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

Size 16 Dress Shoes

33 items found

Filters

Search Results

Rockport - Style Leader 2 Apron Toe. Color Tan. $129.95. 4.3 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: $129.95
Rating: 4Rated 4 stars out of 5(179)

Rockport - Style Leader 2 Bike Toe Oxford. Color Black Waxed Calf. On sale for $99.95. MSRP $129.95. 23% off. 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: $99.95MSRP: $129.9523% OFF
Rating: 4Rated 4 stars out of 5(336)

Rockport - Classic Loafer Lite Penny. Color Dark Brown. On sale for $89.95. MSRP $124.95. 28% off. 3.9 out of 5 stars

Brown Rockport Classic Loafer Lite Penny

Brown Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Dark Brown
Price: $89.95MSRP: $124.9528% OFF
Rating: 4Rated 4 stars out of 5(415)

Rockport - Taylor Waterproof Plain Toe. Color Black. On sale for $125.00. MSRP $134.95. 7% off. 4.1 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: $125MSRP: $134.957% OFF
Rating: 4Rated 4 stars out of 5(35)

Rockport - Taylor Waterproof Cap Toe. Color Buckthorn. Low Stock. On sale for $93.35. MSRP $134.95. 31% off. 3.9 out of 5 stars

Low Stock

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: $93.35MSRP: $134.9531% OFF
Rating: 4Rated 4 stars out of 5(63)

Johnston & Murphy - Upton Wing Tip. Color Black Full Grain. On sale for $143.10. MSRP $159.00. 10% off. 4.1 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: $143.10MSRP: $15910% OFF
Rating: 4Rated 4 stars out of 5(64)

Rockport - Taylor Waterproof Slip-On. Color Black. On sale for $124.95. MSRP $134.95. 7% off. 2.6 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: $124.95MSRP: $134.957% OFF
Rating: 3Rated 3 stars out of 5(26)

Samuel Hubbard - Frequent Traveler Loafer. Color Black. $285.00. 4.5 out of 5 stars

Black Samuel Hubbard Frequent Traveler Loafer

Black Samuel Hubbard Frequent Traveler Loafer

Brand Name: Samuel Hubbard
Product Name: Frequent Traveler Loafer
Gender: Men's
Color: Black
Price: $285
Rating: 5Rated 5 stars out of 5(24)

Johnston & Murphy - Xc4 Stanton 2.0 Runoff Lace-Up. Color Tan. $178.95. 4.7 out of 5 stars

Tan Johnston & Murphy Xc4 Stanton 2.0 Runoff Lace-Up

Tan Johnston & Murphy Xc4 Stanton 2.0 Runoff Lace-Up

+2

Brand Name: Johnston & Murphy
Product Name: Xc4 Stanton 2.0 Runoff Lace-Up
Gender: Men's
Color: Tan
Price: $178.95
Rating: 5Rated 5 stars out of 5(3)

Rockport - World Tour Classic Walking Shoe. Color Brown Tumbled Leather. $129.95. 4.2 out of 5 stars

Brown Rockport World Tour Classic Walking Shoe

Brown Rockport World Tour Classic Walking Shoe

+2

Brand Name: Rockport
Product Name: World Tour Classic Walking Shoe
Gender: Men's
Color: Brown Tumbled Leather
Price: $129.95
Rating: 4Rated 4 stars out of 5(3037)

Florsheim - Berkley Penny Loafers. Color Burgundy. On sale for $129.99. MSRP $145.00. 10% off. 4.1 out of 5 stars

Burgundy Florsheim Berkley Penny Loafers

Burgundy Florsheim Berkley Penny Loafers

+2

Brand Name: Florsheim
Product Name: Berkley Penny Loafers
Gender: Men's
Color: Burgundy
Price: $129.99MSRP: $14510% OFF
Rating: 4Rated 4 stars out of 5(1379)

. Florsheim - Midtown Plain Toe Zipper Boots. Color Brown Smooth. $150.00. 4.5 out of 5 stars

Brown Florsheim Midtown Plain Toe Zipper Boots

Brown Florsheim Midtown Plain Toe Zipper Boots

+1

Brand Name: Florsheim
Product Name: Midtown Plain Toe Zipper Boots
Gender: Men's
Color: Brown Smooth
Price: $150
Rating: 5Rated 5 stars out of 5(558)

Nunn Bush - Cameron Comfort Walking Oxford. Color Black Tumbled Leather. On sale for $79.95. MSRP $110.00. 27% off. 4.3 out of 5 stars

Black Nunn Bush Cameron Comfort Walking Oxford

Brand Name: Nunn Bush
Product Name: Cameron Comfort Walking Oxford
Gender: Men's
Color: Black Tumbled Leather
Price: $79.95MSRP: $11027% OFF
Rating: 4Rated 4 stars out of 5(1109)

ECCO - Helsinki 2.0 Apron Toe Slip-On. Color Cognac. On sale for $174.95. MSRP $179.95. 3% off. 3.9 out of 5 stars

Tan ECCO Helsinki 2.0 Apron Toe Slip-On

Tan ECCO Helsinki 2.0 Apron Toe Slip-On

+3

Brand Name: ECCO
Product Name: Helsinki 2.0 Apron Toe Slip-On
Gender: Men's
Color: Cognac
Price: $174.95MSRP: $179.953% OFF
Rating: 4Rated 4 stars out of 5(54)

Dunham - Midland Oxford Waterproof. Color Brown Polished Leather. $169.95. 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 Polished Leather
Price: $169.95
Rating: 4Rated 4 stars out of 5(193)

SAS - Ambassador Lace Up Comfort Oxford. Color Black. $268.95. 4.3 out of 5 stars

Black SAS Ambassador Lace Up Comfort Oxford

Black SAS Ambassador Lace Up Comfort Oxford

Brand Name: SAS
Product Name: Ambassador Lace Up Comfort Oxford
Gender: Men's
Color: Black
Price: $268.95
Rating: 4Rated 4 stars out of 5(76)

Cole Haan - Pinch Tassel. Color Burgundy. On sale for $135.00. MSRP $168.00. 20% off. 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: $135MSRP: $16820% OFF
Rating: 4Rated 4 stars out of 5(249)

Dr. Martens - 1461 YS. Color Black Smooth. $159.95. 4.2 out of 5 stars

Black Dr. Martens 1461 YS

Black Dr. Martens 1461 YS

Brand Name: Dr. Martens
Product Name: 1461 YS
Gender: Unisex
Color: Black Smooth
Price: $159.95
Rating: 4Rated 4 stars out of 5(36)

Samuel Hubbard - Founder. Color Black. $295.00. 3.4 out of 5 stars

Black Samuel Hubbard Founder

Black Samuel Hubbard Founder

+2

Brand Name: Samuel Hubbard
Product Name: Founder
Gender: Men's
Color: Black
Price: $295
Rating: 3Rated 3 stars out of 5(18)

Dunham - Windsor Waterproof. Color Brown Waterproof Milled Leather. $169.95. 4.4 out of 5 stars

Brown Dunham Windsor Waterproof

Brown Dunham Windsor Waterproof

Brand Name: Dunham
Product Name: Windsor Waterproof
Gender: Men's
Color: Brown Waterproof Milled Leather
Price: $169.95
Rating: 4Rated 4 stars out of 5(370)

ECCO - Helsinki 2.0 Plain Toe Tie. Color Black. $174.95. 4.4 out of 5 stars

Black ECCO Helsinki 2.0 Plain Toe Tie

Black ECCO Helsinki 2.0 Plain Toe Tie

Brand Name: ECCO
Product Name: Helsinki 2.0 Plain Toe Tie
Gender: Men's
Color: Black
Price: $174.95
Rating: 4Rated 4 stars out of 5(23)

Cole Haan - Lenox Hill Cap Ox. Color Black. $160.00. 4.0 out of 5 stars

Black Cole Haan Lenox Hill Cap Ox

Black Cole Haan Lenox Hill Cap Ox

+2

Brand Name: Cole Haan
Product Name: Lenox Hill Cap Ox
Gender: Men's
Color: Black
Price: $160
Rating: 4Rated 4 stars out of 5(219)

Florsheim - Rucci Cap Toe Oxford. Color Cognac Smooth. $145.00. 4.6 out of 5 stars

Neutral Florsheim Rucci Cap Toe Oxford

Neutral Florsheim Rucci Cap Toe Oxford

+2

Brand Name: Florsheim
Product Name: Rucci Cap Toe Oxford
Gender: Men's
Color: Cognac Smooth
Price: $145
Rating: 5Rated 5 stars out of 5(100)

Cole Haan - 2.Zerogrand Laser Wing Tip Oxford Lined. Color Black Leather/Black. On sale for $139.95. MSRP $168.00. 17% off. 4.7 out of 5 stars

Black Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Black Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

+8

Brand Name: Cole Haan
Product Name: 2.Zerogrand Laser Wing Tip Oxford Lined
Gender: Men's
Color: Black Leather/Black
Price: $139.95MSRP: $16817% OFF
Rating: 5Rated 5 stars out of 5(3038)

. Florsheim - Midtown Cap Toe Oxford. Color Cognac Smooth. On sale for $99.95. MSRP $140.00. 29% off. 4.5 out of 5 stars

Neutral Florsheim Midtown Cap Toe Oxford

Neutral Florsheim Midtown Cap Toe Oxford

+3

Brand Name: Florsheim
Product Name: Midtown Cap Toe Oxford
Gender: Men's
Color: Cognac Smooth
Price: $99.95MSRP: $14029% OFF
Rating: 5Rated 5 stars out of 5(611)

Florsheim - Norwalk Plain Toe Oxford. Color Black Multi. $145.00. 4.5 out of 5 stars

Black Florsheim Norwalk Plain Toe Oxford

Black Florsheim Norwalk Plain Toe Oxford

+6

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Oxford
Gender: Men's
Color: Black Multi
Price: $145
Rating: 5Rated 5 stars out of 5(341)

Johnston & Murphy - Upton Plain Toe. Color Tan Oiled Full Grain. $159.00. 4.4 out of 5 stars

Tan Johnston & Murphy Upton Plain Toe

Tan Johnston & Murphy Upton Plain Toe

+9

Brand Name: Johnston & Murphy
Product Name: Upton Plain Toe
Gender: Men's
Color: Tan Oiled Full Grain
Price: $159
Rating: 4Rated 4 stars out of 5(1393)

Rockport - Style Leader 2 Plain Toe. Color Black. On sale for $89.97. MSRP $129.95. 31% off. 4.2 out of 5 stars

Black Rockport Style Leader 2 Plain Toe

Black Rockport Style Leader 2 Plain Toe

+3

Brand Name: Rockport
Product Name: Style Leader 2 Plain Toe
Gender: Men's
Color: Black
Price: $89.97MSRP: $129.9531% OFF
Rating: 4Rated 4 stars out of 5(35)

Johnston & Murphy - Melton Classic Dress Cap Toe Oxford. Color Black Brushed Veal. $189.00. 4.3 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: $189
Rating: 4Rated 4 stars out of 5(1195)

Stacy Adams - Dickinson Cap Toe Oxford. Color Burgundy. On sale for $99.90. MSRP $130.00. 23% off. 4.4 out of 5 stars

Burgundy Stacy Adams Dickinson Cap Toe Oxford

Burgundy Stacy Adams Dickinson Cap Toe Oxford

+1

Brand Name: Stacy Adams
Product Name: Dickinson Cap Toe Oxford
Gender: Men's
Color: Burgundy
Price: $99.90MSRP: $13023% OFF
Rating: 4Rated 4 stars out of 5(128)

Florsheim - Postino Cap Toe Oxford. Color Cognac Smooth/Perf. On sale for $89.98. MSRP $145.00. 38% off. 4.4 out of 5 stars

Brown Florsheim Postino Cap Toe Oxford

Brown Florsheim Postino Cap Toe Oxford

+2

Brand Name: Florsheim
Product Name: Postino Cap Toe Oxford
Gender: Men's
Color: Cognac Smooth/Perf
Price: $89.98MSRP: $14538% OFF
Rating: 4Rated 4 stars out of 5(213)

Rockport - Garett Wing Tip. Color Cognac. On sale for $89.95. MSRP $134.95. 33% off. 4.5 out of 5 stars

Tan Rockport Garett Wing Tip

Tan Rockport Garett Wing Tip

+2

Brand Name: Rockport
Product Name: Garett Wing Tip
Gender: Men's
Color: Cognac
Price: $89.95MSRP: $134.9533% OFF
Rating: 4Rated 4 stars out of 5(79)

Deer Stags - Bangor. Color Black/Black. On sale for $59.99. MSRP $90.00. 33% off. 3.9 out of 5 stars

Black Deer Stags Bangor

Black Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Black/Black
Price: $59.99MSRP: $9033% OFF
Rating: 4Rated 4 stars out of 5(14)

Join Our Email List

Never miss out on latest drops & sales—plus, new subscribers get 10% off.*

*One code per email address.