The medal's obverse bears seated female personification of Liberty at right; the other female figure with her head covered with veil is standing at left, holding a sword; at lower left is kneeling nude male figure. Around, COMMEMORATING · THE. 250 · ANNIVERSARY · OF · JEWISH · SETTLEMENT · IN · THE · UNITED · STATES ·; signed at left edge, ISIDORE KONTI SC ·
The medal's reverse bears standing draped female figure, crowned with laurel wreath, holding tablet inscribed: "1655/1905"; tree and eagle perched upon rock are at upper left; legend in Hebrew above. Signed in exergue, I K 1905
Two medals in gold were presented to the two U.S. Presidents Grover Cleveland and Theodore Roosevelt as part of a ceremony at New York's Carnegie Hall that banker and philanthropist Jacob Schiff had organized in honor of the 250th anniversary of the settlement of Jews in America.
President Cleveland's gold medal sold at auction in 2010 for $69,000. President Roosevelt's gold medal changed hands in a private sale for an undisclosed amount.
The circular medal measures 76.1mm in diameter. Its mintage is reported as 2 pieces in gold, 36 in silver and 284 in bronze.
Most of the information about this medal came from here.
References: Baxter 305