I have my doubts about that one - there's a Henry that appears to have grown up and lived in Penfield, Monroe County and married an Anna/Annie.
"New York State Census, 1855," database with images, FamilySearch (https://familysearch.org/ark:/61903/1:1:K6QM-GMP : 19 November 2014), Henry Simpson in household of Franklin Simpson, E.D. 1, Penfield, Monroe, New York, United States; count clerk offices, New York; FHL microfilm 833,773.
"United States Census, 1860", database with images, FamilySearch (https://familysearch.org/ark:/61903/1:1:MCWR-WX8 : 30 December 2015), Henry Simpson in entry for Frank Simpson, 1860.
"New York State Census, 1865," database with images, FamilySearch (https://familysearch.org/ark:/61903/1:1:QVNN-BQTV : accessed 29 March 2017), Henry Simpson in household of Frank Simpson, Penfield, District 01, , Monroe, New York, United States; citing source p. 18, line 1, household ID 137, county clerk, board of supervisors and surrogate court offices from various counties. Utica and East Hampton Public Libraries, New York; FHL microfilm 833,777.
"New York State Census, 1875," database with images, FamilySearch (https://familysearch.org/ark:/61903/1:1:VTZ1-JFJ : 16 November 2014), Henry Simpson in household of Franklin Simpson, Penfield, Monroe, New York, United States; citing p. 13, line 43, State Library, Albany; FHL microfilm 833,782.
"United States Census, 1880," database with images, FamilySearch (https://familysearch.org/ark:/61903/1:1:MZDX-K8M : 14 July 2016), Henry Simpson, Penfield, Monroe, New York, United States; citing enumeration district ED 58, sheet 354B, NARA microfilm publication T9 (Washington D.C.: National Archives and Records Administration, n.d.), roll 0861; FHL microfilm 1,254,861.
"United States Census, 1900," database with images, FamilySearch (https://familysearch.org/ark:/61903/1:1:MSJS-7PC : accessed 29 March 2017), Henry Simpson, Penfield Township (west side), Monroe, New York, United States; citing enumeration district (ED) 24, sheet 8B, family 182, NARA microfilm publication T623 (Washington, D.C.: National Archives and Records Administration, 1972.); FHL microfilm 1,241,073.
Might still be possible, but it seems unlikely he's the right one.