Flagship Properties in Annapolis, Maryland

Annapolis Rentals

53 Maryland Avenue

53 Maryland Avenue
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.

About The Building

Built in the 1920’s, this property was one of the last commercial/residential buildings to be constructed on Maryland avenue in the 20th century. The lower level changed between being a saloon at one point and then a boutique while the upper level housed the owners of said businesses. After we purchased the property in the beginning of 2023, the top floor was transformed into a luxurious apartment with great views situated right on top of the antique store.

Building’s History

Before being what it is today, this property served as both a home and business for many owners. In 1782, the building was used as a saloon under the ownership of Edward Knowles. In 1848, the building ended up in the hands of Daniel Sprogle, who was involved in other properties owned by us. He later sold the property to James Pritchard who was blind and ailed by many illnesses. As he had a hard time managing the property, in an act of love, he sold his home to his wife for “Five dollars and love.” Fast forwarding to the early 1900s, the property was demolished and rebuilt into what we see today by Leon Strauss. Strauss, a successful tailor and designer, created a women’s clothing boutique called The Fashion.

Number of Units: 2

Year Built:
1921
Year Aquired:
2023

Tucked inside a historic property owned by Gibson’s LLC and managed by Flagship Property Management, Silk Roads Antiques is a small, veteran-owned shop. Warm and welcoming, this thoughtfully curated store brings some of the finest antiques and collectibles from around the world to Annapolis and the surrounding area. Inside, you’ll find an ever-changing selection of elegant furniture, fine china, vintage rugs, artwork, and unique treasures—each with its own rich history. Whether you’re a seasoned collector or simply browsing for something special, Silk Roads offers a global charm right in the heart of Maryland.

Unit Is Available On:
May 5, 2036

You’ve NEVER seen an Annapolis apartment like this before! This apartment has three bedrooms, one full bath, a gourmet kitchen with Subzero fridge and Wolf range, and a full deck overlooking a park-like backyard. Walk up to the Capital, or down to the Naval Academy. Get fresh coffee at the cafe up the street in the morning, and a beer at the restaurant down the street in the evening. This apartment is over 2,400 square feet and is in a historic building.

Unit Is Available On:
August 5, 2027

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184 Duke of Gloucester Street
Annapolis, MD 21401

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