I’m Getting a Jumpstart on Fall Shopping—33 Affordable Key Pieces You’d Find In a Wealthy Person’s Closet

I’m Getting a Jumpstart on Fall Shopping—33 Affordable Key Pieces You’d Find In a Wealthy Person’s Closet

August 16, 2025 / Swedan Margen /


Ah, fall. We can’t be reunited fast enough. In my world, cooler weather reigns supreme, especially due to the change over to chic layers. I know we’re still in August, but I just couldn’t help myself—I went ahead and got a jumpstart on shopping for the new season. I kept the price point at under $150 when pursuing stores like Zara, Nordstrom, H&M, J.Crew, and more. The vibes? Anything that looked like it belonged in a wealthy person’s closet.

Included in my roundup is a selection of standouts that span from classic pieces to of-the-moment finds. Think cool jeans, pretty dresses, suede jackets and bags, chic shoes, trendy cord necklaces, and incredibly stylish jackets. Scroll on to shop all 33 of my top affordable rich-looking picks right now along with some visual outfit inspiration to keep in mind for the fall season.

British style influencer Chloe Butler poses on a London sidewalk wearing silver chunky earrings, a brown suede jacket, gray cardigan sweater, a red cord necklace with a silver spiral pendant, yellow satin pants, and black flip-flop sandals

British fashion influencer Marilyn Nwawulor-Kazemaks poses for a mirror selfie in her chic London dining room wearing a black fitted T-shirt, a black button-down tied around her waist, black The Row top handle tote bag, baggy white jeans, and heeled black thong sandals

Scandi fashion creative Clara Dyrhauge poses on a sidewalk wearing sunglasses, a trench coat, white T-shirt, black belt, black slouchy shoulder bag, dark-wash jeans, and black ballet flats



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Swedan Margen

I focus on highlighting the latest in business and entrepreneurship. I enjoy bringing fresh perspectives to the table and sharing stories that inspire growth and innovation.

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