Even before President Nixon formally named it the Roosevelt Room, a tradition existed of Democratic administrations hanging Alfred Jonniaux's portrait of Franklin D. Roosevelt over the mantel with Theodore Roosevelt's equestrian portrait by Tade Styka titled Rough Rider hung on the south wall. Republican administrations hung Teddy Roosevelt's painting above the mantel and moved FDR's portrait to the south wall. Bill Clinton decided to keep the landscape formatted Teddy Roosevelt portrait above the mantel and FDR's portrait on the south wall.
FDR: (1933-1945) Can't find anything here other than he had an aquarium and fish in here. I find it unlikely he would put a picture of himself up and Alfred Jonniaux's portrait of Franklin D. Roosevelt hadn't been painted yet (1958).
Truman
Can't find anything here either.
Eisenhower
Can't find anything here. Supposedly he hated this room.
JFK (1961-1963)
Mantel and fireplace in the Fish Room (Robert Knudsen. White House Photographs. John F. Kennedy Presidential Library and Museum, Boston)
View of the Fish Room. White House, Washington, D.C. [Streaks in lower portion of image are original to the negative.] (Robert Knudsen. White House Photographs. John F. Kennedy Presidential Library and Museum, Boston)
I have no idea what painting is above the mantle but I am certain it is not FDR or Teddy. I see no paintings of FDR or Teddy here. There is a painting of Benjamin Franklin on the right though.
LBJ (1908–1973)
Rough rider isn't above the mantle.
Richard Nixon (1969-1974)
ROLL NUMBER: WHPO-3716 Color or B/W: ColorPhotographer: Schumacher, Karl
Frame(s): WHPO-3716-09-12, Roosevelt Room. 6/19/1970, Washington, D.C., White House
This one's complicated. I think I will look closer through the Nixon archives, but the images above seem like different rooms entirely.
Gerald Ford (1974-1977)
President Gerald R. Ford Meeting with Senior Staff in the Roosevelt Room
There's a Teddy over the fireplace but not Rough Rider. I'm missing one angle here unfortunately.
Jimmy Carter (1977-1981)
Jimmy Carter - Energy Meeting in Roosevelt Room
I see Rough Rider, a different picture of Teddy, and the portrait of FDR, but they're all on the same wall.
Ronald Reagan (1981-1989)
https://www.youtube.com/watch?v=a8Fu5M0JVCI
As for the other side of the wall, we now have video evidence, and there is indeed a wall with FDR, Teddy, and Rough Rider. The one above the mantle is definitely not either Rough Rider or FDR.
George H.W. Bush (1989-1993)
Can't find anything here.
Bill Clinton (1993-2001)
The tradition is finally here (or maybe GHWB did it). Still. it doesn't really matter since the article says this is when they stopped following it, but I'll keep going for fun
George W. Bush (2001-2009)
Dunno
Barack Obama (2009-2017)
Teddy is still over the mantle but it looks like FDR has been moved away from the South Wall to make room for the rest of the branches of the military. Donald Trump 45 (2017-2021)
FDR is still not on the South Wall but Rough Rider is over the mantle still
Joe Biden (2021-2025)
Roosevelt Room, Biden Administration
Still looks like he's kept FDR where he is, and Teddy is still over the mantle.
Donald Trump 47 (2025-)
AKA I am pretty certain the Wikipedia is wrong
I'm stupid I forgot bas-relief portraits exist