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Thomas Davidson Winter came from Ontario, Canada in the early 1880's. He homesteaded near Orleans. Two brothers, Jim and John, joined the family there later.
M: 04 Mar 1891, Christina Drummond MacFarlane

Children of Thomas Winter and Christina MacFarlane:

Harold Winter
M: Nellie Westcott, had two children: Glendon Winter m. LuRene Gill and Ruth Winter m. Gerald Eaton and to Franklin Barron.

William Winter
M: Julia Ostenson, adopted a son

Leonard Winter
M: Barbara McVean

Raymond Winter
M: Alice Coleman, had no children
M: Stella Mondor

Children of Raymond Winter and Stella Mondor (I guess)

Charles Winter (adopted)
M: Phyllis Carlson

Duane Winter (adopted)
M: Verna Albaugh

Glen Winter
M: Judith Bruzelius

Judy Winter
M: Len Iten

Sheldon Winter
M: Bernice Spence

Children of Sheldon Winter and Bernice Spence:

Thomas Drew Winter
B: 17 Jan 1933, in Hallock, MN
D: 12 Jan 1999, Birch, Irma, WI
M: Winnifred Zerk
M: 10 Aug 1962, June Margaret Erickson

Children of Thomas Winter and June Erickson:

Jean Winter

Sandra Winter

Kathleen Winter
M: Mike Freese

Victoria Winter
M: B. C. Fogel

Andrew Winter

Michael Winter
M: Linda

James Winter
M: Dororthy Boychuk

Rachel Winter
M: L. C. Dauterman. No children.

Jim Winter
M: Laura Stensvik

Lewis Winter
M: Agnes Pearson

Rodney Winter
M: Viola Hanson

John (Jack) Winter
M: Annie Gardiner, had one son

Earl Winter

The above records were hard to follow.