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$450,000

This one sits tucked right into a rare and coveted location in the center of Hillsborough's Historic District — close to downtown, the shops, the library, the parks and trails that make this town so beloved; everything you need is just minutes away. The current owners bought the home in 2021 and began working on an impressive suite of upgrades. Hardwood floors and tile replaced vinyl flooring; a walk-in pantry replaced the old washing machine nook in the kitchen; a stackable W/D unit was installed in one of the three bedrooms, repurposing it as an office and laundry space. The real showstopper? A brand-new 190 SF screened-in porch, built with exposed rafters and a gorgeous tongue-and-groove ceiling. Fully wired, this outdoor room expands the living space for most of the year and brings a taste of the mountains into the heart of town. The sellers also invested in the often-overlooked places that really matter, including a catch basin and swale to divert water from the foundation, and a new full vapor barrier and dehumidifier in the crawlspace. Outside, a lovely yard filled with established perennials and a garden shed for all your tools and toys — plenty of room to putter, plant, and enjoy. This home has been meticulously cared for and thoughtfully improved, and the .28-acre lot offers room to dream. Move in and enjoy it as-is, or use the extra land to expand for years to come. Homes like this — in this location, at this price — are in short supply and simply don't come along often.

2 Beds ⋅ 1 Baths ⋅ 10190845 MLS

This one sits tucked right into a rare and coveted location in the center of Hillsborough's Historic District — close to downtown, the shops, the library, the parks and trails that make this town so beloved; everything you need is just minutes away. The current owners bought the home in 2021 and began working on an impressive suite of upgrades. Hardwood floors and tile replaced vinyl flooring; a walk-in pantry replaced the old washing machine nook in the kitchen; a stackable W/D unit was installed in one of the three bedrooms, repurposing it as an office and laundry space. The real showstopper? A brand-new 190 SF screened-in porch, built with exposed rafters and a gorgeous tongue-and-groove ceiling. Fully wired, this outdoor room expands the living space for most of the year and brings a taste of the mountains into the heart of town. The sellers also invested in the often-overlooked places that really matter, including a catch basin and swale to divert water from the foundation, and a new full vapor barrier and dehumidifier in the crawlspace. Outside, a lovely yard filled with established perennials and a garden shed for all your tools and toys — plenty of room to putter, plant, and enjoy. This home has been meticulously cared for and thoughtfully improved, and the .28-acre lot offers room to dream. Move in and enjoy it as-is, or use the extra land to expand for years to come. Homes like this — in this location, at this price — are in short supply and simply don't come along often.

107 N Hillsborough Ave, Hillsborough

$895,000

A showstopper in Historic Hillsborough, this beautifully preserved 1923 home sits picture-perfect behind a white picket fence. A gracious front porch welcomes joyful gatherings with family and friends, quiet afternoons with a good book, or conversation on the charming porch swing. Throughout the property, flowering pollinator gardens provide both beauty and a welcoming sanctuary for bees and butterflies. A magnificent screened back porch with flagstone floors and a custom-built wood-burning fireplace creates an inviting setting for year-round entertaining, from chilly winter nights to cool spring evenings. Inside, the chef's kitchen thoughtfully blends modern convenience with historic character, featuring a Dacor gas range, white farmhouse sink, classic subway tile, stylish lighting, and beadboard ceilings. Beautiful built-ins, generous attached and detached storage, a thoughtfully designed mudroom, three full baths, and picturesque views from nearly every window add to the home's charm and livability. Rich in character, craftsmanship, and thoughtful updates, this special historic home is sure to capture your heart from the moment you step inside.

3 Beds ⋅ 3 Baths ⋅ 10190090 MLS

A showstopper in Historic Hillsborough, this beautifully preserved 1923 home sits picture-perfect behind a white picket fence. A gracious front porch welcomes joyful gatherings with family and friends, quiet afternoons with a good book, or conversation on the charming porch swing. Throughout the property, flowering pollinator gardens provide both beauty and a welcoming sanctuary for bees and butterflies. A magnificent screened back porch with flagstone floors and a custom-built wood-burning fireplace creates an inviting setting for year-round entertaining, from chilly winter nights to cool spring evenings. Inside, the chef's kitchen thoughtfully blends modern convenience with historic character, featuring a Dacor gas range, white farmhouse sink, classic subway tile, stylish lighting, and beadboard ceilings. Beautiful built-ins, generous attached and detached storage, a thoughtfully designed mudroom, three full baths, and picturesque views from nearly every window add to the home's charm and livability. Rich in character, craftsmanship, and thoughtful updates, this special historic home is sure to capture your heart from the moment you step inside.

318 W Queen St, Hillsborough

$750,000

If you love modern architecture and have been looking for a convenient home in downtown Hillsborough, This Is It. 101 Jones, a custom-designed single-floor home built in 2024 is better than new. Premium features selected throughout. 2110 square feet packs a punch with perfectly expansive, well-proportioned spaces that know just how to flow. 4 bedrooms plus a study/flex room, 4 ensuite baths, a wood burning fireplace and the largest porch we've seen on a house this size: over 500 square feet of side porch adds 25% more room to your living pleasure. Sit up above, on your private perch, watching the world stroll by. Enjoy your own private porch concert every Thursday while live music plays on the Village Diner patio just down the block. Or get out and go have your own adventure: accessible to Riverwalk and the mountains to sea trail, the West Hillsborough business district, Eno River Brewing and more. This is not like anything you've seen before. Come see for yourself!

4 Beds ⋅ 4 Baths ⋅ 10188923 MLS

If you love modern architecture and have been looking for a convenient home in downtown Hillsborough, This Is It. 101 Jones, a custom-designed single-floor home built in 2024 is better than new. Premium features selected throughout. 2110 square feet packs a punch with perfectly expansive, well-proportioned spaces that know just how to flow. 4 bedrooms plus a study/flex room, 4 ensuite baths, a wood burning fireplace and the largest porch we've seen on a house this size: over 500 square feet of side porch adds 25% more room to your living pleasure. Sit up above, on your private perch, watching the world stroll by. Enjoy your own private porch concert every Thursday while live music plays on the Village Diner patio just down the block. Or get out and go have your own adventure: accessible to Riverwalk and the mountains to sea trail, the West Hillsborough business district, Eno River Brewing and more. This is not like anything you've seen before. Come see for yourself!

101 Jones Ave, Hillsborough

$975,000

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.

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

$385,000

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.

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

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.

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

$2,750,000

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.

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