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Men's Size 8.5 Ankle Waterproof Leather Products

248 items found

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. Timberland PRO - Tempe 6 Inch Alloy Safety Toe Waterproof Industrial Work Boots. Color Rust Full Grain. On sale for $149.95. MSRP $160.00. 6% off.

Tan Timberland PRO Tempe 6 Inch Alloy Safety Toe Waterproof Industrial Work Boots

Tan Timberland PRO Tempe 6 Inch Alloy Safety Toe Waterproof Industrial Work Boots

Brand Name: Timberland PRO
Product Name: Tempe 6 Inch Alloy Safety Toe Waterproof Industrial Work Boots
Gender: Men's
Color: Rust Full Grain
Price: $149.95MSRP: $1606% OFF
Rating

. KEEN - Targhee IV Mid WP. Color Java/Brindle. $179.95. 4.0 out of 5 stars

Burgundy KEEN Targhee IV Mid WP

Burgundy KEEN Targhee IV Mid WP

+5

Brand Name: KEEN
Product Name: Targhee IV Mid WP
Gender: Men's
Color: Java/Brindle
Price: $179.95
Rating: 4Rated 4 stars out of 5(487)

. KEEN - Wild Sky Mid WP. Color Steel Grey. $159.95. 1.7 out of 5 stars

Gray KEEN Wild Sky Mid WP

Gray KEEN Wild Sky Mid WP

Brand Name: KEEN
Product Name: Wild Sky Mid WP
Gender: Men's
Color: Steel Grey
Price: $159.95
Rating: 2Rated 2 stars out of 5(3)

. Timberland PRO - Titan Tasker 6 Inch Alloy Safety Toe Waterproof Industrial Work Boots. Color Light Brown Full Grain. $164.95.

Brown Timberland PRO Titan Tasker 6 Inch Alloy Safety Toe Waterproof Industrial Work Boots

Brown Timberland PRO Titan Tasker 6 Inch Alloy Safety Toe Waterproof Industrial Work Boots

+3

Brand Name: Timberland PRO
Product Name: Titan Tasker 6 Inch Alloy Safety Toe Waterproof Industrial Work Boots
Gender: Men's
Color: Light Brown Full Grain
Price: $164.95
Rating

Frye - The Safety-Crafted Wellington Boots. Color Dark Brown. Low Stock. On sale for $189.95. MSRP $219.00. 13% off. 3.0 out of 5 stars

Low Stock

Brown Frye The Safety-Crafted Wellington Boots

Brown Frye The Safety-Crafted Wellington Boots

Brand Name: Frye
Product Name: The Safety-Crafted Wellington Boots
Gender: Men's
Color: Dark Brown
Price: $189.95MSRP: $21913% OFF
Rating: 3Rated 3 stars out of 5(3)

Frye - The Safety-Crafted Work Boots. Color Dark Brown. On sale for $179.95. MSRP $208.00. 13% off.

Brown Frye The Safety-Crafted Work Boots

Brown Frye The Safety-Crafted Work Boots

Brand Name: Frye
Product Name: The Safety-Crafted Work Boots
Gender: Men's
Color: Dark Brown
Price: $179.95MSRP: $20813% OFF
Rating

SOREL - Outing Nw Sneaker Mid Waterproof. Color Black/Black. Low Stock. On sale for $82.29. MSRP $120.00. 31% off. 4.1 out of 5 stars

Low Stock

Black SOREL Outing Nw Sneaker Mid Waterproof

Black SOREL Outing Nw Sneaker Mid Waterproof

+3

Brand Name: SOREL
Product Name: Outing Nw Sneaker Mid Waterproof
Gender: Men's
Color: Black/Black
Price: $82.29MSRP: $12031% OFF
Rating: 4Rated 4 stars out of 5(8)

Merrell - Moab 3 Mid Waterproof. Color Latte. $169.99. 4.4 out of 5 stars

Beige Merrell Moab 3 Mid Waterproof

Beige Merrell Moab 3 Mid Waterproof

+9

Brand Name: Merrell
Product Name: Moab 3 Mid Waterproof
Gender: Men's
Color: Latte
Price: $169.99
Rating: 4Rated 4 stars out of 5(571)

. Timberland PRO - Sawhorse 6" Composite Safety Toe. Color Black 1. On sale for $129.95. MSRP $150.00. 13% off. 3.4 out of 5 stars

Black Timberland PRO Sawhorse 6" Composite Safety Toe

Black Timberland PRO Sawhorse 6" Composite Safety Toe

+6

Brand Name: Timberland PRO
Product Name: Sawhorse 6" Composite Safety Toe
Gender: Unisex
Color: Black 1
Price: $129.95MSRP: $15013% OFF
Rating: 3Rated 3 stars out of 5(1543)

Timberland PRO - Switchback 6" Composite Safety Toe Puncture Resistant Waterproof. Color Black1. On sale for $149.95. MSRP $175.00. 14% 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

+1

Brand Name: Timberland PRO
Product Name: Switchback 6" Composite Safety Toe Puncture Resistant Waterproof
Gender: Men's
Color: Black1
Price: $149.95MSRP: $17514% OFF
Rating: 4Rated 4 stars out of 5(180)

KEEN - Revel 4 Mid Height Polar Insulated Waterproof. Color Black/Lemon Curry. $189.95. 4.0 out of 5 stars

Black KEEN Revel 4 Mid Height Polar Insulated Waterproof

Black KEEN Revel 4 Mid Height Polar Insulated Waterproof

+3

Brand Name: KEEN
Product Name: Revel 4 Mid Height Polar Insulated Waterproof
Gender: Men's
Color: Black/Lemon Curry
Price: $189.95
Rating: 4Rated 4 stars out of 5(130)

The North Face - Back-To-Berkeley IV Textile WP. Color TNF Black/TNF White. Low Stock. $149.00. 4.5 out of 5 stars

Low Stock

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

Black 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: TNF Black/TNF White
Price: $149
Rating: 5Rated 5 stars out of 5(130)

KEEN - Hightrail Mid Waterproof. Color Brindle/Oak Buff. $159.95. 4.0 out of 5 stars

Beige KEEN Hightrail Mid Waterproof

Beige KEEN Hightrail Mid Waterproof

+3

Brand Name: KEEN
Product Name: Hightrail Mid Waterproof
Gender: Men's
Color: Brindle/Oak Buff
Price: $159.95
Rating: 4Rated 4 stars out of 5(73)

Danner - 4" Trail 2650 Mid GTX. Color Red. $229.95. 4.0 out of 5 stars

Red Danner 4" Trail 2650 Mid GTX

Red Danner 4" Trail 2650 Mid GTX

+2

Brand Name: Danner
Product Name: 4" Trail 2650 Mid GTX
Gender: Men's
Color: Red
Price: $229.95
Rating: 4Rated 4 stars out of 5(709)

KEEN Utility - Cincinnati 90 Degree 6" Waterproof (Comp Toe). Color Belgian/Sandshell. $199.95. 4.0 out of 5 stars

Brown KEEN Utility Cincinnati 90 Degree 6" Waterproof (Comp Toe)

Brown KEEN Utility Cincinnati 90 Degree 6" Waterproof (Comp Toe)

+3

Brand Name: KEEN Utility
Product Name: Cincinnati 90 Degree 6" Waterproof (Comp Toe)
Gender: Men's
Color: Belgian/Sandshell
Price: $199.95
Rating: 4Rated 4 stars out of 5(120)

Timberland PRO - Morphix 6" Composite Safety Toe Waterproof. Color Black/Orange. On sale for $159.95. MSRP $170.00. 6% off. 4.2 out of 5 stars

Black Timberland PRO Morphix 6" Composite Safety Toe Waterproof

Black Timberland PRO Morphix 6" Composite Safety Toe Waterproof

+3

Brand Name: Timberland PRO
Product Name: Morphix 6" Composite Safety Toe Waterproof
Gender: Men's
Color: Black/Orange
Price: $159.95MSRP: $1706% OFF
Rating: 4Rated 4 stars out of 5(162)

. Dunham - Cloud Waterproof. Color Black. $169.95. 4.1 out of 5 stars

Black Dunham Cloud Waterproof

Black Dunham Cloud Waterproof

+5

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Black
Price: $169.95
Rating: 4Rated 4 stars out of 5(448)

SOREL - Buxton™ Lace Waterproof. Color Black/Quarry. Low Stock. $150.00. 4.2 out of 5 stars

Low Stock

Black SOREL Buxton™ Lace Waterproof

Black SOREL Buxton™ Lace Waterproof

+3

Brand Name: SOREL
Product Name: Buxton™ Lace Waterproof
Gender: Men's
Color: Black/Quarry
Price: $150
Rating: 4Rated 4 stars out of 5(4)

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $140.00. MSRP $200.00. 30% off. 3.0 out of 5 stars

Taupe Cole Haan American Classics Chelsea Boots

Taupe Cole Haan American Classics Chelsea Boots

+3

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Morel Nubuck Waterproof/Black
Price: $140MSRP: $20030% OFF
Rating: 3Rated 3 stars out of 5(1)

Merrell - Speed Strike 2 Mid LTR Waterproof. Color Drab. On sale for $110.00. MSRP $120.00. 8% off. 4.0 out of 5 stars

Olive Merrell Speed Strike 2 Mid LTR Waterproof

Olive Merrell Speed Strike 2 Mid LTR Waterproof

+3

Brand Name: Merrell
Product Name: Speed Strike 2 Mid LTR Waterproof
Gender: Men's
Color: Drab
Price: $110MSRP: $1208% OFF
Rating: 4Rated 4 stars out of 5(1)

Dunham - Brisco. Color Dark Brown Leather. On sale for $143.33. MSRP $159.95. 10% off. 4.0 out of 5 stars

Brown Dunham Brisco

Brown Dunham Brisco

+2

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Dark Brown Leather
Price: $143.33MSRP: $159.9510% OFF
Rating: 4Rated 4 stars out of 5(1)

L.L.Bean - 8" Bean Boots. Color Brown/Tan Opaque. $149.00. 4.5 out of 5 stars

Brown L.L.Bean 8" Bean Boots

Brown L.L.Bean 8" Bean Boots

+2

Brand Name: L.L.Bean
Product Name: 8" Bean Boots
Gender: Men's
Color: Brown/Tan Opaque
Price: $149
Rating: 4Rated 4 stars out of 5(879)

Columbia - Transverse™ Hike Waterproof. Color Dark Grey/Stinger. $85.00. 5.0 out of 5 stars

Gray Columbia Transverse™ Hike Waterproof

Gray Columbia Transverse™ Hike Waterproof

+2

Brand Name: Columbia
Product Name: Transverse™ Hike Waterproof
Gender: Men's
Color: Dark Grey/Stinger
Price: $85
Rating: 5Rated 5 stars out of 5(1)

Kamik - Spencer Mid. Color Black. On sale for $87.48. MSRP $124.98. 30% off. 3.7 out of 5 stars

Black Kamik Spencer Mid

Black Kamik Spencer Mid

+2

Brand Name: Kamik
Product Name: Spencer Mid
Gender: Men's
Color: Black
Price: $87.48MSRP: $124.9830% OFF
Rating: 4Rated 4 stars out of 5(22)

KEEN - Revel IV High Polar. Color Canteen/Black. Low Stock. $209.95. 4.0 out of 5 stars

Low Stock

Olive KEEN Revel IV High Polar

Olive KEEN Revel IV High Polar

+2

Brand Name: KEEN
Product Name: Revel IV High Polar
Gender: Men's
Color: Canteen/Black
Price: $209.95
Rating: 4Rated 4 stars out of 5(135)

Rockport - Storm Surge Water Proof Plain Toe Boots. Color Tan. On sale for $99.95. MSRP $159.95. 38% off. 3.3 out of 5 stars

Tan Rockport Storm Surge Water Proof Plain Toe Boots

Tan Rockport Storm Surge Water Proof Plain Toe Boots

+2

Brand Name: Rockport
Product Name: Storm Surge Water Proof Plain Toe Boots
Gender: Men's
Color: Tan
Price: $99.95MSRP: $159.9538% OFF
Rating: 3Rated 3 stars out of 5(19)

Merrell - Accentor 3 Mid Wp. Color Boulder/Old Gold 1. $129.95. 3.8 out of 5 stars

Brown Merrell Accentor 3 Mid Wp

Brown Merrell Accentor 3 Mid Wp

+2

Brand Name: Merrell
Product Name: Accentor 3 Mid Wp
Gender: Men's
Color: Boulder/Old Gold 1
Price: $129.95
Rating: 4Rated 4 stars out of 5(22)

Timberland PRO - Direct Attach 6" Soft Toe. Color Wheat-2024 NEW. On sale for $154.95. MSRP $165.00. 6% off. 4.5 out of 5 stars

Tan Timberland PRO Direct Attach 6" Soft Toe

Tan Timberland PRO Direct Attach 6" Soft Toe

+1

Brand Name: Timberland PRO
Product Name: Direct Attach 6" Soft Toe
Gender: Men's
Color: Wheat-2024 NEW
Price: $154.95MSRP: $1656% OFF
Rating: 4Rated 4 stars out of 5(1427)

Bogs - Arcata Urban Leather Chelsea. Color Black. $170.00. 4.2 out of 5 stars

Black Bogs Arcata Urban Leather Chelsea

Black Bogs Arcata Urban Leather Chelsea

+2

Brand Name: Bogs
Product Name: Arcata Urban Leather Chelsea
Gender: Men's
Color: Black
Price: $170
Rating: 4Rated 4 stars out of 5(39)

KEEN - Anchorage 4 Waterproof Pull-On Durable Insulated. Color Dark Earth/Black. $174.95. 4.0 out of 5 stars

Brown KEEN Anchorage 4 Waterproof Pull-On Durable Insulated

Brown KEEN Anchorage 4 Waterproof Pull-On Durable Insulated

+2

Brand Name: KEEN
Product Name: Anchorage 4 Waterproof Pull-On Durable Insulated
Gender: Men's
Color: Dark Earth/Black
Price: $174.95
Rating: 4Rated 4 stars out of 5(5)

Propet - Blizzard Ankle Zip. Color Brown/Black. $139.99. 4.3 out of 5 stars

Brown Propet Blizzard Ankle Zip

Brown Propet Blizzard Ankle Zip

+2

Brand Name: Propet
Product Name: Blizzard Ankle Zip
Gender: Men's
Color: Brown/Black
Price: $139.99
Rating: 4Rated 4 stars out of 5(144)

Propet - Blizzard Mid Zip. Color Brown/Black. On sale for $119.95. MSRP $149.99. 20% off. 4.0 out of 5 stars

Brown Propet Blizzard Mid Zip

Brown Propet Blizzard Mid Zip

Brand Name: Propet
Product Name: Blizzard Mid Zip
Gender: Men's
Color: Brown/Black
Price: $119.95MSRP: $149.9920% OFF
Rating: 4Rated 4 stars out of 5(146)

Johnston & Murphy - Xc+ Parker Chukka. Color Brown Waterproof Full Grain. Low Stock. On sale for $115.61. MSRP $189.00. 39% off.

Low Stock

Red Johnston & Murphy Xc+ Parker Chukka

Red Johnston & Murphy Xc+ Parker Chukka

+2

Brand Name: Johnston & Murphy
Product Name: Xc+ Parker Chukka
Gender: Men's
Color: Brown Waterproof Full Grain
Price: $115.61MSRP: $18939% OFF
Rating

Johnston & Murphy - XC+ Durham Cap Toe Boots. Color Black Waterproof Full Grain. $218.95. 4.0 out of 5 stars

Black Johnston & Murphy XC+ Durham Cap Toe Boots

Black Johnston & Murphy XC+ Durham Cap Toe Boots

+2

Brand Name: Johnston & Murphy
Product Name: XC+ Durham Cap Toe Boots
Gender: Men's
Color: Black Waterproof Full Grain
Price: $218.95
Rating: 4Rated 4 stars out of 5(1)

Orthofeet - Granite. Color Black. $164.95. 4.1 out of 5 stars

Black Orthofeet Granite

Black Orthofeet Granite

+2

Brand Name: Orthofeet
Product Name: Granite
Gender: Men's
Color: Black
Price: $164.95
Rating: 4Rated 4 stars out of 5(42)

SOREL - Slabtown 62'™ Moc Waterproof. Color Velvet Tan/Tobacco. On sale for $108.00. MSRP $180.00. 40% off. 4.1 out of 5 stars

Brown SOREL Slabtown 62'™ Moc Waterproof

Brown SOREL Slabtown 62'™ Moc Waterproof

+2

Brand Name: SOREL
Product Name: Slabtown 62'™ Moc Waterproof
Gender: Men's
Color: Velvet Tan/Tobacco
Price: $108MSRP: $18040% OFF
Rating: 4Rated 4 stars out of 5(33)

UGG - Idyllwild Lace. Color Black/Black. $189.95. 4.8 out of 5 stars

Black UGG Idyllwild Lace

Black UGG Idyllwild Lace

+2

Brand Name: UGG
Product Name: Idyllwild Lace
Gender: Men's
Color: Black/Black
Price: $189.95
Rating: 5Rated 5 stars out of 5(4)

Sperry - Tour Mid Moc. Color Dark Brown. Low Stock. On sale for $112.00. MSRP $140.00. 20% off.

Low Stock

Brown Sperry Tour Mid Moc

Brown Sperry Tour Mid Moc

Brand Name: Sperry
Product Name: Tour Mid Moc
Gender: Men's
Color: Dark Brown
Price: $112MSRP: $14020% OFF
Rating

Hoka - Kaha 3 GTX®. Color Sea Moss/Oat Milk. $240.00. 3.6 out of 5 stars

Khaki Hoka Kaha 3 GTX®

Khaki Hoka Kaha 3 GTX®

+2

Brand Name: Hoka
Product Name: Kaha 3 GTX®
Gender: Men's
Color: Sea Moss/Oat Milk
Price: $240
Rating: 4Rated 4 stars out of 5(18)

KEEN Utility - San Jose 6" (Soft Toe). Color Gingerbread/Off-White. $159.95. 4.1 out of 5 stars

Brown KEEN Utility San Jose 6" (Soft Toe)

Brown KEEN Utility San Jose 6" (Soft Toe)

+2

Brand Name: KEEN Utility
Product Name: San Jose 6" (Soft Toe)
Gender: Men's
Color: Gingerbread/Off-White
Price: $159.95
Rating: 4Rated 4 stars out of 5(124)

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

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)

Caterpillar - Threshold Waterproof Steel Toe. Color Brown. $119.95. 4.1 out of 5 stars

Brown Caterpillar Threshold Waterproof Steel Toe

Brown Caterpillar Threshold Waterproof Steel Toe

Brand Name: Caterpillar
Product Name: Threshold Waterproof Steel Toe
Gender: Men's
Color: Brown
Price: $119.95
Rating: 4Rated 4 stars out of 5(73)

Scarpa - Moraine Mid WP. Color Anthracite 1. $189.00. 4.0 out of 5 stars

Silver Scarpa Moraine Mid WP

Silver Scarpa Moraine Mid WP

+2 colors/patterns

Brand Name: Scarpa
Product Name: Moraine Mid WP
Gender: Men's
Color: Anthracite 1
Price: $189
Rating: 4Rated 4 stars out of 5(1)

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)

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)

Rockport - Ezra Waterproof Boots. Color Dark Brown Leather. $159.95. 2.8 out of 5 stars

Brown Rockport Ezra Waterproof Boots

Brown Rockport Ezra Waterproof Boots

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Dark Brown Leather
Price: $159.95
Rating: 3Rated 3 stars out of 5(6)

KEEN Utility - San Jose 6” Alloy Toe Waterproof 90 Degree Heel. Color Bison/Black. $180.00. 3.0 out of 5 stars

Brown KEEN Utility San Jose 6” Alloy Toe Waterproof 90 Degree Heel

Brown KEEN Utility San Jose 6” Alloy Toe Waterproof 90 Degree Heel

+2

Brand Name: KEEN Utility
Product Name: San Jose 6” Alloy Toe Waterproof 90 Degree Heel
Gender: Men's
Color: Bison/Black
Price: $180
Rating: 3Rated 3 stars out of 5(12)

Timberland PRO - Boondock 8" Composite Toe. Color Brown 3. $219.95. 4.3 out of 5 stars

Brown Timberland PRO Boondock 8" Composite Toe

Brown Timberland PRO Boondock 8" Composite Toe

+2

Brand Name: Timberland PRO
Product Name: Boondock 8" Composite Toe
Gender: Men's
Color: Brown 3
Price: $219.95
Rating: 4Rated 4 stars out of 5(582)

New Balance - Allsite Waterproof Comp Toe EH PR SR. Color Black. Low Stock. On sale for $161.99. MSRP $174.99. 7% off. 3.4 out of 5 stars

Low Stock

Black New Balance Allsite Waterproof Comp Toe EH PR SR

Black New Balance Allsite Waterproof Comp Toe EH PR SR

Brand Name: New Balance
Product Name: Allsite Waterproof Comp Toe EH PR SR
Gender: Men's
Color: Black
Price: $161.99MSRP: $174.997% OFF
Rating: 3Rated 3 stars out of 5(49)

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