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

Men's Leather Round Toe Sperry Shoes

50 items found

Sort By

Your Selections

Search Results

. Sperry - Striper II. Color Black. $69.76.

Black Sperry Striper II

Black Sperry Striper II

Brand Name: Sperry
Product Name: Striper II
Gender: Men's
Color: Black
Price: $69.76
Rating

. Sperry - Authentic Original 2-Eye Summer. Color Ivory. $94.95.

White Sperry Authentic Original 2-Eye Summer

White Sperry Authentic Original 2-Eye Summer

+2

Brand Name: Sperry
Product Name: Authentic Original 2-Eye Summer
Gender: Men's
Color: Ivory
Price: $94.95
Rating

. Sperry - Authentic Original 2-Eye Double Sole. Color Navy Multi. $119.95. 3.0 out of 5 stars

Blue Sperry Authentic Original 2-Eye Double Sole

Blue Sperry Authentic Original 2-Eye Double Sole

+4

Brand Name: Sperry
Product Name: Authentic Original 2-Eye Double Sole
Gender: Men's
Color: Navy Multi
Price: $119.95
Rating: 3Rated 3 stars out of 5(4)

. Sperry - Racquet Oxford. Color Blue. $74.73.

Blue Sperry Racquet Oxford

Blue Sperry Racquet Oxford

+2

Brand Name: Sperry
Product Name: Racquet Oxford
Gender: Men's
Color: Blue
Price: $74.73
Rating

Sperry - Davenport 1-Eye. Color Tan Debossed. Low Stock. $109.95. 4.4 out of 5 stars

8 left in stock

Brown Sperry Davenport 1-Eye

Brown Sperry Davenport 1-Eye

Brand Name: Sperry
Product Name: Davenport 1-Eye
Gender: Men's
Color: Tan Debossed
Price: $109.95
Rating: 4Rated 4 stars out of 5(29)

Sperry - Davenport Venetian. Color Brown Nubuck. $109.95. 3.8 out of 5 stars

Brown Sperry Davenport Venetian

Brown Sperry Davenport Venetian

+3

Brand Name: Sperry
Product Name: Davenport Venetian
Gender: Men's
Color: Brown Nubuck
Price: $109.95
Rating: 4Rated 4 stars out of 5(55)

Sperry - Soletide Seacycled. Color White Multi 1. Low Stock. $79.95. 3.6 out of 5 stars

5 left in stock

Beige Sperry Soletide Seacycled

Beige Sperry Soletide Seacycled

+7

Brand Name: Sperry
Product Name: Soletide Seacycled
Gender: Men's
Color: White Multi 1
Price: $79.95
Rating: 4Rated 4 stars out of 5(36)

Sperry - Authentic Original Venetian Double Sole. Color Tan Nubuck. $109.95. 3.3 out of 5 stars

Tan Sperry Authentic Original Venetian Double Sole

Tan Sperry Authentic Original Venetian Double Sole

+3

Brand Name: Sperry
Product Name: Authentic Original Venetian Double Sole
Gender: Men's
Color: Tan Nubuck
Price: $109.95
Rating: 3Rated 3 stars out of 5(3)

Sperry - Striper II CVO Seasonal. Color Grey Linen. $69.95. 5.0 out of 5 stars

Black Sperry Striper II CVO Seasonal

Black Sperry Striper II CVO Seasonal

+3

Brand Name: Sperry
Product Name: Striper II CVO Seasonal
Gender: Men's
Color: Grey Linen
Price: $69.95
Rating: 5Rated 5 stars out of 5(1)

Sperry - A/O Lug 3-Eye. Color Brown 3. $129.99. 4.2 out of 5 stars

Brown Sperry A/O Lug 3-Eye

Brown Sperry A/O Lug 3-Eye

+3

Brand Name: Sperry
Product Name: A/O Lug 3-Eye
Gender: Men's
Color: Brown 3
Price: $129.99
Rating: 4Rated 4 stars out of 5(13)

Sperry - Topsfield Penny Loafer. Color Black 1. $129.95. 4.3 out of 5 stars

Black Sperry Topsfield Penny Loafer

Black Sperry Topsfield Penny Loafer

+2

Brand Name: Sperry
Product Name: Topsfield Penny Loafer
Gender: Men's
Color: Black 1
Price: $129.95
Rating: 4Rated 4 stars out of 5(27)

Sperry - Gold A/O 2-Eye Tumbled. Color Tan. $174.95. 3.4 out of 5 stars

Tan Sperry Gold A/O 2-Eye Tumbled

Tan Sperry Gold A/O 2-Eye Tumbled

+3

Brand Name: Sperry
Product Name: Gold A/O 2-Eye Tumbled
Gender: Men's
Color: Tan
Price: $174.95
Rating: 3Rated 3 stars out of 5(19)

Sperry - Authentic Original 3-Eye Lug. Color Brown. $129.90. 4.1 out of 5 stars

Brown Sperry Authentic Original 3-Eye Lug

Brown Sperry Authentic Original 3-Eye Lug

+3

Brand Name: Sperry
Product Name: Authentic Original 3-Eye Lug
Gender: Men's
Color: Brown
Price: $129.90
Rating: 4Rated 4 stars out of 5(33)

Sperry - A/O Penny Double Sole. Color Black. Low Stock. On sale for $82.46. MSRP $110.00.. 3.4 out of 5 stars

6 left in stock

Black Sperry A/O Penny Double Sole

Black Sperry A/O Penny Double Sole

Brand Name: Sperry
Product Name: A/O Penny Double Sole
Gender: Men's
Color: Black
Price: $82.46MSRP: $110.00
Rating: 3Rated 3 stars out of 5(8)

Sperry - Gold Mako. Color Navy. $174.95. 4.0 out of 5 stars

Navy Sperry Gold Mako

Navy Sperry Gold Mako

+4

Brand Name: Sperry
Product Name: Gold Mako
Gender: Men's
Color: Navy
Price: $174.95
Rating: 4Rated 4 stars out of 5(20)

Sperry - Cold Bay Chukka. Color Olive. Low Stock. $119.95. 4.5 out of 5 stars

2 left in stock

Olive Sperry Cold Bay Chukka

Olive Sperry Cold Bay Chukka

+2

Brand Name: Sperry
Product Name: Cold Bay Chukka
Gender: Men's
Color: Olive
Price: $119.95
Rating: 5Rated 5 stars out of 5(259)

Sperry - A/O Plushwave Lug Chukka. Color Dark Tan. Low Stock. $139.95. 4.2 out of 5 stars

8 left in stock

Brown Sperry A/O Plushwave Lug Chukka

Brown Sperry A/O Plushwave Lug Chukka

+3

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Dark Tan
Price: $139.95
Rating: 4Rated 4 stars out of 5(34)

Sperry - Seacycled Striper II Cvo Twill. Color Tan. $69.95. 4.0 out of 5 stars

Tan Sperry Seacycled Striper II Cvo Twill

Tan Sperry Seacycled Striper II Cvo Twill

+2

Brand Name: Sperry
Product Name: Seacycled Striper II Cvo Twill
Gender: Men's
Color: Tan
Price: $69.95
Rating: 4Rated 4 stars out of 5(4)

Sperry - Authentic Original Double Sole Cross Lace. Color Olive. On sale for $89.96. MSRP $120.00.. 4.0 out of 5 stars

Olive Sperry Authentic Original Double Sole Cross Lace

Olive Sperry Authentic Original Double Sole Cross Lace

+4

Brand Name: Sperry
Product Name: Authentic Original Double Sole Cross Lace
Gender: Men's
Color: Olive
Price: $89.96MSRP: $120.00
Rating: 4Rated 4 stars out of 5(44)

Sperry - Striper II LTT Leather. Color White. $84.95. 4.0 out of 5 stars

White Sperry Striper II LTT Leather

White Sperry Striper II LTT Leather

+3

Brand Name: Sperry
Product Name: Striper II LTT Leather
Gender: Men's
Color: White
Price: $84.95
Rating: 4Rated 4 stars out of 5(32)

Sperry - Gold Striper LTT. Color White. On sale for $120.00. MSRP $150.00.. 4.6 out of 5 stars

White Sperry Gold Striper LTT

White Sperry Gold Striper LTT

Brand Name: Sperry
Product Name: Gold Striper LTT
Gender: Men's
Color: White
Price: $120.00MSRP: $150.00
Rating: 5Rated 5 stars out of 5(12)

Sperry - Authentic Original 2-Eye. Color Blue Multi. Low Stock. On sale for $89.98. MSRP $109.95.. 3.3 out of 5 stars

7 left in stock

Blue Sperry Authentic Original 2-Eye

Blue Sperry Authentic Original 2-Eye

+3

Brand Name: Sperry
Product Name: Authentic Original 2-Eye
Gender: Men's
Color: Blue Multi
Price: $89.98MSRP: $109.95
Rating: 3Rated 3 stars out of 5(20)

Sperry - Cabo II Penny. Color Sand. $109.95. 3.8 out of 5 stars

Beige Sperry Cabo II Penny

Beige Sperry Cabo II Penny

+2

Brand Name: Sperry
Product Name: Cabo II Penny
Gender: Men's
Color: Sand
Price: $109.95
Rating: 4Rated 4 stars out of 5(20)

Sperry - Gold Authentic Original 2-Eye Woven. Color Amaretto. Low Stock. $184.90. 4.1 out of 5 stars

2 left in stock

Brown Sperry Gold Authentic Original 2-Eye Woven

Brown Sperry Gold Authentic Original 2-Eye Woven

+3

Brand Name: Sperry
Product Name: Gold Authentic Original 2-Eye Woven
Gender: Men's
Color: Amaretto
Price: $184.90
Rating: 4Rated 4 stars out of 5(25)

Sperry - Authentic Original Penny. Color Brown. $109.95. 4.4 out of 5 stars

Brown Sperry Authentic Original Penny

Brown Sperry Authentic Original Penny

+3

Brand Name: Sperry
Product Name: Authentic Original Penny
Gender: Men's
Color: Brown
Price: $109.95
Rating: 4Rated 4 stars out of 5(30)

Sperry - A/O 2-Eye Cross Lace. Color Tan. $109.95. 3.4 out of 5 stars

Tan Sperry A/O 2-Eye Cross Lace

Tan Sperry A/O 2-Eye Cross Lace

+4

Brand Name: Sperry
Product Name: A/O 2-Eye Cross Lace
Gender: Men's
Color: Tan
Price: $109.95
Rating: 3Rated 3 stars out of 5(47)

Sperry - Sea Kite Sport Moc. Color Navy 1. $110.00. 4.6 out of 5 stars

Navy Sperry Sea Kite Sport Moc

Navy Sperry Sea Kite Sport Moc

+3

Brand Name: Sperry
Product Name: Sea Kite Sport Moc
Gender: Men's
Color: Navy 1
Price: $110.00
Rating: 5Rated 5 stars out of 5(245)

Sperry - Gold Authentic Original 2-Eye. Color Blue. Low Stock. On sale for $120.71. MSRP $175.00.. 4.0 out of 5 stars

6 left in stock

Blue Sperry Gold Authentic Original 2-Eye

Blue Sperry Gold Authentic Original 2-Eye

Brand Name: Sperry
Product Name: Gold Authentic Original 2-Eye
Gender: Men's
Color: Blue
Price: $120.71MSRP: $175.00
Rating: 4Rated 4 stars out of 5(23)

Sperry - Striper Plushwave CVO. Color Khaki. Low Stock. $94.90. 3.7 out of 5 stars

7 left in stock

Khaki Sperry Striper Plushwave CVO

Khaki Sperry Striper Plushwave CVO

Brand Name: Sperry
Product Name: Striper Plushwave CVO
Gender: Men's
Color: Khaki
Price: $94.90
Rating: 4Rated 4 stars out of 5(96)

Sperry - A/O 2-Eye Seacycled Shearling. Color Tan. $124.95. 3.9 out of 5 stars

Tan Sperry A/O 2-Eye Seacycled Shearling

Tan Sperry A/O 2-Eye Seacycled Shearling

+2

Brand Name: Sperry
Product Name: A/O 2-Eye Seacycled Shearling
Gender: Men's
Color: Tan
Price: $124.95
Rating: 4Rated 4 stars out of 5(8)

Sperry - Moc-Sider Chelsea Premium. Color Tan. On sale for $136.84. MSRP $139.95.. 5.0 out of 5 stars

Tan Sperry Moc-Sider Chelsea Premium

Tan Sperry Moc-Sider Chelsea Premium

+2

Brand Name: Sperry
Product Name: Moc-Sider Chelsea Premium
Gender: Men's
Color: Tan
Price: $136.84MSRP: $139.95
Rating: 5Rated 5 stars out of 5(3)

Sperry - Cape May Mule. Color Black. Low Stock. On sale for $61.31. MSRP $69.95.. 5.0 out of 5 stars

10 left in stock

Black Sperry Cape May Mule

Black Sperry Cape May Mule

Brand Name: Sperry
Product Name: Cape May Mule
Gender: Men's
Color: Black
Price: $61.31MSRP: $69.95
Rating: 5Rated 5 stars out of 5(3)

Sperry - A/O Plushwave 2.0. Color Black. $119.95. 3.9 out of 5 stars

Black Sperry A/O Plushwave 2.0

Black Sperry A/O Plushwave 2.0

+2

Brand Name: Sperry
Product Name: A/O Plushwave 2.0
Gender: Men's
Color: Black
Price: $119.95
Rating: 4Rated 4 stars out of 5(39)

Sperry - Duck Float Lace-Up Cozy. Color Black. $129.90. 3.8 out of 5 stars

Black Sperry Duck Float Lace-Up Cozy

Black Sperry Duck Float Lace-Up Cozy

Brand Name: Sperry
Product Name: Duck Float Lace-Up Cozy
Gender: Men's
Color: Black
Price: $129.90
Rating: 4Rated 4 stars out of 5(8)

Sperry - Moc-Sider Leather. Color Brown. Low Stock. On sale for $39.54. MSRP $79.95.. 2.7 out of 5 stars

6 left in stock

Brown Sperry Moc-Sider Leather

Brown Sperry Moc-Sider Leather

Brand Name: Sperry
Product Name: Moc-Sider Leather
Gender: Men's
Color: Brown
Price: $39.54MSRP: $79.95
Rating: 3Rated 3 stars out of 5(3)

Sperry - Soletide 2-Eye. Color Black/White 1. Low Stock. On sale for $62.95. MSRP $69.95.. 4.2 out of 5 stars

1 left in stock

Black Sperry Soletide 2-Eye

Black Sperry Soletide 2-Eye

Brand Name: Sperry
Product Name: Soletide 2-Eye
Gender: Men's
Color: Black/White 1
Price: $62.95MSRP: $69.95
Rating: 4Rated 4 stars out of 5(100)

Sperry - Davenport Penny. Color Black 1. $109.95. 3.7 out of 5 stars

Black Sperry Davenport Penny

Black Sperry Davenport Penny

Brand Name: Sperry
Product Name: Davenport Penny
Gender: Men's
Color: Black 1
Price: $109.95
Rating: 4Rated 4 stars out of 5(46)

Sperry - Cold Bay. Color Black. $129.95. 4.5 out of 5 stars

Black Sperry Cold Bay

Black Sperry Cold Bay

Brand Name: Sperry
Product Name: Cold Bay
Gender: Men's
Color: Black
Price: $129.95
Rating: 5Rated 5 stars out of 5(136)

Sperry - Cold Bay 3-Eye. Color Black. Low Stock. $99.95. 4.1 out of 5 stars

10 left in stock

Black Sperry Cold Bay 3-Eye

Black Sperry Cold Bay 3-Eye

Brand Name: Sperry
Product Name: Cold Bay 3-Eye
Gender: Men's
Color: Black
Price: $99.95
Rating: 4Rated 4 stars out of 5(35)

Sperry - Striper Storm Hiker. Color Tan. Low Stock. $109.95. 4.7 out of 5 stars

2 left in stock

Tan Sperry Striper Storm Hiker

Tan Sperry Striper Storm Hiker

Brand Name: Sperry
Product Name: Striper Storm Hiker
Gender: Men's
Color: Tan
Price: $109.95
Rating: 5Rated 5 stars out of 5(116)

Sperry - Cold Bay 3-Eye. Color Brown/Tan. Low Stock. $110.00. 4.2 out of 5 stars

10 left in stock

Brown Sperry Cold Bay 3-Eye

Brown Sperry Cold Bay 3-Eye

Brand Name: Sperry
Product Name: Cold Bay 3-Eye
Gender: Men's
Color: Brown/Tan
Price: $110.00
Rating: 4Rated 4 stars out of 5(82)

Sperry - Surveyor 2-Eye. Color Dark Brown. Low Stock. On sale for $65.31. MSRP $84.95..

5 left in stock

Brown Sperry Surveyor 2-Eye

Brown Sperry Surveyor 2-Eye

Brand Name: Sperry
Product Name: Surveyor 2-Eye
Gender: Men's
Color: Dark Brown
Price: $65.31MSRP: $84.95
Rating

Sperry - Gold Cup Boat. Color Cymbal. $189.95. 4.4 out of 5 stars

Brown Sperry Gold Cup Boat

Brown Sperry Gold Cup Boat

+2

Brand Name: Sperry
Product Name: Gold Cup Boat
Gender: Men's
Color: Cymbal
Price: $189.95
Rating: 4Rated 4 stars out of 5(470)

Sperry - Cold Bay Boot. Color Tan/Brown. $129.95. 4.5 out of 5 stars

Tan Sperry Cold Bay Boot

Tan Sperry Cold Bay Boot

Brand Name: Sperry
Product Name: Cold Bay Boot
Gender: Men's
Color: Tan/Brown
Price: $129.95
Rating: 5Rated 5 stars out of 5(182)

Sperry - Gold Cup A/O 2-Eye. Color Tan. $174.95. 4.2 out of 5 stars

Tan Sperry Gold Cup A/O 2-Eye

Tan Sperry Gold Cup A/O 2-Eye

Brand Name: Sperry
Product Name: Gold Cup A/O 2-Eye
Gender: Men's
Color: Tan
Price: $174.95
Rating: 4Rated 4 stars out of 5(295)

Sperry - Gold Cup Harpswell Driver. Color Brown Sugar. $174.95. 4.2 out of 5 stars

Brown Sperry Gold Cup Harpswell Driver

Brown Sperry Gold Cup Harpswell Driver

Brand Name: Sperry
Product Name: Gold Cup Harpswell Driver
Gender: Men's
Color: Brown Sugar
Price: $174.95
Rating: 4Rated 4 stars out of 5(122)

Sperry - Avenue Duck Boot. Color Black/Amaretto. On sale for $88.80. MSRP $120.00.. 4.1 out of 5 stars

Black Sperry Avenue Duck Boot

Black Sperry Avenue Duck Boot

+2

Brand Name: Sperry
Product Name: Avenue Duck Boot
Gender: Men's
Color: Black/Amaretto
Price: $88.80MSRP: $120.00
Rating: 4Rated 4 stars out of 5(215)

Sperry - Gold Cup A/O 2-Eye. Color Navy 1. Low Stock. $174.95. 4.3 out of 5 stars

1 left in stock

Navy Sperry Gold Cup A/O 2-Eye

Navy Sperry Gold Cup A/O 2-Eye

+2

Brand Name: Sperry
Product Name: Gold Cup A/O 2-Eye
Gender: Men's
Color: Navy 1
Price: $174.95
Rating: 4Rated 4 stars out of 5(480)

Sperry - A/O 2-Eye. Color Navy. $109.95. 4.4 out of 5 stars

Navy Sperry A/O 2-Eye

Navy Sperry A/O 2-Eye

Brand Name: Sperry
Product Name: A/O 2-Eye
Gender: Men's
Color: Navy
Price: $109.95
Rating: 4Rated 4 stars out of 5(2822)

Sperry - Hampden Venetian. Color Amaretto. $109.95. 4.6 out of 5 stars

Brown Sperry Hampden Venetian

Brown Sperry Hampden Venetian

Brand Name: Sperry
Product Name: Hampden Venetian
Gender: Men's
Color: Amaretto
Price: $109.95
Rating: 5Rated 5 stars out of 5(140)

Get on the List

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