Winstead Insurance & Financial Services

Home
United States
Cary, NC
Winstead Insurance & Financial Services

As an independent and full service agency, our duty is to our clients. If you have any questions, please don't hesitate to call or e-mail us!

For Over 31 years we have offered our clients a wide range of insurance & financial services: Health Insurance, Life Insurance, Medicare Health Plans, Long Term Care Plans, Supplemental Insurance, Retirement Plans, College Funding, & Annuities. As your insurance agent, it is our responsibility to provide YOU with the best service and the best coverage, at the best possible price. We work with over

20 A+ rated insurance carriers and can offer insurance coverage that will meet your needs and save you money. We know you expect the best value without sacrificing personalized service and that's exactly what we offer. Allow us to show you how we can be the answer to your insurance needs; we’re committed to finding the right solutions to fit your needs. We are always available to offer you personal, one-on-one help with what some say is one of the biggest decisions you will make in your life.

09/02/2026

As Life Insurance Awareness Month approaches, our team at Winstead Insurance & Financial Services is calling attention to an ongoing challenge: many families still lack the financial protection they need. The encouraging news is that a few straightforward steps can make a meaningful difference in safeguarding your family’s future.

Swipe to see key statistics and simple actions you can take. If you have questions about life insurance solutions or want to review your coverage, we are here to help every step of the way.

08/26/2026

Understanding Medicare Savings Programs can make a meaningful difference in reducing monthly health care expenses. These programs can help cover premiums, deductibles, and other out-of-pocket costs, making Medicare more affordable for many individuals.

Our team at Winstead Insurance & Financial Services is committed to helping you navigate your Medicare options with clarity and confidence. If you have questions about eligibility or how these programs work, we would be glad to assist.

Contact us anytime at (919) 271-1096 to learn more.

08/19/2026

Many people exploring life insurance for the first time are unsure about the difference between term life and whole life coverage. Our team at Winstead Insurance & Financial Services breaks these options down often, and understanding how they compare can make planning much easier.

Your best choice depends on your goals, your budget, and how you want to protect your family. If you would like guidance on selecting the right life insurance solution, we are here to help. Call us at (919) 271-1096 to speak with our team.

08/13/2026

Your coverage should match your needs, not a generic plan. At Winstead Insurance & Financial Services, we help individuals and families find the right health, dental, and vision options that provide meaningful protection and long-term peace of mind.

If you are reviewing your current policy or preparing for a change in coverage, our team is here to guide you. Reach out anytime to talk through your options and ensure you have the support you need.

Have questions about your coverage? We invite you to contact us and start the conversation.

08/06/2026

Turning 65 soon? Our team at Winstead Insurance & Financial Services knows Medicare timelines can feel overwhelming, especially if you're planning for retirement here in Cary, NC.

Here are a few reminders to help you stay on track with your Medicare insurance decisions:

• Know your enrollment window. You have a seven‑month period to enroll, starting three months before your 65th birthday and ending three months after. Enrolling early helps ensure your coverage starts when you need it.

• Understand how enrollment works. Some people are automatically enrolled in Original Medicare, while others need to take action. This often depends on whether you're already receiving Social Security benefits.

• Avoid delays. Waiting too long without qualifying coverage can lead to penalties and gaps in coverage.

• Consider your other options. If you're still working and covered under an employer plan, you may qualify for a Special Enrollment Period — but it’s important to confirm this so you don’t miss key deadlines.

Medicare is complex, but you don't have to navigate it alone. Our licensed Medicare agents in Cary are here to help you review Medicare Advantage plans, Medicare Supplement plans, and other coverage options so you can make confident decisions.

If you have questions or need guidance tailored to your situation, reach out to our team anytime.

07/30/2026

Summer brings a welcome sense of freedom, and having the right coverage makes it even easier to enjoy. Whether you're traveling, spending time with family, or trying something new, the right health insurance gives you confidence every step of the way.

At Winstead Insurance & Financial Services, our team helps you understand your options so your Medicare plan or individual health insurance supports your plans all season long.

If you have questions about Medicare coverage, supplemental insurance, or short‑term medical options, we're here to help. Call us at (919) 271-1096 and let us support your summer with coverage that fits your needs.

07/27/2026

July is UV Safety Awareness Month, and it's a great reminder to check how your health coverage supports preventive skin care and early detection. At Winstead Insurance & Financial Services, we know how important it is to stay proactive with your health, whether you're reviewing Medicare Advantage plans, Medicare Supplement plans, or individual health insurance.

Understanding what your plan includes can make a big difference in staying protected year-round. Our team is here to help you navigate your benefits and make the most of your coverage.

Have questions about your plan or need guidance from a Medicare agent in Cary NC? Call us at (919) 271-1096. We’re always here to support you.

06/26/2026

If there is one thing worth celebrating, it’s knowing that when life gets unpredictable, you are not facing it alone.

That is exactly why we do what we do, and clients like you make it all worthwhile. So, this National Insurance Day, we want to thank you for trusting us with your insurance needs.

As always, if you have any questions or needs, don’t hesitate to give us a call. We are here to help you!

06/21/2026

Happy Father's Day to all the fathers and father figures who show up with dedication, patience, and purpose.

The day is a chance to honor the dads and father figures who have taught us life lessons, made us laugh, and shown us what dedication looks like.

To those celebrating, being celebrated, or honoring the memory of someone who shaped your journey, we wish you a meaningful day filled with appreciation.

06/19/2026

Managing diabetes takes daily attention, but your Medicare coverage may help support you along the way.

During Diabetes Awareness Week, our team is sharing how Medicare Parts B and D can help with supplies, medications, preventive services, and education. From blood sugar monitors and insulin to diabetes self-management training and prevention programs, there are important benefits available that many people overlook. Swipe for more information.

We are here to review your coverage and answer any questions you may have. If you would like guidance tailored to your situation, we encourage you to connect with our team.

Address

101 Arvo Lane
Cary, NC
27513

Telephone

+19192711096

Website

http://www.winsteadservices.com/

Alerts

Be the first to know and let us send you an email when Winstead Insurance & Financial Services posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Winstead Insurance & Financial Services:

Want your business to be the top-listed Finance Company in Cary?