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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
Landscape/Turf Update
Posted on Aug 12th, 2026
The next round of fertilization will be applied the week of August 24, weather permitting.
This round includes 25-0-6, 50% fertilizer with 5% iron and 50% slow release release.
If you choose to not want to receive the fertilizer treatment, please contact your street captain to ask for a Do Not Fertilize sign, no later than Thursday, Aug. 20.
Updated Waiver Info
Posted on Jul 27th, 2026
NOTE:
Updated waivers have been mailed to all residents. Please drop the completed waivers in the box in front
of the Front Desk.
We have recently updated the wording of our Resident Informed Consent Release and Waiver Agreement. If you have not signed the updated waiver, you will be receiving mail this week which contains the updated waiver to sign and return.
Also enclosed in the mailing is a Resident Contact Information Update Form. As many residents have called Great Island home for a number of years, some of the contact information we have on file may no longer be current. We would appreciate if you could take a few moments to update your information so we can ensure our records are accurate.
For your convenience, a collection box is located in front of the Front Desk where you may drop off both your completed waiver and contact information form.
Please have the waiver returned no later then Monday, August 17th.
Upcoming Events
On Our Own Sunset Cruise
Monday, August 17th
Pilgrim Belle
August 17th, 6pm
Book and pay online at Captain John. Once you have booked online, sign up on the clipboard at the Overlook Clubhouse to let On Our Own know you will be attending.
Comfort Keeper Sign Up
Tuesday, August 18th
Senior Living & Healthcare Consultations
Tuesday, August 18th
Overlook Clubhouse
Schedule a 15 minute appointment
Sign up at the Clubhouse
No fee
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.
Email Jessica with any questions.
Complimentary Hearing Screening
Tuesday, August 18th
Tuesday, August 18th
12:30PM-3:30PM
Clubhouse Craft Room
Book an appointment for a complimentary hearing screening, hearing aid cleaning or video ear exam. Sign up on the Clipboard at the Clubhouse.
Email Jessica with any questions.
Email Jessica with any questions.
See flyer for additional information and dates.
Sunday Golf Social
Sunday, August 23rd
Squirrel Run Golf Course
Sunday, August 23rd, 4:30pm
Registration opens August 10
The Great Island Sports Association will sponsor an evening of golf at Squirrel Run with a meal at the conclusion of play. Players are allowed to register as an individual, a pair, a threesome, or a foursome. This is a social event where players of all ability are welcome.