Downtown Annapolis is well known for its picturesque harbor, walkable streets, and deep ties to American history. But beyond the sailboats and colonial charm, there are many facts about Downtown Annapolis that even frequent visitors and long-time residents may not know. From surprising historical roles to modern-day planning quirks, Downtown Annapolis offers more than meets the eye.
In this article, we’ll cover a variety of lesser-known facts about Downtown Annapolis, a few fun facts about Downtown Annapolis’s culture and community, and how these elements influence the Annapolis, MD real estate market today.
It Was Once the Temporary Capital of the United States
After the Revolutionary War, Annapolis served briefly as the capital of the newly formed United States. From November 1783 to June 1784, the Continental Congress met at the Maryland State House, making Annapolis the official seat of the government. It was here that George Washington famously resigned his commission as commander-in-chief of the Continental Army in December 1783.
This historic moment is a major point of pride in Annapolis, and the State House—still in use today—is the oldest state capitol in continuous legislative use. For anyone researching facts about Downtown Annapolis, this is one of the most important to know.
The Streets Were Designed with a European-Style Layout
While many American cities follow a grid system, Downtown Annapolis uses a baroque-style street plan modeled after European cities of the 17th century. Streets radiate from central hubs such as Church Circle and State Circle, creating a web-like effect rather than a boxy layout.
This layout can be confusing for newcomers, but it was originally designed to be both symbolic and practical, placing emphasis on civic and religious institutions at the town's center. This unique design contributes to Downtown Annapolis’s historic character and walkability.
It Hosts One of the Nation’s Oldest Theaters
The Annapolis Summer Garden Theatre, located in the heart of Downtown Annapolis, has been entertaining audiences since the 1960s, but theatrical performances in the city go back much further. Annapolis was home to one of America’s earliest theaters, the South River Club, dating to the early 18th century.
Today, the tradition continues with open-air summer productions that showcase local talent. It’s a surprising cultural offering for a city more often associated with politics and boating.
You Can Still See the Original City Dock
Unlike many cities that have redeveloped their waterfronts beyond recognition, Annapolis has preserved much of its original City Dock. This area once served as a bustling port for trade and shipping in the colonial era. While the goods and vessels have changed, the site remains a functioning marina and social hub.
It’s one of the few places where you can still walk along a dock that looks very much like it did centuries ago—an authentic glimpse into the past, adding to the charm of Annapolis, MD real estate nearby.
The U.S. Naval Academy is Technically a National Historic Landmark
Many know the U.S. Naval Academy is located in Annapolis, but not everyone realizes it’s designated as a National Historic Landmark. The campus, known for its Beaux-Arts architecture and waterfront setting, was founded in 1845 and is one of the most prestigious service academies in the country.
Visitors can take guided campus tours, including stops at the Naval Academy Chapel and the crypt of naval hero John Paul Jones. For those living nearby, it’s both a scenic destination and a point of local pride.
A Carriage Ride Could Reveal Hidden History
While walking tours are popular, horse-drawn carriage rides offer a different view of Downtown Annapolis—and often include stories that aren’t widely known. Guides might share tales of the city’s lesser-known residents, like merchants, enslaved individuals, or craftspeople who shaped its early growth.
These personal stories add context to more widely known facts about Downtown Annapolis and show how every corner of the city has a backstory.
There’s a Microclimate Near the Water
Due to its location on the Chesapeake Bay, Downtown Annapolis experiences what’s called a microclimate. This results in slightly milder winters and cooler summers compared to areas farther inland. For locals, this can make outdoor activities and waterfront living more appealing year-round.
This climate benefit also contributes to interest in Annapolis, MD real estate, especially for buyers looking to enjoy boating, walking, and dining outdoors throughout more of the year.
Some Historic Homes Have Ties to Famous Figures
It’s not unusual for historic homes in Downtown Annapolis to have direct connections to figures from the nation’s past. For example, the William Paca House and Garden was once home to one of the signers of the Declaration of Independence. Other residences may have ties to early governors, judges, or military leaders.
While many of these homes are now museums or offices, some remain in private hands, blending the city’s heritage with modern living.
The Market House Has Been a Community Hub Since the 1700s
The Market House, located at the foot of Main Street, has been a central part of Annapolis life since the 18th century. Once a venue for trade and civic events, it continues to serve as a gathering place offering local foods, seafood, and coffee. Its continued use reflects Annapolis’s ability to blend old and new.
Whether you're a visitor or a resident, stopping by the Market House connects you with centuries of local tradition.
Real Estate in Downtown Annapolis Reflects the City’s Layers of History
The Annapolis, MD, real estate market in the downtown area reflects the city’s evolving identity. Buyers can find everything from restored 18th-century homes to modern waterfront condos. Zoning laws and preservation efforts maintain the historical character of the area while allowing for careful updates and improvements.
Real estate here is often influenced by walkability, proximity to the water, and access to cultural landmarks. Homes with views of the harbor or those located near the Naval Academy or the Maryland State House tend to be in higher demand.
If you’re considering buying or selling in this area, understanding the historical context and local regulations is key—something that experienced agents can assist with.
About The Tower Team
The Tower Team brings a combined total of more than 85 years of experience in Annapolis real estate sales and property listings. Their long-standing commitment to professional service and ethical practices has made them a respected name in the region.
Their in-depth knowledge of local neighborhoods, school districts, and available housing options enables them to provide informed guidance tailored to each client's goals. With a landscape shaped by waterways and a range of lifestyle choices, The Tower Team helps clients navigate the diverse housing opportunities Annapolis offers.
They collaborate closely with trusted professionals in mortgage services, home and environmental inspections, and settlement processes. Using advanced tools and financial insight, The Tower Team ensures a smooth and effective path from the home search through to closing.
Contact The Tower Team today for expert advice and personalized assistance navigating the Annapolis, MD real estate market.