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
$2,300,000
5 bd4.5 ba4,504 sqft
9904 Brentford Court
Keenes Pointe · Windermere, FL 34786
$675,000
3 bd2 ba1,790 sqft
13160 Sunkiss Loop
Summerport · Windermere, FL 34786
$1,049,000
3 bd2.5 ba2,795 sqft
725 Oakdale Street
Windermere Town · Windermere, FL 34786
$4,495,000
4 bd6 ba6,159 sqft
6719 Valhalla Way
Keenes Pointe 46/104 · Windermere, FL 34786
$485,000
3 bd2.5 ba1,631 sqft
8386 Iron Mountain Trail
Windermere Trls Prcl 3 · Windermere, FL 34786
$399,900
3 bd2.5 ba1,647 sqft
14125 Oasis Cove Boulevard #206
Oasis Cove I/Lakeside Village Ph 01 · Windermere, FL 34786
$599,900
3 bd2 ba1,706 sqft
13231 Roxboro Road
Lake Sawyer South Ph 01 · Windermere, FL 34786
$799,500
5 bd4.5 ba3,036 sqft
11434 Rapallo Lane
Belmere Village G2 48 65 · Windermere, FL 34786
$979,500
3 bd3 ba2,314 sqft
11462 Claymont Circle
Keenes Pointe · Windermere, FL 34786
$745,000
5 bd4 ba2,989 sqft
8931 Lookout Pointe Drive
Windermere Trls Ph 4b · Windermere, FL 34786
$399,900
2 bd2 ba1,155 sqft
13006 Sunkiss Loop
Summerport Ph 03 · Windermere, FL 34786
$750,000
5 bd4 ba3,373 sqft
6208 Talaria Drive
Providence Ph 02 · Windermere, FL 34786