Living in Stevensville: Pros, Cons & Hidden Gems

If you’ve been thinking about making a move to Maryland’s Eastern Shore, Stevensville should be at the top of your list. Nestled right at the western edge of Kent Island, Stevensville offers the perfect blend of small-town charm, waterfront beauty, and commuter convenience. But like any community, it has its strengths, challenges, and unique quirks.

As a trusted local real estate team, we’ve guided countless buyers through the process of finding a home in Stevensville. Below, we’ll walk through the pros, cons, and hidden gems of living in Stevensville, so you can decide if it’s the right fit for you.

Why Stevensville Stands Out

Stevensville is more than just a “gateway town” to Kent Island. With roots tracing back to the 1800s, it’s one of the oldest towns on the island and still carries that historic, close-knit feel. Whether you’re drawn to waterfront living on the Chesapeake Bay or a family-friendly neighborhood tucked into a quiet cul-de-sac, Stevensville has something for everyone.

The Pros of Living in Stevensville

🌊 Waterfront Access Everywhere

One of the biggest draws of Stevensville is the water. From fishing at Matapeake Pier to boating out of Kentmorr Marina, you’re never far from the Bay. Imagine finishing your workday, grabbing a fishing pole, and being on the shoreline in under 10 minutes—that’s everyday life here.

🚗 Commuter-Friendly Location

For many buyers, Stevensville offers the best of both worlds: peaceful island living with easy access to Annapolis, Baltimore, and even Washington, D.C. The Chesapeake Bay Bridge is just minutes away, making it a top choice for commuters who want to escape the hustle and bustle without sacrificing convenience.

🏡 Variety of Neighborhoods

Stevensville isn’t one-size-fits-all. You’ll find everything from historic cottages in the town center to newer planned communities like Bay City and Ellendale. Some neighborhoods offer community pools, playgrounds, and walking trails, while others boast private docks and sweeping Bay views.

🎣 Outdoor Lifestyle

If you love being outdoors, Stevensville checks every box: kayaking on Cox Creek, biking along the Cross Island Trail, birdwatching at Terrapin Park, or even catching a crab feast at a local spot. It’s no wonder so many buyers choose Stevensville for its active, coastal lifestyle.

The Cons of Living in Stevensville

No place is perfect, and Stevensville is no exception. Here are a few things to keep in mind:

🌉 Bay Bridge Traffic

Let’s be real—the Chesapeake Bay Bridge can be a challenge. While living on Kent Island means you’re closer than other Eastern Shore towns, traffic backups (especially in summer) are something to factor into your daily routine if you commute westbound.

🛒 Limited Shopping & Nightlife

Stevensville offers cozy restaurants, a few coffee shops, and small-town shopping, but you won’t find the big-box retailers or bustling nightlife you might get on the Western Shore. Many residents are fine with this slower pace, but if you crave city conveniences, you’ll likely be crossing the bridge often.

💰 Home Prices Rising

As more buyers discover Kent Island, home prices in Stevensville have been trending upward. While still more affordable than Annapolis waterfront homes, the competition can be stiff—especially for move-in-ready properties near the water.

Hidden Gems in Stevensville

Now for the fun part—what makes Stevensville truly special are its “hidden gems.” These are the places locals love and new buyers are always excited to discover:

• Love Point Park – A tucked-away waterfront spot perfect for quiet sunsets or fishing with the kids.

• Rustico Restaurant & Wine Bar – A cozy Italian spot in historic downtown Stevensville that rivals anything across the bridge.

• Stevensville Historic District – Quaint shops, galleries, and buildings dating back to the 19th century give this area an unmistakable charm.

• Matapeake Beach & Clubhouse – A favorite for locals (and their dogs), with sandy shoreline and wide-open Bay views.

• The Jetty Dock Bar – If you’re looking for live music, steamed crabs, and that true Eastern Shore vibe, this is the go-to hangout.

These local treasures make Stevensville more than just a place to live—they make it a community to enjoy and explore.

Is Stevensville Right for You?

Picture this: it’s a Saturday morning. You grab coffee from your favorite local café, bike the Cross Island Trail with the family, spend the afternoon boating, and end the day with steamed crabs overlooking the Bay. That’s what daily life can look like here.

But choosing the right home—and the right community—takes guidance. That’s where our VIP Buyer Program comes in. With early access to listings, personalized tours, and expert advice tailored to your goals, we make buying a home in Stevensville simple and stress-free.

Final Thoughts

Stevensville is one of Maryland’s best-kept secrets, offering the perfect mix of coastal lifestyle, small-town feel, and commuter convenience. It’s not without its challenges, but for many buyers, the rewards far outweigh the trade-offs.

👉 Ready to buy? Contact David J. Moore & Associates at 410-733-6477 or visit ChesapeakeShoresRealtor.com.

We’d love to hear from you—what’s your favorite hidden gem in Stevensville? Drop a comment or reach out to start your home search today!