Skip to search results Skip to filters Skip to sort Skip to selected filters

Men's Size 9.5 Ankle Synthetic Products

31 items found

Sort By

Your Selections

Search Results

Timberland PRO - TiTAN EV 8 Inch Soft Toe Waterproof. Color Earth Bandit Brown. On sale for $164.95. MSRP $180.00. 8% off. 2.0 out of 5 stars

Brown Timberland PRO TiTAN EV 8 Inch Soft Toe Waterproof

Brown Timberland PRO TiTAN EV 8 Inch Soft Toe Waterproof

Brand Name: Timberland PRO
Product Name: TiTAN EV 8 Inch Soft Toe Waterproof
Gender: Men's
Color: Earth Bandit Brown
Price: $164.95MSRP: $180.008% OFF
Rating: 2Rated 2 stars out of 5(1)

Clarks - Bushacre 3. Color Beeswax Leather. On sale for $72.00. MSRP $110.00. 35% off. 3.9 out of 5 stars

Brown Clarks Bushacre 3

Brown Clarks Bushacre 3

+3

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Beeswax Leather
Price: $72.00MSRP: $110.0035% OFF
Rating: 4Rated 4 stars out of 5(176)

Dockers - Esmond. Color Dark Brown. On sale for $51.00. MSRP $85.00. 40% off.

Brown Dockers Esmond

Brown Dockers Esmond

+4

Brand Name: Dockers
Product Name: Esmond
Gender: Men's
Color: Dark Brown
Price: $51.00MSRP: $85.0040% OFF
Rating

Nunn Bush - Otto Plain Toe Chukka Boot. Color Black. On sale for $79.95. MSRP $110.00. 27% off. 4.0 out of 5 stars

Black Nunn Bush Otto Plain Toe Chukka Boot

Black Nunn Bush Otto Plain Toe Chukka Boot

+3

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Black
Price: $79.95MSRP: $110.0027% OFF
Rating: 4Rated 4 stars out of 5(24)

ALDO - Collen. Color Other Black. On sale for $72.77. MSRP $100.00. 27% off.

Black ALDO Collen

Black ALDO Collen

+2

Brand Name: ALDO
Product Name: Collen
Gender: Men's
Color: Other Black
Price: $72.77MSRP: $100.0027% OFF
Rating

Steve Madden - Highline. Color Black Suede. On sale for $88.77. MSRP $109.95. 19% off. 4.2 out of 5 stars

Black Steve Madden Highline

Black Steve Madden Highline

+5

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Black Suede
Price: $88.77MSRP: $109.9519% OFF
Rating: 4Rated 4 stars out of 5(22)

Tommy Hilfiger - Rosell. Color Medium Brown. On sale for $73.58. MSRP $79.95. 8% off.

Brown Tommy Hilfiger Rosell

Brown Tommy Hilfiger Rosell

+1

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Medium Brown
Price: $73.58MSRP: $79.958% OFF
Rating

Rockport - Rugged Bucks Waterproof Boot. Color Boston Tan. On sale for $99.95. MSRP $140.00. 29% off. 3.9 out of 5 stars

Brown Rockport Rugged Bucks Waterproof Boot

Brown Rockport Rugged Bucks Waterproof Boot

+2

Brand Name: Rockport
Product Name: Rugged Bucks Waterproof Boot
Gender: Men's
Color: Boston Tan
Price: $99.95MSRP: $140.0029% OFF
Rating: 4Rated 4 stars out of 5(176)

adidas Outdoor - Terrex Trailmaker 2 Leather Hiking Shoes. Color Black/Black/Grey. On sale for $121.13. MSRP $130.00. 7% off. 4.4 out of 5 stars

Black adidas Outdoor Terrex Trailmaker 2 Leather Hiking Shoes

Black adidas Outdoor Terrex Trailmaker 2 Leather Hiking Shoes

+3

Brand Name: adidas Outdoor
Product Name: Terrex Trailmaker 2 Leather Hiking Shoes
Gender: Men's
Color: Black/Black/Grey
Price: $121.13MSRP: $130.007% OFF
Rating: 4Rated 4 stars out of 5(18)

. Carhartt - Millbrook 4" Romeo Soft Toe Wedge Boot. Color Black Oil Tanned. On sale for $109.95. MSRP $144.99. 24% off. 3.5 out of 5 stars

Black Carhartt Millbrook 4" Romeo Soft Toe Wedge Boot

Black Carhartt Millbrook 4" Romeo Soft Toe Wedge Boot

+1

Brand Name: Carhartt
Product Name: Millbrook 4" Romeo Soft Toe Wedge Boot
Gender: Men's
Color: Black Oil Tanned
Price: $109.95MSRP: $144.9924% OFF
Rating: 4Rated 4 stars out of 5(42)

SOREL - Madson™ II Chore Waterproof. Color Tobacco/Gum 10. On sale for $116.97. MSRP $195.00. 40% off. 3.8 out of 5 stars

Brown SOREL Madson™ II Chore Waterproof

Brown SOREL Madson™ II Chore Waterproof

+2

Brand Name: SOREL
Product Name: Madson™ II Chore Waterproof
Gender: Men's
Color: Tobacco/Gum 10
Price: $116.97MSRP: $195.0040% OFF
Rating: 4Rated 4 stars out of 5(35)

Florsheim - Renegade Plain Toe Gore Boot. Color Cognac. On sale for $137.72. MSRP $150.00. 8% off. 4.1 out of 5 stars

Tan Florsheim Renegade Plain Toe Gore Boot

Tan Florsheim Renegade Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Renegade Plain Toe Gore Boot
Gender: Men's
Color: Cognac
Price: $137.72MSRP: $150.008% OFF
Rating: 4Rated 4 stars out of 5(42)

Dockers - Rockford. Color Dark Tan. On sale for $49.99. MSRP $85.00. 41% off. 5.0 out of 5 stars

Brown Dockers Rockford

Brown Dockers Rockford

+3

Brand Name: Dockers
Product Name: Rockford
Gender: Men's
Color: Dark Tan
Price: $49.99MSRP: $85.0041% OFF
Rating: 5Rated 5 stars out of 5(2)

Steve Madden - Montreaux. Color Tan. On sale for $93.60. MSRP $130.00. 28% off.

Tan Steve Madden Montreaux

Tan Steve Madden Montreaux

Brand Name: Steve Madden
Product Name: Montreaux
Gender: Men's
Color: Tan
Price: $93.60MSRP: $130.0028% OFF
Rating

Florsheim - Rucci Plain Toe Gore Boot. Color Cognac. On sale for $109.99. MSRP $140.00. 21% off. 4.7 out of 5 stars

Tan Florsheim Rucci Plain Toe Gore Boot

Tan Florsheim Rucci Plain Toe Gore Boot

+2

Brand Name: Florsheim
Product Name: Rucci Plain Toe Gore Boot
Gender: Men's
Color: Cognac
Price: $109.99MSRP: $140.0021% OFF
Rating: 5Rated 5 stars out of 5(43)

Nunn Bush - 1912 Plain Toe Chelsea Boot. Color Black. Low Stock. On sale for $69.97. MSRP $115.00. 39% off. 3.9 out of 5 stars

Low Stock

Black Nunn Bush 1912 Plain Toe Chelsea Boot

Black Nunn Bush 1912 Plain Toe Chelsea Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Chelsea Boot
Gender: Men's
Color: Black
Price: $69.97MSRP: $115.0039% OFF
Rating: 4Rated 4 stars out of 5(14)

Dr. Scholl's - Manchester. Color Black Faux Leather. On sale for $72.00. MSRP $120.00. 40% off. 3.0 out of 5 stars

Black Dr. Scholl's Manchester

Black Dr. Scholl's Manchester

+3

Brand Name: Dr. Scholl's
Product Name: Manchester
Gender: Men's
Color: Black Faux Leather
Price: $72.00MSRP: $120.0040% OFF
Rating: 3Rated 3 stars out of 5(2)

SOREL - Carson™ Chukka WP. Color Blackened Brown/Khaki. On sale for $100.76. MSRP $160.00. 37% off. 3.8 out of 5 stars

Brown SOREL Carson™ Chukka WP

Brown SOREL Carson™ Chukka WP

+1

Brand Name: SOREL
Product Name: Carson™ Chukka WP
Gender: Men's
Color: Blackened Brown/Khaki
Price: $100.76MSRP: $160.0037% OFF
Rating: 4Rated 4 stars out of 5(18)

Tommy Hilfiger - Berton. Color Black. On sale for $79.57. MSRP $109.00. 27% off.

Black Tommy Hilfiger Berton

Black Tommy Hilfiger Berton

+2

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Black
Price: $79.57MSRP: $109.0027% OFF
Rating

Timberland PRO - External Met Guard 8 Inch Steel Safety Toe Waterproof. Color Black. On sale for $194.95. MSRP $225.00. 13% off. 3.0 out of 5 stars

Black Timberland PRO External Met Guard 8 Inch Steel Safety Toe Waterproof

Black Timberland PRO External Met Guard 8 Inch Steel Safety Toe Waterproof

Brand Name: Timberland PRO
Product Name: External Met Guard 8 Inch Steel Safety Toe Waterproof
Gender: Men's
Color: Black
Price: $194.95MSRP: $225.0013% OFF
Rating: 3Rated 3 stars out of 5(2)

Vance Co. - Alex Chelsea Boot. Color Brown Faux Leather. Low Stock. On sale for $60.72. MSRP $64.99. 7% off. 3.7 out of 5 stars

Low Stock

Brown Vance Co. Alex Chelsea Boot

Brown Vance Co. Alex Chelsea Boot

+3

Brand Name: Vance Co.
Product Name: Alex Chelsea Boot
Gender: Men's
Color: Brown Faux Leather
Price: $60.72MSRP: $64.997% OFF
Rating: 4Rated 4 stars out of 5(34)

Cole Haan - American Classics Plain Toe Boot Waterproof. Color Black/Black Waterproof. Low Stock. On sale for $80.00. MSRP $200.00. 60% off. 4.4 out of 5 stars

Low Stock

Black Cole Haan American Classics Plain Toe Boot Waterproof

Black Cole Haan American Classics Plain Toe Boot Waterproof

+3

Brand Name: Cole Haan
Product Name: American Classics Plain Toe Boot Waterproof
Gender: Men's
Color: Black/Black Waterproof
Price: $80.00MSRP: $200.0060% OFF
Rating: 4Rated 4 stars out of 5(140)

Tommy Hilfiger - Oregon. Color Cognac. On sale for $86.81. MSRP $89.95. 3% off.

Tan Tommy Hilfiger Oregon

Tan Tommy Hilfiger Oregon

Brand Name: Tommy Hilfiger
Product Name: Oregon
Gender: Men's
Color: Cognac
Price: $86.81MSRP: $89.953% OFF
Rating

Timberland PRO - Whitman 6 Inch Composite Safety Toe Waterproof. Color Gaucho Brown. On sale for $199.95. MSRP $220.00. 9% off. 4.0 out of 5 stars

Brown Timberland PRO Whitman 6 Inch Composite Safety Toe Waterproof

Brown Timberland PRO Whitman 6 Inch Composite Safety Toe Waterproof

Brand Name: Timberland PRO
Product Name: Whitman 6 Inch Composite Safety Toe Waterproof
Gender: Men's
Color: Gaucho Brown
Price: $199.95MSRP: $220.009% OFF
Rating: 4Rated 4 stars out of 5(1)

Marc Joseph New York - Austin. Color Black Washed Grainy. On sale for $89.95. MSRP $195.00. 54% off. 4.4 out of 5 stars

Black Marc Joseph New York Austin

Black Marc Joseph New York Austin

+1

Brand Name: Marc Joseph New York
Product Name: Austin
Gender: Men's
Color: Black Washed Grainy
Price: $89.95MSRP: $195.0054% OFF
Rating: 4Rated 4 stars out of 5(8)

Eastland 1955 Edition - Devin. Color Dark Brown. On sale for $81.30. MSRP $90.00. 10% off.

Brown Eastland 1955 Edition Devin

Brown Eastland 1955 Edition Devin

Brand Name: Eastland 1955 Edition
Product Name: Devin
Gender: Men's
Color: Dark Brown
Price: $81.30MSRP: $90.0010% OFF
Rating

Dr. Scholl's - Madison Men's Chukka. Color Mocha Taupe Textured Nubuck. Low Stock. On sale for $75.09. MSRP $115.00. 35% off. 5.0 out of 5 stars

Low Stock

Brown Dr. Scholl's Madison Men's Chukka

Brown Dr. Scholl's Madison Men's Chukka

Brand Name: Dr. Scholl's
Product Name: Madison Men's Chukka
Gender: Men's
Color: Mocha Taupe Textured Nubuck
Price: $75.09MSRP: $115.0035% OFF
Rating: 5Rated 5 stars out of 5(1)

Ariat - Recon Country Boots. Color Dirty Taupe Suede. On sale for $104.99. MSRP $149.95. 30% off. 4.1 out of 5 stars

Neutral Ariat Recon Country Boots

Neutral Ariat Recon Country Boots

Brand Name: Ariat
Product Name: Recon Country Boots
Gender: Men's
Color: Dirty Taupe Suede
Price: $104.99MSRP: $149.9530% OFF
Rating: 4Rated 4 stars out of 5(31)

Sperry - A/O Plushwave Lug Chukka. Color Black 2. On sale for $122.79. MSRP $140.00. 12% off. 4.1 out of 5 stars

Black Sperry A/O Plushwave Lug Chukka

Black Sperry A/O Plushwave Lug Chukka

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Black 2
Price: $122.79MSRP: $140.0012% OFF
Rating: 4Rated 4 stars out of 5(35)

Dockers - Ransom. Color Dark Brown. On sale for $59.99. MSRP $80.00. 25% off. 2.0 out of 5 stars

Brown Dockers Ransom

Brown Dockers Ransom

Brand Name: Dockers
Product Name: Ransom
Gender: Men's
Color: Dark Brown
Price: $59.99MSRP: $80.0025% OFF
Rating: 2Rated 2 stars out of 5(1)

ALDO - Mayfair. Color Charcoal. On sale for $105.00. MSRP $150.00. 30% off.

Gray ALDO Mayfair

Gray ALDO Mayfair

+2

Brand Name: ALDO
Product Name: Mayfair
Gender: Men's
Color: Charcoal
Price: $105.00MSRP: $150.0030% OFF
Rating

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)