He married 1) Elizabeth Jane Perkins on October 28, 1874 in Gulgong, New South Wales, Australia.  Together they became the parents of Sarah Jane (Greentree) Carn and Ernest Clement Greentree. Their union ended in divorce in August of 1892.
He married 2) Frances E. (Cross) Grey in 1893. To this marriage she brought 3 daughters and 1 son. Together they became the parents of Jane (Greentree) Duggan, Annie Martha (Greentree) Coombes, Ada Maude Greentree, Robert Charles Tyrrell Greentree and Ernest Greentree.
Reuben passed away on May 10. 1932 in Wyong, New South Wales, Australia. 
↑NSW Government: Justice Registry of Births, Deaths & Marriages Birth Reg. No. 1156/1848 V18481156 34A, registry location not noted (familyhistory.bdm.nsw.gov.au [on-line database; no image]). | GREENTREE | REUBEN | THOMAS | SARAH
↑NSW Government: Justice Registry of Births, Deaths & Marriages Reg. No. 3116/1874 registered at Gulgong (familyhistory.bdm.nsw.gov.au [on-line database; no image]). | GREENTREE | REUBEN | PERKINS | ELIZABETH JANE | GULGONG
↑NSW Government: Justice Registry of Births, Deaths & Marriages Reg. No. 5778/1893 registered at Paddington (familyhistory.bdm.nsw.gov.au [on-line database; no image]).
↑NSW Government: Justice Registry of Births, Deaths & Marriages Reg. No. 9260/1932, registered at Wyong (familyhistory.bdm.nsw.gov.au [on-line database; no image]). | GREENTREE | REUBEN | THOMAS | SARAH | WYONG
Greentree v. Greentree (Frederick Huxley co-respondent). — In this matter Reuben Greentree sought a dissolution of his marriage with his wife, Elizabeth Jane Greentree, on the ground of her adultery with the co-respondent. The parties were married at Gulgong on October 28, 1874, and subsequently went to live near Richmond, where respondent and Huxley were often observed to be on very, familiar terms. Evidence -of adultery having been given, and a letter by respondent to Huxley being admitted, the decree nisi was granted.
Evening News (Sydney, NSW)
Tuesday, 9 Aug 1892, Page 6
There passed away at his residence Oakleigh, Margaret-street, Wyong, on May 10, Reuben Greentree, aged 83½ years. Deceased and his wife, Mrs. Frances Greentree (nee Cross) were both natives of the Hawkesbury district and lived for some years at Cattai. Three daughters survive, viz.: Jane (Mrs. Duggan, Lithgow), Annie (Mrs. Coombes, Wyong), and Miss Ada Greentree, also two sons, Ernest (Taree), and Robert (Wyong). There are also three step-daughters: Mrs. Bradford (Eastwood), Mrs. Hutchinson (Canley Vale), Mrs. Gilfoyle (Maroubra), and one step-son, Jeff Grey (Croydon). Deceased, a son of the late Thomas Greentree, was one of a family of twelve sons and two daughters, all of whom were natives of the Lower Hawkesbury. He also had five brothers, viz., Saul (Wyong Creek), Nathan, Eli, and Frederick (Carlingford), Ethan (Hornsby); and one sister, Mrs. Hobbs (Forrester), all of whom survive.
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It may be possible to confirm family relationships with Reuben by comparing test results with other carriers of his Y-chromosome or his mother's mitochondrial DNA.
However, there are no known yDNA or mtDNA test-takers in his direct paternal or maternal line.
It is likely that these autosomal DNA test-takers will share some percentage of DNA with Reuben: