Summer Starts Here
Full days. Bluse skies. The perfect pairs.

Skip to search results Skip to filters Skip to sort Skip to selected filters

Medium Size Penny Keeper Block Heel Products

22 items found

Filters

Search Results

Rockport - Classic Loafer Lite Penny. Color Cognac. On sale for $89.95. MSRP $124.95. 28% off. 3.9 out of 5 stars

Tan Rockport Classic Loafer Lite Penny

Tan Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Cognac
Price: $89.95MSRP: $124.9528% OFF
Rating: 4Rated 4 stars out of 5(417)

Vance - Keith. Color Grey. On sale for $54.32. MSRP $109.99. 51% off.

Gray Vance Keith

Gray Vance Keith

Brand Name: Vance
Product Name: Keith
Gender: Men's
Color: Grey
Price: $54.32MSRP: $109.9951% OFF
Rating

Johnston & Murphy - Humphrey Penny Loafers. Color Tan/Brown Full Grain. $154.95.

Mahogany Johnston & Murphy Humphrey Penny Loafers

Mahogany Johnston & Murphy Humphrey Penny Loafers

+3

Brand Name: Johnston & Murphy
Product Name: Humphrey Penny Loafers
Gender: Men's
Color: Tan/Brown Full Grain
Price: $154.95
Rating

Frye - Tyler Flex Penny. Color Chocolate. On sale for $178.20. MSRP $198.00. 10% off. 4.0 out of 5 stars

Brown Frye Tyler Flex Penny

Brown Frye Tyler Flex Penny

+5

Brand Name: Frye
Product Name: Tyler Flex Penny
Gender: Men's
Color: Chocolate
Price: $178.20MSRP: $19810% OFF
Rating: 4Rated 4 stars out of 5(11)

Cole Haan - Ledley Grand Penny Loafers. Color Black/Black. $310.00.

Black Cole Haan Ledley Grand Penny Loafers

Black Cole Haan Ledley Grand Penny Loafers

+2

Brand Name: Cole Haan
Product Name: Ledley Grand Penny Loafers
Gender: Men's
Color: Black/Black
Price: $310
Rating

Nunn Bush - Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On. Color Black/Brown. On sale for $79.95. MSRP $110.00. 27% off. 5.0 out of 5 stars

Black Nunn Bush Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On

Black Nunn Bush Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On

+3

Brand Name: Nunn Bush
Product Name: Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On
Gender: Men's
Color: Black/Brown
Price: $79.95MSRP: $11027% OFF
Rating: 5Rated 5 stars out of 5(6)

Cole Haan - American Classics Penny Loafers. Color Black/Black. On sale for $132.00. MSRP $165.00. 20% off. 4.2 out of 5 stars

Black Cole Haan American Classics Penny Loafers

Black Cole Haan American Classics Penny Loafers

+1

Brand Name: Cole Haan
Product Name: American Classics Penny Loafers
Gender: Men's
Color: Black/Black
Price: $132MSRP: $16520% OFF
Rating: 4Rated 4 stars out of 5(360)

Florsheim - Berkley Flex Penny Loafers. Color Black/Brown. $140.00. 4.2 out of 5 stars

Black Florsheim Berkley Flex Penny Loafers

Black Florsheim Berkley Flex Penny Loafers

+5

Brand Name: Florsheim
Product Name: Berkley Flex Penny Loafers
Gender: Men's
Color: Black/Brown
Price: $140
Rating: 4Rated 4 stars out of 5(262)

Dockers - Colleague. Color Tan. On sale for $48.43. MSRP $90.00. 46% off. 4.2 out of 5 stars

Tan Dockers Colleague

Tan Dockers Colleague

+3

Brand Name: Dockers
Product Name: Colleague
Gender: Men's
Color: Tan
Price: $48.43MSRP: $9046% OFF
Rating: 4Rated 4 stars out of 5(6)

To Boot New York - Keats. Color Black. $398.00.

Black To Boot New York Keats

Black To Boot New York Keats

+2

Brand Name: To Boot New York
Product Name: Keats
Gender: Men's
Color: Black
Price: $398
Rating

Cole Haan - Hawthorne Penny Loafer. Color Habana. On sale for $146.97. MSRP $148.00. 1% off. 3.7 out of 5 stars

Brown Cole Haan Hawthorne Penny Loafer

Brown Cole Haan Hawthorne Penny Loafer

Brand Name: Cole Haan
Product Name: Hawthorne Penny Loafer
Gender: Men's
Color: Habana
Price: $146.97MSRP: $1481% OFF
Rating: 4Rated 4 stars out of 5(7)

Steve Madden - Santee. Color Black 1. On sale for $84.00. MSRP $120.00. 30% off.

Black Steve Madden Santee

Black Steve Madden Santee

Brand Name: Steve Madden
Product Name: Santee
Gender: Men's
Color: Black 1
Price: $84MSRP: $12030% OFF
Rating

Tommy Hilfiger - Simol. Color Black. On sale for $70.85. MSRP $109.00. 35% off. 3.0 out of 5 stars

Black Tommy Hilfiger Simol

Black Tommy Hilfiger Simol

Brand Name: Tommy Hilfiger
Product Name: Simol
Gender: Men's
Color: Black
Price: $70.85MSRP: $10935% OFF
Rating: 3Rated 3 stars out of 5(2)

To Boot New York - Ravello. Color Black. Low Stock. On sale for $297.50. MSRP $425.00. 30% off. 5.0 out of 5 stars

Low Stock

Black To Boot New York Ravello

Black To Boot New York Ravello

Brand Name: To Boot New York
Product Name: Ravello
Gender: Men's
Color: Black
Price: $297.50MSRP: $42530% OFF
Rating: 5Rated 5 stars out of 5(1)

Bruno Magli - Tonio. Color Dark Brown Cervo. Low Stock. On sale for $197.50. MSRP $395.00. 50% off. 5.0 out of 5 stars

Low Stock

Brown Bruno Magli Tonio

Brown Bruno Magli Tonio

+2 colors/patterns

Brand Name: Bruno Magli
Product Name: Tonio
Gender: Men's
Color: Dark Brown Cervo
Price: $197.50MSRP: $39550% OFF
Rating: 5Rated 5 stars out of 5(3)

Bruno Magli - Maioco Penny. Color Black. On sale for $294.00. MSRP $395.00. 26% off.

Black Bruno Magli Maioco Penny

Black Bruno Magli Maioco Penny

+3

Brand Name: Bruno Magli
Product Name: Maioco Penny
Gender: Men's
Color: Black
Price: $294MSRP: $39526% OFF
Rating

johnnie-O - Clubhouse Penny Loafers. Color Tan. Low Stock. On sale for $138.60. MSRP $198.00. 30% off.

Low Stock

Tan johnnie-O Clubhouse Penny Loafers

Tan johnnie-O Clubhouse Penny Loafers

Brand Name: johnnie-O
Product Name: Clubhouse Penny Loafers
Gender: Men's
Color: Tan
Price: $138.60MSRP: $19830% OFF
Rating

Steve Madden - Jules. Color Black/ Black. Low Stock. On sale for $90.00. MSRP $120.00. 25% off.

Low Stock

Black Steve Madden Jules

Black Steve Madden Jules

Brand Name: Steve Madden
Product Name: Jules
Gender: Men's
Color: Black/ Black
Price: $90MSRP: $12025% OFF
Rating

Steve Madden - Belleaire. Color Black. Low Stock. On sale for $105.00. MSRP $140.00. 25% off.

Low Stock

Black Steve Madden Belleaire

Black Steve Madden Belleaire

+2

Brand Name: Steve Madden
Product Name: Belleaire
Gender: Men's
Color: Black
Price: $105MSRP: $14025% OFF
Rating

To Boot New York - Bennett. Color Cuoio. $398.00.

Brown To Boot New York Bennett

Brown To Boot New York Bennett

Brand Name: To Boot New York
Product Name: Bennett
Gender: Men's
Color: Cuoio
Price: $398
Rating

Taft - LF-Sterling-BRF. Color Brown Floral. On sale for $191.75. MSRP $295.00. 35% off.

Multi Taft LF-Sterling-BRF

Multi Taft LF-Sterling-BRF

Brand Name: Taft
Product Name: LF-Sterling-BRF
Gender: Men's
Color: Brown Floral
Price: $191.75MSRP: $29535% OFF
Rating

Florsheim - Zaffiro Moc Toe Penny Loafers. Color Black. $144.99. 4.7 out of 5 stars

Black Florsheim Zaffiro Moc Toe Penny Loafers

Black Florsheim Zaffiro Moc Toe Penny Loafers

+2

Brand Name: Florsheim
Product Name: Zaffiro Moc Toe Penny Loafers
Gender: Men's
Color: Black
Price: $144.99
Rating: 5Rated 5 stars out of 5(23)

Join Our Email List

Never miss out on latest drops & sales—plus, new subscribers get 10% off.*

*One code per email address.