Vintage Tommy Hilfiger Boiled Wool Button-Up Vest with Leather Buttons
Tommy Hilfiger · Clothing & Accessories > Men's Clothing > Vests
Era / Decade
Late 1990s to Early 2000s based on the large flag logo label and 'Made in Hong Kong' manufacturing tag.
Material
Heavyweight boiled wool (likely 100% wool or high-content blend) with woven trim and braided leather 'football' buttons.
Condition
Very Good. The wool shows some natural surface pilling and lint, which is common for this texture. The shape appears well-maintained with no visible moth holes or staining.
Demand Level
Moderate to Strong. The 'Old Money' and 'Preppy' trends make vintage Hilfiger wool pieces popular, especially during Fall and Winter months.
Resale Value
Estimated Resale Value
$35.00 - $65.00
Estimated Retail Value
$88.00 - $110.00 (historical equivalent pricing)
Comparable Sales
Similar vintage Tommy Hilfiger wool vests have recently sold for $40 on eBay (fair condition) to $75 on Depop (excellent condition/larger sizes).
Description
This vintage Tommy Hilfiger vest features a classic collegiate or alpine aesthetic. Crafted from a thick, warm navy blue boiled wool, it includes a five-button front closure with chestnut brown braided leather buttons. The piece is accented with grey contrast whipstitch-style piping along the edges and two front welt pockets. The interior neck features the iconic late-90s large Tommy Hilfiger flag logo. Size Medium.
Key Features
Vintage 90s aesthetic, iconic large flag branding, high-quality leather buttons, durable boiled wool construction, preppy/Ivy League style currently in demand.
Authenticity Indicators
Authentic large-scale woven neck label with crisp embroidery; secondary care tag located above the main label; high-quality leather buttons rarely used on fakes. Confidence Level: High.
Flaws to Note
Minor surface pilling throughout consistent with age; minor lint buildup; slight stretching at the buttonholes; would benefit from a light de-pilling with a fabric shaver.
Selling Guide
Where to Sell
Depop (best for vintage 90s branding), eBay (for collectors of vintage Tommy), and Poshmark (broad reach for men's outerwear).
Selling Tips
Use keywords like 'Vintage Tommy', '90s Preppy', 'Boiled Wool', and 'Old Money Style'. Photograph it layered over a white oxford shirt to show functionality. Ship via USPS Ground Advantage as wool is heavy.