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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
Great Island Artisans Guild
Posted on Jan 20th, 2026
Meets the 3rd Tuesday of the Month
Overlook Clubhouse Ballroom
7-9PM
No meetings in January & February
Gym Cleaning
Posted on Jan 20th, 2026
The gym will be cleaned every Monday Morning from 6-6:30AM. The gym will remain open during this time, but please be mindful of the cleaners.
Did you know?
Posted on Jan 13th, 2026
GI Directory Updates
The Great Island Resident Directory is updated every month. You can find Resident's Information in a binder on the table in front of the Front Desk and also on the this Website under
Resident info > Resident Directory.
The Great Island Resident Directory is updated every month. You can find Resident's Information in a binder on the table in front of the Front Desk and also on the this Website under
Resident info > Resident Directory.
(If your information is outdated on the list, please email Jessica with your updated email address or phone number.)
The Overlook Clubhouse has 3 libraries and 1 puzzle library!
- The Overlook Clubhouse Lending Library is located in the Mailroom. These books are for residents to enjoy. Donations of books in excellent condition are welcomed.
- The Local Interest Library is shelved to the right of the fireplace. This is a reading only Library, residents are welcome to browse through and to read these books in the Living Room but please do not remove these books from the Clubhouse.
- The Veterans Group Library is shelved to the left of the fireplace. This is a reading and lending Library. Residents are encouraged to bring books home and then return them when finished, but be sure to use the sign in, sign out sheet in the Banner Binder.
- The Puzzle Library is located in the Rich Powers Room Closet. Bring a puzzle home and return it after completed. Puzzle donations can be left in the Mailroom next to the bookshelves.
Overnight Parking at the Clubhouse
Posted on Jan 13th, 2026
New Form
If you ever need to leave your car in the Overlook Clubhouse Parking Lot due to inclement weather, road work, or overnight visitors, please fill out the new form. You can now fill out this form instead of emailing Jessica. This form can be found on this Website under Helpful Info.
Wedding Photos
Posted on Jan 13th, 2026
The February Newsletter will be all about the love that makes up Great Island and we would love to share some wedding photos! If you have your wedding photo and would like to share it, please email it to Jessica. If you only have a hard copy of your photo, feel free to bring it to Jessica and she can scan it.
Christmas Lights Recycling Collection
Posted on Dec 23rd, 2025
December 1 - January 31
Overlook Clubhouse Mailroom
Sustainable Pinehills will be collecting used holiday lights including window candles and string lights. There is a container in the Clubhouse Mailroom for drop off.
Upcoming Events
Pinehills Grief Group
Thursday, January 22nd to Thursday, February 26th
Meets the 2nd and 4th Thursdays at 6PM in the Stonebridge Conference Room.
Next Meeting: January 22nd
Join Pinehills residents experiencing the loss of a loved one. Make new friendships and connections as you uplift and support one another.
Rusty Hinges
Thursday, January 22nd to Thursday, February 5th
Thursdays at 2PM
Clubhouse Ballroom
No need to sign up and No fee
The schedule for the next few weeks is different than usual:
January 22 - Zoom at 4PM
January 29 - No class
February 5 - Clubhouse at 2PM
Aquafit Winter Session
Monday, January 26th
Begins January 26
Overlook Clubhouse Pool
Signup begins January 5th
Sessions available on Mondays, Wednesdays, and Thursdays
Use the water’s resistance, along with hydro-fit props (weights and noodles), to perform rhythmic movements. This workout helps increase mobility, endurance and strength and is geared toward all levels and beginners are welcome!
Signup sheets will be available at the Clubhouse on Monday, January 5th and if space remains available after January 18th, classes will be opened up to all Pinehills residents.
Caregiver Support Group
Wednesday, January 28th to Wednesday, February 25th
Do you know that Great Island has a Caregiver Support Group for those folks caring for loved ones who have a memory impairment?
Our meetings are the second and fourth Wednesday of each month in the Clubhouse Craft Room at 1:00PM.
Why a support group?
In a safe space, support groups can create a sense of community where caregivers can voice frustrations, share stories and gain insights from peers going through similar experiences.
Our meetings also provide opportunities for learning about available community resources, how to navigate the system and to help the overall well being of the caregiver and their loved one.
Contact info
In a safe space, support groups can create a sense of community where caregivers can voice frustrations, share stories and gain insights from peers going through similar experiences.
Our meetings also provide opportunities for learning about available community resources, how to navigate the system and to help the overall well being of the caregiver and their loved one.
Contact info