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Men's ankle boots, size 8.5 on sale

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137 products from 35 brands . Sale up to 46%!
Chelsea Tread Ankle Boot
Alexander McQueen
Chelsea Tread Ankle Boot
$504.00
$812.00
-38 %
From: Italist
Sizes:
8.5
W.g Heritage Ankle Boot
Tod's
W.g Heritage Ankle Boot
$592.00
$740.00
-20 %
From: FRMODA
Sizes:
7, 8, 8.5, 9, 10, 11
St. Bart Ankle Boots In Beige Suede
Andrea Ventura
St. Bart Ankle Boots In Beige Suede
$509.00
$661.70
-23 %
From: Italist
Sizes:
8, 8.5, 9.5, 10, 10.5, 11, 12
Chukka Boots Color Blue
Doucal's
Chukka Boots Color Blue
$327.29
$436.38
-25 %
From: GIGLIO
Sizes:
7, 8.5, 10, 10.5, 11
Burford Ankle Boot
Tricker's
Burford Ankle Boot
$609.00
$719.00
-15 %
From: Italist
Sizes:
8.5
Suede Ankle Boot
Santoni
Suede Ankle Boot
$714.00
$928.20
-23 %
From: Italist
Sizes:
7.5, 8, 8.5, 9, 9.5, 10, 10.5, 11
Chelsea 8 Ankle Boot
Crockett & Jones
Chelsea 8 Ankle Boot
$461.70
$513.00
-10 %
From: FRMODA
Sizes:
7, 7.5, 8, 8.5, 9, 9.5, 10, 10.5
Ankle Boot
Prada
Ankle Boot
$991.80
$1,044.00
-5 %
From: FRMODA
Sizes:
6.5, 8, 8.5, 11
Brown Ankle Boots With Lsce-Up Closure In Leather Man
Doucal's
Brown Ankle Boots With Lsce-Up Closure In Leather Man
$380.00
$475.00
-20 %
From: Italist
Sizes:
8, 8.5, 9.5, 10.5, 12
Upton Ankle Boot
Crockett & Jones
Upton Ankle Boot
$431.10
$479.00
-10 %
From: FRMODA
Sizes:
7, 7.5, 8, 8.5, 9, 10.5
Chelsea 8 Ankle Boot
Crockett & Jones
Chelsea 8 Ankle Boot
$564.30
$627.00
-10 %
From: FRMODA
Sizes:
7, 7.5, 8, 8.5, 9, 9.5, 10, 10.5
Brushed Ankle Boot
Dolce & Gabbana
Brushed Ankle Boot
$588.20
$692.00
-15 %
From: FRMODA
Sizes:
7, 8, 8.5, 9, 9.5, 10, 10.5, 11
Zip Boot
premiata
Zip Boot
$636.00
$826.80
-23 %
From: Italist
Sizes:
6.5, 7, 7.5, 8, 8.5, 9, 9.5
Chukka Boots Color Black
Doucal's
Chukka Boots Color Black
$392.74
$436.38
-10 %
From: GIGLIO
Sizes:
8, 8.5, 9.5, 10.5, 11, 12
Chelsea Ankle Boot
Tod's
Chelsea Ankle Boot
$516.00
$675.00
-24 %
From: Italist
Sizes:
6.5, 7, 7.5, 8, 8.5, 9, 9.5, 10
Camel Suede Ankle Boot
Tod's
Camel Suede Ankle Boot
$608.00
$871.00
-30 %
From: Italist
Sizes:
6.5, 7.5, 8.5
Coffee And Dark Brown Explorer Emilio Ankle Boot
Andrea Ventura
Coffee And Dark Brown Explorer Emilio Ankle Boot
$573.00
$744.90
-23 %
From: Italist
Sizes:
8, 8.5, 9, 9.5, 10, 10.5, 12
Cocoa Leather Ankle Boot
Doucal's
Cocoa Leather Ankle Boot
$485.00
$568.00
-15 %
From: Italist
Sizes:
7, 8, 8.5, 9, 9.5, 10, 10.5, 11, 12
Classic Moc Ankle Boot
Red Wing
Classic Moc Ankle Boot
$313.00
$381.00
-18 %
From: Italist
Sizes:
7.5, 8, 8.5, 9, 9.5, 10, 10.5, 11, 11.5
Black Leather Chelsea 11 Ankle Boot
Crockett & Jones
Black Leather Chelsea 11 Ankle Boot
$602.00
$714.00
-16 %
From: Italist
Sizes:
6, 6.5, 7, 8, 8.5, 9.5, 10
Lace-Up Ankle Boot
Woolrich
Lace-Up Ankle Boot
$379.00
$421.00
-10 %
From: Italist
Sizes:
8, 8.5, 9, 9.5, 10, 10.5, 11
Tender Ankle Boot
Saint Laurent
Tender Ankle Boot
$660.00
$993.00
-34 %
From: Italist
Sizes:
7, 8, 8.5, 9, 9.5, 10, 11, 12
Brown Leather Chelsea 11 Ankle Boot
Crockett & Jones
Brown Leather Chelsea 11 Ankle Boot
$602.00
$714.00
-16 %
From: Italist
Sizes:
6, 6.5, 7, 7.5, 8, 8.5, 9.5, 10, 11
Ankle Boot
Fratelli Rossetti
Ankle Boot
$280.50
$374.00
-25 %
From: FRMODA
Sizes:
6, 6.5, 7, 7.5, 8, 8.5, 10, 11, 12
Wyatt 30 Ankle Boot
Saint Laurent
Wyatt 30 Ankle Boot
$692.80
$866.00
-20 %
From: FRMODA
Sizes:
6.5, 7, 7.5, 8, 8.5, 9, 10.5, 11, 12
Lace-Up Ankle Boot
Tod's
Lace-Up Ankle Boot
$491.00
$773.00
-36 %
From: Italist
Sizes:
8.5, 10
Doucals Suede Ankle Boot
Doucal's
Doucals Suede Ankle Boot
$357.00
$402.00
-11 %
From: Italist
Sizes:
7, 8, 8.5, 9, 9.5, 10, 11
Easy Boot
Santoni
Easy Boot
$545.00
$714.00
-24 %
From: Italist
Sizes:
6, 6.5, 7, 7.5, 8, 8.5, 9, 9.5, 10, 11
New City Chelsea Ankle Boot
Woolrich
New City Chelsea Ankle Boot
$392.00
$509.60
-23 %
From: Italist
Sizes:
8, 8.5, 9, 9.5, 10, 10.5, 11
Brown Swallowtail Leather Ankle Boot
Doucal's
Brown Swallowtail Leather Ankle Boot
$386.00
$451.00
-14 %
From: Italist
Sizes:
7, 8, 8.5, 9, 9.5, 10, 10.5, 11, 12
Suede Ankle Boot
Doucal's
Suede Ankle Boot
$314.00
$397.00
-21 %
From: Italist
Sizes:
6, 6.5, 7.5, 8, 8.5, 9, 9.5, 10.5, 11
Brown Suede Desert Boot
premiata
Brown Suede Desert Boot
$379.00
$490.00
-23 %
From: Italist
Sizes:
7, 8.5, 9, 9.5, 10
Desert Boot
Tod's
Desert Boot
$555.00
$773.00
-28 %
From: Italist
Sizes:
8.5
62C Formal Ankle Boot
Tod's
62C Formal Ankle Boot
$578.00
$675.00
-14 %
From: Italist
Sizes:
6, 7, 8, 8.5, 9, 10
Chelsea Ankle Boot
Tod's
Chelsea Ankle Boot
$427.00
$675.00
-37 %
From: Italist
Sizes:
6, 6.5, 7, 8, 8.5, 9.5, 10
Suede Leather Ankle Boot
Tod's
Suede Leather Ankle Boot
$465.00
$578.00
-20 %
From: Italist
Sizes:
6.5, 7, 7.5, 8, 8.5, 9, 9.5, 10, 11
Horse Ankle Boot
Doucal's
Horse Ankle Boot
$366.00
$431.00
-15 %
From: Italist
Sizes:
8, 8.5, 9, 9.5, 10
Doucals Ankle Boot
Doucal's
Doucals Ankle Boot
$382.00
$431.00
-11 %
From: Italist
Sizes:
7, 8, 8.5, 9, 9.5
Tala - Suede Ankle Boot
Sebago
Tala - Suede Ankle Boot
$249.00
$275.00
-9 %
From: Italist
Sizes:
7.5, 8, 8.5, 9, 9.5, 10, 10.5, 11
Hummel Chelsea Ankle Boot
Doucal's
Hummel Chelsea Ankle Boot
$344.00
$446.00
-23 %
From: Italist
Sizes:
8.5
Mahogany Leather Lace-Up Ankle Boot
Corvari
Mahogany Leather Lace-Up Ankle Boot
$366.00
$426.00
-14 %
From: Italist
Sizes:
6, 7, 7.5, 8, 8.5, 9, 9.5, 10, 10.5, 11, 12
Dragon Nabuck Brown Ankle Boot
Santoni
Dragon Nabuck Brown Ankle Boot
$564.00
$675.00
-16 %
From: Italist
Sizes:
6.5, 7, 7.5, 8.5, 9, 10
Doucals Ankle Boot
Doucal's
Doucals Ankle Boot
$382.00
$431.00
-11 %
From: Italist
Sizes:
8, 8.5, 10, 11
Suede Ankle Boot Without Lace
Santoni
Suede Ankle Boot Without Lace
$675.00
$877.50
-23 %
From: Italist
Sizes:
6, 7, 7.5, 8, 8.5, 9, 9.5, 10
Grey Suede Ankle Boot
Doucal's
Grey Suede Ankle Boot
$334.00
$470.00
-29 %
From: Italist
Sizes:
7, 8.5, 9
Beatles 100 Le F. Do T. Moro Boot
Doucal's
Beatles 100 Le F. Do T. Moro Boot
$370.00
$480.00
-23 %
From: Italist
Sizes:
7, 8, 8.5, 9, 9.5, 10, 10.5, 11
Doucals Boots Black
Doucal's
Doucals Boots Black
$555.00
$651.00
-15 %
From: Italist
Sizes:
7, 8, 8.5, 9.5, 10.5, 11
Doucals Ankle Boot
Doucal's
Doucals Ankle Boot
$370.00
$416.00
-11 %
From: Italist
Sizes:
7, 8, 8.5, 9.5
Desert Round Toe Lace-Up Boot
Tod's
Desert Round Toe Lace-Up Boot
$608.00
$714.00
-15 %
From: Italist
Sizes:
6, 7, 8.5, 9, 9.5, 11
Desert Suede Boot
Santoni
Desert Suede Boot
$582.00
$812.00
-28 %
From: Italist
Sizes:
8.5, 9
Ankle Boot
Berwick 1707
Ankle Boot
$286.00
$333.00
-14 %
From: Italist
Sizes:
6, 7, 7.5, 8, 8.5, 9.5, 10
Chelsea Leather Ankle Boot Doucal
Doucal's
Chelsea Leather Ankle Boot Doucal
$340.00
$431.00
-21 %
From: Italist
Sizes:
6, 6.5, 7, 7.5, 8, 8.5, 9.5, 10, 10.5, 11
Black Leather Ankle Boot
Prada
Black Leather Ankle Boot
$1,072.00
$1,212.00
-12 %
From: Italist
Sizes:
6, 6.5, 7, 7.5, 8.5, 9.5
Burlotto Gommino Lace-Up Boot
Tod's
Burlotto Gommino Lace-Up Boot
$610.00
$773.00
-21 %
From: Italist
Sizes:
6, 7.5, 8, 8.5, 9
St. Bart Wallaby Brown Suede Ankle Boot
Andrea Ventura
St. Bart Wallaby Brown Suede Ankle Boot
$499.00
$648.70
-23 %
From: Italist
Sizes:
8, 8.5, 9, 9.5, 10, 10.5, 11, 12
Cream Suede Chance Ankle Boot
Burberry
Cream Suede Chance Ankle Boot
$638.00
$939.00
-32 %
From: Italist
Sizes:
8, 8.5, 9, 10
Round Toe Ankle Boot
Blundstone
Round Toe Ankle Boot
$205.00
$236.00
-13 %
From: Italist
Sizes:
6.5, 7, 7.5, 8, 8.5, 9, 9.5, 10, 10.5
Classic Moc Ankle Boot
Red Wing
Classic Moc Ankle Boot
$304.00
$381.00
-20 %
From: Italist
Sizes:
8.5, 9, 9.5, 10
Doucals Ankle Boot
Doucal's
Doucals Ankle Boot
$370.00
$416.00
-11 %
From: Italist
Sizes:
8.5
59K Ankle Boot
Tod's
59K Ankle Boot
$578.00
$751.40
-23 %
From: Italist
Sizes:
6, 7.5, 8.5, 9, 10

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