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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
"Art In Bloom" Craft Fair has been cancelled
Posted on Apr 28th, 2026
The Great Island Artisans Guild "Art In Bloom" Craft Fair for this coming Saturday, May 2nd has been cancelled.
No Second Sunday Supper in May
Posted on Apr 28th, 2026
There is no Second Sunday Supper in May in honor of Mothers Day. The Next Second Sunday Supper will be on June 14th and the theme will be an All American Barbeque.
Inspect Your Property for Damage Related to Snow Removal
Posted on Apr 8th, 2026
If you have not already done so, please take a few minutes to inspect your property for:
- Broken or missing sprinkler heads
- Broken, missing or marred components of your front porch/stoop railing system
- Broken, dented or marred areas on your garage door and side trim pieces
- Areas of disrupted turf that are not contiguous to the street
(Note: Fairway took photos of the fronts of all homes in the Fall. If those photos of your home show the damage to garage areas and/or stoop/porch areas that you might now be trying to report, Fairway will not repair them. As such damage is now well beyond reporting cutoffs.)
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Sprinkler Heads Damaged During Snow Removal Operations
Posted on Apr 3rd, 2026
RE: Sprinklers Damaged During Snow Removal Operations 2025-2026 Season
Fairway will repair/replace, at no charge, sprinkler heads and related connections/tubing deemed to have been damaged by Fairway, but Fairway will not reimburse homeowners for such work performed by 3rd party contractors or by homeowners themselves.
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Upcoming Events
Plymouth Spring Cleanup
Saturday, May 2nd, 9:00am at Pinehills Stonebridge Club
Plymouth Spring Clean Up
Saturday, May 2nd
Sign up to join the Pinehills Clean Up Team. Meet at The Stonebridge Club at 9AM.
Great Island Gardeners Spring Plant Sale
Thursday, May 7th, 1 pm to 3 pm at Overlook Clubhouse
Mark your calendars now... the GIG Spring Plant Sale is back! Local family-owned favorite Crystal Lake Garden Shop is bringing us a spectacular selection of vibrant annuals and perennials from small pots to big, beautiful patio plants and gorgeous hanging baskets overflowing with color!
Volunteers will be on hand to help load everything into your car, and we accept cash, checks, and credit cards.
Shop locally and support the programs of the Great Island Gardeners!
Great Island Gardeners Low Maintenance, Affordable Gardening
Tuesday, May 12th, 7PM
This month the Great Island Gardeners are pleased to welcome back popular speaker Paul Split for an informative and practical presentation.
Gadgets Made EaZy Presentation
Friday, May 15th, 10 am at Overlook Clubhouse Ballroom
Great Island Social Club
Gadgets Made EaZy will present an array of technology related topics including how to use your phones and computers, Artificial Intelligence, cutting the cable cord, safety on the internet and more!
Please sign up on the Clipboard at the Clubhouse.