No website, brochure, or online review can match the experience of stepping into a senior living community in person. A tour allows you to see, feel, and imagine what life could truly be like, far beyond what a photo gallery or five-star rating can reveal.
At Waterstone at Wellesley, Senior Advisor Helena sees the difference visits can make for prospective residents and their families. More importantly, she emphasizes that it’s vital to use visits wisely; ask questions, see what life is like here, and make sure you are confident you can see yourself at home in the community.
“Every person comes in with questions and hesitation, fears and anxieties,” she says. “Once they meet our team and see how the community lives and breathes, many feel a shift. It helps them imagine a life here.”
Why Touring in Person Matters

Helena believes in starting with a conversation. This is such a significant moment in life and a huge commitment, so it shouldn’t be rushed.
Before a tour begins, she gets to know the individual or couple and their family. In Senior Living, they call this ‘discovery’. They will get to know your lifestyle, what you’re hoping to find, and what worries you about the process. From there, she’ll build a personalized experience around your interests and specific questions.
That means your tour is always tailored to you. You’re not getting a boilerplate experience.
A prospective resident who enjoys the arts may spend time in the library or attend a program. Someone who values wellness may sit in on a fitness class or explore the pool. A chef-prepared lunch always helps guests experience Waterstone’s culinary focus firsthand.
Questions, Concerns, and What to Expect

Many people hesitate to consider senior living because they feel unsure, overwhelmed, or just don’t know where to start. Common concerns include everything from logistics to lifestyle:
- How will I downsize to a smaller living space?
- What happens if I need extra care later on?
- What’s included in the monthly cost?
- I love to cook — what are the kitchen options like?
- Can I walk to nearby shops or amenities?
- Will I fit in here? Will I lose my independence?
- What is the difference between independent and assisted living?
Helena hears these questions every day. She welcomes them.
“It’s normal to feel uncertain,” she says. “Our job is to listen, talk it through, and help people find answers. Touring gives us a way to have those conversations.”
Helena takes the time to explain your options clearly, answer questions patiently, and help you navigate both the emotional and practical aspects of the transition. She’s your first point of contact and a guide throughout the process.
Meeting residents, participating in a class, or simply sharing a meal on-site helps visitors ease anxiety and imagine what life here could really be like. And because Helena customizes each tour based on your specific interests and concerns, no two visits are the same. It’s a thoughtful approach that helps people picture their future with more clarity and confidence.
And this support isn’t unique to Wellesley. Our Senior Advisors at Waterstone communities in Lexington, Cleveland Circle, High Ridge, and Westchester all share the same mission: to make your experience personal, comfortable, and meaningful from the very first conversation.
What to Expect from a Senior Advisor

At Waterstone, the role of a Senior Advisor goes well beyond scheduling tours or explaining costs. Helena sees herself as a partner and guide, especially for people who are new to the world of senior living and may need further expert help.
She connects families with local trusted professionals who can assist with downsizing, selling a home, planning finances, or navigating care decisions. In this way, she is a conduit, putting you in touch with those who can ease the transition.
Over the years, she’s also helped families manage emotional hurdles and unexpected challenges.
“Sometimes I help someone find a real estate attorney or arrange a visit with a geriatric care manager,” she says. “Other times, I’ve helped pack up clothing or walked through a house with someone who needed support. The job often takes on many different roles.”
This level of service helps people – prospective residents and their loved ones – feel supported and reassured during what can be an emotionally complex time.
The Waterstone Experience

Helena doesn’t just work at Waterstone; she takes pride in the lifestyle it provides. During a tour, she highlights features that make Waterstone at Wellesley special, including:
- A vibrant programming calendar with lectures, musical performances, and cultural outings. Just recently, she explains, groups have visited Rockport and Falmouth, both day trips in Massachusetts, and she’s a big fan of the regular Friday trips to see the Boston Symphony Orchestra.
- A culinary team that focuses on health-forward menus without sacrificing taste. This is high-end dining, featuring top-quality locally sourced ingredients, designed with both heart and brain health in mind.
- A variety of wellness opportunities, from yoga and tai chi to pool time and strength training, with classes led by fitness professionals.
- A welcoming community culture supported by long-tenured team members who always look for new ways to engage residents.
“I’ve been here for years, and many of our team members have too. People feel that sense of continuity and care when they walk through the door.”
Waterstone residents also shape their own experience through monthly feedback meetings and daily interactions with leadership. There is a real sense that this is a thriving, evolving community in which everybody plays a part, from life enrichment team members to dining staff to the residents themselves.
A Place to Thrive
Helena knows the idea of stepping into a community can be intimidating for some. She says it can be like “arriving at college and trying to find your place among existing friend groups.”
In this context, she sees her role as a helping hand, guiding somebody through that transition to a new place and a new start. Since she has in-depth knowledge of all the residents and has gotten to know you as a prospective resident, she can even play the role of matchmaker, introducing like-minded people to help build those relationships.
A Natural Matchmaker
Helena remembers one prospective resident who was especially reserved during his first visit. He was friendly, but quiet and uncertain, clearly trying to take everything in. Then, in passing, he mentioned he enjoyed fly fishing.
That small detail didn’t go unnoticed.
Helena immediately thought of a longtime resident who was also an avid fly fisherman. Before the tour was even over, she arranged for the two to sit down and chat. What began as a casual conversation turned into a lively exchange of stories, favorite rivers, and gear recommendations.
“They hit it off right away,” Helena recalls. “You could see him start to relax.”
Soon after, the prospective resident decided to move in. By the time he did, he and his new friend had already planned their first fly fishing trip together.
It’s a small story, but one that reveals the Waterstone ethos. It reflects Helena’s ability to listen carefully and make connections that turn a polite tour into a memorable connection.
When we speak of the Waterstone experience, this is what it’s about: helping people thrive at this stage of their lives. Helena’s role is all about encouraging you to see that possibility, peeling away those fears and anxieties to pave the way for a successful transition into community life at Waterstone.
Key Takeaways – Helena’s Tips to Make the Most of a Tour

- Come with questions. No concern is too small. Brings what’s on your mind.
- Share what you love. Mention your interests, whether it’s painting, fitness, or fly fishing, so we can show you what will interest you here at Waterstone.
- Observe the little things. How do team members greet residents? What’s the energy like in shared spaces? Trust your instincts.
- Stay for a meal. Dining is an important part of everyday life here. Sitting down for lunch gives you a taste, literally!
- Talk to residents. They’ll give you honest insights about their experiences and what helped them feel at home.
- Ask about the transition. Moving is a big step. We’re here to help connect you with downsizing experts, care advisors, and more.
- Take your time. There’s no pressure to decide on the spot. Come for a second or third visit if you need to.
Taking the First Step
For those unsure where to start, Helena encourages a simple phone call to get started. She’ll then help you organize a visit if you’re interested to learn more. She often invites people to attend an event, join a class, or sit down for a casual lunch.
“There’s no pressure. I just want people to feel what it’s like to be part of the community,” she says. “It can be hard to picture until you’re actually here.”
Waterstone’s Senior Advisors help visitors navigate the logistics and the emotions behind the decision to move into a senior living community. They offer resources, answer questions, and support individuals through each stage of their journey.
Schedule a visit to Waterstone at Wellesley to discover the Waterstone difference.