Designer Stilettos

Designer stilettos are the ultimate game-changer in any wardrobe, turning an ordinary day into a runway-worthy moment. Slip into these sky-high beauties and feel instantly transformed—like Cinderella, but with a modern twist and way more sass. Whether you're strutting into a meeting or dancing the night away, these heels are your secret weapon for commanding attention and exuding confidence. From sleek silhouettes to daring designs, our collection of designer stilettos is here to make sure every step you take is fierce, bold, and unapologetically you. So go ahead, elevate your style and let those heels do the talking!

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Windsor Style Pop Square Toe Nubuck Stiletto Heels in Black

$28.90

A sleek black nubuck stiletto with a square toe and adjustable ankle strap for stylish outings.

Windsor Classy Luxe Rhinestone Strappy Stiletto Mules Shoes in Gold

$32.90

A glamorous gold mule with rhinestone straps, 3.5" stiletto heel, and cushioned insole.

Chic Buckle Strap Sling-Back Stiletto Pumps in White

$32.90

A sleek white patent faux leather stiletto pump with criss-cross buckle straps and slingback design.

Windsor Bedazzled Allure Rhinestone Stiletto Booties in Silver

$52.90

A dazzling pair of silver rhinestone booties featuring a pointed toe and sleek stiletto heel.

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Style Pop Square Toe Nubuck Stiletto Heels in Black

$28.90

(8)

Make your style pop in these heels featuring a square toe and thin straps for a sleek look finished with a stiletto heel. Perfect for elevating your everyday outfits. Fit & Features3.5" Stiletto heel, Black is nubuck, red is patent material, Square toe, Thin straps, adjustable ankle strap, buckle closure, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Style Pop Square Toe Nubuck Stiletto Heels in Black | Size: 8

Chic Strides Kitten Stiletto Heels in White

$30.90

(6)

Step out boldly in these chic faux leather heels. Featuring a sleek square toe and a sleek kitten stiletto heel, these shoes blend poise with polished style, perfect for any occasion. Fit & Features3" Stiletto kitten heel, Square toe, Adjustable ankle strap, buckle closure, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Strides Kitten Stiletto Heels in White | Size: 6 | Leather

Windsor Major Moment Lace-Up Stiletto Heels in Blue

$28.90

(6)

Be prepared for many compliments when you step out in these lace-up stiletto heels that add a bold touch to any look. Fit & Features4" Stiletto heel, Square toe, Thin strappy design, Lace-up ankle straps, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Major Moment Lace-Up Stiletto Heels in Blue | Size: 7 | Leather

Windsor So Icy Rhinestone Kitten Stiletto Heels in Gold

$40.90

(4)

Strut with icy flair in these rhinestone kitten stiletto heels to dress up your look. Fit & Features3.5" Kitten stiletto heel, Square toe, Rhinestone embellished straps, Adjustable ankle strap, buckle closure, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Icy Rhinestone Kitten Stiletto Heels in Gold | Size: 10

Radiance Rhinestone Metallic Stiletto Heels in Silver

$34.90

(3)

When the invite says “dress to impress,” these heels deliver. Featuring sleek metallic straps with rhinestone accents and a sky-high stiletto, they’re made for making an entrance at parties and events. Fit & Features4" Stiletto heel, Almond toe, Rhinestone-embellished straps, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Metallic material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Radiance Rhinestone Metallic Stiletto Heels in Silver | Size: 7

Windsor Glow Getter Rhinestone Stiletto Heels in Gold

$42.90

(2)

Let your glow shine through in these eye-catching stiletto heels featuring a rhinestone embellished spiral design, pointed toe, on a chrome sole. Complete your look in a short party dress for a dressy night out! Fit & Features4" Stiletto heel, Pointed toe, Rhinestone embellished spiral design, Chrome sole, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glow Getter Rhinestone Stiletto Heels in Gold | Size: 9

Sweetheart Shine Stiletto Heels in Gold

$32.90

(2)

A little sparkle, a lot of love. These strappy stiletto heels dazzle with rhinestone heart charms—aka the perfect mix of sweet and sultry. Fit & Features3.5" Stiletto heel, Almond toe, Strappy design, rhinestone trim heart charms, Cushioned insole, Adjustable ankle strap with buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweetheart Shine Stiletto Heels in Gold | Size: 6 | Leather/Rhinestone

Like A Dream Rhinestone Stiletto Heels in Pink

$30.90

(2)

These heels don’t just walk, they shine. Featuring a square toe, colored PVC strap, and rhinestone embellished ball trim, these stilettos are all about glam with a twist. Fit & Features4" Stiletto heel, Square toe, Colored PVC strap, Rhinestone embellished ball trim detail, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Like A Dream Rhinestone Stiletto Heels in Pink | Size: 10 | Leather/Polyvinyl Chloride/Rhinestone

Statement Status Patent Stiletto Heels in Wine

$30.90

(2)

A little glossy, a lot of glam. These strappy patent heels bring high-shine energy to every look—from your night-out mini to your favorite denim. Sleek, sultry, and made to make an entrance. Fit & FeaturesStiletto heel, Square toe, Sleek straps, Adjustable ankle strap with buckle closure, Patent faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Statement Status Patent Stiletto Heels in Wine | Size: 6.5 | Leather

Delicate Drama Stiletto Slingback Pumps in Black

$32.90

(2)

Delicate meets daring. These sheer lace slingback pumps bring instant elegance with a pointed toe and sleek stiletto heel—made for occasions when you want to look soft but feel unstoppable. Fit & Features4" Stiletto heel, Closed pointed-toe, Slingback ribbon ankle strap with bow accent, Luxe fit cushioned insole, Sheer lace trim, faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Delicate Drama Stiletto Slingback Pumps in Black | Size: 10 | Leather/Sheer Lace Fabric

Designer Stilettos

There’s something about slipping into a pair of designer stilettos that transforms the entire mood of a moment. It’s not just about the extra inches (though, let’s be honest, a little added height never hurts), but the way a stiletto sculpts your posture, sharpens your silhouette, and adds a dose of confidence that lingers long after you’ve kicked them off at the end of the night. Whether you’re heading into the heart of winter’s social season—think gallery openings, rooftop cocktails, or a last-minute dinner reservation—or simply looking to refresh your cold-weather wardrobe with a touch of glam, designer stilettos are the ultimate style power move. They’re the go-to for anyone who wants to make an entrance, whether you’re a seasoned stiletto devotee or just starting to curate your own collection. And let’s not forget the gift factor: there’s a unique kind of magic in unboxing a pair of stilettos you didn’t buy for yourself. If you’re searching for a present that feels both personal and indulgent, these are the shoes that say “you deserve to stand out” without you ever having to say a word.

When you’re shopping for your next pair, it’s all about balancing fantasy with function. The right designer stilettos should feel as good as they look—think buttery soft straps, supportive arches, and just the right amount of give in the sole. Consider heel height and shape: a classic pointed toe elongates the leg and pairs seamlessly with everything from tailored trousers to slinky slip dresses, while a sculptural heel or unexpected material (hello, velvet and metallics) can turn even the simplest outfit into a statement. Winter months call for rich textures and saturated hues—deep burgundies, midnight blues, and glossy blacks that look just as striking peeking out from under a wide-leg pant as they do with a micro mini and sheer tights. And don’t underestimate the power of a stiletto to take you from desk to dinner without missing a beat. For those who love the drama but want a little more stability, it’s worth exploring the world of Designer Platform Heels—all the height, a touch more comfort, and plenty of head-turning potential.

Designer stilettos aren’t just reserved for big nights out or special occasions (though they definitely shine when the dress code calls for extra). They’re for the moments when you want to channel your inner boss, nail a first impression, or simply remind yourself that you can do hard things—preferably in fabulous footwear. Maybe you’re celebrating a promotion, prepping for a milestone birthday, or finally booking that trip you’ve been dreaming about. Maybe you’re gifting a friend who’s always the last to leave the dance floor or treating yourself because, honestly, you don’t need a reason. The beauty of stilettos is their versatility: they’re as at home in a candlelit bistro as they are on the dance floor, and they have a way of making even a quick coffee run feel like a main event. With the right pair, every sidewalk becomes a runway—icy January winds and all. Choose styles that match your mood, your plans, and your personality, and let your shoes do the talking.

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