Chesapeake Affiliate Buys Dock Street Property for $2.2M
The 132 Dock Street building that housed Armadillos Bar & Grill for over 30 years has changed hands and now operates as Mavericks.
Updated on Nov. 9, 2026 in Openings & Closings
An entity affiliated with Chesapeake Properties purchased the 132 Dock Street building in downtown Annapolis for $2.215 million. The former home of Armadillos Bar & Grill has reopened as Mavericks, a country- and rock-themed bar and entertainment venue.
Why it matters
The sale attracted multiple offers and closed in less than 90 days, reflecting demand for downtown property. Keeping the building under local ownership was an important consideration in the purchase.
The building sold for $2.215 million and spans roughly 2,500 square feet overlooking Ego Alley. The sale was completed in less than 90 days after drawing multiple offers, and no comparable sale prices were provided.
The players
Chesapeake Properties
Chesapeake Properties is a real estate firm whose affiliate acquired the Dock Street building.
John Gallagher
John Gallagher is a commercial real estate broker with Hyatt Commercial who represented the seller in the transaction.
The details
The property at 132 Dock Street, which housed Armadillos Bar & Grill for more than 30 years, was bought by an entity affiliated with Chesapeake Properties. Armadillos recently underwent renovations and reopened as Mavericks, a country- and rock-themed venue.
Timeline
More than 30 years ago: Armadillos Bar & Grill began operating at 132 Dock Street.
Less than 90 days before closing: The sale attracted multiple offers and was completed.
Market Landscape
The Dock Street sale is one of several recent downtown Annapolis property transactions near the City Dock redevelopment area. It shows continued investor interest in established waterfront venues that overlook Ego Alley.
Diners and nightlife visitors in downtown Annapolis will find Armadillos' former space now operating as Mavericks with a country and rock format. The change keeps a familiar waterfront venue open rather than leaving the storefront vacant.
The takeaway
Downtown Annapolis venues with waterfront views continue to attract buyers and new operators. Readers interested in local openings can track changes through the city's business coverage.
Further reading
For more local business changes, see the Openings & Closings section covering Annapolis.
Source note: This article includes information reported by Eye On Annapolis.
