Home / Windermere / Homes with a Pool

Homes with a Pool in Windermere, Florida

There are 121 active listings matching homes with a pool in Windermere right now, priced from $585,000 to $30,000,000. You are looking at homes with a private pool, a frequent request in the Central Florida climate, set within an Orange County market anchored by Butler Chain of Lakes, Isleworth Golf and Country Club, and Keenes Pointe. The location keeps you close to downtown Orlando, the I-4 corridor, and the SR 408 and SR 417 expressways.

NAH Realty represents you on every matching home across the full Stellar MLS in Windermere, not only our own listings. To see homes with a pool in Windermere that fit your exact criteria, start with ConciergeMatch, or browse the wider Windermere market overview.

Windermere Overview Start ConciergeMatch Single-Family HomesCondosTownhomesNew Construction HomesLuxury Homes

Homes with a Pool in Windermere Right Now

Common Questions

Are there homes with a pool for sale in Windermere?
Yes. There are 121 active listings matching homes with a pool in Windermere today, priced from $585,000 to $30,000,000. ConciergeMatch flags new matches as soon as they reach the MLS, so you do not miss the next one.
What should I know about homes with a pool in Windermere?
In short, you are choosing homes with a private pool, a frequent request in the Central Florida climate within Windermere, a market anchored by Butler Chain of Lakes, Isleworth Golf and Country Club, and Keenes Pointe. The right fit depends on price, lot, layout, and proximity to the places you care about, all of which NAH Realty helps you weigh.
How do I see homes with a pool in Windermere that match what I want?
Start with ConciergeMatch at /conciergematch. You describe the home you are after in plain language, and it builds a precise Windermere search for homes with a pool, ranks the closest matches, and keeps watch for new listings.

Find Homes with a Pool in Windermere

NAH Realty represents you across the full Stellar MLS, with intelligent, tech-forward search and no ranking tricks.

Start ConciergeMatch Browse All Windermere Homes