Historic Downtown Annapolis Building Sold to Local Investor After Decades in Same Family
October 27th, 2025 3:57 PM
By: Newsworthy Staff
A historic retail building in Downtown Annapolis has been sold to a local investor, marking the first arms-length transaction for the property since the late 1960s and ensuring continued local ownership of this commercial space.

Friend Commercial Real Estate has facilitated the sale of a two-story retail building located in the heart of Historic Downtown Annapolis, just steps from City Dock. Lynn Dulin, CCIM of Friend Commercial Real Estate represented the Seller in the transaction, which involved a local investor as the Buyer and quietly closed this past fall. The building totals approximately 1,956 square feet and had been in the same family for decades, with this transaction representing the first arms-length sale of the property since the late 1960s.
The property is currently leased to a local clothing boutique and maintains its position within Annapolis's commercial landscape. Dulin commented on the significance of the transaction, stating, "This sale represented the end of a long chapter for a family with deep ties to the Annapolis community." The transition to new local ownership ensures the property will continue to contribute to the area's vibrant mix of retail, dining, and cultural experiences that characterize the historic district.
The sale highlights the ongoing interest in Annapolis commercial real estate among local investors and the importance of maintaining the character of historic downtown areas through thoughtful ownership transitions. Properties like this building represent not just commercial investments but also pieces of community history, making their preservation and appropriate reuse matters of broader public interest. The transaction demonstrates how historic commercial properties can successfully transition between generations of local ownership while maintaining their economic viability and community role.
For more information about the company involved in this transaction, visit https://www.friendre.com. The successful completion of this sale during the fall period indicates continued activity in the Annapolis commercial real estate market despite broader economic uncertainties. Such transactions help maintain the economic vitality of historic downtown districts while preserving the architectural and community heritage that makes these areas distinctive.
Source Statement
This news article relied primarily on a press release disributed by citybiz. You can read the source press release here,
