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Women’s Ann Shearling-Lined Waterproof Leather Boots

STYLE # 58506
Available colors

  • 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.

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

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 1-800-683-7526 or by email at [email protected].

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

Can you say if they run small or large? I wear a size 6 1/2 or 37.
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
What about arch support?
Thank you for reaching out. While it does not have a high arch support it does offer this supportive memory-latex footbed is breathable Merino wool, while the shaft is lined in plush, insulating shearling sheepskin. Please reach out to us at 1-800-683-7526 or [email protected] for further assistance.
By Overland on 10/20/2023


Reviewed by 2 customers
2 of 2 reviews
Linda from San Antonio
Nov 18, 2023

Gorgeous boots

4 5
Great warmth and look. Just too big for me.
Mary from South Portland
Nov 3, 2023

Exactly what I was looking for!

5 5
I was on the search for a waterproof, shearling lined leather boot that I could wear all winter, and this is it! I live in Maine and need a boot that I could wear around town and in northern Maine in snow and cold. It is warm and stylish. I was a little hesitant, as I did not like the white stripe on the sole, but it is not noticeable on the boot. The quality is terrific, and the customer service is wonderful. Now, I think I want to buy the pillows and gorgeous throw to use on the couch in front of the fire.....

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Our Values

A lot has changed since our humble beginnings in Taos, NM, 50 years ago—but the core values of our family business have always remained the same. Now, as then, we're dedicated to bringing you heritage-quality products expertly crafted from the world's finest natural materials.
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