Stephen Benjamin Insurance Agency

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Stephen Benjamin Insurance Agency Providing home, auto, and small business insurance in Massachusetts since 1939.

A detached garage, shed, or barn can be easy to overlook when reviewing your insurance coverage.If you have an additiona...
10/14/2026

A detached garage, shed, or barn can be easy to overlook when reviewing your insurance coverage.

If you have an additional structure on your property, your insurance advisor should know its size and condition, how it’s being used, what equipment is stored inside, and whether you’ve completed any renovations or electrical updates.

These details can help determine whether your current coverage still reflects your property. If something has changed since your last policy review, a quick conversation with our team can help you understand what’s included and keep your information up to date.

Stephen Benjamin Insurance is heading to the MAIA Big Event!This annual conference and trade show brings insurance agenc...
10/12/2026

Stephen Benjamin Insurance is heading to the MAIA Big Event!

This annual conference and trade show brings insurance agencies, carriers, vendors, and industry experts from across Massachusetts together in one place.

For us, attending means continuing to learn, building strong relationships, and staying involved in the conversations shaping our industry.

We’ve been helping our neighbors understand insurance for generations. Staying connected to the industry helps us continue serving them well.

Creak goes the barn door.Rustle go the leaves.Something sweet is stirringon this spooky autumn eve… 👻🍂The tractors are w...
10/08/2026

Creak goes the barn door.
Rustle go the leaves.
Something sweet is stirring
on this spooky autumn eve… 👻🍂
The tractors are waiting.
The candy is, too.
Now all Tract-or-Treat needs
is your costumed crew! 🚜🎃

Join us for Tract-Or-Treat, a fun-filled evening to celebrate the spooky season!

📅 Friday, October 30
⏰ 4pm - 7pm
📍 Whittier Farms in Sutton

We hope to see you there!

With school back in session, teen drivers are navigating busy mornings, crowded parking lots, after-school activities, a...
10/07/2026

With school back in session, teen drivers are navigating busy mornings, crowded parking lots, after-school activities, and plenty of distractions.

Remind them to buckle up, put the phone away, leave extra space between vehicles, and give themselves enough time to get where they’re going.

They may roll their eyes, but a quick reminder never hurts! 🚗

10/05/2026

When something goes wrong, having someone in your corner can make all the difference.

We believe insurance is about having someone you can call, someone who will help you understand the next steps, and someone who will be there when you need support.

Give us a call or stop in. We’re here when you need us!

Opening your farm to the public can be a great way to bring the community together, but it also comes with added respons...
10/01/2026

Opening your farm to the public can be a great way to bring the community together, but it also comes with added responsibility.

Before hosting an event, don’t forget to think about safe walkways, parking, lighting, animals, equipment, food service, and the number of guests expected. It’s also a good idea to talk with your insurance advisor so you understand how your coverage may apply.

At Stephen Benjamin Insurance, we care about helping our customers ask the right questions and feel prepared before welcoming guests onto their property.

It’s something we keep in mind as we get ready for Tract-or-Treat on Friday, October 30th. We hope to see you there! 🚜🎃

09/30/2026

Things are getting a little spooky around the office! 🎃👻

We’re decorating for Halloween and getting ready for a fun fall season here in Sutton.

Our office may be filled with a few more pumpkins and cobwebs than usual, but you’ll still find the same friendly team ready to answer your insurance questions and make coverage easier to understand.

Stop by and say hello if you’re in the neighborhood - we’d love to chat!

📍 497 Central Turnpike, Sutton

09/28/2026

Tract-or-Treat returns next month on Friday October 30th!

Free for all ages to attend and enjoy!

Stephen Benjamin Insurance Agency

Those colder months will be here before you know it. Check these things off your fall home maintenance list before it’s ...
09/28/2026

Those colder months will be here before you know it. Check these things off your fall home maintenance list before it’s too late! 🍁🏠

✅ Clear leaves and debris from gutters
✅ Check your roof for visible damage
✅ Test smoke and carbon monoxide alarms
✅ Have your heating system inspected
✅ Trim branches that could pose a risk to your home
✅ Inspect walkways, stairs, and railings

If you’ve completed major renovations or made other changes to your property this year, consider reviewing them with your insurance advisor, too.

A well-maintained home and an up-to-date policy can help you feel more prepared for the season ahead.

Harvest season = farm machinery is kicked into high gear! 🌾🚜Before the busiest part of the season, take time to inspect ...
09/24/2026

Harvest season = farm machinery is kicked into high gear! 🌾🚜

Before the busiest part of the season, take time to inspect your equipment, follow the manufacturer’s maintenance recommendations, and make sure guards and shields are properly positioned.

It’s also a good time to review your farm insurance.

Have you purchased, replaced, borrowed, or leased any machinery?

Has the way you use or store your equipment changed?

Depending on the policy, those details may affect your coverage. And every farm is different, so consider talking with your insurance advisor to make sure your policy information reflects your current operation.

Address

497 Central Tpke
Sutton, MA
01590

Opening Hours

Monday 8am - 4pm
Tuesday 8am - 4pm
Wednesday 8am - 4pm
Thursday 8am - 4pm
Friday 8am - 4pm

Telephone

+15088659534

Website

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