Annapolis Rental Properties

Originally built in 1870, purchased in July 2023. Renovated into 6 modern historic office suites.

Pier 7 Marina is a full-service, catamaran-friendly marina located just minutes from downtown Annapolis. Offering a unique blend of coastal living and direct access to the Chesapeake Bay boating community. Under the stewardship of Gibson’s LLC, the property serves as both a residential destination and an active marina environment, supporting a lifestyle centered around the water. The property features a mix of residential apartments and marina infrastructure, thoughtfully integrated within a working waterfront setting. With immediate access to docking, open water views, and surrounding marina activity, Pier 7 provides a distinctive living experience that reflects the maritime character of Annapolis. Managed by Flagship Property Management, Pier 7 Marina continues to be maintained and operated with a focus on functionality, waterfront accessibility, and long-term property enhancement. The community benefits from its proximity to downtown Annapolis while maintaining a quieter, water-oriented atmosphere. Pier 7 Marina stands as a unique residential and maritime asset within the Annapolis market, offering residents a rare opportunity to live directly on the water while remaining connected to the city’s historic and cultural core.

412 Sixth Street was acquired in November 2025 and has since been fully renovated to feature two modern one-bedroom apartments. Each unit includes a full kitchen with granite countertops, ample cabinet storage, and stainless steel appliances, along with in-unit washer and dryers, spacious closets, and large, bright windows with views of Downtown Annapolis, St. Mary’s Church, and the State Capitol. The apartments also offer generously sized bathrooms with built-in shelving and thoughtful, contemporary finishes throughout.

Acquired by Gibson’s LLC in November 2025, 416 Sixth Street is a fully renovated 5,447 SF retail property situated on a highly visible Eastport corner. The building combines historic charm with modern functionality. Currently home to the Nancy Hammond art studio, the property features a 20-space private parking lot with B1 zoning. The 2022 renovations refreshed the building’s structure while preserving its historic character, creating a space that is both welcoming and adaptable.

This one-bedroom, one-bathroom apartment was once a library behind 64 State Circle. Carefully converted into a private residence, it combines historic charm with modern comfort, preserving unique period details in a serene downtown setting.

The property is a multi-family home with two separate units, that reflects both the character of a 1930s Annapolis home and a thoughtful, modern update. The building has been carefully restored and improved, creating a clean, functional living environment while maintaining its original charm.

The building is a fine example of Victorian and Second Empire architecture, distinguished by its mansard roof and ornate cornice, highlighted by the purple marker.

Originally constructed in 1789 and later rebuilt in 1899. This historic building now houses a storefront along the vibrant Main Street of Annapolis, Maryland.

The property at 64 State Circle is a historically significant one-story vernacular frame building constructed between 1844 and 1854, originally part of a large tract once owned by Governor Charles Calvert in the early 18th century.

Our enchanting property, acquired by Gibson’s LLC in November 2023, boasts a captivating history dating back to its construction in 1878. Under our stewardship, this historic building is being thoughtfully renovated to include five distinctive apartments.

Originally constructed in 1880 and purchased by Gibson’s LLC in 2023 as part of the Flagship Property initiative, this historic building has been meticulously renovated into four luxury apartments. Seamlessly blending timeless charm with modern elegance, it stands as a testament to Gibson's dedication to preserving history while meeting contemporary living standards.

Originally built in 1880, purchased in March 2022. Renovated into a two-level apartment rental.

Originally built in 1880, purchased in May 2022. Completely renovated into 5 upscale apartments.

Originally built in 1921, purchased in April 2023. Mixed use building with store front on the first floor and three-bedroom apartment on the second floor.