Skip navigation

EXTRA 40% OFF select clearance boots, outerwear & sweaters thru March 1. FINAL SALE. Restrictions apply.  Shop now.

Sign In
0

  • All Clearance
  • Extra 40% Off Select Cold Weather Styles

  • Clearance Under $25

  • New Markdowns

  • Women
  • Men
  • Bags & Accessories
  • Beauty
  • Women

  • Clothing
  • Shoes
  • Handbags
  • Accessories
  • Jewelry
  • Beauty
  • Men

  • Clothing
  • Shoes
  • Accessories
  • Kids

  • Girls
  • Boys
  • Baby
  • Bags & Accessories

  • Shoes

  • Designer

  • Home

  • Beauty

Shop Now
  • All New & Now
  • Extra 40% Off Select Cold Weather Styles

  • Spring Style Essentials

  • New From Our Top Brands

  • Top 100 Deals

  • Just Landed from Nordstrom

  • New Markdowns Up to 70% Off

  • Vacation & Resort

  • Women

  • Clothing
  • Shoes
  • Handbags
  • Jewelry & Watches
  • Accessories
  • Men

  • Clothing
  • Shoes
  • Accessories
  • Kids

  • Girls
  • Boys
  • Baby
  • Home

  • Beauty

Shop New Arrivals
  • All Women
  • Extra 40% Off Select Cold Weather Styles

  • New Arrivals

  • Best Sellers

  • Spring Essentials

  • Trending: Linen Looks

  • Trending: Color Pop Prep

  • Nordstrom Made

  • Clearance

  • Clothing

  • Activewear
  • Blazers
  • Coats & Jackets
  • Dresses
  • Jeans & Denim
  • Jumpsuits & Rompers
  • Lingerie, Hosiery & Shapewear
  • Matching Sets
  • Pajamas & Loungewear
  • Pants & Leggings
  • Shorts
  • Skirts
  • Suits & Separates
  • Sweaters
  • Sweatshirts & Hoodies
  • Swimsuits & Cover-Ups
  • Tops
  • Plus-Size Clothing
  • Shoes

  • Athletic & Sneakers
  • Boots & Booties
  • Comfort
  • Flats
  • Heels
  • Loafers
  • Oxfords
  • Sandals
  • Slippers
  • Handbags

  • Sunglasses & Eyewear

  • Jewelry & Watches

  • Accessories

  • Beauty

  • Shop by Occasion

  • Graduation
  • Night Out
  • Prom
  • Vacation & Resort
  • Wear to Work
  • Wedding Shop

  • Wedding Guest
  • Contemporary

  • Designer

  • Young Adult

  • Trend Brands

  • Luggage & Travel

Shop Now
  • All Men
  • Extra 40% Off Select Cold Weather Styles

  • New Arrivals

  • Best Sellers

  • Trending: Linen Looks

  • Trending: Quarter Zips

  • Spring Essentials

  • Outerwear Under $100

  • Sneakers Under $50

  • Matching Sets

  • Golf Shop

  • Clearance

  • Clothing

  • Activewear
  • Blazers & Sport Coats
  • Coats & Jackets
  • Dress Shirts
  • Jeans & Denim
  • Joggers & Sweatpants
  • Lounge, Pajamas & Robes
  • Pants
  • Polo Shirts
  • Shirts
  • Shorts
  • Suits & Separates
  • Sweaters
  • Sweatshirts & Hoodies
  • Swimwear & Board Shorts
  • T-Shirts
  • Underwear & Socks
  • Shoes

  • Athletic & Sneakers
  • Boots
  • Comfort
  • Designer
  • Dress Shoes
  • Loafers & Slip-Ons
  • Oxfords & Derbys
  • Rain & Snow Boots
  • Sandals & Flip-Flops
  • Slippers
  • Accessories

  • Luggage & Travel
  • Sunglasses & Eyewear
  • Ties & Pocket Squares
  • Watches
  • Dresswear Shop

  • Contemporary

  • Designer

  • Young Adult

  • Big & Tall

  • Grooming & Cologne

  • Shop by Occasion

  • Graduation
  • Prom
  • Vacation & Resort
Shop Now
  • All Kids
  • Easter Shop

  • Kids' Value Packs

  • Kids' Sets

  • New Arrivals

  • Best Sellers

  • Active Shop

  • Swim Shop

  • Surf & Skate for Kids

  • Spring Essentials

  • Sneakers Under $25

  • Clearance

  • Girls' Clothing

  • Toddler Girls (Sizes 2T-4T)
  • Little Girls' (Sizes 4-6x) Clothes
  • Girls (Sizes 7-16)
  • Tween Girls
  • Girls' Accessories

  • Boys' Clothing

  • Toddler Boys (Sizes 2T-4T)
  • Boys (Sizes 4-7)
  • Boys (Sizes 8-20)
  • Boys' Accessories

  • Shop by Occasion

  • Graduation
  • Special Occasion
  • Vacation & Resort
  • Baby Apparel & Accessories

  • Baby Girl Clothing (0-24M)
  • Baby Boy Clothing (0-24M)
  • Unisex Baby Clothing (0-24M)
  • Baby Gear & Essentials
  • Baby Shower Gifts
  • Baby's First
  • Kids' Shoes

  • Baby & Walker Shoes
  • Toddler (Sizes 7.5-12)
  • Little Kid (Sizes 12.5-3)
  • Big Kid (Sizes 3.5-7)
  • Girls' Shoes
  • Boys' Shoes
  • Toys

  • Disney & Character Shop

Shop Now
  • All Shoes
  • Extra 40% Off Select Cold Weather Styles

  • New Arrivals

  • Best Sellers

  • Boots Under $100

  • Sandals Under $50

  • Sneakers Under $50

  • Contemporary Brands

  • Designer Brands

  • Young Adult Brands

  • Slippers for the Family

  • Spring Essentials

  • Clearance

  • Women's Shoes

  • Athletic & Sneakers
  • Boots
  • Booties
  • Clogs
  • Comfort
  • Flats
  • Heels
  • Loafers
  • Mules
  • Oxfords
  • Rain Boots
  • Sandals
  • Slippers
  • Winter & Snow Boots
  • Extended Sizes & Widths
  • Men's Shoes

  • Athletic & Sneakers
  • Boots
  • Comfort
  • Designer
  • Dress Shoes
  • Loafers & Slip-Ons
  • Oxfords & Derbys
  • Rain & Snow Boots
  • Sandals & Flip-Flops
  • Slippers
  • Extended Sizes & Widths
  • Shoe Care & Accessories

  • Kids' Shoes

  • Baby & Walker Shoes
  • Toddler (Sizes 7.5-12)
  • Little Kid (Sizes 12.5-3)
  • Big Kid (Sizes 3.5-7)
  • Girls' Shoes
  • Boys' Shoes
  • Athletic & Sneakers
  • Boots
  • Sandals
  • Kids' Shoes Size Chart

  • Shop by Trend

Shop Now
  • All Bags & Accessories
  • New Arrivals

  • Best Sellers

  • Trending: Brown Bag Boutique

  • Travel Must-Haves

  • Designer Sunglasses Under $200

  • Handbags Under $100

  • Watches Under $100

  • Clearance

  • Handbags

  • Crossbody Bags
  • Backpacks
  • Wallets
  • Tote Bags
  • Shoulder Bags
  • Bag Charms
  • Clutches & Pouches
  • Luggage & Travel

  • Carry-On
  • Checked Luggage
  • Hardside Luggage
  • Softside Luggage
  • Jewelry & Watch Sets

  • Boxed Jewelry

  • Watches

  • Fine Jewelry

  • Rings
  • Earrings
  • Necklaces
  • Bracelets
  • Under $150
  • Jewelry

  • Rings
  • Earrings
  • Necklaces
  • Bracelets
  • Sunglasses & Eyewear

  • Women's Accessories

  • Belts
  • Gloves
  • Hats
  • Ponchos, Kimonos & Capes
  • Scarves
  • Men's Accessories

  • Bags & Backpacks
  • Belts & Suspenders
  • Hats
  • Jewelry & Cufflinks
  • Wallets & Card Cases
  • Designer

  • Designer Handbags
  • Designer Sunglasses & Eyewear
  • Designer Watches
Shop Now
  • All Beauty
  • Top Rated Beauty

  • Beauty Deals Up to 60% Off

  • New Arrivals

  • Best Sellers

  • Beauty Under $25

  • Spring Beauty Must-Haves

  • Clearance

  • Fragrance

  • Designer Fragrance
  • Perfume
  • Cologne
  • Body Mist & Hair Mist
  • Candles & Diffusers
  • Roller Ball & Travel Size
  • Fragrance Gift Sets
  • Makeup

  • Eyes
  • Face
  • Lips
  • Brushes & Tools
  • Bath & Body

  • Skin Care

  • Cleansers
  • Eye Creams & Treatments
  • Face Mists & Toners
  • Facial Masks
  • Moisturizers
  • Serums
  • Sunscreen
  • Tools & Devices
  • Hair Care

  • Hair & Scalp Treatments
  • Hair Accessories
  • Hair Dryers & Styling Tools
  • Hairstyling Products
  • Shampoo & Conditioner
  • Textured Hair Care
  • Gifts & Sets

  • Travel & Mini Sizes

  • Designer Beauty

  • Brushes, Tools & Devices

  • Men's Grooming & Cologne

  • Oral Care

  • Nail Polish & Care

  • Wellness & Self-Care

  • FSA/HSA Eligible Beauty

  • Top Brands

  • Anastasia Beverly Hills
  • Burberry
  • Charlotte Tilbury
  • Clinique
  • Dolce & Gabbana
  • Dyson
  • Gucci
  • Hugo Boss
  • MAC Cosmetics
  • Marc Jacobs
  • NEST New York
  • Too Faced
  • Versace
Shop Now
  • All Home
  • Cozy Home Shop

  • New Arrivals

  • Best Sellers

  • Home Decor Under $50

  • Home Refresh

  • Entertaining Essentials

  • Travel Must-Haves

  • Housewarming Gifts

  • Wedding & Engagement Gifts

  • Clearance

  • Bedding

  • Comforters & Sets
  • Duvet Covers & Inserts
  • Pillows
  • Quilts
  • Sheet Sets
  • Blankets & Throws

  • Bath

  • Bath Rugs & Mats
  • Bath Towels
  • Bathroom Decor
  • Shower Curtains
  • Home Decor

  • Candles & Diffusers
  • Decorative Accessories
  • Decorative & Throw Pillows
  • Faux Plants & Stands
  • Rugs & Doormats
  • Kitchen & Tabletop

  • Bar Accessories
  • Cookware & Bakeware
  • Cutlery & Kitchen Knives
  • Drinkware & Glassware
  • Meal Prep
  • Small Appliances
  • Luggage & Travel

  • Electronic & Tech Accessories

  • Water Bottles & Tumblers

  • Storage & Cleaning

  • Pet Accessories

  • Nordstrom Made

Shop Now
  • All Gifts
  • Top Rated Gifts

  • Gift Cards

  • Gifts by Recipient

  • Gifts for Her
  • Gifts for Him
  • Gifts for Kids
  • Gifts for Teens
  • Gifts for the Home
  • Gifts for the One Who Has Everything
  • Gifts by Price

  • Gifts Under $25
  • Gifts Under $50
  • Gifts Under $100
  • Luxe & Designer
  • Gifts by Occasion

  • Baby Shower Gifts
  • Bridesmaid Gifts
  • Groomsmen Gifts
  • Housewarming Gifts
  • Wedding & Engagement Gifts
Shop Gifts
  • All Flash Events
  • Extra 40% Off Select Cold Weather Styles

  • New Markdowns

  • Clearance

  • New-In Fine Jewelry Feat. Ippolita
  • New Outerwear & Shoes from Hunter Up to 50% Off
  • Veronica Beard Up to 65% Off
  • Just In: TravisMathew Up to 60% Off
  • Contemporary Shoes Spotlight Feat. Reformation
  • New-In Tommy Bahama Up to 65% Off
Shop Limited-Time Flash Events
Main content
  1. Home
  2. Men
  3. Designer
  4. Designer Shoes
TO BOOT NEW YORK Nova Penny Loafer, Main, color,
TO BOOT NEW YORK Nova Penny Loafer, Alternate, color,
TO BOOT NEW YORK Nova Penny Loafer, Alternate, color,
TO BOOT NEW YORK Nova Penny Loafer, Alternate, color,
TO BOOT NEW YORK Nova Penny Loafer, Alternate, color,

Nova Penny Loafer (Men)

TO BOOT NEW YORK

Men

SOLD OUT

This item is no longer available. Browse our recommendations for something similar.

Similar Styles

  • TO BOOT NEW YORK Merrill Penny Loafer
    TO BOOT NEW YORK
    $189.97 – $199.97Current Price $189.97 to $199.97
    $425.00Comparable value $425.00
  • VITTORIO RUSSO Derringer Loafer
    VITTORIO RUSSO
    $71.98 – $119.97Current Price $71.98 to $119.97
    $199.00Comparable value $199.00
  • NORDSTROM RACK Sullivan Penny Loafer
    NORDSTROM RACK
    $69.97Current Price $69.97
    $99.95Comparable value $99.95
  • Florsheim Monza Moc Toe Penny Loafer
    Florsheim
    $79.97Current Price $79.97
    $110.00Comparable value $110.00
See More

People Also Viewed

  • Cole Haan Original Grand Energyweave Stitchlite™ Oxford
    Cole Haan
    $59.98 – $74.97Current Price $59.98 to $74.97
    (Up to 60% off select items)Up to 60% off select items.
    $150.00Comparable value $150.00
    (31)
  • Magnanni Easton Stamp Monk Strap Shoe
    Magnanni
    $119.98 – $239.97Current Price $119.98 to $239.97
    (Up to 71% off select items)Up to 71% off select items.
    $425.00Comparable value $425.00
    (8)
  • AllSaints Kemble Suede Bomber Jacket
    AllSaints
    $262.47Current Price $262.47
    (56% off)56% off.
    $599.00Comparable value $599.00
    (2)
  • Ted Baker London Jones Trim Fit Wool Suit
    Popular
    Ted Baker London
    $314.27Current Price $314.27
    (65% off)65% off.
    $898.00Comparable value $898.00
    (49)
  • Nike Air Max Nuaxis Premium Sneaker
    Nike
    $49.99 – $79.97Current Price $49.99 to $79.97
    (Up to 50% off select items)Up to 50% off select items.
    $100.00Comparable value $100.00
    (3)
  • Birkenstock Mogami Terra Slide Sandal
    Birkenstock
    $99.95 – $104.95Current Price $99.95 to $104.95
    (5)
  • adidas X_PLR Path Sneaker
    Popular
    New
    adidas
    $49.97 – $51.97Current Price $49.97 to $51.97
    (Up to 23% off)Up to 23% off.
    $65.00Comparable value $65.00
    (529)
  • Cole Haan Classic Wool Blend Plush Notched Collar Coat
    Cole Haan
    $79.98 – $95.98Current Price $79.98 to $95.98
    (Up to 79% off)Up to 79% off.
    $398.00Comparable value $398.00
    (67)
  • P448 Viking High Top Sneaker
    P448
    $69.98Current Price $69.98
    (76% off)76% off.
    $298.00Comparable value $298.00
    (11)
  • Nike Charge Skate Sneaker
    Nike
    Add to Bag or Wish List to see price(3)
  • AllSaints Vidal Polo
    New
    AllSaints
    $49.97Current Price $49.97
    (58% off)58% off.
    $119.00Comparable value $119.00
    (61)
  • TO BOOT NEW YORK Bellevue Plain Toe Derby
    TO BOOT NEW YORK
    $189.97 – $199.97Current Price $189.97 to $199.97
    (Up to 55% off)Up to 55% off.
    $425.00Comparable value $425.00
  • TO BOOT NEW YORK Charleston Chelsea Boot
    TO BOOT NEW YORK
    $199.97 – $219.97Current Price $199.97 to $219.97
    (Up to 52% off)Up to 52% off.
    $425.00Comparable value $425.00
    (6)
  • TO BOOT NEW YORK Brazil Penny Loafer
    TO BOOT NEW YORK
    $189.97 – $199.97Current Price $189.97 to $199.97
    (Up to 52% off)Up to 52% off.
    $399.00Comparable value $399.00
    (3)
  • TO BOOT NEW YORK Ontario Penny Loafer
    TO BOOT NEW YORK
    $123.48 – $189.97Current Price $123.48 to $189.97
    (Up to 69% off select items)Up to 69% off select items.
    $399.00Comparable value $399.00
    (2)
  • TO BOOT NEW YORK Southpoint Cap Toe Oxford
    TO BOOT NEW YORK
    $142.47 – $199.97Current Price $142.47 to $199.97
    (Up to 66% off select items)Up to 66% off select items.
    $425.00 – $450.00Comparable value $425.00 to $450.00
    (3)
  • TO BOOT NEW YORK Horace Chukka Boot
    TO BOOT NEW YORK
    $199.97Current Price $199.97
    (52% off)52% off.
    $425.00Comparable value $425.00
  • TO BOOT NEW YORK Memphis Penny Loafer
    TO BOOT NEW YORK
    $116.98 – $179.97Current Price $116.98 to $179.97
    (Up to 68% off select items)Up to 68% off select items.
    $375.00Comparable value $375.00
    (1)
  • TO BOOT NEW YORK Lynwood Loafer
    TO BOOT NEW YORK
    $95.98 – $159.97Current Price $95.98 to $159.97
    (Up to 74% off select items)Up to 74% off select items.
    $375.00Comparable value $375.00
  • TO BOOT NEW YORK Mesa Low Top Sneaker
    TO BOOT NEW YORK
    $179.97Current Price $179.97
    (54% off)54% off.
    $399.00Comparable value $399.00
    (8)
  • TO BOOT NEW YORK Nuovo Lace Up Derby
    TO BOOT NEW YORK
    $113.98Current Price $113.98
    (71% off)71% off.
    $395.00Comparable value $395.00
    (1)
  • TO BOOT NEW YORK Johnnie Chukka Boot
    TO BOOT NEW YORK
    $199.97Current Price $199.97
    (52% off)52% off.
    $425.00Comparable value $425.00
  • TO BOOT NEW YORK Summit Derby
    TO BOOT NEW YORK
    $179.97Current Price $179.97
    (52% off)52% off.
    $375.00Comparable value $375.00
    (3)
  • TO BOOT NEW YORK Rowland Bit Loafer
    TO BOOT NEW YORK
    $189.97Current Price $189.97
    (59% off)59% off.
    $465.00Comparable value $465.00
    (2)
See More

Details & care

Elevate your desk-to-dinner ensemble in a signature penny loafer with a leather sole that's trimmed with rubber for extra durability.

  • Round apron toe
  • Slip-on
  • Cushioned insole
  • Leather upper and lining/leather and rubber sole
  • Made in Italy
  • Item #6603803

Size info

  • True to size.

Gift options

Write a gift message at Checkout and we'll email it to the recipient when their item is delivered
Need help finding the perfect gift? We've got you covered.
Shop Gifts

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

(22)
4.1 out of 5
Write a Review
Fit: Runs slightly small
Width: Runs slightly narrow

Most helpful positive review

Sept 19, 2022
Nova To Boot New York Suede Blu Loafers
It’s a Great comfortable Shoe. I like the color blue because it will stand out with any blue suit if you dress up, and any color Jeans with a Blazer if you dress casual. It’s extremely versatile. Also I tried on this style suede loafer years ago in my regular size 9.5 and it was big so I knew to order a size 9 which fits perfect. That’s my recommendation because of the shape of the Almond Toe go a 1/2 size down even though the description says True to size.
JayNyce
Verified purchase
1found this helpful

Most helpful critical review

Feb 7, 2022
not true to size
I bought 2 pairs of size 7, different style but same maker, this pair I cannot even slip in, the other one seems fine.
SCnothappy
Verified purchase
2found this helpful

Customer photos

Add your photo & review

Share your photo to help other shoppers.

5 stars
77%
4 stars
0%
3 stars
0%
2 stars
0%
1 star
23%
Sort by Most Helpful
SCnothappy
Verified purchase
Feb 7, 2022
not true to size
I bought 2 pairs of size 7, different style but same maker, this pair I cannot even slip in, the other one seems fine.
2found this helpful
JayNyce
Verified purchase
Sept 19, 2022
Nova To Boot New York Suede Blu Loafers
It’s a Great comfortable Shoe. I like the color blue because it will stand out with any blue suit if you dress up, and any color Jeans with a Blazer if you dress casual. It’s extremely versatile. Also I tried on this style suede loafer years ago in my regular size 9.5 and it was big so I knew to order a size 9 which fits perfect. That’s my recommendation because of the shape of the Almond Toe go a 1/2 size down even though the description says True to size.
1found this helpful
shopperwife
Dec 25, 2021
run small but handsome loafer
My husband likes these, but we had to order a half size up. We will be returning the first pair. They actually run small for To Boot NY.
1found this helpful
ElbeeJay
Verified purchase
Fit:

Small
True to size
Large
Width:

Narrow
True to width
Wide
Mar 1, 2025
Poor quality, poorly made
These shoes are incredibly uncomfortable. They’re a very narrow fit, with a very stiff heel. After two weeks of wearing them in for an hour or so a day and using leather conditioner, they’re already worn, heavily creased, and beginning to show signs of cracking. Wouldn’t recommend
Was this helpful?
ArieP.
Size purchased: 11
Fit:

Small
True to size
Large
Width:

Narrow
True to width
Wide
Width purchased: M
Color: VITELLO NERO
Feb 18, 2025
nice leather loafer
Nice shoe, reviews are accurate about the size running small, I’m normally a 10.5 with this brand and decided to buy a size 11 and it was the right choice. Given the type of leather and the fact that they’re slightly narrow by design I wouldn’t recommend them for wide feet.
Was this helpful?
Kent M
Verified purchase
Size purchased: Probably should size up a 1/2 size
Fit:

Small
True to size
Large
Width:

Narrow
True to width
Wide
Width purchased: Width was narrow..
Color: Color was fine
Dec 22, 2024
Fits Tight
The shoe fit snug in the heel and the leather was not as nice as you would think for a To Boot NY shoe.
Was this helpful?
Load 5 more reviews
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

Get Rack Emails

Get the good stuff—new arrivals from Nordstrom, new markdowns, private sales and more.
Learn More
Now open: New Nordstrom Rack stores.Now open: New Nordstrom Rack stores.

New Nordstrom Rack Stores

Is your neighborhood on the list?
Find Your New Rack

You're in!

Stay tuned for the latest updates on new arrivals, special offers and more - all delivered straight to your inbox.

Privacy Policy

Get Email Updates:

Customer Service

  • Order Status
  • Guest Returns
  • Shipping & Return Policy
  • Gift Cards
  • Product Recalls
  • FAQ
  • Contact Us

About Us

  • About Our Brand
  • The Nordy Club
  • Store Locator
  • All Brands
  • Careers
  • Get Email Updates
  • Nordy Podcast
  • Store Openings

Nordstrom Rack & the Community

  • Our Impact
  • People & Culture

Nordstrom Card

  • Apply for a Nordstrom Card
  • Pay My Bill
  • Manage My Nordstrom Card

Nordstrom, Inc.

  • Nordstrom
  • HauteLook
  • Investor Relations
  • Press Releases
  • Nordstrom Media Network
Download Our App
  • Privacy
  • Your Privacy Rights
  • Terms & Conditions
  • California Supply Chains Act
  • ©2026 Nordstrom Rack