Tyler and Jackie Henson are the dynamic duo behind the Henson Team. Between their passion for real estate and their talent for helping clients find their dream homes, the pair have taken Music City by storm. After getting married in 2016, the couple decided to buy their first home together - the decision they credit to leading them to their real estate venture. From there, the Henson Team has grown and built a strong clientele throughout Nashville and the surrounding areas.
The Henson Team is excited to announce their latest listing, Printer’s Alley Penthouse. Located in the heart of historic Printer’s Alley, this condo – which was previously owned by Nashville radio host and television personality, Bobby Bones – is truly the star of the show. Listed at $6.5 million, this 3,183-square-foot fully furnished condo is located at the top of Phoenix Lofts. In addition to its prime location, this space consists of a 600-square-foot private rooftop terrace with a built-in grill, fire pit, soft seating, as well as breathtaking views of the iconic Batman building. Featuring 4 bedrooms and 4.5 bathrooms, this home embodies the traditional Nashville history – including beautifully exposed brick walls from the original architecture.
This space is intended to be used as a place to gather; from the floor-to-ceiling windows to artistic and city-inspired décor and furniture, this condo embodies the traditional aspects of southern charm with modern elegance. With Nashville growing rapidly and becoming more popular by the day, many folks are turning to Nashville when it comes to purchasing vacation rentals and second homes. The team shares that the ideal buyer for this home may not live there year-round; whether it be their full-time residence, rental, or second home, it is important that the buyer wants to showcase the property as the entertaining hotspot it is.
“This is a place to entertain… you have the rooftop deck and tons of space - it is just the perfect place to host people. It’s the perfect blend of historic charm with industrial, modern touches.” Jackie shares.
“I see it being a very special place for private and exclusive events,” Tyler adds. “Even though it is not an event space, it would be incredible for a buyer that likes to host events.”
The building, which consists of eight condos and two commercial spaces, was built in 1890 and originated as a warehouse. Over the years, it has been transformed into the upscale, urban residential lofts they are today. Maintaining the ideals of old Nashville, this condo embodies the historic character of the city while also bringing the modern luxury aspects to life.
“It represents such a downtown lifestyle,” Tyler says of the condo. “The location being right here in Printer’s Alley speaks to not only the history of Nashville, but where Nashville is now.”
Printer’s Alley is incredibly rich in history and fundamental in blossoming Nashville into the city it is today. First established in the 1830’s, the alley was home to thirteen newspaper publishers and printers, one of which being The Tennessean. Its history remains with iconic bars and restaurants, both new and old. Skull’s Rainbow Room opened in 1948 and remains in its original location, right on the alley directly across from the penthouse. While this listing has insulated windows to avoid excess city noise, you can sometimes hear the live jazz music from Skull’s from the outdoor terrace.
“[This listing] is such an opportunity for us to show the true Nashville character… when people think about Nashville, they tend to think about Broadway, but what people love about Nashville is the character that comes from places like Printer’s Alley,” Tyler shares. “It really gives you this feel of old Nashville, and I think that’s the beauty of this city, in general,” Jackie adds. “It is historic, and it is contemporary, and Printer’s Alley Penthouse is just the same.”
Printer’s Alley has become the locals’ getaway from Broadway. With vibrant city history and excellent live music, the strip of lights, bars and restaurants highlight what Nashville is all about. While the shiny newness of Broadway is exciting, Printer’s Alley is a true representation of Nashville’s unique history and charming character.
“I think as time goes on, I’m seeing more of a trend in people seeking a lifestyle for themselves,” Tyler shares, speaking on market trends he sees in the works for 2025. “Whether that’s in downtown Nashville where there’s musical history and urban life or somewhere like Brentwood where there’s a space for their family with great school systems… it’s a lifestyle choice opposed to anything else.”
For more information on this listing or Henson Team, follow Tyler and Jackie on socials @tylerhenson and @thejackiehenson or visit printersalleypenthouse.com.
The location being right here in Printer’s Alley speaks to not only the history of Nashville, but where Nashville is now.
It is historic, and it is contemporary, and Printer’s Alley Penthouse is just the same. It’s the perfect blend of historic charm with industrial, modern touches.