Homeowners insurance in Winter Park, FL

Homes range from starter capes to coastal properties with very different wind and water exposures.

10independent agencies listed
2with 20+ year records
10serving businesses too

Winter Park, FL market figures computed from public licensing records as of 2026. “Records” reflect each agency’s earliest entry in the licensing file — see how we source data.

Homeowners coverage to consider

  • Dwelling coverage
  • Other structures (garage, fence)
  • Personal property
  • Personal liability
  • Loss of use / additional living expenses
  • Scheduled valuables (jewelry, art)

Coverage needs vary. A licensed agent will help you decide what applies — we don't provide quotes or advice.

Homes in Winter Park

Dwelling coverage follows what it would cost to rebuild locally, not the listing price. Housing facts for Winter Park give that conversation a starting point.

66%of homes owner-occupied
$731,400median home value
1976median year homes built
12,846households

Source: U.S. Census Bureau, American Community Survey 5-year estimates (2020-2024), for Winter Park.

Disaster history in Orange County

Federal disaster declarations are public FEMA records of the events that have hit Orange County hardest. They're useful context when deciding which coverages and limits matter here.

26federal disaster declarations since 2000
Hurricanemost common declared peril (17x)
2024most recent: Tropical Storm Debby

Source: FEMA public records (disaster declarations), county-level figures for Orange County.

Independent agencies in Winter Park

10 businesses listed from public licensing records. Preferred Agencies are clearly labeled and shown first; other listings are alphabetical. Listings are not endorsements.

Unclaimed
HomeownersAutoRentersCondo / co-opCommercial

In records since 2025 · NPN 21587805 · public licensing record

Unclaimed
HomeownersAutoRentersCondo / co-opCommercial

In records since 2014 · NPN 17387313 · public licensing record

Ashton Agency, Inc.

Winter Park, FL

Unclaimed
HomeownersAutoRentersCondo / co-opCommercial

In records since 2006 · NPN 4143660 · public licensing record

Breske & Breske, Inc.

Winter Park, FL

Unclaimed
HomeownersAutoRentersCondo / co-opCommercial

In records since 2009 · NPN 3275718 · public licensing record

Unclaimed
HomeownersAutoRentersCondo / co-opCommercial

In records since 2010 · NPN 8939428 · public licensing record

Unclaimed
HomeownersAutoRentersCondo / co-opCommercial

In records since 2021 · NPN 20128279 · public licensing record

Source: Public licensing records: Texas DOI (Socrata) + Florida DFS bulk file; Iowa open data (CC-BY 4.0) for contact enrichment.

Other coverage in Winter Park

Agencies in this market may also help with related lines that have local licensing depth.

Homeowners in nearby markets in Orange County

Browse nearby markets with enough listed agencies to support a local homeowners page.

Frequently asked questions

How many independent agencies can help with homeowners insurance in Winter Park, FL?

Public licensing records list 10 independent agencies in Winter Park, Florida with qualifications that match homeowners insurance, within Orange County. Listings are public-record based and are not endorsements.

Can I compare homeowners insurance with agencies near Winter Park?

Yes. You can request quotes in Winter Park, or browse Orlando, Maitland to compare independent agencies in nearby markets in Orange County.

What happens after I request homeowners insurance quotes in Winter Park?

Tell us what you need once. We show who may contact you, then connect you with a licensed independent agency serving Winter Park. We are not an insurance agency and we do not sell your information into a bidding marketplace.

Does homeowners insurance cover flooding?

Standard homeowners policies generally exclude flood damage. Flood coverage is purchased separately — an agent can walk through whether your location calls for it.

Why do coastal or higher-risk homes get special attention?

Wind, wildfire, and coastal exposure can affect carrier appetite and deductibles in some areas. Independent agents know which carriers write in your area.

Tell us what you need once.

We'll connect you with an independent agency serving Winter Park, and you'll always know who may contact you.

Find Independent Insurance is operated by Relay and is not an insurance agency, broker, or carrier. We do not provide quotes, insurance advice, or coverage recommendations, and we do not guarantee coverage or price. Licensed independent agencies handle quotes, advice, and policy placement.