Some factors to consider....
More grass = more irrigation water which is not an insignificant cost here
More exposure to the street so more chance of being a stop-off for doggies
If you are thinking of adding on, be aware of building setbacks... They are more restrictive on sides facing a street.
It all depends on what you back up to, the house orientation, how you plan to use that extra space, and what makes you happy.
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Maryland (DC Suburbs) - first 51 years 
The Villages - next 51 years 
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