Men's Leather Dress Watches

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77 hand-picked finds across 21 curated searches — most relevant first, cheapest first within each

Styled in 8 outfits ↓
Bulova Men's Classic 3-Hand Quartz Black Leather Strap Watch, Roman Numeral Markers, 41mm
$170.17
Bulova

Bulova Men's Classic 3-Hand Quartz Black Leather Strap Watch, Roman Numeral Markers, 41mm

Styled in 4 outfits
Amazon
Leather Working Group Citizen Men's Classic Eco-Drive Watch with 3-Hand Day and Date
$176.14
CITIZEN★ 4.6

Leather Working Group Citizen Men's Classic Eco-Drive Watch with 3-Hand Day and Date

Styled in 1 outfit
Amazon
Leather Working Group Citizen Men's Classic Eco-Drive Leather Strap Watch, 3-Hand Date
$179.95
CITIZEN★ 4.6

Leather Working Group Citizen Men's Classic Eco-Drive Leather Strap Watch, 3-Hand Date

Styled in 6 outfits
Amazon
Bulova Men's Stainless Steel 3-Hand Calendar Date Quartz Watch with Black Leather Strap, Rectangle Dial Style: 96B107
$206.50
Classic Silver Case Leather Band Dress Watch★ 4.6

Bulova Men's Stainless Steel 3-Hand Calendar Date Quartz Watch with Black Leather Strap, Rectangle Dial Style: 96B107

Styled in 2 outfits
Amazon
Bulova Men's Classic 3-Hand Calendar Date Quartz Leather Strap Watch, Buckle, 37mm
$209.99
Bulova★ 4.5

Bulova Men's Classic 3-Hand Calendar Date Quartz Leather Strap Watch, Buckle, 37mm

Styled in 7 outfits
Amazon

Seen in these outfits

Sage Green Camp Collar Shirt and Cream Linen Trousers Outfit$99
Green Shirt
$15
White Tank Top
$13

Sage Green Camp Collar Shirt and Cream Linen Trousers Outfit

6 pieces · Nov 8, 2026

Ribbed Cardigan Polo and Khaki Pleated Shorts Riviera Resort Outfit$136
Cream Sweater
$26
White Tank Top
$14

Ribbed Cardigan Polo and Khaki Pleated Shorts Riviera Resort Outfit

6 pieces · Nov 8, 2026

Navy Waxed Jacket and Beige Cardigan Sweater Smart Casual Outfit$160
Navy Jacket
$33
Beige Cardigan
$20

Navy Waxed Jacket and Beige Cardigan Sweater Smart Casual Outfit

6 pieces · Nov 8, 2026

Beige Trench Coat and Navy Crewneck Sweater Classic Transitional Outfit$172
Beige Trench Coat
$47
Navy Sweater
$18

Beige Trench Coat and Navy Crewneck Sweater Classic Transitional Outfit

6 pieces · Nov 7, 2026

Seersucker Striped Shorts and Draped Knit Sweater Coastal Look$132
Sweater
$6
White T-Shirt
$20

Seersucker Striped Shorts and Draped Knit Sweater Coastal Look

7 pieces · Nov 6, 2026

Pastel Pink Oxford Shirt and Striped Seersucker Shorts Summer Look$126
Pink Shirt
$19
Shorts
$27

Pastel Pink Oxford Shirt and Striped Seersucker Shorts Summer Look

6 pieces · Nov 6, 2026

Classic Brown Tweed Blazer and Light Blue Chambray Shirt Ensemble$207
Brown Blazer
$64
Light Blue Shirt
$17

Classic Brown Tweed Blazer and Light Blue Chambray Shirt Ensemble

5 pieces · Nov 6, 2026

Dark Academia Black Wool Overcoat and Charcoal Dress Pants Outfit$176
Black Overcoat
$55
Black Sweater
$20

Dark Academia Black Wool Overcoat and Charcoal Dress Pants Outfit

7 pieces · Nov 6, 2026

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