affordable old money finds

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Old money style has always carried a certain allure—the quiet confidence of perfectly tailored trousers, a buttery leather handbag that only gets better with age, a strand of pearls worn with a crisp white shirt. It’s polished, understated, and refreshingly free from flash.

The challenge? Many of the pieces that define the look come with price tags that feel… aspirational, at best. But I’ve found that with a sharp eye (and a little creativity), you can absolutely capture the aesthetic without spending like an heiress!

Here are 13 affordable finds that capture that old money vibe—think timeless silhouettes, elevated basics, and accessories that whisper luxury, all while keeping your budget firmly intact.

1. Denim Button Up Top – Dark Blue

Affordable Old Money

A denim waistcoat instantly adds a tailored edge to any look. I’d style it over a crisp white shirt, wear it solo with wide-leg trousers, or layer it under a blazer for that subtle old-money-meets-modern feel.

2. Reiss Twill High Rise Flared Trousers in Cream

The beauty of a pair like this is the way they fall—clean, elongated, quietly elegant. They’ll serve you just as well with a simple knit as they will with a silk cami and heels.

3. Brown Ames Chunky Loafer

Brown Ames Chunky Loafer. Affordable Old Money

Loafers, this classic doesn’t need much styling advice—pair them with socks and a mini, or wide-leg trousers and an oversized blazer. I’d be lying if I said I haven’t worn them on repeat.

4. Scalloped Rib-Knit Top

There’s something unapologetically chic about a polo with contrast piping. This one gives a subtle nod to retro style and looks stunning with denim, structured skirts, or under a blazer.

5. Tall Viscose Linen Woven Longline Waistcoat

Affordable Old Money

This olive waistcoat feels equal parts borrowed-from-the-boys and timeless Italian summer, perfect with gold hoops and a touch of bronzer.

6. The Bennet Buttondown Shirt by Maeve

Nothing says effortless like a well-worn striped button-down. I’d throw this one over swimwear, style it with white trousers, or even knot it at the waist with tailored shorts.

7. White Moya Linen Two Piece

White Moya Linen Two Piece. Affordable Old Money

I have a soft spot for a linen set—it feels both considered and relaxed. This white two-piece gives that crisp, old-money vacation vibe that looks equally good with flat sandals or low heels.

8. Cotton-Blend Knit Polo Shirt in Neutral

Cotton-Blend Knit Polo Shirt in Neutral

A classic polo, softened up in a textured knit that leans more “château brunch” than sporty. I’d wear it half-tucked into high-waisted trousers or a tailored mini.

9. Black Colorado Midi Dress

Black Colorado Midi Dress. Affordable Old Money

The kind of dress that works for every occasion—black midi, square neckline, and subtle volume in the skirt. Wear it with slingbacks and a silk scarf for a look that could easily pass for vintage designer.

10. Cesia Canvas Metallic Accent Shoulder Bag

An easy nod to old-school Riviera style, this structured bag instantly elevates denim or a crisp button-down. I love how the bamboo-inspired hardware adds just the right touch of quiet luxury.

11. Tweed Mini Dress

Affordable Old Money

Tweed isn’t reserved for winter or boardrooms. This short-sleeved version feels fresh and playful while still maintaining its heritage charm—think chic weekend in Paris energy.

12. Leslie Metallic-Accent Slingback Pumps

black slingback heels

A little bit horsebit, a little bit Parisian. These heels have that polished, slightly equestrian feel that pairs so well with straight-leg jeans or a tailored skirt.

13. Light Wash Double Pleat Ava Shorts

Light Wash Double Pleat Ava Shorts. Affordable Old Money

Tailored shorts are a must for mastering warm-weather old money style. This pair balances structure and ease—you can wear them with a tucked-in striped tee or a relaxed linen shirt and still look intentional.