Rare find
Price:$79.95
VTG 1950s Pennleigh Sanforized Cotton Plaid Shirt Ivy League Midcentury M
Handpicked by Miss
Star Seller
Star Sellers have an outstanding track record for providing a great customer experience—they consistently earned 5-star reviews, shipped orders on time, and replied quickly to any messages they received.
Your order should arrive by this date if you buy today. To calculate an estimated delivery date you can count on, we look at things like the carrier's latest transit times, the seller's processing time and shipping history, and where the order is shipping to and from.
You can only make an offer when buying a single item
Star Seller. This seller consistently earned 5-star reviews, shipped on time, and replied quickly to any messages they received.
Highlights
What you’ll love about this Pennleigh 1950s shirt is the crisp sanforized combed cotton fabric—an authentic mid-century textile treatment designed to prevent shrinkage—combined with a classic sky-blue shadow plaid that reads pure Ivy League Americana.
Condition:
Excellent vintage condition. Fabric remains crisp with strong color, but there is a small spattering of rust on the tag area, as shown. Structurally sound with intact stitching and buttons. Light residual storage scent possible.
Fit Snapshot:
Marked medium with a 44" chest. Classic mid-century trim cut; shorter body length typical of 1950s shirts designed to be worn tucked.
Provenance Note:
Pennleigh was a J.C. Penney private label active mid-century, known for solid everyday menswear produced during the 1940s–1960s. Many garments were manufactured in Japan during the post-war export boom when Japanese mills produced high-quality cotton textiles for American retailers.
Pop Culture & Screen Style References:
Channels the collegiate Ivy League aesthetic seen in Dead Poets Society, early Mad Men flashbacks, and classic campus wardrobes of the 1950s.
Style Aesthetics:
🔥 Ivy League Classic
📈 Mid-Century Americana
🌿 Heritage Preppy
Styling Tips:
• Pair with cuffed khakis and penny loafers for authentic Ivy styling
• Works well layered under a vintage cardigan or tweed sport coat
• Great wardrobe piece for film/theater productions needing authentic 1950s menswear
• Also pairs well with dark denim for a casual mid-century inspired look
Measurements:
Chest: 44"
Shoulder: 17"
Sleeve (shoulder): 24"
Sleeve (underarm): 20.5"
Length (shoulder to hem): 25"
Approx. Modern Size Conversion:
Men’s Medium (trim vintage cut)
Fit Guide:
Example reference: someone approximately 5'7"–5'11", 155–180 lbs typically fits a vintage 44" chest shirt depending on build. Vintage shirts often have slightly shorter torso lengths than modern equivalents.
Fabric / Materials:
100% combed cotton, sanforized
Sustainability Note:
Buying vintage garments extends the life of high-quality textiles already produced and reduces demand for new manufacturing.
Costuming CTA:
Costuming a film, theater, or creative project? Contact Miss Kitty — we have extensive vintage inventory not yet listed and can offer excellent bulk/volume discounts for productions. Ideal for authentic mid-century campus or Americana looks—think Mad Men, Pleasantville, or classic Ivy-League style wardrobes.
• Thank you for shopping with The Cat’s Pajamas Vintage.
• Please contact Miss Kitty with any questions prior to purchase. We are happy to provide additional details, measurements, or photographs upon request.
• All sales are final. Vintage items are one-of-a-kind and sold as-is. Any condition issues are fully disclosed in the listing; otherwise, items are considered to be in excellent vintage condition for their age.
• Orders ship within 2 business days (often the same or next business day). Expedited shipping is available by selecting the appropriate shipping option at checkout, where applicable.
• International buyers are responsible for all customs duties, import taxes, or fees. All shipments are accurately declared in compliance with customs regulations.
• Please note that vintage garments may carry light residual scents from prior storage or a freshly maintained studio environment.
-
Order today to get by Oct 1-5
Your order should arrive by this date if you buy today. To calculate an estimated delivery date you can count on, we look at things like the carrier's latest transit times, the seller's processing time and shipping history, and where the order is shipping to and from.
-
Returns & exchanges not accepted
But please contact me if you have problems with your order
-
Free shipping
-
Ships from: Montoursville, PA
There was a problem calculating your shipping. Please try again.
Etsy Purchase Protection
Shop confidently on Etsy knowing if something goes wrong with an order, we've got your back for all eligible purchases —
see program terms
Be the first to review this item
Smooth shipping Has a history of shipping on time with tracking.
Speedy replies Has a history of replying to messages quickly.
Rave reviews Average review rating is 4.8 or higher.
More from this shop
Visit shop-
City Opificio Etico Bowl Portofino Italy Vintage Signed Stamped Pasta Salad 9"
$34.00
-
VTG 1940s Kids Jumpsuit Striped Deadstock Coveralls Americana NOS 2&4
$64.95
-
VTG La France Nylon Stockings Cuban #200 Seamed Hosiery Brown Toast Sz10 NIB
$59.95
-
VTG 1990s Miker Whimsical Art Case Pastel Hard Briefcase Retro Maximalist Rare
$63.00
-
MV022 Vintage 1940's/50's plaid flap pocket shirt. Size medium
$97.00
-
1950's vintage cotton mens plaid long sleeve shirt Medium
$75.00
-
Vintage 1950's/60's plaid loop collar shirt by Town Topic. Size medium 15-15 1/2
$52.00
-
Vintage 1960s Jackinac Plaid Longsleeve Button Up Shirt
Sale Price $66.30
Original Price $88.40
-
Vintage flannel plaid shirt
$63.00
-
1960s Plaid Oxford Shirt Ivy Style
$78.00
-
Deadstock 1970s Brown Plaid Cotton Flannel Camp Collar Shirt | Extra Large | PENNSHIRE
$75.00
-
Vintage 1960s Island In The Sun Sanforized Plaid Shirt Sleeve Shirt Large
$49.99
-
Vintage 60’s Sanforized Brown Plaid Cotton Flannel Lightweight Shirt Mens Medium
$40.00
-
1960s Plaid Oxford Shirt Preppy
$88.00
-
1960s Plaid Oxford Shirt Ivy league
$88.00
-
50's Green Men's Oxford Shirt by Arrow Vintage 1960's, 38" Chest, Long Sleeve, Sanforized Cotton, Mid Century Button down Dress Shirt 1950's
Sale Price $33.75
Original Price $45.00
Shoppers with similar taste loved these
-
Powder Blue 70s Retro Flared Pants Suit | Tailored Terry Rayon Men's Formal Wear
Sale Price $196.50
Original Price $393.00
-
Vintage 70s Ivory Flared Suit| Wide Lapel Blazer, Two - Piece- Disco Suit.
Sale Price $69.60
Original Price $145.00
-
Men's Rust Velvet Blazer White Flare Trousers | 70s Vintage 2-Piece Suit Set
Sale Price $198.00
Original Price $360.00
-
Vintage 70s Black Flared Suit| Wide Lapel Blazer, Two - Piece- Disco Suit.
Sale Price $67.20
Original Price $140.00
-
Burnt Copper 70s Retro Wide Leg Suit for Men.
Sale Price $192.00
Original Price $400.00
-
Teal Blue 70s Retro Flared Pants Suit | Vintage Two-Piece Men's Formal Attire
Sale Price $197.50
Original Price $395.00
-
Burnt Orange 70s Inspired Mens Suit Trauanzug Herren Costume Homme Retro Elegant Formal Outfit Tailored Ceremony Vintage Style Menswear Arts
Sale Price $225.00
Original Price $450.00
-
Luxury Green Linen 3 Piece Suit Slim Fit Wedding & Formal Wear Suits
Sale Price $199.50
Original Price $399.00
-
Men's Brown Herringbone Tweed 3 Piece Suit: Peaky Blinders Style Wool Retro Custom Tailored
Sale Price $250.00
Original Price $500.00
-
1920s Brown Double Breasted Herringbone Wool Overcoat for Men | Vintage Trench Coat | Vintage Style Winter Coat | Peaky Blinders Style
Sale Price $192.00
Original Price $300.00
-
TUXORA Brown Tweed 3 Piece Suit with Overcoat | Peaky Blinders Style Gentleman Formal Wear
Sale Price $244.91
Original Price $544.24
-
1920s Vintage 3-Piece Wool Suit | Brown Peaky Blinders Style Men’s Tweed Suit with Overcoat | Old money | Classic Suit - Gift for hin
Sale Price $216.00
Original Price $450.00