Ashley Olsen’s Curated Watch Collection: Timeless Pieces That Reflect Her Exquisite Taste

Few celebrity closets command the level of scrutiny—and emulation—as those of the Olsen twins. In an industry saturated with fleeting celebrity-backed ventures, The Row has defied the odds to become a veritable fashion institution, anchored by principles of rigorous discipline and enduring design. Ashley Olsen’s watch choices over the years mirror this ethos precisely: each timepiece is selected for its harmonious proportions, unwavering design integrity, and premium material quality. Here, we dissect every watch in her collection, exploring its historical context and stylistic significance to unpack the curation behind her iconic aesthetic.

YELLOW-GOLD ROLEX DAY-DATE

Deliberate in design and restrained in aesthetic, the Rolex Day-Date commands unparalleled cachet in horological circles, a reputation rooted in its uncompromising integrity. Introduced in 1956, the Day-Date encapsulates Rolex’s core identity in its most distilled form: a clean, architectural silhouette, exceptional mechanical precision, and a complete absence of superfluous detail. Exclusively crafted from precious metals and paired with the brand’s signature “President” bracelet—monikered for its long-standing association with heads of state and titans of industry—it stands as a timeless emblem of understated luxury and enduring craftsmanship.

Rolex Certified Pre-Owned

Day-Date Oysterquartz

THE APPLE WATCH

Good taste is often said to be forged through a life lived fully—and for many, the Apple Watch risks being dismissed as yet another digital interface, prompting the inevitable question: Is another screen truly necessary? What elevates this device, however, is its design lineage: it draws direct inspiration from Cartier’s Santos, the pioneering wristwatch that redefined timepiece aesthetics when it debuted. This connection to horological history lends the Apple Watch a layer of sophistication beyond its technological function.

apple

Watch

YELLOW-GOLD ROLEX DAYTONA

First introduced in 1963, the Rolex Daytona was engineered specifically for timing laps at Florida’s Daytona International Speedway, a purpose that defined its robust design and precision mechanics. Originally crafted for professional racers, it has since evolved into a coveted timepiece for those who value a sporty aesthetic in their everyday style—while honoring its roots as a tool with genuine functional capability, not merely decorative appeal.

Rolex Certified Pre-Owned

Daytona

$59950R

CARTIER PASHA

The Cartier Pasha boasts a uniquely specific origin story: In the 1930s, Thami El Glaoui, the Pasha of Marrakech, commissioned a bespoke waterproof watch from Cartier, designed to withstand transitions from the hammam to the swimming pool. The Pasha remained a one-of-a-kind creation until 1985, when Cartier enlisted Gérald Genta—one of the 20th century’s most influential watch designers—to reinterpret the model. Genta’s reimagined Pasha introduced a distinct geometric language: a round profile, striking bold numerals, and a screw-down crown cap, elements that would define the Pasha for a new era and solidify its place in horological history.

Cartier

Pasha de Cartier Watch

VINTAGE COCKTAIL WATCH

Cocktail watches rose to prominence between the 1920s and 1960s, an era when women’s timekeeping represented a seamless collaboration between jewelers and watchmakers rather than the sole domain of horology. To satisfy market demand, watchmakers created pieces that merged technical precision with high jewelry aesthetics: compact mechanical movements encased within diamond-set designs, blurring the line between functional timepiece and wearable art.

Chanel

Première Ribbon Watch

YELLOW-GOLD ROLEX DAY-DATE

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