About Coldwell Banker Chesapeake
Why People Are Moving to the Eastern Shore

The Eastern Shore: A Hidden Gem for Homebuyers
The Eastern Shore of Maryland and Delaware is quickly becoming a top choice for homebuyers. With beautiful waterfront properties, charming small towns, and a relaxed coastal lifestyle, it’s no surprise that more people are making the move.
Whether you’re looking for a vacation home, a retirement retreat, or a fresh start, the Eastern Shore offers a perfect blend of affordability, natural beauty, and community charm.
Top Reasons People Are Moving to the Eastern Shore
1. Affordable Waterfront Living
Compared to other coastal areas like Annapolis or the Outer Banks, the Eastern Shore offers affordable waterfront homes with stunning views and private docks.
2. Small-Town Charm & Tight-Knit Communities
From St. Michaels to Chestertown, the Eastern Shore is full of historic small towns with friendly communities, farmers’ markets, and waterfront dining.
3. Outdoor Recreation & Coastal Living
Residents enjoy:
- Boating & Sailing on the Chesapeake Bay
- Fishing & Crabbing in world-class waters
- Hiking & Biking through scenic trails
- Birdwatching & Wildlife Exploration in the wetlands
4. Lower Cost of Living & Taxes
Compared to big cities like Washington, D.C., Baltimore, and Philadelphia, the Eastern Shore offers:
- Lower property taxes
- More affordable real estate
- A lower overall cost of living
5. A Slower, More Relaxed Pace of Life
Life on the Eastern Shore is peaceful—no traffic jams, just stunning sunsets, waterfront views, and friendly neighbors.
6. A Booming Real Estate Market
With more people working remotely, demand for homes on the Eastern Shore is increasing. Home values are rising, making it a smart investment for buyers and investors.
Should You Move to the Eastern Shore?
If you’re looking for:
- A beautiful waterfront home without the high price tag
- A friendly, small-town community
- A slower pace of life with outdoor adventure
- Lower taxes and cost of living
Then the Eastern Shore might be your perfect destination!
Ready to make the move?
Let our Coldwell Banker Chesapeake real estate experts help you find the perfect home.
With over 50 agents, three conveniently located offices, and the ability to serve clients anywhere, Coldwell Banker Chesapeake is your go-to for exceptional real estate services. Whether you’re in Easton, Chestertown, or Chesapeake City, our local experts are ready to assist. As Maryland’s top-ranked Coldwell Banker, we’re committed to providing top-tier service. Visit www.cbchesapeake.com for your real estate needs, or explore career opportunities at www.cbchesapeakecareer.com.
Step Back in Time: Discover Historic Homes for Sale on the Eastern Shore

Historic Homes for Sale on the Eastern Shore of Maryland
The Eastern Shore, with its captivating landscapes and storied past, is a haven for history enthusiasts and those seeking to own a piece of the past. Amidst the charming towns and scenic vistas, historic homes stand as proud testaments to the region’s rich heritage. Coldwell Banker Chesapeake Real Estate is thrilled to present a curated selection of historic homes for sale on the Eastern Shore, offering an opportunity to immerse yourself in the beauty and nostalgia of this remarkable area.

MDKE2002536 212 Queen Street, Chestertown
Timeless Beauty:
Historic homes on the Eastern Shore exude timeless beauty and grace. From quaint cottages to stately manors, each property showcases unique architectural styles and period details that transport you to a bygone era. Whether it’s the elegance of Georgian or Federal design or the distinctive charm of Victorian or Colonial Revival, these homes offer an aesthetic appeal that is unmatched by modern construction.
Authentic Charm:
Owning a historic home on the Eastern Shore means embracing the authentic charm that resonates throughout the property. Original features such as hardwood floors, exposed beams, and handcrafted millwork contribute to the character and soul of these homes. Immerse yourself in the ambiance of the past and savor the warmth and nostalgia that can only be found in a historic residence.
Living History:
Every historic home on the Eastern Shore has a story to tell. From former sea captains’ houses to plantations steeped in agricultural heritage, these properties provide a unique opportunity to be a part of living history. Imagine the tales that echo through the halls and the lives that have unfolded within these hallowed walls. Becoming a steward of a historic home allows you to carry these stories forward and become a part of the ongoing narrative.
Preservation and Restoration:
Preservation is at the core of owning a historic home Many historic homes on the Eastern Shore have undergone meticulousrestoration to ensure their longevity while incorporating modern amenities.

MDQA2006238 Elegant entry way of 600 S. Church Street, Sudlersville, MD
By owning a historic home, you contribute to the preservation of the region’s heritage and help maintain the cultural fabric of the Eastern Shore.
Serene Settings:
The Eastern Shore’s natural beauty serves as a captivating backdrop for these historic homes. From waterfront estates overlooking Chesapeake Bay to sprawling country properties nestled amidst idyllic landscapes, each home offers a tranquil retreat from the bustling world. Revel in the peacefulness of your surroundings, relish the expansive views, and embrace a slower pace of life that only the Eastern Shore can provide.
Community and Lifestyle:
Owning a historic home on the Eastern Shore means joining a vibrant community that cherishes its heritage. Engage in local events, historical societies, and preservation efforts, all while building connections with like-minded individuals who share your passion for the past. The Eastern Shore’s Kent, Queen Anne’s and Talbot counties, offers a unique lifestyle that blends the charm of yesteryears with the modern amenities and recreational opportunities of today.
Coldwell Banker Chesapeake Real Estate is here to assist you in finding your perfect piece of Eastern Shore history—a home that embodies timeless beauty, authentic charm, and captivating stories. Embrace the opportunity to live amidst living history, surrounded by serene landscapes and a vibrant community. Contact us today and embark on a journey back in time on the Eastern Shore.