Top Luxury Fashion Investments in 2025: Bags, Shoes, or Watches?

If you’re considering high-end fashion as investment pieces in 2025, let’s dive into how bags, shoes, and watches stack up — what’s working, what to watch for, and how to pick smartly.


👜 Bags: The Classic Luxury Investment

Why they’re strong

  • The resale market for handbags is booming. For example, one report notes that certain classic bags retain around or above 100% of retail value.
  • Heritage brands with limited availability and iconic designs command strong demand. For instance: Goyard achieved ~104% value-retention in one report.
  • Bags often have wide appeal (women & men, various markets) and are “wearable assets” — they combine style and investment.

What to look for

  • Iconic styles and heritage models (for example: the is an ultra-premium example).
  • Limited editions, rare materials or colours.
  • Brands that show consistency in resale retention.
  • Condition, authenticity, provenance matter.

Risks / caveats

  • Not all bags hold value equally — many drop significantly. One study showed that even well‐known bags only appreciated ~2.8% per year on average, underperforming inflation.
  • Costs (maintenance, storage) matter.
  • Market trends shift: what’s “it” this year may not hold so strongly later.

Verdict

Among the three categories (bags, shoes, watches), bags are very strong contenders for investment when chosen carefully — especially for the iconic heritage pieces.


👟 Shoes: The Emerging/Speculative Play

Why they’re interesting

  • Sneakers and certain luxury shoes have gained popularity in resale and “fashion investment” conversations, especially among younger consumers.
  • They’re more accessible entry-points (lower cost) than high jewellery or ultra-luxury bags/watches.

What to focus on

  • Collaborations, limited editions, hype-drops.
  • Heritage models from brands that have strong cultural/passion fandoms.
  • Condition is key (unused, boxed, limited release).

Risks / drawbacks

  • Much more volatile and trend-driven than bags or watches. What’s hot today may be forgotten tomorrow.
  • Resale margin may be more modest; costs of maintenance/storage still apply.
  • Fewer “heritage” high-fashion shoes with decades of value track records (compared to top bags/watches).

Verdict

Shoes can offer upside and fun in the “investment” sense, but they’re higher risk and less proven as stable value-retention assets compared to bags and watches. If you love them anyway, they can be part of a diversified fashion investment portfolio, but I’d caution against relying on them alone.


⌚ Watches: Classic “Wearable Asset” Investment

Why they stand out

  • Certain brands/models are globally recognised, highly collectible, and have limited supply. For example: the and the are cited as strong investment pieces for 2025.
  • The pre-owned luxury watch market is growing steadily.
  • Watches combine functionality (you can wear/use them) with collectibility (limited runs, heritage).

What to select

  • Iconic models from top brands (e.g., Rolex, Patek Philippe, Audemars Piguet).
  • Limited editions or models with scarcity or discontinuation.
  • Excellent condition, full box & papers, service history.
  • Consider market trends (material, region demand).

Risks / realities

  • Entry cost can be very high (many models costing tens of thousands USD).
  • Not every watch holds or increases value — many depreciate, especially mid-tier brands. Reddit commentary warns that:

    “99.99% of all watches … don’t hold their value.”

  • Condition, service fees, authenticity risk matter a lot.
  • Market can fluctuate — some reports show certain watch resales down in recent years.

Verdict

For serious investors with budget and patience, watches can deliver excellent long-term value. They’re less accessible than bags (for some) but can be among the most stable “investment wearables”.


📊 Comparison Summary

Category Typical Cost Tier Value-Retention Profile Risk/Variance
Bags Mid to ultra-luxury High (with right brand/style) Moderate
Watches High to ultra-luxury Very high for top brands/models Low to moderate
Shoes Entry to mid-luxury Variable — trend-driven High (more speculative)

🔍 My Recommendation for 2025

If I were ranking “investment-wise” for someone who wants to pick one category:

  1. Watches, if you have budget and are comfortable with collecting.
  2. Bags, for stylish, wearable value that balances usage + investment.
  3. Shoes, for enjoyment and potential upside, but treat as a speculative side-play rather than the main “investment”.

Also: diversify. If budget allows, blending a top bag + a watch can give you both style and value upside.


Would you like me to zoom in on specific model picks for the Asian/Singapore market (with estimated resale values locally) for each category? I can pull up recent resale data in SGD for bags, shoes and watches here.