New in Andersonville: A Vintage Two-Flat, Rebuilt as a 6-Bedroom Single-Family Home

Some homes you walk into and you can feel the history. 1633 W Winona St in Andersonville is one of those, except the history comes with all new mechanicals and a full rebuild behind it.

This was a vintage two-flat that has been converted into a single-family home: 6 bedrooms, 3 full baths, 1 half bath, and about 3,000 square feet. The full rehab was done in 2023. New wiring, new plumbing, new gas lines, all new mechanicals and appliances. The roof is just over two years old and still has about 8 years of warranty left on it.

Upstairs, the primary bedroom has its own sitting area, a walk-in closet, and a bath with heated floors, separate vanities, and a large shower. Another front bedroom has a sitting area and its own private balcony. There is laundry on the second floor where the bedrooms are, which is how it should be. The kitchen is eat-in with an oversized quartz island, and the restored vintage woodwork throughout the house gives it character you cannot fake.

The lower level is where this one gets fun. In 2026 the owners added a full second kitchen down there, along with new countertops, a convection oven and stovetop, a dishwasher, and a new washer and dryer. It works as a guest suite, an in-law space, a media room setup, or room for a big family to spread out. Hunter Douglas cordless top-down, bottom-up shades are on the windows throughout the house.

Outside, the landscaped yard has a black porcelain tile patio, and the detached 2-car garage has a rooftop deck on top of it. The location does the rest: Andersonville, steps from Clark Street, with its shops, restaurants, and the kind of neighborhood feel people move here for.

Homes like this were even featured in Crain's "Before It Hits the Market" series back in September, and this one is now live at $1,500,000.

If you want a private showing, or you are thinking about selling in Andersonville and want to know what your home could bring, reach out through the contact form here on jeffbushaw.com.

Jeff Bushaw, Broker with Fulton Grace Realty