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Square Toe Loafer

MANOLO BLAHNIK burgundy quilted suede square toe loafer flats EU39
MANOLO BLAHNIK burgundy quilted suede square toe loafer flats EU39

MANOLO BLAHNIK burgundy quilted suede square toe loafer flats EU39

By Manolo Blahnik

Located in Hong Kong, NT

MANOLO BLAHNIK burgundy quilted suede square toe loafer flats EU39 Reference: JHDN/A00010 Brand: Manolo Blahnik Material: Suede Color: Burgundy Pattern: Solid Closure: Slip On Lining...

Category

21st Century and Contemporary Italian Shoes

YVES SAINT LAURENT dark brown leather Y overstitch square toe loafers UK7 EU41
YVES SAINT LAURENT dark brown leather Y overstitch square toe loafers UK7 EU41

YVES SAINT LAURENT dark brown leather Y overstitch square toe loafers UK7 EU41

By Yves Saint Laurent

Located in Hong Kong, NT

YVES SAINT LAURENT dark brown leather Y overstitch square toe loafers UK7 EU41 Reference: SYYG/A00028 Brand: Yves Saint Laurent Material: Leather Color: Brown Pattern: Solid Closure:...

Category

21st Century and Contemporary Italian Brogues

MARNI Size 9 Brown Leather Square Toe Loafers
MARNI Size 9 Brown Leather Square Toe Loafers

MARNI Size 9 Brown Leather Square Toe Loafers

By Marni

Located in San Francisco, CA

Marked: IT 39Outsole: 11 inches x 4.25 inches Platform: 1.25 inches Sui Generis Reference: 146454 Category: Loafers More Details Brand: MARNI Gender: Female Size...

Category

21st Century and Contemporary Moccasins

Late 1990's Prada Black Nylon Square Toe Loafers
Late 1990's Prada Black Nylon Square Toe Loafers

Late 1990's Prada Black Nylon Square Toe Loafers

By Prada

Located in Toronto, Ontario

These shoes blend timeless design with modern edge. The square toe, 2" block heel and structured silhouette lend a refined, tailored finish.

Category

1990s Italian Shoes

Fendi Jacquard Ffreedom Square Toe FF Zucca Logo Ballet Flats Loafers 36.5
Fendi Jacquard Ffreedom Square Toe FF Zucca Logo Ballet Flats Loafers 36.5

Fendi Jacquard Ffreedom Square Toe FF Zucca Logo Ballet Flats Loafers 36.5

By Fendi

Located in Mechanicsville, VA

Fendi Jacquard Ffreedom Zucca Square Toe FF Logo Ballet Flats Loafers In box, with dustbags Color Multi Size 36.5 Fabric upper Leather sole Square toe FF print Logo embellishment S...

Category

2010s Shoes

New GUCCI Campaign $3500 Snake Horsebit High Boots Beige Brown It 37 - US 37.5
New GUCCI Campaign $3500 Snake Horsebit High Boots Beige Brown It 37 - US 37.5

New GUCCI Campaign $3500 Snake Horsebit High Boots Beige Brown It 37 - US 37.5

By Gucci

Located in Montgomery, TX

New GUCCI Snake Knee Height Boots Size Available: It. 37 - US 37.5 Colors - Beige, Brown 100% Real Snake Skin Horsebit Detail with Loafer Effect Squared Toe Line Hidden Platform Z...

Category

2010s Italian Boots

New GUCCI Campaign $3500 Snake Horsebit Knee High Boot Aquamarine 36.5 - 7
New GUCCI Campaign $3500 Snake Horsebit Knee High Boot Aquamarine 36.5 - 7

New GUCCI Campaign $3500 Snake Horsebit Knee High Boot Aquamarine 36.5 - 7

By Gucci

Located in Montgomery, TX

New GUCCI Snake Knee Height Boots Italian Size 36.5 – US 7 Designer Color - AQUAMARINE 100% Real Anaconda Horsebit Detail with Loafer Effect Squared Toe Hidden Platform Zipper Closur...

Category

2010s Italian Boots

Recent Sales

Tod's Brown Croc Embossed Leather Square Toe Loafer Pumps Size 36.5
Tod's Brown Croc Embossed Leather Square Toe Loafer Pumps Size 36.5

Tod's Brown Croc Embossed Leather Square Toe Loafer Pumps Size 36.5

By Tod's

Located in Dubai, Al Qouz 2

Stay comfortable throughout your day in these chic brown loafer pumps from Tod's. The patent leather construction takes the form of square toes, and the pair is complete with leather...

Category

21st Century and Contemporary Heels

LOUIS VUITTON Size 10 Burgundy Leather Square Toe Loafers
LOUIS VUITTON Size 10 Burgundy Leather Square Toe Loafers

LOUIS VUITTON Size 10 Burgundy Leather Square Toe Loafers

By Louis Vuitton

Located in San Francisco, CA

LOUIS VUITTON loafers comes in a burgundy leather featuring a square toe and a monk strap.

Category

21st Century and Contemporary Moccasins

LOUIS VUITTON Size 10 Black Leather Square Toe Loafers
LOUIS VUITTON Size 10 Black Leather Square Toe Loafers

LOUIS VUITTON Size 10 Black Leather Square Toe Loafers

By Louis Vuitton

Located in San Francisco, CA

LOUIS VUITTON loafers comes in a black leather featuring a square toe and a monk strap.

Category

21st Century and Contemporary Moccasins

LOUIS VUITTON Size 10 Black Leather Square Toe Loafers
LOUIS VUITTON Size 10 Black Leather Square Toe Loafers

LOUIS VUITTON Size 10 Black Leather Square Toe Loafers

By Louis Vuitton

Located in San Francisco, CA

LOUIS VUITTON loafers comes in a black leather featuring a square toe and a monk strap.

Category

21st Century and Contemporary Moccasins

PRADA Size 10 Red Perforated Leather Square Toe Loafers
PRADA Size 10 Red Perforated Leather Square Toe Loafers

PRADA Size 10 Red Perforated Leather Square Toe Loafers

By Prada

Located in San Francisco, CA

PRADA loafers comes in a red perforated leather featuring a drivers style, navy leather trim, and a square toe.

Category

21st Century and Contemporary Shoes

JOHN RICHMOND Size 10.5 Black Textured Leather Square Toe Loafers
JOHN RICHMOND Size 10.5 Black Textured Leather Square Toe Loafers

JOHN RICHMOND Size 10.5 Black Textured Leather Square Toe Loafers

By JOHN RICHMOND

Located in San Francisco, CA

JOHN RICHMOND loafers comes in a black textured leather featuring a square toe, wooden sole, and a lace up closure.

Category

21st Century and Contemporary Moccasins

PRADA Size 7.5 Black Burgundy Two Toned Leather Square Toe Loafers
PRADA Size 7.5 Black Burgundy Two Toned Leather Square Toe Loafers

PRADA Size 7.5 Black Burgundy Two Toned Leather Square Toe Loafers

By Prada

Located in San Francisco, CA

PRADA loafers comes in a black & burgundy two toned leather featuring a square toe and a leather sole.

Category

21st Century and Contemporary Italian Shoes

MARTINE ROSE Runway black suede square toe chain embellished loafer EU43 US10
MARTINE ROSE Runway black suede square toe chain embellished loafer EU43 US10

MARTINE ROSE Runway black suede square toe chain embellished loafer EU43 US10

Located in Hong Kong, NT

MARTINE ROSE Runway black suede square toe chain embellished loafer EU43 US10 Reference: JOMK/A00057 Brand: Martine Rose Model: Square toe loafer Collection: 2021 Material: Sued...

Category

21st Century and Contemporary Portuguese Brogues

Christian Louboutin MJ Moc Man Loafers Leather in Black
Christian Louboutin MJ Moc Man Loafers Leather in Black

Christian Louboutin MJ Moc Man Loafers Leather in Black

By Christian Louboutin

Located in Los Angeles, CA

The MJ Moc Man, the classic square toe loafer from the Summer 2024 Collection.

Category

21st Century and Contemporary Italian Brogues

Christian Louboutin MJ Moc Man Loafers Leather in Brown
Christian Louboutin MJ Moc Man Loafers Leather in Brown

Christian Louboutin MJ Moc Man Loafers Leather in Brown

By Christian Louboutin

Located in Los Angeles, CA

The MJ Moc Man, the classic square toe loafer from the Summer 2024 Collection.

Category

21st Century and Contemporary Italian Brogues

GUCCI A/W 2016 "Peyton" Black Leather Pearl Heel GG Buckle Ankle Boots Booties
GUCCI A/W 2016 "Peyton" Black Leather Pearl Heel GG Buckle Ankle Boots Booties

GUCCI A/W 2016 "Peyton" Black Leather Pearl Heel GG Buckle Ankle Boots Booties

By Alessandro Michele, Gucci

Located in Thiensville, WI

Black leather upper. Square toe. Loafer style front with navy and red strap with gold-toned metal GG mock buckle and tongue.

Category

2010s Italian Shoes

DSQUARED2 Size 12 Brown Leather Square Toe Penny Loafers
DSQUARED2 Size 12 Brown Leather Square Toe Penny Loafers

DSQUARED2 Size 12 Brown Leather Square Toe Penny Loafers

By Dsquared2

Located in San Francisco, CA

DSQUARED2 loafers in a brown leather featuring a penny style, square toe, and slip on closure.

Category

21st Century and Contemporary Moccasins

MARSELL Spatolona black square toe elastic back flat loafers EU38
MARSELL Spatolona black square toe elastic back flat loafers EU38

MARSELL Spatolona black square toe elastic back flat loafers EU38

By Marsell

Located in Hong Kong, NT

MARSELL Spatolona black square toe elastic back flat loafers EU38 Reference: TGAS/E00175 Brand: Marsell Model: Spatolona Material: Leather Color: Black Pattern: Solid Closure: Elasti...

Category

2010s Italian Brogues

DRIES VAN NOTEN Size 9.5 Black Square Toe Penny Loafers
DRIES VAN NOTEN Size 9.5 Black Square Toe Penny Loafers

DRIES VAN NOTEN Size 9.5 Black Square Toe Penny Loafers

By Dries van Noten

Located in San Francisco, CA

DRIES VAN NOTEN loafers in a black leather featuring a penny style, chunky soles, and square toe.

Category

21st Century and Contemporary Moccasins

vintage PRADA red polished leather square toe chunky heel loafer EU34.5
vintage PRADA red polished leather square toe chunky heel loafer EU34.5

vintage PRADA red polished leather square toe chunky heel loafer EU34.5

By Prada, Miuccia Prada

Located in Hong Kong, NT

vintage PRADA red polished leather square toe chunky heel loafer EU34.5 Brand: Prada Designer: Miuccia Prada Model Name / Style: Loafer Material: Leather Color: Red Pattern: Solid Cl...

Category

2010s Italian Brogues

S/S 1999 Prada Canvas Square-Toe Platform Loafers Size 40
S/S 1999 Prada Canvas Square-Toe Platform Loafers Size 40

S/S 1999 Prada Canvas Square-Toe Platform Loafers Size 40

By Prada, Miuccia Prada

Located in Berlin, DE

Presenting Spring Summer 1999 Prada brown canvas square-toe lace-up platform loafers. The S/S 1999 collection stands for Miuccia Prada's own wilful and ironic commentary on hippie st...

Category

1990s Italian Shoes

STEFANO BRANCHINI Size 9 Brown Distressed Leather Square Toe Monk Strap Loafers
STEFANO BRANCHINI Size 9 Brown Distressed Leather Square Toe Monk Strap Loafers

STEFANO BRANCHINI Size 9 Brown Distressed Leather Square Toe Monk Strap Loafers

Located in San Francisco, CA

STEFANO BRANCHINI dress shoes come in a antique distressed tan leather and feature a squared split toe with apron top stitching, chunky outsole, and single monk strap with silver ton...

Category

21st Century and Contemporary Italian Shoes

SANTONI Size 8.5 Brown Suede Penny Loafers
SANTONI Size 8.5 Brown Suede Penny Loafers

SANTONI Size 8.5 Brown Suede Penny Loafers

By Santoni

Located in San Francisco, CA

SANTONI loafers comes in brown suede featuring a square toe front, penny loafer style, and a wood sole.

Category

21st Century and Contemporary Moccasins

SUTOR MANTELLASSI Size 8 Brown Suede Penny Loafers
SUTOR MANTELLASSI Size 8 Brown Suede Penny Loafers

SUTOR MANTELLASSI Size 8 Brown Suede Penny Loafers

By SUTOR MANTELLASSI

Located in San Francisco, CA

SUTOR MANTELLASSI loafers comes in brown suede featuring a square toe front, contrast stitching, penny loafer style, and a rubber sole.

Category

21st Century and Contemporary Moccasins

PRADA Size 9.5 Beige Suede Loafer Kitten Heel Pumps
PRADA Size 9.5 Beige Suede Loafer Kitten Heel Pumps

PRADA Size 9.5 Beige Suede Loafer Kitten Heel Pumps

By Prada

Located in San Francisco, CA

PRADA pumps come in light taupe beige suede with a contrast stitch squared apron toe, bow tie loafer strap, and kitten heel.

Category

21st Century and Contemporary Italian Shoes

LANVIN Size 9 Silver Metallic Leather Loafer Chunky Heel Pumps
LANVIN Size 9 Silver Metallic Leather Loafer Chunky Heel Pumps

LANVIN Size 9 Silver Metallic Leather Loafer Chunky Heel Pumps

By Lanvin Paris

Located in San Francisco, CA

LANVIN pumps in a warm muted silver gold metallic textured leather featuring a square toe, minimalist loafer detail, and chunky metal heel.

Category

21st Century and Contemporary Italian Block Heel

GUCCI Size 8.5 Gold Crackle Leather MARMONT GG Loafer Pumps
GUCCI Size 8.5 Gold Crackle Leather MARMONT GG Loafer Pumps

GUCCI Size 8.5 Gold Crackle Leather MARMONT GG Loafer Pumps

By Gucci

Located in San Francisco, CA

GUCCI "Marmont" pumps come in light gold crackle leather and feature a round squared toe, eye lash loafer front, strap with yellow gold tone vintage GG metal logo, and chunky covered...

Category

21st Century and Contemporary Italian Heels

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Square Toe Loafer For Sale on 1stDibs

Find the exact vintage or contemporary square toe loafer you’re shopping for in the variety available on 1stDibs. If you’re looking for an option in Black and you’re unable to find the right fit, there are plenty of variations in Brown, Gray and more. If you’re looking for a square toe loafer from a specific time period, our collection is diverse and broad-ranging, and you’ll find at least one that dates back to the 20th Century while another version may have been produced as recently as the 21st Century. There have been many well-made iterations of this accessory over the years, but those made by Gucci, Prada and Chanel are often thought to be among the most stylish. There aren’t many items for men if you’re seeking these accessories, as most of the options available are for women and unisex.

How Much is a Square Toe Loafer?

The price for a square toe loafer starts at $150 and tops out at $850, and on average, selling for $448.

Finding the Right Shoes for You

Whether they’re Hermès sandals, black Jimmy Choo boots, ivory-leather-and-pink-daisy heels by sublime shoemaker Manolo Blahnik or Christian Louboutin platform pumps, you can find your next pair of legendary luxury vintage and designer shoes today on 1stDibs.

Shoes offered by the likes of Versace, Chanel, Charles Jourdan or Prada are integral to completing your carefully orchestrated street-style or evening ensemble these days, but footwear wasn’t always the big deal it is for your average Adidas enthusiast.

The decorative floor-length gowns that upper-class women of the 18th century wore meant that their shoes, then likely featuring high curved heels finished with woven or embroidered silks — a sharp contrast to the heavy, rudimentary form of the era’s footwear for men — were partially or entirely obscured by the base of their ornate dresses. What good is fashion if it’s tucked away?

Our modern age’s legions of sneakerheads might have trouble tracking down a pair of black-and-gold vintage Jordans but can at least fill their dream closets with original Adidas Gazelles or 1980s New Balances if they put the time in, while 1990s-era Prada pumps or a good pair of mid-20th-century jewel-tone heels in satin or silk haven’t lost their allure with today’s nostalgic fashionistas.

A pair of shoes can commemorate an achievement, mark an important trip overseas and is sometimes a rich manifestation of a hard-won physical feat. On 1stDibs, find Chanel flats or two-tone heels, Christian Dior pumps, vintage Margiela Tabi boots and many more designer shoes today.

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