$300 - $500 Mens Leather Boots

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Bruno Magli Raspino

Bruno Magli Raspino - Black Nappa (Men's)
 
$465.00 Free Shipping Both Ways!
 
Red Wing Heritage 9011/9014/9016 - Beckman 6

Red Wing Heritage 9011/9014/9016 - Beckman 6" Round Toe - Black Cherry Featherstone Leather (Men's)
 
$329.95 Free Shipping Both Ways!

 
Red Wing Heritage 9011/9014/9016 - Beckman 6

Red Wing Heritage 9011/9014/9016 - Beckman 6" Round Toe - Black Featherstone Leather (Men's)
 
$329.95 Free Shipping Both Ways!


Red Wing Heritage 9011/9014/9016 - Beckman 6

Red Wing Heritage 9011/9014/9016 - Beckman 6" Round Toe - Cigar Featherstone Leather (Men's)
 
$329.95 Free Shipping Both Ways!

 
Allen-Edmonds Dalton

Allen-Edmonds Dalton - Walnut Burnished Calfskin (Men's)
 
$394.95 Free Shipping Both Ways!
 
Neil M Dawson

Neil M Dawson - Vintage Brown Full Grain Leather (Men's)
 
$314.95 Free Shipping Both Ways!

Vintage Shoe Company Isaac Tanker Boot

Vintage Shoe Company Isaac Tanker Boot - Chocolate Harness (Men's)
 
$348.95 Free Shipping Both Ways!
 
Dan Post Boots Chandler DP2982

Dan Post Boots Chandler DP2982 - Cognac Waxy Full Quill Ostrich (Men's)
 
$469.95 Free Shipping Both Ways!
 
Vintage Shoe Company Nathaniel Jump Boot

Vintage Shoe Company Nathaniel Jump Boot - Chocolate Harness (Men's)
 
$338.95 Free Shipping Both Ways!

Vintage Shoe Company Jonathin

Vintage Shoe Company Jonathin - Black Harness (Men's)
 
$358.95 Free Shipping Both Ways!
 
Vintage Shoe Company Jonathin

Vintage Shoe Company Jonathin - Peanut Bison (Men's)
 
$358.95 Free Shipping Both Ways!
 
Danner Rain Forest

Danner Rain Forest - Black Leather (Men's)
 
$329.95 Free Shipping Both Ways!

Danner Rain Forest

Danner Rain Forest - Brown Leather (Men's)
 
$329.95 Free Shipping Both Ways!
 
Dan Post Boots Teju Lizard R Toe

Dan Post Boots Teju Lizard R Toe - Antique Tan (Men's)
 
$334.95 Free Shipping Both Ways!
 
Dan Post Boots Teju Lizard R Toe

Dan Post Boots Teju Lizard R Toe - Black (Men's)
 
$334.95 Free Shipping Both Ways!

Dan Post Boots Teju Lizard R Toe

Dan Post Boots Teju Lizard R Toe - Black Cherry (Men's)
 
$334.95 Free Shipping Both Ways!
 
Danner Mountain Light II

Danner Mountain Light II - Black (Men's)
 
$309.95 Free Shipping Both Ways!
 
Dan Post Boots Genuine Flank Caiman

Dan Post Boots Genuine Flank Caiman - Chocolate (Men's)
 
$429.95 Free Shipping Both Ways!

Dan Post Boots Genuine Flank Caiman

Dan Post Boots Genuine Flank Caiman - Black (Men's)
 
$429.95 Free Shipping Both Ways!
 
Finn Comfort Garmisch

Finn Comfort Garmisch - Ebony/Rinde Chimera/Piper Leather
 
$394.95 Free Shipping Both Ways!
 
Dan Post Boots Ostrich Leg 13

Dan Post Boots Ostrich Leg 13 - Antique Tan (Men's)
 
$355.95 Free Shipping Both Ways!

Dan Post Boots Ostrich Leg 13

Dan Post Boots Ostrich Leg 13 - Black Cherry (Men's)
 
$355.95 Free Shipping Both Ways!
 
Dan Post Boots Teju Lizard J Toe

Dan Post Boots Teju Lizard J Toe - Antique Tan (Men's)
 
$334.95 Free Shipping Both Ways!
 
Dan Post Boots Teju Lizard J Toe

Dan Post Boots Teju Lizard J Toe - Black (Men's)
 
$334.95 Free Shipping Both Ways!

Vintage Shoe Company Vincent Moc Toe Lace-Up

Vintage Shoe Company Vincent Moc Toe Lace-Up - Black Harness (Men's)
 
$318.95 Free Shipping Both Ways!
 
Allen-Edmonds Fifth Street

Allen-Edmonds Fifth Street - Brown Burnished Calfskin (Men's)
 
$374.95 Free Shipping Both Ways!
 
Allen-Edmonds Haight

Allen-Edmonds Haight - Brown Burnished Calf (Men's)
 
$374.95 Free Shipping Both Ways!

Allen-Edmonds Long Branch

Allen-Edmonds Long Branch - Brown Waxy Leather (Men's)
 
$349.95 Free Shipping Both Ways!
 
Allen-Edmonds Long Branch

Allen-Edmonds Long Branch - Dark Brown Grain Leather (Men's)
 
$349.95 Free Shipping Both Ways!
 
Allen-Edmonds Long Branch

Allen-Edmonds Long Branch - Grey Leather (Men's)
 
$349.95 Free Shipping Both Ways!

Allen-Edmonds Eagle County

Allen-Edmonds Eagle County - Tan Leather/White Sole (Men's)
 
$349.95 Free Shipping Both Ways!
 
Dan Post Boots Genuine Flank Caiman Stockman DP2805

Dan Post Boots Genuine Flank Caiman Stockman DP2805 - Black (Men's)
 
$449.95 Free Shipping Both Ways!
 
Dan Post Boots Genuine Flank Caiman Stockman DP2806

Dan Post Boots Genuine Flank Caiman Stockman DP2806 - Chocolate (Men's)
 
$449.95 Free Shipping Both Ways!

John Deere Boots 16

John Deere Boots 16" Waterproof Insulated ST Met Guard Miner Boot - Black (Men's)
 
$379.95 Free Shipping Both Ways!
 
Neil M Dundarg

Neil M Dundarg - Rich Brown Full Grain Leather (Men's)
 
$314.95 Free Shipping Both Ways!
 
Vintage Shoe Company Vincent

Vintage Shoe Company Vincent - Tobacco Harness (Men's)
 
$318.95 Free Shipping Both Ways!

$300 - $500 Mens Leather Boots

1-36 of 58 results   1 2  Next »
Red Wing Heritage 9011/9014/9016 - Beckman 6" Round Toe
Nice shoes February 20, 2013
Reviewer: Mark from So Cal
Very well made high quality shoes. As stated in other reviews best to order one-half size smaller than your regular size. Does take a bit of time to break in. I have worn mine off/on for about 3 weeks and still not quite broken in yet. Given the quality of these shoes I anticipate these lasting a long time.
Wears this shoe: To work
Dan Post Boots Genuine Flank Caiman Stockman DP2806
sizes January 14, 2013
Reviewer: Herman from Florida
Would like to see some larger sizes...I wear a size 14 and would love a gator or full guill ostrich...square toe design....have purchased a few pair of 13 wides in past but tend to rub at lower ankle area...
Danner Mountain Light II
Awesome work boot January 08, 2013
Reviewer: j9valadez from Los Altos, Ca
I bought this boot for my brother who works as a sheriff. He spends most of his time driving or on his feet, sometimes has to run after suspects and get into altercations. The boot is not only tough and strong but comfortable enough to use while driving-he says lots of lesser boots cut into the achilles or heel when sitting in a car. The price is high, so our family gave the boots to him as a group gift and he says it was so worth it despite only having one gift at xmas. That's a great endorsement from a working user.
Wears this shoe: work and casual
Vintage Shoe Company Jonathin
Quality Craftsmanship. January 06, 2013
Reviewer: Biscuits from Virginia Beach, Virginia
Made in USA. Very comfortable.
Wears this shoe: Everyday.
Vintage Shoe Company Isaac Tanker Boot
awesome January 06, 2013
Reviewer: Rilliath from Cairns, AU
From the moment I put these boots on they were very comfortable
Wears this shoe: every day
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