 MLS ⋅ ACTIVE Status
What other listing in the Triangle is minutes from a historic downtown, sits on a full acre, is priced under $250,000, and includes a large barn and a large storage building? Hobbyists, tinkerers, dreamers, welcome to 2112 US Hwy 70a. With two bedrooms and one full bathroom, this 821 sqft home offers enough living space and over 1,500 sqft of dreaming space to meet both wants and needs. That is a rare combo at this price point. With a four bedroom septic permit, the possibilities are endless. All new in 2017: roof, Hardie Board siding, fascia, and soffit. Welcome home! Visit www.2112us70a.com for more info including all listing documents. Highlights: 2 bedrooms, one full bath, one acre, large barn, large storage building, city water, 1.1 miles to Orange County SportsPlex, 2.8 miles to downtown Hillsborough.

2112 Us Hwy 70a, Hillsborough
$198,900
2 Beds ⋅ 1 Baths ⋅ 10171312 MLS ⋅ ACTIVE Status
Rare Offering: Home with Strategic Location in the Heart of Hillsborough, NCFrontage on McAdams Road | Zoned Residential Presenting a highly sought-after opportunity in Hillsborough's thriving growth corridor, Property Highlights:Premier Accessibility - The home sits on a parcel with frontage along McAdams Road, offering quiet residential charm while maintaining direct access to the town's busiest commercial corridorResidential Zoning with Upside Potential - parcel is currently zoned residential, but their location and visibility may present rezoning possibilities (subject to Town of Hillsborough planning and approvals) for higher use.Historic and Connected Location - Just minutes from Downtown Hillsborough's restaurants, galleries, and historic sites, as well as easy access to I-85, I-40 and Highway 70.

620 Mcadams Rd, Hillsborough
$269,900
3 Beds ⋅ 2 Baths ⋅ 10152835 MLS ⋅ ACTIVE Status
Charming ranch home in historic Hillsborough! This inviting property features a spacious yard perfect for relaxing, gardening, or entertaining. Ideally located with convenient access to Duke University, UNC-Chapel Hill, and Research Triangle Park, offering an easy commute while enjoying the charm and character of this historic community. A wonderful opportunity to enjoy small-town living with close proximity to the Triangle's top destinations.

110 Hill St, Hillsborough
$895,000
4 Beds ⋅ 3 Baths ⋅ 10072621 MLS ⋅ ACTIVE Status
Beautiful restored & maintained Historic District Hillsborough Home within easy walking distance to Schools, Shops, Restaurants, Weaver Street Market , Steve's Garden Market & the scenic Riverwalk. Main Level ''Open Concept'' design with high ceilings & panoramic Bay Windows overlook the Beautiful Historic House & Grounds of the Town Hall property. Some rooms with original heart pine floors, nice moldings & trim work throughout the house. Very pretty third acre landscaped lot . Second Floor with three nice sized bedrooms & full bath. Double French Doors open to large covered Balcony ideal for stargazing. Great Value Property in highly desirable Historic District priced well below tax value.

110 E Orange St, Hillsborough
$3,250,000
5 Beds ⋅ 6 Baths ⋅ 10157963 MLS ⋅ ACTIVE Status
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
$565,000
2 Beds ⋅ 1 Baths ⋅ 10162220 MLS ⋅ ACTIVE Status
Buyer decided to go in another direction!! It's your chance. READY TO BUILD YOUR DREAM HOME ON 3 ACRES IN THE WEST END OF HILLSBOROUGH? Or maybe have a cozy hobby farm (some restrictions apply - check with Hillsborough Planning). Property includes a charming existing home and offers ideal use as a private hobby farm or future custom build site. Relaxing, great views all around. Room for a pond in the back. Lots of usable out buildings. Located in a rapidly evolving area with nearby streets seeing lots of new, custom construction. Enjoy space, privacy, and convenience close to town. A unique chance to create your vision on acreage in a desirable location.

1108 W King St, Hillsborough
$325,000
3 Beds ⋅ 3 Baths ⋅ 10076489 MLS ⋅ ACTIVE Status
Remodeled 1931 bungalow just minutes to downtown Hillsborough! Historic charm meets modern style. This beautifully remodeled 1931 bungalow blends the character you love with the modern finishes you want—all just minutes from shops, restaurants, trails, and parks. Inside, you'll find new tile and engineered hardwood floors throughout, plus an updated kitchen featuring quartz countertops, stainless steel appliances, a cozy breakfast bar, pantry, and a convenient mudroom at the back entrance. The flexible layout includes 3 bedrooms and 3 full baths, with a spacious second-story teen suite/loft (listed as the 3rd bedroom) offering a walk-in closet and private full bath—perfect for guests, a home office, or a tucked-away primary retreat. Enjoy quick access to downtown Hillsborough dining and shopping, Occoneechee State Park, Gold Park, and scenic greenways. Historic charm, modern comfort, and an unbeatable location—this is one you don't want to miss.

301 W Hill Ave S, Hillsborough
$645,000
4 Beds ⋅ 2 Baths ⋅ 10113710 MLS ⋅ ACTIVE Status
Prime Location, Prime Opportunity! Versatile and exceptional potential with this strategically located property on 2.1 acres, just minutes from Downtown Hillsborough; also offering easy access to Interstates I-85 and I-40. Currently zoned Agricultural/Residential, and inside the Town of Hillsborough's ETJ; this parcel presents a potential opportunity for rezoning and redevelopment through the Town of Hillsborough. This property has significant potential through rezoning, including commercial uses. The property is in one of southern Hillsborough's most desirable growth corridors, with increased investment, demand, and municipal engagement. Public Water, Fiber Internet, and Natural Gas available - adjoining property has Pubic Sewer. The property currently has a single-family residence. Adjoining property +/-2.4 acres (1800 Orange Grove Road, MLS # 10113707) for sale. Additionally, 3.1 acre vacant land across from Mayo St. (1600 Orange Grove Road, MLS #10113712) for sale. Daily traffic count 9400.

1704 Orange Grove Rd, Hillsborough
$645,000
4 Beds ⋅ 2 Baths ⋅ 10113707 MLS ⋅ ACTIVE Status
Prime Location, Prime Opportunity! Versatile and exceptional potential with this strategically located property on +/-2.4 acres, just minutes from Downtown Hillsborough; also offering easy access to Interstates I-85 and I-40. Currently zoned Agricultural/Residential, and inside the Town of Hillsborough's ETJ; this parcel presents a potential opportunity for rezoning and redevelopment through the Town of Hillsborough. This property has significant potential through rezoning, including commercial uses. The property is in one of southern Hillsborough's most desirable growth corridors, with increased investment, demand, and municipal engagement. Public Water, Sewer, Natural Gas, and Fiber Internet are available. The property currently has a single-family residence. Adjoining property 2.1 acres (1704 Orange Grove Road, MLS #10113710) for sale. Additionally, 3.1 acre vacant land across from Mayo St. (1600 Orange Grove Road, MLS #10113712) for sale. Daily traffic count 9400.

1800 Orange Grove Rd, Hillsborough

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 .