* Taxes

* Fixed Annuities

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Homeowner's Insurance

Call Windward for a free quote! 352-861-1000

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Automobile Insurance

Call for a free quote! 352-861-1000

Life Insurance

Fixed Annuities

Call Windward for a free quote! 352-861-1000

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Golf Carts

Umbrella Liability

Residences With Horses

Call Windward for a free quote! 352-861-1000

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Large and Small Businesses

Call for a free quote! 352-861-1000

Please stop by for a cup of coffee and a free,

no-obligation insurance quote!

Windward Insurance

6114 SW Highway 200, Ocala, FL  34476


Call us at 352-861-1000 or click to request a quote

The Right Coverage – The Best Price

Top-Rated Companies

“A” Rated Companies

Great Customer Service

Claims Paid On Time

Comprehensive Coverages

Full Range Of Coverages

Coverages Specific To Your Situation

Purchase Only The Coverages You Need

Personal Service

Outstanding Personalized Service

Local Office – Come By And See Us!

We Are Available In-Person, By Phone, or Via E-mail

Auto Insurance? 

Click below for our online rate quote app – see a comparison of the best auto rates available!

Windward Insurance Offers You A Full Line Of Coverages



Life Insurance

Fixed Annuities

Umbrella Liability

Tax Preparation

Business Insurance

Classic Cars



Golf Carts


Windward Insurance – Serving All Areas Of Florida

Why Choose Windward Ocala?

Insurance Policies Written With “A” Rated Companies.

 Full Spectrum of Coverages Available.

Experienced Agents.

Personal Service.

Neighborhood Office.

Best Coverages, Best Prices!

  • Independent Agent

    The advantage of working with an independent is our access to coverages from numerous “A” rated insurance companies.  We will compare coverages and prices from all of our markets before we recommend the best coverage for your situation.

  • One Stop Source - Insurance and Taxes

    We offer a broad range of services – including all lines of insurance and expert tax preparation.  Make Windward your “all in one-stop” source for insurance and taxes.

  • Local Agency

    We are your neighors!  We live and work right in your area.  Stop by for a cup of coffee, and we’ll discuss YOUR situation.

  • Experienced and Available

    We have 3 licensed agents on staff, ensuring that an agent is available at all times to serve you. Stop by or give us a call, and allow us help you with your insurance and taxes.

Windward Insurance Proudly Represents These Top Rated Companies