17,000+ results for winter dress boots
- Wolverine 1000 Mile Plain Toe Boot W05301 Mens Brown Casual Dress BootsOpens in a new window or tabBrand NewC $314.64Top Rated SellerList price: C $526.70 40% off+C $17.77 shippingfrom United States16+ sold
- CARMINA Jodhpur Dress Boots Brown Leather Rubber Sole Size US 9.5 UK 8.5Opens in a new window or tabPre-OwnedC $259.92Top Rated Seller+C $75.39 shippingfrom United States
- Aquatalia Mens Chukka Dress Boots Black 8 Leather Handmade Italy GoodyearOpens in a new window or tabPre-OwnedC $169.00Top Rated Seller+C $19.99 shipping
- FLORSHEIM "DUKE" LEATHER DRESS BOOTS....SIZE 9.....EXCELLENT CONDITIONOpens in a new window or tabPre-OwnedC $41.03Top Rated Seller+C $70.32 shippingfrom United States
- Men's EXPRESS Black Leather Shearling Lined Ankle Winter Wingtip Dress Boots 11Opens in a new window or tabPre-OwnedC $58.81Top Rated Seller+C $72.15 shippingfrom United States
- Allen Edmonds DALTON Leather Wingtip Men's Dress Boots 11 E Dainite Soles EUCOpens in a new window or tabPre-OwnedC $246.24Top Rated Seller+C $77.54 shippingfrom United States
- New Allen Edmonds Mens Dalton Leather Wingtip Dress Boots - Dark Chili - 12EEEOpens in a new window or tabBrand NewC $341.94Top Rated Seller+C $56.19 shippingfrom United States
- ALLEN EDMONDS DALTON WINGTIP DRESS BOOTS COGNAC 11 D USA MADE DAINITE SOLEOpens in a new window or tabPre-OwnedC $189.99Top Rated Seller+C $47.20 shippingfrom United States
- Men Chelsea Ankle Boots Casual Slip On Classic Dress Oxford Boot Dark/BrownOpens in a new window or tabBrand NewC $47.87Top Rated Sellerfrom United States
- Mint MAGNANNI Two Tone Pebble Leather Antiqued Brown Plain Toe Dress Boots 8 MOpens in a new window or tabPre-OwnedC $205.21Top Rated Seller+C $75.16 shippingfrom United States
- NICE!! Antonio Zengara Mens Size 10 Blue Leather Long-toed Dress BootsOpens in a new window or tabPre-OwnedC $34.19from United States
- Men's Gifennse Chelsea Black Leather Dress Boots HA01-703 Slip On Size 11Opens in a new window or tabPre-OwnedC $79.28Top Rated Seller+C $46.08 shippingfrom United States
- ALLEN EDMONDS BRANTLEY DRESS BOOTS LEATHER OXFORD WALNUT CAP TOE 12DOpens in a new window or tabPre-OwnedC $325.60Top Rated Seller+C $54.52 shippingfrom United States
- Ivan Troy Badra Brown Double Monk Strap Italian Leather Men's Dress Boots/ItalyOpens in a new window or tabBrand NewC $266.77 to C $280.45Top Rated Sellerfrom United States
- LIBERTYZENO Mens Finest Leather CROCODILE Print Ankle Length Oxford Dress BootsOpens in a new window or tabBrand NewC $95.75+C $33.83 shippingfrom United States
- Ivan Troy Badra Black Double Monk Strap Italian Leather Men's Dress Boots/ItalyOpens in a new window or tabBrand NewC $266.77 to C $280.45Top Rated Sellerfrom United States
- White’s Original Semi Dress Suede Boots Sz 9DOpens in a new window or tabPre-OwnedC $607.41Top Rated Sellerfrom United States16 watchers
- Wolverine I-90 Wedge Ds Cm 6" W10887 Mens Brown Leather Casual Dress Boots 12Opens in a new window or tabBrand NewC $67.02Top Rated SellerList price: C $253.09 74% off+C $17.77 shippingfrom United States4 watchers
- Wolverine Brown Leather Boots Mens Size 9 Wing Tip Dress Casual Lace Up NewOpens in a new window or tabNew (Other)C $205.19Top Rated Sellerfrom United States
- Johnston & Murphy Cellini Brown Deerskin Cap Toe Chukka Dress Boots Mens 13 MOpens in a new window or tabPre-OwnedC $94.38Top Rated Sellerfrom United States
- Johnston & Murphy Boot Shoe Men 10.5 M Brown Leather Flex Sheepskin Zip DressOpens in a new window or tabPre-OwnedC $68.27Top Rated Sellerfrom United States
- Allen Edmonds Liverpool Black Leather Chelsea Dress Boots Mens USA 10DOpens in a new window or tabPre-OwnedC $135.44Top Rated Sellerfrom United States
- Cole Haan Grand Woodbury Chukka Boots Mens Size 12 Brown Leather Dress ShoesOpens in a new window or tabPre-OwnedC $75.23Top Rated Seller+C $53.75 shippingfrom United States
- Wolverine 1000 Mile Moc-Toe Boot W40503 Mens Brown Casual Dress Boots 11 DOpens in a new window or tabNew (Other)C $287.290 bids · Time left2d 1hfrom United States
- Wolverine BLVD Pull-On W990100 Mens Brown Leather Casual Dress Boots 7Opens in a new window or tabBrand NewC $73.86Top Rated SellerList price: C $272.24 73% off+C $17.77 shippingfrom United States
- Fila Yak Boots 1BM01276-013 Mens Black Nubuck Lace Up Casual Dress Boots 13Opens in a new window or tabBrand NewC $73.86Top Rated SellerList price: C $136.81 46% off+C $17.77 shippingfrom United States
- Men's Dress Oxford Cap Toe Felt Lined 6-Eye Lace Ankle Boot Shoes Size 8.5M NewOpens in a new window or tabNew (Other)C $31.45Top Rated Sellerfrom United States
- New Handmade Genuine Leather Black Jodhpur Ankle Formal Dress Boots For MenOpens in a new window or tabBrand NewC $240.76+C $95.75 shippingfrom United States
- La Milano Mens Winter Ankle Dress Boots Slip on Monk Strap Buckle 9.5 D - Nice!Opens in a new window or tabBrand NewC $177.83+C $50.70 shippingfrom United States
- New Handmade Genuine Leather & Suede Two Tone Formal Lace Up Dress Boots For MenOpens in a new window or tabBrand NewC $236.45+C $95.75 shippingfrom United States
- New Handmade Real Leather Green Wingtip Formal Lace Up Ankle Dress Boots For MenOpens in a new window or tabBrand NewC $236.45+C $95.75 shippingfrom United States
- To Boot New York Salinger Men’s Size 10.5 Brown Leather Chukka Boot Dress ShoesOpens in a new window or tabPre-OwnedC $123.12Top Rated Seller+C $76.84 shippingfrom United States13 watchers
- Florsheim FENWAY CAP TOE Mens 9.5 M Brown 11874-215 Lace Up Dress BootsOpens in a new window or tabPre-OwnedC $68.33Top Rated Seller+C $72.49 shippingfrom United States
- Giorgio Brutini Formal/Dress Black Leather Men's Low Chelsea Boot/Shoe -Size 13Opens in a new window or tabPre-OwnedC $55.41from United States
- VINTAGE FOUNDRY CO Dress Boot Remington Blue US Men’s Size 12 leatherOpens in a new window or tabBrand NewC $94.79Top Rated Sellerfrom United States
- J Ferrar Boots Men 10.5 M Garrett Cap Toe Zip Lace Ankle Winter Black DressOpens in a new window or tabPre-OwnedC $27.35Top Rated Seller+C $67.17 shippingfrom United States
- Steve Madden Boots Mens 9 Brown Faux Leather Lace Up Dress Casual ShoesOpens in a new window or tabPre-OwnedC $9.51Top Rated Seller+C $63.85 shippingfrom United States
- New Handmade Genuine Leather Tan/Brown Wingtip Formal LaceUp Dress Boots For MenOpens in a new window or tabBrand NewC $244.80+C $95.75 shippingfrom United States
- Handmade Leather & Suede Wingtip Black & Gray Formal Button Dress Boots For MenOpens in a new window or tabBrand NewC $244.13+C $95.75 shippingfrom United States
- Johnston & Murphy Men’s 8.5 M Wingtip Brown Leather Ankle Lace Up Dress BootsOpens in a new window or tabPre-OwnedC $67.72Top Rated SellerWas: C $75.24 10% off+C $68.36 shippingfrom United States
- Vintage Joan & David Dress Boots Men's Size 10.5 44 Black Leather Lace Up CombatOpens in a new window or tabPre-OwnedC $96.71from United States
- Wolf and Shepherd Sz 10.5 Pebbled Leather Chukka Dress Boots BrownOpens in a new window or tabPre-OwnedC $95.76Top Rated Sellerfrom United States
- GORDON RUSH Chocolate Suede Zip Dress Boots Mens Size 10. Has Some Scuffs & WearOpens in a new window or tabPre-OwnedC $47.87Top Rated Sellerfrom United States
- Ecco Mens Size 10.5 Black Classic Outdoor Leather Chukka Chelsea Dress BootsOpens in a new window or tabPre-OwnedC $95.75Top Rated Seller+C $22.38 shippingfrom United States
- Men's 28932 Moto Riding Ankle Bootie Chelsea Dress Boots, Tan Burnish, Size 7.5Opens in a new window or tabBrand NewC $20.51+C $45.28 shippingfrom United States5 watchers
- Stacy Adams Men's 13WSantee Bike Toe Boot Black Lizard Print Leather Dress ShoesOpens in a new window or tabPre-OwnedC $64.28from United States
- Aston Grey Cable Wingtip Ankle Boots Dress Shoes 9 Brown Leather Oxford Lace UpOpens in a new window or tabPre-OwnedC $58.47Top Rated SellerWas: C $61.55 5% offfrom United States
- Giovanni Mens Ankle Dress Boots Sz 12 M Beige Leather Uppers and SoleOpens in a new window or tabPre-OwnedC $54.65Top Rated Seller+C $43.71 shippingfrom United States
- Solo Mens Brown Leather Ankle Lace-up Chukka Dress Boots. Size 12Opens in a new window or tabPre-OwnedC $39.66Top Rated Seller+C $53.86 shippingfrom United States
- Ted Baker Black / Blue Paisley side panel Chelsea Dress Boots Shoes Mens US 7.5Opens in a new window or tabPre-OwnedC $95.71Top Rated Sellerfrom United States
- Lugz Pine Ridge Water Resistant MPINERV-649 Mens Brown Casual Dress Boots 7Opens in a new window or tabBrand NewC $23.24Top Rated SellerList price: C $109.44 79% off+C $17.77 shippingfrom United States3 watchers
- Laredo Breakout Square Toe Cowboy Mens Brown Dress Boots 68354 SIZE 9.5Opens in a new window or tabBrand NewC $164.15Top Rated Sellerfrom United States
- Ted Baker Mens Ankle Boots Wingtip Brogue Leather Brown Dress Shoe Size US8Opens in a new window or tabPre-OwnedC $68.33Top Rated Seller+C $71.26 shippingfrom United States
- MENS G.H. Bass "BROKER" LEATHER BLACK ANKLE BOOTS DRESS CASUAL COMFORT SZ 12MOpens in a new window or tabPre-OwnedC $39.61Top Rated Sellerfrom United States
- ECCO Grenoble Chukka Boots Mens 11-11.5 Work Dress Office Business Casual FormalOpens in a new window or tabPre-OwnedC $30.78Top Rated SellerWas: C $41.04 25% off+C $38.26 shippingfrom United States
- Base London Washed Brown Bower Boots Size 11 Dress Business CasualOpens in a new window or tabPre-OwnedC $69.76Top Rated SellerWas: C $82.07 15% off+C $54.75 shippingfrom United States
- Beckett Simonon Nolan Brogue Boots - Men's Brown Hand Made Leather Size 9.5Opens in a new window or tabPre-OwnedC $232.50Top Rated Sellerfrom United States
- Bally Rudy Jodhpur Boots Mens Size 11 Brown Leather Zip Up Dress ShoesOpens in a new window or tabPre-OwnedC $150.47Top Rated Seller+C $55.97 shippingfrom United States
- Blondo Men's Valerio Boot Size 7.5 Waterproof Winter Dress Shoe Black LeatherOpens in a new window or tabPre-OwnedC $98.31Top Rated SellerWas: C $109.23 10% off+C $70.63 shippingfrom United States
- Wolverine 1000 Mile Plain Toe Boot W05301 Mens Brown Casual Dress Boots 12DOpens in a new window or tabPre-OwnedC $199.72from United States
- Men's Chelsea Ankle Boots Classic Dress Casual Elastic Slip On Shoes BlackOpens in a new window or tabBrand NewC $47.87Top Rated Sellerfrom United States
- Cole Haan Brown Men’s Genuine Leather Dress Boots Shoes Size 13Opens in a new window or tabPre-OwnedC $61.56+C $54.52 shippingfrom United States
- Allen Edmonds Boots Eagle County Sz 7.5 Dress Boots Black Leather Red Sole 9412Opens in a new window or tabPre-OwnedC $157.31Top Rated Seller+C $42.38 shippingfrom United States
- VTG Mason Made in USA Brown Leather Ankle Dress Shoes Men’s Sz 10.5EOpens in a new window or tabPre-OwnedC $68.21Top Rated Sellerfrom United States
- Men's Chukka Boots Dress Oxford Lace-Up Winter Snow Boots Warm Fur Lining Size 7Opens in a new window or tabBrand NewC $27.36Top Rated SellerWas: C $34.20 20% offfrom United States
- WHITE’S THE ORIGINAL SEMI-DRESS BROWN US 9D NWBOpens in a new window or tabBrand NewC $1,366.68Top Rated Seller+C $143.17 shippingfrom United States
- Bloomingdale's Suede Lace Up Chukka Men Boots 10.5 Dress Shoes Navy BARELY WORNOpens in a new window or tabPre-OwnedC $45.13Top Rated Seller+C $49.00 shippingfrom United States
- Justin Boots Jackson 10 Inch Round Toe Roper Mens Brown Dress Boots 3162-JBOpens in a new window or tabNew (Other)C $61.550 bids · Time left1d 13hor Best Offerfrom United States
- LIBERTYZENO Mens Leather Cuban Heel Western Side Zipper Cowboy Ankle Dress BootsOpens in a new window or tabBrand NewC $109.43 to C $127.22+C $26.10 shippingfrom United States
- Allen Edmonds Liverpool Black Leather Chelsea Dress Boots Mens USA 9DOpens in a new window or tabPre-OwnedC $205.21from United States
- Handmade Genuine Leather Brown Wingtip Formal Brogue Lace Up Dress Boots For MenOpens in a new window or tabBrand NewC $236.45+C $95.75 shippingfrom United States
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