The iconic Ropewalk Tavern at 1209 S Charles Street presents a rare opportunity to acquire a fully operational, historic hospitality asset in one of Baltimore’s most dynamic neighborhoods. Spanning approximately 11,319 square feet across three stories, this pre-Prohibition-era tavern has been a Federal Hill landmark for over 30 years. The property boasts a 425-person seating capacity, six custom mahogany bars, multiple dining areas, private event spaces, outdoor seating, and a fully equipped commercial kitchen. Recent 2020 capital upgrades, including a new roof and a full sprinkler system, ensure modern functionality while preserving its vintage charm. The acquisition of 1209 S Charles Street includes real estate, a coveted LBD7 liquor license, and all furniture, fixtures, and equipment (FF&E). With its size, visibility, and infrastructure, Ropewalk Tavern is equally suited for continued hospitality use or repositioning into a mixed-use residential/commercial redevelopment in a neighborhood primed for long-term growth. Positioned on one of Federal Hill’s most traveled blocks, Ropewalk Tavern enjoys exceptional exposure to high pedestrian and vehicle traffic, especially during weekends and events. Ropewalk Tavern’s distinctive redbrick façade, spacious layout, and recent interior renovations make it a standout among Baltimore’s restaurant and entertainment venues. Surrounded by thriving retail and residential developments, the area supports strong tenant performance and above-market rental rates. Located just steps from Cross Street Market, Oriole Park at Camden Yards, M&T Bank Stadium, and Horseshoe Casino, 1209 S Charles Street is at the heart of Federal Hill’s retail, entertainment, and residential core. The site enjoys a Walk Score of 99, immediate access to the Cherry Route Light Rail, and is within a block of the West Street Garage, enhancing accessibility for both locals and visitors. The area draws from a consumer base of over 470,000 residents within a 5-mile radius, generating nearly $5 billion in annual consumer spending, including over $660 million on food and alcoholic beverages away from home. The Baltimore Southeast retail submarket remains strong, with a 3.1% vacancy rate and year-over-year rent growth, reflecting stable tenant demand and limited inventory. Additionally, the transformative Port Covington (Baltimore Peninsula) redevelopment nearby is driving major public and private investment, fueling further appreciation and commercial synergy. 1209 S Charles Street offers a compelling opportunity to own a piece of Baltimore’s cultural and commercial fabric. Whether operated as a flagship food and beverage venue or reimagined as a high-density urban redevelopment, the property combines scale, history, and unmatched location in one of the city’s most sought-after neighborhoods.