Winsor married Sarah Adaline Walker on 9 Sep 1847. Sarah (daughter of Edmund Walker, Sr. and Adaline Howard) was born on 19 Nov 1825 in Langdon,Sullivan,New Hampshire, USA; died on 17 Mar 1881 in Boston, Suffolk, Massachusetts, USA; was buried in Mount Auburn Cemetery, Cambridge, Middlesex, Massachusetts, USA. [Group Sheet] [Family Chart]

1. Haskell Winsor Gleason was born on 26 May 1848 in Chelsea,Suffolk,Massachusetts, USA; died on 21 Feb 1911 in Somerville, Middlesex, Massachusetts, USA; was buried in Malden,Middlesex, Massachusetts, USA.
2. Edmund Walker Gleason was born on 12 May 1853 in Boston, Suffolk, Massachusetts, USA; died on 3 Aug 1919 in Boston, Suffolk, Massachusetts, USA; was buried in Mount Auburn Cemetery, Cambridge, Middlesex, Massachusetts, USA.
3. Walter Howard Gleason was born on 28 Jan 1864; died in 1940; was buried in Mount Auburn Cemetery, Cambridge, Middlesex, Massachusetts, USA.

Winsor married Frances Adelaide Walker on 8 Mar 1882. Frances (daughter of Edmund Walker, Sr. and Adaline Howard) was born on 25 Apr 1839 in Langdon,Sullivan,New Hampshire, USA; died on 8 Dec 1893 in Boston, Suffolk, Massachusetts, USA; was buried in Mount Auburn Cemetery, Cambridge, Middlesex, Massachusetts, USA. [Group Sheet] [Family Chart]