617.431.1880 | Careers

Know Your City: The Circle Neighborhoods

As the old saying goes in real estate, it’s all about location, location, location. And for Boston-area seniors looking for a great retirement community that has everything they want and need in the city they love, there’s no better location than Waterstone at the Circle.

Says Jake Quigley, Executive Director of Waterstone at the Circle: “Waterstone at the Circle in the historic Cleveland Circle neighborhood is at the intersection of everything Boston has to offer. It’s next to the Chestnut Hill Reservoir and Cassidy Park and close to unique shops, storefronts, restaurants and other local businesses. Public transportation access mean that residents can quickly and easily get anywhere they want or need to go in Boston. In short, it’s the perfect destination from which to launch your retirement lifestyle.”

In order to give you a clearer picture of what life is like – really like – at our luxury retirement community, we thought it might be helpful to introduce the area surrounding Waterstone at the Circle ... the different neighborhoods where you’ll live, play and enjoy everything life has to offer.


Welcome to ... Brookline.

The Brookline neighborhood is a perfect mix of urban and suburban, blending a dynamic  lifestyle with a calm and easy flow. Brookline is home to two National Park sites: the home of Frederick Law Olmstead (the nation’s foremost park maker and considered to be the father of American Landscape Architecture); and the JFK Birthplace.

Brookline is an incredibly walkable community (in fact, you can walk to it right from our front door), and strolling through the streets is probably the best way to discover everything this charming neighborhood has to offer.

  • Brookline Village is a charming shopping center known for being the site of America’s first municipal gymnasium and public bath. It is home to a fine assortment of antique shops and children’s boutiques and is an eclectic blend of old and new.
  • Coolidge Corner is the biggest and busiest business district in town, and is home to numerous shops, bookstores, specialty restaurants and so much more. Be sure to catch a flick at the Coolidge Corner Theatre, which has been an independent movie theater since 1933.
  • Brookline Symphony Orchestra is an integral part of the Brookline community, offering a wonderful musical and cultural experience for its guests. The orchestra is made up of talented volunteer musicians – from amateurs and students to professionals.
  • Washington Square is a great place enjoy a leisurely dinner at a unique restaurant, a handcrafted cocktail at a popular tavern or the best people-watching in the area. 


Welcome to ... Newton.

Newton is a vibrant community comprised of 13 distinctive villages, and is well-respected for its beautiful open spaces, community life, exceptional homes and high-quality universities. Boston College, University of Massachusetts Amherst at Mt. Ida Campus and Lasell University all have campuses their home in Newton. The neighborhood is also home to Heartbreak Hill, which is the between the 20- and 21-mile marks of the yearly Boston Marathon.

  • Newton Centre is one of the most popular (and affluent) villages of the Newton community and serves as one of the places to live, eat, see and enjoy. Unique shops and restaurants are interspersed among chain stores, banks, and churches.
  • The Newton Free Library is one of the largest, most well-equipped libraries in the country. As the area’s foremost public library, it houses an extensive collection of print, non-print, and electronic resources, and a wide array of educational and cultural programs.
  • The Newton Campus of Boston College is home to the law school, Stuart Dining Hall, Trinity Chapel, and residential housing for roughly 40% of the freshman class.
  • Individuals who love getting a taste of history can get their fill of yesteryear with attractions such as the Jackson Homestead and Museum, the Mary Baker Eddy Historic House, the Longyear Museum and the Durant-Kenrick House & Grounds.


Welcome to … Chestnut Hill.

The Chestnut Hill area originated as a luxury escape for Boston’s elite, and today is one of the most sought-after areas in Boston. Cleveland Circle (which is where Waterstone is located) and the rest of Chestnut Hill are protected thanks to the Brookline Preservation Commission, meaning the unique and quaint historic feel is preserved (no big box stores allowed here!).

  • Don’t miss a visit to the Chestnut Hill Reservoir, which (although technically located in Brookline) is a popular outdoor destination for residents of Newton, Brookline and Chestnut Hill. It’s a beautiful place to take a scenic drive, stroll along the banks of the water, run or walk or simply enjoy the beauty of nature.
  • If shopping is on your mind, you’ll find everything you could want (and more) at The Shops at Chestnut Hill, a two-level enclosed shopping mall that’s a popular destination for everyone in the area.


Other Attractions Worth Visiting

  • Discover priceless works of art and see something new every time you visit Boston’s Museum of Fine Arts.
  • Still want more shopping opportunities? Faneuil Hall Marketplace houses more than 70 retailers, street performers and some of Boston’s best restaurants.
  • The Harvard Art Museums are an excellent place to spend a day and view world-renowned works of art and antiquities.
  • Watch a game at Fenway Park (that is, when the stadium opens again for spectators).


“As you can see, there’s a world of adventure waiting just outside your door at Waterstone at the Circle – and even more in the greater Boston area,” says Jake Quigley, Executive Director. “We invite those 62 and over to contact our Senior Advisor Kathleen to learn more about all Waterstone at the Circle has to offer.”


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 premiere Boston independent living community and discover The Circle lifestyle today!