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

Men's Leather Round Toe Winter Shoes

52 items found

Sort By

Your Selections

Search Results

. KEEN - Revel 4 Mid Height Polar Insulated Waterproof. Color Black/Magnet. $189.95. 4.0 out of 5 stars

Silver KEEN Revel 4 Mid Height Polar Insulated Waterproof

Silver KEEN Revel 4 Mid Height Polar Insulated Waterproof

+3

Brand Name: KEEN
Product Name: Revel 4 Mid Height Polar Insulated Waterproof
Gender: Men's
Color: Black/Magnet
Price: $189.95
Rating: 4Rated 4 stars out of 5(113)

Cole Haan - Originalgrand Shortwing Oxford. Color Woodbury Leather/Ivory. On sale for $135.00. MSRP $149.95. 10% off. 4.5 out of 5 stars

Burgundy Cole Haan Originalgrand Shortwing Oxford

Burgundy Cole Haan Originalgrand Shortwing Oxford

+5

Brand Name: Cole Haan
Product Name: Originalgrand Shortwing Oxford
Gender: Men's
Color: Woodbury Leather/Ivory
Price: $135.00MSRP: $149.9510% OFF
Rating: 4Rated 4 stars out of 5(1185)

Stacy Adams - Maddox Cap Toe Oxford. Color Chocolate. On sale for $84.99. MSRP $114.95. 26% off. 4.3 out of 5 stars

Brown Stacy Adams Maddox Cap Toe Oxford

Brown Stacy Adams Maddox Cap Toe Oxford

+1

Brand Name: Stacy Adams
Product Name: Maddox Cap Toe Oxford
Gender: Men's
Color: Chocolate
Price: $84.99MSRP: $114.9526% OFF
Rating: 4Rated 4 stars out of 5(61)

Kamik - Spencer Mid. Color Black/Gum. $124.98. 4.1 out of 5 stars

Black Kamik Spencer Mid

Black Kamik Spencer Mid

+4

Brand Name: Kamik
Product Name: Spencer Mid
Gender: Men's
Color: Black/Gum
Price: $124.98
Rating: 4Rated 4 stars out of 5(10)

UGG - City Butte. Color Dune 1. On sale for $129.16. MSRP $189.95. 32% off. 4.3 out of 5 stars

Khaki UGG City Butte

Khaki UGG City Butte

+3

Brand Name: UGG
Product Name: City Butte
Gender: Men's
Color: Dune 1
Price: $129.16MSRP: $189.9532% OFF
Rating: 4Rated 4 stars out of 5(24)

Florsheim - Lodge Moc Toe Oxford. Color Brown Crazy Horse. On sale for $99.76. MSRP $115.00. 13% off. 4.5 out of 5 stars

Brown Florsheim Lodge Moc Toe Oxford

Brown Florsheim Lodge Moc Toe Oxford

Brand Name: Florsheim
Product Name: Lodge Moc Toe Oxford
Gender: Men's
Color: Brown Crazy Horse
Price: $99.76MSRP: $115.0013% OFF
Rating: 5Rated 5 stars out of 5(33)

Florsheim - Rucci Wing Tip Oxford. Color Cognac Smooth. On sale for $108.72. MSRP $130.00. 16% off. 4.6 out of 5 stars

Neutral Florsheim Rucci Wing Tip Oxford

Neutral Florsheim Rucci Wing Tip Oxford

+3

Brand Name: Florsheim
Product Name: Rucci Wing Tip Oxford
Gender: Men's
Color: Cognac Smooth
Price: $108.72MSRP: $130.0016% OFF
Rating: 5Rated 5 stars out of 5(75)

L.L.Bean - 6" Bean Boots. Color Tan/Bean Boot Brown/Gum. $139.00. 4.6 out of 5 stars

Brown L.L.Bean 6" Bean Boots

Brown L.L.Bean 6" Bean Boots

Brand Name: L.L.Bean
Product Name: 6" Bean Boots
Gender: Men's
Color: Tan/Bean Boot Brown/Gum
Price: $139.00
Rating: 5Rated 5 stars out of 5(1055)

SALEWA - Alp Mate Winter Mid WP. Color Onyx/Black. Low Stock. $199.95. 5.0 out of 5 stars

Low Stock

Black SALEWA Alp Mate Winter Mid WP

Black SALEWA Alp Mate Winter Mid WP

Brand Name: SALEWA
Product Name: Alp Mate Winter Mid WP
Gender: Men's
Color: Onyx/Black
Price: $199.95
Rating: 5Rated 5 stars out of 5(1)

Deer Stags - Times Comfort Oxford. Color Black. On sale for $49.99. MSRP $90.00. 44% off. 4.0 out of 5 stars

Black Deer Stags Times Comfort Oxford

Black Deer Stags Times Comfort Oxford

+2

Brand Name: Deer Stags
Product Name: Times Comfort Oxford
Gender: Men's
Color: Black
Price: $49.99MSRP: $90.0044% OFF
Rating: 4Rated 4 stars out of 5(700)

Cole Haan - Zerogrand Wingtip Oxford. Color British Tan. $149.95. 4.6 out of 5 stars

Tan Cole Haan Zerogrand Wingtip Oxford

Tan Cole Haan Zerogrand Wingtip Oxford

+3

Brand Name: Cole Haan
Product Name: Zerogrand Wingtip Oxford
Gender: Men's
Color: British Tan
Price: $149.95
Rating: 5Rated 5 stars out of 5(934)

L.L.Bean - 8" Bean Boots. Color Tan/Bean Boot Brown/Gum. $149.00. 4.6 out of 5 stars

Brown L.L.Bean 8" Bean Boots

Brown L.L.Bean 8" Bean Boots

+2

Brand Name: L.L.Bean
Product Name: 8" Bean Boots
Gender: Men's
Color: Tan/Bean Boot Brown/Gum
Price: $149.00
Rating: 5Rated 5 stars out of 5(713)

. Clarks - Wallabee. Color Black Smooth. $170.00. 4.7 out of 5 stars

Black Clarks Wallabee

Black Clarks Wallabee

+7

Brand Name: Clarks
Product Name: Wallabee
Gender: Men's
Color: Black Smooth
Price: $170.00
Rating: 5Rated 5 stars out of 5(224)

Eastland 1955 Edition - Yarmouth. Color Bomber Brown Leather. On sale for $94.99. MSRP $110.00. 14% off. 4.0 out of 5 stars

Brown Eastland 1955 Edition Yarmouth

Brown Eastland 1955 Edition Yarmouth

+3

Brand Name: Eastland 1955 Edition
Product Name: Yarmouth
Gender: Men's
Color: Bomber Brown Leather
Price: $94.99MSRP: $110.0014% OFF
Rating: 4Rated 4 stars out of 5(4)

Kamik - Iceland. Color Black/Charcoal. $120.00. 1.0 out of 5 stars

Black Kamik Iceland

Black Kamik Iceland

+3

Brand Name: Kamik
Product Name: Iceland
Gender: Men's
Color: Black/Charcoal
Price: $120.00
Rating: 1Rated 1 star out of 5(1)

SOREL - Manawan™ II Moc. Color Tobacco/Blackened Brown. On sale for $65.97. MSRP $110.00. 40% off. 4.2 out of 5 stars

Brown SOREL Manawan™ II Moc

Brown SOREL Manawan™ II Moc

+1

Brand Name: SOREL
Product Name: Manawan™ II Moc
Gender: Men's
Color: Tobacco/Blackened Brown
Price: $65.97MSRP: $110.0040% OFF
Rating: 4Rated 4 stars out of 5(8)

Kamik - Fargo 2. Color Black. $99.95. 4.8 out of 5 stars

Black Kamik Fargo 2

Black Kamik Fargo 2

Brand Name: Kamik
Product Name: Fargo 2
Gender: Men's
Color: Black
Price: $99.95
Rating: 5Rated 5 stars out of 5(6)

Asolo - Tahoe Winter GTX. Color Black/Black. On sale for $171.93. MSRP $230.00. 25% off.

Black Asolo Tahoe Winter GTX

Black Asolo Tahoe Winter GTX

Brand Name: Asolo
Product Name: Tahoe Winter GTX
Gender: Men's
Color: Black/Black
Price: $171.93MSRP: $230.0025% OFF
Rating

SOREL - Carson™ Moc Waterproof. Color Major/Wet Sand. Low Stock. On sale for $99.00. MSRP $165.00. 40% off. 4.2 out of 5 stars

Low Stock

Brown SOREL Carson™ Moc Waterproof

Brown SOREL Carson™ Moc Waterproof

+3

Brand Name: SOREL
Product Name: Carson™ Moc Waterproof
Gender: Men's
Color: Major/Wet Sand
Price: $99.00MSRP: $165.0040% OFF
Rating: 4Rated 4 stars out of 5(49)

Steve Madden - Harpoon - Extended Sizes. Color Tan Leather. $94.99. 4.1 out of 5 stars

Tan Steve Madden Harpoon - Extended Sizes

Tan Steve Madden Harpoon - Extended Sizes

+3

Brand Name: Steve Madden
Product Name: Harpoon - Extended Sizes
Gender: Men's
Color: Tan Leather
Price: $94.99
Rating: 4Rated 4 stars out of 5(80)

Polo Ralph Lauren - Riali Loafer. Color Black Heavyweight Smooth Leather. On sale for $64.00. MSRP $128.00. 50% off. 4.4 out of 5 stars

Black Polo Ralph Lauren Riali Loafer

Black Polo Ralph Lauren Riali Loafer

+2

Brand Name: Polo Ralph Lauren
Product Name: Riali Loafer
Gender: Men's
Color: Black Heavyweight Smooth Leather
Price: $64.00MSRP: $128.0050% OFF
Rating: 4Rated 4 stars out of 5(12)

Eastland 1955 Edition - Yarmouth. Color Oak. On sale for $74.95. MSRP $110.00. 32% off. 4.0 out of 5 stars

Brown Eastland 1955 Edition Yarmouth

Brown Eastland 1955 Edition Yarmouth

Brand Name: Eastland 1955 Edition
Product Name: Yarmouth
Gender: Men's
Color: Oak
Price: $74.95MSRP: $110.0032% OFF
Rating: 4Rated 4 stars out of 5(4)

Kamik - Champlain 3. Color Black. Low Stock. $104.95. 3.9 out of 5 stars

Low Stock

Black Kamik Champlain 3

Black Kamik Champlain 3

Brand Name: Kamik
Product Name: Champlain 3
Gender: Men's
Color: Black
Price: $104.95
Rating: 4Rated 4 stars out of 5(10)

Kamik - Brody L. Color Tan. $169.95. 5.0 out of 5 stars

Tan Kamik Brody L

Tan Kamik Brody L

+2

Brand Name: Kamik
Product Name: Brody L
Gender: Men's
Color: Tan
Price: $169.95
Rating: 5Rated 5 stars out of 5(4)

Kamik - Empire Lo. Color Chocolate. Low Stock. $99.94. 4.5 out of 5 stars

Low Stock

Brown Kamik Empire Lo

Brown Kamik Empire Lo

+2 colors/patterns

Brand Name: Kamik
Product Name: Empire Lo
Gender: Men's
Color: Chocolate
Price: $99.94
Rating: 5Rated 5 stars out of 5(2)

Baffin - Yellowknife. Color Black. Low Stock. On sale for $119.00. MSRP $170.00. 30% off. 4.1 out of 5 stars

Low Stock

Black Baffin Yellowknife

Black Baffin Yellowknife

+2

Brand Name: Baffin
Product Name: Yellowknife
Gender: Men's
Color: Black
Price: $119.00MSRP: $170.0030% OFF
Rating: 5Rated 5 stars out of 5(16)

Helly Hansen - Garibaldi V3. Color Tobacco Brown/Espresso/Natural. $160.00. 4.0 out of 5 stars

Brown Helly Hansen Garibaldi V3

Brown Helly Hansen Garibaldi V3

+1

Brand Name: Helly Hansen
Product Name: Garibaldi V3
Gender: Men's
Color: Tobacco Brown/Espresso/Natural
Price: $160.00
Rating: 4Rated 4 stars out of 5(111)

Sperry - Davenport Penny. Color Black 1. On sale for $79.99. MSRP $110.00. 27% off. 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: $79.99MSRP: $110.0027% OFF
Rating: 4Rated 4 stars out of 5(47)

Propet - Blizzard Tall Zip. Color Brown/Black. Low Stock. $134.95. 4.6 out of 5 stars

Low Stock

Brown Propet Blizzard Tall Zip

Brown Propet Blizzard Tall Zip

Brand Name: Propet
Product Name: Blizzard Tall Zip
Gender: Men's
Color: Brown/Black
Price: $134.95
Rating: 5Rated 5 stars out of 5(12)

Sperry - Avenue Duck Boot. Color Black/Amaretto. On sale for $113.55. MSRP $120.00. 5% off. 4.1 out of 5 stars

Black Sperry Avenue Duck Boot

Black Sperry Avenue Duck Boot

Brand Name: Sperry
Product Name: Avenue Duck Boot
Gender: Men's
Color: Black/Amaretto
Price: $113.55MSRP: $120.005% OFF
Rating: 4Rated 4 stars out of 5(217)

Merrell - Coldpack 3 Thermo Mid Waterproof. Color Earth. $174.95. 4.4 out of 5 stars

Brown Merrell Coldpack 3 Thermo Mid Waterproof

Brown Merrell Coldpack 3 Thermo Mid Waterproof

+2 colors/patterns

Brand Name: Merrell
Product Name: Coldpack 3 Thermo Mid Waterproof
Gender: Men's
Color: Earth
Price: $174.95
Rating: 4Rated 4 stars out of 5(27)

Baffin - Yukon. Color Black. On sale for $137.00. MSRP $190.00. 28% off.

Black Baffin Yukon

Black Baffin Yukon

+2

Brand Name: Baffin
Product Name: Yukon
Gender: Men's
Color: Black
Price: $137.00MSRP: $190.0028% OFF
Rating

Helly Hansen - Gamvik. Color Black. On sale for $103.50. MSRP $150.00. 31% off. 1.5 out of 5 stars

Black Helly Hansen Gamvik

Black Helly Hansen Gamvik

Brand Name: Helly Hansen
Product Name: Gamvik
Gender: Men's
Color: Black
Price: $103.50MSRP: $150.0031% OFF
Rating: 2Rated 2 stars out of 5(2)

Helly Hansen - Varanger Primaloft. Color Brunette/Black. $170.00. 3.9 out of 5 stars

Brown Helly Hansen Varanger Primaloft

Brown Helly Hansen Varanger Primaloft

+2

Brand Name: Helly Hansen
Product Name: Varanger Primaloft
Gender: Men's
Color: Brunette/Black
Price: $170.00
Rating: 4Rated 4 stars out of 5(14)

The North Face - Chilkat V 400 Waterproof. Color Toasted Brown/TNF Black. Low Stock. $159.00. 4.5 out of 5 stars

Low Stock

Brown The North Face Chilkat V 400 Waterproof

Brown The North Face Chilkat V 400 Waterproof

+2

Brand Name: The North Face
Product Name: Chilkat V 400 Waterproof
Gender: Men's
Color: Toasted Brown/TNF Black
Price: $159.00
Rating: 5Rated 5 stars out of 5(224)

Kamik - Brody. Color Black. Low Stock. $139.94. 3.5 out of 5 stars

Low Stock

Black Kamik Brody

Black Kamik Brody

+2

Brand Name: Kamik
Product Name: Brody
Gender: Men's
Color: Black
Price: $139.94
Rating: 4Rated 4 stars out of 5(2)

SOREL - Buxton™ Lace Waterproof. Color Major/Black. Low Stock. On sale for $147.64. MSRP $150.00. 2% off.

Low Stock

Brown SOREL Buxton™ Lace Waterproof

Brown SOREL Buxton™ Lace Waterproof

Brand Name: SOREL
Product Name: Buxton™ Lace Waterproof
Gender: Men's
Color: Major/Black
Price: $147.64MSRP: $150.002% OFF
Rating

Johnston & Murphy - Holden Embossed Wing Tip. Color Brown. $99.90. 3.9 out of 5 stars

Brown Johnston & Murphy Holden Embossed Wing Tip

Brown Johnston & Murphy Holden Embossed Wing Tip

Brand Name: Johnston & Murphy
Product Name: Holden Embossed Wing Tip
Gender: Men's
Color: Brown
Price: $99.90
Rating: 4Rated 4 stars out of 5(57)

Baffin - Distillery. Color Black. Low Stock. On sale for $150.00. MSRP $200.00. 25% off. 4.0 out of 5 stars

Low Stock

Black Baffin Distillery

Black Baffin Distillery

Brand Name: Baffin
Product Name: Distillery
Gender: Men's
Color: Black
Price: $150.00MSRP: $200.0025% OFF
Rating: 4Rated 4 stars out of 5(4)

Baffin - Truro. Color Brown. $195.00. 4.2 out of 5 stars

Brown Baffin Truro

Brown Baffin Truro

Brand Name: Baffin
Product Name: Truro
Gender: Men's
Color: Brown
Price: $195.00
Rating: 4Rated 4 stars out of 5(28)

Baffin - Tavern. Color Black. Low Stock. On sale for $127.74. MSRP $205.00. 38% off. 3.0 out of 5 stars

Low Stock

Black Baffin Tavern

Black Baffin Tavern

+2

Brand Name: Baffin
Product Name: Tavern
Gender: Men's
Color: Black
Price: $127.74MSRP: $205.0038% OFF
Rating: 3Rated 3 stars out of 5(2)

L.L.Bean - Bean Boot 8" Limited Edition Leather Shearling Lined. Color Dark Earth/Black/Natural. Low Stock. $289.00. 4.4 out of 5 stars

Low Stock

Black L.L.Bean Bean Boot 8" Limited Edition Leather Shearling Lined

Black L.L.Bean Bean Boot 8" Limited Edition Leather Shearling Lined

Brand Name: L.L.Bean
Product Name: Bean Boot 8" Limited Edition Leather Shearling Lined
Gender: Men's
Color: Dark Earth/Black/Natural
Price: $289.00
Rating: 4Rated 4 stars out of 5(10)

Baffin - Copenhagen. Color Black. Low Stock. $180.00. 4.7 out of 5 stars

Low Stock

Black Baffin Copenhagen

Black Baffin Copenhagen

+2

Brand Name: Baffin
Product Name: Copenhagen
Gender: Men's
Color: Black
Price: $180.00
Rating: 5Rated 5 stars out of 5(32)

Baffin - Mountain. Color Brown. Low Stock. On sale for $158.00. MSRP $225.00. 30% off.

Low Stock

Brown Baffin Mountain

Brown Baffin Mountain

Brand Name: Baffin
Product Name: Mountain
Gender: Men's
Color: Brown
Price: $158.00MSRP: $225.0030% OFF
Rating

KEEN - Circadia Mid Polar. Color Black/Steel Grey. On sale for $151.63. MSRP $155.00. 2% off. 3.8 out of 5 stars

Black KEEN Circadia Mid Polar

Black KEEN Circadia Mid Polar

Brand Name: KEEN
Product Name: Circadia Mid Polar
Gender: Men's
Color: Black/Steel Grey
Price: $151.63MSRP: $155.002% OFF
Rating: 3Rated 3 stars out of 5(14)

Helly Hansen - Fremont. Color Honey Wheat/Beluga/Boulder. Low Stock. $190.00. 4.1 out of 5 stars

Low Stock

Tan Helly Hansen Fremont

Tan Helly Hansen Fremont

Brand Name: Helly Hansen
Product Name: Fremont
Gender: Men's
Color: Honey Wheat/Beluga/Boulder
Price: $190.00
Rating: 4Rated 4 stars out of 5(9)

Bogs - Arcata Urban Leather Mid. Color Black 1. Low Stock. $155.00. 4.0 out of 5 stars

Low Stock

Black Bogs Arcata Urban Leather Mid

Black Bogs Arcata Urban Leather Mid

Brand Name: Bogs
Product Name: Arcata Urban Leather Mid
Gender: Men's
Color: Black 1
Price: $155.00
Rating: 4Rated 4 stars out of 5(44)

Asolo - 520 Winter GV. Color Black. $400.00.

Black Asolo 520 Winter GV

Black Asolo 520 Winter GV

Brand Name: Asolo
Product Name: 520 Winter GV
Gender: Men's
Color: Black
Price: $400.00
Rating

Kamik - Hemlock Lo. Color Black. Low Stock. On sale for $98.35. MSRP $119.99. 18% off.

Low Stock

Black Kamik Hemlock Lo

Black Kamik Hemlock Lo

Brand Name: Kamik
Product Name: Hemlock Lo
Gender: Men's
Color: Black
Price: $98.35MSRP: $119.9918% OFF
Rating

Glerups - Wool Shoe Leather Outsole. Color Cranberry. Low Stock. $104.95. 4.7 out of 5 stars

Low Stock

Red Glerups Wool Shoe Leather Outsole

Red Glerups Wool Shoe Leather Outsole

+7

Brand Name: Glerups
Product Name: Wool Shoe Leather Outsole
Gender: Unisex
Color: Cranberry
Price: $104.95
Rating: 5Rated 5 stars out of 5(330)

Kamik - Lawrence M. Color Cognac. Low Stock. On sale for $116.94. MSRP $129.99. 10% off.

Low Stock

Tan Kamik Lawrence M

Tan Kamik Lawrence M

Brand Name: Kamik
Product Name: Lawrence M
Gender: Men's
Color: Cognac
Price: $116.94MSRP: $129.9910% OFF
Rating

Baffin - Cambrian. Color Black. Low Stock. $225.00.

Low Stock

Black Baffin Cambrian

Black Baffin Cambrian

+2 colors/patterns

Brand Name: Baffin
Product Name: Cambrian
Gender: Men's
Color: Black
Price: $225.00
Rating

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)