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This research was carried out as part of a program for the conservation and improvement of the strawberry tree. Accessions’ prospecting was conducted in different Portuguese provenances. Accessions (204) were identified, and mature fruits were collected in autumn. The sugar contents in the fruit pulp (glucose, fructose, maltose, sucrose) were analyzed by HPLC and the correlation between the average sugar content, climatic classification (Thornthwaite Method and Xerothermic Index), and edaphic characteristics was investigated. The predominant sugar was fructose, which ranged from 7.89 ± 0.55% to 17.01 ± 1.46% (f.w.), respectively, under an Attenuated Thermomediterranean climate at limestone-derived soil and an Accentuated Mesomediterranean climate at schist-derived soil. The lowest sugar contents, linked to a reduction in photosynthesis, were found: (1) in the north, despite soil water availability, due to the low temperature, high precipitation and short photoperiod, particularly during the fruit maturation (autumn); (2) in the south, due to the excessive number of dry days, linked to low soil water availability during the active growth period, particularly at limestone zones prone to water retention. The relationship found between the total sugar content and climate classification by the Xerothermic Index allows to enhance fruit production, advise on the establishment of new orchards and restore natural areas.