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    Penny Loafer Ankle Boots

    Penny Loafer Ankle Boots

    Men's Thom Browne Penny Loafer Ankle Boots - Black - Casual boots 100% Calfskin Leather, 100% Rubber. Made in Italy. more

    $1,229.00 $707.90

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    Brown Penny Loafer Boots

    Brown Penny Loafer Boots

    Men's Thom Browne Brown Penny Loafer Boots - Green - Casual boots Ankle-high pebble grained calfskin boots in brown. more

    $990.00 $485.00

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    Tesoro Penny Loafer

    Tesoro Penny Loafer

    Men's To Boot New York Tesoro Penny Loafer - Gray - Loafers Streamlined design showcases the rich leather of a timeless penny loafer built with cushioned arch support and a flexible sole for superior comfort. Cushioned insole with arch support Leather... more

    $399.00

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    Anthropologie Shoes | Anthropologie Lucky Penny Navy Leather And Suede Ankle Boots | Color: Blue/Red | Size: 8

    Anthropologie Shoes | Anthropologie Lucky Penny Navy Leather And Suede Ankle Boots | Color: Blue/Red | Size: 8

    The Cutest Navy Heel Booties With Argyle Red/Blue Laces - Super Adorable And Unique. Size: 8 Euc. Really Great Condition. Some Minor Wear On Toes. Please See Pics. Soles Look Great! Color: Navy Blue With Red/Blue Laces Side Zip For Easy On Round Toe 3... more

    $50.00

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    Kate Spade Shoes | Kate Spade Penny Red Ankle Rain Boots | Color: Red | Size: 7

    Kate Spade Shoes | Kate Spade Penny Red Ankle Rain Boots | Color: Red | Size: 7

    Kate Spade Ny Penny Red Shiny Rubber Short Rain Boot Size 7. Great Pre-Owned Condition. Shiny Red Rubber Upper Polka Dot Synthetic Lining Side Zipper Zip Puul With Logo Almond Toe Block Black Heel-2" more

    $79.00

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    Anthropologie Shoes | Anthropologie Lucky Penny Blue Suede Tie Moccasin Style Ankle Boots Size 7 | Color: Black/Blue | Size: 7

    Anthropologie Shoes | Anthropologie Lucky Penny Blue Suede Tie Moccasin Style Ankle Boots Size 7 | Color: Black/Blue | Size: 7

    Anthropologie Lucky Penny Blue Suede Moccasin Style Tie Detail Ankle Boots Approximately 3 Inch Heel Good Condition more

    $44.00

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    Deville Leather Penny Loafer - Brown - To Boot New York Slip-Ons

    Deville Leather Penny Loafer - Brown - To Boot New York Slip-Ons

    Men's To Boot New York Deville Leather Penny Loafer - Brown - Loafers Pebbled or sleek Italian leather creates a high-quality, classy penny loafer. Apron toe Leather upper and lining, manmade sole Made in Italy. more

    $190.00

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    Ravello Penny Loafer

    Ravello Penny Loafer

    Men's To Boot New York Ravello Penny Loafer - Brown - Loafers A classic penny keeper and moc toe lend sophisticated charm to a burnished leather loafer that will complement your work-to-weekend style. Cushioned footbed with arch support Leather upper,... more

    $399.00

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    Ravello Penny Loafer

    Ravello Penny Loafer

    Men's To Boot New York Ravello Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend sophisticated charm to a burnished leather loafer that will complement your work-to-weekend style. Cushioned footbed with arch support Leather upper,... more

    $399.00

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    Dickerson Penny Loafer

    Dickerson Penny Loafer

    Men's To Boot New York Dickerson Penny Loafer - Black - Loafers A classic penny keeper and sleek leather construction lend timeless sophistication to a polished loafer perfect for any occasion. Leather upper and lining/leather and rubber sole Made in... more

    $425.00

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    Reims Penny Loafers

    Reims Penny Loafers

    Men's Paraboot Reims Penny Loafers - Brown 100% Calf Leather. Made in France. more

    $480.91 $415.51

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    Ali Penny Loafer

    Ali Penny Loafer

    Men's To Boot New York Ali Penny Loafer - Black - Loafers A classic penny keeper and slender moc toe lend timeless sophistication to a leather loafer that will complement your desk-to-dinner style. Leather upper and lining/synthetic sole Made in Italy. more

    $350.00

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    Ronny Penny Loafer

    Ronny Penny Loafer

    Men's To Boot New York Ronny Penny Loafer - Black - Loafers A traditional penny keeper and moc toe lend timeless sophistication to a supple suede loafer grounded by a cushioned footbed for long-lasting wear. Cushioned footbed with arch support Leather... more

    $450.00

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    Alek Penny Loafer

    Alek Penny Loafer

    Men's To Boot New York Alek Penny Loafer - Brown - Loafers A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggerated profile. Removable insole Leather upper and... more

    $425.00

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    Dickerson Penny Loafer

    Dickerson Penny Loafer

    Men's To Boot New York Dickerson Penny Loafer - Black - Loafers A classic penny keeper and sleek leather construction lend timeless sophistication to a polished loafer perfect for any occasion. Leather upper and lining/leather and rubber sole Made in... more

    $425.00

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    Tesoro Penny Loafer

    Tesoro Penny Loafer

    Men's To Boot New York Tesoro Penny Loafer - Brown - Loafers Streamlined design showcases the rich leather of a timeless penny loafer built with cushioned arch support and a flexible sole for superior comfort. Cushioned insole with arch support Leather... more

    $399.00

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    Anthropologie Shoes | Anthropologie Lucky Penny Booties Gray Suede Ankle Boot Seychelles | Color: Gray | Size: 6.5

    Anthropologie Shoes | Anthropologie Lucky Penny Booties Gray Suede Ankle Boot Seychelles | Color: Gray | Size: 6.5

    Anthropology Anthropologie Lucky Penny Booties Gray Suede Ankle Boot Seychelles Shoes Sz 6.5 Great Preowned Condition more

    $39.00

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    Gucci Shoes | Gucci Men's Gg Logo Romance Quebec Loafer Ankle Boots G 12 - Us 12.5 - Eu 46 | Color: Black | Size: 12.5

    Gucci Shoes | Gucci Men's Gg Logo Romance Quebec Loafer Ankle Boots G 12 - Us 12.5 - Eu 46 | Color: Black | Size: 12.5

    Gucci -Condition: Brand New Item With Box + Dust Bag + Card. -All Of Our Items Are 100% Authentic. -Size: Men's Uk 12 - Us 12.5 - Eu 46 (True To Size). -Model: Gg Romance Lace-Up -Code: 663368 -Color: Black. -Gucci Gg Romance Lace-Up Ankle Boots In A... more

    $595.00

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    J. Crew Shoes | J.Crew Leopard Cheetah Print Calf Hair Penny Loafers 8.5 | Color: Brown/Tan | Size: 8.5

    J. Crew Shoes | J.Crew Leopard Cheetah Print Calf Hair Penny Loafers 8.5 | Color: Brown/Tan | Size: 8.5

    J.Crew Leopard Cheetah Print Calf Hair Penny Loafers Shoes Flats 8.5 Overall Nice Condition. Black Piping Trim Has Come Of Top On Heel. See Last 2 Photos. One Wear Mark On Ankle Area Of Right Shoe. See Photos. more

    $24.00

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    Anthropologie Shoes | Anthropologie Lucky Penny Heeled Boots | Color: Blue/Red | Size: 7.5

    Anthropologie Shoes | Anthropologie Lucky Penny Heeled Boots | Color: Blue/Red | Size: 7.5

    Dark Blue With Red, White And Blue Laces. Leather Upper And Rubber Soles. Some Wear On The Heels As Shown In The Pictures. Medium Width And True To Size. 3" Heels And Inner Ankle Zipper. more

    $28.00

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    Anthropologie Shoes | Anthropologie Lied Do Faux Fur Suede Ankle Boots Size 9 | Color: Black | Size: 9

    Anthropologie Shoes | Anthropologie Lied Do Faux Fur Suede Ankle Boots Size 9 | Color: Black | Size: 9

    Anthropologie Lied Do Faux Fur Suede Ankle Boots Size 9 Details: Seychelles Anthropologie Lucky Penny Suede Brown Ankle Boots Size 8.5 Condition: Excellent, Pre-Owned, Zipped Both Sides more

    $48.00

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    Free People Shoes | Free People Brady Loafers Pink Brown Suede Leather | Color: Brown/Pink | Size: 39eu

    Free People Shoes | Free People Brady Loafers Pink Brown Suede Leather | Color: Brown/Pink | Size: 39eu

    Free People 39 Ankle Boots Brady Leather Slip On Pink Brown Suede Loafers Shoes Size 39 Style - Ankle Slip On Loafers Suede/Leather Upper Condition: In Good Used Condition. Signs Of Scuffing And Wear On The Suede And Toe/Heel Areas. more

    $45.00

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    Gucci Shoes | Gucci Horsebit Gg Black Velvet Crystal Heel Ankle | Color: Black/Tan | Size: 37.5eu

    Gucci Shoes | Gucci Horsebit Gg Black Velvet Crystal Heel Ankle | Color: Black/Tan | Size: 37.5eu

    Brand-New Designed With The Classic Shape Of The Loafer, The Horsebit Ankle Boot Bridges The Past To The Present. Defined By A Slim Silhouette, Is Presented In Gg Velveta Distinctive Fabric Taken From Gucci Archives. Sparkling Rows Of Crystals... more

    $1,001.00

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    Madewell Shoes | ! Madewell X G.H. Bass & Co. Nadine Boots $148 | Color: Black | Size: 10

    Madewell Shoes | ! Madewell X G.H. Bass & Co. Nadine Boots $148 | Color: Black | Size: 10

    Madewell X G.H. Bass & Co. Nadine Boots $148 Black Womens 10m Founded In 1876, Legendary Shoemaker G.H. Bass & Co. Is Known For Their Instantly Iconic Penny Loafers And Timeless Cold-Weather Styles. We're Big Fans Of These Lightweight Leather Boots... more

    $49.00

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    Gucci Shoes | Gucci Mister Gg Monogram Horsebit Velvet Crystal Embellished Boots-Black-Eu 36.5 | Color: Black | Size: 6.5

    Gucci Shoes | Gucci Mister Gg Monogram Horsebit Velvet Crystal Embellished Boots-Black-Eu 36.5 | Color: Black | Size: 6.5

    Gucci Mister Gg Monogram Horsebit Velvet Crystal Embellished Boots-Black-Eu 36.5. ~$1550 Brand New In Box Product Details Style 525242 9jt20 1000 Designed With The Classic Shape Of The Loafer, The Horsebit Ankle Boot Bridges The Past To The Present.... more

    $999.00

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    Mitchum Driving Shoe

    Mitchum Driving Shoe

    Men's To Boot New York Mitchum Driving Shoe - Brown - Loafers Smart suede construction elevates a clean-cut Italian driving shoe topped with a crisp penny strap. Suede upper/leather lining/rubber sole Made in Italy Men's Shoes. more

    $325.00 $195.00

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    Footwear

    Footwear

    Men's Tod's Footwear - Brown - Loafers Tods mens boots. Shoe style: ankle boots. Vamp style: lace-up. Upper material: suede. Lining material: leather. Solematerial: rubber. Tods mens suede uomo gomma ankle boots. Suede upper. Stamped tods monogram.... more

    $565.00 $340.00

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    Madewell Shoes | Madewell Leather Booties In Cognac | Color: Brown/Tan | Size: 8

    Madewell Shoes | Madewell Leather Booties In Cognac | Color: Brown/Tan | Size: 8

    Madewell Leather “Brady” Ankle Boots/Loafers In The Cognac Color. Silky-Smooth Leather Features Elastic Stretch Angle And Chunky Heel. Excellent Quality Boot In Like-New Condition Aside From Slight Imperfections On The Right Shoe. Wish They Had Fit Me! more

    $60.00

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    More information about Men's Shoes

    Best prices on Penny loafer ankle boots in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.