10 Things to Know Before Moving to Annapolis, Maryland

Thinking about moving to Annapolis, Maryland? Nestled on the Chesapeake Bay, Annapolis offers a unique blend of historic charm, waterfront living, and vibrant culture. Whether you're relocating for work, retirement, or lifestyle, here are 10 essential things to know before you make your move.

1. 📍 Annapolis Is More Than Just the Capital of Maryland
Annapolis isn’t just a political hub — it’s a city rich in history, culture, and naval tradition. As the state capital and home to the U.S. Naval Academy, Annapolis boasts beautiful colonial architecture, cobblestone streets, and a strong sense of community pride.



2. 🛥️ It’s a Boater’s Paradise
Known as America’s Sailing Capital, Annapolis is perfect for boating enthusiasts. Whether you own a sailboat or love to kayak, the Chesapeake Bay provides endless opportunities for water recreation.

If you're planning to live near the water, check out Eastport or Spa Creek neighborhoods for the ultimate waterfront lifestyle.



3. 🏘️ Each Neighborhood Has Its Own Vibe
From the historic charm of Downtown Annapolis to the suburban peace of Arnold or Cape St. Claire, every neighborhood offers something different.

Consider what suits your lifestyle — walkability, school districts, commute time, or waterfront access.



4. 🎓 The Naval Academy Is a Big Deal
The U.S. Naval Academy plays a huge role in the city’s culture and economy. You'll see midshipmen walking around downtown, and events like Commissioning Week bring in visitors from across the country.

Living near the Academy means easy access to events — and occasional traffic!



5. ☀️ You’ll Love the Seasonal Lifestyle
Annapolis experiences all four seasons, with mild springs, hot summers, colorful autumns, and chilly (but manageable) winters. Summer is prime time for waterfront activities, festivals, and outdoor dining.

Be prepared for occasional flooding in certain coastal areas — especially in historic downtown.



6. 💼 Commuting Options Are Convenient — Depending on Where You Work
Located about 30 minutes from both Baltimore and Washington, D.C., Annapolis is a commuter-friendly city. However, public transit is limited, so most residents rely on cars.

Living near Route 50 can make a big difference if you’re commuting daily.

7. 🛍️ The Dining and Shopping Scene Is Top-Notch
Downtown Annapolis is full of charming boutiques, art galleries, and restaurants. You’ll find everything from fresh seafood and waterfront dining to local markets and national retailers at the Annapolis Towne Centre.

Must-try: crab cakes, oysters, and any dish with Old Bay seasoning!



8. 🏫 It’s a Great Place for Families and Education
With highly rated public and private schools, family-friendly parks, and community events, Annapolis is popular among families. Nearby institutions like St. John’s College add to the city’s academic atmosphere.



9. 🏠 The Real Estate Market Can Be Competitive
Annapolis real estate offers a range from historic townhomes to luxury waterfront estates. However, inventory can be limited, and prices can be higher than average for Maryland.

Pro Tip: Work with a local real estate agent who knows the nuances of each neighborhood.

10. 🎉 Annapolis Loves Its Festivals and Events
From Sailboat Shows to First Sundays Arts Festivals, there’s always something happening. These events create a lively, tight-knit community feel that new residents quickly grow to love.



Ready to Move to Annapolis?
Whether you're drawn by the waterfront views, historic charm, or vibrant community, Annapolis is a city that feels like home from the moment you arrive. If you're thinking about making the move, let us help you find the perfect place to land.

👉 Reach out to us, The Shawn Martin Group today by calling 410-729-7700 for personalized guidance and the latest Annapolis listings.