I edited the entry above to add publishing dates, plus Newman's work. So what we know is that Newman didn't know of anything further in 1959, and that the Ark and Dove Society, which based their statement on Newman, didn't know anything further in 2005. That doesn't make the Virginia connection impossible, but it does mean that major writers didn't find such a connection worth mentioning!
The 2005 reference omits an important detail from the 1959 reference -- that the 1637 Assembly was called for all "freemen". Walter was not present. Why? Possibly because he was dead. More likely, because he was not free; he was a "servant" of Cornwalys, which was not just an employment relationship, but a form of temporary bondage; he owed his labor, probably for seven years, in exchange for the cost of his transportation on the 1633 ships.
In 1641 Cornwalys demanded land in exchange for bringhing Walter over -- at that point Walter's servitude as a servant was accomplished. But there is no parallel demand for land by Walter himself. This could mean that he was dead by this time. Or it could mean, as others have claimed, that he had gone to Virginia.
Original land records could shed more light, but unless the Maryland State Archives has digitized them, it could require in-person study in Annapolis. The index by Gust Skordas, who was Maryland archivist, in The Early Settlers of Maryland (1968), notes on page 109 that Thomas Cornwalys, Esq, came to Maryland in 1634 with 12 servants and received land recorded at Liber ABH,folio 244. Skordas also notes on 482 that Roger Walter was transported, and that in 1635 he received a land grant recorded at Liber ABH, folio 60. It is not clear to me why someone who was "transported" -- had his way paid by someone else in exchange for servitude -- would be receiving land within two years. Skordas shows 11 people surnamed Walter receiving land grants between 1634 and 1680, so one really can't assume that there is only one Roger Walter involved.
What all this suggests to me is that WikiTree, which does not want two profiles for the same person, can fully justify having two separate profiles for the Maryland and Virginia Walters; there is no evidence that they are one and the same person. On the other hand, given the same name, the absence of conflicts regarding dates, and the evidence that apparently others from the Ark and Dove migrated to Virginia, there should be a link in the narrative between the two Walters in a Research Notes section!.