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Main content
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  2. Men
  3. Designer
  4. Designer Shoes
TO BOOT NEW YORK Merrill Penny Loafer, Main, color, Black
TO BOOT NEW YORK Merrill Penny Loafer, Alternate, color, Black
TO BOOT NEW YORK Merrill Penny Loafer, Alternate, color, Black
TO BOOT NEW YORK Merrill Penny Loafer, Alternate, color, Black
TO BOOT NEW YORK Merrill Penny Loafer, Alternate, color, Black
TO BOOT NEW YORK Merrill Penny Loafer, Alternate, color, Black

Merrill Penny Loafer (Men)

TO BOOT NEW YORK

Men
$189.97 – $199.97Current Price $189.97 to $199.97
(Up to 55% off)Up to 55% off.
$425.00Comparable value $425.00
Color: Black
Fit:Runs large; order 1/2 size down.
Size
M
2 people are viewing
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Details & care

A cushioned, arch-supporting footbed adds modern comfort to a timeless penny loafer shaped from smooth Italian leather.

  • Cushioned footbed with arch support
  • Leather upper and lining/rubber sole
  • Made in Italy
  • Item #10519206

Size info

  • Runs large; order 1/2 size down.

Shipping & returns

This item qualifies for free shipping on orders over $89. View Shipping & Returns Policy.

This item is returnable within 40 days by mail or to U.S. Nordstrom Rack and U.S. Nordstrom Store.

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TO BOOT NEW YORK

For more than 25 years, To Boot New York has created modern footwear using time-honored traditions. Crafted in Italy of top-tier materials, each shoe is made entirely by hand, from the cutting and sewing to the final polishing. Known for offering a variety of contemporary styles to fit all facets of a man's lifestyle, the brand has developed a loyal following over the years.

Reviews

(10)
3.8 out of 5
Write a Review
Fit: Runs slightly small
Small
True to size
Large
Width: Runs slightly narrow
Narrow
True to width
Wide

Customer photos

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5 stars
50%
4 stars
0%
3 stars
30%
2 stars
20%
1 star
0%
Sort by Most Helpful
Size
Color
Width
DealSleds
May 2, 2025
runs half size small - maybe
Description says runs big and order half size down. Ordered half size down. Shoes too small and slightly different sizes. Order my true size. One shoe fits the other one is too small. I have two pairs of shoes and all four shoes are different size and fit.
Fit: True to size
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide
Width purchased: M
2found this helpful
AlexanderNY
Verified purchase
Aug 23, 2025
Nice but very tight
Very tight and narrow. One shoe was narrower than the other. I had to return item.
Fit: True to size
Small
True to size
Large
Width: Narrow
Narrow
True to width
Wide
Size purchased: 11.5M
Usual size: 11.5
Color: CAMOSCIO EBANO
1found this helpful
GH in CA
Verified purchase
Nov 8, 2025
Much Narrower Than Expected
I've bought several pair of To Boot shoes and they are by far my favorite brand. I ordered these (online) in the size I usually wear (even though the recommendations online were to order a 1/2 size smaller). I got them and the length to the toes was fine, but these were much more narrower than the other To Boot shoes I've bought in the past. I had to return. They looked really nice.
Fit: Small
Small
True to size
Large
Width: Narrow
Narrow
True to width
Wide
Size purchased: 11-1/2
Width purchased: M
Was this helpful?
P.Vei
Verified purchase
Sept 8, 2025
Brown Loafers
Great job. They met all my expectations
Was this helpful?
Anonymous
Verified purchase
Oct 31, 2025
Was this helpful?
ABarry
Verified purchase
Aug 24, 2025
Was this helpful?

6 ratings-only reviews

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  • Allen Edmonds Sidney Bit Loafer
    Allen Edmonds
    $123.48 – $197.97Current Price $123.48 to $197.97
    (Up to 68% off select items)Up to 68% off select items.
    $395.00 – $450.00Comparable value $395.00 to $450.00
    (8)
  • Allen Edmonds Lennox Slip-On Loafer
    New
    Allen Edmonds
    $159.97 – $179.97Current Price $159.97 to $179.97
    (Up to 62% off)Up to 62% off.
    $425.00Comparable value $425.00
    (5)
  • Magnanni Talaz Horsebit Loafer
    Magnanni
    $142.98 – $229.97Current Price $142.98 to $229.97
    (Up to 64% off select items)Up to 64% off select items.
    $399.00Comparable value $399.00
    (4)
  • Cole Haan 'Lenox Hill' Split Toe Derby
    Cole Haan
    $99.97Current Price $99.97
    (56% off)56% off.
    $230.00Comparable value $230.00
    (10)
  • NORDSTROM RACK Sullivan Penny Loafer
    NORDSTROM RACK
    $69.97Current Price $69.97
    (30% off)30% off.
    $99.95Comparable value $99.95
    (16)
  • Ted Baker London Slim Fit Four-Season Performance Dress Shirt
    Ted Baker London
    $49.97Current Price $49.97
    (37% off)37% off.
    $79.50Comparable value $79.50
    (1)
  • Magnanni Laska Slip-On Sneaker
    Magnanni
    $229.97Current Price $229.97
    (Up to 51% off)Up to 51% off.
    $450.00 – $475.00Comparable value $450.00 to $475.00
    (29)
  • BOSS Colby Penny Loafer
    BOSS
    $99.97Current Price $99.97
    (Up to 44% off)Up to 44% off.
    $165.00 – $180.00Comparable value $165.00 to $180.00
    (5)
  • Ted Baker London Slim Fit Four-Season Performance Dress Shirt
    Ted Baker London
    $49.97Current Price $49.97
    (37% off)37% off.
    $79.50Comparable value $79.50
    (2)
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Earn a $25 promo card when you buy $150 in gift cards online. Ends April 5.Earn a $25 promo card when you buy $150 in gift cards online. Ends April 5.

Earn a $25 Promo Card

When you buy $150 in gift cards online. Promo card will be emailed around May 1 and is good through May 31. Restrictions apply.
Shop Gift CardsSee Restrictions
Download the Nordstrom Rack app.Download the Nordstrom Rack app.

Download Our App

And save big with alerts on price drops, new arrivals and more. Plus, Nordy Club members can access new app-exclusive perks!
Download Our App
Get free shipping on most orders over $89.Get free shipping on most orders over $89.

Free Shipping on Most Orders over $89

Plus, 40-day returns: by mail or free to U.S. stores.
Learn More
Apply today: get $40 off your next purchase plus an extra five percent off for cardmembers. A hand holding a credit card.Apply today: get $40 off your next purchase plus an extra five percent off for cardmembers. A hand holding a credit card.

$40 Off Your Next Purchase

Just apply and get approved for a Nordstrom credit card. Plus, get 5% off every Rack purchase when you use your credit card. Terms apply.
Apply Now
Help support Operation Warm. Two little girls smiling and wearing colorful coats.Help support Operation Warm. Two little girls smiling and wearing colorful coats.

Help Rack Help Kids

Join us in supporting Operation Warm, a nonprofit giving brand-new shoes and coats to kids.
Learn More & Donate Now

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Get the good stuff—new arrivals from Nordstrom, new markdowns, private sales and more.
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A new Rack store.A new Rack store.

New Nordstrom Rack Stores

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Find Your New Rack

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Merrill Penny Loafer (Men)
TO BOOT NEW YORK
$189.97 – $199.97Current Price $189.97 to $199.97