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Monterey 255 SS keeps an estimated 64% of its value after 5 years — #3219 of 5780 boats VINdown tracks. See the full curve and the best year to buy.
Per VINdown's modeling, the Monterey 255 SS retains an estimated 64% of its value after five years, ranking #3219 of 5780 boats we track. That is 2 points above the 62% five-year average for Cruiser in its class, so it holds value better than most rivals.
Most of the loss lands early: the Monterey 255 SS sheds about 30% of its value in year one alone. From roughly $138,473 it falls to around $89,176 by year five — a five-year loss near $49,297, about $27.01 a day in depreciation.
Because the steepest drop hits around year 1, a lightly-used Monterey 255 SS bought at 1 year old lets the first owner absorb the worst of the depreciation while the curve flattens — usually the value sweet spot. Explore the full year-by-year curve, trims, and true cost of ownership in the Model Lab above.
It keeps an estimated 64% of its value after five years — worse than most among the 5780 boats VINdown tracks (ranked #3219).
From about $138,473 when new it drops to roughly $89,176 after five years — a loss near $49,297 (64% of its value retained).
Around 1 year old: that is just past the steepest depreciation, so you skip the biggest drop while the value curve is flattening.