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

Men's Size 16 Dress Comfort Shoes

30 items found

Sort By

Your Selections

Search Results

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)

Deer Stags - Nu Times Dress Oxford. Color Black. On sale for $59.99. MSRP $95.00.. 4.8 out of 5 stars

Black Deer Stags Nu Times Dress Oxford

Black Deer Stags Nu Times Dress Oxford

Brand Name: Deer Stags
Product Name: Nu Times Dress Oxford
Gender: Men's
Color: Black
Price: $59.99MSRP: $95.00
Rating: 5Rated 5 stars out of 5(5)

Deer Stags - Oakland. Color Brown. On sale for $54.97. MSRP $90.00.. 3.1 out of 5 stars

Brown Deer Stags Oakland

Brown Deer Stags Oakland

+3

Brand Name: Deer Stags
Product Name: Oakland
Gender: Men's
Color: Brown
Price: $54.97MSRP: $90.00
Rating: 3Rated 3 stars out of 5(13)

Johnston & Murphy - Conard 2.0 Plain Toe. Color Black Full Grain. $164.95. 4.8 out of 5 stars

Black Johnston & Murphy Conard 2.0 Plain Toe

Black Johnston & Murphy Conard 2.0 Plain Toe

+3

Brand Name: Johnston & Murphy
Product Name: Conard 2.0 Plain Toe
Gender: Men's
Color: Black Full Grain
Price: $164.95
Rating: 5Rated 5 stars out of 5(8)

Rockport - Taylor Waterproof Plain Toe. Color Black. $124.95. 4.4 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(26)

Deer Stags - Walkmaster Plain Toe Oxford. Color Black. On sale for $63.27. MSRP $105.00.. 3.7 out of 5 stars

Black Deer Stags Walkmaster Plain Toe Oxford

Black Deer Stags Walkmaster Plain Toe Oxford

+2

Brand Name: Deer Stags
Product Name: Walkmaster Plain Toe Oxford
Gender: Men's
Color: Black
Price: $63.27MSRP: $105.00
Rating: 4Rated 4 stars out of 5(37)

Rockport - Classic Loafer Lite Penny. Color Black II. On sale for $79.95. MSRP $115.00.. 3.9 out of 5 stars

Black Rockport Classic Loafer Lite Penny

Black Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Black II
Price: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(396)

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(1217)

. Florsheim - Midtown Cap Toe Oxford. Color Black Smooth. On sale for $89.95. MSRP $125.00.. 4.6 out of 5 stars

Black Florsheim Midtown Cap Toe Oxford

Black Florsheim Midtown Cap Toe Oxford

+3

Brand Name: Florsheim
Product Name: Midtown Cap Toe Oxford
Gender: Men's
Color: Black Smooth
Price: $89.95MSRP: $125.00
Rating: 5Rated 5 stars out of 5(488)

Rockport - Garett Plain Toe. Color Cognac. On sale for $89.95. MSRP $125.00.. 4.3 out of 5 stars

Tan Rockport Garett Plain Toe

Tan Rockport Garett Plain Toe

+4

Brand Name: Rockport
Product Name: Garett Plain Toe
Gender: Men's
Color: Cognac
Price: $89.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(130)

Rockport - Style Leader 2 Bike Toe Oxford. Color New Brown Gradient 1. On sale for $89.95. MSRP $120.00.. 4.5 out of 5 stars

Brown Rockport Style Leader 2 Bike Toe Oxford

Brown Rockport Style Leader 2 Bike Toe Oxford

Brand Name: Rockport
Product Name: Style Leader 2 Bike Toe Oxford
Gender: Men's
Color: New Brown Gradient 1
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(330)

Dr. Martens - 1461. Color Dark Brown. On sale for $119.95. MSRP $140.00.. 4.0 out of 5 stars

Brown Dr. Martens 1461

Brown Dr. Martens 1461

Brand Name: Dr. Martens
Product Name: 1461
Gender: Unisex
Color: Dark Brown
Price: $119.95MSRP: $140.00
Rating: 4Rated 4 stars out of 5(2)

Rockport - Garett Wing Tip. Color Black/Vapor. On sale for $79.99. MSRP $124.95.. 4.5 out of 5 stars

Black Rockport Garett Wing Tip

Black Rockport Garett Wing Tip

+4

Brand Name: Rockport
Product Name: Garett Wing Tip
Gender: Men's
Color: Black/Vapor
Price: $79.99MSRP: $124.95
Rating: 4Rated 4 stars out of 5(72)

Johnston & Murphy - Gibbons Cap Toe. Color Black Full Grain. $128.95.

Black Johnston & Murphy Gibbons Cap Toe

Black Johnston & Murphy Gibbons Cap Toe

Brand Name: Johnston & Murphy
Product Name: Gibbons Cap Toe
Gender: Men's
Color: Black Full Grain
Price: $128.95
Rating

Florsheim - Norwalk Plain Toe Oxford. Color Black Crazy Horse. $129.95. 4.7 out of 5 stars

Black Florsheim Norwalk Plain Toe Oxford

Black Florsheim Norwalk Plain Toe Oxford

+4

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Oxford
Gender: Men's
Color: Black Crazy Horse
Price: $129.95
Rating: 5Rated 5 stars out of 5(166)

Deer Stags - Benjamin. Color Brown. On sale for $64.97. MSRP $100.00.. 2.4 out of 5 stars

Brown Deer Stags Benjamin

Brown Deer Stags Benjamin

+2

Brand Name: Deer Stags
Product Name: Benjamin
Gender: Men's
Color: Brown
Price: $64.97MSRP: $100.00
Rating: 2Rated 2 stars out of 5(5)

Florsheim - Postino Cap Toe Oxford. Color Black Smooth/Perf. On sale for $99.95. MSRP $130.00.. 4.3 out of 5 stars

Black Florsheim Postino Cap Toe Oxford

Black Florsheim Postino Cap Toe Oxford

+2

Brand Name: Florsheim
Product Name: Postino Cap Toe Oxford
Gender: Men's
Color: Black Smooth/Perf
Price: $99.95MSRP: $130.00
Rating: 4Rated 4 stars out of 5(186)

Cole Haan - 2.Zerogrand Laser Wingtip Oxford Lined. Color Navy Blazer Nubuck/Ivory. $160.00. 4.7 out of 5 stars

Navy Cole Haan 2.Zerogrand Laser Wingtip Oxford Lined

Navy Cole Haan 2.Zerogrand Laser Wingtip Oxford Lined

+3

Brand Name: Cole Haan
Product Name: 2.Zerogrand Laser Wingtip Oxford Lined
Gender: Men's
Color: Navy Blazer Nubuck/Ivory
Price: $160.00
Rating: 5Rated 5 stars out of 5(3000)

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

Black Dunham Windsor Waterproof

Black Dunham Windsor Waterproof

Brand Name: Dunham
Product Name: Windsor Waterproof
Gender: Men's
Color: Black Waterproof Milled Leather
Price: $149.95
Rating: 4Rated 4 stars out of 5(361)

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(176)

Johnston & Murphy - XC4 Stanton 2.0 Run-Off Lace-Up. Color Black. $174.95. 5.0 out of 5 stars

Black Johnston & Murphy XC4 Stanton 2.0 Run-Off Lace-Up

Black Johnston & Murphy XC4 Stanton 2.0 Run-Off Lace-Up

+2

Brand Name: Johnston & Murphy
Product Name: XC4 Stanton 2.0 Run-Off Lace-Up
Gender: Men's
Color: Black
Price: $174.95
Rating: 5Rated 5 stars out of 5(1)

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

Black SAS Ambassador

Black SAS Ambassador

+4

Brand Name: SAS
Product Name: Ambassador
Gender: Men's
Color: Black
Price: $264.95
Rating: 4Rated 4 stars out of 5(69)

Dunham - 8000 Service Plaintoe. Color Black. Low Stock. On sale for $129.95. MSRP $135.00.. 3.6 out of 5 stars

9 left in stock

Black Dunham 8000 Service Plaintoe

Black Dunham 8000 Service Plaintoe

Brand Name: Dunham
Product Name: 8000 Service Plaintoe
Gender: Men's
Color: Black
Price: $129.95MSRP: $135.00
Rating: 4Rated 4 stars out of 5(12)

Dockers - Trustee Moc Toe Oxford. Color Black Tumbled Leather. On sale for $59.95. MSRP $80.00.. 3.9 out of 5 stars

Black Dockers Trustee Moc Toe Oxford

Brand Name: Dockers
Product Name: Trustee Moc Toe Oxford
Gender: Men's
Color: Black Tumbled Leather
Price: $59.95MSRP: $80.00
Rating: 4Rated 4 stars out of 5(46)

Rockport - Taylor Waterproof Wing Tip. Color Black. Low Stock. $124.95. 4.2 out of 5 stars

5 left in stock

Black Rockport Taylor Waterproof Wing Tip

Black Rockport Taylor Waterproof Wing Tip

Brand Name: Rockport
Product Name: Taylor Waterproof Wing Tip
Gender: Men's
Color: Black
Price: $124.95
Rating: 4Rated 4 stars out of 5(18)

Drew - Park. Color Black Leather. $240.00. 3.6 out of 5 stars

Black Drew Park

Black Drew Park

+2

Brand Name: Drew
Product Name: Park
Gender: Men's
Color: Black Leather
Price: $240.00
Rating: 4Rated 4 stars out of 5(10)

Deer Stags - Puebla. Color Dark Brown. On sale for $56.73. MSRP $100.00..

Brown Deer Stags Puebla

Brown Deer Stags Puebla

+2 colors/patterns

Brand Name: Deer Stags
Product Name: Puebla
Gender: Men's
Color: Dark Brown
Price: $56.73MSRP: $100.00
Rating

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)

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

Black Rockport World Tour Classic Walking Shoe

Black Rockport World Tour Classic Walking Shoe

+2

Brand Name: Rockport
Product Name: World Tour Classic Walking Shoe
Gender: Men's
Color: Black Tumbled Leather
Price: $114.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(2997)

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $54.99. MSRP $100.00.. 4.1 out of 5 stars

Brown Deer Stags Bangor

Brown Deer Stags Bangor

+2

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Redwood/Dark Brown
Price: $54.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(12)

Get on the List

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