Caylee Howlett

Real Estate Agent

Legacy First

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Legacy First was created to provide a real estate experience like no other. One that is grounded in the respected legacy we stand upon and the one we are building. We want to make an impact where we live, by giving back where it counts, as directed by our clients. What is important to you becomes important to us. On this principle, we would love to earn your trust.

As the Legacy First team, we hope you will find your experience to be one that lives up to the high standards that have been established generations before us.

- Tara Sherman

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About Me
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Legacy First GB

Legacy First Giveback Program Earn real dollars for a cause you care about when you sell or buy with Legacy First. We give back 10% of our commissions to causes or organizations in our community - 100% directed by YOU! Leave Your Legacy

Featured Areas

Ashwaubenon

Denmark

De Pere

Green Bay

Hobart

Howard

Suamico

About Me
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Legacy First

Legacy First was created to provide a real estate experience like no other. One that is grounded in the respected legacy we stand upon and the one we are building. We want to make an impact where we live, by giving back where it counts, as directed by our clients. What is important to you becomes important to us. On this principle, we would love to earn your trust. As the Legacy First team, we hope you will find your experience to be one that lives up to the high standards that have been established generations before us. - Tara Sherman

Always Closing. Always Serving.

About Caylee Howlett

I like being around people. I like hearing what they’re working toward and what’s changing in their life, that’s what pulled me into real estate.

Buying or selling a home usually means something bigger is going on, and I enjoy being part of that shift. I’m not here to overcomplicate things or make it feel like a sales process. I focus on understanding what matters to you and doing what actually helps.

I also don’t believe in pushing people into a transaction just to get something done. If you’re not ready, you’re not ready; and that’s okay. I’d rather sit down, come up with a plan, and help you work toward it, even if that means buying a year from now. At the end of the day, it’s about making sure you feel solid and confident in your decision, not rushed into one.

I bring a younger, more current perspective to how I approach real estate, especially when it comes to strategy and marketing. I’m always thinking about what’s working right now and how to position my clients in the best way possible. 

For me, it’s simple: connect with people, do the work the right way, and leave you in a better position than where you started.

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