Vintage homes for sale & real estate in Hillsborough, NC

Vintage Home for sale in Hillsborough, NC:

Super cute 1950s ranch with mid-mod flair in desirable Watts-Hillandale neighborhood. 3 bedrooms, 1 bath with space available for master bath addition. Single-level floor plan with original hardwood floors throughout except tiled bath & kitchen. Large windows with southern exposure in living room and master bedroom flood the home with natural sunlight. Oversized lot with mature trees, nicely landscaped front yard, and eye-catching new custom wood fence around the shaded backyard. 5 mins to Duke - 1.3 miles away, and 9 minutes to DPAC - 4.1 miles away. Walk, run, bike down the street to Indian Trail Park or Elerbee Creek Trail - or walk across the street to hit balls at Hillandale Golf

Vintage Home for sale in Hillsborough, NC:

Investor Opportunity in Prime Durham Location! Unlock the potential of 128 Nelson St, a 2-bed, 2-bath home tucked in the sought-after West College Heights community. This property is ideal for renovators, buy and-hold investors, or anyone looking to build serious equity in a rapidly growing area. Enjoy unmatched convenience with a 5-minute walk to NCCU and a 10- minute stroll to Downtown Durham, home to some of the Triangle's best dining, nightlife, and entertainment. With no HOA, flexible use possibilities, and a vacant home ready for viewing anytime, this is a rare opportunity to secure a value-add project in the heart of the Bull City. Don't miss your chance to transform this space int

Vintage Home for sale in Hillsborough, NC:

Discover exceptional comfort, flexibility, and income-producing potential in this expansive 5-bedroom, 4-bathroom Durham property. Offering 4,426 square feet of well-designed living space, this home is currently operating as a short-term rental, and furnishings will convey. A private upstairs apartment with its own separate entrance provides an excellent option for added privacy or independent living arrangements. Multiple living areas, fireplaces, heated flooring, vaulted ceilings, skylights, and inviting gathering spaces contribute to the home's appealing layout. The kitchen offers abundant storage and generous counter space, while several flexible rooms accommodate work, hobbies, or well

Vintage Home for sale in Hillsborough, NC:

Rare Triplex in Durham's Lakewood Neighborhood! Step into an opportunity to own a piece of Durham history in the heart of the sought-after Lakewood neighborhood. Built in 1925, this beautifully restored triplex blends timeless architectural character with thoughtful modern upgrades. Both 1-bedroom, 1-bathroom main level units feature fully renovated kitchens and bathrooms, updated plumbing, new HVAC and duct work, new electrical systems, and fireproofing. All this while preserving original details that give the home its warm, historic feel. Each unit offers bright, functional living spaces ideal for owners and tenants alike. Upstairs you have a third unit that has not been renovated. Thi

Vintage Home for sale in Hillsborough, NC:

Let's set the stage: the visual from the curb of 1700 Rosedale is a that of a timeless painted brick ranch, nestled on a private lot that is easily walkable to Forest Hills Park, Cocoa Cinnamon, NuvoTaco, Rockwood Park. .. .you get the idea. When you walk in the front door, you expect to see the usual 3 bedrooms, 2 baths to the left, and you are correct. And yes, there is a roomy dining room, kitchen with granite counters and a large living room to the right. But you see stairs, so you take them down. And that's when you get hit with the ol' razzle dazzle: a fully and beautifully finished lower level that has a rec room that can fit everyone that wants to watch the football game on Thanks

Vintage Home for sale in Hillsborough, NC:

THE SHEPARD HOUSE: A HISTORIC MASTERPIECE. Step into a piece of Durham history in the Fayetteville St District. This breathtaking 6-bedroom estate offers a level of scale and character impossible to find in new construction at this price point. Defined by its show-stopping grand double staircase, soaring ceilings, and gleaming original hardwood floors, this home is a sanctuary for those who value space and craftsmanship. MODERN UPDATES & RELIABILITY. Unlike many historic properties, the heavy lifting is done. Enjoy a modernized kitchen with granite counters and stainless steel appliances, a cozy den with a serviced gas fireplace, and peace of mind with over $28k in recent capital impr