Stephen Benjamin Insurance Agency

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

06/22/2026

That muscle car deserves more than just any policy…

Classic and performance cars come with unique value, and the right coverage matters just as much as the right people behind it.

No matter its use, we’re here to help make sure it’s properly protected for every mile ahead. Because something you’ve invested time, money, and passion into deserves coverage built for it.

Not sure where to start? Visit benjaminagency.com!

This Father’s Day, we’re celebrating the generations of fathers who helped build Stephen Benjamin Insurance from the gro...
06/21/2026

This Father’s Day, we’re celebrating the generations of fathers who helped build Stephen Benjamin Insurance from the ground up.

From our founder, Stephen, to Robert, and Steve, each one played a role in shaping not just a business, but a legacy built on hard work, integrity, and care for the community.

We’re grateful to continue that tradition today and honor the foundation they created for future generations.

Happy Father’s Day from our family to yours💙

Our office will be closed Friday, June 19 in observance of Juneteenth. 🤍We'll be back to regular hours on Monday, June 2...
06/19/2026

Our office will be closed Friday, June 19 in observance of Juneteenth. 🤍

We'll be back to regular hours on Monday, June 22.

If your needs can wait, send us a message and we'll respond first thing Monday morning. Need something before then? You can reach out to your insurance provider directly at any time to discuss immediate needs such as bill pay and claims services.

Wishing everyone a meaningful holiday weekend.

06/18/2026

Simple feedback like this says a lot.

We’re committed to providing prompt service and a friendly, approachable experience every time you reach out, because insurance should feel straightforward, not stressful.

We appreciate the trust and support! No matter your needs, we’ve got you covered. Visit our site at www.benjaminagency.com

This spot in Sutton has been making summer memories for nearly 60 years!Marion’s Camp on Lake Singletary was a place whe...
06/17/2026

This spot in Sutton has been making summer memories for nearly 60 years!

Marion’s Camp on Lake Singletary was a place where generations of local youth in Sutton gathered to learn outdoor skills, build friendships, and create lifelong memories.

Operated by the Central Massachusetts Camp Fire Council from 1930 to 1987, the camp became an important part of the town’s community history.

Today, the property continues serving the community as a public recreation site owned by the Town of Sutton.

Planning to make this part of your summer this year?

Small-to-mid size farms still carry big responsibility! 💪Even without large-scale operations, things like equipment, ani...
06/16/2026

Small-to-mid size farms still carry big responsibility! 💪

Even without large-scale operations, things like equipment, animals, structures, and everyday liability risks can add up quickly.

Having the right coverage helps protect the land you work, the animals you care for, and the lifestyle you’ve built, no matter the size of the farm.

Give us a call today or visit our site, benjaminagency.com, to ensure you’re properly protected.

06/15/2026

Upgrading your boat this season? 🚤

Before you get back on the water, make sure your insurance is keeping up with your upgrade.

New boats, added equipment, and higher values can all impact your coverage, and the last thing you want is to assume you’re protected when you’re not.

Whether you’re upgrading, replacing, or buying your first boat, we’re here to help make sure you’re covered.

Give us a call or visit benjaminagency.com!

What a great day it was! 🍅A huge thank you to everyone who came out for Tomato Day a few weeks ago. Our clients, our nei...
06/11/2026

What a great day it was! 🍅

A huge thank you to everyone who came out for Tomato Day a few weeks ago. Our clients, our neighbors, and the whole Sutton community. Days like this are exactly why we love doing what we do in the town we call home.

A few extra thank yous are in order:
🌱 To Whittier Farms for providing the tomato plants - we couldn't have done this without you!
⛺ To the team at Main Street America for coming out with the goodies - thank you for showing up for our community.

And of course, thank YOU, for stopping by, saying hi, grabbing a plant, and making the day what it was. Four generations in and we still get a kick out of seeing familiar faces (and meeting new ones) at events like this.

Here's to a summer of good tomatoes and even better neighbors.

Backyard properties are nothing to horse around about 🐴Small farms and backyard properties with horses come with their o...
06/11/2026

Backyard properties are nothing to horse around about 🐴

Small farms and backyard properties with horses come with their own unique risks, and a lot more responsibility than most people realize.

From fencing and liability concerns to property damage and animal-related incidents, having the right coverage in place is key to protecting both your land and your lifestyle.

Whether it’s a small working farm or a few horses at home, proper insurance helps make sure you’re covered for what everyday life on the property can bring.

Not sure if you’re covered? We’re here to help!

Call us today or visit our site at benjaminagency.com.

YMCA Camp Blanchard is a New England summer staple ☀️For decades, it offered local youth the chance to swim, boat, and l...
06/10/2026

YMCA Camp Blanchard is a New England summer staple ☀️

For decades, it offered local youth the chance to swim, boat, and learn outdoor skills in a lakeside setting.

Generations of campers spent their summers there building friendships and lasting memories connected to nature.

The camp remains part of Sutton’s history of youth summer programs centered around its ponds and natural landscapes.

Do you remember going to this camp as a kid??

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

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