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

Men's Size 8.5 Leather Sandals

63 items found

Sort By

Your Selections

Search Results

Rockport - Darwyn Slide. Color Coach Brown. On sale for $51.51. MSRP $85.00.. 3.4 out of 5 stars

Brown Rockport Darwyn Slide

Brown Rockport Darwyn Slide

+2

Brand Name: Rockport
Product Name: Darwyn Slide
Color: Coach Brown
Price: $51.51MSRP: $85.00
Rating: 3Rated 3 stars out of 5(56)

Deer Stags - Bamboo2 Huarache. Color Black Leather. On sale for $54.99. MSRP $95.00.. 4.1 out of 5 stars

Black Deer Stags Bamboo2 Huarache

Black Deer Stags Bamboo2 Huarache

Brand Name: Deer Stags
Product Name: Bamboo2 Huarache
Color: Black Leather
Price: $54.99MSRP: $95.00
Rating: 4Rated 4 stars out of 5(89)

Rockport - Darwyn Cross Band. Color Coach Brown Leather. On sale for $55.25. MSRP $85.00.. 3.7 out of 5 stars

Brown Rockport Darwyn Cross Band

Brown Rockport Darwyn Cross Band

Brand Name: Rockport
Product Name: Darwyn Cross Band
Color: Coach Brown Leather
Price: $55.25MSRP: $85.00
Rating: 4Rated 4 stars out of 5(93)

Propet - Easton. Color Grey. $69.95. 3.9 out of 5 stars

Gray Propet Easton

Gray Propet Easton

+4

Brand Name: Propet
Product Name: Easton
Color: Grey
Price: $69.95
Rating: 4Rated 4 stars out of 5(28)

Marc Joseph New York - Roman Court. Color Black Grainy. Low Stock. On sale for $69.95. MSRP $165.00.. 4.4 out of 5 stars

9 left in stock

Black Marc Joseph New York Roman Court

Black Marc Joseph New York Roman Court

Brand Name: Marc Joseph New York
Product Name: Roman Court
Color: Black Grainy
Price: $69.95MSRP: $165.00
Rating: 4Rated 4 stars out of 5(5)

Clarks - Walkford Fish. Color Black Tumbled Leather. On sale for $69.99. MSRP $90.00..

Black Clarks Walkford Fish

Black Clarks Walkford Fish

+2 colors/patterns

Brand Name: Clarks
Product Name: Walkford Fish
Color: Black Tumbled Leather
Price: $69.99MSRP: $90.00
Rating

Propet - Vero. Color Brown. $74.95. 4.3 out of 5 stars

Brown Propet Vero

Brown Propet Vero

+2

Brand Name: Propet
Product Name: Vero
Color: Brown
Price: $74.95
Rating: 4Rated 4 stars out of 5(55)

Rockport - Darwyn Fishermen. Color Brown II Leather. On sale for $79.95. MSRP $100.00.. 4.1 out of 5 stars

Brown Rockport Darwyn Fishermen

Brown Rockport Darwyn Fishermen

Brand Name: Rockport
Product Name: Darwyn Fishermen
Color: Brown II Leather
Price: $79.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(183)

. Marc Joseph New York - South Street. Color Cognac Grainy. On sale for $79.95. MSRP $155.00..

Brown Marc Joseph New York South Street

Brown Marc Joseph New York South Street

Brand Name: Marc Joseph New York
Product Name: South Street
Color: Cognac Grainy
Price: $79.95MSRP: $155.00
Rating

Rockport - Darwyn Quarter Strap. Color Brown II Leather. On sale for $79.95. MSRP $95.00.. 3.8 out of 5 stars

Brown Rockport Darwyn Quarter Strap

Brown Rockport Darwyn Quarter Strap

Brand Name: Rockport
Product Name: Darwyn Quarter Strap
Color: Brown II Leather
Price: $79.95MSRP: $95.00
Rating: 4Rated 4 stars out of 5(157)

Propet - Daytona. Color Black. $79.95. 4.1 out of 5 stars

Black Propet Daytona

Black Propet Daytona

+3

Brand Name: Propet
Product Name: Daytona
Color: Black
Price: $79.95
Rating: 4Rated 4 stars out of 5(73)

Propet - Kona. Color Grey. Low Stock. $84.95. 4.3 out of 5 stars

4 left in stock

Gray Propet Kona

Gray Propet Kona

+1

Brand Name: Propet
Product Name: Kona
Color: Grey
Price: $84.95
Rating: 4Rated 4 stars out of 5(71)

. Rockport - Jasper X Band. Color Chestnut Leather. $84.95.

Brown Rockport Jasper X Band

Brown Rockport Jasper X Band

+2

Brand Name: Rockport
Product Name: Jasper X Band
Color: Chestnut Leather
Price: $84.95
Rating

Steve Madden - Cadmus. Color Black Leather. $85.00.

Black Steve Madden Cadmus

Black Steve Madden Cadmus

Brand Name: Steve Madden
Product Name: Cadmus
Color: Black Leather
Price: $85.00
Rating

Propet - Hatcher. Color Brown. $89.95.

Brown Propet Hatcher

Brown Propet Hatcher

+2 colors/patterns

Brand Name: Propet
Product Name: Hatcher
Color: Brown
Price: $89.95
Rating

Clarks - Walkford Band. Color Beeswax Leather. $89.95.

Brown Clarks Walkford Band

Brown Clarks Walkford Band

+2

Brand Name: Clarks
Product Name: Walkford Band
Color: Beeswax Leather
Price: $89.95
Rating

. Rockport - Jasper Quarter Strap. Color Chestnut Leather. $94.95.

Brown Rockport Jasper Quarter Strap

Brown Rockport Jasper Quarter Strap

Brand Name: Rockport
Product Name: Jasper Quarter Strap
Color: Chestnut Leather
Price: $94.95
Rating

Propet - Hudson. Color Brown. $99.95.

Brown Propet Hudson

Brown Propet Hudson

+2 colors/patterns

Brand Name: Propet
Product Name: Hudson
Color: Brown
Price: $99.95
Rating

. Birkenstock - Mogami Terra. Color Whale Gray. $99.95.

Gray Birkenstock Mogami Terra

Gray Birkenstock Mogami Terra

Brand Name: Birkenstock
Product Name: Mogami Terra
Color: Whale Gray
Price: $99.95
Rating

ECCO Sport - Yucatan Coast Sandal. Color Night Sky/Marine. On sale for $105.11. MSRP $130.00.. 4.2 out of 5 stars

Black ECCO Sport Yucatan Coast Sandal

Black ECCO Sport Yucatan Coast Sandal

+2

Brand Name: ECCO Sport
Product Name: Yucatan Coast Sandal
Color: Night Sky/Marine
Price: $105.11MSRP: $130.00
Rating: 4Rated 4 stars out of 5(9)

Birkenstock - Arizona - Birko-Flor® (Unisex). Color Brown Birko-Flor™. $110.00. 4.7 out of 5 stars

Brown Birkenstock Arizona - Birko-Flor® (Unisex)

Brown Birkenstock Arizona - Birko-Flor® (Unisex)

+3

Brand Name: Birkenstock
Product Name: Arizona - Birko-Flor® (Unisex)
Color: Brown Birko-Flor™
Price: $110.00
Rating: 5Rated 5 stars out of 5(974)

KEEN - Newport Slide. Color Sky Captain/Bombay Brown. $115.00. 4.3 out of 5 stars

Navy KEEN Newport Slide

Navy KEEN Newport Slide

Brand Name: KEEN
Product Name: Newport Slide
Color: Sky Captain/Bombay Brown
Price: $115.00
Rating: 4Rated 4 stars out of 5(26)

Birkenstock - Arizona Shearling - Oiled Leather. Color Habana/Habana. On sale for $115.50. MSRP $165.00.. 4.4 out of 5 stars

Brown Birkenstock Arizona Shearling - Oiled Leather

Brown Birkenstock Arizona Shearling - Oiled Leather

+2

Brand Name: Birkenstock
Product Name: Arizona Shearling - Oiled Leather
Color: Habana/Habana
Price: $115.50MSRP: $165.00
Rating: 4Rated 4 stars out of 5(8)

KEEN - Arroyo II. Color Black Olive/Bombay. $120.00. 4.5 out of 5 stars

Brown KEEN Arroyo II

Brown KEEN Arroyo II

+2

Brand Name: KEEN
Product Name: Arroyo II
Color: Black Olive/Bombay
Price: $120.00
Rating: 5Rated 5 stars out of 5(275)

ECCO - Cozmo 2.0 Two Band Slide. Color Potting Soil. $120.00. 4.4 out of 5 stars

Brown ECCO Cozmo 2.0 Two Band Slide

Brown ECCO Cozmo 2.0 Two Band Slide

+2

Brand Name: ECCO
Product Name: Cozmo 2.0 Two Band Slide
Color: Potting Soil
Price: $120.00
Rating: 4Rated 4 stars out of 5(14)

KEEN - Daytona II Sandal. Color Bison/Black. $125.00. 4.8 out of 5 stars

Brown KEEN Daytona II Sandal

Brown KEEN Daytona II Sandal

Brand Name: KEEN
Product Name: Daytona II Sandal
Color: Bison/Black
Price: $125.00
Rating: 5Rated 5 stars out of 5(5)

Josef Seibel - Logan 21. Color Nut. Low Stock. $125.00. 4.5 out of 5 stars

7 left in stock

Brown Josef Seibel Logan 21

Brown Josef Seibel Logan 21

Brand Name: Josef Seibel
Product Name: Logan 21
Color: Nut
Price: $125.00
Rating: 5Rated 5 stars out of 5(8)

SAS - Escape. Color Stampede. $128.95. 4.5 out of 5 stars

Blue SAS Escape

Blue SAS Escape

+1

Brand Name: SAS
Product Name: Escape
Color: Stampede
Price: $128.95
Rating: 4Rated 4 stars out of 5(67)

Josef Seibel - Rafe. Color Dakota Moro/Black. $129.95. 4.2 out of 5 stars

Black Josef Seibel Rafe

Black Josef Seibel Rafe

Brand Name: Josef Seibel
Product Name: Rafe
Color: Dakota Moro/Black
Price: $129.95
Rating: 4Rated 4 stars out of 5(16)

Birkenstock - Arizona - Suede (Unisex). Color Latte Cream. $130.00. 4.6 out of 5 stars

Khaki Birkenstock Arizona - Suede (Unisex)

Khaki Birkenstock Arizona - Suede (Unisex)

Brand Name: Birkenstock
Product Name: Arizona - Suede (Unisex)
Color: Latte Cream
Price: $130.00
Rating: 5Rated 5 stars out of 5(688)

Birkenstock - Milano - Oiled Leather (Unisex). Color Habana Oiled Leather. $130.00. 4.4 out of 5 stars

Brown Birkenstock Milano - Oiled Leather (Unisex)

Brown Birkenstock Milano - Oiled Leather (Unisex)

Brand Name: Birkenstock
Product Name: Milano - Oiled Leather (Unisex)
Color: Habana Oiled Leather
Price: $130.00
Rating: 4Rated 4 stars out of 5(278)

Josef Seibel - Maverick 01. Color Castagne. $130.00. 1.5 out of 5 stars

Tan Josef Seibel Maverick 01

Tan Josef Seibel Maverick 01

+2

Brand Name: Josef Seibel
Product Name: Maverick 01
Color: Castagne
Price: $130.00
Rating: 2Rated 2 stars out of 5(2)

KEEN - Newport. Color Martini Olive/Brindle. $130.00. 4.7 out of 5 stars

Olive KEEN Newport

Olive KEEN Newport

+3

Brand Name: KEEN
Product Name: Newport
Color: Martini Olive/Brindle
Price: $130.00
Rating: 5Rated 5 stars out of 5(1192)

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

Black Birkenstock Arizona - Oiled Leather (Unisex)

Black Birkenstock Arizona - Oiled Leather (Unisex)

+3

Brand Name: Birkenstock
Product Name: Arizona - Oiled Leather (Unisex)
Color: Black Oiled Leather
Price: $130.00
Rating: 5Rated 5 stars out of 5(1432)

KEEN - Targhee III Sandal. Color Bison/Mulch. $134.95. 3.8 out of 5 stars

Brown KEEN Targhee III Sandal

Brown KEEN Targhee III Sandal

+2

Brand Name: KEEN
Product Name: Targhee III Sandal
Color: Bison/Mulch
Price: $134.95
Rating: 4Rated 4 stars out of 5(29)

Josef Seibel - Jeremy. Color Dakota Moro. $134.95. 3.8 out of 5 stars

Black Josef Seibel Jeremy

Black Josef Seibel Jeremy

Brand Name: Josef Seibel
Product Name: Jeremy
Color: Dakota Moro
Price: $134.95
Rating: 4Rated 4 stars out of 5(34)

Birkenstock - Arizona Grip - Leather. Color Vintage Roast Leather. $135.00. 4.1 out of 5 stars

Brown Birkenstock Arizona Grip - Leather

Brown Birkenstock Arizona Grip - Leather

Brand Name: Birkenstock
Product Name: Arizona Grip - Leather
Color: Vintage Roast Leather
Price: $135.00
Rating: 4Rated 4 stars out of 5(9)

Josef Seibel - Maverick 06. Color Castagne Crazy Horse. $135.00.

Brown Josef Seibel Maverick 06

Brown Josef Seibel Maverick 06

Brand Name: Josef Seibel
Product Name: Maverick 06
Color: Castagne Crazy Horse
Price: $135.00
Rating

ECCO Sport - Yucatan Sandal. Color Vetiver/Wild Dove Yak Nubuck/Cow Oil Nubuck. $139.94. 4.7 out of 5 stars

Olive ECCO Sport Yucatan Sandal

Olive ECCO Sport Yucatan Sandal

+4

Brand Name: ECCO Sport
Product Name: Yucatan Sandal
Color: Vetiver/Wild Dove Yak Nubuck/Cow Oil Nubuck
Price: $139.94
Rating: 5Rated 5 stars out of 5(530)

Birkenstock - Arizona Soft Footbed - Leather (Unisex). Color White Leather. $140.00. 3.5 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)
Color: White Leather
Price: $140.00
Rating: 4Rated 4 stars out of 5(10)

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)
Color: Habana Oiled Leather
Price: $145.00
Rating: 5Rated 5 stars out of 5(2445)

Birkenstock - Arizona Rugged (Men). Color Elemental Blue. $145.00. 4.5 out of 5 stars

Blue Birkenstock Arizona Rugged (Men)

Blue Birkenstock Arizona Rugged (Men)

Brand Name: Birkenstock
Product Name: Arizona Rugged (Men)
Color: Elemental Blue
Price: $145.00
Rating: 5Rated 5 stars out of 5(45)

ECCO Sport - Yucatan Plus Sandal. Color Sierra. $145.00. 1.0 out of 5 stars

Orange ECCO Sport Yucatan Plus Sandal

Orange ECCO Sport Yucatan Plus Sandal

Brand Name: ECCO Sport
Product Name: Yucatan Plus Sandal
Color: Sierra
Price: $145.00
Rating: 1Rated 1 star out of 5(1)

PIKOLINOS - Tarifa 06J-5433C1. Color Blue. On sale for $154.00. MSRP $175.00..

Blue PIKOLINOS Tarifa 06J-5433C1

Blue PIKOLINOS Tarifa 06J-5433C1

+2

Brand Name: PIKOLINOS
Product Name: Tarifa 06J-5433C1
Color: Blue
Price: $154.00MSRP: $175.00
Rating

Birkenstock - Milano Rugged (Men). Color Elemental Blue. $155.00. 4.4 out of 5 stars

Blue Birkenstock Milano Rugged (Men)

Blue Birkenstock Milano Rugged (Men)

+2 colors/patterns

Brand Name: Birkenstock
Product Name: Milano Rugged (Men)
Color: Elemental Blue
Price: $155.00
Rating: 4Rated 4 stars out of 5(25)

PIKOLINOS - Tarifa 06J-0015. Color Black. $159.95. 4.3 out of 5 stars

Black PIKOLINOS Tarifa 06J-0015

Black PIKOLINOS Tarifa 06J-0015

+2

Brand Name: PIKOLINOS
Product Name: Tarifa 06J-0015
Color: Black
Price: $159.95
Rating: 4Rated 4 stars out of 5(27)

. Marc Joseph New York - Comfort Road. Color Whiskey Grainy. $165.00.

Brown Marc Joseph New York Comfort Road

Brown Marc Joseph New York Comfort Road

+2

Brand Name: Marc Joseph New York
Product Name: Comfort Road
Color: Whiskey Grainy
Price: $165.00
Rating

Marc Joseph New York - Boone Ave. Color Black Grainy. $165.00.

Black Marc Joseph New York Boone Ave

Black Marc Joseph New York Boone Ave

Brand Name: Marc Joseph New York
Product Name: Boone Ave
Color: Black Grainy
Price: $165.00
Rating

PIKOLINOS - Tarifa 06J-5818. Color Black. Low Stock. On sale for $171.00. MSRP $180.00.. 2.6 out of 5 stars

10 left in stock

Black PIKOLINOS Tarifa 06J-5818

Black PIKOLINOS Tarifa 06J-5818

Brand Name: PIKOLINOS
Product Name: Tarifa 06J-5818
Color: Black
Price: $171.00MSRP: $180.00
Rating: 3Rated 3 stars out of 5(5)

PIKOLINOS - Tarifa 06J-0084. Color Black. $174.95.

Black PIKOLINOS Tarifa 06J-0084

Black PIKOLINOS Tarifa 06J-0084

+2

Brand Name: PIKOLINOS
Product Name: Tarifa 06J-0084
Color: Black
Price: $174.95
Rating

PIKOLINOS - Tarifa 06J-5433. Color Olmo. $179.95. 4.3 out of 5 stars

Brown PIKOLINOS Tarifa 06J-5433

Brown PIKOLINOS Tarifa 06J-5433

+3

Brand Name: PIKOLINOS
Product Name: Tarifa 06J-5433
Color: Olmo
Price: $179.95
Rating: 4Rated 4 stars out of 5(137)

PIKOLINOS - Marbella M9A-0051. Color Brandy. $180.00.

Brown PIKOLINOS Marbella M9A-0051

Brown PIKOLINOS Marbella M9A-0051

+2

Brand Name: PIKOLINOS
Product Name: Marbella M9A-0051
Color: Brandy
Price: $180.00
Rating

Drew - Warren. Color Brown/Tan Nubuck. Low Stock. On sale for $189.99. MSRP $200.00.. 3.7 out of 5 stars

5 left in stock

Brown Drew Warren

Brown Drew Warren

Brand Name: Drew
Product Name: Warren
Color: Brown/Tan Nubuck
Price: $189.99MSRP: $200.00
Rating: 4Rated 4 stars out of 5(46)

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

Black SAS Encore

Black SAS Encore

+2 colors/patterns

Brand Name: SAS
Product Name: Encore
Color: Black
Price: $194.95
Rating: 5Rated 5 stars out of 5(48)

SAS - Bravo. Color Black. $198.95. 4.8 out of 5 stars

Black SAS Bravo

Black SAS Bravo

Brand Name: SAS
Product Name: Bravo
Color: Black
Price: $198.95
Rating: 5Rated 5 stars out of 5(111)

PIKOLINOS - Fuencarral M4U-0100C1. Color Cuero. $200.00.

Tan PIKOLINOS Fuencarral M4U-0100C1

Tan PIKOLINOS Fuencarral M4U-0100C1

+2

Brand Name: PIKOLINOS
Product Name: Fuencarral M4U-0100C1
Color: Cuero
Price: $200.00
Rating

SAS - Maverick. Color Neptune. $204.95. 4.2 out of 5 stars

Blue SAS Maverick

Blue SAS Maverick

+5

Brand Name: SAS
Product Name: Maverick
Color: Neptune
Price: $204.95
Rating: 4Rated 4 stars out of 5(61)

SAS - Endeavor. Color Iron. $204.95. 4.5 out of 5 stars

Brown SAS Endeavor

Brown SAS Endeavor

+2

Brand Name: SAS
Product Name: Endeavor
Color: Iron
Price: $204.95
Rating: 5Rated 5 stars out of 5(64)

Allen Edmonds - Davis Sandal. Color Black Leather. $225.00.

Black Allen Edmonds Davis Sandal

Black Allen Edmonds Davis Sandal

+2

Brand Name: Allen Edmonds
Product Name: Davis Sandal
Color: Black Leather
Price: $225.00
Rating

Bruno Magli - Erasmo. Color Black Leather. Low Stock. $250.00. 2.5 out of 5 stars

5 left in stock

Black Bruno Magli Erasmo

Black Bruno Magli Erasmo

Brand Name: Bruno Magli
Product Name: Erasmo
Color: Black Leather
Price: $250.00
Rating: 3Rated 3 stars out of 5(2)

Bruno Magli - Empoli. Color Dark Brown. Low Stock. $250.00. 2.8 out of 5 stars

4 left in stock

Brown Bruno Magli Empoli

Brown Bruno Magli Empoli

+2 colors/patterns

Brand Name: Bruno Magli
Product Name: Empoli
Color: Dark Brown
Price: $250.00
Rating: 3Rated 3 stars out of 5(6)

Finn Comfort - Samara - 1560. Color Black/Havana Leather. On sale for $325.00. MSRP $345.00.. 4.3 out of 5 stars

Black Finn Comfort Samara - 1560

Black Finn Comfort Samara - 1560

+2

Brand Name: Finn Comfort
Product Name: Samara - 1560
Color: Black/Havana Leather
Price: $325.00MSRP: $345.00
Rating: 4Rated 4 stars out of 5(81)

Finn Comfort - Skiathos. Color Chest/Black Oilbuck/Buggy. $325.00.

Brown Finn Comfort Skiathos

Brown Finn Comfort Skiathos

Brand Name: Finn Comfort
Product Name: Skiathos
Color: Chest/Black Oilbuck/Buggy
Price: $325.00
Rating

Get on the List

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