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Deal.ai › Naturalizer › Ankle Boots
Naturalizer
Naturalizer Legend Ankle Boots

Naturalizer Legend Ankle Boots

3.5(13 ratings)

Best price now

$95.40at Macy'sObserved at 8:18 AM

27% under what the other stores charge

Compared across 7 stores. Prices are checked against each store and labelled with when.

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Our take on the Naturalizer Legend Ankle Boots

The Naturalizer Legend is a women's ankle boot in faux leather with a round toe, a 1.38-inch block heel and a 5.5-inch shaft. It closes with both a side zipper and laces, and it comes in wide E width. The best new price is $95.40 at Macy's as of November 7, 2026, with six stores listing it new.

Best forShoppers who need a wide E widthWomen who want a low block heel for all-day wearAnyone who prefers a zipper and laces togetherCasual fall and winter outfits
Pros
  • Wide E width available in most sizes
  • Low 1.38-inch block heel is stable and easy to walk in
  • Zipper plus laces make it quick to put on and adjustable
  • Round toe leaves room at the front
  • Reflective details add visibility in low light
Cons
  • Faux leather upper and synthetic lining and insole, not leather
  • Synthetic outsole rather than rubber
  • No Gore-Tex or other waterproofing
  • Mixed reception: 3.5 out of 5 from 13 ratings

Naturalizer Legend Ankle Boots prices at every store

  • Macy'sNew

    In stock

    $95.40Observed at 8:18 AM
    Visit Macy's
  • DSWNew

    In stock

    $119.99+ $7.95 shippingObserved at 8:18 AM
    Visit DSW
  • Famous FootwearNew

    In stock

    $129.99Observed at 8:18 AM
    Visit Famous Footwear
  • Famous FootwearNew

    In stock

    $129.99+ $9.95 shippingObserved at 8:18 AM
    Visit Famous Footwear
  • Rack Room ShoesNew

    In stock

    $159.99Observed at 8:18 AM
    Visit Rack Room Shoes
  • eBayNew

    In stockSold by sports-space

    $179.99Observed at 8:18 AM
    Visit eBay
  • PoshmarkPre-owned

    In stock

    $223.00Observed at 8:18 AM
    Visit Poshmark

Also available at

  • NaturalizerCheck price at Naturalizer
  • Rack Room ShoesCheck price at Rack Room Shoes
  • Boscov'sCheck price at Boscov's
  • DSWCheck price at DSW
  • LystCheck price at Lyst
  • NaturalizerCheck price at Naturalizer
  • Nordstrom RackCheck price at Nordstrom Rack
  • Shoe CarnivalCheck price at Shoe Carnival
  • Shoe StationCheck price at Shoe Station

Store links may earn us a commission. Some prices via Klarna.

Naturalizer Legend Ankle Boots price history

Lowest price we've seen: $89.98 on Nov 7 at Shoe Station. Tracked across 15 stores since Nov 7.

What reviewers say

  • 3.5 / 513 ratings

Ratings are mixed at 3.5 out of 5 from 13 buyers. The wide fit and low heel draw the most praise; the synthetic materials draw the most complaints.

What people mention
  • FitPraisedBuyers in wide feet say the E width gives them room without pinching.
  • MaterialsCriticisedOwners say the faux leather upper and synthetic lining feel cheaper than leather.
  • HeelPraisedThe low block heel is described as stable and comfortable for long wear.
  • DurabilityMixedSome buyers report the boots holding up well; others see wear at the synthetic outsole.

Specifications

Gore-Tex
NoSource
Toe Shape
Round ToeSource
Color
BlackSource
Outsole
SyntheticSource

Questions and answers

Is the Naturalizer Legend good for wide feet?
Yes. It comes in a wide E width, and buyers with wider feet say it fits without pinching.
Is it real leather?
No. The upper is faux leather, and the lining and insole are synthetic.
Is the Legend boot waterproof?
No. It has no Gore-Tex or other waterproof membrane, so it suits dry days better than rain.
How tall is the heel and shaft?
The block heel is 1.38 inches and the shaft is 5.5 inches, so it sits at the ankle.
How do you put the Legend on?
It has both a side zipper and laces, so you can unzip it and adjust the laces for fit.
When is the best time to buy it?
Boot prices tend to drop in late winter and early spring clearance. The current best is $95.40 at Macy's as of November 7, 2026.
Where is the Naturalizer Legend Ankle Boots cheapest?
At Macy's, for $95.40, 27% under what the other stores charge, as of our latest check.
What do buyers say about the Naturalizer Legend Ankle Boots?
Rated 3.5 out of 5 from 13 ratings.
Where can I buy the Naturalizer Legend Ankle Boots?
12 stores we checked sell it, including DSW, Famous Footwear, Macy's, Rack Room Shoes, eBay.

Stores we've priced the Naturalizer Legend Ankle Boots at

  • Boscov's deals and prices
  • Famous Footwear deals and prices
  • Lyst deals and prices
  • Macy's deals and prices
  • Naturalizer deals and prices
  • Nordstrom Rack deals and prices
  • Rack Room Shoes deals and prices

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All Naturalizer deals and products →
Gender
FemaleSource
Heel Height (")
1.38Source
Shaft Height (")
5.5Source
Insole
SyntheticSource
Fastening
Zipper, LacedSource
Heel Type
Low Heel, Block HeelSource
Age Group
AdultSource
Lining
SyntheticSource
Upper Material
Faux LeatherSource
Width
WideSource
Width (A–EEEE)
ESource