Join Date: Mar 2007
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Based on the good description of your circumstances, I feel pretty comfortable making a categorical recommendation: Buy the Catalina 36 with the slip.
The winter anchorage is too far away and will be an extraordinary hassle given the necessity to commute to work, bring pets ashore, etc etc etc. And there will always be the lingering concerns about anchor dragging etc when you are away from the boat. On top of that, the Catalina 36 is probably roomier than the Coronado 41.
For your circumstances, the convenience of the slip (not to mention the real possibility it will appreciate in value) makes the most sense.