209 Main St

209 Main St, Annapolis, MD 21401

Property Information

  • For Sale Subject To Offer
  • Property Type Retail - Street Retail
  • Property Size 6,878 SF
  • Units 3
  • Lot Size 0.05 Acre
  • Property Tenancy Multi-Tenant
  • Building Class C
  • Date Updated May 15, 2026

Description

First settled in the 17th Century, Annapolis served as the capital of the United States from 1783 – 1784. It currently serves as the capital of Maryland and is home to the county government seat of Anne Arundel County. Annapolis is located on the Western Shore of the central Chesapeake Bay and is the location of Maryland’s only Bay Bridge. The city is home to 2 major universities including the United States Naval Academy and St. John’s College. With deep historical roots, Annapolis has been a thriving city for over 300 hundred years. Ideally situated east of I-95 and midway between Washington D.C and Baltimore, Annapolis is home to a variety of public and private employers in government, technology, defense, and services industries to name a few. The recent expansion of Class A multifamily housing in Annapolis has transformed the community from a C-Suite bedroom community to an ideal location for attracting employees who value a suburban – urban lifestyle along the banks of the Chesapeake. Main Street in Annapolis stands as the beating heart of the city, a vibrant thoroughfare full of energy. Its allure lies not only in its architectural charm but also in the diverse array of experiences it offers to those who wander its bustling sidewalks. Amidst the historic facades and bustling storefronts, one can embark on a culinary adventure, with an abundance of restaurants catering to every palate, from quaint cafes and ice cream shops to upscale f ine dining. Main Street is not just a haven for food enthusiasts; it is also a shopper’s paradise, boasting an eclectic mix of boutiques, galleries, and specialty stores that beckon with their unique wares and artisanal offerings. Whether in search of a one-of-a-kind piece of artwork or the perfect souvenir to commemorate a visit to Annapolis, Main Street promises to delight even the most discerning of shoppers.One of a kind opportunity to purchase a two-story retail and office building on Main Street in the heart of the Historic District and Downtown Annapolis. Both tenants have several years of lease term remaining, but second floor office tenant has LL exclusive termination option, for a prospective business owner to purchase, exercise, and move to occupy the space.

Highlights

  • ±30 ft of Frontage on Main Street
  • One-of-a-kind opportunity to acquire a prominent 2-story building in the heart of Downtown Annapolis
  • Owner user or investment opportunity
  • Thoughtfully designed & well-maintained building once awarded an “Excellence in Architecture” citation by AIA-Chesapeake Bay Chapter
  • Within short walking distance to the new state-of-the-art public parking garage
  • Within steps of numerous restaurants, shops, hotels, US Naval Academy, Maryland State House, Circuit Court, St. John’s College & the beautiful Annapolis Waterfront.

Contacts

Cecil Cummins

Hyatt Commercial

Location

Contact Listing Broker
Cecil Cummins

Hyatt Commercial

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