Maryland is home to some of the most charming historic towns in the country. With cobblestone streets, centuries-old architecture, and a sense of community often woven through generations, these towns offer a unique lifestyle that many homebuyers find appealing.
However, while there are many perks to calling one of Maryland’s historic towns home yours, there are also some factors to consider before making the move. Below, we’ll dive into the benefits and potential drawbacks of living in these storied locales and highlight some of the best historic towns to explore if you’re considering making one your home.
Pros of Living in a Historic Maryland Town
Timeless Charm and Character
Historic towns are celebrated for their unique charm. Walking through streets lined with colonial and Victorian-style homes, you can feel the history in the air. These towns are filled with period architecture that stands out from the more modern designs in larger cities or newly developed suburban areas. Homes here often feature original hardwood floors, custom moldings, and brick facades that add a unique character and warmth you can’t easily replicate.
Sense of Community
Smaller historic towns often create tight-knit communities where neighbors know each other and participate in local events, festivals, and gatherings. Living in a historic Maryland town means joining a community that values its past and actively celebrates it. Whether it’s a holiday parade or an annual heritage festival, there are ample opportunities to get involved and feel like part of a close community.
Walkability and Proximity to Shops and Restaurants
Many historic towns have well-preserved main streets with locally-owned shops, cafes, and restaurants. The charm of these areas, combined with their walkability, allows residents to enjoy a slower, pedestrian-friendly lifestyle. It’s common to have everything you need within a short walk, making day-to-day errands or an evening out convenient and enjoyable.
Investment in Preservation
Historic towns often benefit from strong preservation efforts, both locally and statewide. Maryland values its history, and many towns offer tax incentives for homeowners who maintain or restore their historic properties. These incentives can help offset some of the costs associated with maintaining an older home while preserving its unique architectural features. Plus, these efforts help maintain the property’s value and ensure that the charm of the town endures.
Cons of Living in a Historic Maryland Town
Higher Maintenance Costs
Owning a historic home comes with responsibilities that differ from owning a newer property. Older homes often require more maintenance and updates, such as electrical, plumbing, and structural repairs, which can add to your homeownership expenses. Additionally, historic preservation guidelines may restrict certain types of renovations, meaning homeowners need to follow specific guidelines to maintain the home’s architectural integrity.
Historic Preservation Restrictions
While preservation efforts protect the beauty and character of these towns, they also come with restrictions. Historic zoning ordinances may limit what homeowners can change about their property, from the type of materials used for repairs to the color of exterior paint. These restrictions, while beneficial for maintaining the town’s charm, may feel limiting if you’re looking for flexibility in home improvements.
Limited Modern Conveniences
In some historic areas, modern conveniences such as nearby shopping centers, larger grocery stores, or new amenities may be limited or harder to find. While historic towns offer many advantages, if you’re used to the variety of services available in larger cities or suburban areas, it might take some adjustment.
Tourism and Crowds
Some of Maryland’s historic towns are popular tourist destinations, drawing visitors who come to admire the architecture, visit local museums, or experience festivals. While tourism helps support local businesses, it can also mean dealing with heavier foot traffic, limited parking, and occasional noise, particularly during peak tourist seasons.
The Popular Historic Towns in Maryland
Annapolis
The state capital, Annapolis, is one of Maryland’s crown jewels. Known for its stunning waterfront views, colonial architecture, and the prestigious United States Naval Academy, Annapolis combines history with a vibrant cultural scene. Residents can enjoy waterfront dining, boutique shopping, and a calendar full of events like the annual Annapolis Boat Show. However, Annapolis can be busier during peak tourist seasons, particularly in the historic downtown area.
Frederick
Frederick offers a blend of historic charm and a lively art scene, making it popular among younger professionals and families. The town’s 50-block historic district includes many well-preserved 18th and 19th-century buildings, along with an array of shops, art galleries, and farm-to-table restaurants. Frederick’s proximity to both Baltimore and Washington, D.C., makes it an attractive option for commuters seeking a quieter, small-town atmosphere without sacrificing access to urban amenities.
Ellicott City
Located along the scenic Patapsco River, Ellicott City boasts a charming downtown area filled with antique shops, cafes, and historic homes. The town’s history dates back to the late 1700s, and its stone streets and buildings create a quaint, timeless atmosphere. Though the town has faced flooding issues in the past, recent investments in infrastructure have strengthened its resilience. Ellicott City is ideal for those looking to live in a town with a strong artistic community and a welcoming atmosphere.
St. Michaels
For a peaceful, waterfront lifestyle, St. Michaels on the Eastern Shore is an excellent option. Known for its maritime history, the town features a picturesque harbor, seafood restaurants, and the Chesapeake Bay Maritime Museum. St. Michaels is a more secluded choice, offering tranquility and scenic beauty, though its small size means fewer amenities compared to larger towns.
Chestertown
Nestled along the Chester River, Chestertown is one of Maryland’s oldest towns, with a history dating back to the colonial era. Known for its historic waterfront, annual Tea Party Festival, and beautiful Georgian homes, Chestertown offers a blend of quiet charm and active community life. The town’s location on the Eastern Shore makes it a bit more remote, which can appeal to those seeking a slower pace but may be a drawback for those looking for convenient access to larger cities.
Westminster
Located in Carroll County, Westminster is a historic gem with deep roots dating back to the 1700s. The town is famous for its annual Carroll County Farm Museum events, the Wine Stroll, and the Maryland Wine Festival, reflective of the area’s agricultural heritage. With a variety of Victorian and early 20th-century homes, Westminster is ideal for those who appreciate history and community involvement. Close enough to Baltimore for easy commuting, this town also offers a relaxed pace without sacrificing access to larger city amenities.
Glyndon
Nestled in Baltimore County, Glyndon is one of Maryland’s officially designated historic districts, popular for its beautiful Victorian homes and quiet, tree-lined streets. Established as a summer resort town in the late 19th century, Glyndon has retained much of its historic character, with strict preservation efforts keeping its architecture intact. The Glyndon Station Park and historic Emory Grove campgrounds offer a peaceful, natural setting.
Living in Glyndon is ideal for those who value a close-knit community, a slower pace, and a well-preserved historic atmosphere. Located just a short drive from Reisterstown and Baltimore, Glyndon provides both a charming retreat and convenient access to city amenities.
Does a Historic Maryland Town Fit in Your Future?
Historic towns offer a unique lifestyle that combines the past with the present—ideal for those seeking more than just a place to live, but a piece of Maryland’s history to call their own. If you’re considering a move to one of these exceptional locations, Kelly Schuit of W Home Group is here to help.
As an owner of Maryland’s #1 real estate team and part of the top 1% of agents nationwide, Kelly Schuit brings unmatched expertise and dedication to finding a home that suits your unique lifestyle and goals. When it comes to your home, you deserve the best—and you can trust Kelly Schuit of W Home Group to guide you in making Maryland’s rich history a part of your future.
