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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
Clubouse office hours on Friday 10/16
Posted on Oct 13th, 2026
The Clubhouse Front Office will close at 2:30 on Friday October 16.
Fitness Classes 10/16
Posted on Oct 13th, 2026
There will be no Walking for Fitness or Strength Training on Friday, October 16th.
Aquafit Fall Session
Posted on Sep 8th, 2026
Sign ups are now open for the Fall Session of Aquafit. Classes begin September 8, and are available for both men and women and are from 10:30 - 11:30 on Mondays and Thursdays. See flyer for more info.
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
Great Island Social Club Registry of Motor Vehicles "Shifting Gears" Workshop
Friday, October 16th, 10am at Overlook Clubhouse Ballroom
The Registry of Motor Vehicles will be here for a free safe driving workshop for Senior drivers.
Sign Up on the clipboard at the Clubhouse.
3rd Annual Pickleballers Play Day
Saturday, October 17th, 10:00am - noon at Great Island Pickleball Courts
This event has changed a bit. It is no longer a tournament, and instead is a fun day to hang out with friends and play Pickleball.
Money raised from this event benefits Womanade At The Pinehills, a group of resident volunteers who raise money to provide short-term, emergency financial assistance to families with children in the Plymouth Public Schools.
Sign up at the Overlook Clubhouse. Donations can be by check and made out to Womanade At The Pinehills and dropped in the white box at the clubhouse. On the memo of your check, please write GI26.
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
Understanding How to Use Your iPhone & iPad
Tuesday, October 20th, 1-3 PM at Overlook Clubhouse Ballroom
Gadgets Made EaZy
Understanding How to Use Your iPhone & iPad
Personalize your device experience, enhance security, and master new tricks. Elevate your digital expertise with our computer consultant services. Join us to unlock the full potential of your Apple device. We will be addressing What's new in iOS 18? Personalize your Home Screen, Lock and hide apps, Control Center, Photos, Messages, Safari, Passwords, Maps, Wallet, Notes, Privacy and Security, Accessibility, Learn tricks for iOS 18 and More!
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.