TB1A42FY-214
Timberland TiTAN EV 6 Inch Composite Toe Waterproof Work Boot 'Teak Brown'
$90
TB0A2JU5-W02
Timberland Moc Toe Mid Lace-Up GORE-TEX 'Black'
$168
TB1A18A6-D47
Timberland Field Boot Mid Waterproof 'Chocolate'
$117
TB192615-214
Timberland Boondock 6 Inch Composite Toe Waterproof Work Boot 'Brown Oiled Distressed'
$196
TB1A64PG-033
Timberland White Ledge Waterproof Mid Hiker Boot 'Castle Grey'
$72
TB126038-001
Timberland 6 Inch Pro Steel Toe Waterproof 200G Insulated Boot 'Black'
$169
TB0A6E4H-EQ8
Timberland Authentic Handsewn 7 Eye Lug GORE-TEX Boot 'Dark Red'
$273
TB0A5YHH-212
Timberland Arbor Road Waterproof Chukka 'Medium Brown'
$232
TB092615-214
Timberland Boondock 6 Inch Composite Toe Waterproof Work Boot 'Brown Oiled Distressed'
$330
TB0A2JFC-269
Timberland 6 Inch Waterproof Field Boot 'Light Beige'
$115
TB0A41MW-EIW
Timberland 6 Inch Heritage Premium Waterproof Boot 'Root Beer'
$247
TB0A5YJ5-231
Timberland Arbor Road Waterproof Chukka 'Wheat'
$192
TB0A5YM1-212
Timberland Arbor Road 6 Inch Waterproof Boot 'Medium Brown'
$247
TB0A6DVD-EXU
Timberland Premium Waterproof Chukka Boot 'Espresso Pack'
$170
TB0A2NU3-EM4
Timberland 6 Inch Heritage Premium Waterproof Boot 'Black Pioneers'
$130
TB0A5YKD-231
Timberland Arbor Road 6 Inch Waterproof Boot 'Wheat'
$70
TB0A42SR-001
Timberland 6 Inch Fleece Lined Waterproof Boot 'Black Gold'
$199
50059001
Timberland Classic Waterproof Chukka Boot 'Black'
$140
TB0A6FTA-EXU
Timberland 1973 Newman Waterproof Chukka Boot 'Espresso Pack'
$197
TB0A2G6D-015
Timberland Lincoln Peak Waterproof Mid 'Triple Black'
$152
TB0A6FTX-W02
Supreme x Timberland Field Boot GORE-TEX 'Black'
$280
TB0A6724-015
Timberland Chillberg Waterproof Insulated Mid Boot 'Triple Black'
$150
TB0A2G4S-231
Timberland Lincoln Peak Waterproof Mid 'Wheat'
$98
TB0A29UP-001
Timberland Gridworks 6 Inch Waterproof Work Boot 'Black'
$152
TB0A6F8F-W02
JJJJound x Timberland 6 Inch Premium GORE-TEX 'Black'
$600
TB1A44P1-015
Timberland Redwood Falls Waterproof Boot 'Black'
$201
TB06865B-210
Timberland Canard 2 Waterproof Oxford 'Medium Brown'
$106
TB0A2JU5-EM4
Aimé Leon Dore x Timberland Moc Toe Mid Lace-Up GORE-TEX 'Brown'
$699
ALDHERITAGEMID-BLK
Aimé Leon Dore x Timberland Heritage Lace Up Mid GORE-TEX 'Black'
$599
TB0A2DZ2-015
Timberland Lincoln Peak Waterproof 'Black White'
$89
TB0A29TG-214
Timberland Pro Boondock HD 8 Inch Composite Toe Waterproof Work Boot 'Brown'
$147
TB038021-242
Timberland Direct Attach 6 Inch Steel Toe Waterproof Work Boot 'Brown'
$123
TB027097-214
Timberland 6 Inch Premium Waterproof Heritage Boot 'Brown'
$339
TB0A18BS-D99
Timberland Field Boot Tall GORE-TEX 'Hazel Highway'
$280
TB0A27ZS-015
Timberland Courma Guy Waterproof Boot 'Black'
$192
TB0A5YJS-015
Timberland Arbor Road Waterproof Chukka 'Triple Black'
$55
TB0A2DZD-110
Timberland Lincoln Peak Waterproof 'Medium Grey'
$72
TB0A41BU-231
Timberland Lincoln Peak Waterproof 'Wheat'
$132
TB0A5Q82-231
Timberland TiTAN EV 6 Inch Composite Toe Waterproof Work Boot 'Wheat'
$99
TB0A29S7-001
Timberland Boondock 8 Inch Composite Toe Waterproof Work Boot Wide 'Black'
$163
TB0A1FZP-001
Timberland Boondock 6 Inch Composite Toe Waterproof Work Boot 'Black'
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TB0A2N9R-001
Desus & Mero x Timberland 6 Inch Premium Waterproof Boot 'Black'
$280
TB015130-210
Timberland Chocorua Trail Waterproof Mid Hiking Boot 'Medium Brown'
—
TB07857A-001
Timberland Chillberg Mid Waterproof Boot 'Black'
$170
TB0A28JA-H40
Timberland Mt. Major 2 Waterproof Mid Boot 'Brown'
$90
ALDHERITAGEMID-BRN
Aimé Leon Dore x Timberland Heritage Lace Up Mid GORE-TEX 'Brown'
—
TB0A6F8F-W01
JJJJound x Timberland 6 Inch Premium GORE-TEX 'Dark Brown'
—
TB0A5YMN-015
Timberland Arbor Road 6 Inch Waterproof Boot 'Triple Black'
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How much do Men's Waterproof Leather Timberland Sneakers cost?
61 Men's Waterproof Leather Timberland Sneakers sell new with the original box from $72 to $699; the typical pair is $168. 19 of them list under retail, one in ten of those is 45% off or more. Prices as of Oct 2026.