Leave a Message

Thank you for your message. We will be in touch with you shortly.

Welcome To


The waterfront homes in Eastport provide luxury living close to Annapolis.

Welcome to Eastport

Eastport, Maryland, is an eccentric neighborhood nestled in Annapolis, renowned for its laid-back and fun-loving atmosphere.
The neighborhood of Eastport is a beautiful riverside community in Maryland on the peninsula between Back Creek and Spa Creek and only 77 miles from Washington, DC. The waterfront homes in Eastport provide luxury living close to Annapolis and 45 minutes from Baltimore. From world-class shopping in Annapolis or Baltimore to exciting water sports on your private dock, living in Eastport provides residents with an active lifestyle in an exceptional natural setting. With its proximity to major cities and easy access to public transportation, Eastport makes commuting simple for its residents.
Waterfront living is always exceptional, but Eastport offers a beautiful view of the Chesapeake Bay with a residential lifestyle where you feel like you live on your private peninsula. Retreat to your personal property, and you will find spacious land for gardening. 
There's a fine line between being a hidden gem and just being a secret. Eastport is on the cusp of that distinction. Nestled within Annapolis and surrounded by water on all sides, Eastport is an eccentric neighborhood renowned for its laid-back, fun-loving atmosphere. But if you ask the locals, they'll tell you that it's more than just the quirky ambiance that makes Eastport unique. It's the people who live there. The community spirit is strong in this town, and there's a lot to love about living in Eastport.

What to Love

  • Waterfront community with picturesque views of the Chesapeake Bay
  • Small-town feel just a stone’s throw from the big city
  • Beautiful historic architecture
  • Outstanding local cuisine and events

Local Lifestyle

Eastport is a waterfront oasis in the heart of Annapolis. With quiet streets and plentiful sidewalks, the neighborhood is perfect for those who prefer to walk or bike to work and enjoy an active lifestyle. Whether you're looking for a charming apartment or a five-bedroom house with a yard and garden, there's something for everyone in Eastport. This thriving community is full of different experiences, from relaxing at the beach or boating on the water to dining out at local restaurants or drinking coffee at independent cafes.

Dining, Entertainment & Shopping

Eastport is a quaint, bustling area attracting residents from all over the world. You'll find incredible local dining, shopping, and entertainment options, but you can also take a break from the hustle and bustle of life and just relax on the water.
Carroll's Creek and Lewnes' Steakhouse are both popular dining venues. Vin 909 is a great option featuring local ingredients and delicious drinks if you're looking for a drink. Forward Brewing Company is a fun brewpub where they make craft beer on-site.
Eastport is home to several upscale shops and boutiques. 
The Eastport Shopping Center has a vast selection of stores. You'll find everything from books to clothing to art — and maybe even a little bit of fun to splurge on.

Things To Do

There are many things to do in Eastport and its surrounding areas. The town has a great selection of parks where families can enjoy nature or take their dogs for walks on the trails. The beaches along the Chesapeake Bay provide opportunities for swimming and boating during warm weather months. 
Local museums offer visitors insights into the history of the waterfront community, and they have exhibits about Native American culture. The Maritime Museum and the William Paca House & Garden are two of the best museums where you can learn about the history of Annapolis. The Eastport Arts Center provides performance space and instruction for children and adults in music, dance, and visual arts. 
There are so many options to get out on the water in Annapolis. On Wednesday nights, there are sailboat races. Pirate Ship Adventures is a fun way to get children involved while they are out looking for buried treasure. Since Annapolis is the “Sailing Capital,” sailing trips are especially fun. Schooner Woodwind can take you out sailing on their 74-foot schooner. Capital SUP has paddle boarding and kayaking rentals and lessons.
Some of the annual events Eastport residents look forward to are the Sock Burning festival in May, the Royal Naval Regatta in October, and the Eastport Oyster Festival. Eastport keeps holidays fun with Boo at the Zoo, the Memorial weekend South County Art Tour, a parade on July 4th, and several holiday markets throughout December.
Search Homes

Work With Us

Hello Home of Compass is a team of exceptional real estate agents dedicated to all things home and real estate. Our reputation is stellar and our reviews are 5 star.
Contact Us
Follow Us