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Although Bridgeport, Hartford and New Haven are the Connecticut cities with the highest populations, in square miles they are less than half the size of the largest-area cities.

Connecticut cities by area, in descending order, are:

# Stamford (52.1 square miles) # Danbury (44.3 sq. mi.) # Middletown (42.3 sq. mi.) # Torrington (40.4 sq. mi.) # Norwalk (36.3 sq. mi.) # Shelton (31.9 sq. mi.)

# Norwich (29.5 sq. mi.)

# Waterbury ( 28.9 sq. mi.) # Bristol ( 26.8 sq. mi.). # Meriden (24.1 sq. mi.) # Milford (23.7 sq. mi.) # New Haven (20.31 sq. mi.)

# Bridgeport (19.4 sq. mi.)

# Hartford (18.0 sq. mi.) # New Britain (13.4 sq. mi.)

# West Haven (11.0 sq. mi.) # New London (10.76 sq. mi.)

# Groton City (6.7 sq. mi.)

# Ansonia (6.2 sq. mi.) # Derby (5.4 sq. mi.)

# Winsted (4.8 sq. mi.) All 169 municipalities in Connecticut are considered towns, but only a few are also incorporated as cities. This is only a list of cities, not of towns, which may well have larger square mile measurements.

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