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Size 9.5 Medium Size Ankle Shoes

646 items found

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Cole Haan - Chamberlin Grand Chelsea Boots. Color Black Nubuck/Black Water Resistant. $150.00.

Black Cole Haan Chamberlin Grand Chelsea Boots

Black Cole Haan Chamberlin Grand Chelsea Boots

+2

Brand Name: Cole Haan
Product Name: Chamberlin Grand Chelsea Boots
Gender: Men's
Color: Black Nubuck/Black Water Resistant
Price: $150
Rating

SOREL - Slabtown 62' Six Waterproof. Color Canoe/Bleached Ceramic. Low Stock. On sale for $104.83. MSRP $175.00. 40% off.

Low Stock

Tan SOREL Slabtown 62' Six Waterproof

Tan SOREL Slabtown 62' Six Waterproof

Brand Name: SOREL
Product Name: Slabtown 62' Six Waterproof
Gender: Men's
Color: Canoe/Bleached Ceramic
Price: $104.83MSRP: $17540% OFF
Rating

Vans - Mte™ Standard Mid Chelsea Waterproof. Color 30th Anniversary Gray Olive. Low Stock. On sale for $67.50. MSRP $150.00. 55% off. 3.2 out of 5 stars

Low Stock

White Vans Mte™ Standard Mid Chelsea Waterproof

White Vans Mte™ Standard Mid Chelsea Waterproof

+3

Brand Name: Vans
Product Name: Mte™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: 30th Anniversary Gray Olive
Price: $67.50MSRP: $15055% OFF
Rating: 3Rated 3 stars out of 5(4)

Lowa - Zephyr GTX Mid TF. Color Coyote Op. $250.00. 4.3 out of 5 stars

Brown Lowa Zephyr GTX Mid TF

Brown Lowa Zephyr GTX Mid TF

+2

Brand Name: Lowa
Product Name: Zephyr GTX Mid TF
Gender: Men's
Color: Coyote Op
Price: $250
Rating: 4Rated 4 stars out of 5(39)

Steve Madden - Brompton. Color Black. On sale for $97.99. MSRP $139.99. 30% off. 2.0 out of 5 stars

Black Steve Madden Brompton

Black Steve Madden Brompton

+2

Brand Name: Steve Madden
Product Name: Brompton
Gender: Men's
Color: Black
Price: $97.99MSRP: $139.9930% OFF
Rating: 2Rated 2 stars out of 5(1)

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $142.59. MSRP $194.95. 27% off. 4.0 out of 5 stars

Tan ECCO Metropole Milan Chukka Boots

Tan ECCO Metropole Milan Chukka Boots

+2

Brand Name: ECCO
Product Name: Metropole Milan Chukka Boots
Gender: Men's
Color: Camel Suede
Price: $142.59MSRP: $194.9527% OFF
Rating: 4Rated 4 stars out of 5(1)

Sperry - Mini Lug Chukka. Color Other Beige. $150.00.

Pink Sperry Mini Lug Chukka

Pink Sperry Mini Lug Chukka

+2

Brand Name: Sperry
Product Name: Mini Lug Chukka
Gender: Men's
Color: Other Beige
Price: $150
Rating

Stacy Adams - Kaius Double Monk Strap Boots. Color Cognac. Low Stock. On sale for $135.00. MSRP $150.00. 10% off. 4.0 out of 5 stars

Low Stock

Tan Stacy Adams Kaius Double Monk Strap Boots

Tan Stacy Adams Kaius Double Monk Strap Boots

+2

Brand Name: Stacy Adams
Product Name: Kaius Double Monk Strap Boots
Gender: Men's
Color: Cognac
Price: $135MSRP: $15010% OFF
Rating: 4Rated 4 stars out of 5(2)

Johnston & Murphy - Barrett Plain Toe Boots. Color Tan Full Grain 1. On sale for $179.10. MSRP $199.00. 10% off. 4.5 out of 5 stars

Brown Johnston & Murphy Barrett Plain Toe Boots

Brown Johnston & Murphy Barrett Plain Toe Boots

Brand Name: Johnston & Murphy
Product Name: Barrett Plain Toe Boots
Gender: Men's
Color: Tan Full Grain 1
Price: $179.10MSRP: $19910% OFF
Rating: 5Rated 5 stars out of 5(131)

ECCO - Offroad Waterproof High Lace-Up Hiking Boots. Color Black Nubuck/Black Oil Nubuck. On sale for $167.50. MSRP $185.00. 9% off. 5.0 out of 5 stars

Black ECCO Offroad Waterproof High Lace-Up Hiking Boots

Black ECCO Offroad Waterproof High Lace-Up Hiking Boots

Brand Name: ECCO
Product Name: Offroad Waterproof High Lace-Up Hiking Boots
Gender: Men's
Color: Black Nubuck/Black Oil Nubuck
Price: $167.50MSRP: $1859% OFF
Rating: 5Rated 5 stars out of 5(1)

L.L.Bean - Urban Storm Boots Low Waterproof Insulated. Color Oakwood. Low Stock. $150.00.

Low Stock

Brown L.L.Bean Urban Storm Boots Low Waterproof Insulated

Brown L.L.Bean Urban Storm Boots Low Waterproof Insulated

+2

Brand Name: L.L.Bean
Product Name: Urban Storm Boots Low Waterproof Insulated
Gender: Men's
Color: Oakwood
Price: $150
Rating

Red Wing Heritage - Blacksmith. Color Copper Rough & Tough. $329.99. 4.5 out of 5 stars

Tan Red Wing Heritage Blacksmith

Tan Red Wing Heritage Blacksmith

+2

Brand Name: Red Wing Heritage
Product Name: Blacksmith
Gender: Men's
Color: Copper Rough & Tough
Price: $329.99
Rating: 5Rated 5 stars out of 5(24)

Clarks - Eastridge Mid. Color Beeswax Leather. On sale for $81.57. MSRP $120.00. 32% off. 2.0 out of 5 stars

Brown Clarks Eastridge Mid

Brown Clarks Eastridge Mid

+2

Brand Name: Clarks
Product Name: Eastridge Mid
Gender: Men's
Color: Beeswax Leather
Price: $81.57MSRP: $12032% OFF
Rating: 2Rated 2 stars out of 5(2)

KEEN Utility - Targhee IV Waterproof Work Boot (Carbon Toe). Color Dark Earth/Black. $245.00. 4.2 out of 5 stars

Brown KEEN Utility Targhee IV Waterproof Work Boot (Carbon Toe)

Brown KEEN Utility Targhee IV Waterproof Work Boot (Carbon Toe)

+2

Brand Name: KEEN Utility
Product Name: Targhee IV Waterproof Work Boot (Carbon Toe)
Gender: Men's
Color: Dark Earth/Black
Price: $245
Rating: 4Rated 4 stars out of 5(10)

Ariat - Lookout. Color Foothill Brown. $159.95. 4.2 out of 5 stars

Brown Ariat Lookout

Brown Ariat Lookout

Brand Name: Ariat
Product Name: Lookout
Gender: Men's
Color: Foothill Brown
Price: $159.95
Rating: 4Rated 4 stars out of 5(141)

Danner - Mountain 600 4.5". Color Rich Brown. On sale for $219.95. MSRP $229.95. 4% off. 4.1 out of 5 stars

Brown Danner Mountain 600 4.5"

Brown Danner Mountain 600 4.5"

+3

Brand Name: Danner
Product Name: Mountain 600 4.5"
Gender: Men's
Color: Rich Brown
Price: $219.95MSRP: $229.954% OFF
Rating: 4Rated 4 stars out of 5(852)

Cole Haan - Hawthorne Chelsea Boots. Color British Tan. On sale for $117.60. MSRP $168.00. 30% off. 5.0 out of 5 stars

Tan Cole Haan Hawthorne Chelsea Boots

Tan Cole Haan Hawthorne Chelsea Boots

+2

Brand Name: Cole Haan
Product Name: Hawthorne Chelsea Boots
Gender: Men's
Color: British Tan
Price: $117.60MSRP: $16830% OFF
Rating: 5Rated 5 stars out of 5(3)

Johnston & Murphy - Upton Chelsea Boots. Color Tan Full Grain. On sale for $119.99. MSRP $179.00. 33% off. 2.0 out of 5 stars

Tan Johnston & Murphy Upton Chelsea Boots

Tan Johnston & Murphy Upton Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: Upton Chelsea Boots
Gender: Men's
Color: Tan Full Grain
Price: $119.99MSRP: $17933% OFF
Rating: 2Rated 2 stars out of 5(1)

The North Face - Back-To-Berkeley IV Leather WP. Color TNF Black/Asphalt Grey. Low Stock. $159.00. 4.7 out of 5 stars

Low Stock

Black The North Face Back-To-Berkeley IV Leather WP

Black The North Face Back-To-Berkeley IV Leather WP

Brand Name: The North Face
Product Name: Back-To-Berkeley IV Leather WP
Gender: Men's
Color: TNF Black/Asphalt Grey
Price: $159
Rating: 5Rated 5 stars out of 5(123)

The North Face - Back-To-Berkeley IV Textile WP. Color None. On sale for $104.30. MSRP $149.00. 30% off. 4.5 out of 5 stars

Brown The North Face Back-To-Berkeley IV Textile WP

Brown The North Face Back-To-Berkeley IV Textile WP

+3

Brand Name: The North Face
Product Name: Back-To-Berkeley IV Textile WP
Gender: Men's
Color: None
Price: $104.30MSRP: $14930% OFF
Rating: 5Rated 5 stars out of 5(130)

L.L.Bean - Nextventure Chelsea Boots. Color Saddle/Silver Birch. Low Stock. $150.00.

Low Stock

Brown L.L.Bean Nextventure Chelsea Boots

Brown L.L.Bean Nextventure Chelsea Boots

+2

Brand Name: L.L.Bean
Product Name: Nextventure Chelsea Boots
Gender: Men's
Color: Saddle/Silver Birch
Price: $150
Rating

Cole Haan - Muir Moc Tall Boots. Color Raven Suede/Raven Waterproof. On sale for $116.48. MSRP $208.00. 44% off. 5.0 out of 5 stars

Black Cole Haan Muir Moc Tall Boots

Black Cole Haan Muir Moc Tall Boots

+3

Brand Name: Cole Haan
Product Name: Muir Moc Tall Boots
Gender: Men's
Color: Raven Suede/Raven Waterproof
Price: $116.48MSRP: $20844% OFF
Rating: 5Rated 5 stars out of 5(1)

Cole Haan - Judson Grand Chukka Boots. Color Madeira/Dark Natural Water Resistant. Low Stock. On sale for $182.00. MSRP $260.00. 30% off.

Low Stock

Brown Cole Haan Judson Grand Chukka Boots

Brown Cole Haan Judson Grand Chukka Boots

+3

Brand Name: Cole Haan
Product Name: Judson Grand Chukka Boots
Gender: Men's
Color: Madeira/Dark Natural Water Resistant
Price: $182MSRP: $26030% OFF
Rating

Tommy Hilfiger - Berton. Color Cognac. On sale for $59.50. MSRP $119.00. 50% off.

Tan Tommy Hilfiger Berton

Tan Tommy Hilfiger Berton

+2

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Cognac
Price: $59.50MSRP: $11950% OFF
Rating

Timberland PRO - Tempe Alloy Safety Toe Waterproof. Color Medium Grey. On sale for $139.95. MSRP $150.00. 7% off. 3.8 out of 5 stars

Gray Timberland PRO Tempe Alloy Safety Toe Waterproof

Gray Timberland PRO Tempe Alloy Safety Toe Waterproof

+2

Brand Name: Timberland PRO
Product Name: Tempe Alloy Safety Toe Waterproof
Gender: Men's
Color: Medium Grey
Price: $139.95MSRP: $1507% OFF
Rating: 4Rated 4 stars out of 5(13)

Nunn Bush - Otto Plain Toe Chukka Boots. Color Black. On sale for $89.95. MSRP $120.00. 25% off. 4.1 out of 5 stars

Black Nunn Bush Otto Plain Toe Chukka Boots

Black Nunn Bush Otto Plain Toe Chukka Boots

+3

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boots
Gender: Men's
Color: Black
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(33)

Rockport - Seamus. Color Grey Suede. On sale for $89.98. MSRP $149.95. 40% off. 1.0 out of 5 stars

Gray Rockport Seamus

Gray Rockport Seamus

+2

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Grey Suede
Price: $89.98MSRP: $149.9540% OFF
Rating: 1Rated 1 star out of 5(1)

Clarks - Desert Boots. Color Beeswax 1. $140.00. 4.4 out of 5 stars

Brown Clarks Desert Boots

Brown Clarks Desert Boots

+4

Brand Name: Clarks
Product Name: Desert Boots
Gender: Men's
Color: Beeswax 1
Price: $140
Rating: 4Rated 4 stars out of 5(780)

Deer Stags - Brayden. Color Black. On sale for $65.00. MSRP $100.00. 35% off. 3.3 out of 5 stars

Black Deer Stags Brayden

Black Deer Stags Brayden

Brand Name: Deer Stags
Product Name: Brayden
Gender: Men's
Color: Black
Price: $65MSRP: $10035% OFF
Rating: 3Rated 3 stars out of 5(3)

KEEN - KS Moc Chukka. Color Black/Black. On sale for $125.95. MSRP $139.95. 10% off.

Black KEEN KS Moc Chukka

Black KEEN KS Moc Chukka

Brand Name: KEEN
Product Name: KS Moc Chukka
Gender: Men's
Color: Black/Black
Price: $125.95MSRP: $139.9510% OFF
Rating

Zamberlan - Thunder GTX. Color Brown/Sand. $350.00.

Brown Zamberlan Thunder GTX

Brown Zamberlan Thunder GTX

Brand Name: Zamberlan
Product Name: Thunder GTX
Gender: Men's
Color: Brown/Sand
Price: $350
Rating

Deer Stags - Bangor. Color Black/Black. On sale for $54.00. MSRP $90.00. 40% off. 3.9 out of 5 stars

Black Deer Stags Bangor

Black Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Black/Black
Price: $54MSRP: $9040% OFF
Rating: 4Rated 4 stars out of 5(14)

Marc Joseph New York - Austin. Color Cognac Grainy. On sale for $89.95. MSRP $195.00. 54% off. 4.1 out of 5 stars

Brown Marc Joseph New York Austin

Brown Marc Joseph New York Austin

Brand Name: Marc Joseph New York
Product Name: Austin
Gender: Men's
Color: Cognac Grainy
Price: $89.95MSRP: $19554% OFF
Rating: 4Rated 4 stars out of 5(9)

KEEN Utility - Cincinnati 6" Waterproof (Soft Toe). Color Belgian/Sandshell. $190.00. 4.0 out of 5 stars

Brown KEEN Utility Cincinnati 6" Waterproof (Soft Toe)

Brown KEEN Utility Cincinnati 6" Waterproof (Soft Toe)

+2

Brand Name: KEEN Utility
Product Name: Cincinnati 6" Waterproof (Soft Toe)
Gender: Men's
Color: Belgian/Sandshell
Price: $190
Rating: 4Rated 4 stars out of 5(186)

KEEN Utility - Reno KBF Mid Waterproof (Comp Toe). Color Dark Olive/Black. $185.00. 4.0 out of 5 stars

Orange KEEN Utility Reno KBF Mid Waterproof (Comp Toe)

Orange KEEN Utility Reno KBF Mid Waterproof (Comp Toe)

+2

Brand Name: KEEN Utility
Product Name: Reno KBF Mid Waterproof (Comp Toe)
Gender: Men's
Color: Dark Olive/Black
Price: $185
Rating: 4Rated 4 stars out of 5(115)

Timberland PRO - Switchback 6" Composite Safety Toe Puncture Resistant Waterproof. Color Brown Turkish Coffee/Red 1. On sale for $159.95. MSRP $170.00. 6% off. 3.8 out of 5 stars

Black Timberland PRO Switchback 6" Composite Safety Toe Puncture Resistant Waterproof

Black Timberland PRO Switchback 6" Composite Safety Toe Puncture Resistant Waterproof

+2

Brand Name: Timberland PRO
Product Name: Switchback 6" Composite Safety Toe Puncture Resistant Waterproof
Gender: Men's
Color: Brown Turkish Coffee/Red 1
Price: $159.95MSRP: $1706% OFF
Rating: 4Rated 4 stars out of 5(180)

Blundstone - All-Terrain Chelsea Boots. Color Black. Low Stock. $234.95.

Low Stock

Black Blundstone All-Terrain Chelsea Boots

Black Blundstone All-Terrain Chelsea Boots

Brand Name: Blundstone
Product Name: All-Terrain Chelsea Boots
Gender: Unisex
Color: Black
Price: $234.95
Rating

Mephisto - Fosco. Color Dark Brown. $449.00.

Brown Mephisto Fosco

Brown Mephisto Fosco

+2

Brand Name: Mephisto
Product Name: Fosco
Gender: Men's
Color: Dark Brown
Price: $449
Rating

Johnston & Murphy - Dudley Lug Wingtip Boots. Color Navy Multi Hand-stained Calfskin. $325.00. 3.0 out of 5 stars

Black Johnston & Murphy Dudley Lug Wingtip Boots

Black Johnston & Murphy Dudley Lug Wingtip Boots

Brand Name: Johnston & Murphy
Product Name: Dudley Lug Wingtip Boots
Gender: Men's
Color: Navy Multi Hand-stained Calfskin
Price: $325
Rating: 3Rated 3 stars out of 5(1)

Timberland PRO - Gridworks 6" Alloy Safety Toe Waterproof. Color Golden Brown1. $195.00. 4.1 out of 5 stars

Brown Timberland PRO Gridworks 6" Alloy Safety Toe Waterproof

Brown Timberland PRO Gridworks 6" Alloy Safety Toe Waterproof

+2

Brand Name: Timberland PRO
Product Name: Gridworks 6" Alloy Safety Toe Waterproof
Gender: Unisex
Color: Golden Brown1
Price: $195
Rating: 4Rated 4 stars out of 5(142)

Arc'teryx - Norvan 4 Nivalis. Color Dynasty/Dynasty. $250.00. 3.0 out of 5 stars

Blue Arc'teryx Norvan 4 Nivalis

Blue Arc'teryx Norvan 4 Nivalis

+2

Brand Name: Arc'teryx
Product Name: Norvan 4 Nivalis
Gender: Men's
Color: Dynasty/Dynasty
Price: $250
Rating: 3Rated 3 stars out of 5(1)

Florsheim - Renegade Plain Toe Gore Boot. Color Brown Crazy Horse. $150.00. 4.2 out of 5 stars

Brown Florsheim Renegade Plain Toe Gore Boot

Brown Florsheim Renegade Plain Toe Gore Boot

+2

Brand Name: Florsheim
Product Name: Renegade Plain Toe Gore Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $150
Rating: 4Rated 4 stars out of 5(49)

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $93.50. MSRP $125.00. 25% off. 4.6 out of 5 stars

Tan Stacy Adams Maxwell Plain Toe Demi Boot

Tan Stacy Adams Maxwell Plain Toe Demi Boot

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $93.50MSRP: $12525% OFF
Rating: 5Rated 5 stars out of 5(50)

Merrell - Speed Eco Mid Wp. Color Charcoal. Low Stock. On sale for $122.63. MSRP $140.00. 12% off. 5.0 out of 5 stars

Low Stock

Black Merrell Speed Eco Mid Wp

Black Merrell Speed Eco Mid Wp

Brand Name: Merrell
Product Name: Speed Eco Mid Wp
Gender: Men's
Color: Charcoal
Price: $122.63MSRP: $14012% OFF
Rating: 5Rated 5 stars out of 5(2)

Timberland PRO - Boondock Comp Toe. Color Brown 3. $219.95. 4.3 out of 5 stars

Brown Timberland PRO Boondock Comp Toe

Brown Timberland PRO Boondock Comp Toe

+2

Brand Name: Timberland PRO
Product Name: Boondock Comp Toe
Gender: Men's
Color: Brown 3
Price: $219.95
Rating: 4Rated 4 stars out of 5(582)

Johnston & Murphy - XC Flex Raleigh Cap Toe Zip. Color Dark Tan Full Grain. Low Stock. $184.95. 4.3 out of 5 stars

Low Stock

Tan Johnston & Murphy XC Flex Raleigh Cap Toe Zip

Tan Johnston & Murphy XC Flex Raleigh Cap Toe Zip

Brand Name: Johnston & Murphy
Product Name: XC Flex Raleigh Cap Toe Zip
Gender: Men's
Color: Dark Tan Full Grain
Price: $184.95
Rating: 4Rated 4 stars out of 5(167)

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