| Y.B. LEAFLET | GOLD GRIFFON & TOBACCO LEAVES | $15.00 | $5.00 |
| Y.H.P. | YALE, HARVARD, PRINCETON, FOOTBALL | $450.00 | |
| Y.H.P. (UNTITLED) | YALE, HARVARD, PRINCETON, FOOTBALL | $350.00 | |
| Y.P. GARCIA | ART NUEVO TEXTUAL | $45.00 | |
| YACHT CLUB | TWO GIRLS IN SAILOR SUITS, FLAGS | $200.00 | |
| YALE BOUQUET | PENNANT & EMBOSSED BRONZE MEDALS | $50.00 | |
| YANK-E-DIX | TOBACCO FIELD, YELLOW & BLUE | | $15.00 |
| YANKEE BELLE | LADY IN CREAM DRESS, FLOWERS | | $40.00 |
| YANKEE BIRD | TURKEY | $400.00 | |
| YANKEE CIGARS | MAN WITH PRESENTS AND WREATH | $25.00 | |
| YANKEE DIVISION | 26TH DIVISION, PORTRAIT OF MAN | $30.00 | |
| YANKEE DROPS | CANNONS, BOMBS | $350.00 | $250.00 |
| YANKEE EFFORT | UNCLE SAM STUDYING A MAP | $450.00 | |
| YANKEE GIRL | WOMAN DRESSED IN RED, WHITE AND BLUE, US FLAGS | $350.00 | |
| YANKEE NOTIONS | RAISED FIST, SHIP & TRAIN | $400.00 | |
| YANKEE PLUCK | SAILOR, SHIP AT SEA | $375.00 | |
| YANKEE QUEEN | WOMAN HOLDING IMAGE OF EAGLE | $150.00 | $75.00 |
| YANKEE SMOKE | ADMIRAL DEWEY, US & CUBAN EMBLEM, SHIP | $350.00 | $250.00 |
| YANKEE SMOKE | UNCLE SAM LIGHTING A CIGAR, CUBA BEHIND | $550.00 | |
| YANKEE SQUIRE | MAN IN LARGE TOP HAT, RED COAT | $525.00 | |
| YANKEE WHIFFS | BALD MAN W MANY WRINKLES | $75.00 | |
| YANKEE-DIP | UNCLE SAM DANCING WITH LADY, CAPITOL | $500.00 | |
| YANKEES | UNCLE SAM HOLDING BOX OF CIGARS | | $35.00 |
| YARA | ANCIENT ROMAN SOLDIER | $40.00 | |
| YARA HABANA | EARLY CUBAN LABELS, CANNON | | $35.00 |
| YARA POCO | TEXTUAL YELLOW & RED | | $85.00 |
| YARAS | TOBACCO PLANTATION, COINS | | $12.00 |
| Y-B | SEASONS GREETINGS, TEXTUAL | $10.00 | |
| Y-B | YOCUM BROTHERS, COINS | $150.00 | |
| YBOR CITY | DANCER | $7.00 | |
| YBOR CITY | SPANIARD, COINS | $25.00 | |
| Y-BOSS | TEXTUAL BLACK GOLD & YELLOW | | $85.00 |
| YE OLD FASHION | LARGE CIGAR | | $40.00 |
| YE OLDE STRATFORD | B & W IMAGE OF SHAKESPEARE | | $20.00 |
| YE SMOKE SHOP | TEXTUAL | $5.00 | |
| YEA YEA | BALD EAGLE ON SUMMIT, COLORFUL | $275.00 | |
| YEARLY BOND | LARGE CIGAR, BOND | $100.00 | |
| YELLOW CAB | 1930'S CAB | $450.00 | |
| YELLOW CAB | POLICEMAN DIRECTING TRAFFIC | $750.00 | |
| YELLOW CAB (END) | POLICEMAN DIRECTING TRAFFIC | $15.00 | |
| YELLOW CAP | WOMAN WEARING YELLOW CAP, LEAVES BEHIND | $110.00 | |
| YELLOW HORNET | CIRCULAR IMAGE BRIGHT YELLOW HORNET | $45.00 | $30.00 |
| YELLOW JACK | LARGE BEE & CLOVES | $75.00 | $35.00 |
| YELLOWSTONE | PARK SCENE | $250.00 | |
| YELLOWSTONE TRAIL | MAP OF TRAIL ACROSS US | $300.00 | $200.00 |
| YEMA | CIGAR SMOKE CREATING PRETTY WOMEN | $100.00 | $45.00 |
| YEOMAN | BRITISH GUARD | $450.00 | |
| YES OR NO? | YOUNG MAN & WOMAN AT FENCE IN GARDEN | $350.00 | $150.00 |
| YES! YES! | GIRL ON PHONE | $350.00 | |
| YESSIR | UNCLE SAM W TOP HAT IN HAND | $350.00 | |
| Y-H | BOLD TITLE, RED LIONS, FIELDS | | $30.00 |
| YOCUM BROS. CIGAR FACTORY | LARGE RED CIGAR FACTORY | $175.00 | |
| YOCUM BROS. READING PA | CIGAR FACTORY, YELLOW | $195.00 | |
| YOKOHAMA | ORIENTAL WOMAN W PARASOL | $25.00 | |
| YOLANDE | PUERTO RICAN GIRL | $40.00 | |
| YORK IMPERIAL | BLACK, RED & LIGHT GREEN | $2.00 | |
| YORK IMPERIAL | TS WOOD GRAIN | $2.00 | |
| YORKSHIRE DANDY | YORKSHIRE TERRIER ON COLORFUL RUG | | $300.00 |
| YOST | BOLD TITLE | $4.00 | |
| YOU DARE | LADY WITH LAUNDRY ON DOCK | $175.00 | |
| YOU KNOW | WHITE HORSE FRAMED IN HORSESHOE | $135.00 | |
| YOU KNOW US | THREE SMOKING MEN PASSING GENTLEMAN W DOGS | | $125.00 |
| YOU NEED THE DOCTOR | PORTRAIT OF DOCTOR | $250.00 | |
| YOU TAKE NO GAMBLE | SPADE, DIAMOND, HEART AND CLUB | $150.00 | |
| YOUNG | BEAUTY CLIMBING STAIRS | $100.00 | |
| YOUNG AMERIA | LADY IN RED WHITE AND BLUE, SWORD | $350.00 | $250.00 |
| YOUNG AMERICA | BOY SMOKING A CIGAR, GIRL WATCHING | $650.00 | $425.00 |
| YOUNG AMERICA | BOYS STEALING CIGARS | $800.00 | |
| YOUNG BLOOD | MAN IN BOWLER HAT THAT SAYS HABANA | $250.00 | $100.00 |
| YOUNG CADETS | TWO CHILDREN HOLDING UP DRAPE, FLANKING SIGN | $350.00 | |
| YOUNG CHIEF | NATIVE AMERICAN BOY IN FEATHERED HEADDRESS | | $325.00 |
| YOUNG CHIPS | THREE CHILDREN | $250.00 | |
| YOUNG DARLING | LADY RECLINING W FAN | $200.00 | |
| YOUNG EAGLES | EAGLES, FLAG, BABIES | $250.00 | |
| YOUNG FRITZ | BOY SMOKING & READING NEWSPAPER | $150.00 | |
| YOUNG GLORIES | TWO CHERUBS, COINS | $195.00 | $150.00 |
| YOUNG HERCULES | BABY HOLDING GIANT CIGAR, 1870'S | $210.00 | |
| YOUNG MIDDY | SAILOR IN ROWBOAT | | $150.00 |
| YOUNG QUEEN | WOMAN IN GREEN HEADDRESS, WHITE & GOLD DRESS | $125.00 | |
| YOUNG TAN | SAILOR BOY, SHIP | $175.00 | |
| YOUNG TURK | BOY IN FEZ HAT | | $65.00 |
| YOUNGSTERS | TWO GIRLS PLAYING, SEPIA | $135.00 | |
| YOUR DESIRE | WOMAN, COLORFUL BUTTERFLIES, MEADOW | $200.00 | |
| YOUR HEALTH | MEN TOASTING, HORSE RACE, BOATING | $275.00 | $150.00 |
| YOUR NEXT | MEN AT CIGAR COUNTER, BARBERSHOP | $350.00 | |
| YOUR TREAT | MEN ENJOYING CIGARS | $300.00 | $25.00 |
| YOURS FOREVER | SISTERS BEING COURTED BY MEN | $200.00 | |
| YOURS SINCERELY | SCRIPT | $15.00 | |
| YOURS TRULY | GIBSON GIRL STYLE | $100.00 | |
| YOUTH | CAVALIER WITH LADY ON HORSEBACK | | $250.00 |
| YPRES LA MARTYRE | BURNING BUILDING | $95.00 | $60.00 |
| YSER | WOMAN WITH SWORD | | $40.00 |
| YSIDORA | WOMAN W SMALL CROWN | $25.00 | $12.00 |
| YUCATAN | GOLD & SEPIA, WOMEN, CIGARS, DRAGON | $190.00 | |
| YUKON | FOUR MINERS PANNING FOR GOLD, RIVER & MOUNTAINS | $800.00 | |
| YUKON | ROUGH LOOKING MAN W PICK | $900.00 | $500.00 |
| YUM YUM | LADY IN ORIENTAL COSTUME | $250.00 | |
| YUM YUM | LOVERS ON THE BEACH | $275.00 | |