Family-Run Since 1984

Local Insurance.
Real People.

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."

The Court Street Insurance Agency team in their Plymouth office
Our Story

A Family Agency, Since 1984

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.

1984 Founded
40+ Years of Service
MA & NH Licensed & Serving
6 Dedicated Advisors

Proud to call Plymouth home

Downtown Court Street shops in Plymouth, Massachusetts
Fishing boats moored in Plymouth Harbor
Plymouth breakwater with the marina in the background
Insurance For You

Protecting What Matters Most

Our Personal Lines specialists build customized insurance programs to protect your family, home, automobiles, and valuable possessions — at a competitive rate.

Auto

Automobile insurance is required in Massachusetts and nearly every state — the right policy protects your car and your family from liability after an accident.

Property & Home

Homeowners coverage for single-family homes, condos, and apartments, plus protection for your valuables. Bundle with auto to save.

Watercraft

Specialized coverage for boats on the South Shore, so you can protect your investment and enjoy the water with peace of mind.

Flood

Standard property policies don't cover flood damage. We help you secure separate flood coverage — often required by mortgage lenders.

Umbrella

Supplemental liability protection above and beyond the limits of your standard policies, at a surprisingly affordable cost.

Life

Life insurance protects your loved ones financially, providing for your family in the event of disability or death.

Motorcycle Rental Property Valuable Items & Jewelry Antique & Collector Autos Recreational Vehicles
Insurance For Your Business

Commercial Coverage, Built Around You

No two businesses are the same, and obtaining the right coverage at the right price is a specialty of our Commercial Lines Team.

Auto

Commercial auto coverage for company vehicles and fleets.

Commercial Property

Protect your business assets, equipment, and physical location.

General Liability

Comprehensive protection against bodily injury and property damage claims.

Workers Compensation

Required for most MA employers — protecting your business and your employees.

Crime Glass Garage Keepers Liquor Liability Professional Liability Tools & Equipment Motor Cargo Builders Risk Bonds
Our Providers

Trusted, Top-Tier Carriers

We shop your coverage across the most competitive carriers in the region so you get the best combination of price and protection.

Safety Insurance logo
Plymouth Rock Assurance logo
Norfolk & Dedham Group logo
Mass Property Insurance logo
Progressive Insurance logo
15+ More carriers including Liberty Mutual, The Hartford, Zurich, Mapfre, Selective & Foremost
Meet The Team

The People Behind Your Policy

Real advisors, real relationships. Reach out to any member of our team directly.

Jill A. Tassinari, President of Court Street Insurance Agency

Jill A. Tassinari

President

31+ years in insurance. CIC, CISR, CPIW. BS in Finance, University of South Florida.

Erica Bevilacqua, Personal & Commercial Lines Specialist

Erica Bevilacqua

Personal & Commercial Lines / Office Manager

20+ years with the agency. AAI, CCLP, MLIS, AILP/CL, CISR, CPIA, TRIP.

Lindsay Cobb, Personal Lines Specialist

Lindsay Cobb

Personal Lines Specialist

17+ year employee. Licensed broker, CISR designation, customer service representative.

Benjamin Tirlia, Personal Lines Specialist

Benjamin Tirlia

Personal Lines Specialist

Five-year employee. Licensed broker, CISR and AILP/PL designations.

Janine M. Bouchard, Financial Services

Janine M. Bouchard

Financial Services

Cornell University graduate. Certified Family Business Specialist. Life, disability & long-term care.

Charles D. Tassinari, Founder of Court Street Insurance Agency

Charles D. Tassinari

Founder

Lifelong Plymouth resident with 50+ years of real estate experience. Founded the agency in 1984.

Support Services

Policy Changes & Billing

Policy Questions & Changes

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 Your Bill

Pay directly through your carrier's secure portal, or call them using the numbers below.

In The Know

Insurance Guidance From Our Team

Jill Tassinari regularly contributes insurance guidance to a local magazine, helping neighbors stay informed on the coverage decisions that matter most — including:

Umbrella Coverage

When extra liability protection above your standard limits makes sense.

Heating Oil Spill Coverage

What homeowners need to know about protecting against costly spill cleanup.

Understanding Premium Costs

What actually drives your insurance premiums up or down.

Cyber Attack Protection

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.

Location & Contact

Let's Talk Coverage

Serving all of Massachusetts and New Hampshire from our office on Court Street in downtown Plymouth.

Address
120 Court Street, Plymouth, MA 02360
Fax
(508) 747-7951
Getting In Touch
Call or email anytime to schedule a time that works for you.

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