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Size 8.5 Leather Boots

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Blundstone - BL500 Original 500 Chelsea Boot. Color Stout Brown. $209.95. 4.4 out of 5 stars

Brown Blundstone BL500 Original 500 Chelsea Boot

Brown Blundstone BL500 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL500 Original 500 Chelsea Boot
Color: Stout Brown
Price: $209.95
Rating: 4Rated 4 stars out of 5(399)

La Canadienne - Perla. Color Black Leather. $475.00. 4.4 out of 5 stars

Black La Canadienne Perla

Black La Canadienne Perla

Brand Name: La Canadienne
Product Name: Perla
Color: Black Leather
Price: $475.00
Rating: 4Rated 4 stars out of 5(82)

Blundstone - BL550 Classic 550 Chelsea Boot. Color Walnut. $229.95. 4.5 out of 5 stars

Brown Blundstone BL550 Classic 550 Chelsea Boot

Brown Blundstone BL550 Classic 550 Chelsea Boot

Brand Name: Blundstone
Product Name: BL550 Classic 550 Chelsea Boot
Color: Walnut
Price: $229.95
Rating: 4Rated 4 stars out of 5(235)

Blundstone - BL1306 Dress Chelsea Boot. Color Rustic Brown. $214.95. 4.4 out of 5 stars

Brown Blundstone BL1306 Dress Chelsea Boot

Brown Blundstone BL1306 Dress Chelsea Boot

Brand Name: Blundstone
Product Name: BL1306 Dress Chelsea Boot
Color: Rustic Brown
Price: $214.95
Rating: 4Rated 4 stars out of 5(145)

Dolce Vita - Bili H2O. Color Black Leather. $139.95. 4.0 out of 5 stars

Black Dolce Vita Bili H2O

Black Dolce Vita Bili H2O

+3

Brand Name: Dolce Vita
Product Name: Bili H2O
Color: Black Leather
Price: $139.95
Rating: 4Rated 4 stars out of 5(3)

Dolce Vita - Fraya H2O. Color Black Leather. Low Stock. On sale for $105.04. MSRP $130.00.. 4.3 out of 5 stars

10 left in stock

Black Dolce Vita Fraya H2O

Black Dolce Vita Fraya H2O

+3

Brand Name: Dolce Vita
Product Name: Fraya H2O
Color: Black Leather
Price: $105.04MSRP: $130.00
Rating: 4Rated 4 stars out of 5(3)

Dolce Vita - Dee. Color Jet Black Leather. On sale for $103.97. MSRP $160.00.. 3.2 out of 5 stars

Black Dolce Vita Dee

Black Dolce Vita Dee

+3

Brand Name: Dolce Vita
Product Name: Dee
Color: Jet Black Leather
Price: $103.97MSRP: $160.00
Rating: 3Rated 3 stars out of 5(9)

Roper - American Patriot. Color Brown Vintage Faux Leather w/ Flag Shaft. $97.99. 5.0 out of 5 stars

Multi Roper American Patriot

Multi Roper American Patriot

Brand Name: Roper
Product Name: American Patriot
Color: Brown Vintage Faux Leather w/ Flag Shaft
Price: $97.99
Rating: 5Rated 5 stars out of 5(1)

Rockport - Carly Bootie. Color Black. On sale for $107.48. MSRP $109.95.. 4.0 out of 5 stars

Black Rockport Carly Bootie

Black Rockport Carly Bootie

Brand Name: Rockport
Product Name: Carly Bootie
Color: Black
Price: $107.48MSRP: $109.95
Rating: 4Rated 4 stars out of 5(259)

Roper - American Flag Shorty. Color Brown. $117.99. 4.8 out of 5 stars

Brown Roper American Flag Shorty

Brown Roper American Flag Shorty

Brand Name: Roper
Product Name: American Flag Shorty
Color: Brown
Price: $117.99
Rating: 5Rated 5 stars out of 5(28)

Eric Michael - London. Color Grey. Low Stock. $194.95. 4.2 out of 5 stars

8 left in stock

Gray Eric Michael London

Gray Eric Michael London

+2

Brand Name: Eric Michael
Product Name: London
Color: Grey
Price: $194.95
Rating: 4Rated 4 stars out of 5(238)

Roper - Rowdy Aztec. Color Brown 1. Low Stock. $109.99.

8 left in stock

Brown Roper Rowdy Aztec

Brown Roper Rowdy Aztec

+3

Brand Name: Roper
Product Name: Rowdy Aztec
Color: Brown 1
Price: $109.99
Rating

Taos Footwear - Cove. Color Charcoal Suede. On sale for $197.80. MSRP $230.00.. 3.0 out of 5 stars

Gray Taos Footwear Cove

Gray Taos Footwear Cove

+2

Brand Name: Taos Footwear
Product Name: Cove
Color: Charcoal Suede
Price: $197.80MSRP: $230.00
Rating: 3Rated 3 stars out of 5(1)

Taos Footwear - Groupie. Color Black Rugged. $260.00. 3.8 out of 5 stars

Black Taos Footwear Groupie

Black Taos Footwear Groupie

+3

Brand Name: Taos Footwear
Product Name: Groupie
Color: Black Rugged
Price: $260.00
Rating: 4Rated 4 stars out of 5(6)

Old Gringo - Dutton Classic. Color Tan. Low Stock. $498.95.

7 left in stock

Tan Old Gringo Dutton Classic

Tan Old Gringo Dutton Classic

+2

Brand Name: Old Gringo
Product Name: Dutton Classic
Color: Tan
Price: $498.95
Rating

Easy Spirit - Lacy. Color Black. On sale for $120.55. MSRP $149.00.. 4.0 out of 5 stars

Black Easy Spirit Lacy

Black Easy Spirit Lacy

+2

Brand Name: Easy Spirit
Product Name: Lacy
Color: Black
Price: $120.55MSRP: $149.00
Rating: 4Rated 4 stars out of 5(19)

Rockport - Chalina Mid Boot. Color Black Leather. $159.95.

Black Rockport Chalina Mid Boot

Black Rockport Chalina Mid Boot

+3

Brand Name: Rockport
Product Name: Chalina Mid Boot
Color: Black Leather
Price: $159.95
Rating

Free People - Elle Block Heel Boot. Color Sunset Sand. On sale for $140.58. MSRP $198.00.. 4.4 out of 5 stars

Pink Free People Elle Block Heel Boot

Pink Free People Elle Block Heel Boot

Brand Name: Free People
Product Name: Elle Block Heel Boot
Color: Sunset Sand
Price: $140.58MSRP: $198.00
Rating: 4Rated 4 stars out of 5(36)

Dingo - Seguaro. Color Brown. $139.95. 4.0 out of 5 stars

Brown Dingo Seguaro

Brown Dingo Seguaro

+2

Brand Name: Dingo
Product Name: Seguaro
Color: Brown
Price: $139.95
Rating: 4Rated 4 stars out of 5(4)

Dolce Vita - Nashe. Color Oatmeal Floral. On sale for $102.00. MSRP $160.00.. 2.9 out of 5 stars

Brown Dolce Vita Nashe

Brown Dolce Vita Nashe

+4

Brand Name: Dolce Vita
Product Name: Nashe
Color: Oatmeal Floral
Price: $102.00MSRP: $160.00
Rating: 3Rated 3 stars out of 5(8)

Dolce Vita - Elyse H2O. Color Cocoa Suede H2O. Low Stock. On sale for $154.76. MSRP $180.00.. 3.0 out of 5 stars

10 left in stock

Tan Dolce Vita Elyse H2O

Tan Dolce Vita Elyse H2O

Brand Name: Dolce Vita
Product Name: Elyse H2O
Color: Cocoa Suede H2O
Price: $154.76MSRP: $180.00
Rating: 3Rated 3 stars out of 5(2)

Nisolo - Mia Everyday Ankle Bootie. Color Black. $227.99. 4.3 out of 5 stars

Black Nisolo Mia Everyday Ankle Bootie

Black Nisolo Mia Everyday Ankle Bootie

+6

Brand Name: Nisolo
Product Name: Mia Everyday Ankle Bootie
Color: Black
Price: $227.99
Rating: 4Rated 4 stars out of 5(27)

Bed Stu - Nandi. Color Tan Rustic. Low Stock. $299.95. 4.3 out of 5 stars

7 left in stock

Brown Bed Stu Nandi

Brown Bed Stu Nandi

+3

Brand Name: Bed Stu
Product Name: Nandi
Color: Tan Rustic
Price: $299.95
Rating: 4Rated 4 stars out of 5(83)

Eric Michael - Noelle. Color Grey. Low Stock. $198.95. 3.8 out of 5 stars

10 left in stock

Gray Eric Michael Noelle

Gray Eric Michael Noelle

+1

Brand Name: Eric Michael
Product Name: Noelle
Color: Grey
Price: $198.95
Rating: 4Rated 4 stars out of 5(66)

Bogs - Arcata Urban Leather Chelsea. Color Taupe. On sale for $119.96. MSRP $160.00.. 4.5 out of 5 stars

Taupe Bogs Arcata Urban Leather Chelsea

Taupe Bogs Arcata Urban Leather Chelsea

+2

Brand Name: Bogs
Product Name: Arcata Urban Leather Chelsea
Color: Taupe
Price: $119.96MSRP: $160.00
Rating: 4Rated 4 stars out of 5(58)

Bogs - Shale Leather Chelsea CT WP. Color Oxblood. On sale for $109.95. MSRP $160.00.. 2.7 out of 5 stars

Red Bogs Shale Leather Chelsea CT WP

Red Bogs Shale Leather Chelsea CT WP

+2

Brand Name: Bogs
Product Name: Shale Leather Chelsea CT WP
Color: Oxblood
Price: $109.95MSRP: $160.00
Rating: 3Rated 3 stars out of 5(15)

PIKOLINOS - Rioja W7Y-8957. Color Black. Low Stock. On sale for $171.85. MSRP $320.00.. 4.8 out of 5 stars

5 left in stock

Black PIKOLINOS Rioja W7Y-8957

Black PIKOLINOS Rioja W7Y-8957

+2

Brand Name: PIKOLINOS
Product Name: Rioja W7Y-8957
Color: Black
Price: $171.85MSRP: $320.00
Rating: 5Rated 5 stars out of 5(4)

Jessica Simpson - Pivvy. Color Black. On sale for $108.54. MSRP $159.00..

Black Jessica Simpson Pivvy

Black Jessica Simpson Pivvy

Brand Name: Jessica Simpson
Product Name: Pivvy
Color: Black
Price: $108.54MSRP: $159.00
Rating

SoftWalk - Warner. Color Black. $149.95. 3.5 out of 5 stars

Black SoftWalk Warner

Black SoftWalk Warner

+2

Brand Name: SoftWalk
Product Name: Warner
Color: Black
Price: $149.95
Rating: 4Rated 4 stars out of 5(4)

Carhartt - Gilmore Waterproof 6" Soft Toe Hiker. Color Dark Grey Nubuck/Fabric. $164.99. 3.7 out of 5 stars

Gray Carhartt Gilmore Waterproof 6" Soft Toe Hiker

Gray Carhartt Gilmore Waterproof 6" Soft Toe Hiker

+2

Brand Name: Carhartt
Product Name: Gilmore Waterproof 6" Soft Toe Hiker
Color: Dark Grey Nubuck/Fabric
Price: $164.99
Rating: 4Rated 4 stars out of 5(11)

David Tate - Skip. Color Black Pebble. $159.94. 3.8 out of 5 stars

Black David Tate Skip

Black David Tate Skip

Brand Name: David Tate
Product Name: Skip
Color: Black Pebble
Price: $159.94
Rating: 4Rated 4 stars out of 5(28)

Ariat - Unbridled Roper. Color Distressed Brown. $159.95. 4.7 out of 5 stars

Brown Ariat Unbridled Roper

Brown Ariat Unbridled Roper

Brand Name: Ariat
Product Name: Unbridled Roper
Color: Distressed Brown
Price: $159.95
Rating: 5Rated 5 stars out of 5(172)

Dolce Vita - Devlin. Color Black Nylon. On sale for $90.00. MSRP $150.00.. 1.0 out of 5 stars

Black Dolce Vita Devlin

Black Dolce Vita Devlin

Brand Name: Dolce Vita
Product Name: Devlin
Color: Black Nylon
Price: $90.00MSRP: $150.00
Rating: 1Rated 1 star out of 5(1)

Roper - Dusty Tooled. Color Tan. Low Stock. $136.99. 3.2 out of 5 stars

9 left in stock

Tan Roper Dusty Tooled

Tan Roper Dusty Tooled

+3

Brand Name: Roper
Product Name: Dusty Tooled
Color: Tan
Price: $136.99
Rating: 3Rated 3 stars out of 5(20)

Dan Post - Babs. Color Tan. $249.95.

Tan Dan Post Babs

Tan Dan Post Babs

Brand Name: Dan Post
Product Name: Babs
Color: Tan
Price: $249.95
Rating

Carhartt - WP 8" Ins. Wedge Fold Down Winter Boot. Color Bison Brown Oil Tan. $179.99.

Brown Carhartt WP 8" Ins. Wedge Fold Down Winter Boot

Brown Carhartt WP 8" Ins. Wedge Fold Down Winter Boot

Brand Name: Carhartt
Product Name: WP 8" Ins. Wedge Fold Down Winter Boot
Color: Bison Brown Oil Tan
Price: $179.99
Rating

Carhartt - WP 8" Ins. Wedge Fold Down Winter Boot. Color Dark Grey Nubuck. $179.99.

Brown Carhartt WP 8" Ins. Wedge Fold Down Winter Boot

Brown Carhartt WP 8" Ins. Wedge Fold Down Winter Boot

Brand Name: Carhartt
Product Name: WP 8" Ins. Wedge Fold Down Winter Boot
Color: Dark Grey Nubuck
Price: $179.99
Rating

ECCO - Modtray Hydromax Ankle Boot. Color Cognac. $199.95. 4.1 out of 5 stars

Tan ECCO Modtray Hydromax Ankle Boot

Tan ECCO Modtray Hydromax Ankle Boot

+2

Brand Name: ECCO
Product Name: Modtray Hydromax Ankle Boot
Color: Cognac
Price: $199.95
Rating: 4Rated 4 stars out of 5(22)

Madewell - The Essex Ankle Boot in Snakeskin-Stamped Leather. Color Ivory Multi. On sale for $128.10. MSRP $210.00.. 1.0 out of 5 stars

Bone Madewell The Essex Ankle Boot in Snakeskin-Stamped Leather

Bone Madewell The Essex Ankle Boot in Snakeskin-Stamped Leather

Brand Name: Madewell
Product Name: The Essex Ankle Boot in Snakeskin-Stamped Leather
Color: Ivory Multi
Price: $128.10MSRP: $210.00
Rating: 1Rated 1 star out of 5(1)

ZODIAC - Roslyn. Color Latte. Low Stock. $159.00. 4.0 out of 5 stars

1 left in stock

Brown ZODIAC Roslyn

Brown ZODIAC Roslyn

Brand Name: ZODIAC
Product Name: Roslyn
Color: Latte
Price: $159.00
Rating: 4Rated 4 stars out of 5(21)

Bueno - Oxide. Color Black Snake. Low Stock. On sale for $64.00. MSRP $160.00.. 5.0 out of 5 stars

2 left in stock

Black Bueno Oxide

Black Bueno Oxide

Brand Name: Bueno
Product Name: Oxide
Color: Black Snake
Price: $64.00MSRP: $160.00
Rating: 5Rated 5 stars out of 5(1)

Seychelles - Cashew. Color Black Suede. On sale for $138.52. MSRP $149.00.. 5.0 out of 5 stars

Black Seychelles Cashew

Black Seychelles Cashew

+3

Brand Name: Seychelles
Product Name: Cashew
Color: Black Suede
Price: $138.52MSRP: $149.00
Rating: 5Rated 5 stars out of 5(1)

Timberland - Courmayeur Valley Chelsea. Color Black Nubuck. Low Stock. On sale for $91.20. MSRP $150.00.. 4.6 out of 5 stars

9 left in stock

Black Timberland Courmayeur Valley Chelsea

Black Timberland Courmayeur Valley Chelsea

+2

Brand Name: Timberland
Product Name: Courmayeur Valley Chelsea
Color: Black Nubuck
Price: $91.20MSRP: $150.00
Rating: 5Rated 5 stars out of 5(650)

Dan Post - Tria. Color Grey 1. $269.95. 5.0 out of 5 stars

Gray Dan Post Tria

Gray Dan Post Tria

Brand Name: Dan Post
Product Name: Tria
Color: Grey 1
Price: $269.95
Rating: 5Rated 5 stars out of 5(1)

David Tate - Palmar. Color Luggage Nubuck Leather. On sale for $167.96. MSRP $209.95.. 3.9 out of 5 stars

Tan David Tate Palmar

Tan David Tate Palmar

Brand Name: David Tate
Product Name: Palmar
Color: Luggage Nubuck Leather
Price: $167.96MSRP: $209.95
Rating: 4Rated 4 stars out of 5(7)

David Tate - Blade. Color Black Pebble Grain Leather. On sale for $127.46. MSRP $169.95.. 4.6 out of 5 stars

Black David Tate Blade

Black David Tate Blade

+2

Brand Name: David Tate
Product Name: Blade
Color: Black Pebble Grain Leather
Price: $127.46MSRP: $169.95
Rating: 5Rated 5 stars out of 5(5)

David Tate - Damila. Color Brown Nubuck Leather. On sale for $135.32. MSRP $159.95.. 4.3 out of 5 stars

Brown David Tate Damila

Brown David Tate Damila

+2

Brand Name: David Tate
Product Name: Damila
Color: Brown Nubuck Leather
Price: $135.32MSRP: $159.95
Rating: 4Rated 4 stars out of 5(10)

David Tate - Lago. Color Brown Calfskin. On sale for $141.67. MSRP $169.95.. 3.8 out of 5 stars

Brown David Tate Lago

Brown David Tate Lago

+2

Brand Name: David Tate
Product Name: Lago
Color: Brown Calfskin
Price: $141.67MSRP: $169.95
Rating: 4Rated 4 stars out of 5(6)

VOLATILE - Lariat. Color Bone. On sale for $75.00. MSRP $100.00.. 1.0 out of 5 stars

Bone VOLATILE Lariat

Bone VOLATILE Lariat

+2

Brand Name: VOLATILE
Product Name: Lariat
Color: Bone
Price: $75.00MSRP: $100.00
Rating: 1Rated 1 star out of 5(1)

VOLATILE - Bronco. Color Off-White. On sale for $67.49. MSRP $89.99.. 5.0 out of 5 stars

White VOLATILE Bronco

White VOLATILE Bronco

+2

Brand Name: VOLATILE
Product Name: Bronco
Color: Off-White
Price: $67.49MSRP: $89.99
Rating: 5Rated 5 stars out of 5(2)

Dingo - Bandida. Color Brown. $139.95. 3.0 out of 5 stars

Brown Dingo Bandida

Brown Dingo Bandida

+2

Brand Name: Dingo
Product Name: Bandida
Color: Brown
Price: $139.95
Rating: 3Rated 3 stars out of 5(2)

Roper - Dusty. Color Black. Low Stock. $102.99. 4.0 out of 5 stars

5 left in stock

Black Roper Dusty

Black Roper Dusty

+3

Brand Name: Roper
Product Name: Dusty
Color: Black
Price: $102.99
Rating: 4Rated 4 stars out of 5(45)

David Tate - Basil. Color Black Nubuck Leather. On sale for $125.76. MSRP $169.95.. 2.3 out of 5 stars

Black David Tate Basil

Black David Tate Basil

+2

Brand Name: David Tate
Product Name: Basil
Color: Black Nubuck Leather
Price: $125.76MSRP: $169.95
Rating: 2Rated 2 stars out of 5(3)

Blondo - Hallie Waterproof. Color Black. Low Stock. On sale for $117.71. MSRP $149.00.. 4.1 out of 5 stars

10 left in stock

Black Blondo Hallie Waterproof

Black Blondo Hallie Waterproof

+3

Brand Name: Blondo
Product Name: Hallie Waterproof
Color: Black
Price: $117.71MSRP: $149.00
Rating: 4Rated 4 stars out of 5(21)

Lucky Brand - Achelle. Color Roasted. On sale for $83.41. MSRP $149.00.. 3.0 out of 5 stars

+2

Brand Name: Lucky Brand
Product Name: Achelle
Color: Roasted
Price: $83.41MSRP: $149.00
Rating: 3Rated 3 stars out of 5(1)

Lucky Brand - Natesa. Color Chocolate. On sale for $78.94. MSRP $149.00.. 1.0 out of 5 stars

+3

Brand Name: Lucky Brand
Product Name: Natesa
Color: Chocolate
Price: $78.94MSRP: $149.00
Rating: 1Rated 1 star out of 5(1)

Lucky Brand - Taini. Color Silver Cloud. On sale for $67.58. MSRP $169.00.. 3.9 out of 5 stars

+2

Brand Name: Lucky Brand
Product Name: Taini
Color: Silver Cloud
Price: $67.58MSRP: $169.00
Rating: 4Rated 4 stars out of 5(15)

Andre Assous - Gloria Bootie. Color Sesame. Low Stock. On sale for $75.96. MSRP $149.00..

9 left in stock

Beige Andre Assous Gloria Bootie

Beige Andre Assous Gloria Bootie

Brand Name: Andre Assous
Product Name: Gloria Bootie
Color: Sesame
Price: $75.96MSRP: $149.00
Rating

Easy Spirit - Morgan. Color Medium Brown Leather. On sale for $113.23. MSRP $169.00.. 3.8 out of 5 stars

Brown Easy Spirit Morgan

Brown Easy Spirit Morgan

Brand Name: Easy Spirit
Product Name: Morgan
Color: Medium Brown Leather
Price: $113.23MSRP: $169.00
Rating: 4Rated 4 stars out of 5(4)

Lucky Brand - Aryleis. Color Taupe. On sale for $63.58. MSRP $159.00.. 4.0 out of 5 stars

+2

Brand Name: Lucky Brand
Product Name: Aryleis
Color: Taupe
Price: $63.58MSRP: $159.00
Rating: 4Rated 4 stars out of 5(1)

Lucky Brand - Kenadie. Color Charcoal. On sale for $96.72. MSRP $159.00.. 3.7 out of 5 stars

+3

Brand Name: Lucky Brand
Product Name: Kenadie
Color: Charcoal
Price: $96.72MSRP: $159.00
Rating: 4Rated 4 stars out of 5(3)

Easy Spirit - Georgia. Color Dark Brown Leather. On sale for $102.61. MSRP $129.00.. 3.0 out of 5 stars

Brown Easy Spirit Georgia

Brown Easy Spirit Georgia

Brand Name: Easy Spirit
Product Name: Georgia
Color: Dark Brown Leather
Price: $102.61MSRP: $129.00
Rating: 3Rated 3 stars out of 5(1)

David Tate - Bacilia. Color Brown Nubuck Leather. On sale for $109.46. MSRP $149.95.. 2.7 out of 5 stars

Brown David Tate Bacilia

Brown David Tate Bacilia

+2

Brand Name: David Tate
Product Name: Bacilia
Color: Brown Nubuck Leather
Price: $109.46MSRP: $149.95
Rating: 3Rated 3 stars out of 5(3)

Dolce Vita - Runa. Color Whiskey Nubuck. On sale for $158.27. MSRP $220.00.. 5.0 out of 5 stars

Brown Dolce Vita Runa

Brown Dolce Vita Runa

+2

Brand Name: Dolce Vita
Product Name: Runa
Color: Whiskey Nubuck
Price: $158.27MSRP: $220.00
Rating: 5Rated 5 stars out of 5(1)

Bernardo - Patterson. Color Tobacco Split Suede. $328.00.

Tan Bernardo Patterson

Tan Bernardo Patterson

+2

Brand Name: Bernardo
Product Name: Patterson
Color: Tobacco Split Suede
Price: $328.00
Rating

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