Square Toe Stilettos

Step into the spotlight with square toe stilettos that are here to elevate your style game to new heights! These chic and edgy heels are the perfect blend of modern sophistication and timeless allure, ready to take you from day to night with ease. Whether you're strutting through the office or dancing under the stars, these statement-makers promise to keep your fashion-forward foot forward. Pair them with your favorite Windsor outfit, and let your inner diva shine bright. Because let's face it, darling—you're not just walking; you're making an entrance!

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$28.90

4 star rating

A bold pair of blue faux leather stilettos featuring lace-up ankle straps and a square toe design.

$28.90

4.666667 star rating

A sleek black nubuck stiletto heel featuring a square toe and adjustable thin straps.

$30.90

5 star rating

A bold red faux leather stiletto mule featuring a wide curved strap and cushioned insole.

$26.90

5 star rating

A chic pair of pink faux leather thong heels featuring a square toe and 2" kitten heel.

$40.90

5 star rating

A white faux leather stiletto heel featuring a tulle back bow and rhinestone-embellished toe strap.

$34.90

5 star rating

A chic pair of black faux leather stiletto mules featuring a square toe and trendy buckle accent.

$30.90

5 star rating

A sleek ivory stiletto heel with a trendy buckle accent and adjustable ankle strap.

$32.90

A chic pair of white stiletto mules featuring a woven strap and cushioned insole for comfort.

$32.90

A metallic silver stiletto heel featuring rhinestone-embellished straps and a sparkling butterfly accent.

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$9.97 $30.90 68% off

A striking pair of green faux leather stiletto mules featuring studded strappy design and square toe.

$28.90

A chic pair of black stiletto mules featuring sheer mesh thong straps and cushioned faux leather insoles.

$28.90

A chic black faux leather stiletto heel featuring a rhinestone heart thong strap and square toe.

$32.90

4.545455 star rating

A silver low block heel with rhinestone accents and adjustable ankle strap for glamorous comfort.

$28.90

4.75 star rating

A vibrant red strappy block heel crafted from faux leather with a cushioned insole for comfort.

$26.90

5 star rating

A chic pair of black faux leather block heels featuring a trendy toe ring and strappy design.

$32.90

A stylish pair of black platform block heels featuring a unique eyelet crisscross strap and adjustable ankle closure.

$38.90

A white satin kitten heel featuring chiffon beaded flower accents, open square toe, and adjustable straps.

$30.90

A chic pair of black faux leather mules featuring strappy knot details and a modern square toe.

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Glam Up Rhinestone Strappy Low Block Heels in Silver
(11) 4.5454545 star rating

Amp up the glamour while still keeping it comfortable in these low block heels featuring an open square-shaped toe, a thin asymmetric strappy design accented with mini rhinestone embellishments for a pretty sparkle, and an adjustable ankle strap. Pair with your fave clutch! Fit & Features2.5" Low block heel, Open square toe, Asymmetric strappy design, mini rhinestones, Adjustable ankle strap with buckle detail, Closed back, faux leather padded insole, Black heels are faux nubuck, Gold and silver heels are faux leather, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glam Up Rhinestone Strappy Low Block Heels in Silver | Size: 7 | Leather/Faux Nubuck/Rhinestone

So Much Personality Strappy Block Heels in Black
(4) 4.75 star rating

Give your outfits some cuteness in these strappy block heels, perfect for pairing with your favorite bottoms or dresses! Fit & Features3" Round block heel, Square toe, Strappy design, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Much Personality Strappy Block Heels in Black | Size: 7.5 | Leather

Windsor Sweet Attraction Toe Ring Strappy Block Heels in White
(3) 5 star rating

A pair of strappy block heels with a trendy toe ring trim that gives every outfit a sweet look! Fit & Features2.5" Block heel, Square toe, Strappy design, Toe ring trim, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Attraction Toe Ring Strappy Block Heels in White | Size: 10 | Leather

Windsor Butterfly Kisses Rhinestone Metallic Heels in Gold
(2) 5 star rating

These rhinestone strap mules are topped with a whimsical butterfly detail for that perfect mix of dainty and glam, ready to float from dinner dates to dance floors. Fit & FeaturesStiletto heel, Square toe, Rhinestone-embellished straps, butterfly accents, Metallic faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Butterfly Kisses Rhinestone Metallic Heels in Gold | Size: 8 | Leather/Rhinestone

Bring The Glam Rhinestone Block Heels in Gold
(2) 5 star rating

Bring all the glamour in these block heels that shimmer with rhinestone embellishments and metallic trim! Fit & FeaturesBlock heel with rhinestone embellishments, Square toe, Rhinestone-embellished strap design, Cushioned insole, Adjustable ankle strap, buckle closure, Metallic material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Bring The Glam Rhinestone Block Heels in Gold | Size: 7

Feeling Chic Thong Square Toe Heels in Pink
(2) 5 star rating

From daytime outings to nights out, these thong heels are perfect for dressing up any look for every occasion! Fit & Features2" short kitten heel, Square toe, Thin thong toe strap, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Feeling Chic Thong Square Toe Heels in Pink | Size: 9 | Leather

Tied Together Strappy Kitten Heels in Black
(2) 5 star rating

Tie your look with these strappy kitten heels, perfect for styling day or night! Fit & FeaturesKitten heel, Square toe, Strappy design, Adjustable ankle strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Tied Together Strappy Kitten Heels in Black | Size: 7 | Leather

Walking Pretty Toe Ring Heels in Camel
(2) 4.5 star rating

Minimal straps, max impact. These block heel mules are made for everything from rooftop drinks to girls’ night glam, with a shiny toe ring detail that adds a unique flair. Fit & Features3" Block heel, Square toe, Toe ring strap detail, Sleek strappy design, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Walking Pretty Toe Ring Heels in Camel | Size: 6.5 | Leather

Flirt Mode Activated Strappy Block Heels in Light Blue
(1) 5 star rating

These heels understood the assignment—flirty, chic, and ready to turn heads. With strappy detailing and a comfy block heel, they’re made for rooftop hangs, brunch dates, and everything in between. Fit & FeaturesBlock heel, Open square-shaped toe, Asymmetric strappy design, Adjustable ankle strap with buckle detail, Faux leather material, padded insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirt Mode Activated Strappy Block Heels in Light Blue | Size: 7.5 | Leather

Starlit Glam Rhinestone Bow Glitter Block Heels in Silver
(1) 5 star rating

Designed to dazzle, destined to be noticed. These glitter block heels bring high-shine elegance with rhinestone bows that add the perfect luxe touch to any night-out moment. Fit & FeaturesBlock heel, Glitter mesh material, Open almond-shaped toe, Multi-strap design, rhinestone bow accent, Thin adjustable ankle strap, buckle detail, closed back, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Starlit Glam Rhinestone Bow Glitter Block Heels in Silver | Size: 6 | Rhinestone/Mesh Fabric

Square Toe Stilettos

When you’re ready to step up your shoe game and make every sidewalk your personal runway, square toe stilettos are the ultimate go-to. These aren’t just heels—they’re a whole attitude. Picture this: you’re strutting into brunch, and every head turns because your shoes are serving fierce, modern energy with that unmistakable squared-off edge. There’s something about square toe stiletto heels that just hits different—they give you that sharp, sophisticated vibe while still keeping things playful and unexpected. Whether you’re a heels-for-every-occasion kind of girl or you save your sky-high moments for special nights out, square high heels instantly elevate your fit. The clean lines and bold silhouette are perfect for showing off a fresh pedi, and they pair just as well with a mini skirt as they do with tailored trousers or a slinky dress. If you’re all about details, you’ll love how square heels closed toe styles bring a little extra drama to your look, making them a killer pick for everything from date nights to rooftop parties.

Shopping for that perfect pair? Here’s the real tea: it’s all about balancing style and comfort. Square stiletto heels are known for their fashion-forward look, but don’t sleep on their wearability. The squared-off toe box gives your toes a little more room to breathe (because nobody has time for blisters when you’re out making memories). If you’re gifting, these are a total win for your trendsetting bestie, your sister who’s always on the hunt for something new, or even your mom who’s secretly got the best shoe collection in the family. And if you’re treating yourself—because, hello, you deserve it—think about how you’ll wear them. High heels with square heel details are made for dancing ‘til dawn, celebrating milestones, or just adding some main character energy to your everyday. They’re the kind of shoes you reach for when you want to feel unstoppable, whether you’re crushing it at work or living your best life on a spontaneous night out.

The magic of square toe stilettos is in their versatility—they’re a blank canvas for your wildest style dreams. Pair them with a power suit for that boss-babe moment, or dress them down with distressed denim and an oversized blazer for an effortlessly cool vibe. If you’re planning a big event, square stiletto heels bring just the right amount of edge to a formal fit, and if you’re all about those casual hangs, they’ll take your jeans-and-tee look to the next level. Don’t forget, the right heels can totally transform your mood and your confidence. If you’re ready to find your new favorite pair, check out our full collection of Square Toe Heels and get ready to show the world what you’re made of—one unforgettable step at a time.

Top Picks For Square Toe Stilettos