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Welcome to Great Island at the Pinehills! We are a community of 600 homes, specially designed for active adults who are 55 and older. Our website is your one-stop-shop for all things Great Island. Here, you will find information about our neighborhood, clubs, activities, rules and regulations, and the resources available to our residents in our clubhouse.
As part of the larger Pinehills community, our residents have access to a wide range of amenities including miles of walking trails, tennis and bocce courts, exercise rooms, pools, ponds and golf. There are at least a dozen golf courses within a 30-40 minutes drive and two right across the street. All of these are set in an idyllic woodland retreat, making Great Island the perfect place for active adults to call home.
Whether you're a current resident or considering joining our community, our website is the best source of news, information, and resources for the residents of Great Island. Please take the time to explore our website and discover all that Great Island has to offer. If you have any questions please don't hesitate to contact us. We look forward to welcoming you to Great Island.
See all our Activities, on the date and time Calendar. Check out our Clubhouse amenities.
Latest News
Walk to End Alzheimer's
Posted on Sep 8th, 2026
JOIN OUR TEAM AND WALK FOR A CURE!
Every 60 seconds, someone in the US develops Alzheimers. We are walking right in our community to change that statistic, honor our loved ones, and raise critical funds for Alzheimers.
Whether you want to walk the route with us, make a donation, or help us cheer from the sidelines, your support makes a massive difference.
For more details and contact info, see flyer.
Upcoming Events
Comfort Keeper - Senior Living & Healthcare Consultations
Tuesday, October 20th at Overlook Clubhouse
Meet with Ruth McNaughton to discuss questions and concerns regarding geriatric care management, home health services, discharge planning and hospital follow up, navigating health system complexities and coverage options, and staying safely at home for longer. Schedule a 15 minute appointment by signing up at the Clubhouse.
No fee
Complimentary Hearing Screening
Tuesday, October 20th at Overlook Clubhouse Craft Room
Book an appointment 12:30-3:30pm for a complimentary hearing screening, hearing aid cleaning or video ear exam.
Sign up on the Clipboard at the Clubhouse.
Understanding How to Use Your iPhone & iPad
Tuesday, October 20th at Overlook Clubhouse Ballroom
Gadgets Made EaZy - 1-3pm
Understanding How to Use Your iPhone & iPad
You must sign up on the clipboard at the Clubhouse. The price will range between $4 - $8 depending on the number of sign ups. Bring a check the day of made out to Gadgets Made EaZy and we will let you know upon arrival how much you owe.
If less than 20 people sign up, this class will be canceled.
On Our Own Fall Wine & Cheese Night
Sunday, October 25th
Sunday, October 25th 4:00-6:00pm
Join other Great Island singles for a fun night at a member's house. Please bring an appetizer or dessert.