Insurance Solutions That Work for You
Protecting Baltimore, MD with Trusted Coverage
Secure your health, future, and loved ones with reliable insurance plans designed to fit your needs. Whether you’re looking for life, health, or Medicare coverage, we offer affordable options that bring peace of mind. Get the right protection without unnecessary complications.
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Flexible Coverage Options
Select from a variety of plans that adjust to your health and financial goals.

Straightforward Pricing
No surprises—just clear and transparent pricing so you know what you're paying for.

Ongoing Support
We're here to assist you with your insurance needs, making the process easy and stress-free.
About Conway T. Bailey Insurance
Helping Baltimore, MD Secure Reliable Insurance Coverage
Conway T. Bailey Insurance provides dependable solutions for health, Medicare, life insurance, and retirement planning. We focus on making insurance accessible and understandable, offering tailored options such as Medicare Advantage, Medicare Supplement Plans, group health insurance, annuities, and long-term care. Our commitment is to help individuals and businesses in Baltimore, MD, find coverage that supports their financial well-being and long-term security. No matter your stage in life, we are here to simplify the process and offer practical solutions that fit your lifestyle.
Personalized Support for Your Insurance Needs
Find the Right Plan for
Your Situation
Insurance should be simple and accessible. Whether you’re exploring Medicare options, seeking life insurance, or looking for health coverage under the Affordable Care Act (ACA), we provide guidance so you can make informed decisions with confidence.
Experienced Insurance Services In Baltimore, MD

Life Insurance

Health Insurance

Medicare Insurance

Medicare Advantage Plans

Medicare Supplement Plans

Group Health Insurance

Short-Term Care

Long-Term Care

Annuities

Affordable Care Act (ACA)
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Fast, Easy, and No Obligation
Quality coverage is within reach. Get a free quote today and explore your insurance options without pressure. Let us help you find a plan that fits your needs.
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Contact Conway T. Bailey Insurance Today
Need assistance? Have questions about your coverage? Contact us by phone, email, or visit our office in Baltimore, MD. We are happy to help you explore your options and secure the right insurance solutions.
- (443) 564-9496
- cbailey@healthmarkets.com
- 2800 Quarry Lake Drive Suite #140, Baltimore, MD 21209, US
Our Client’s Feedback
What Our Clients Say
See why individuals and businesses in Baltimore, MD, trust Conway T. Bailey Insurance. Our clients appreciate the reliable service and clear guidance we provide. Read their feedback and discover why we’re a top choice for insurance coverage.

Thalia Gee
Client
He has tremendously helped me with all my insurance needs and any type of questions I have he has always responded to my needs.

Royce Rodrigo
Client
Thanks to Conway’s perseverance and hard work, I was able to find health insurance that worked for my family.

Mirirai
Client
Conway was patient and informed about choices for long-term care. He ensured that I comprehended every aspect.