Hillsborough Homes with Historic Area(s) Community Features

Welcome to Hillsborough, North Carolina—a charming town steeped in history and nestled in the heart of Orange County. With its picturesque landscapes and rich cultural heritage, Hillsborough offers a unique blend of small-town charm and modern conveniences, making it a perfect place to call home.

As you stroll through the historic district, you’ll be captivated by the beautifully preserved architecture that dates back to the 18th and 19th centuries. From grand antebellum homes to quaint cottages, the historic area is a testament to the town's vibrant past. Each home tells a story, inviting you to explore the roots of this enchanting community.

Hillsborough is not just about its stunning homes; it’s also about the lifestyle. The town boasts a warm, welcoming atmosphere with friendly neighbors and a strong sense of community. Enjoy leisurely walks along the scenic Eno River, or immerse yourself in local arts and culture at the many galleries and theaters that dot the area. The vibrant farmers' market is a must-visit, showcasing fresh produce and artisanal goods from local vendors.

For those who appreciate the outdoors, the surrounding parks and trails provide ample opportunities for hiking, biking, and enjoying nature. Families will appreciate the top-rated schools and community events that foster a strong sense of belonging.

In Hillsborough, you’ll find more than just a home; you’ll discover a lifestyle rich in history and community spirit. Come explore this hidden gem and see why so many are choosing to make Hillsborough their forever home!

Newest Hillsborough Homes with Historic Area(s) Community Features

$975,000

4 Beds ⋅ 4 Baths ⋅ 10169983 MLS ⋅ Remaley Construction BLDG.

CUSTOM BUILT HOME!!! Classic farmhouse charm meets modern luxury in this stunning custom-built home by Remaley Construction, just a short walk to downtown Hillsborough & the Hillsborough West End. Designed with exceptional craftsmanship and a timeless yet modern floor plan, this 4BR home with loft offers warm architectural character paired with today's most desired features. The gourmet kitchen includes both gas and electric convection ovens, sought-after brick-look tile backsplash, and quality finishes throughout. Main-level primary suite features a spa-like bath with soaking tub, oversized dual vanity, glassless walk-in shower, and huge linen closet. Enjoy year-round living in the beautiful 4-seasons room with fireplace. Upstairs offers 3 bedrooms, loft space, and massive unfinished walk-in attic storage with future expansion potential. Extra-wide driveway and oversized parking area complement the huge 3-car garage with hot & cold running water IN the garage! Tankless gas water heater with a recirculating pump so hot water is quickly accessed thruout the house. A rare blend of old-world style and modern convenience.

420 W Corbin St, Hillsborough

$400,000

1 Beds ⋅ 2 Baths ⋅ 10167437 MLS

Beautifully maintained and practically new, this sophisticated first-floor end-unit condominium at 515 Churton offers contemporary luxury in the heart of historic downtown Hillsborough. Filled with natural light from oversized windows, the open floor plan features high ceilings, hardwood floors, and a spacious living, dining, and kitchen area. The chef's kitchen includes quartz countertops, Bosch appliances, including an induction stove, contemporary lighting, and a large island. The spacious primary suite offers a custom walk-in closet and beautifully finished ensuite bath with walk-in shower. A versatile flex room with a nearby full bath offers ideal space for guests, office, library or media room. Enjoy a large private terrace, secure individual storage, assigned parking, in-unit laundry, and access to curated common spaces including gathering lounges, fireplaces, kitchen/meeting areas, outdoor pavilion, landscaped patios, and secure building entry. Just blocks from Hillsborough's restaurants, galleries, boutiques, parks, and trails, with convenient access to the Triangle and Triad. Exceptional modern living in one of North Carolina's most charming historic towns.

515 N Churton St Unit Unit 101, Hillsborough

$895,000

4 Beds ⋅ 3 Baths ⋅ 10072621 MLS

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

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

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