Orange County · Local guide
Living in Windermere, Florida
Windermere is a small lakeside town in southwest Orange County on the Butler Chain of Lakes, close to Walt Disney World and the Dr. Phillips area. The Windermere address also covers many surrounding neighborhoods.
Getting around
- Downtown Orlando: about 13 miles
- Walt Disney World: about 8 miles
- Orlando International Airport: about 25 miles
- Main roads: SR 429, SR 535, Conroy-Windermere Road, I-4 via Dr. Phillips
Rough driving distances; times depend on traffic.
Things to do
- Boating and watersports on the Butler Chain of Lakes
- The small historic town center and town hall park
- Restaurant Row and shopping in nearby Dr. Phillips
- Golf courses and quick access to the theme parks
Homes in Windermere
Ranges from the small historic town to lakefront estates, gated golf communities and newer neighborhoods. Prices are generally higher than the Central Florida average, especially on the lakes.
Costs to plan for
- Lakefront homes: check flood zone, seawall or dock condition and lake access rules
- Many communities have HOA fees; some are gated with higher fees
- Insurance on larger and waterfront homes can be significant
Florida homeowner costs guide →
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Nearby areas
Horizon West Winter Garden Ocoee Orlando All areas Florida map
Common questions
How far is Windermere from Orlando and the theme parks?
Downtown Orlando: about 13 miles. Walt Disney World: about 8 miles. Orlando International Airport: about 25 miles. Main roads: SR 429, SR 535, Conroy-Windermere Road, I-4 via Dr. Phillips. Times depend on traffic.
What costs should I plan for when buying a home in Windermere?
Lakefront homes: check flood zone, seawall or dock condition and lake access rules. Many communities have HOA fees; some are gated with higher fees. Insurance on larger and waterfront homes can be significant. Our Florida homeowner costs guide explains property tax, homestead, insurance, HOA and CDD fees.
Can Bill help me buy or sell a home in Windermere?
Yes. Bill McElhill is a Realtor and a licensed mortgage loan originator who works across Central Florida, so he can help with the home and the loan. Call or text 352-988-4900, or use the form on this page to get matching homes sent to you.
General information for 2026; check details such as fees, flood zones and rental rules for any home you're considering. In line with fair housing law, we describe places and homes, not the people who live there, and the choice of where to live is always yours.
Educational information only. This page gives general information to help you learn and plan. It is not legal, tax, financial or other professional advice, or an offer to lend. For advice on your situation, talk to a licensed professional. Terms of use