A young Central Florida family protected by Ashton Insurance Agency
Serving Central Florida since 2019

Insurance That ProtectsWhat Matters Most

Providing affordable home, auto, business, commercial, and personal insurance with exceptional service and trusted local expertise throughout Central Florida.

Independent Insurance AgencyLocal Florida ExpertsHome & Auto SpecialistsCommercial InsuranceFriendly Personal Service
Cheryl Durham and the Ashton Insurance Agency team

42+

Years of combined experience

Insurance Journal Agent of the Year badge

About the agency

Great rates. Great service.Great people.

With 15+ years in the insurance business, Cheryl Durham is no stranger to the Central Florida area. While providing exceptional service to her customers, Cheryl established Ashton Insurance Agency in 2019. Specializing in home, auto, and commercial service lines, she has assembled a dream team of locally grown agents dedicated to finding you the best rates and the highest level of customer service.

"We protect people here in our community. It is an honor to work with so many incredible businesses and friends."

Community commitment

Neighbors first, policies second.

Experienced professionals

Locally grown, career agents.

Personalized service

Coverage built around your life.

Independent advantage

We shop carriers, you save.

Coverage

Insurance built around Florida life

As independent agents we shop the largest carriers in the state to make sure you get the right coverage at the lowest premium.

Home Insurance

Home Insurance

Florida homeowners coverage shopped across every appointed carrier — wind, water and everything under your roof.

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Auto Insurance

Auto Insurance

Competitive auto premiums with the coverage limits that actually hold up after an accident.

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Commercial Insurance

Commercial Insurance

Custom commercial programs built around your operation, from single trucks to multi-location businesses.

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Business Insurance

Business Insurance

BOP packages for Central Florida's small businesses — coffee shops, salons, contractors and beyond.

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General Liability

General Liability

Protect your business against third-party claims with limits that match your contracts.

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Property Insurance

Property Insurance

Buildings, contents and business income covered against Florida's toughest weather.

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Personal Insurance

Personal Insurance

Umbrella, boat, renters and life — the policies that round out a family's protection.

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Custom Coverage Solutions

Custom Coverage Solutions

Unusual risk? As independent agents we build the policy instead of forcing you into one.

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Why Ashton

Agents that work for you

Making informed decisions shouldn't just be the responsibility of the buyer. Leverage our agents' ability to find the most competitive and comprehensive policies.

Personalized Coverage

Policies shaped to your household or operation, never a template.

Competitive Rates

We compare carriers side by side and bring you the lowest qualified premium.

Fast Claims Support

We advocate with the carrier from first notice through settlement.

Independent Agency

No single-carrier quotas — our loyalty sits with the client.

Local Florida Experts

Saint Cloud based, serving Osceola, Orange, Polk, Lake and Seminole.

Multiple Carriers

Appointed by the largest insurance providers in Florida and beyond.

Friendly Service

A real person answers, remembers your name and follows up.

Experienced Team

42+ years of combined experience across personal and commercial lines.

Our process

Four steps to peace of mind

01

Request a Quote

Complete a simple online form.

02

Speak With an Agent

Discuss your insurance needs.

03

Compare Coverage

Receive the best policy options.

04

Get Protected

Choose the right coverage with confidence.

Meet the team

Locally grown agents who pick up the phone

Cheryl Durham

Cheryl Durham

Founder · Corporate Lines Specialist

Fifteen-plus years in insurance and a lifetime in Central Florida. Cheryl founded Ashton in 2019 and was named Insurance Agent of the Year by Insurance Journal in March 2025.

CommercialGeneral LiabilityProperty
Danine Stadler

Danine Stadler

Personal Lines Specialist

Danine walks homeowners and drivers through every option line by line, so families understand exactly what they're covered for before they sign.

HomeAutoBundling
Darlene Woodward

Darlene Woodward

Customer Support Specialist

The friendly voice on the other end of the line. Darlene handles policy changes, renewals and claims questions with a same-day mindset.

ServiceClaimsRenewals
Tribble Durham

Tribble Durham

Human Resources Manager

Tribble keeps the Ashton culture intact — hiring locally grown agents who care about the customer more than the sale.

PeopleCultureOperations

Testimonials

Trusted by neighbors and business owners

“We've trusted Cheryl with our insurance business from the beginning. She is an excellent resource for my business.”
Kristen LanierKristen LanierOwner · Southern Grounds Coffee
“Being a small business we wanted a personal touch when it came to insurance. Ashton came highly recommended, and we could not be happier.”
Emilee PateEmilee PateOwner · Salon Emvy
“Cheryl has been great! She keeps you informed, goes out of her way to get things done. Great customer service which is very much appreciated!”
SusanSusanHomeowner · St. Cloud
“After shopping several policies and several insurance providers, Ashton was able to step in and meet me where my needs were.”
Mike G.Mike G.Central Florida Shades
“Cheryl Durham is great! She and her team are full of experience and work with you well to get the coverage you need to be protected properly.”
Steve JoySteve JoyCommercial Client

FAQ

Answers before you sign

Still have a question? Call the office and speak with an agent — no phone trees, no scripts.

(407) 498-4477

Home, auto, commercial, business, general liability, property and personal lines — plus custom coverage solutions for risks that don't fit a standard box.

Use the quote form on this page or our online quote portal. You can also call the office and speak with an agent directly — most quotes start with a five-minute conversation.

Yes. Commercial lines are one of our specialties. Cheryl Durham was named Insurance Agent of the Year in 2025 largely for her commercial work with Central Florida businesses.

Absolutely. Bundling home and auto is usually the fastest way to lower your total premium, and we compare bundled versus separate pricing across carriers before recommending either.

We're based in Saint Cloud and serve all of Central Florida — Osceola, Orange, Polk, Lake and Seminole counties — plus statewide commercial accounts.

Call the office and we'll walk you through it. As your independent agent we advocate with the carrier on your behalf from first notice to settlement.

Most personal lines quotes come back the same business day. Commercial quotes typically take one to three business days depending on carrier underwriting.

Contact

Are you ready to chat with an agent?

Office25 E 13th St, Suite 10, Saint Cloud, FL 34769
HoursMon – Fri · 9:00 AM – 5:00 PM · Weekends by appointment

Request your free quote

Call (407) 498-4477