Hi Heidi,

Thank you for contacting Mearto with your appraisal inquiry.
A comparable bear but in much better condition sold for about $1,000 a year ago (https://www.liveauctioneers.com/item/124750417_early-turn-of-last-century-american-uncle-sam-teddy-bear-38-cm-tall-standing-and-arm-jointed); unfortunately, the condition of YOUR bear is such I would not expect it to bring more than half that, and probably not even as much even though this is an old and relatively rare bear.
Based on the photos and information provided, and subject to examination, this is:

An antique American Uncle Sam Harlequin Teddy bear
attributed to the Art Novelty Company of New York, circa 1908
In a patriotic-palette Harlequin design with red, white and blue mohair, felt paw pads, jointed body with excelsior stuffing, black or navy collar, glass eyes.
19 inches tall
CONDITION: in well-loved but relatively poor condition with extensive wear
PROVENANCE: acquired at auction
$300-500*
*represents a fair-market value for auction purposes; retail or asking price may vary.

Please let us know if you have additional items to appraise, and thank you again for using Mearto.