Some of the most reasonably priced waterfront communities in CT include Norwalk, Milford, Stratford, Bridgeport, and Old Saybrook. Luxury homes in Greenwich and Westport are significantly higher.
Yes, waterfront homes appreciate faster than inland homes in CT due to high demand. Greenwich waterfront in particular has seen dramatic home value increases, appreciating faster than the S&P 500.
Flood insurance costs vary based on the FEMA flood zone rating and home elevation and range from $500 per year up to $5000+ for high risk zones. Higher value homes also have higher premiums.