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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$32.90

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

Best Seller

$28.90

5 star rating

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

$32.90

5 star rating

A glamorous gold mule with rhinestone straps and a 3.5" stiletto heel for elegant occasions.

$28.90

3 star rating

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

Best Seller

$34.90

5 star rating

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

$30.90

A sleek black stiletto heel with a trendy buckle accent and adjustable ankle strap in faux leather.

Best Seller

$26.90

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

Best Seller

$30.90

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

Best Seller

$32.90

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

$28.90

A chic black mule featuring a sheer mesh thong strap, faux leather, and a 3" stiletto heel.

$28.90

An eye-catching pair of pink metallic faux leather stilettos featuring strappy details and an adjustable ankle strap.

$40.90

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

Best Seller

$28.90

A gold faux leather stiletto heel featuring a square toe and rhinestone heart-adorned thong strap.

$30.90

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

Best Seller

$32.90

4.545455 star rating

A silver low block heel with rhinestone-studded straps and adjustable ankle strap for added glamour.

$28.90

5 star rating

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

$31.90

5 star rating

A white faux leather platform block heel featuring a square toe, criss-cross straps, and buckle closure.

$28.90

5 star rating

A dazzling pair of gold metallic block heels featuring rhinestone embellishments and crisscross straps.

Best Seller

$39.90

5 star rating

A white faux leather kitten heel featuring a tulle bow with faux pearl trim and adjustable ankle strap.

Best Seller

$28.90

A black strappy kitten heel featuring a square toe and adjustable wrap-around ankle strap for sophistication.

$30.90

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

$32.90

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

$26.90

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

$38.90

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

New Arrival

$28.90

A metallic gold block heel mule featuring a unique toe ring strap and sleek faux leather design.

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Smooth And Sleek Block Heels in Black
(72) 4.638889 star rating

Step out in style in these chic low block heels! Create the perfect stylish graduation outfit or gorgeous prom look in these comfortable heels. This open-toe design features a stylish ankle strap detail with a zipper-closed back on a trendy block heel. The lower heel silhouette creates a supportive and comfy fit, perfect to wear with a semi-formal gown or dressy pant outfit. Fit & FeaturesZippered closed back , Ankle strap strap, Open almond toe , Single strap over the toe, Low block heel , Faux leather and nubuck material , Luxe fit cushioned insole, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Smooth And Sleek Block Heels in Black | Size: 5.5 | Leather/Nubuck

Sparkle Stunner Rhinestone Block Heels in Silver
(50) 4.76 star rating

Keep your night-out look stunning in these sparkly rhinestone block heels. They feature an open almond toe, a rhinestone-adorned toe and ankle strap, a back zipper closure, and a block heel. Style these fab shoes with a little black dress to add a hint of glam. Fit & FeaturesOpen almond toe, Rhinestone embellished toe and ankle strap, Back zipper closure, Block heel, Luxe fit cushioned insole, Glitter mesh material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparkle Stunner Rhinestone Block Heels in Silver | Size: 7 | Rhinestone/Mesh Fabric

Windsor 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: 5.5 | Leather/Faux Nubuck/Rhinestone

Windsor Sparkle Scene Rhinestone Strappy Faux Leather Block Heels in Black
(9) 4.2222223 star rating

Sparkle up the scene at your next formal affair in these rhinestone strappy faux leather block heels! They feature an open square-shaped toe, a glitzy rhinestone-adorned strappy design with a chic center knotted detail, a thin adjustable ankle strap with a buckle closure, a closed back, a padded insole for comfortable wear, and a sturdy block heel. Style with the matching clutch for a seamless glam look! Shop Matching Clutch: Sparkle Scene Rhinestone Foldover ClutchFit & Features4.5" Block heel, Faux leather upper, Open square toe, Rhinestone strappy design with knotted detail, Adjustable ankle strap with buckle closure, Closed back, luxe fit padded insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparkle Scene Rhinestone Strappy Faux Leather Block Heels in Black | Size: 9 | Leather/Rhinestone

Windsor Step Into Chic Strappy Block Heels in Black
(7) 3.857143 star rating

Step into these chic block heels showcasing a strappy toe design secured with an adjustable ankle strap with buckle closure. Fit & FeaturesBlock heel, Square toe, Strappy toe design, Adjustable ankle strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Step Into Chic Strappy Block Heels in Black | Size: 8.5 | Leather

Windsor Elevated Strappy Block Heels in Ivory
(6) 4.6666665 star rating

Dress up any look with these chic strappy block heels for brunch, parties, and date nights! The heels are designed with a sleek square toe, closed ankle, and adjustable buckle strap that secures the style. Complete the look with a clutch. Fit & Features3.5" Block heel, Square toe, Strappy design, Closed ankle, adjustable buckle strap, Luxe fit cushioned insole, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Elevated Strappy Block Heels in Ivory | Size: 7.5 | Faux Suede

Endless Glam Rhinestone Bow Block Heels in Silver
(5) 5 star rating

Every step will look so glam in these rhinestone block heels featuring a statement bow and a luxe fit insole for comfort. Pair with a clutch. Fit & Features3" Block heel, Almond toe, Adjustable ankle strap, buckle closure, Luxe fit breathable cushioned insole, Rhinestones, Bow accent, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Endless Glam Rhinestone Bow Block Heels in Silver | Size: 6

Windsor Love To Sparkle Rhinestone Strap Block Heels in White
(4) 4.75 star rating

The perfect glam block heels for the girl who loves to sparkle! They feature sparkling rhinestone embellished asymmetrical straps and a luxe fit cushioned insole. Complete the look with a clutch. Fit & Features3.5" Block heel, Almond toe, Rhinestone embellished straps, Back zipper closure, closed ankle, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Love To Sparkle Rhinestone Strap Block Heels in White | Size: 9 | Leather/Rhinestone

A-List Glam Rhinestone Strappy Block Heels in Beige
(4) 4.75 star rating

Make everyone starstruck when you're in these block heels showcasing rhinestone embellished straps for a glamorous look! Fit & Features2.5" Block heel, Square toe, Rhinestone embellished strappy design, Closed ankle, adjustable ankle strap, buckle closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor A-List Glam Rhinestone Strappy Block Heels in Beige | Size: 5.5

So Pretty Chiffon Bow Satin Block Heels in Pink
(3) 4.3333335 star rating

Perfect for any occasion, these block heels add the prettiest allure to your look! These stunning heels feature a delicate chiffon bow and a sleek satin finish. Fit & Features2" Block heel, Square toe, wide toe strap, Back chiffon bow, Closed ankle, adjustable ankle strap, rhinestone buckle closure, Satin material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Pretty Chiffon Bow Satin Block Heels in Pink | Size: 10 | Chiffon/Rhinestone/Satin 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