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

Medium Size Stretch Block Heel Boots

20 items found

Sort By

Your Selections

Search Results

Born - Hemlock. Color Black Full Grain. $145.00. 4.3 out of 5 stars

Black Born Hemlock

Black Born Hemlock

+2

Brand Name: Born
Product Name: Hemlock
Gender: Men's
Color: Black Full Grain
Price: $145.00
Rating: 4Rated 4 stars out of 5(189)

Hunter - Original Chelsea. Color Navy. Low Stock. On sale for $99.95. MSRP $175.00. 43% off. 4.2 out of 5 stars

Low Stock

Navy Hunter Original Chelsea

Navy Hunter Original Chelsea

+3

Brand Name: Hunter
Product Name: Original Chelsea
Gender: Men's
Color: Navy
Price: $99.95MSRP: $175.0043% OFF
Rating: 4Rated 4 stars out of 5(20)

Deer Stags - Rockland. Color Redwood/Dark Brown. On sale for $64.99. MSRP $90.00. 28% off. 3.7 out of 5 stars

Brown Deer Stags Rockland

Brown Deer Stags Rockland

+1

Brand Name: Deer Stags
Product Name: Rockland
Gender: Men's
Color: Redwood/Dark Brown
Price: $64.99MSRP: $90.0028% OFF
Rating: 4Rated 4 stars out of 5(31)

Dr. Martens - 2976 Yellow Stitch Smooth Leather Chelsea Boots. Color Black Smooth. $169.95. 3.8 out of 5 stars

Black Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

Black Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

+2

Brand Name: Dr. Martens
Product Name: 2976 Yellow Stitch Smooth Leather Chelsea Boots
Gender: Unisex
Color: Black Smooth
Price: $169.95
Rating: 4Rated 4 stars out of 5(38)

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Black. Low Stock. On sale for $99.99. MSRP $145.00. 31% off. 4.7 out of 5 stars

Low Stock

Black Stacy Adams Maury Cap Toe Chelsea Boot

Black Stacy Adams Maury Cap Toe Chelsea Boot

+3

Brand Name: Stacy Adams
Product Name: Maury Cap Toe Chelsea Boot
Gender: Men's
Color: Black
Price: $99.99MSRP: $145.0031% OFF
Rating: 5Rated 5 stars out of 5(41)

Tommy Hilfiger - Sesame. Color Medium Brown Burnished. On sale for $60.69. MSRP $119.00. 49% off. 5.0 out of 5 stars

Brown Tommy Hilfiger Sesame

Brown Tommy Hilfiger Sesame

+2

Brand Name: Tommy Hilfiger
Product Name: Sesame
Gender: Men's
Color: Medium Brown Burnished
Price: $60.69MSRP: $119.0049% OFF
Rating: 5Rated 5 stars out of 5(2)

Johnston & Murphy - XC Flex Raleigh Chelsea. Color Tan Full Grain. $184.95. 4.4 out of 5 stars

Tan Johnston & Murphy XC Flex Raleigh Chelsea

Tan Johnston & Murphy XC Flex Raleigh Chelsea

Brand Name: Johnston & Murphy
Product Name: XC Flex Raleigh Chelsea
Gender: Men's
Color: Tan Full Grain
Price: $184.95
Rating: 4Rated 4 stars out of 5(69)

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

Low Stock

Black Marc Joseph New York Austin

Black Marc Joseph New York Austin

+2

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)

Ariat - Hybrid Low Western Boot. Color Stone. $159.95. 4.4 out of 5 stars

White Ariat Hybrid Low Western Boot

White Ariat Hybrid Low Western Boot

Brand Name: Ariat
Product Name: Hybrid Low Western Boot
Gender: Men's
Color: Stone
Price: $159.95
Rating: 4Rated 4 stars out of 5(141)

Ariat - Booker Ultra Square Toe Western Boots. Color Oily Distressed Tan. $149.95. 4.4 out of 5 stars

Tan Ariat Booker Ultra Square Toe Western Boots

Tan Ariat Booker Ultra Square Toe Western Boots

+3

Brand Name: Ariat
Product Name: Booker Ultra Square Toe Western Boots
Gender: Men's
Color: Oily Distressed Tan
Price: $149.95
Rating: 4Rated 4 stars out of 5(97)

To Boot New York - Largo. Color Brown. $495.00. 5.0 out of 5 stars

Brown To Boot New York Largo

Brown To Boot New York Largo

+1

Brand Name: To Boot New York
Product Name: Largo
Gender: Men's
Color: Brown
Price: $495.00
Rating: 5Rated 5 stars out of 5(3)

Dr. Martens - 2976 Quad Smooth Leather Platform Chelsea Boots. Color Black Polished Smooth. $209.95. 4.2 out of 5 stars

Black Dr. Martens 2976 Quad Smooth Leather Platform Chelsea Boots

Black Dr. Martens 2976 Quad Smooth Leather Platform Chelsea Boots

Brand Name: Dr. Martens
Product Name: 2976 Quad Smooth Leather Platform Chelsea Boots
Gender: Unisex
Color: Black Polished Smooth
Price: $209.95
Rating: 4Rated 4 stars out of 5(34)

Tommy Hilfiger - Berton. Color Cognac. On sale for $80.35. MSRP $119.00. 32% off.

Tan Tommy Hilfiger Berton

Tan Tommy Hilfiger Berton

+2

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Cognac
Price: $80.35MSRP: $119.0032% OFF
Rating

. Nisolo - All-Weather Chelsea Boot. Color Dark Tobacco. $260.00. 2.0 out of 5 stars

Red Nisolo All-Weather Chelsea Boot

Red Nisolo All-Weather Chelsea Boot

Brand Name: Nisolo
Product Name: All-Weather Chelsea Boot
Gender: Men's
Color: Dark Tobacco
Price: $260.00
Rating: 2Rated 2 stars out of 5(1)

Steve Madden - Duke. Color Cognac Leather. $140.00. 5.0 out of 5 stars

Brown Steve Madden Duke

Brown Steve Madden Duke

+2

Brand Name: Steve Madden
Product Name: Duke
Gender: Men's
Color: Cognac Leather
Price: $140.00
Rating: 5Rated 5 stars out of 5(1)

Dr. Martens - 2976 Smooth Leather Chelsea Boots. Color Black Smooth. Low Stock. $169.95. 4.0 out of 5 stars

Low Stock

Black Dr. Martens 2976 Smooth Leather Chelsea Boots

Black Dr. Martens 2976 Smooth Leather Chelsea Boots

Brand Name: Dr. Martens
Product Name: 2976 Smooth Leather Chelsea Boots
Gender: Unisex
Color: Black Smooth
Price: $169.95
Rating: 4Rated 4 stars out of 5(72)

Eastland 1955 Edition - Daily Double. Color Brown Nubuck. On sale for $82.32. MSRP $125.00. 34% off. 3.4 out of 5 stars

Brown Eastland 1955 Edition Daily Double

Brown Eastland 1955 Edition Daily Double

+3

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Brown Nubuck
Price: $82.32MSRP: $125.0034% OFF
Rating: 3Rated 3 stars out of 5(14)

Tommy Hilfiger - Ibadan. Color Black/Medium Brown. Low Stock. On sale for $54.98. MSRP $109.95. 50% off.

Low Stock

Black Tommy Hilfiger Ibadan

Black Tommy Hilfiger Ibadan

Brand Name: Tommy Hilfiger
Product Name: Ibadan
Gender: Men's
Color: Black/Medium Brown
Price: $54.98MSRP: $109.9550% OFF
Rating

Nunn Bush - 1912 Plain Toe Chelsea Boot. Color Black. Low Stock. On sale for $59.90. MSRP $115.00. 48% 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: $59.90MSRP: $115.0048% OFF
Rating: 4Rated 4 stars out of 5(14)

Stacy Adams - Finney Cap Toe Chelsea Boot. Color Navy Multi. Low Stock. On sale for $118.37. MSRP $160.00. 26% off. 4.7 out of 5 stars

Low Stock

Blue Stacy Adams Finney Cap Toe Chelsea Boot

Blue Stacy Adams Finney Cap Toe Chelsea Boot

Brand Name: Stacy Adams
Product Name: Finney Cap Toe Chelsea Boot
Gender: Men's
Color: Navy Multi
Price: $118.37MSRP: $160.0026% OFF
Rating: 5Rated 5 stars out of 5(13)

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.)