Orlando & Kissimmee · 28.33° N
Windermere
Estate living on the Butler Chain of Lakes
Living in Windermere
Windermere is the corridor’s prestige address — a historic town threaded through the Butler Chain of Lakes, where gated enclaves like Isleworth and Keene’s Pointe hold some of Central Florida’s finest estates, minutes from Disney and the Dr. Phillips dining row.
Why buyers choose it
- Butler Chain of Lakes waterfront estates
- Isleworth, Keene’s Pointe & other gated enclaves
- Top-rated schools & small-town core
- Minutes to Disney & Restaurant Row
Live inventory
On the market in Windermere

$825,000
5 bd5 ba3,373 sqft
4642 River Gem Avenue
Summerport Ph 05 · Windermere, FL 34786

$3,250,000
4 bd4.5 ba5,616 sqft
13431 Bellaria Circle
Bellaria · Windermere, FL 34786

$1,075,000
5 bd4 ba4,332 sqft
8316 Lookout Pointe Drive
Windermere Trls Ph 3b · Windermere, FL 34786

$6,700,000
8 bd8.5 ba8,133 sqft
8342 Boyla Court
Keenes Pointe · Windermere, FL 34786

$295,000
2 bd2 ba1,161 sqft
11564 Mizzon Drive #102
Lakeside/Lks/Windermere · Windermere, FL 34786

$1,300,000
5 bd4.5 ba3,835 sqft
7231 Sangalla Drive
Casa Del Lago-Replat · Windermere, FL 34786

$1,795,000
4 bd4 ba3,556 sqft
6241 Blakeford Drive
Keene'S Pointe · Windermere, FL 34786

$1,200,000
4 bd3 ba3,540 sqft
2009 Woody Drive
Windermere Downs · Windermere, FL 34786

$679,000
3 bd2.5 ba2,177 sqft
2053 Woody Drive
Windermere Downs · Windermere, FL 34786

$444,900
3 bd2.5 ba1,642 sqft
7060 Ventnor Drive
Preston Square · Windermere, FL 34786

$489,000
3 bd2.5 ba1,636 sqft
13845 Bridgewater Crossings Blvd
Summerport Trail Ph 2 · Windermere, FL 34786

$650,000
5 bd3.5 ba2,966 sqft
12912 Droxford Road
Lakes/Windermere Ph 02a · Windermere, FL 34786