Vintage Timberland shirts

Secondhand and vintage Timberland shirts from shops and marketplaces around the world: 139 listings across 17 marketplaces and shops, found by Oct 28, 2026. Below: the 24 with the strongest seller-stated evidence (a dated decade, the label named, origin and fibre claims). Prices are as listed when we found them; pieces may have sold.

Most dated pieces are from the 2000s (8) and 1990s (6). The typical asking price is about $28. Sellers are mostly in United Kingdom, United States, Australia. Most are listed on eBay, Loopi, Thrifted. Sizes on offer: L (44), XL (34), M (26), XXL (10).

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TimberlandVintage Timberland Weathergear Shirt Mens L Blue Yellow Plaid Cotton 90s Classic$15eBay, United States · 1990s

TimberlandVintage Timberland Long Sleeve Polo Shirt Chest Logo Size X-Large Grey Men's$15eBay, United States

TimberlandVintage Timberland Mens Polo Shirt Weathergear Ribbed Cotton Purple Large$18eBay, United States

TimberlandVintage 90s Timberland Mens Medium Plaid Button Down Shirt Long Sleeve Cotton$28eBay, United States · 1990s

TimberlandVintage 90s Timberland Made In USA Dark Green Longsleeve Shirt Size Xl$19eBay, United States · 1990s

TimberlandMens Timberland Totally 80s Preppy Shirt$28Rusty Zipper Vintage Clothing, United States · 1980s

TimberlandTimberland Shirt Mens L Denim Rugged Fit Button-Down Long Sleeve Vintage #19792$24eBay, United States

TimberlandTimberland 1998 Vintage Long Sleeve Top 90s Y2K M Navy Blue Yellow Shirt$37eBay, United States · 1990s

TimberlandTimberland Men's M Cotton Woven Red/Beige/White Plaid Button-Up Shirt, vintage$25eBay, United States

TimberlandTimberland Weathergear Button Down Shirt Vintage Medium Oversized Biggie Hip Hop$27eBay, United States

TimberlandVintage Timberland Men's L Black/White Plaid Flannel Button-Up Long Sleeve Shirt$15eBay, United States

Timberlandvintage 90s timberland navy/cream long sleeve polo rugby shirt.$45eBay, United States · 1990s

TimberlandTimberland Striped Vintage Casual Polo Shirt$25Agent Thrift, United States

TimberlandVintage Timberland Blue Plaid Shirt Short Sleeve Button Mens size XXL$36eBay, United States

TimberlandVintage Timberland Corduroy Shirt Mens L Tan Button Down Overshirt$40eBay, United States

TimberlandVintage Timberland Weathergear Plaid Flannel Button Up Shirt Men's Medium$21eBay, United States

TimberlandTimberland Flannel Shirt - Large Green Cotton≈ $43Thrifted, United Kingdom · 1990s

TimberlandTimberland Weathergear Mens Button Down Shirt Sz M Plaid Made In USA Vintage EUC$11eBay, Canada

TimberlandTimberland VINTAGE Gold Brown Men's Shirt Size M Casual Button Up #WM1$59eBay, United States

TimberlandVintage Timberland Orange Check Shirt Long Sleeve Mens Size XL$32eBay, United Kingdom

TimberlandVintage Timberland Long Sleeve Polo Shirt <br>L≈ $48The Real Deal, Australia

TimberlandVintage Timberland Short Sleeve Button Up Shirt <br>XL≈ $46The Real Deal, Australia

TimberlandVintage Timberland Button Up Shirt <br>L≈ $61The Real Deal, Australia

TimberlandVintage Timberland Long Sleeve Polo Shirt <br>XXL≈ $46The Real Deal, Australia

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