Comprehensive coverage from the most competitive, top-tier carriers — coupled with dedicated, personalized service from our expert team in Plymouth.
"Let our family take care of your family."
Court Street Insurance Agency, Inc. was founded in 1984 by Charles D. Tassinari, a lifelong Plymouth resident with more than 50 years of local real estate experience. His mission was simple: help friends and neighbors get the best insurance at the best value.
Four decades later, that mission hasn't changed. Our team provides comprehensive coverage from the most competitive, top-tier insurance carriers, coupled with dedicated, personalized service — serving individuals, families, and businesses across Massachusetts and New Hampshire.
Proud to call Plymouth home
Our Personal Lines specialists build customized insurance programs to protect your family, home, automobiles, and valuable possessions — at a competitive rate.
Automobile insurance is required in Massachusetts and nearly every state — the right policy protects your car and your family from liability after an accident.
Homeowners coverage for single-family homes, condos, and apartments, plus protection for your valuables. Bundle with auto to save.
Specialized coverage for boats on the South Shore, so you can protect your investment and enjoy the water with peace of mind.
Standard property policies don't cover flood damage. We help you secure separate flood coverage — often required by mortgage lenders.
Supplemental liability protection above and beyond the limits of your standard policies, at a surprisingly affordable cost.
Life insurance protects your loved ones financially, providing for your family in the event of disability or death.
No two businesses are the same, and obtaining the right coverage at the right price is a specialty of our Commercial Lines Team.
Commercial auto coverage for company vehicles and fleets.
Protect your business assets, equipment, and physical location.
Comprehensive protection against bodily injury and property damage claims.
Required for most MA employers — protecting your business and your employees.
We shop your coverage across the most competitive carriers in the region so you get the best combination of price and protection.





Real advisors, real relationships. Reach out to any member of our team directly.
31+ years in insurance. CIC, CISR, CPIW. BS in Finance, University of South Florida.
[email protected]
20+ years with the agency. AAI, CCLP, MLIS, AILP/CL, CISR, CPIA, TRIP.
[email protected]
17+ year employee. Licensed broker, CISR designation, customer service representative.
[email protected]
Five-year employee. Licensed broker, CISR and AILP/PL designations.
[email protected]
Cornell University graduate. Certified Family Business Specialist. Life, disability & long-term care.
[email protected]
Lifelong Plymouth resident with 50+ years of real estate experience. Founded the agency in 1984.
Coverage can't be bound or changed by email or web form — policy modifications need a direct conversation with our team. Give us a call or send an email and we'll take it from there.
Pay directly through your carrier's secure portal, or call them using the numbers below.
Jill Tassinari regularly contributes insurance guidance to a local magazine, helping neighbors stay informed on the coverage decisions that matter most — including:
When extra liability protection above your standard limits makes sense.
What homeowners need to know about protecting against costly spill cleanup.
What actually drives your insurance premiums up or down.
Coverage options as cyber threats become a growing risk for families and businesses alike.
Have a question? Contact the Court Street team at (508) 747-7670.
Serving all of Massachusetts and New Hampshire from our office on Court Street in downtown Plymouth.
Is this your business? See the before & after →
This site is an independent promotional redesign built by Wicked Fast Web to demonstrate our work — it is not officially affiliated with, endorsed by, or paid for by the business shown here. No subscription or payment is attached. If you're the owner and have questions, want to make it official, or want it taken down, get in touch. Prefer to just grab time on my calendar? Book a 15-minute call.