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

Men's Size 9.5 Leather Sperry Shoes

42 items found

Sort By

Your Selections

Search Results

. Sperry - Authentic Original. Color Sahara. $109.95. 4.5 out of 5 stars

Orange Sperry Authentic Original

Orange Sperry Authentic Original

+9

Brand Name: Sperry
Product Name: Authentic Original
Color: Sahara
Price: $109.95
Rating: 4Rated 4 stars out of 5(5472)

Sperry - Billfish 3-Eye Boat Shoe. Color Dark Tan. $109.95. 4.3 out of 5 stars

Brown Sperry Billfish 3-Eye Boat Shoe

Brown Sperry Billfish 3-Eye Boat Shoe

+3

Brand Name: Sperry
Product Name: Billfish 3-Eye Boat Shoe
Color: Dark Tan
Price: $109.95
Rating: 4Rated 4 stars out of 5(1542)

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
Color: Tan
Price: $174.95
Rating: 4Rated 4 stars out of 5(291)

Sperry - Gold Authentic Original 2-Eye Seasonal. Color Tan Leather. $174.95.

Tan Sperry Gold Authentic Original 2-Eye Seasonal

Tan Sperry Gold Authentic Original 2-Eye Seasonal

+3 colors/patterns

Brand Name: Sperry
Product Name: Gold Authentic Original 2-Eye Seasonal
Color: Tan Leather
Price: $174.95
Rating

Sperry - Sea Kite Sport Moc. Color Sudan Tan. $109.99. 4.6 out of 5 stars

Brown Sperry Sea Kite Sport Moc

Brown Sperry Sea Kite Sport Moc

+3

Brand Name: Sperry
Product Name: Sea Kite Sport Moc
Color: Sudan Tan
Price: $109.99
Rating: 5Rated 5 stars out of 5(243)

Sperry - Gold Mako. Color Amaretto. $174.90. 3.8 out of 5 stars

Brown Sperry Gold Mako

Brown Sperry Gold Mako

+4

Brand Name: Sperry
Product Name: Gold Mako
Color: Amaretto
Price: $174.90
Rating: 4Rated 4 stars out of 5(15)

Sperry - Authentic Original Double Sole Cross Lace. Color Dark Tan. $119.95. 4.1 out of 5 stars

Brown Sperry Authentic Original Double Sole Cross Lace

Brown Sperry Authentic Original Double Sole Cross Lace

+4

Brand Name: Sperry
Product Name: Authentic Original Double Sole Cross Lace
Color: Dark Tan
Price: $119.95
Rating: 4Rated 4 stars out of 5(37)

Sperry - Mako 2-Eye Canoe Moc. Color Amaretto. $109.99. 4.5 out of 5 stars

Brown Sperry Mako 2-Eye Canoe Moc

+2

Brand Name: Sperry
Product Name: Mako 2-Eye Canoe Moc
Color: Amaretto
Price: $109.99
Rating: 4Rated 4 stars out of 5(801)

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
Color: Cymbal
Price: $189.95
Rating: 4Rated 4 stars out of 5(466)

Sperry - Authentic Original 2-Eye Double Sole. Color Birch Nubuck. Low Stock. $119.95.

10 left in stock

Brown Sperry Authentic Original 2-Eye Double Sole

Brown Sperry Authentic Original 2-Eye Double Sole

+2

Brand Name: Sperry
Product Name: Authentic Original 2-Eye Double Sole
Color: Birch Nubuck
Price: $119.95
Rating

Sperry - A/O 2-Eye Cross Lace. Color Navy. $109.95. 3.5 out of 5 stars

Navy Sperry A/O 2-Eye Cross Lace

Navy Sperry A/O 2-Eye Cross Lace

+4

Brand Name: Sperry
Product Name: A/O 2-Eye Cross Lace
Color: Navy
Price: $109.95
Rating: 3Rated 3 stars out of 5(44)

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

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

Sperry - A/O Lug 3-Eye. Color Brown 3. $129.95. 4.0 out of 5 stars

Brown Sperry A/O Lug 3-Eye

Brown Sperry A/O Lug 3-Eye

+4

Brand Name: Sperry
Product Name: A/O Lug 3-Eye
Color: Brown 3
Price: $129.95
Rating: 4Rated 4 stars out of 5(11)

Sperry - Davenport 1-Eye. Color Tan Debossed. $109.95. 4.5 out of 5 stars

Brown Sperry Davenport 1-Eye

Brown Sperry Davenport 1-Eye

Brand Name: Sperry
Product Name: Davenport 1-Eye
Color: Tan Debossed
Price: $109.95
Rating: 4Rated 4 stars out of 5(28)

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
Color: Tan
Price: $124.95
Rating: 4Rated 4 stars out of 5(8)

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
Color: Navy
Price: $109.95
Rating: 4Rated 4 stars out of 5(2805)

Sperry - Gold Authentic Original 2-Eye Woven. Color Amaretto. On sale for $101.72. MSRP $184.95.. 4.1 out of 5 stars

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
Color: Amaretto
Price: $101.72MSRP: $184.95
Rating: 4Rated 4 stars out of 5(25)

Sperry - Gold A/O 2-Eye Tumbled. Color Grey. $174.95. 2.9 out of 5 stars

Gray Sperry Gold A/O 2-Eye Tumbled

Gray Sperry Gold A/O 2-Eye Tumbled

+3

Brand Name: Sperry
Product Name: Gold A/O 2-Eye Tumbled
Color: Grey
Price: $174.95
Rating: 3Rated 3 stars out of 5(10)

Sperry - Authentic Original 2-Eye. Color Blue Multi. Low Stock. $109.90. 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
Color: Blue Multi
Price: $109.90
Rating: 3Rated 3 stars out of 5(20)

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
Color: Brown Sugar
Price: $174.95
Rating: 4Rated 4 stars out of 5(122)

Sperry - Davenport Venetian. Color Brown. $109.90. 3.8 out of 5 stars

Brown Sperry Davenport Venetian

Brown Sperry Davenport Venetian

+3

Brand Name: Sperry
Product Name: Davenport Venetian
Color: Brown
Price: $109.90
Rating: 4Rated 4 stars out of 5(54)

Sperry - Authentic Original Penny. Color Brown. $109.90. 4.5 out of 5 stars

Brown Sperry Authentic Original Penny

Brown Sperry Authentic Original Penny

+3

Brand Name: Sperry
Product Name: Authentic Original Penny
Color: Brown
Price: $109.90
Rating: 4Rated 4 stars out of 5(26)

Sperry - Cabo II Penny. Color Brown. On sale for $53.48. MSRP $109.95.. 3.8 out of 5 stars

Brown Sperry Cabo II Penny

Brown Sperry Cabo II Penny

+3

Brand Name: Sperry
Product Name: Cabo II Penny
Color: Brown
Price: $53.48MSRP: $109.95
Rating: 4Rated 4 stars out of 5(20)

Sperry - Authentic Original Venetian Double Sole. Color Navy Nubuck. $109.95. 3.0 out of 5 stars

Blue Sperry Authentic Original Venetian Double Sole

Blue Sperry Authentic Original Venetian Double Sole

+3

Brand Name: Sperry
Product Name: Authentic Original Venetian Double Sole
Color: Navy Nubuck
Price: $109.95
Rating: 3Rated 3 stars out of 5(1)

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
Color: Black 1
Price: $129.95
Rating: 4Rated 4 stars out of 5(27)

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
Color: Black 1
Price: $109.95
Rating: 4Rated 4 stars out of 5(45)

Sperry - A/O Penny Double Sole. Color Brown. $109.95. 3.6 out of 5 stars

Brown Sperry A/O Penny Double Sole

Brown Sperry A/O Penny Double Sole

Brand Name: Sperry
Product Name: A/O Penny Double Sole
Color: Brown
Price: $109.95
Rating: 4Rated 4 stars out of 5(7)

Sperry - Moc-Sider Leather. Color Brown. Low Stock. On sale for $54.02. 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
Color: Brown
Price: $54.02MSRP: $79.95
Rating: 3Rated 3 stars out of 5(3)

Sperry - Striper II LTT Leather. Color White. $84.95. 3.9 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
Color: White
Price: $84.95
Rating: 4Rated 4 stars out of 5(24)

Sperry - Striper II CVO Seasonal. Color Grey Linen. On sale for $52.48. MSRP $70.00..

Black Sperry Striper II CVO Seasonal

Black Sperry Striper II CVO Seasonal

+3

Brand Name: Sperry
Product Name: Striper II CVO Seasonal
Color: Grey Linen
Price: $52.48MSRP: $70.00
Rating

Sperry - Cold Bay Chukka. Color Brown/Coffee. On sale for $84.88. MSRP $120.00.. 4.5 out of 5 stars

Brown Sperry Cold Bay Chukka

Brown Sperry Cold Bay Chukka

+2

Brand Name: Sperry
Product Name: Cold Bay Chukka
Color: Brown/Coffee
Price: $84.88MSRP: $120.00
Rating: 5Rated 5 stars out of 5(249)

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

White Sperry Soletide Seacycled

White Sperry Soletide Seacycled

+6

Brand Name: Sperry
Product Name: Soletide Seacycled
Color: White 1
Price: $79.95
Rating: 4Rated 4 stars out of 5(29)

Sperry - A/O Plushwave Lug Chukka. Color Black 2. $139.95. 4.2 out of 5 stars

Black Sperry A/O Plushwave Lug Chukka

Black Sperry A/O Plushwave Lug Chukka

+3

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Color: Black 2
Price: $139.95
Rating: 4Rated 4 stars out of 5(25)

Sperry - Seacycled Striper II Cvo Twill. Color Tan. $69.95. 3.7 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
Color: Tan
Price: $69.95
Rating: 4Rated 4 stars out of 5(3)

Sperry - Avenue Duck Boot. Color Tan/Brown. $119.95. 4.1 out of 5 stars

Tan Sperry Avenue Duck Boot

Tan Sperry Avenue Duck Boot

+2

Brand Name: Sperry
Product Name: Avenue Duck Boot
Color: Tan/Brown
Price: $119.95
Rating: 4Rated 4 stars out of 5(215)

Sperry - Gold Striper LTT. Color White. $149.95. 4.6 out of 5 stars

White Sperry Gold Striper LTT

White Sperry Gold Striper LTT

Brand Name: Sperry
Product Name: Gold Striper LTT
Color: White
Price: $149.95
Rating: 5Rated 5 stars out of 5(12)

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
Color: Tan/Brown
Price: $129.95
Rating: 5Rated 5 stars out of 5(173)

Sperry - Racquet Oxford. Color White. $89.95.

White Sperry Racquet Oxford

White Sperry Racquet Oxford

+2

Brand Name: Sperry
Product Name: Racquet Oxford
Color: White
Price: $89.95
Rating

Sperry - Moc-Sider Chelsea Premium. Color Tan. On sale for $102.99. 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
Color: Tan
Price: $102.99MSRP: $139.95
Rating: 5Rated 5 stars out of 5(3)

Sperry - Striper Storm Hiker. Color Brown/Camo. Low Stock. On sale for $71.47. MSRP $110.00.. 4.7 out of 5 stars

10 left in stock

Brown Sperry Striper Storm Hiker

Brown Sperry Striper Storm Hiker

Brand Name: Sperry
Product Name: Striper Storm Hiker
Color: Brown/Camo
Price: $71.47MSRP: $110.00
Rating: 5Rated 5 stars out of 5(111)

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
Color: Black
Price: $99.95
Rating: 4Rated 4 stars out of 5(20)

Sperry - Cold Bay. Color Black. On sale for $79.87. MSRP $130.00.. 4.5 out of 5 stars

Black Sperry Cold Bay

Black Sperry Cold Bay

Brand Name: Sperry
Product Name: Cold Bay
Color: Black
Price: $79.87MSRP: $130.00
Rating: 5Rated 5 stars out of 5(127)

Get on the List

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