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

Men's Size 8.5 Dress Shoes

49 items found

Sort By

Your Selections

Search Results

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

6 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

Magnanni - Ramiro V Woven. Color Brown. $450.00.

Brown Magnanni Ramiro V Woven

Brown Magnanni Ramiro V Woven

Brand Name: Magnanni
Product Name: Ramiro V Woven
Color: Brown
Price: $450.00
Rating

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

8 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)

Mephisto - Marlon. Color Desert Mamouth. $428.95. 4.7 out of 5 stars

Brown Mephisto Marlon

Brown Mephisto Marlon

+3

Brand Name: Mephisto
Product Name: Marlon
Color: Desert Mamouth
Price: $428.95
Rating: 5Rated 5 stars out of 5(53)

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)

Allen Edmonds - Park Avenue. Color Hickory. $425.00.

Brown Allen Edmonds Park Avenue

Brown Allen Edmonds Park Avenue

Brand Name: Allen Edmonds
Product Name: Park Avenue
Color: Hickory
Price: $425.00
Rating

Allen Edmonds - James. Color Black Patent Leather. Low Stock. $425.00. 5.0 out of 5 stars

10 left in stock

Black Allen Edmonds James

Black Allen Edmonds James

Brand Name: Allen Edmonds
Product Name: James
Color: Black Patent Leather
Price: $425.00
Rating: 5Rated 5 stars out of 5(7)

Allen Edmonds - Park Avenue. Color Burgundy. $425.00. 4.0 out of 5 stars

Burgundy Allen Edmonds Park Avenue

Burgundy Allen Edmonds Park Avenue

Brand Name: Allen Edmonds
Product Name: Park Avenue
Color: Burgundy
Price: $425.00
Rating: 4Rated 4 stars out of 5(4)

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

Black Allen Edmonds Strand

Black Allen Edmonds Strand

+3

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

To Boot New York - Alek. Color Moro. $425.00. 4.0 out of 5 stars

Brown To Boot New York Alek

Brown To Boot New York Alek

Brand Name: To Boot New York
Product Name: Alek
Color: Moro
Price: $425.00
Rating: 4Rated 4 stars out of 5(3)

Allen Edmonds - Randolph. Color Coffee. $425.00. 4.0 out of 5 stars

Brown Allen Edmonds Randolph

Brown Allen Edmonds Randolph

+2

Brand Name: Allen Edmonds
Product Name: Randolph
Color: Coffee
Price: $425.00
Rating: 4Rated 4 stars out of 5(32)

La Canadienne - Lorne. Color Biscotti Suede. $425.00.

Gold La Canadienne Lorne

Gold La Canadienne Lorne

Brand Name: La Canadienne
Product Name: Lorne
Color: Biscotti Suede
Price: $425.00
Rating

Allen Edmonds - Siena Brogue. Color Walnut. $425.00. 4.1 out of 5 stars

Brown Allen Edmonds Siena Brogue

Brown Allen Edmonds Siena Brogue

+3

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

Allen Edmonds - Verona II. Color Black. $425.00. 3.6 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(48)

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)

Magnanni - Loda. Color Cognac Suede. Low Stock. On sale for $405.00. MSRP $450.00..

9 left in stock

Brown Magnanni Loda

Brown Magnanni Loda

+2

Brand Name: Magnanni
Product Name: Loda
Color: Cognac Suede
Price: $405.00MSRP: $450.00
Rating

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

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)

Magnanni - Ramiro II. Color Torba Suede. $398.00. 5.0 out of 5 stars

Brown Magnanni Ramiro II

Brown Magnanni Ramiro II

+2

Brand Name: Magnanni
Product Name: Ramiro II
Color: Torba Suede
Price: $398.00
Rating: 5Rated 5 stars out of 5(7)

Magnanni - Lachlan. Color Grey/Cuero. On sale for $396.05. MSRP $445.00..

Black Magnanni Lachlan

Black Magnanni Lachlan

Brand Name: Magnanni
Product Name: Lachlan
Color: Grey/Cuero
Price: $396.05MSRP: $445.00
Rating

. Bruno Magli - Metti. Color Black. Low Stock. $395.00.

10 left in stock

Black Bruno Magli Metti

Black Bruno Magli Metti

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

Bruno Magli - Trieste. Color Black Cervo. $375.00. 5.0 out of 5 stars

Black Bruno Magli Trieste

Black Bruno Magli Trieste

+4

Brand Name: Bruno Magli
Product Name: Trieste
Color: Black Cervo
Price: $375.00
Rating: 5Rated 5 stars out of 5(3)

Magnanni - Landon. Color Black 1. On sale for $361.05. 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: $361.05MSRP: $435.00
Rating: 4Rated 4 stars out of 5(3)

Magnanni - Monty. Color Tabaco. On sale for $358.20. MSRP $398.00..

Multi Magnanni Monty

Multi Magnanni Monty

+2

Brand Name: Magnanni
Product Name: Monty
Color: Tabaco
Price: $358.20MSRP: $398.00
Rating

To Boot New York - Jaydon. Color C23 Tmoro. $350.00.

Black To Boot New York Jaydon

Black To Boot New York Jaydon

+2 colors/patterns

Brand Name: To Boot New York
Product Name: Jaydon
Color: C23 Tmoro
Price: $350.00
Rating

Magnanni - Wooten. Color Cuero. Low Stock. On sale for $339.15. MSRP $399.00..

3 left in stock

Tan Magnanni Wooten

Tan Magnanni Wooten

Brand Name: Magnanni
Product Name: Wooten
Color: Cuero
Price: $339.15MSRP: $399.00
Rating

Mephisto - Algoras. Color Brandy Toby. $328.95. 4.2 out of 5 stars

Brown Mephisto Algoras

Brown Mephisto Algoras

Brand Name: Mephisto
Product Name: Algoras
Color: Brandy Toby
Price: $328.95
Rating: 4Rated 4 stars out of 5(5)

Magnanni - Rafa II. Color Brown Rugo. On sale for $318.75. MSRP $375.00.. 4.9 out of 5 stars

Mahogany Magnanni Rafa II

Mahogany Magnanni Rafa II

+4

Brand Name: Magnanni
Product Name: Rafa II
Color: Brown Rugo
Price: $318.75MSRP: $375.00
Rating: 5Rated 5 stars out of 5(11)

Allen Edmonds - Supersprtpen. Color Light Grey. $300.00.

Gray Allen Edmonds Supersprtpen

Gray Allen Edmonds Supersprtpen

Brand Name: Allen Edmonds
Product Name: Supersprtpen
Color: Light Grey
Price: $300.00
Rating

Bruno Magli - Tyler. Color Cognac. Low Stock. On sale for $299.99. MSRP $375.00..

7 left in stock

Tan Bruno Magli Tyler

Tan Bruno Magli Tyler

Brand Name: Bruno Magli
Product Name: Tyler
Color: Cognac
Price: $299.99MSRP: $375.00
Rating

Bruno Magli - Silas. Color Navy Suede. $298.00. 2.8 out of 5 stars

Blue Bruno Magli Silas

Blue Bruno Magli Silas

+3

Brand Name: Bruno Magli
Product Name: Silas
Color: Navy Suede
Price: $298.00
Rating: 3Rated 3 stars out of 5(6)

Bruno Magli - Ettore. Color Black. $298.00. 5.0 out of 5 stars

Black Bruno Magli Ettore

Black Bruno Magli Ettore

+2

Brand Name: Bruno Magli
Product Name: Ettore
Color: Black
Price: $298.00
Rating: 5Rated 5 stars out of 5(2)

Bruno Magli - Salerno. Color Cognac. Low Stock. $298.00.

6 left in stock

Tan Bruno Magli Salerno

Tan Bruno Magli Salerno

Brand Name: Bruno Magli
Product Name: Salerno
Color: Cognac
Price: $298.00
Rating

Bruno Magli - Biagio. Color Brown. $298.00.

Brown Bruno Magli Biagio

Brown Bruno Magli Biagio

+2

Brand Name: Bruno Magli
Product Name: Biagio
Color: Brown
Price: $298.00
Rating

Bruno Magli - Nathan. Color Rust Calf. $298.00. 4.3 out of 5 stars

Orange Bruno Magli Nathan

Orange Bruno Magli Nathan

Brand Name: Bruno Magli
Product Name: Nathan
Color: Rust Calf
Price: $298.00
Rating: 4Rated 4 stars out of 5(6)

Cole Haan - Washington Grand Laser Wing Oxford. Color British Tan/Lava Energy. On sale for $297.79. 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

+4

Brand Name: Cole Haan
Product Name: Washington Grand Laser Wing Oxford
Color: British Tan/Lava Energy
Price: $297.79MSRP: $400.00
Rating: 4Rated 4 stars out of 5(189)

Johnston & Murphy Collection - Ellsworth Cap Toe. Color Black. $295.00. 4.8 out of 5 stars

Black Johnston & Murphy Collection Ellsworth Cap Toe

Black Johnston & Murphy Collection Ellsworth Cap Toe

+2

Brand Name: Johnston & Murphy Collection
Product Name: Ellsworth Cap Toe
Color: Black
Price: $295.00
Rating: 5Rated 5 stars out of 5(17)

Johnston & Murphy Collection - Flynch Monk Strap. Color Tan Italian Calfskin. $295.00.

Tan Johnston & Murphy Collection Flynch Monk Strap

Tan Johnston & Murphy Collection Flynch Monk Strap

+2

Brand Name: Johnston & Murphy Collection
Product Name: Flynch Monk Strap
Color: Tan Italian Calfskin
Price: $295.00
Rating

Johnston & Murphy Collection - Flynch Plain Toe. Color Black. Low Stock. $295.00.

10 left in stock

Black Johnston & Murphy Collection Flynch Plain Toe

Black Johnston & Murphy Collection Flynch Plain Toe

+2 colors/patterns

Brand Name: Johnston & Murphy Collection
Product Name: Flynch Plain Toe
Color: Black
Price: $295.00
Rating

Johnston & Murphy Collection - Hartley Plane Toe. Color White. Low Stock. $295.00.

3 left in stock

White Johnston & Murphy Collection Hartley Plane Toe

White Johnston & Murphy Collection Hartley Plane Toe

+2

Brand Name: Johnston & Murphy Collection
Product Name: Hartley Plane Toe
Color: White
Price: $295.00
Rating

Martin Dingman - Addison Horse Bit. Color Black. On sale for $295.00. MSRP $325.00..

Black Martin Dingman Addison Horse Bit

Black Martin Dingman Addison Horse Bit

+3

Brand Name: Martin Dingman
Product Name: Addison Horse Bit
Color: Black
Price: $295.00MSRP: $325.00
Rating

Red Wing Heritage - Shop Moc Oxford. Color Black Prairie. $289.99. 5.0 out of 5 stars

Black Red Wing Heritage Shop Moc Oxford

Black Red Wing Heritage Shop Moc Oxford

+2

Brand Name: Red Wing Heritage
Product Name: Shop Moc Oxford
Color: Black Prairie
Price: $289.99
Rating

Johnston & Murphy Collection - Dudley Lug Zip Boot. Color Black Full Grain. Low Stock. $285.00.

8 left in stock

Black Johnston & Murphy Collection Dudley Lug Zip Boot

Black Johnston & Murphy Collection Dudley Lug Zip Boot

Brand Name: Johnston & Murphy Collection
Product Name: Dudley Lug Zip Boot
Color: Black Full Grain
Price: $285.00
Rating

Samuel Hubbard - Frequent Traveler. Color Black. $275.00. 4.5 out of 5 stars

Black Samuel Hubbard Frequent Traveler

Black Samuel Hubbard Frequent Traveler

+2

Brand Name: Samuel Hubbard
Product Name: Frequent Traveler
Color: Black
Price: $275.00
Rating: 5Rated 5 stars out of 5(22)

Martin Dingman - Bill Horse Bit Loafers. Color French Roast. $275.00.

Tan Martin Dingman Bill Horse Bit Loafers

Tan Martin Dingman Bill Horse Bit Loafers

Brand Name: Martin Dingman
Product Name: Bill Horse Bit Loafers
Color: French Roast
Price: $275.00
Rating

Bruno Magli - Taddeo. Color Taupe Suede. Low Stock. On sale for $262.50. MSRP $375.00..

5 left in stock

Taupe Bruno Magli Taddeo

Taupe Bruno Magli Taddeo

+2

Brand Name: Bruno Magli
Product Name: Taddeo
Color: Taupe Suede
Price: $262.50MSRP: $375.00
Rating

Bruno Magli - Monet. Color Black Patent. Low Stock. On sale for $255.00. MSRP $425.00.. 5.0 out of 5 stars

7 left in stock

Black Bruno Magli Monet

Black Bruno Magli Monet

Brand Name: Bruno Magli
Product Name: Monet
Color: Black Patent
Price: $255.00MSRP: $425.00
Rating: 5Rated 5 stars out of 5(3)

Frye - Paul Inside Zip. Color Black. Low Stock. On sale for $253.30. MSRP $298.00.. 4.4 out of 5 stars

2 left in stock

Black Frye Paul Inside Zip

Black Frye Paul Inside Zip

Brand Name: Frye
Product Name: Paul Inside Zip
Color: Black
Price: $253.30MSRP: $298.00
Rating: 4Rated 4 stars out of 5(29)

ECCO - ST.1 Hybrid Dress Perforated. Color Cognac Full Grain Leather. $250.00. 3.0 out of 5 stars

Mahogany ECCO ST.1 Hybrid Dress Perforated

Mahogany ECCO ST.1 Hybrid Dress Perforated

+2

Brand Name: ECCO
Product Name: ST.1 Hybrid Dress Perforated
Color: Cognac Full Grain Leather
Price: $250.00
Rating: 3Rated 3 stars out of 5(3)

Cole Haan - Zerogrand Remastered Wingtip Oxford Unlined. Color White Cap Gray/Dark Chocolate/Redwood Burl. $210.00.

White Cole Haan Zerogrand Remastered Wingtip Oxford Unlined

White Cole Haan Zerogrand Remastered Wingtip Oxford Unlined

+2

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Wingtip Oxford Unlined
Color: White Cap Gray/Dark Chocolate/Redwood Burl
Price: $210.00
Rating

Get on the List

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