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

Men's Size 9.5 Leather Outsole Shoes

51 items found

Sort By

Your Selections

Search Results

Cole Haan - Pinch Penny. Color Black. On sale for $84.28. MSRP $160.00.. 4.1 out of 5 stars

Black Cole Haan Pinch Penny

Black Cole Haan Pinch Penny

Brand Name: Cole Haan
Product Name: Pinch Penny
Color: Black
Price: $84.28MSRP: $160.00
Rating: 4Rated 4 stars out of 5(166)

Florsheim - Conetta Cap Toe Oxford. Color Black. On sale for $124.95. MSRP $150.00.. 4.8 out of 5 stars

Black Florsheim Conetta Cap Toe Oxford

Black Florsheim Conetta Cap Toe Oxford

+2

Brand Name: Florsheim
Product Name: Conetta Cap Toe Oxford
Color: Black
Price: $124.95MSRP: $150.00
Rating: 5Rated 5 stars out of 5(15)

Johnston & Murphy - Hayes Tassel Loafer. Color Burgundy. On sale for $99.99. MSRP $135.00.. 3.8 out of 5 stars

Burgundy Johnston & Murphy Hayes Tassel Loafer

Burgundy Johnston & Murphy Hayes Tassel Loafer

+2 colors/patterns

Brand Name: Johnston & Murphy
Product Name: Hayes Tassel Loafer
Color: Burgundy
Price: $99.99MSRP: $135.00
Rating: 4Rated 4 stars out of 5(65)

Johnston & Murphy - Hayes Penny Loafer. Color Burgundy. On sale for $99.99. MSRP $135.00.. 4.1 out of 5 stars

Burgundy Johnston & Murphy Hayes Penny Loafer

Burgundy Johnston & Murphy Hayes Penny Loafer

+2

Brand Name: Johnston & Murphy
Product Name: Hayes Penny Loafer
Color: Burgundy
Price: $99.99MSRP: $135.00
Rating: 4Rated 4 stars out of 5(59)

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)

Frye - Chris Venetian. Color Tan Oiled Vintage. On sale for $228.00. MSRP $238.00.. 4.1 out of 5 stars

Brown Frye Chris Venetian

Brown Frye Chris Venetian

+5

Brand Name: Frye
Product Name: Chris Venetian
Color: Tan Oiled Vintage
Price: $228.00MSRP: $238.00
Rating: 4Rated 4 stars out of 5(17)

Bruno Magli - Maioco. Color Black Nappa Leather. On sale for $296.25. MSRP $395.00.. 4.3 out of 5 stars

Black Bruno Magli Maioco

Black Bruno Magli Maioco

Brand Name: Bruno Magli
Product Name: Maioco
Color: Black Nappa Leather
Price: $296.25MSRP: $395.00
Rating: 4Rated 4 stars out of 5(19)

Massimo Matteo - Moccasin Loafers. Color Madiera. On sale for $43.60. MSRP $109.00..

Blue Massimo Matteo Moccasin Loafers

Blue Massimo Matteo Moccasin Loafers

+2

Brand Name: Massimo Matteo
Product Name: Moccasin Loafers
Color: Madiera
Price: $43.60MSRP: $109.00
Rating

Cole Haan - Washington Grand Laser Wing Oxford. Color Black Patent. On sale for $228.75. MSRP $375.00.. 4.5 out of 5 stars

Black Cole Haan Washington Grand Laser Wing Oxford

Black Cole Haan Washington Grand Laser Wing Oxford

+3

Brand Name: Cole Haan
Product Name: Washington Grand Laser Wing Oxford
Color: Black Patent
Price: $228.75MSRP: $375.00
Rating: 4Rated 4 stars out of 5(190)

Bruno Magli - Metti. Color Black. Low Stock. On sale for $296.25. MSRP $395.00..

3 left in stock

Black Bruno Magli Metti

Black Bruno Magli Metti

Brand Name: Bruno Magli
Product Name: Metti
Color: Black
Price: $296.25MSRP: $395.00
Rating

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)

Massimo Matteo - Velour Penny Loafer. Color Espresso. Low Stock. On sale for $109.45. MSRP $199.00.. 4.3 out of 5 stars

3 left in stock

Brown Massimo Matteo Velour Penny Loafer

Brown Massimo Matteo Velour Penny Loafer

+3

Brand Name: Massimo Matteo
Product Name: Velour Penny Loafer
Color: Espresso
Price: $109.45MSRP: $199.00
Rating: 4Rated 4 stars out of 5(7)

Johnston & Murphy - Lancaster Dress Cap Toe Oxford. Color Black Full Grain. Low Stock. On sale for $97.29. MSRP $138.95.. 4.0 out of 5 stars

4 left in stock

Black Johnston & Murphy Lancaster Dress Cap Toe Oxford

Black Johnston & Murphy Lancaster Dress Cap Toe Oxford

+2

Brand Name: Johnston & Murphy
Product Name: Lancaster Dress Cap Toe Oxford
Color: Black Full Grain
Price: $97.29MSRP: $138.95
Rating: 4Rated 4 stars out of 5(20)

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

Tommy Hilfiger - Hines. Color Navy. On sale for $48.11. MSRP $69.95..

Navy Tommy Hilfiger Hines

Navy Tommy Hilfiger Hines

+4

Brand Name: Tommy Hilfiger
Product Name: Hines
Color: Navy
Price: $48.11MSRP: $69.95
Rating

COACH - Cooper Loafer. Color Black. On sale for $192.50. MSRP $275.00..

Black COACH Cooper Loafer

Black COACH Cooper Loafer

+4

Brand Name: COACH
Product Name: Cooper Loafer
Color: Black
Price: $192.50MSRP: $275.00
Rating

Nunn Bush - MAC Moccasin Toe Oxford. Color Black. On sale for $69.95. MSRP $100.00.. 5.0 out of 5 stars

Black Nunn Bush MAC Moccasin Toe Oxford

Black Nunn Bush MAC Moccasin Toe Oxford

+2

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Oxford
Color: Black
Price: $69.95MSRP: $100.00
Rating: 5Rated 5 stars out of 5(2)

Massimo Matteo - Italian Velvet Slip-On. Color Burgundy. On sale for $47.68. MSRP $149.00.. 4.4 out of 5 stars

Burgundy Massimo Matteo Italian Velvet Slip-On

Burgundy Massimo Matteo Italian Velvet Slip-On

Brand Name: Massimo Matteo
Product Name: Italian Velvet Slip-On
Color: Burgundy
Price: $47.68MSRP: $149.00
Rating: 4Rated 4 stars out of 5(10)

ALDO - Melrick. Color Cognac. On sale for $40.50. MSRP $90.00..

Tan ALDO Melrick

Tan ALDO Melrick

+2

Brand Name: ALDO
Product Name: Melrick
Color: Cognac
Price: $40.50MSRP: $90.00
Rating

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)

Bruno Magli - Alessio. Color Black. Low Stock. On sale for $296.25. MSRP $395.00..

10 left in stock

Black Bruno Magli Alessio

Black Bruno Magli Alessio

Brand Name: Bruno Magli
Product Name: Alessio
Color: Black
Price: $296.25MSRP: $395.00
Rating

Massimo Matteo - Penny Moccasin. Color Astrid. On sale for $65.40. MSRP $109.00..

Blue Massimo Matteo Penny Moccasin

Blue Massimo Matteo Penny Moccasin

+2 colors/patterns

Brand Name: Massimo Matteo
Product Name: Penny Moccasin
Color: Astrid
Price: $65.40MSRP: $109.00
Rating

Bruno Magli - Arlo. Color Brown Tumbled. On sale for $296.25. MSRP $395.00..

Brown Bruno Magli Arlo

Brown Bruno Magli Arlo

+2

Brand Name: Bruno Magli
Product Name: Arlo
Color: Brown Tumbled
Price: $296.25MSRP: $395.00
Rating

Florsheim - Conetta Wing Tip Oxford. Color Cognac. Low Stock. On sale for $115.86. MSRP $150.00.. 5.0 out of 5 stars

10 left in stock

Tan Florsheim Conetta Wing Tip Oxford

Tan Florsheim Conetta Wing Tip Oxford

+2

Brand Name: Florsheim
Product Name: Conetta Wing Tip Oxford
Color: Cognac
Price: $115.86MSRP: $150.00
Rating: 5Rated 5 stars out of 5(10)

ALDO - Highcourt. Color Open Black. Low Stock. On sale for $80.24. MSRP $118.00..

10 left in stock

Black ALDO Highcourt

Black ALDO Highcourt

+2

Brand Name: ALDO
Product Name: Highcourt
Color: Open Black
Price: $80.24MSRP: $118.00
Rating

Bruno Magli - Maioco Penny. Color Black. Low Stock. On sale for $296.25. MSRP $395.00..

1 left in stock

Black Bruno Magli Maioco Penny

Black Bruno Magli Maioco Penny

+2

Brand Name: Bruno Magli
Product Name: Maioco Penny
Color: Black
Price: $296.25MSRP: $395.00
Rating

ALDO - Randolph. Color White. On sale for $61.91. MSRP $70.00.. 3.0 out of 5 stars

White ALDO Randolph

White ALDO Randolph

+3

Brand Name: ALDO
Product Name: Randolph
Color: White
Price: $61.91MSRP: $70.00
Rating: 3Rated 3 stars out of 5(1)

Clarks - Un Shire Hi Waterproof. Color Dark Brown Leather. On sale for $99.98. MSRP $160.00.. 3.0 out of 5 stars

Brown Clarks Un Shire Hi Waterproof

Brown Clarks Un Shire Hi Waterproof

Brand Name: Clarks
Product Name: Un Shire Hi Waterproof
Color: Dark Brown Leather
Price: $99.98MSRP: $160.00
Rating: 3Rated 3 stars out of 5(1)

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

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 - Gallinari Wingtip Lace Up. Color Brown Multi. Low Stock. On sale for $85.12. MSRP $104.95.. 4.0 out of 5 stars

8 left in stock

Brown Stacy Adams Gallinari Wingtip Lace Up

Brown Stacy Adams Gallinari Wingtip Lace Up

+2

Brand Name: Stacy Adams
Product Name: Gallinari Wingtip Lace Up
Color: Brown Multi
Price: $85.12MSRP: $104.95
Rating: 4Rated 4 stars out of 5(5)

Florsheim - Kenmoor Wingtip Oxford. Color Heritage Calf Black. On sale for $234.95. MSRP $250.00.. 4.5 out of 5 stars

Black Florsheim Kenmoor Wingtip Oxford

Black Florsheim Kenmoor Wingtip Oxford

Brand Name: Florsheim
Product Name: Kenmoor Wingtip Oxford
Color: Heritage Calf Black
Price: $234.95MSRP: $250.00
Rating: 5Rated 5 stars out of 5(861)

Stacy Adams - Valet Velour Slip-On Loafer. Color Black. Low Stock. On sale for $64.39. MSRP $94.95.. 4.5 out of 5 stars

10 left in stock

Black Stacy Adams Valet Velour Slip-On Loafer

Black Stacy Adams Valet Velour Slip-On Loafer

+3

Brand Name: Stacy Adams
Product Name: Valet Velour Slip-On Loafer
Color: Black
Price: $64.39MSRP: $94.95
Rating: 5Rated 5 stars out of 5(107)

Massimo Matteo - 4-Eye Blucher Classic 24. Color Tan. On sale for $109.20. MSRP $114.95..

Tan Massimo Matteo 4-Eye Blucher Classic 24

Tan Massimo Matteo 4-Eye Blucher Classic 24

+2

Brand Name: Massimo Matteo
Product Name: 4-Eye Blucher Classic 24
Color: Tan
Price: $109.20MSRP: $114.95
Rating

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)

Ariat - Circuit Thunderbird Chimayo Western Boot. Color Saddle Up Brown. Low Stock. On sale for $149.97. MSRP $249.95.. 4.5 out of 5 stars

7 left in stock

Brown Ariat Circuit Thunderbird Chimayo Western Boot

Brown Ariat Circuit Thunderbird Chimayo Western Boot

Brand Name: Ariat
Product Name: Circuit Thunderbird Chimayo Western Boot
Color: Saddle Up Brown
Price: $149.97MSRP: $249.95
Rating: 4Rated 4 stars out of 5(19)

Marc Joseph New York - Duane Street. Color Grey Suede Leather. On sale for $58.50. MSRP $195.00.. 4.2 out of 5 stars

Gray Marc Joseph New York Duane Street

Gray Marc Joseph New York Duane Street

+2

Brand Name: Marc Joseph New York
Product Name: Duane Street
Color: Grey Suede Leather
Price: $58.50MSRP: $195.00
Rating: 4Rated 4 stars out of 5(4)

Magnanni - Crucero. Color Cognac Suede. On sale for $231.42. MSRP $399.00.. 4.8 out of 5 stars

Brown Magnanni Crucero

Brown Magnanni Crucero

+4

Brand Name: Magnanni
Product Name: Crucero
Color: Cognac Suede
Price: $231.42MSRP: $399.00
Rating: 5Rated 5 stars out of 5(6)

Stacy Adams - Riccardi Lace-Up Oxford. Color Dark Blue. Low Stock. On sale for $90.97. MSRP $105.00.. 4.7 out of 5 stars

10 left in stock

Blue Stacy Adams Riccardi Lace-Up Oxford

Blue Stacy Adams Riccardi Lace-Up Oxford

+3

Brand Name: Stacy Adams
Product Name: Riccardi Lace-Up Oxford
Color: Dark Blue
Price: $90.97MSRP: $105.00
Rating: 5Rated 5 stars out of 5(39)

Massimo Matteo - Corazzano Penny Loafer. Color Navy. Low Stock. On sale for $183.08. MSRP $199.00.. 5.0 out of 5 stars

5 left in stock

Navy Massimo Matteo Corazzano Penny Loafer

Navy Massimo Matteo Corazzano Penny Loafer

+2

Brand Name: Massimo Matteo
Product Name: Corazzano Penny Loafer
Color: Navy
Price: $183.08MSRP: $199.00
Rating: 5Rated 5 stars out of 5(4)

Massimo Matteo - Corazzano Kitlie. Color Cognac. Low Stock. On sale for $89.55. MSRP $199.00..

3 left in stock

Tan Massimo Matteo Corazzano Kitlie

Tan Massimo Matteo Corazzano Kitlie

Brand Name: Massimo Matteo
Product Name: Corazzano Kitlie
Color: Cognac
Price: $89.55MSRP: $199.00
Rating

Acorn - Polar Pair. Color Navy Blue. On sale for $38.73. MSRP $55.00.. 4.8 out of 5 stars

Navy Acorn Polar Pair

Navy Acorn Polar Pair

+2

Brand Name: Acorn
Product Name: Polar Pair
Color: Navy Blue
Price: $38.73MSRP: $55.00
Rating: 5Rated 5 stars out of 5(58)

Stacy Adams - Trubiano Moc Toe Oxford. Color Brown Multi. On sale for $92.19. MSRP $105.00.. 4.9 out of 5 stars

Brown Stacy Adams Trubiano Moc Toe Oxford

Brown Stacy Adams Trubiano Moc Toe Oxford

Brand Name: Stacy Adams
Product Name: Trubiano Moc Toe Oxford
Color: Brown Multi
Price: $92.19MSRP: $105.00
Rating: 5Rated 5 stars out of 5(12)

COACH - Sculpt C Signature Loafer. Color Oak. On sale for $184.25. MSRP $250.00..

Brown COACH Sculpt C Signature Loafer

Brown COACH Sculpt C Signature Loafer

Brand Name: COACH
Product Name: Sculpt C Signature Loafer
Color: Oak
Price: $184.25MSRP: $250.00
Rating

Anthony Veer - Filmore Bit Loafer. Color Walnut. On sale for $115.99. MSRP $164.95.. 4.0 out of 5 stars

Brown Anthony Veer Filmore Bit Loafer

Brown Anthony Veer Filmore Bit Loafer

+3

Brand Name: Anthony Veer
Product Name: Filmore Bit Loafer
Color: Walnut
Price: $115.99MSRP: $164.95
Rating: 4Rated 4 stars out of 5(14)

Anthony Veer - Sherman Penny Loafer. Color Chocolate Brown. On sale for $128.66. MSRP $149.90.. 5.0 out of 5 stars

Brown Anthony Veer Sherman Penny Loafer

Brown Anthony Veer Sherman Penny Loafer

Brand Name: Anthony Veer
Product Name: Sherman Penny Loafer
Color: Chocolate Brown
Price: $128.66MSRP: $149.90
Rating: 5Rated 5 stars out of 5(3)

Dan Post - Pike. Color Black. Low Stock. On sale for $259.95. MSRP $269.95..

3 left in stock

Black Dan Post Pike

Black Dan Post Pike

+2

Brand Name: Dan Post
Product Name: Pike
Color: Black
Price: $259.95MSRP: $269.95
Rating

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)

Frye - Bowery Chelsea. Color Cognac Antique Pull Up. Low Stock. On sale for $278.76. MSRP $328.00.. 3.9 out of 5 stars

8 left in stock

Brown Frye Bowery Chelsea

Brown Frye Bowery Chelsea

Brand Name: Frye
Product Name: Bowery Chelsea
Color: Cognac Antique Pull Up
Price: $278.76MSRP: $328.00
Rating: 4Rated 4 stars out of 5(15)

Stacy Adams - Fanelli Wing Tip Oxford. Color Black. Low Stock. On sale for $86.43. MSRP $104.95.. 4.8 out of 5 stars

6 left in stock

Black Stacy Adams Fanelli Wing Tip Oxford

Black Stacy Adams Fanelli Wing Tip Oxford

+2

Brand Name: Stacy Adams
Product Name: Fanelli Wing Tip Oxford
Color: Black
Price: $86.43MSRP: $104.95
Rating: 5Rated 5 stars out of 5(64)

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.