Chesapeake Bay, Maryland waterfront homes for sale

Chesapeake Bay, Maryland Waterfront Homes and Information

Home to over 300 species of birds, fish, and crabs, Chesapeake Bay, Maryland is considered the geographical and cultural center of the state. The Bay stretches for 195 miles with over 1,700 square miles of shoreline in the state of Maryland itself. The waterfront towns and communities along the Chesapeake Bay offer glimpses into Maryland’s rich history with recreational and cultural activities for visitors and residents.

Chesapeake Bay Maryland waterfront homes for sale offer the finest in waterfront living with spacious single-family homes, condos, and townhomes in a variety of settings. The communities surrounding the Chesapeake Bay area have seen an increase in growth and population as more professionals are moving out of the Washington, D.C./Baltimore area and choosing to enjoy a more tranquil lifestyle with a waterfront setting.

Shopping and Dining

For the finest shopping experiences along the Chesapeake Bay, start at Annapolis’ City Dock and stroll along the waterfront while browsing in the many specialty shops. There’s A.L. Goodies General Store for souvenirs, gifts and candles and Blue Crab Antiques for fine collectibles and exotic gifts. Irish Traditions in Annapolis and Easton sells unique imported jewelry, home accessories and clothing. For electronics and designer clothing, nearby Baltimore and Annapolis both have many designer outlets and boutiques for high-end purchases.

After a day of shopping and sight-seeing, the dining scene in the towns and cities along the Chesapeake Bay offer fresh seafood, spectacular views, and the perfect dinner for everyone’s palate and tastes. In Annapolis, O’Brien’s Oyster Bar serves fresh seafood while Café Normandie is great for a romantic dinner for two. In Deal, Maryland Skipper’s Pier Restaurant is a favorite for families and Neptunes Seafood Pub in North Beach is well-known for its crab cakes and mussels. Bay Wolf Restaurant in Rock Hall is a popular among the locals.

Parks and Recreation

Fishing, boating, crabbing, kayaking, and swimming are just some of the many recreational opportunities awaiting families and residents purchasing Chesapeake Bay Maryland waterfront homes for sale. Annapolis is home to many rich cultural attractions and museums and hosts world-renowned boat races in the summer. The ecology centers along the Chesapeake Bay offer classes and guided hikes and the chance to explore and learn about the area’s natural environment. Many people enjoy the lighthouses along the Chesapeake Bay. They played an important role in Maryland’s maritime history and are open for tours and exploration.

Chesapeake Bay, MD
Chesapeake Bay, MD

Chesapeake Bay state parks provide thousands of acres of camping sites, picnic shelters, nature trails and fishing sites for out of town guests and visitors to relax while spending the day near the water. Sandy Point State Park in Anne Arundel County has beaches, hiking trails, youth camps and wildlife viewing areas; Hart Miller State Park near Baltimore offers great views of the bay along with camping spots and easy hikes.

For day trips, many residents enjoy spending time in Washington, D.C. touring the museums or for taking in concerts and one-of-a-kind cultural events.


Living near the Chesapeake Bay delivers perks like having access to beautiful beaches and the ability to enjoy sparkling sunsets from the privacy of your home. The Chesapeake Bay area is becoming very popular with retirees, those looking for a seasonal summer homes, and those just looking to move from the city. House hunters can choose small villages like Deal Island or bustling urban areas along Baltimore’s waterfront area. Annapolis is also a popular place for professionals living and working in the Baltimore/Washington, D.C. Area. Chesapeake Bay Maryland waterfront homes for sale offer something for almost everyone, whether it’s a small cottage by the bay or a luxury home with a view and private marina. Many of the residents living in these areas take pride in their communities and work to keep their towns safe and clean.

The average home prices for Chesapeake Bay Maryland waterfront homes for sale ranges from $300,000 to $1 million and beyond depending on location.

Schools, Health, Transportation

School district administrators in the Chesapeake Bay area take pride in giving students a positive learning environment. Students in the Anne Arundel County School District score higher on test scores than the national average and have access to excellent private and public schools. Students looking to further their education after high school can attend some of the finest universities and colleges in the nation, provided they are accepted, like Johns Hopkins University, The U.S. Naval Academy in Annapolis and Loyola University in Baltimore.

For medical care, the Anne Arundel Medical Center in Annapolis has inpatient and outpatient services, heart and vascular care, a joint and spine center, and a women and children’s center. There’s also Baltimore Washington Medical Center in Glen Burnie for cardiac, vascular, and cancer care. The University of Maryland Medical Center in Baltimore provides specialty care including a heart center and children’s hospital.

For domestic and international flights, nearby choices include Baltimore/Washington International Airport in Baltimore and the Ronald Reagan Washington Airport in Washington D.C.

If you are thinking about buying or selling a home, give us a call at (410) 224-4999 or send us an email to explore your options and to find out when is the best time for you to make a move.

Contact Information

Photo of John Collins, Realtor Real Estate
John Collins, Realtor
JohnCollinsGroup of Long & Foster Real Estate, Inc
108 Old Solomons Island Road - U4
Annapolis MD 21401
Office: 410-224-4999
Cell: 410-693-6000
Fax: 410-224-4032 Email: John@JohnCollinsGroup.
John Collins, Realtor
 Office: 410-224-4999 * Cell: 410-693-6000

 John Collins Group of Long & Foster Real Estate, Inc.
108 Old Solomons Island Road, Suite U-4
Annapolis, Maryland 21401
   Office: 410-224-4999 * Cell: 410-693-6000 * Fax: 410-224-4032

We will never sell or divulge your email address to any vendor or other organization.

The finest compliment I can receive is a referral from a friend, client or colleague. If you know of someone thinking of buying or selling real estate, I would appreciate an introduction.  Please be assured I will extend them my highest degree of service and professionalism.
John Collins, Realtor