Skip to Main Content Skip to Footer

Women's Ann Shearling-Lined Waterproof Leather Boots

Style # 58506
Color:
Available colors
Fit:
Size: Size Guide
  • Waterproof full-grain leather and suede boots with shearling lining
  • Shearling-lined shaft and wool-lined footbed, full inside zipper, thermo rubber outsole, 3mm memory latex footbed
  • 1.50" heel, 9" shaft, 12" circumference, 1.32 pounds
Looking for trusty winter boots with timeless style? Slide into the Ann waterproof leather boots, featuring a rugged waxed full-grain leather vamp and soft waterproof suede shaft. Covering the supportive memory-latex footbed is breathable Merino wool, while the shaft is lined in plush, insulating shearling sheepskin. Thermo rubber outsoles provide traction on slippery paths, while an inner zipper offers easy on/off.

This boot is crafted with an intentionally unlined heel, which prevents socks from catching and heels from rubbing, enabling a more secure and comfortable fit.

Specs: 1.50" heel, 9" shaft, 12" circumference, 1.32 pounds
Made in: Portugal

Overland ships all orders free via standard ground shipping to all 50 states and APO/FPO addresses. For details on expedited shipping or for deliveries to US Protectorates, please refer to the Shipping page.

We want you to be completely satisfied with your Overland purchase. For your convenience, we provide free return shipping for orders within the 50 states, with a prompt exchange or refund process. For more details, visit our Returns & Exchanges page.

Our Customer Service team will be glad to assist with any questions. We are available 7 days a week at (800) 683-7526 or by email at service@overland.com.

Overland welcomes international orders. Depending on the order and destination, additional payment requirements may apply. Please refer to the International Orders page for more detailed information.

COMPLETE THE LOOK

QUESTION:

Does the shearling lining extend through out the entire boot into to the foot?

ANSWER:

Hello. The Ann features a shearling-lined shaft and a wool-lined footbed. Thank you!
By Overland on 12/19/2024

QUESTION:

The 12'' circumference on the shaft, does that hit below the calf or at the calf?

ANSWER:

Hello. Typically, this will hit just below the calf. Thank you!
By Overland on 12/4/2024

QUESTION:

How do these hold up in the cold weather? I'm from Canada and am looking for a warm boot for the winter

ANSWER:

This boot has plush, insulating shearling sheepskin that is warm and moisture wicking.
By Overland on 9/24/2024

QUESTION:

Are these boots lightweight? I have found that I can't wear Dr Martins due to the weight. Love these boots! Thanks ☺️

ANSWER:

Hello! The Ann Shearling-Lined Waterproof Leather boots weigh approximately 1.32lbs each. Please feel free to contact our friendly customer service team at 800-683-7526 or service@overland.com for any further questions. Thank you!
By Overland on 12/20/2023

QUESTION:

Can you say if they run small or large? I wear a size 6 1/2 or 37.

ANSWER:

These run true to size. You may want to take in the thick shearling lining to account when thinking about fit.
By Overland on 11/27/2023

QUESTION:

ANSWER:

By on

REVIEWS

4.7  4.7 stars 56 Reviews
(45)
(5)
(4)
(2)
(0)
10 of 56 reviews
5 5
 
Lavanya from New Hampshire
Mar 17, 2025

Amazing!

Just moved to New Hampshire from South Florida so you can only imagine how ridiculous the concept of buying a pair of super warm leather boots may seem! They sat in my cart for a bit..... it took some convincing....These are worth every penny!!! I am so glad i pulled the trigger and got them! You can feel the quality and craftsmanship on your feet!!! True to size!
5 5
 
Deb from Campbellsville. KY
Feb 16, 2025

Like them.

Like them.
5 5
 
sallie from Wa.
Feb 9, 2025

I couldn't be more thrilled

Finally I found a winter boot to replace my old UGG shearling lined leather boots. These are a dream. They fit great and look beautiful. Thank you Overland!!!
Customer Image Thumbnail, Click to Maximize
5 5
 
MeMe from Houston, TX
Feb 3, 2025

Soft and sturdy

I really like that the lining feels soft. It's not itchy. Ankle mobility is not terribly restricted, so I feel like I can walk around and squat in these without pinching throughout the day. I am excited to get a lot of use out of these boots when winter weather strikes.
3 5
 
Emma from Stanley, Idaho
Feb 2, 2025

Not everything I expected

My husband bought me these boots because we just moved to a very cold and wintery climate. We were hoping to get boots that were sturdy, waterproof, and comfortable that would last me a few winters. I wear these boots frequently throughout the week. They keep my feet warm most of the time, but I have a hard time believing these are actually waterproof. The leather holds water and my feet get cold and wet some days. I have days where the inside of my boots are so wet and damp that I can't wear them for a few days in a row until they dry. Overall, I like how they look but they aren't the product that we expected. I am probably going to buy a secondary pair of boots from a different company to wear on the days that I know these ones won't hold up and keep my feet dry and warm like I need them to.
5 5
 
anne from dummerston, vt
Feb 2, 2025

perfect for icy snowy climate

They fit comfortably, are completely waterproof, have heavy 'lug' soles for safe ice/snow walking, and are warm? Best boots yet.
5 5
 
Karla from Chicago, IL
Jan 15, 2025

Exactly as pictured, sturdy and comfortable

I've only had these boots for about a month, so I haven't time-tested them yet. But they were comfortable right out of the box. They've handled well in the snow. My feet have stayed warm for each wear. I'm very happy with this purchase. Worth the money so far compared other snow boots I've bought over the years.
5 5
 
Karen from Texas
Jan 13, 2025

Great Quality! Love Them!

The boots are made from great quality leather. Fit was perfect and very comfortable. Definitely recommend them!
5 5
 
Vera from Sacramento California
Jan 8, 2025

Super Comfy & Warm

These are my new favorite boots. They are stylish and match with most everything. Since I wear thick socks, I ordered 1 size up and they fit perfect with no squished toes anywhere. I've been wearing them daily in the colder weather and are holding up well. It'd be great if they came in black. They have a dark grey which is close, but black would be better.
5 5
 
Jean from Charlotte NC
Jan 5, 2025

Perfect for my needs!

Headed to Quebec in January. Wanted a warm, comfortable, and simple boot for the weather. These are: Sleek. Fit well. Easy on/off. Lined with materials to keep me warm and with traction soles. I think I am in love!
5
 
from

Customer Image Thumbnail, Click to Maximize

TAILORED PICKS FOR YOU

Screen reader users call 1-800-683-7526 to chat with a representative.

Top