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

Size 8.5 N Size Leather Comfort Shoes

60 items found

Sort By

Your Selections

Search Results

Birkenstock - Arizona Soft Footbed - Oiled Leather (Unisex). Color Habana Oiled Leather. $145.00. 4.5 out of 5 stars

Brown Birkenstock Arizona Soft Footbed - Oiled Leather (Unisex)

Brown Birkenstock Arizona Soft Footbed - Oiled Leather (Unisex)

+7

Brand Name: Birkenstock
Product Name: Arizona Soft Footbed - Oiled Leather (Unisex)
Gender: Unisex
Color: Habana Oiled Leather
Price: $145.00
Rating: 5Rated 5 stars out of 5(2502)

Birkenstock - Arizona - Oiled Leather (Unisex). Color Tobacco Oiled Leather. $130.00. 4.5 out of 5 stars

Brown Birkenstock Arizona - Oiled Leather (Unisex)

Brown Birkenstock Arizona - Oiled Leather (Unisex)

+4

Brand Name: Birkenstock
Product Name: Arizona - Oiled Leather (Unisex)
Gender: Unisex
Color: Tobacco Oiled Leather
Price: $130.00
Rating: 4Rated 4 stars out of 5(1475)

Birkenstock - Arizona - Birkibuc™ (Unisex). Color Mocha Birkibuc™. $110.00. 4.6 out of 5 stars

Taupe Birkenstock Arizona - Birkibuc™ (Unisex)

Taupe Birkenstock Arizona - Birkibuc™ (Unisex)

+2

Brand Name: Birkenstock
Product Name: Arizona - Birkibuc™ (Unisex)
Gender: Unisex
Color: Mocha Birkibuc™
Price: $110.00
Rating: 5Rated 5 stars out of 5(709)

Birkenstock - Boston Super Grip (Unisex). Color Black Leather. $155.00. 4.2 out of 5 stars

Black Birkenstock Boston Super Grip (Unisex)

Black Birkenstock Boston Super Grip (Unisex)

Brand Name: Birkenstock
Product Name: Boston Super Grip (Unisex)
Gender: Unisex
Color: Black Leather
Price: $155.00
Rating: 4Rated 4 stars out of 5(61)

Birkenstock - Arizona Soft Footbed - Leather (Unisex). Color White Leather. $140.00. 3.9 out of 5 stars

White Birkenstock Arizona Soft Footbed - Leather (Unisex)

White Birkenstock Arizona Soft Footbed - Leather (Unisex)

Brand Name: Birkenstock
Product Name: Arizona Soft Footbed - Leather (Unisex)
Gender: Unisex
Color: White Leather
Price: $140.00
Rating: 4Rated 4 stars out of 5(19)

Birkenstock - Kyoto - Suede (Unisex). Color Black Suede 1. $150.00. 4.2 out of 5 stars

Black Birkenstock Kyoto - Suede (Unisex)

Black Birkenstock Kyoto - Suede (Unisex)

+2

Brand Name: Birkenstock
Product Name: Kyoto - Suede (Unisex)
Gender: Unisex
Color: Black Suede 1
Price: $150.00
Rating: 4Rated 4 stars out of 5(70)

Birkenstock - Tokyo Super Grip. Color Black Leather. $155.00. 4.3 out of 5 stars

Black Birkenstock Tokyo Super Grip

Black Birkenstock Tokyo Super Grip

+2

Brand Name: Birkenstock
Product Name: Tokyo Super Grip
Gender: Unisex
Color: Black Leather
Price: $155.00
Rating: 4Rated 4 stars out of 5(52)

Dansko - Professional. Color Black Oiled. $134.95. 4.0 out of 5 stars

Black Dansko Professional

Black Dansko Professional

+14

Brand Name: Dansko
Product Name: Professional
Gender: Unisex
Color: Black Oiled
Price: $134.95
Rating: 4Rated 4 stars out of 5(1444)

Birkenstock - London. Color Black. $170.00. 4.4 out of 5 stars

Black Birkenstock London

Black Birkenstock London

+3

Brand Name: Birkenstock
Product Name: London
Gender: Unisex
Color: Black
Price: $170.00
Rating: 4Rated 4 stars out of 5(464)

Dunham - Cloud Waterproof. Color Grey. $149.95. 4.1 out of 5 stars

Gray Dunham Cloud Waterproof

Gray Dunham Cloud Waterproof

+6

Brand Name: Dunham
Product Name: Cloud Waterproof
Gender: Men's
Color: Grey
Price: $149.95
Rating: 4Rated 4 stars out of 5(379)

. Birkenstock - Boston Soft Footbed - Suede (Unisex). Color Taupe Suede. $160.00. 4.5 out of 5 stars

Taupe Birkenstock Boston Soft Footbed - Suede (Unisex)

Taupe Birkenstock Boston Soft Footbed - Suede (Unisex)

+4

Brand Name: Birkenstock
Product Name: Boston Soft Footbed - Suede (Unisex)
Gender: Unisex
Color: Taupe Suede
Price: $160.00
Rating: 4Rated 4 stars out of 5(1727)

Birkenstock - Boston Soft Footbed - Oiled Leather (Unisex). Color Habana Oiled Leather. $160.00. 4.3 out of 5 stars

Brown Birkenstock Boston Soft Footbed - Oiled Leather (Unisex)

Brown Birkenstock Boston Soft Footbed - Oiled Leather (Unisex)

+3

Brand Name: Birkenstock
Product Name: Boston Soft Footbed - Oiled Leather (Unisex)
Gender: Unisex
Color: Habana Oiled Leather
Price: $160.00
Rating: 4Rated 4 stars out of 5(244)

Birkenstock - Bend - Leather (Unisex). Color White Leather. $155.00. 4.2 out of 5 stars

White Birkenstock Bend - Leather (Unisex)

White Birkenstock Bend - Leather (Unisex)

+2

Brand Name: Birkenstock
Product Name: Bend - Leather (Unisex)
Gender: Unisex
Color: White Leather
Price: $155.00
Rating: 4Rated 4 stars out of 5(373)

Rockport - Main Route Northfield Waterproof. Color Black Leather. On sale for $89.95. MSRP $120.00.. 4.3 out of 5 stars

Black Rockport Main Route Northfield Waterproof

Black Rockport Main Route Northfield Waterproof

+3

Brand Name: Rockport
Product Name: Main Route Northfield Waterproof
Gender: Men's
Color: Black Leather
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(1404)

SAS - Bout Time. Color Black. $234.95. 4.7 out of 5 stars

Black SAS Bout Time

Black SAS Bout Time

+4

Brand Name: SAS
Product Name: Bout Time
Gender: Men's
Color: Black
Price: $234.95
Rating: 5Rated 5 stars out of 5(190)

SAS - Aden. Color Black. $264.95. 4.3 out of 5 stars

Black SAS Aden

Black SAS Aden

+2

Brand Name: SAS
Product Name: Aden
Gender: Men's
Color: Black
Price: $264.95
Rating: 4Rated 4 stars out of 5(52)

SAS - Move On. Color Chocolate. $224.95. 4.7 out of 5 stars

Brown SAS Move On

Brown SAS Move On

+1

Brand Name: SAS
Product Name: Move On
Gender: Men's
Color: Chocolate
Price: $224.95
Rating: 5Rated 5 stars out of 5(121)

SAS - Bravo. Color Brown. $198.95. 4.7 out of 5 stars

Brown SAS Bravo

Brown SAS Bravo

Brand Name: SAS
Product Name: Bravo
Gender: Men's
Color: Brown
Price: $198.95
Rating: 5Rated 5 stars out of 5(121)

SAS - Endeavor. Color Stampede. Low Stock. $204.95. 4.5 out of 5 stars

3 left in stock

Blue SAS Endeavor

Blue SAS Endeavor

+2

Brand Name: SAS
Product Name: Endeavor
Gender: Men's
Color: Stampede
Price: $204.95
Rating: 5Rated 5 stars out of 5(66)

SAS - Maverick. Color Naught. $214.95. 4.2 out of 5 stars

Black SAS Maverick

Black SAS Maverick

+5

Brand Name: SAS
Product Name: Maverick
Gender: Men's
Color: Naught
Price: $214.95
Rating: 4Rated 4 stars out of 5(67)

SAS - Ace. Color Black. $194.95. 4.6 out of 5 stars

Black SAS Ace

Black SAS Ace

Brand Name: SAS
Product Name: Ace
Gender: Men's
Color: Black
Price: $194.95
Rating: 5Rated 5 stars out of 5(38)

Rockport - Big Bucks Margin. Color Black Leather. On sale for $89.95. MSRP $114.95.. 4.5 out of 5 stars

Black Rockport Big Bucks Margin

Black Rockport Big Bucks Margin

+3

Brand Name: Rockport
Product Name: Big Bucks Margin
Gender: Men's
Color: Black Leather
Price: $89.95MSRP: $114.95
Rating: 5Rated 5 stars out of 5(1516)

Rockport - Taylor Waterproof Plain Toe. Color Black. $124.95. 4.3 out of 5 stars

Black Rockport Taylor Waterproof Plain Toe

Black Rockport Taylor Waterproof Plain Toe

Brand Name: Rockport
Product Name: Taylor Waterproof Plain Toe
Gender: Men's
Color: Black
Price: $124.95
Rating: 4Rated 4 stars out of 5(27)

Rockport - Taylor Waterproof Cap Toe. Color Black. $124.95. 3.8 out of 5 stars

Black Rockport Taylor Waterproof Cap Toe

Black Rockport Taylor Waterproof Cap Toe

+2

Brand Name: Rockport
Product Name: Taylor Waterproof Cap Toe
Gender: Men's
Color: Black
Price: $124.95
Rating: 4Rated 4 stars out of 5(58)

Dunham - Midland Oxford Waterproof. Color Black Polished Leather. $149.95. 3.9 out of 5 stars

Black Dunham Midland Oxford Waterproof

Black Dunham Midland Oxford Waterproof

Brand Name: Dunham
Product Name: Midland Oxford Waterproof
Gender: Men's
Color: Black Polished Leather
Price: $149.95
Rating: 4Rated 4 stars out of 5(179)

Allen Edmonds - Park Avenue Oxford. Color Black Custom Calf. $425.00. 4.4 out of 5 stars

Black Allen Edmonds Park Avenue Oxford

Black Allen Edmonds Park Avenue Oxford

+2

Brand Name: Allen Edmonds
Product Name: Park Avenue Oxford
Gender: Men's
Color: Black Custom Calf
Price: $425.00
Rating: 4Rated 4 stars out of 5(199)

Dunham - Windsor Waterproof. Color Brown Waterproof Milled Leather. $149.95. 4.4 out of 5 stars

Brown Dunham Windsor Waterproof

Brown Dunham Windsor Waterproof

Brand Name: Dunham
Product Name: Windsor Waterproof
Gender: Men's
Color: Brown Waterproof Milled Leather
Price: $149.95
Rating: 4Rated 4 stars out of 5(366)

Propet - Stability Walker Medicare/HCPCS Code = A5500 Diabetic Shoe. Color Black Leather. On sale for $104.99. MSRP $109.95.. 4.1 out of 5 stars

Black Propet Stability Walker Medicare/HCPCS Code = A5500 Diabetic Shoe

Black Propet Stability Walker Medicare/HCPCS Code = A5500 Diabetic Shoe

+5

Brand Name: Propet
Product Name: Stability Walker Medicare/HCPCS Code = A5500 Diabetic Shoe
Gender: Men's
Color: Black Leather
Price: $104.99MSRP: $109.95
Rating: 4Rated 4 stars out of 5(756)

Florsheim - Berkley Penny Loafer. Color Black. $129.95. 4.1 out of 5 stars

Black Florsheim Berkley Penny Loafer

Black Florsheim Berkley Penny Loafer

+2

Brand Name: Florsheim
Product Name: Berkley Penny Loafer
Gender: Men's
Color: Black
Price: $129.95
Rating: 4Rated 4 stars out of 5(1219)

Dunham - Captain. Color Tan Leather. $139.95. 4.5 out of 5 stars

Tan Dunham Captain

Tan Dunham Captain

+4

Brand Name: Dunham
Product Name: Captain
Gender: Men's
Color: Tan Leather
Price: $139.95
Rating: 5Rated 5 stars out of 5(609)

Dunham - Battery Park Slip-On. Color Black Polished Leather. $149.95. 4.3 out of 5 stars

Black Dunham Battery Park Slip-On

Black Dunham Battery Park Slip-On

+2

Brand Name: Dunham
Product Name: Battery Park Slip-On
Gender: Men's
Color: Black Polished Leather
Price: $149.95
Rating: 4Rated 4 stars out of 5(134)

Dunham - Winslow Waterproof. Color Brown Polishable Leather. $149.95. 4.5 out of 5 stars

Brown Dunham Winslow Waterproof

Brown Dunham Winslow Waterproof

+2

Brand Name: Dunham
Product Name: Winslow Waterproof
Gender: Men's
Color: Brown Polishable Leather
Price: $149.95
Rating: 4Rated 4 stars out of 5(148)

Rockport - ProWalker M7100. Color White. On sale for $79.95. MSRP $120.00.. 4.1 out of 5 stars

White Rockport ProWalker M7100

White Rockport ProWalker M7100

+3

Brand Name: Rockport
Product Name: ProWalker M7100
Gender: Men's
Color: White
Price: $79.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(986)

SAS - Time Out. Color Black. $214.95. 4.6 out of 5 stars

Black SAS Time Out

Black SAS Time Out

+5

Brand Name: SAS
Product Name: Time Out
Gender: Men's
Color: Black
Price: $214.95
Rating: 5Rated 5 stars out of 5(220)

SAS - Side Gore. Color Black. $234.95. 4.7 out of 5 stars

Black SAS Side Gore

Black SAS Side Gore

+5

Brand Name: SAS
Product Name: Side Gore
Gender: Men's
Color: Black
Price: $234.95
Rating: 5Rated 5 stars out of 5(136)

Rockport - Ports of Call Perth. Color Beeswax/Dark Brown Leather. $149.95. 4.2 out of 5 stars

Brown Rockport Ports of Call Perth

Brown Rockport Ports of Call Perth

+4

Brand Name: Rockport
Product Name: Ports of Call Perth
Gender: Men's
Color: Beeswax/Dark Brown Leather
Price: $149.95
Rating: 4Rated 4 stars out of 5(468)

SAS - Navigator Non-Slip. Color Black. $214.95. 4.4 out of 5 stars

Black SAS Navigator Non-Slip

Black SAS Navigator Non-Slip

Brand Name: SAS
Product Name: Navigator Non-Slip
Gender: Men's
Color: Black
Price: $214.95
Rating: 4Rated 4 stars out of 5(88)

SAS - Journey Lux. Color Hazel. $244.95. 4.6 out of 5 stars

Brown SAS Journey Lux

Brown SAS Journey Lux

Brand Name: SAS
Product Name: Journey Lux
Gender: Men's
Color: Hazel
Price: $244.95
Rating: 5Rated 5 stars out of 5(82)

Rockport - Northfield. Color New Dress Blues Leather. On sale for $89.95. MSRP $119.95.. 2.8 out of 5 stars

Black Rockport Northfield

Black Rockport Northfield

+3

Brand Name: Rockport
Product Name: Northfield
Gender: Men's
Color: New Dress Blues Leather
Price: $89.95MSRP: $119.95
Rating: 3Rated 3 stars out of 5(4)

SAS - Guardian Non-Slip. Color Black. $214.95. 4.7 out of 5 stars

Black SAS Guardian Non-Slip

Black SAS Guardian Non-Slip

Brand Name: SAS
Product Name: Guardian Non-Slip
Gender: Men's
Color: Black
Price: $214.95
Rating: 5Rated 5 stars out of 5(110)

Sperry - Authentic Original. Color Ice. $74.90. 4.5 out of 5 stars

White Sperry Authentic Original

White Sperry Authentic Original

+9

Brand Name: Sperry
Product Name: Authentic Original
Gender: Men's
Color: Ice
Price: $74.90
Rating: 4Rated 4 stars out of 5(5499)

SAS - Venture. Color Black. $214.95. 4.7 out of 5 stars

Black SAS Venture

Black SAS Venture

+4

Brand Name: SAS
Product Name: Venture
Gender: Men's
Color: Black
Price: $214.95
Rating: 5Rated 5 stars out of 5(91)

SAS - Weekend Slip-On. Color Black. $194.95. 4.5 out of 5 stars

Black SAS Weekend Slip-On

Black SAS Weekend Slip-On

+1

Brand Name: SAS
Product Name: Weekend Slip-On
Gender: Men's
Color: Black
Price: $194.95
Rating: 5Rated 5 stars out of 5(62)

SAS - VTO. Color Black. $214.95. 4.6 out of 5 stars

Black SAS VTO

Black SAS VTO

Brand Name: SAS
Product Name: VTO
Gender: Men's
Color: Black
Price: $214.95
Rating: 5Rated 5 stars out of 5(121)

SAS - Decksider. Color New Briar. $214.95. 4.3 out of 5 stars

Brown SAS Decksider

Brown SAS Decksider

+2

Brand Name: SAS
Product Name: Decksider
Gender: Men's
Color: New Briar
Price: $214.95
Rating: 4Rated 4 stars out of 5(61)

SAS - High Street. Color Hazel. $234.95. 4.5 out of 5 stars

Brown SAS High Street

Brown SAS High Street

+8

Brand Name: SAS
Product Name: High Street
Gender: Men's
Color: Hazel
Price: $234.95
Rating: 5Rated 5 stars out of 5(96)

Allen Edmonds - Randolph. Color Black Calf. $425.00. 3.5 out of 5 stars

Black Allen Edmonds Randolph

Black Allen Edmonds Randolph

Brand Name: Allen Edmonds
Product Name: Randolph
Gender: Men's
Color: Black Calf
Price: $425.00
Rating: 3Rated 3 stars out of 5(11)

SAS - 7Eventy6ix-Y. Color Retrograde. $234.95. 4.6 out of 5 stars

Blue SAS 7Eventy6ix-Y

Blue SAS 7Eventy6ix-Y

+5

Brand Name: SAS
Product Name: 7Eventy6ix-Y
Gender: Men's
Color: Retrograde
Price: $234.95
Rating: 5Rated 5 stars out of 5(14)

SAS - High Street V. Color Gravity. $234.95. 4.9 out of 5 stars

Purple SAS High Street V

Purple SAS High Street V

+3

Brand Name: SAS
Product Name: High Street V
Gender: Men's
Color: Gravity
Price: $234.95
Rating: 5Rated 5 stars out of 5(20)

SAS - Woodlawn. Color Licorice. $234.95. 3.0 out of 5 stars

Multi SAS Woodlawn

Multi SAS Woodlawn

Brand Name: SAS
Product Name: Woodlawn
Gender: Men's
Color: Licorice
Price: $234.95
Rating: 3Rated 3 stars out of 5(6)

SAS - Camino. Color Taupe. Low Stock. $278.95. 4.6 out of 5 stars

9 left in stock

Taupe SAS Camino

Taupe SAS Camino

+3

Brand Name: SAS
Product Name: Camino
Gender: Men's
Color: Taupe
Price: $278.95
Rating: 5Rated 5 stars out of 5(63)

Florsheim - Berkley Flex Penny Loafer. Color Brown Crazy Horse. $124.95. 4.2 out of 5 stars

Brown Florsheim Berkley Flex Penny Loafer

Brown Florsheim Berkley Flex Penny Loafer

+5

Brand Name: Florsheim
Product Name: Berkley Flex Penny Loafer
Gender: Men's
Color: Brown Crazy Horse
Price: $124.95
Rating: 4Rated 4 stars out of 5(154)

Rockport - World Tour Classic Walking Shoe. Color Chocolate Nubuck. On sale for $114.95. MSRP $120.00.. 4.3 out of 5 stars

Brown Rockport World Tour Classic Walking Shoe

Brown Rockport World Tour Classic Walking Shoe

+2

Brand Name: Rockport
Product Name: World Tour Classic Walking Shoe
Gender: Men's
Color: Chocolate Nubuck
Price: $114.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(3003)

Dunham - Cloud Plus Waterproof Slip-On. Color Black Leather. $139.95. 3.9 out of 5 stars

Black Dunham Cloud Plus Waterproof Slip-On

Black Dunham Cloud Plus Waterproof Slip-On

Brand Name: Dunham
Product Name: Cloud Plus Waterproof Slip-On
Gender: Men's
Color: Black Leather
Price: $139.95
Rating: 4Rated 4 stars out of 5(94)

Rockport - Taylor Waterproof Slip-On. Color Black. $124.95. 2.7 out of 5 stars

Black Rockport Taylor Waterproof Slip-On

Black Rockport Taylor Waterproof Slip-On

Brand Name: Rockport
Product Name: Taylor Waterproof Slip-On
Gender: Men's
Color: Black
Price: $124.95
Rating: 3Rated 3 stars out of 5(24)

Dunham - Cloud Plus Waterproof Lace-Up. Color Black. $139.95. 3.9 out of 5 stars

Black Dunham Cloud Plus Waterproof Lace-Up

Black Dunham Cloud Plus Waterproof Lace-Up

+2

Brand Name: Dunham
Product Name: Cloud Plus Waterproof Lace-Up
Gender: Men's
Color: Black
Price: $139.95
Rating: 4Rated 4 stars out of 5(258)

Florsheim - Riva. Color Black Nappa. $129.95. 4.6 out of 5 stars

Black Florsheim Riva

Black Florsheim Riva

+1

Brand Name: Florsheim
Product Name: Riva
Gender: Men's
Color: Black Nappa
Price: $129.95
Rating: 5Rated 5 stars out of 5(1738)

FootJoy - Traditions Blucher Golf Shoes. Color White/White/Navy. $149.95. 4.8 out of 5 stars

White FootJoy Traditions Blucher Golf Shoes

White FootJoy Traditions Blucher Golf Shoes

+4

Brand Name: FootJoy
Product Name: Traditions Blucher Golf Shoes
Gender: Men's
Color: White/White/Navy
Price: $149.95
Rating: 5Rated 5 stars out of 5(47)

SAS - Diplomat. Color Black. $264.95. 4.4 out of 5 stars

Black SAS Diplomat

Black SAS Diplomat

Brand Name: SAS
Product Name: Diplomat
Gender: Men's
Color: Black
Price: $264.95
Rating: 4Rated 4 stars out of 5(55)

Florsheim - Como Slip-On Loafer. Color Black. On sale for $119.95. MSRP $130.00.. 4.5 out of 5 stars

Black Florsheim Como Slip-On Loafer

Black Florsheim Como Slip-On Loafer

Brand Name: Florsheim
Product Name: Como Slip-On Loafer
Gender: Men's
Color: Black
Price: $119.95MSRP: $130.00
Rating: 4Rated 4 stars out of 5(516)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.