A Guide to Boston’s Waterfront with Elliman’s Elaine Dolley

Elaine Dolley

Curling around the eastern edge of Boston’s downtown and hugging its harbor, the Waterfront neighborhood, with classic architecture, spectacular views and open spaces, stands out as the city’s “Gold Coast” according to Douglas Elliman’s Elaine Dolley, a long time Boston resident.

Elliman Insider sat down with Elaine to get a closer look at the Waterfront and find out a few local secrets about this classic Boston neighborhood.

Elliman Insider: As a longtime Boston resident you’ve called many of the city’s neighborhoods home. What makes the Waterfront stand out to you?

Elaine: The Waterfront stands out because it is the historic, Gold Coast of Boston. Not only that, but there are newer full-service buildings developed over the last 10-15 years here that blend seamlessly with the older style to create a unified look throughout the Waterfront. It’s quite special.

Elliman Insider: The Waterfront includes plenty of open space. Can you tell us how that has shaped the neighborhood?

Elaine: Among of the many great things about the Waterfront is its open space – the parks and walkways. You can walk for miles along the water’s edge around to the Seaport and enjoy not just greenery but also all the wonderful life on the water – boats, ferries, water taxis, you name it. Life on the Waterfront means there is always some activity outside your window.


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Elliman Insider: You say the Waterfront’s proximity to Boston’s North End is significant, why is that?

Elaine: The Waterfront is unique for its unraveled views, but it is also connected to the North End which is a classic neighborhood with old school charm, fine dinning and shopping. The two really complement one another so well.

Elliman Insider: Where’s a great place to grab breakfast on the Waterfront?

Elaine: Breakfast is famous on the Waterfront with the North Street Grill as its top destination. People come from all over, take a number and are willing to wait for as long as it takes to enjoy breakfast or brunch there. For a quicker bite, around the corner from North Street Grill is Anthony’s Cafe  a delicious, old school breakfast spot open 5 am – 3 pm daily. If you stop in, say hello to Anthony, he’s always there, friendly and ready to serve!

Elliman Insider: How about shopping?

Elaine: Shopping is abundant, especially nearer to the North End. LIT Boutique is a wonderful woman’s clothing shop, and a personal favorite.

Elliman Insider: What can real estate buyers expect when looking in The Waterfront?

Elaine: Currently, buyers should expect somewhat limited inventory on the Waterfront which keeps values high. They should also expect easy access to all highways and a walk to Boston’s Financial District.

Elliman Insider: Finally, tell us a local’s secret everyone should try at least once.

Elaine: I would say use the water taxis to get around. Take one across to East Boston and enjoy lunch or dinner at The Reel House., where they have breathtaking views across the water to all of downtown Boston’s notable buildings and architecture. Or zip over to The Seaport for dinner and back in mere minutes. Or avoid traffic and have a water taxi pick up guests at the airport and bring them home in style!

Contact Elaine for all your real estate needs.


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ELLIMAN INSIDER is published by Douglas Elliman Real Estate
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