Kentwood, Michigan
Your local Highstreet agents in Kentwood, providing insurance for families and businesses in the Grand Rapids Area, including Muskegon, as well as Indianapolis.

Highstreet Insurance & Financial Services Office Information
1500 44th Street Southeast
Kentwood, MI 49508

Your local Highstreet agents in Kentwood, Muskegon and Indianapolis.
Your local Highstreet agents in Kentwood, providing insurance for families and businesses in the Grand Rapids Area, including Muskegon, as well as Indianapolis.
We’ve been in the Grand Rapids Area since the 1990, originally as the Dalessandro Agency. Our Kentwood, Muskegon and Indy agencies have merged, but as Highstreet we provide the same local service you expect, backed by a network of national specialists and a wide range of insurance options.


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Local understanding. National expertise.
As part of Highstreet, we offer comprehensive personal and business insurance and more, in addition to our local knowledge in Kentwood, Muskegon and Indianapolis.

Contractor Insurance
Whether you are an independent contractor, or manage a team, we can help you make the right insurance part of your toolbox. From trucks and equipment to liability, benefits and workers’ compensation, we can help you build an insurance plan that works as hard as you.

Farm Insurance
We work with Michigan and Indiana farmers to find the right insurance to protect your farming operations. Let’s discuss the right coverage for your buildings, your land, your equipment, crops & livestock and more.

Life Insurance
With options such as Whole Life, Term Life, Universal, Variable and more, we can help you decide which kind of insurance is right for you — and your family’s financial needs. Let’s talk about it.

Condo Insurance
Our real estate specialists can show you a range of insurance options for condo owners, associations, builders and investors. Let’s work together to protect your home and your property.

Employee Benefits
No matter the size or type of business you operate, we can show you how a tailored, competitive benefits plan can help you attract and retain the right employees. We also have a range of options for nonprofits and public entities.
What people say about Highstreet in Kentwood, Muskegon and Indianapolis.
I Have had the same Agent for 20 yrs plus . Krystal Davidson has always come to my rescue with any problems I have ever had to take care of and went above and beyond to do so. Krystal Davidson is such a great Asset to your company…
Shelley C.
I had a $100k increase in replacement cost with homeowner policy. Krystal (Indy) was very helpful in checking values and making sure my RCE was correct.
Becky F.
Over the years, working with him and Jill Schuitema for all our auto, home and watercraft insurance needs. With 5 kids our needs were big, and the entire agency was always willing to offer immediate and caring assistance. Now they are beginning to care for the needs of the next generation, and they couldn’t be in better hands. Highly recommend!!
Tim H.
Krystal Davidson is an awesome agent I have been with her over I believe over 6yrs now and she is also willing to find me the best rate and always there in any time of need. Love her and she is great at her job....Keep it up Krystal
Sherry S.
I had a fantastic experience working with Deb. She was incredibly responsive, consistently quick to answer questions, and made the entire process feel easy. She provided multiple quotes, explained the differences clearly, and helped me find the best fit without any pressure. It’s rare to find someone this attentive and genuinely helpful — highly recommended.
Matt A.
Helping build resilient communities in Kentwood, Muskegon and Indianapolis.

National Coffee with a Cop Day
We hold an appreciation event for those who protect and serve in our community, providing coffee and donuts to local police stations and sheriff departments so community members and local law enforcement can meet to chat, ask questions and build relationships

Streams of Hope
We participate in this Grand Rapids food distribution center’s annual golf outing fundraiser, helping them provides food assistance to people in the community.

Walleyes for Warriors
We sponsor Walleyes for Warriors, and annual gathering provides veterans with a day of recreational fishing on Saginaw Bay, to connect with fellow service members and enjoy the outdoors. We deeply value the opportunity to give back to those who have sacrificed so much for our country.
Frequently asked questions about our insurance coverage.
Yes! Our Indianapolis team is on the ground and available to meet with you where you are. Just call our Indy team at 317-780-2500 to make arrangements. Learn more
If you have a motorhome or motorized recreational vehicles (RV) they will need their own auto insurance. Trailers may be covered under your existing auto insurance in some cases. Indiana laws are similar. We can explain the details. Learn more
Most standard homeowners insurance policies do not cover floods from water that comes from outside your property. We can show you how to supplement your coverage with flood insurance. Learn more
In 2020, No-Fault auto insurance reform introduced measures to lower rates for drivers, with new insurance coverage options and consumer protections. We can explain the details. Learn more
Employee Benefits (EB) are an important part of your HR strategy, and providing extra, voluntary benefits for things such as wellness (like gym or yoga memberships), financial health and even pet insurance can be very attractive for your current and future team. Learn more