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To Boot New York
To Boot New York Men's Merrill Penny Loafer

To Boot New York Men's Merrill Penny Loafer

2.7· 7 ratings

Best price now

$125.00at eBayObserved at 10:06 PM

Prices are checked against each store and labelled with when.

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Our take on the To Boot New York Men's Merrill Penny Loafer

The To Boot New York Merrill is a men's penny loafer in leather or suede with a rubber sole and cushioned arch support. It is a slip-on casual shoe aimed at men who want a dressier loafer they can wear without socks or with light socks. The only recorded price is $59.99, the lowest and highest daily price since October 30, 2026, so there is no recent range to compare against.

Best forMen who want a leather penny loafer for casual and smart-casual wearShoppers who prefer slip-on shoes with arch supportBuyers looking for a loafer under $60
Pros
  • Genuine leather or suede upper
  • Rubber outsole adds grip and weather resistance
  • Cushioned arch support built in
  • Slip-on penny loafer style works with jeans or chinos
  • Available in black
Cons
  • Only two sizes listed, 7½ and 12, in medium width
  • Rated 2.7 out of 5 from 7 ratings
  • No half sizes or wide widths beyond what is listed
  • Rubber sole looks less formal than a leather sole

To Boot New York Men's Merrill Penny Loafer prices at every store

  • eBayPre-owned

    Availability unknownSold by bstdeel4u

    $125.00Observed at 10:06 PM
    Visit store

Also available at

  • Nordstrom RackCheck price at Nordstrom Rack

To Boot New York Men's Merrill Penny Loafer price history

$59.99$59.99
Oct 30Nov 4

Lowest price we've seen: $59.99 on Oct 30 at Nordstrom Rack. Tracked across 1 store since Oct 30.

What reviewers say

The small sample of ratings averages 2.7 out of 5, which is weak for a leather loafer. With only 7 ratings, the score is thin and should be read with caution.

Pros
  • Leather upper looks dressier than the price
Cons
  • Low overall rating from the few buyers who rated it
  • Limited size availability reported as a problem

Specifications

Size
Size 7½, Size 12
Width
Width Medium
Department
Men's
Material
Genuine Leather, Genuine Suede, Rubber
Style
Casual
With Arch Support
Yes
Support Type
Cushioning
Slip-On
Yes
Color
Black

Questions and answers

Is the To Boot New York Merrill Penny Loafer worth buying?
At $59.99 it is inexpensive for a leather loafer, but the 2.7 out of 5 rating from 7 ratings is a warning. Check the return policy before ordering, since sizing is limited.
What sizes and widths does it come in?
Listings show size 7½ and size 12 in medium width only. If you wear another size or a wide width, this loafer likely will not fit.
Does it have arch support?
Yes. The shoe is listed with cushioned arch support, which is unusual in a penny loafer at this price.
Is the upper leather or suede?
Both are listed: genuine leather and genuine suede, with a rubber sole. Confirm the material for the black colorway before you buy.
When is the price lowest?
The only recorded daily price is $59.99, set on October 30, 2026. There is no history yet showing seasonal drops, so watch the price history for a lower point.
Where is the To Boot New York Men's Merrill Penny Loafer cheapest?
At eBay, for $125.00, as of our latest check.
Is the To Boot New York Men's Merrill Penny Loafer at its lowest price?
The lowest price we've seen is $59.99 at Nordstrom Rack on October 30, against $125.00 now.
What do buyers say about the To Boot New York Men's Merrill Penny Loafer?
Rated 2.7 out of 5 from 7 ratings.
Where can I buy the To Boot New York Men's Merrill Penny Loafer?
2 stores we checked sell it, including eBay, Nordstrom Rack.