Как да изберете единичен запис в ляво съединение

 SELECT
   M.ModelID, M.Model, C.Content
 FROM
   Models M
 LEFT JOIN
   Models_Content C
     ON C.ContentID = (SELECT MIN(ContentID) FROM Models_Content WHERE ModelID = M.ModelID)
 WHERE
   M.ModelID = 5

Или

;WITH sorted_content AS
(
  SELECT
    ROW_NUMBER() OVER (PARTITION BY ModelID ORDER BY ContentID) AS itemID,
    *
  FROM
    Models_Content
)
 SELECT
   M.ModelID, M.Model, C.Content
 FROM
   Models M
 LEFT JOIN
   sorted_content C
     ON  C.ModelID = M.ModelID
     AND C.itemID  = 1
 WHERE
   M.ModelID = 5