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Vintage Square Toe Shoes

CHANEL 1990s Watersnake Square-toe Flats
CHANEL 1990s Watersnake Square-toe Flats

CHANEL 1990s Watersnake Square-toe Flats

By Karl Lagerfeld for Chanel, Chanel

Located in Genève, CH

These rare Chanel square-toe flats are crafted from watersnake skin and leather, and are in very

Category

1990s Italian Vintage Square Toe Shoes

Chanel CC Black Silk Square Toes Heels
Chanel CC Black Silk Square Toes Heels

Chanel CC Black Silk Square Toes Heels

$736Sale Price|46% Off

Size: 37.5

Chanel CC Black Silk Square Toes Heels

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel black silk square toes heels. - CC silver hardware. - Size 37.5.

Category

1990s French Vintage Square Toe Shoes

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

modern edge. The square toe, 2" block heel and structured silhouette lend a refined, tailored finish

Category

1990s Italian Vintage Square Toe Shoes

Chanel Classic Black Leather Square Toe Heels
Chanel Classic Black Leather Square Toe Heels

Chanel Classic Black Leather Square Toe Heels

$528Sale Price|44% Off

Size: 37.5

Chanel Classic Black Leather Square Toe Heels

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel classic black leather Mary Jane style square toe heels. - Featuring gold

Category

1990s Italian Vintage Square Toe Shoes

Chanel Classic Black Leather Square Toe Heels
Chanel Classic Black Leather Square Toe Heels

Chanel Classic Black Leather Square Toe Heels

$504Sale Price|48% Off

Size: 37.5

Chanel Classic Black Leather Square Toe Heels

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel classic black leather Mary Jane style square toe heels. - Featuring gold

Category

1990s Italian Vintage Square Toe Shoes

Chanel Green Suede Square Toe Ankle Strap Heels
Chanel Green Suede Square Toe Ankle Strap Heels

Chanel Green Suede Square Toe Ankle Strap Heels

By Chanel

Located in Sheung Wan, HK

- Timeless and classic 90s Chanel green suede square toe heels with gold hardware ankle strap

Category

1990s Italian Vintage Square Toe Shoes

Gucci Classic Green Leather Square Toe Strap Pumps
Gucci Classic Green Leather Square Toe Strap Pumps

Gucci Classic Green Leather Square Toe Strap Pumps

By Gucci

Located in Sheung Wan, HK

- Gucci by Tom Ford classic green leather square toe pumps with strap. - Featuring Gucci classic

Category

1990s Italian Vintage Square Toe Shoes

Gianni Versace Neon Green Leather Square Toe Heels
Gianni Versace Neon Green Leather Square Toe Heels

Gianni Versace Neon Green Leather Square Toe Heels

By Gianni Versace

Located in Sheung Wan, HK

- Vintage 90s Gianni Versace neon green leather square toe heels with buckle details in front

Category

1990s Italian Vintage Square Toe Shoes

Gucci by Tom Ford Black Leather Square Toe Ankle Boots
Gucci by Tom Ford Black Leather Square Toe Ankle Boots

Gucci by Tom Ford Black Leather Square Toe Ankle Boots

Located in Sheung Wan, HK

- Gucci by Tom Ford black leather square toe ankle boots in excellent condition. - Featuring gold

Category

1990s Italian Vintage Square Toe Shoes

Louis Vuitton Womens Chain Link Heels US 7 EU 37 Gray Monogram Pumps Square Toe
Louis Vuitton Womens Chain Link Heels US 7 EU 37 Gray Monogram Pumps Square Toe

Louis Vuitton Womens Chain Link Heels US 7 EU 37 Gray Monogram Pumps Square Toe

By Louis Vuitton

Located in Miami, FL

- Gray canvas exterior with black leather - Tagged size 37 - Comes with box and dustbag Condition: The heels are in overall great condition with no major imperfections Mea...

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20th Century Vintage Square Toe Shoes

Classic Chanel Black Caviar "CC" Square Toe Shoes
Classic Chanel Black Caviar "CC" Square Toe Shoes

Classic Chanel Black Caviar "CC" Square Toe Shoes

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel black caviar square toe shoes. - Featuring a "CC" logo in front. - Square

Category

1990s French Vintage Square Toe Shoes

Recent Sales

Chanel 1998 AW Slingback Classic Brown Square Toe Heels
Chanel 1998 AW Slingback Classic Brown Square Toe Heels

Chanel 1998 AW Slingback Classic Brown Square Toe Heels

By Chanel

Located in Los Angeles, CA

Brand : Chanel Condition Rank : - Exterior : 7/10 (There's a few scratches, some discolorations and some signs of wear) - Soles : 9/10 - Tips : 9/10 Heel Height : 3.5" Material : Lea...

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1990s European Vintage Square Toe Shoes

John Galliano leather and canvas square toe 'Fallen Angels' boots, ss 1986
John Galliano leather and canvas square toe 'Fallen Angels' boots, ss 1986

John Galliano leather and canvas square toe 'Fallen Angels' boots, ss 1986

By John Galliano

Located in London, London

John Galliano x Patrick Cox 'hobo' boots. Black leather with stripped cotton canvas, open heel with flap, and leather lace fastening. 'Designer Mud' - Just before the show started ...

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1980s British Vintage Square Toe Shoes

Vintage Manolo Blahnik Shoes Black & White Polka Dot Pumps w Low Heels & Buckles
Vintage Manolo Blahnik Shoes Black & White Polka Dot Pumps w Low Heels & Buckles

Vintage Manolo Blahnik Shoes Black & White Polka Dot Pumps w Low Heels & Buckles

By Manolo Blahnik

Located in Portland, OR

trim and a gently squared toe. These great shoes have a low heel and attached black buckles. These come

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Late 20th Century Italian Vintage Square Toe Shoes

Chanel Black Patent Silver "CC" Logo Square Toe Shoes
Chanel Black Patent Silver "CC" Logo Square Toe Shoes

Chanel Black Patent Silver "CC" Logo Square Toe Shoes

By Chanel

Located in Sheung Wan, HK

- Vintage 90s classic Chanel black patent with silver "CC" logo square toe shoes in low

Category

1990s French Vintage Square Toe Shoes

Chanel Black Silk Mary Jane Shoes
Chanel Black Silk Mary Jane Shoes

Chanel Black Silk Mary Jane Shoes

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel black silk Mary Jane square toes shoes with silver CC logo. - Height : 10cm

Category

1990s Italian Vintage Square Toe Shoes

Dolce & Gabbana Black Leather Squared Point Toe Lace Up Dress Shoes
Dolce & Gabbana Black Leather Squared Point Toe Lace Up Dress Shoes

Dolce & Gabbana Black Leather Squared Point Toe Lace Up Dress Shoes

By Dolce & Gabbana

Located in San Francisco, CA

square point toe. Made in Italy. Good Pre-Owned Condition. Marked: UK 6.5

Category

Late 20th Century Italian Vintage Square Toe Shoes

Gucci black square-toe leather pumps
Gucci black square-toe leather pumps

Gucci black square-toe leather pumps

By Gucci

Located in New York, NY

These Gucci black calf-skin square-toe pumps has a 3 1/2" heel. Size 5.

Category

1990s Italian Vintage Square Toe Shoes

Chanel Black Suede Square Toe Ankle Strap Heels
Chanel Black Suede Square Toe Ankle Strap Heels

Chanel Black Suede Square Toe Ankle Strap Heels

By Chanel

Located in Sheung Wan, HK

- Timeless and classic vintage 90s Chanel green suede square toe heels with gold hardware ankle

Category

1990s Italian Vintage Square Toe Shoes

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

Category

1990s Italian Vintage Square Toe Shoes

Church's Dress Shoes - Black Patent Leather Lace Up Derby
Church's Dress Shoes - Black Patent Leather Lace Up Derby

Church's Dress Shoes - Black Patent Leather Lace Up Derby

By Church's

Located in San Francisco, CA

CHURCH'S derby dress shoes come in black patent leather with a tapered square toe. With shoe trees

Category

Late 20th Century English Vintage Square Toe Shoes

Chanel Classic Black Leather Square Toe Heels with Gold CC Logo
Chanel Classic Black Leather Square Toe Heels with Gold CC Logo

Chanel Classic Black Leather Square Toe Heels with Gold CC Logo

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel classic and timeless black leather "CC" logo square toe heels

Category

1990s Italian Vintage Square Toe Shoes

Chanel Black Leather Square Toe "CC" Logo Ankle Boots
Chanel Black Leather Square Toe "CC" Logo Ankle Boots

Chanel Black Leather Square Toe "CC" Logo Ankle Boots

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel black leather square toe "CC" logo ankle boots. This item is chic

Category

1990s Italian Vintage Square Toe Shoes

Vivienne Westwood 1995 hammerhead shoes with square toe, Sz. 10
Vivienne Westwood 1995 hammerhead shoes with square toe, Sz. 10

Vivienne Westwood 1995 hammerhead shoes with square toe, Sz. 10

By Vivienne Westwood

Located in Berlin, DE

This is the second edition of this shoe, the first was introduced in 1980's. Has all the classic

Category

1990s English Vintage Square Toe Shoes

1990s Prada Black Lace-up Shoes
1990s Prada Black Lace-up Shoes

1990s Prada Black Lace-up Shoes

By Prada

Located in Lugo (RA), IT

Prada black technical fabric and leather lace-up shoes, square toe, black rubber sole with Prada

Category

1990s Italian Vintage Square Toe Shoes

1990s Prada Low Heel Loafers
1990s Prada Low Heel Loafers

1990s Prada Low Heel Loafers

By Prada

Located in Lugo (RA), IT

Prada brown leather heeled loafers. Square toe and low heel. The shoes show signs of wear and

Category

1990s Italian Vintage Square Toe Shoes

1990s Prada Shoes Pumps in Black Patent Leather with Square Toes
1990s Prada Shoes Pumps in Black Patent Leather with Square Toes

1990s Prada Shoes Pumps in Black Patent Leather with Square Toes

By Prada, Miuccia Prada

Located in Portland, OR

These iconic Prada black leather shoes have the signature square Prada toes, "pleated" leather

Category

1990s Italian Vintage Square Toe Shoes

90s Black Leather Laceup Square Toe Boots
90s Black Leather Laceup Square Toe Boots

90s Black Leather Laceup Square Toe Boots

By Prada

Located in San Francisco, CA

1990s black leather lace square toe boots. 2 1/2" heel.

Category

1990s Italian Vintage Square Toe Shoes

Mens Martin Margiela Square Toe Chelsea Boots
Mens Martin Margiela Square Toe Chelsea Boots

Mens Martin Margiela Square Toe Chelsea Boots

By Maison Martin Margiela

Located in New York, NY

1 in Margiela's design timeline. They are a classic chelsea boot with a side zip and square toe.

Category

1990s Italian Vintage Square Toe Shoes

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Jane Andre 1950s Full Skirt Dress
Jane Andre 1950s Full Skirt Dress

Jane Andre 1950s Full Skirt Dress

Located in Water Mill, NY

A great black dress by Jane Andre in a cotton linen blend. It has cap sleeves, a drop waist and full skirt. There is fine band around the crew neckline and the drop waistline ending ...

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1950s American Vintage Square Toe Shoes

Pierre Cardin Haute Couture Green Silk Crepe Sequined Cocktail Dress ca. 1967
Pierre Cardin Haute Couture Green Silk Crepe Sequined Cocktail Dress ca. 1967

Pierre Cardin Haute Couture Green Silk Crepe Sequined Cocktail Dress ca. 1967

By Pierre Cardin

Located in Studio City, CA

A circa 1967 Pierre Cardin haute couture green sequined silk crêpe cocktail dress that features a keyhole opening at the back. The main draw of this slinky silk cocktail dress are t...

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1960s French Vintage Square Toe Shoes

F/W 2002 Ralph Lauren Runway Plunging V Neckline Black Velvet Sleeveless Gown
F/W 2002 Ralph Lauren Runway Plunging V Neckline Black Velvet Sleeveless Gown

F/W 2002 Ralph Lauren Runway Plunging V Neckline Black Velvet Sleeveless Gown

By Ralph Lauren, Ralph Lauren Purple Label

Located in West Hollywood, CA

This elegant yet sexy Ralph Lauren Purple Label gown debuted on the season's runway as part of look 29, modeled by Betina Holte. This effortlessly chic soft velvet dress features a d...

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Early 2000s American Vintage Square Toe Shoes

Moschino Couture! Cruise Me Baby Vintage One Shoulder Black Knit Dress
Moschino Couture! Cruise Me Baby Vintage One Shoulder Black Knit Dress

Moschino Couture! Cruise Me Baby Vintage One Shoulder Black Knit Dress

By Moschino Couture

Located in Sparks, NV

Simple and chic one shoulder little black dress by Moschino Couture! Details: Unlined Side Zip and Hook Closure Marked Size: I 42/ D 38/ F 38/ GB 10/ US 8 Color: Black Lab...

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1990s Italian Vintage Square Toe Shoes

Vintage Azzedine Alaia 1980s  Black + Nude Viscose 80s Mini Sweater Dress Tunic
Vintage Azzedine Alaia 1980s  Black + Nude Viscose 80s Mini Sweater Dress Tunic

Vintage Azzedine Alaia 1980s Black + Nude Viscose 80s Mini Sweater Dress Tunic

By Azzedine Alaïa

Located in San Diego, CA

Sexy vintage 1980s AZZEDINE ALAIA black and nude viscose micro mini sweater dress / tunic! Features the most luxurious soft viscose rayon that drapes the body so beautifully. Dolman ...

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1980s Italian Vintage Square Toe Shoes

BADGLEY MISCHKA Vintage Iridescent Lilac Beaded Evening Bag
BADGLEY MISCHKA Vintage Iridescent Lilac Beaded Evening Bag

BADGLEY MISCHKA Vintage Iridescent Lilac Beaded Evening Bag

By Badgley Mischka

Located in Leonardo, NJ

Badgley Mischka Vintage Heavily embellished with sequins, crystals, and beading Iridescent lilac purple with pinks Ornate silver hardware and unique chain Pristine Measurements in in...

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1990s Vintage Square Toe Shoes

Convertible Yellow Floral Circle Dress w Rhinestone-Studded Shelf Bust-S, 1950s
Convertible Yellow Floral Circle Dress w Rhinestone-Studded Shelf Bust-S, 1950s

Convertible Yellow Floral Circle Dress w Rhinestone-Studded Shelf Bust-S, 1950s

Located in Tucson, AZ

Wearable with a halter or strapless neckline, this romantic sundress would be the perfect ensemble for a breezy garden party or summer wedding. Ideal for larger busts, the ample shel...

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1950s Unknown Vintage Square Toe Shoes

Mignon Paris Draped Silk Dress 1950s
Mignon Paris Draped Silk Dress 1950s

Mignon Paris Draped Silk Dress 1950s

By Mignon

Located in Water Mill, NY

A stunning black silk dress from Mignon Paris. It is sleeveless with a draped portrait collar, fitted waist and a full skirt- a feat of draping and ruching. The dress has a back pai...

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1950s French Vintage Square Toe Shoes

Miu Miu Fall/Winter 2012 Black Dyed Shearling Coat IT 40
Miu Miu Fall/Winter 2012 Black Dyed Shearling Coat IT 40

Miu Miu Fall/Winter 2012 Black Dyed Shearling Coat IT 40

By Miu Miu, Miuccia Prada

Located in Berlin, DE

An exquisite piece from Miu Miu’s Fall/Winter 2012 collection, this luxurious coat is crafted from dyed Spanish shearling (Ovis Aries) and meticulously made in Italy. It reflects Miu...

Category

2010s Italian Vintage Square Toe Shoes

Azzedine Alaïa Black Viscose Knit Lace Dress with Integrated Bodysuit, SS 1992
Azzedine Alaïa Black Viscose Knit Lace Dress with Integrated Bodysuit, SS 1992

Azzedine Alaïa Black Viscose Knit Lace Dress with Integrated Bodysuit, SS 1992

By Azzedine Alaïa

Located in London, GB

This black dress from Azzedine Alaïa’s Spring-Summer 1992 collection is constructed from fine-gauge viscose knit. The bodice features a semi-sheer ribbed knit with an integrated body...

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1990s Italian Vintage Square Toe Shoes

Dolce & Gabbana Lace up Silk Dress
Dolce & Gabbana Lace up Silk Dress

Dolce & Gabbana Lace up Silk Dress

By Dolce & Gabbana

Located in Water Mill, NY

A beautiful stretch silk leopard print dress from Dolce & Gabbana. The bodice has adjustable straps, functional and adjustable side lacing through to the hips plus rows of top stitch...

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1990s Italian Vintage Square Toe Shoes

Amazing 1960s Turquoise Blue Chiffon Vintage Wiggle 60s Dress w/ Attached Cape
Amazing 1960s Turquoise Blue Chiffon Vintage Wiggle 60s Dress w/ Attached Cape

Amazing 1960s Turquoise Blue Chiffon Vintage Wiggle 60s Dress w/ Attached Cape

Located in San Diego, CA

Incredible vintage early 1960s turquoise / teal blue chiffon wiggle dress, with attached chiffon caplet! Wonderful flattering fit, with heavy attention to detail. Attached bow belt f...

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1960s American Vintage Square Toe Shoes

Versace Silk Cut out Back Dress
Versace Silk Cut out Back Dress

Versace Silk Cut out Back Dress

By Versace

Located in Water Mill, NY

A beautiful pink silk dress from Versace. It is is a simple sleeveless sheath from the front. The back is exposed from the shoulders to low back with the exception of draping framin...

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Early 2000s Italian Vintage Square Toe Shoes

1992 AZZEDINE ALAIA black lace RUNWAY dress with bustle
1992 AZZEDINE ALAIA black lace RUNWAY dress with bustle

1992 AZZEDINE ALAIA black lace RUNWAY dress with bustle

By Azzedine Alaïa

Located in San Fransisco, CA

Azzedine Alaïa, Runway 1992 A standout and cleverly designed piece from Azzedine Alaïa’s 1992 runway collection, this exceptionally rare black lace dress was documented on the runwa...

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1990s Italian Vintage Square Toe Shoes

Incredible 1950s French Lace Bombshell Chantilly Lace Wiggle Dress + Cape
Incredible 1950s French Lace Bombshell Chantilly Lace Wiggle Dress + Cape

Incredible 1950s French Lace Bombshell Chantilly Lace Wiggle Dress + Cape

Located in San Diego, CA

Amazing vintage 1950s Demi Couture French Lace dress and caplet! Wonderful beige/nude/brown color lace, with matching caplet. Impeccable construction, with the majority of the workma...

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1950s Vintage Square Toe Shoes

Alexander McQueen F/W 2004 Beige Metallic Tweed Tie Neck Blazer & Skirt 2pc Suit
Alexander McQueen F/W 2004 Beige Metallic Tweed Tie Neck Blazer & Skirt 2pc Suit

Alexander McQueen F/W 2004 Beige Metallic Tweed Tie Neck Blazer & Skirt 2pc Suit

By Alexander McQueen

Located in Chicago, IL

Alexander McQueen F/W 2004 "Pantheon As Lecum" tweed skirt suit. As seen on the runway; look #3. Beige with copper and navy metallic basket weave wool blend fabric. Beautiful asymmet...

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Early 2000s Italian Vintage Square Toe Shoes

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Vintage Square Toe Shoes For Sale on 1stDibs

On 1stDibs, there are many options to choose from in our collection of vintage square toe shoes. Our collection of vintage square toe shoes includes a variety of colors, spanning Black, Gray, Brown and more. The ideal items for you are waiting among the distinctive accessories we have available, which include versions made as long ago as the 20th Century as well as those produced as recently as the 20th Century. Vintage square toe shoes such as these have likely been a part of the legacy of many fashion designers, but those produced by Chanel, Prada and Gucci are consistently popular. When shopping for these accessories, you’ll find that there are less available pieces for men or unisex today than there are for women.

How Much are Vintage Square Toe Shoes?

On average, vintage square toe shoes on 1stDibs sell for $764, while they’re typically $195 on the low end and $6,027 for the highest priced versions of these items.

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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