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Business Details
46 Years
experience
Meeting Your Insurance Needs For Over 40 Years
Founded in 1980, Ashley Insurance has grown from a two-person operation to a multi-office agency with over 30 dedicated professionals serving Maryland's Eastern Shore. Our roots in real estate since 1957 have provided deep local market knowledge that informs our insurance solutions. We maintain independence from national corporations to prioritize community service through charitable involvement and youth sports coaching. Our personalized approach assigns individual agents to clients, ensuring tailored insurance solutions for both personal and commercial needs. We represent major carriers like Allstate and Liberty Mutual while maintaining local decision-making authority.

Our team's expertise spans property, auto, health, and specialized coverage for farms and businesses. We actively educate clients about risk management through detailed coverage explanations and interactive tools. Our commitment to transparency ensures no hidden fees in policy arrangements. With four convenient locations across Maryland, we provide accessible insurance expertise to residents and businesses. Our 40+ years of service reflect our dedication to evolving with client needs while maintaining traditional values of honesty and community focus.
Services
Home Insurance Auto Insurance Business Insurance Medicare Farm Insurance Group Health Commercial Umbrella Cyber Liability Motorcycle Insurance General Liability
Details
  • Year established: 1980
Highlights and features
  • We have over 40 years of local insurance expertise
  • Our agents provide personalized service with individual client assignments
  • We maintain independence to prioritize community needs over corporate interests
  • Our team includes 30+ experienced insurance professionals
  • We offer specialized coverage solutions for farms and unique properties
What people say
Honest agency Friendly, kind people Recommend Ashley insurance Always there for you Count on them
Services
Home Insurance
Protect your home with customized insurance solutions that cover property damage, liability, and personal belongings. Our policies address unique risks from weather events to specialized property features. We help Maryland residents secure competitive rates through top-rated carriers while maintaining local claims support.
Business Insurance
Safeguard your business with comprehensive protection against liability claims, property damage, and operational disruptions. We offer tailored solutions for Maryland's diverse industries including specialized endorsements for equipment breakdowns, pollution risks, and seasonal inventory fluctuations.
Farm Insurance
Secure specialized protection for farming operations with policies covering equipment breakdowns, crop losses, livestock liability, and environmental risks. Our expertise includes foreign object ingestion coverage, peak season adjustments, and custom farming endorsements tailored to Maryland's agricultural community.
Cyber Liability
Protect against digital threats with comprehensive cyber liability coverage addressing data breaches, network security failures, and business interruption losses. We help Maryland businesses implement risk management strategies and secure appropriate coverage limits for their specific industry risks.
Group Health
Provide quality healthcare coverage for your workforce with customized group health insurance plans. We assist Maryland businesses in selecting competitive plans that balance employee needs with affordability, including dental, vision, and supplemental insurance options.
Questions
What types of insurance do you offer?
We provide personal insurance (home, auto, health), business insurance (commercial auto, cyber liability, general liability), farm insurance, and employee benefits (group health, dental, vision).
How are you different from other agencies?
As an independent agency since 1980, we combine local expertise with access to multiple carriers like Allstate and Liberty Mutual while maintaining community-focused service without corporate interference.
Do you serve areas outside Maryland?
While our offices are located across Maryland's Eastern Shore, we provide insurance solutions to clients in Washington DC, Delaware, Florida, Kansas, North Carolina, Ohio, Pennsylvania, Virginia, and West Virginia.
Can I manage my policy online?
Yes, our Service Center allows clients to report claims, pay bills, request ID cards, obtain certificates, review policies, and make changes to their existing coverage arrangements.
What makes your farm insurance unique?
Our farm policies include specialized endorsements for equipment breakdowns, foreign object ingestion, peak season coverage, pollution risks, and custom farming activities tailored to Maryland's agricultural needs.
Reviews (1)
Matthew Tull
Nov 10, 2020 Report
I asked Ashley Insurance for full coverage on my motorcycle. I had a accident on my motorcycle. And made a claim and when I made the claims they said I didn't have full coverage and refused to pay for the damages to my bike. They ripped me off!