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Size 8.5 Ankle Dress Boots

42 items found

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Blundstone - BL1609. Color Antique Brown. $219.95. 4.6 out of 5 stars

Brown Blundstone BL1609

Brand Name: Blundstone
Product Name: BL1609
Gender: Unisex
Color: Antique Brown
Price: $219.95
Rating: 5Rated 5 stars out of 5(16)

. Florsheim - Norwalk Side Zip Boots. Color Brown Crazy Horse. $165.00. 4.5 out of 5 stars

Brown Florsheim Norwalk Side Zip Boots

Brown Florsheim Norwalk Side Zip Boots

+2

Brand Name: Florsheim
Product Name: Norwalk Side Zip Boots
Gender: Men's
Color: Brown Crazy Horse
Price: $165
Rating: 5Rated 5 stars out of 5(143)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boots. Color Brown. On sale for $89.95. MSRP $120.00. 25% off. 4.2 out of 5 stars

Brown Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

Brown Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boots
Gender: Men's
Color: Brown
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(19)

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

Brown Johnston & Murphy XC+ Durham Cap Toe Boots

Brown Johnston & Murphy XC+ Durham Cap Toe Boots

+2

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

Deer Stags - Garfield. Color Black. On sale for $62.86. MSRP $100.00. 37% off. 3.5 out of 5 stars

Black Deer Stags Garfield

Black Deer Stags Garfield

+3

Brand Name: Deer Stags
Product Name: Garfield
Gender: Men's
Color: Black
Price: $62.86MSRP: $10037% OFF
Rating: 4Rated 4 stars out of 5(4)

Dockers - Esmond. Color Tan. Low Stock. On sale for $85.50. MSRP $95.00. 10% off. 3.5 out of 5 stars

Low Stock

Tan Dockers Esmond

Tan Dockers Esmond

+5

Brand Name: Dockers
Product Name: Esmond
Gender: Men's
Color: Tan
Price: $85.50MSRP: $9510% OFF
Rating: 4Rated 4 stars out of 5(2)

Florsheim - Rucci Wingtip Lace Boots. Color Cognac. $155.00. 4.9 out of 5 stars

Tan Florsheim Rucci Wingtip Lace Boots

Tan Florsheim Rucci Wingtip Lace Boots

+2

Brand Name: Florsheim
Product Name: Rucci Wingtip Lace Boots
Gender: Men's
Color: Cognac
Price: $155
Rating: 5Rated 5 stars out of 5(31)

. Florsheim - Midtown Plain Toe Zipper Boots. Color Cognac. $150.00. 4.5 out of 5 stars

Tan Florsheim Midtown Plain Toe Zipper Boots

Tan Florsheim Midtown Plain Toe Zipper Boots

+1

Brand Name: Florsheim
Product Name: Midtown Plain Toe Zipper Boots
Gender: Men's
Color: Cognac
Price: $150
Rating: 5Rated 5 stars out of 5(576)

Propet - Tanner. Color Brown. $164.99. 3.3 out of 5 stars

Brown Propet Tanner

Brown Propet Tanner

+2

Brand Name: Propet
Product Name: Tanner
Gender: Men's
Color: Brown
Price: $164.99
Rating: 3Rated 3 stars out of 5(3)

Clarks - Steadwell Mid. Color Black Leather. On sale for $99.00. MSRP $110.00. 10% off. 5.0 out of 5 stars

Black Clarks Steadwell Mid

Black Clarks Steadwell Mid

Brand Name: Clarks
Product Name: Steadwell Mid
Gender: Men's
Color: Black Leather
Price: $99MSRP: $11010% OFF
Rating: 5Rated 5 stars out of 5(2)

Kenneth Cole - Wilhem. Color Light Brown. On sale for $115.90. MSRP $164.95. 30% off. 5.0 out of 5 stars

Tan Kenneth Cole Wilhem

Tan Kenneth Cole Wilhem

+2

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $115.90MSRP: $164.9530% OFF
Rating: 5Rated 5 stars out of 5(2)

Florsheim - Duke. Color Black Cavello. $165.00. 4.5 out of 5 stars

Black Florsheim Duke

Black Florsheim Duke

Brand Name: Florsheim
Product Name: Duke
Gender: Men's
Color: Black Cavello
Price: $165
Rating: 5Rated 5 stars out of 5(982)

Steve Madden - Hatton. Color Black. On sale for $115.50. MSRP $165.00. 30% off. 4.5 out of 5 stars

Black Steve Madden Hatton

Black Steve Madden Hatton

Brand Name: Steve Madden
Product Name: Hatton
Gender: Men's
Color: Black
Price: $115.50MSRP: $16530% OFF
Rating: 5Rated 5 stars out of 5(2)

ECCO - Metropole Milan Chelsea Boots. Color Black. $194.95.

Black ECCO Metropole Milan Chelsea Boots

Black ECCO Metropole Milan Chelsea Boots

Brand Name: ECCO
Product Name: Metropole Milan Chelsea Boots
Gender: Men's
Color: Black
Price: $194.95
Rating

ECCO - London Double Gore Chelsea Boots. Color Cocoa Brown. $249.95. 5.0 out of 5 stars

Brown ECCO London Double Gore Chelsea Boots

Brown ECCO London Double Gore Chelsea Boots

+2

Brand Name: ECCO
Product Name: London Double Gore Chelsea Boots
Gender: Men's
Color: Cocoa Brown
Price: $249.95
Rating: 5Rated 5 stars out of 5(2)

Stacy Adams - Platt Chelsea Boots. Color Cognac. On sale for $99.00. MSRP $110.00. 10% off. 5.0 out of 5 stars

Tan Stacy Adams Platt Chelsea Boots

Tan Stacy Adams Platt Chelsea Boots

+2

Brand Name: Stacy Adams
Product Name: Platt Chelsea Boots
Gender: Men's
Color: Cognac
Price: $99MSRP: $11010% OFF
Rating: 5Rated 5 stars out of 5(2)

Marc Joseph New York - Clark Road (Hands Free Technology). Color Black. On sale for $69.95. MSRP $195.00. 64% off. 5.0 out of 5 stars

Black Marc Joseph New York Clark Road (Hands Free Technology)

Black Marc Joseph New York Clark Road (Hands Free Technology)

+4

Brand Name: Marc Joseph New York
Product Name: Clark Road (Hands Free Technology)
Gender: Men's
Color: Black
Price: $69.95MSRP: $19564% OFF
Rating: 5Rated 5 stars out of 5(3)

Kenneth Cole - Frank. Color Light Brown Leather. On sale for $147.96. MSRP $184.95. 20% off.

Brown Kenneth Cole Frank

Brown Kenneth Cole Frank

+2

Brand Name: Kenneth Cole
Product Name: Frank
Gender: Men's
Color: Light Brown Leather
Price: $147.96MSRP: $184.9520% OFF
Rating

To Boot New York - Christophe. Color Black. Low Stock. $495.00.

Low Stock

Black To Boot New York Christophe

Black To Boot New York Christophe

+3

Brand Name: To Boot New York
Product Name: Christophe
Gender: Men's
Color: Black
Price: $495
Rating

Ariat - Hybrid Low Boy Western Boots. Color Acorn. $159.95.

Brown Ariat Hybrid Low Boy Western Boots

Brown Ariat Hybrid Low Boy Western Boots

Brand Name: Ariat
Product Name: Hybrid Low Boy Western Boots
Gender: Men's
Color: Acorn
Price: $159.95
Rating

Johnston & Murphy - Hartford Chelsea Boots. Color Beige Italian Suede. $327.95.

Beige Johnston & Murphy Hartford Chelsea Boots

Beige Johnston & Murphy Hartford Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: Hartford Chelsea Boots
Gender: Men's
Color: Beige Italian Suede
Price: $327.95
Rating

Taft - Lewis. Color Oro Viejo. Low Stock. On sale for $295.00. MSRP $349.00. 15% off.

Low Stock

Brown Taft Lewis

Brown Taft Lewis

Brand Name: Taft
Product Name: Lewis
Gender: Men's
Color: Oro Viejo
Price: $295MSRP: $34915% OFF
Rating

Stacy Adams - Isaacson Chelsea Boots. Color Cognac. On sale for $81.71. MSRP $150.00. 46% off. 1.0 out of 5 stars

Tan Stacy Adams Isaacson Chelsea Boots

Tan Stacy Adams Isaacson Chelsea Boots

Brand Name: Stacy Adams
Product Name: Isaacson Chelsea Boots
Gender: Men's
Color: Cognac
Price: $81.71MSRP: $15046% OFF
Rating: 1Rated 1 star out of 5(1)

Stacy Adams - Madison Boot. Color Black. On sale for $104.99. MSRP $165.00. 36% off. 4.6 out of 5 stars

Black Stacy Adams Madison Boot

Brand Name: Stacy Adams
Product Name: Madison Boot
Gender: Men's
Color: Black
Price: $104.99MSRP: $16536% OFF
Rating: 5Rated 5 stars out of 5(885)

To Boot New York - Vista. Color Dark Brown. Low Stock. $495.00.

Low Stock

Brown To Boot New York Vista

Brown To Boot New York Vista

Brand Name: To Boot New York
Product Name: Vista
Gender: Men's
Color: Dark Brown
Price: $495
Rating

Ariat - Hybrid Low Boy Western Boot. Color Black Adobe. $159.95. 3.5 out of 5 stars

Black Ariat Hybrid Low Boy Western Boot

Black Ariat Hybrid Low Boy Western Boot

Brand Name: Ariat
Product Name: Hybrid Low Boy Western Boot
Gender: Men's
Color: Black Adobe
Price: $159.95
Rating: 4Rated 4 stars out of 5(2)

Martin Dingman - Morgan. Color Chocolate. Low Stock. On sale for $210.00. MSRP $350.00. 40% off.

Low Stock

Brown Martin Dingman Morgan

Brown Martin Dingman Morgan

Brand Name: Martin Dingman
Product Name: Morgan
Gender: Men's
Color: Chocolate
Price: $210MSRP: $35040% OFF
Rating

Vince - Jerome. Color Cocoa Brown Leather. On sale for $300.00. MSRP $330.00. 9% off.

Brown Vince Jerome

Brown Vince Jerome

Brand Name: Vince
Product Name: Jerome
Gender: Men's
Color: Cocoa Brown Leather
Price: $300MSRP: $3309% OFF
Rating

To Boot New York - Gilmour. Color Black. Low Stock. $525.00.

Low Stock

Black To Boot New York Gilmour

Black To Boot New York Gilmour

Brand Name: To Boot New York
Product Name: Gilmour
Gender: Men's
Color: Black
Price: $525
Rating

Johnston & Murphy - Dudley Lug Wingtip Boots. Color Navy Multi Hand-stained Calfskin. On sale for $227.50. MSRP $325.00. 30% off. 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: $227.50MSRP: $32530% OFF
Rating: 3Rated 3 stars out of 5(1)

Ariat - Barrett Western Boots. Color Nearly Brown. Low Stock. On sale for $129.97. MSRP $259.95. 50% off.

Low Stock

Brown Ariat Barrett Western Boots

Brown Ariat Barrett Western Boots

Brand Name: Ariat
Product Name: Barrett Western Boots
Gender: Men's
Color: Nearly Brown
Price: $129.97MSRP: $259.9550% OFF
Rating

Dockers - Dylan. Color Briar. On sale for $51.46. MSRP $95.00. 46% off. 3.7 out of 5 stars

Brown Dockers Dylan

Brown Dockers Dylan

+3

Brand Name: Dockers
Product Name: Dylan
Gender: Men's
Color: Briar
Price: $51.46MSRP: $9546% OFF
Rating: 4Rated 4 stars out of 5(3)

Blundstone - Dress Chelsea Boots. Color Steel Grey Suede. $194.95. 4.0 out of 5 stars

Gray Blundstone Dress Chelsea Boots

Gray Blundstone Dress Chelsea Boots

+2

Brand Name: Blundstone
Product Name: Dress Chelsea Boots
Gender: Unisex
Color: Steel Grey Suede
Price: $194.95
Rating: 4Rated 4 stars out of 5(7)

Cole Haan - Roundhill Grand Chukka Boots. Color Woodbury/Dark Natural/Dark Natural. Low Stock. $259.95.

Low Stock

Brown Cole Haan Roundhill Grand Chukka Boots

Brown Cole Haan Roundhill Grand Chukka Boots

+3

Brand Name: Cole Haan
Product Name: Roundhill Grand Chukka Boots
Gender: Men's
Color: Woodbury/Dark Natural/Dark Natural
Price: $259.95
Rating

Florsheim - Lodge Cap Toe Lace-Up Boots. Color Brown Crazy Horse. $155.00. 4.6 out of 5 stars

Brown Florsheim Lodge Cap Toe Lace-Up Boots

Brown Florsheim Lodge Cap Toe Lace-Up Boots

+3

Brand Name: Florsheim
Product Name: Lodge Cap Toe Lace-Up Boots
Gender: Men's
Color: Brown Crazy Horse
Price: $155
Rating: 5Rated 5 stars out of 5(226)

Clarks - Shepton. Color Dark Brown Leather. On sale for $69.99. MSRP $110.00. 36% off. 2.3 out of 5 stars

Brown Clarks Shepton

Brown Clarks Shepton

+5

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Dark Brown Leather
Price: $69.99MSRP: $11036% OFF
Rating: 2Rated 2 stars out of 5(9)

Frye - Barrett Lace Up. Color Golden Rod. On sale for $155.75. MSRP $248.00. 37% off. 5.0 out of 5 stars

Tan Frye Barrett Lace Up

Tan Frye Barrett Lace Up

+3

Brand Name: Frye
Product Name: Barrett Lace Up
Gender: Men's
Color: Golden Rod
Price: $155.75MSRP: $24837% OFF
Rating: 5Rated 5 stars out of 5(3)

Dansko - Sigourney. Color Mushroom. On sale for $129.09. MSRP $184.95. 30% off. 3.5 out of 5 stars

Neutral Dansko Sigourney

Neutral Dansko Sigourney

+3

Brand Name: Dansko
Product Name: Sigourney
Gender: Women's
Color: Mushroom
Price: $129.09MSRP: $184.9530% OFF
Rating: 4Rated 4 stars out of 5(32)

Born - Ryker. Color Black. On sale for $82.50. MSRP $150.00. 45% off. 1.0 out of 5 stars

Black Born Ryker

Black Born Ryker

+2

Brand Name: Born
Product Name: Ryker
Gender: Men's
Color: Black
Price: $82.50MSRP: $15045% OFF
Rating: 1Rated 1 star out of 5(2)

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $149.04. MSRP $194.95. 24% 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: $149.04MSRP: $194.9524% OFF
Rating: 4Rated 4 stars out of 5(1)

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

Black Stacy Adams Kaius Double Monk Strap Boots

Black Stacy Adams Kaius Double Monk Strap Boots

+2

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

Deer Stags - Bangor. Color Black/Black. On sale for $54.37. 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: $54.37MSRP: $9040% OFF
Rating: 4Rated 4 stars out of 5(14)

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