How John's property (approximate location) in Pound Ridge was located

The land transaction dated 12 April 1784, between John Sherwood and Admar Stevens in Fairfield County, Connecticut said John Sherwood was of Old Pound Ridge, New York at that time. (Land Records of Stamford, Connecticut, Deed Book K, Page 529.

To all People to whom these Presents shall come:  GREETING.  KNOW YE, That I Admar Stevens of Stamford in Fairfield County and State of Connecticut for the Consideration of Two pounds eight Shillings Lawful money of said State Received to my full Satisfaction of JOHN SHERWOOD OF OLD POUND RIDGE in the county of Westchester of State of New York......................Apparently he had lived in Connecticut because the deed said the land was "directly opposite to the house of said John Sherwood and which he lately inhabited."

In 1790 John Sherwood is listed on the Census in Pound Ridge, Westchester, New York. Land records were good in Fairfield County, Connecticut during that period.  That was not the case in Westchester County, New York.  So I began to look elsewhere to find other records for Westchester County.  

I visited the Pound Ridge Historical Society shown on the front of this pamphlet, and Debbie Butterfield showed me the records there.  One record showed Sarah Sherwood,  John's second oldest daughter had been married by the Reverend Judd of Pound Ridge  to Henry Cramer in 1792.  The Sherwood Family left Pound Ridge about that time so there was no other evidence  they had been there.  I purchased "Historic Landmarks of Pound Ridge."  On page 33 of the pamphlet, I saw the following:

When I did not find John Sherwood's home,  I began checking to see if any of his neighbors (listed on the census above)  were included in the publication.  I noticed there was a picture of Nathan Olmstead's home.  If the census taker went down the road in order this would have been John Sherwood's next door neighbor.  This  home would have been there when he was there!!  John's children would have played with the Nathan Olmstead children in that very home (or should I say a version or it).

I looked at a map of Pound Ridge found in the publication

I was able to enlarge the map  to show  where the Nathan Olmstead home was on Pound Ridge Road.  This may well have been Old Pound Ridge mentioned in the Connecicut deed.  I noticed Ebenezer Jones and Simeon Dibble were also listed on the map.  Ebenezer Jones was  on the 1790 census three houses down from John Sherwood.  Simeon Dibble was a son of Jonathan Dibble and was listed two houses away from John Sherwood on the census.  Joseph Ambler, also on the map, may well have been related to Sarah Ambler, the wife of Nathan Olmstead.  There is an Ambler Cemetery near their home although Sarah Ambler Olmstead was not buried there.  The next post shows how the Nathan Olmstead home and the the area appear today.