This is the Jonathan Whitcomb who bought the land and established the homestead in Littleton, Massachusetts. He bought the land in 1706 (as a very young man) from the friendly Nashoba Indians. Herbert Hartwell Whitcomb (d. 1970), who was the last Whitcomb to live at the homestead, wrote a paper dated 7 Nov 1960, entitled 'Reminiscenses of Whitcomb Avenue, Littleton, Mass.', in which he stated:

The Whitcomb family was established here [Littleton] in 1706 when the 4^th generation of Jonathon Whitcomb [Actually the 4th generation of Whitcombs in America -- it was the third generation of Jonathans.] bought the land from the friendly Nashoba Indians. The king’s grant to the farm was not obtained until 1744—a copy of the original grant, on file at the registry of deeds in Cambridge, was made by my [Herbert Hartwell Whitcomb's] daughter, Kathryn, in 1948.

The volume, “Whitcomb Family in America”, published in 1904, shows a picture of the homestead built in 1707 and states that “Jonathan 4^th had lime kilns, was a tanner, currier, blacksmith, shoemaker, and made coffins. The old dam still remains and places can be seen where he got his lime rock”.

Also, looking up the town of Littleton, MA, I found the following under a page entitled 'Paths of Patriots':

1701 -- House built by Jonathan Whitcomb. Nine generations of Whitcombs owned and operated the property as a farm. It remained in the family for 262 years, until 1963. Five members of the family served during Revolutionary War; two were killed at the Battle of Bunker Hill.

http://www.freedomsway.org/towns/littleton/littleton.html