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

Men's Size 8.5 Leather Outsole Dress Shoes

33 items found

Sort By

Your Selections

Search Results

. Ariat - Stump Jumper Pull-On BOA Waterproof Composite Toe Work Boot. Color Iron Coffee. $269.95.

Brown Ariat Stump Jumper Pull-On BOA Waterproof Composite Toe Work Boot

Brown Ariat Stump Jumper Pull-On BOA Waterproof Composite Toe Work Boot

Brand Name: Ariat
Product Name: Stump Jumper Pull-On BOA Waterproof Composite Toe Work Boot
Color: Iron Coffee
Price: $269.95
Rating

. Ariat - WorkHog MetGuard CSA Waterproof Composite Toe Work Boot. Color Dark Copper. $279.95.

Bronze Ariat WorkHog MetGuard CSA Waterproof Composite Toe Work Boot

Bronze Ariat WorkHog MetGuard CSA Waterproof Composite Toe Work Boot

Brand Name: Ariat
Product Name: WorkHog MetGuard CSA Waterproof Composite Toe Work Boot
Color: Dark Copper
Price: $279.95
Rating

. Ariat - WorkHog CSA XTR Waterproof Composite Toe Work Boot. Color Rye Brown. $259.95.

Brown Ariat WorkHog CSA XTR Waterproof Composite Toe Work Boot

Brown Ariat WorkHog CSA XTR Waterproof Composite Toe Work Boot

Brand Name: Ariat
Product Name: WorkHog CSA XTR Waterproof Composite Toe Work Boot
Color: Rye Brown
Price: $259.95
Rating

Florsheim - Tux Cap Toe Oxford. Color Black Patent. $124.95. 4.6 out of 5 stars

Black Florsheim Tux Cap Toe Oxford

Black Florsheim Tux Cap Toe Oxford

Brand Name: Florsheim
Product Name: Tux Cap Toe Oxford
Color: Black Patent
Price: $124.95
Rating: 5Rated 5 stars out of 5(42)

Florsheim - Tux Plain Toe Oxford. Color Black Patent. $124.95. 4.6 out of 5 stars

Black Florsheim Tux Plain Toe Oxford

Black Florsheim Tux Plain Toe Oxford

Brand Name: Florsheim
Product Name: Tux Plain Toe Oxford
Color: Black Patent
Price: $124.95
Rating: 5Rated 5 stars out of 5(58)

Johnston & Murphy - Melton Classic Dress Cap Toe Oxford. Color Black Brushed Veal. $185.00. 4.4 out of 5 stars

Black Johnston & Murphy Melton Classic Dress Cap Toe Oxford

Black Johnston & Murphy Melton Classic Dress Cap Toe Oxford

+2

Brand Name: Johnston & Murphy
Product Name: Melton Classic Dress Cap Toe Oxford
Color: Black Brushed Veal
Price: $185.00
Rating: 4Rated 4 stars out of 5(1099)

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
Color: Black
Price: $129.95
Rating: 4Rated 4 stars out of 5(1210)

Cole Haan - Pinch Tassel. Color Black. On sale for $135.00. MSRP $140.00.. 4.0 out of 5 stars

Black Cole Haan Pinch Tassel

Black Cole Haan Pinch Tassel

Brand Name: Cole Haan
Product Name: Pinch Tassel
Color: Black
Price: $135.00MSRP: $140.00
Rating: 4Rated 4 stars out of 5(232)

Johnston & Murphy - Bradford Dress Cap Toe Oxford. Color Black Brush-Off. $129.95. 3.9 out of 5 stars

Black Johnston & Murphy Bradford Dress Cap Toe Oxford

Black Johnston & Murphy Bradford Dress Cap Toe Oxford

Brand Name: Johnston & Murphy
Product Name: Bradford Dress Cap Toe Oxford
Color: Black Brush-Off
Price: $129.95
Rating: 4Rated 4 stars out of 5(37)

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
Color: Black
Price: $119.95MSRP: $130.00
Rating: 4Rated 4 stars out of 5(514)

Cole Haan - Washington Grand Laser Wing Oxford. Color British Tan/Lava Energy. On sale for $298.08. MSRP $400.00.. 4.5 out of 5 stars

Tan Cole Haan Washington Grand Laser Wing Oxford

Tan Cole Haan Washington Grand Laser Wing Oxford

+3

Brand Name: Cole Haan
Product Name: Washington Grand Laser Wing Oxford
Color: British Tan/Lava Energy
Price: $298.08MSRP: $400.00
Rating: 4Rated 4 stars out of 5(190)

Florsheim - Lexington Wingtip Tassel Slip-On. Color Black. $129.95. 4.3 out of 5 stars

Black Florsheim Lexington Wingtip Tassel Slip-On

Black Florsheim Lexington Wingtip Tassel Slip-On

Brand Name: Florsheim
Product Name: Lexington Wingtip Tassel Slip-On
Color: Black
Price: $129.95
Rating: 4Rated 4 stars out of 5(459)

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
Color: Black Custom Calf
Price: $425.00
Rating: 4Rated 4 stars out of 5(196)

Magnanni - Lachlan. Color Grey/Cuero. On sale for $244.75. MSRP $445.00..

Black Magnanni Lachlan

Black Magnanni Lachlan

Brand Name: Magnanni
Product Name: Lachlan
Color: Grey/Cuero
Price: $244.75MSRP: $445.00
Rating

Florsheim - Conetta Wing Tip Oxford. Color Black. $149.95. 5.0 out of 5 stars

Black Florsheim Conetta Wing Tip Oxford

Black Florsheim Conetta Wing Tip Oxford

+2

Brand Name: Florsheim
Product Name: Conetta Wing Tip Oxford
Color: Black
Price: $149.95
Rating: 5Rated 5 stars out of 5(10)

Magnanni - Landon. Color Black 1. On sale for $273.45. MSRP $435.00.. 3.7 out of 5 stars

Black Magnanni Landon

Black Magnanni Landon

Brand Name: Magnanni
Product Name: Landon
Color: Black 1
Price: $273.45MSRP: $435.00
Rating: 4Rated 4 stars out of 5(3)

Allen Edmonds - Strand. Color Walnut Calf. $425.00. 4.6 out of 5 stars

Brown Allen Edmonds Strand

Brown Allen Edmonds Strand

+3

Brand Name: Allen Edmonds
Product Name: Strand
Color: Walnut Calf
Price: $425.00
Rating: 5Rated 5 stars out of 5(529)

Allen Edmonds - Siena Brogue. Color Black. Low Stock. $425.00. 4.1 out of 5 stars

7 left in stock

Black Allen Edmonds Siena Brogue

Black Allen Edmonds Siena Brogue

+3

Brand Name: Allen Edmonds
Product Name: Siena Brogue
Color: Black
Price: $425.00
Rating: 4Rated 4 stars out of 5(28)

To Boot New York - Ultra Flex Declan. Color Black. Low Stock. $399.00. 4.0 out of 5 stars

10 left in stock

Black To Boot New York Ultra Flex Declan

Black To Boot New York Ultra Flex Declan

Brand Name: To Boot New York
Product Name: Ultra Flex Declan
Color: Black
Price: $399.00
Rating: 4Rated 4 stars out of 5(1)

Allen Edmonds - Verona II. Color Black. $425.00. 3.5 out of 5 stars

Black Allen Edmonds Verona II

Black Allen Edmonds Verona II

+2

Brand Name: Allen Edmonds
Product Name: Verona II
Color: Black
Price: $425.00
Rating: 4Rated 4 stars out of 5(49)

Johnston & Murphy Collection - Ellsworth Bit. Color Black Italian Calfskin. $295.00.

Black Johnston & Murphy Collection Ellsworth Bit

Black Johnston & Murphy Collection Ellsworth Bit

+2

Brand Name: Johnston & Murphy Collection
Product Name: Ellsworth Bit
Color: Black Italian Calfskin
Price: $295.00
Rating

Bruno Magli - Salerno. Color Cognac. Low Stock. On sale for $223.50. MSRP $298.00.. 4.0 out of 5 stars

3 left in stock

Tan Bruno Magli Salerno

Tan Bruno Magli Salerno

Brand Name: Bruno Magli
Product Name: Salerno
Color: Cognac
Price: $223.50MSRP: $298.00
Rating: 4Rated 4 stars out of 5(1)

Marc Joseph New York - Spring Street. Color Cognac Basket Napa. $175.00.

Brown Marc Joseph New York Spring Street

Brown Marc Joseph New York Spring Street

+3

Brand Name: Marc Joseph New York
Product Name: Spring Street
Color: Cognac Basket Napa
Price: $175.00
Rating

Magnanni - Crucero. Color Navy. Low Stock. $445.00. 4.8 out of 5 stars

7 left in stock

Navy Magnanni Crucero

Navy Magnanni Crucero

+4

Brand Name: Magnanni
Product Name: Crucero
Color: Navy
Price: $445.00
Rating: 5Rated 5 stars out of 5(6)

Anthony Veer - Clinton Tux. Color Black. $199.95. 5.0 out of 5 stars

Black Anthony Veer Clinton Tux

Black Anthony Veer Clinton Tux

Brand Name: Anthony Veer
Product Name: Clinton Tux
Color: Black
Price: $199.95
Rating: 5Rated 5 stars out of 5(2)

To Boot New York - Nico. Color Nero. Low Stock. $450.00.

8 left in stock

Black To Boot New York Nico

Black To Boot New York Nico

+2

Brand Name: To Boot New York
Product Name: Nico
Color: Nero
Price: $450.00
Rating

Anthony Veer - Kennedy Tassel Loafer. Color Tan. On sale for $139.99. MSRP $199.95.. 3.9 out of 5 stars

Tan Anthony Veer Kennedy Tassel Loafer

Tan Anthony Veer Kennedy Tassel Loafer

+2

Brand Name: Anthony Veer
Product Name: Kennedy Tassel Loafer
Color: Tan
Price: $139.99MSRP: $199.95
Rating: 4Rated 4 stars out of 5(7)

Stacy Adams - Riccardi Lace-Up Oxford. Color Black. On sale for $95.71. MSRP $105.00.. 4.7 out of 5 stars

Black Stacy Adams Riccardi Lace-Up Oxford

Black Stacy Adams Riccardi Lace-Up Oxford

+3

Brand Name: Stacy Adams
Product Name: Riccardi Lace-Up Oxford
Color: Black
Price: $95.71MSRP: $105.00
Rating: 5Rated 5 stars out of 5(39)

Stacy Adams - Rapino Monk Strap. Color Black. On sale for $97.65. MSRP $105.00.. 4.4 out of 5 stars

Black Stacy Adams Rapino Monk Strap

Black Stacy Adams Rapino Monk Strap

+2 colors/patterns

Brand Name: Stacy Adams
Product Name: Rapino Monk Strap
Color: Black
Price: $97.65MSRP: $105.00
Rating: 4Rated 4 stars out of 5(7)

Johnston & Murphy - Meade Plain Toe. Color Black Italian Calfskin. Low Stock. $199.00. 3.8 out of 5 stars

5 left in stock

Black Johnston & Murphy Meade Plain Toe

+2

Brand Name: Johnston & Murphy
Product Name: Meade Plain Toe
Color: Black Italian Calfskin
Price: $199.00
Rating: 4Rated 4 stars out of 5(15)

Stacy Adams - Madison (Cap Toe). Color Black. Low Stock. On sale for $105.00. MSRP $129.95.. 4.6 out of 5 stars

3 left in stock

Black Stacy Adams Madison (Cap Toe)

Black Stacy Adams Madison (Cap Toe)

Brand Name: Stacy Adams
Product Name: Madison (Cap Toe)
Color: Black
Price: $105.00MSRP: $129.95
Rating: 5Rated 5 stars out of 5(805)

Allen Edmonds - St.John's. Color Walnut. $425.00. 4.0 out of 5 stars

Brown Allen Edmonds St.John's

Brown Allen Edmonds St.John's

Brand Name: Allen Edmonds
Product Name: St.John's
Color: Walnut
Price: $425.00
Rating: 4Rated 4 stars out of 5(27)

Stacy Adams - Gennaro Wing Tip Oxford. Color Olive. Low Stock. On sale for $86.48. MSRP $104.95.. 4.8 out of 5 stars

9 left in stock

Olive Stacy Adams Gennaro Wing Tip Oxford

Olive Stacy Adams Gennaro Wing Tip Oxford

+1

Brand Name: Stacy Adams
Product Name: Gennaro Wing Tip Oxford
Color: Olive
Price: $86.48MSRP: $104.95
Rating: 5Rated 5 stars out of 5(64)

Get on the List

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