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

Size 16 Dress Shoes

37 items found

Sort By

Your Selections

Search Results

Cole Haan - 2.Zerogrand Laser Wing Tip Oxford Lined. Color Truffle/Ivory Nubuck Upper. On sale for $127.06. MSRP $160.00.. 4.7 out of 5 stars

Taupe Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Taupe Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

+17

Brand Name: Cole Haan
Product Name: 2.Zerogrand Laser Wing Tip Oxford Lined
Gender: Men's
Color: Truffle/Ivory Nubuck Upper
Price: $127.06MSRP: $160.00
Rating: 5Rated 5 stars out of 5(2932)

Johnston & Murphy - XC4 Stanton 2.0 Run-Off Lace-Up. Color Black. $175.00. 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: $175.00
Rating: 5Rated 5 stars out of 5(1)

Deer Stags - Nu Times Dress Oxford. Color Black. On sale for $46.74. 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: $46.74MSRP: $95.00
Rating: 5Rated 5 stars out of 5(5)

Florsheim - Rucci Cap Toe Oxford. Color Black Smooth. $129.95. 4.5 out of 5 stars

Black Florsheim Rucci Cap Toe Oxford

Black Florsheim Rucci Cap Toe Oxford

+3

Brand Name: Florsheim
Product Name: Rucci Cap Toe Oxford
Gender: Men's
Color: Black Smooth
Price: $129.95
Rating: 5Rated 5 stars out of 5(53)

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

Brown Florsheim Norwalk Plain Toe Oxford

Brown Florsheim Norwalk Plain Toe Oxford

+4

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Oxford
Gender: Men's
Color: Brown Crazy Horse
Price: $129.95
Rating: 5Rated 5 stars out of 5(163)

Johnston & Murphy - Upton Plain Toe. Color Tan Oiled Full Grain. $159.00. 4.6 out of 5 stars

Tan Johnston & Murphy Upton Plain Toe

Tan Johnston & Murphy Upton Plain Toe

+6

Brand Name: Johnston & Murphy
Product Name: Upton Plain Toe
Gender: Men's
Color: Tan Oiled Full Grain
Price: $159.00
Rating: 5Rated 5 stars out of 5(867)

. 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(484)

Johnston & Murphy - Conard 2.0 Plain Toe. Color Black Full Grain. $165.00. 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: $165.00
Rating: 5Rated 5 stars out of 5(8)

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
Gender: Men's
Color: Black Brushed Veal
Price: $185.00
Rating: 4Rated 4 stars out of 5(1099)

Florsheim - Corbetta Cap Toe Oxford. Color Black Smooth. $124.95. 4.5 out of 5 stars

Black Florsheim Corbetta Cap Toe Oxford

Black Florsheim Corbetta Cap Toe Oxford

+2

Brand Name: Florsheim
Product Name: Corbetta Cap Toe Oxford
Gender: Men's
Color: Black Smooth
Price: $124.95
Rating: 4Rated 4 stars out of 5(145)

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)

Nunn Bush - Cameron Comfort Walking Oxford. Color Brown Tumbled Leather. On sale for $59.95. MSRP $100.00.. 4.3 out of 5 stars

Brown Nunn Bush Cameron Comfort Walking Oxford

Brand Name: Nunn Bush
Product Name: Cameron Comfort Walking Oxford
Gender: Men's
Color: Brown Tumbled Leather
Price: $59.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(1034)

Dunham - Midland Oxford Waterproof. Color Brown Nubuck. $149.95. 3.9 out of 5 stars

Brown Dunham Midland Oxford Waterproof

Brown Dunham Midland Oxford Waterproof

Brand Name: Dunham
Product Name: Midland Oxford Waterproof
Gender: Men's
Color: Brown Nubuck
Price: $149.95
Rating: 4Rated 4 stars out of 5(176)

Cole Haan - Pinch Tassel. Color Burgundy. On sale for $119.61. MSRP $140.00.. 4.0 out of 5 stars

Burgundy Cole Haan Pinch Tassel

Burgundy Cole Haan Pinch Tassel

Brand Name: Cole Haan
Product Name: Pinch Tassel
Gender: Men's
Color: Burgundy
Price: $119.61MSRP: $140.00
Rating: 4Rated 4 stars out of 5(232)

Rockport - Style Leader 2 Bike Toe Oxford. Color Black Waxed Calf. On sale for $89.95. MSRP $120.00.. 4.5 out of 5 stars

Black Rockport Style Leader 2 Bike Toe Oxford

Black Rockport Style Leader 2 Bike Toe Oxford

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

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

Tan Rockport Classic Loafer Lite Penny

Tan Rockport Classic Loafer Lite Penny

+3

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

Florsheim - Berkley Penny Loafer. Color Burgundy. $129.95. 4.1 out of 5 stars

Burgundy Florsheim Berkley Penny Loafer

Burgundy Florsheim Berkley Penny Loafer

+2

Brand Name: Florsheim
Product Name: Berkley Penny Loafer
Gender: Men's
Color: Burgundy
Price: $129.95
Rating: 4Rated 4 stars out of 5(1212)

Cole Haan - Originalgrand Shortwing Oxford. Color Black Leather/Ironstone. $149.95. 4.5 out of 5 stars

Black Cole Haan Originalgrand Shortwing Oxford

Black Cole Haan Originalgrand Shortwing Oxford

+5

Brand Name: Cole Haan
Product Name: Originalgrand Shortwing Oxford
Gender: Men's
Color: Black Leather/Ironstone
Price: $149.95
Rating: 4Rated 4 stars out of 5(1123)

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)

Deer Stags - Walkmaster Plain Toe Oxford. Color Black. On sale for $65.00. MSRP $105.00.. 3.7 out of 5 stars

Black Deer Stags Walkmaster Plain Toe Oxford

Black Deer Stags Walkmaster Plain Toe Oxford

Brand Name: Deer Stags
Product Name: Walkmaster Plain Toe Oxford
Gender: Men's
Color: Black
Price: $65.00MSRP: $105.00
Rating: 4Rated 4 stars out of 5(37)

Steve Madden - Harpoon - Extended Sizes. Color Black Leather. On sale for $89.96. MSRP $95.00.. 4.1 out of 5 stars

Black Steve Madden Harpoon - Extended Sizes

Black Steve Madden Harpoon - Extended Sizes

+2

Brand Name: Steve Madden
Product Name: Harpoon - Extended Sizes
Gender: Men's
Color: Black Leather
Price: $89.96MSRP: $95.00
Rating: 4Rated 4 stars out of 5(78)

Rockport - Garett Wing Tip. Color Cognac. On sale for $89.95. MSRP $125.00.. 4.5 out of 5 stars

Tan Rockport Garett Wing Tip

Tan Rockport Garett Wing Tip

+4

Brand Name: Rockport
Product Name: Garett Wing Tip
Gender: Men's
Color: Cognac
Price: $89.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(71)

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

10 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)

Rockport - Style Leader 2 Apron Toe. Color Tan. On sale for $89.95. MSRP $120.00.. 4.4 out of 5 stars

Tan Rockport Style Leader 2 Apron Toe

Tan Rockport Style Leader 2 Apron Toe

+2

Brand Name: Rockport
Product Name: Style Leader 2 Apron Toe
Gender: Men's
Color: Tan
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(171)

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

7 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)

Johnston & Murphy - Upton Wing Tip. Color Black Full Grain. $159.00. 3.8 out of 5 stars

Black Johnston & Murphy Upton Wing Tip

Black Johnston & Murphy Upton Wing Tip

+2

Brand Name: Johnston & Murphy
Product Name: Upton Wing Tip
Gender: Men's
Color: Black Full Grain
Price: $159.00
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 Cap Toe. Color Buckthorn. $124.95. 3.8 out of 5 stars

Beige Rockport Taylor Waterproof Cap Toe

Beige Rockport Taylor Waterproof Cap Toe

+2

Brand Name: Rockport
Product Name: Taylor Waterproof Cap Toe
Gender: Men's
Color: Buckthorn
Price: $124.95
Rating: 4Rated 4 stars out of 5(58)

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)

Johnston & Murphy - Conard 2.0 Cap Toe. Color Black Full Grain. $165.00. 3.9 out of 5 stars

Black Johnston & Murphy Conard 2.0 Cap Toe

Black Johnston & Murphy Conard 2.0 Cap Toe

+2

Brand Name: Johnston & Murphy
Product Name: Conard 2.0 Cap Toe
Gender: Men's
Color: Black Full Grain
Price: $165.00
Rating: 4Rated 4 stars out of 5(7)

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 $60.00. 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: $60.00MSRP: $100.00
Rating: 4Rated 4 stars out of 5(12)

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)

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)

Deer Stags - Benjamin. Color Black. On sale for $60.02. MSRP $100.00.. 2.4 out of 5 stars

Black Deer Stags Benjamin

Black Deer Stags Benjamin

+2

Brand Name: Deer Stags
Product Name: Benjamin
Gender: Men's
Color: Black
Price: $60.02MSRP: $100.00
Rating: 2Rated 2 stars out of 5(5)

Johnston & Murphy - Gibbons Cap Toe. Color Black Full Grain. $128.99.

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: $128.99
Rating

Deer Stags - Puebla. Color Dark Brown. On sale for $59.97. 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: $59.97MSRP: $100.00
Rating

Get on the List

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