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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.
Latest News
Clubhouse Mailroom Door Broken
Posted on May 23rd, 2026
The Clubhouse Mail room door is broken, so please use the Main Entrance to access the facility. A Constant Contact email will be sent when the door is operational.
Memorial Day Changes
Posted on May 23rd, 2026
Please note the following Memorial Day schedule changes for the Overlook Clubhouse.
The Front Office will be closed.
Strength Training at 10:30AM, Line Dancing at 11:45AM, and Square Dancing at 7PM have all been canceled on Monday May 25th.
Open Communications Meeting
Posted on May 6th, 2026
There will be an Open Communications Meeting scheduled for June 2, 2026 beginning at 6:30 p.m. Please bring your questions and concerns and comments to present to the Board. We are interested in hearing your ideas and feedback.
All are welcome to join in the Clubhouse or by Zoom.
Upcoming Events
Watercolor Workshops For Beginners
Tuesday, May 12th to Tuesday, May 26th
Watercolor Workshops For Beginners
GI Homeowners Only
May 21, May 26
Overlook Clubhouse Craft Room 9:30AM-12:00PM
Debra Birtwell is offering 3 Beginners Workshops in May. Sign up at the Clubhouse and leave a check in the white box. $30 per workshop includes all materials.
Great Island Knitters Annual Food Drive
Tuesday, May 19th to Monday, June 1st
May 18 - June 1
Overlook Clubhouse
Help support the Great Island Knitters Food Drive which benefits the South Shore Community Action Council Food Pantry by dropping off non-perishable food on the table in the Clubhouse. Last year, the Knitters donated a whopping 507 pounds of food and $245.
Introduction To Reiki
Thursday, May 28th, 12:30PM-2:00PM at Overlook Clubhouse
This practice is being led by Great Island Resident, Larraine Bossi, who has taught Reiki for over 20 years.
This class is complimentary but please sign up on the clipboard at the Clubhouse.
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CPR, AED (Defibrillator), First Aid Training
Saturday, May 30th
The Great Island Board of Directors in coordination with the Great Island Sports Association will be offering CPR, Defibrillator, and First Aid Training on May 30, 2026 at 9 AM in the ballroom.
The signup will be on Saturday, April 11, 2026 at 9 AM by email (see details).
