Condos for Rent in Windermere, FL

The median rent for a condo in Windermere, FL is $2,100 per month, though prices vary by neighborhood, size, and property type. As of July 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.

To comfortably afford the median rent in Windermere, FL, a household needs to earn roughly $188,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $4,700 per month in Windermere, FL, renters typically need to show $14,100 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.

In Windermere, FL, the price-to-rent ratio is 22.1, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

The best neighborhood for renting in Windermere, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a condo include MetroWest, West Oaks, Dr. Phillips, Universal and Florida Center North, each with its own character and price range.