| Vintage "Save the Alligators, Have a Preppie for Lunch" 1981 Framed Poster 29"H | jpress.com | 6595.0 USD | 6,595 USD | — |
| Vintage "Are You A Jock?" 1980 Framed Poster 19 x 26 in. | jpress.com | 2795.0 USD | 2,795 USD | — |
| Vintage Chateau Marmont Hotel Hollywood California Ashtray | jpress.com | 1975.0 USD | 1,975 USD | — |
| Vintage Baskin Robbins Preppy Mint 1983 Framed Advertising Poster Alligator | jpress.com | 1795.0 USD | 1,795 USD | — |
| Vintage The 21 Club NYC Restaurant Equestrian Jockey Porcelain Ashtray | jpress.com | 1495.0 USD | 1,495 USD | — |
| The Benson and Hedges Book of Racing Colours First Edition 1973 | jpress.com | 1395.0 USD | 1,395 USD | — |
| Vintage Equestrian Green Jockey Bookend Statue 13"H | jpress.com | 1395.0 USD | 1,395 USD | — |
| Vintage Gucci Nautical Rowing Oars Porcelain Ashtray | jpress.com | 1295.0 USD | 1,295 USD | — |
| Vintage Nantucket Island Framed Needlepoint Map 17.5 x 22.5 in. | jpress.com | 1250.0 USD | 1,250 USD | — |
| Vintage Grand Hotel Cap Ferrat Porcelain Ashtray Catchall Dish | jpress.com | 1175.0 USD | 1,175 USD | — |
| Vintage Lenox New York Yacht Club Burgee Nautical Plate 9"D | jpress.com | 995.0 USD | 995 USD | — |
| Barflies & Cocktails 300 Recipes Harry’s New York Bar Book 2008 IBF | jpress.com | 995.0 USD | 995 USD | — |
| Vintage The 21 Club NYC Restaurant White Ceramic Pitcher | jpress.com | 895.0 USD | 895 USD | — |
| Vintage The 21 Club NYC Restaurant Gold Tone Horseshoe Belt Buckle | jpress.com | 895.0 USD | 895 USD | — |
| The Stork Club Bar Book Lucius Beebe 1946 First Edition | jpress.com | 895.0 USD | 895 USD | — |
| Vintage The 21 Club NYC Restaurant White Porcelain Ashtray | jpress.com | 795.0 USD | 795 USD | — |
| Vintage Monaco Monte Carlo Limoges Porcelain Ashtray | jpress.com | 795.0 USD | 795 USD | — |
| Vintage Louis Lejeune Golfer Car Hood Ornament Mascot | jpress.com | 795.0 USD | 795 USD | — |
| Vintage Harry Cipriani New York Green Ceramic Ashtray | jpress.com | 795.0 USD | 795 USD | — |
| Vintage Set 8 Sterling Silver Tennis Racket Cocktail Picks | jpress.com | 795.0 USD | 795 USD | — |
| Vintage Yale University Ezra Stiles Morse College Dining Plate 9"D | jpress.com | 750.0 USD | 750 USD | — |
| Vintage White Shirt & Tie Ceramic Ashtray Catchall Dish Made in Italy | jpress.com | 695.0 USD | 695 USD | — |
| Vintage Guinness More Than Goodness Ceramic Catchall Dish Bowl | jpress.com | 695.0 USD | 695 USD | — |
| Vintage University of Pennsylvania Freshman Crew Rowing Framed Poster | jpress.com | 695.0 USD | 695 USD | — |
| Vintage The 21 Club NYC Restaurant Framed Postcard 7.75 x 9.5 in. | jpress.com | 695.0 USD | 695 USD | — |
| Mustique by Roger Vaughan 1994 Hardcover First Edition Caribbean Island | jpress.com | 675.0 USD | 675 USD | — |
| Vintage Preppy Alligator Framed Needlepoint Art 9.5 x 11.5 in. | jpress.com | 595.0 USD | 595 USD | — |
| Vintage Claridge's Hotel London Porcelain Ashtray England | jpress.com | 595.0 USD | 595 USD | — |
| Vintage Apilco France Golf Porcelain Ashtray Catchall Dish | jpress.com | 595.0 USD | 595 USD | — |
| Vintage The Plaza Hotel NYC Ceramic Ashtray Matchbook Holder | jpress.com | 595.0 USD | 595 USD | — |
| Vintage Gordon's Dry Gin Red Ceramic Heart Shaped Ashtray Catchall Dish | jpress.com | 595.0 USD | 595 USD | — |
| Vintage The Carlyle Hotel NYC Porcelain Ashtray Dish | jpress.com | 595.0 USD | 595 USD | — |
| Nantucket Yacht Club 1906–2006 by Stephen Sheppard First Edition Hardcover | jpress.com | 495.0 USD | 495 USD | — |
| Vintage Pennsylvania vs. Brown Framed 1950 Football Program Cover | jpress.com | 495.0 USD | 495 USD | — |
| Vintage Paul Brown Tennis Player Ceramic Mug | jpress.com | 495.0 USD | 495 USD | — |
| Vintage Villa d'Este Hotel Lake Como Italy Framed Luggage Label | jpress.com | 495.0 USD | 495 USD | — |
| Vintage Belmond Hotel Splendido Portofino Mare Framed Luggage Label 8.5 x 10 in. | jpress.com | 495.0 USD | 495 USD | — |
| Vintage Air France Framed Luggage Label 8.5 x 8.5 in. | jpress.com | 495.0 USD | 495 USD | — |
| Vintage The Boca Raton Hotel and Club Ashtray Catchall Dish | jpress.com | 475.0 USD | 475 USD | — |
| Vintage Royal Bermuda Yacht Club White Porcelain Ashtray | jpress.com | 450.0 USD | 450 USD | — |