Housing
$1,199,399 median sale price · $365/sq ft
Redfin, Jul 2026; median sale price up 6.1% year over year. A small sample of about 30 sales per period can produce volatility and reflects the town’s high-end lakefront mix.
All Neighborhoods
Central Florida Community Guide
Windermere
Private lakefront living and a small-town address on the Butler Chain of Lakes.
Public Data
Market Snapshot
Dated public-source snapshots for orientation only — not live MLS data.
Population
3,030 residents · $177,778 median household income
2020 U.S. Census / ACS; population up 23.1% from 2,462 in 2010. The incorporated town has a fixed, largely built-out footprint.
At a Glance
Life in Windermere
Windermere occupies a compact, lake-bound setting between Lake Down and Lake Butler, giving the incorporated town an intimate scale and a deep connection to the Butler Chain of Lakes. Its quiet downtown, landmark Main Street roundabouts, and concentration of private waterfront estates have sustained one of Central Florida’s best-known high-end identities. The town itself is largely built out, while much of the surrounding growth occurs in neighboring Horizon West.
Why Buyers Choose Windermere
- The town sits on an isthmus between Lake Down and Lake Butler within the connected Butler Chain of Lakes.
- A small-town downtown is organized around three landmark roundabouts along Main Street (town information, reviewed Sep 2026).
- Private docks, mature landscapes, and lakefront acreage offer a level of seclusion rare within the Orlando metro.
- A long-standing concentration of professional athlete and celebrity homeowners reinforces the area’s high-end profile without defining its quieter day-to-day character.
On the Horizon
What’s Coming
01
Windermere Preparatory expansion
Windermere Preparatory School has proposed an approximately 93,000-square-foot elementary campus for up to 880 students in Horizon West after its main campus reached capacity.
Source: Orange Observer, Apr 2026.
Long-Term Outlook
What Will Keep Driving Demand Here
- 01The exclusivity and privacy of Butler Chain lakefront living
- 02A lasting high-profile reputation associated with high-profile residents
- 03A fixed town footprint that limits new supply
- 04Adjacency to fast-growing Horizon West jobs, schools, and retail
Explore Homes Around Windermere
Opens live search results for Windermere on Yogi’s licensed MLS site in a new tab.
See Homes in WindermereMarket data sourced from public records including Redfin, Zillow, U.S. Census/ACS, and GreatSchools, as cited above. Figures are point-in-time snapshots, not live MLS data, and are not a representation of Yogi’s personal sales activity.
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