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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

Rusty Hinges on Zoom
Posted on May 20th, 2026
Rusty Hinges will be on Zoom this week and not in person.
 
The Zoom will be held at 4PM on Thursday, May 21st.
 
Mixed Cribbage Schedule
Posted on May 19th, 2026
Mixed Cribbage is played the second and fourth Friday of every month. There was an error on this months calendar because there are 5 Fridays. The next Mixed Cribbage is on Friday, May 22nd and not May 29th.
Package Delivery Mistake by UniUni Delivery
Posted on May 12th, 2026
 
Jessica has been made aware that the delivery company, UniUni Delivery, has been leaving packages inside the Mint Sprig mail hut rather than delivering them directly to residents’ homes. Packages are being left on the counter unsecured, including for residents who do not receive mail at that location. To help prevent packages from being lost or misplaced, she is checking the mail hut daily and bringing any unattended packages to the Clubhouse for safekeeping. Residents will be notified if a package belonging to them has been brought to the Clubhouse for pickup.
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

Aquafit New Session
Tuesday, May 12th to Friday, May 22nd
A new session of Aquafit Begins Monday, May 18th. Signup sheets will be available at the Clubhouse on Monday, April 27th.
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. Drop off non-perishable food on the table in the Clubhouse.
 
Last year, the Knitters donated a whopping 507 pounds of food and $245.
 
Most needed items: canned fruits, canned vegetables, peanut butter & jelly, spaghetti & sauce, coffee & tea, cereal, breakfast foods, canned tuna ham and chicken, diapers & baby wipes
Great Island Travel Club
Thursday, May 21st, 12:30 PM – 3:00 PM at Overlook Clubhouse Ballroom
 
Great Island Travel Club
Typically Meets the third Thursday of the month
12:30 PM socialize/treats
1:00 – 3:00 PM meeting
Overlook Clubhouse Ballroom
Sign up is requested so we can setup enough chairs
Thursday, May 21st
Featuring – AmaWaterways River Cruises – Stephen Batjiaka