Living the Waterstone Lifestyle in Boston, MA

“Waterstone at the Circle is unique in the world of retirement living because of our wonderful urban location,” says Kevin Defayette, Executive Director of Waterstone at the Circle.

“Waterstone at the Circle is unique in the world of retirement living because of our wonderful urban location,” says Kevin Defayette, Executive Director of Waterstone at the Circle. “We wanted to create a space where active, urban seniors could enjoy an energetic, independent lifestyle while also having access to support they may need in the future. Our goal is to be a destination for Bostonians and newcomers alike, building a unique community that blends urban with suburban, history and modernity, old and new … just like the city of Boston itself.”

There are countless opportunities to explore, learn and do in Boston – so much that we aren’t even going to scratch the surface of this historic, rich and intriguing town. However, we did want to put together a small look at what the Waterstone lifestyle is like for our residents.

“All of Boston is at our residents’ fingertips,” says Kevin. “Our team members and concierge crew are well-versed in everything there is to do around here, and we’re always ready to help residents get out and explore.”

Here are just a few experiences that Waterstone residents can enjoy:

Outdoor Attractions

Boston is truly a perfect blend of old and new, with Victorian-era neighborhoods snuggled up next to glass-and-steel buildings and shopping galleries. Here’s just a sampling of what Boston has available for visitors and residents alike:

  • Historic Boston Harbor has a little bit of something for everyone. In the summer months, you can enjoy a ferry boat ride, go on a whale watch or paddle around on a Boston Duck Tour.
  • The Freedom Trail is a 2.5 mile red-brick trail through Boston’s historic neighborhoods that tells the story of the American Revolution. From the Old North Church to Faneuil Hall, and through resonant burying grounds, visit the temples and landmarks of the Revolutionary Era.
  • The Boston Public Garden is the nation’s very first public garden and is one of the most beautiful spots in the city. The Parks and Recreation department maintains the Victorian traditions the park was founded on and features many unusual plants. Must-see spots include the Lagoon, the many monuments and fountains, and the Swan Boats.
  • The Esplanade is a three-mile stretch that goes from the Museum of Science to the Boston University Bridge. Along the route, you’ll find sculptures, sailboats (in the Charles River, naturally), swing sets and so much more. It’s one of the most beautiful places to see views of the city, and it makes the perfect spot to watch a glorious summertime sunset.


Boston has some of the world’s best and most famous museums, and many of them are reopened to the public. Arts and culture lovers can come back time and time again to enjoy permanent exhibits as well as special events and touring exhibits.

  • The Museum of Science is a great place for kids of all ages (including grown-ups). With IMAX shows, ever-changing exhibits and the iconic T-rex, it’s a fun place to experience the wonders of science and learn about the world around us.
  • The Isabella Stewart Gardner Museum is one of Boston’s most unique museums and most treasured attractions. This 1902 home is a work of art in and of itself, and the impressive collection of art is the icing on the cake. Walk through galleries filled with works from Michelangelo, Rembrandt, Degas, Rafael and many others. The stunning courtyard of the home makes a centerpiece that’s filled with gorgeous, lush vegetation.
  • The Institute of Contemporary Art, located on the waterfront and offering an amazing view of the Harbor and the Boston skyline, houses some of the finest works from today’s influential and innovative artists. The huge outdoor space is worth the visit alone, and it’s a great place to enjoy a hot summer’s day.


  • Once an historic marketing hall and public meeting spot, Faneuil Hall Marketplace is a Bostonian destination for shopping, dining and people-watching. The ground floor is filled with market halls and food stalls, while the Ancient and Honorable Artillery Company of Massachusetts on the top floor gives a peek into Boston’s military history.
  • One of the world’s most famous shopping districts, Newbury Street, is found in Boston’s Back Bay neighborhood. It’s known colloquially as the “Rodeo Drive of the East,” and is filled with a collection of fine art galleries, beauty salons and top designer shops.

Medical Community

It should come as no surprise that Boston is home to world-class healthcare. With research hospitals, university medical centers and top-ranked medical institutions, residents at Waterstone at the Circle have easy access to world-class care, specialists and treatments.


If you enjoy not having to drive, Boston is the city for you. With an incredibly walkable downtown and an extensive transportation service (Massachusetts Bay Transportation Authority, or MBTA), it’s incredibly easy to get around town. Locals use the subway, bus, commuter rail and ferry to navigate to favorite spots and go to and from attractions. In fact, you’ll discover that many city dwellers end up ditching their cars entirely.

For those wishing to get out of town, it’s easy to do so in Boston. It’s surrounded by many interstate highways that can take you anywhere you want to go. It’s also home to Boston Logan International Airport, which has direct flights to many major destinations within the United States and throughout the world.

Waterstone at the Circle does have an underground parking garage for residents who wish to bring a personal vehicle (we, of course, want you to have the freedom to come and go as you desire). We also offer concierge transportation services to residents, chauffeuring them to appointments, events and anything else they so desire.

If you’d like more information about living in Boston, or if you’d like to find out more about how Waterstone at the Circle provides carefree senior living to urban adults looking for adventure and independence in a city they love, contact us! We’d love to share our favorite things about our fair city and help you live the urban lifestyle you deserve.

Luxury Senior Living in Boston

Waterstone at the Circle, located in Boston’s historic Cleveland Circle neighborhood, is more than just independent living in Boston … it’s a sophisticated urban setting for today’s active seniors. Enjoy best-in-class service and an urban lifestyle with arts and cultural, and historical attractions right outside your front door. From high-end amenities to gourmet dining and more, experience the best of city and suburban life at our upscale senior living community located on the crossroads of Brookline and Chestnut Hill.

Elegant Independent Living Apartments

Each of our 92 independent living apartments is the height of luxury and modernity, with sophisticated design, upscale features and stunning views of the city. Create the urban senior living experience you want with one- or two-bedroom apartments, a variety of floor plans and monthly rentals.

Senior Living Supportive Services

As an over-62 community, residents may require support from time to time. That’s why we’ve developed an on-site coordinated care program, in cooperation with our premier community partners, that allows our independent living residents to receive the assistance they need.

The best part? Residents don’t have to leave our senior living community – or even their apartment – to receive high-quality support. They can receive the services they need, when they need it, in the comfort of their own homes or in our on-site therapy gym.

Waterstone at the Circle is the opposite of retiring . . . it’s a place to enhance your active, on-the-go lifestyle. Call 617.431.1880 for more information or to schedule a visit to our premier Boston independent living community and discover The Circle lifestyle today!