VfB Stuttgart invested heavily in their squad during the summer, spending around €55 million on new players. However, the club's supervisory board has now reportedly concluded that departures will be necessary to help balance the books.
According to Bild, Germany international Leweling is among the players who could be sold, with a potential departure as early as the January transfer window.
The 25-year-old remains under contract with Stuttgart until 2029, but his future is now uncertain despite having stayed at the club during the previous transfer window.
Roma were particularly interested in signing the winger last summer. The Italian side reportedly offered €35 million plus additional bonuses, but Stuttgart were unwilling to accept the proposal.
Leweling ultimately remained in Germany, although the possibility of a move to Italy has not disappeared. Bild reports that Stuttgart could now be prepared to allow him to leave for approximately €30 million.
That would represent a reduction from the amount demanded during the summer negotiations and could make a renewed approach more attractive to Roma.
The Serie A club are still looking to strengthen their wide attacking positions, according to reports in Italy. Their interest in Leweling could therefore become relevant again when the transfer window opens.
AS Roma have also been linked with former Borussia Dortmund winger Jamie Gittens, who is another option being considered as they look to add quality and depth out wide.
Leweling's situation is particularly interesting given his importance to Stuttgart. The winger has established himself as a significant attacking contributor and earned recognition with the Germany national team.
However, the club's financial position could now influence its transfer decisions. Stuttgart's substantial summer spending has reportedly made player sales necessary, and the board's stance could mean that even important members of the squad are considered if suitable offers arrive.
A fee of around €30 million would still represent a significant investment for Roma, but it is lower than the amount they were reportedly prepared to pay during the previous window.
There is no confirmation that the Italian club have made a fresh offer or opened negotiations. However, with Stuttgart reportedly more willing to consider a sale, Leweling could once again become a transfer target for Roma in January.