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Women's Regan Fleece-Lined Leather Boots

STYLE # 50307
Available colors
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In Stock - Ships free within 1 business day.
  • Burnished waxed leather boots with fleece lining
  • Distressed look, stylish buckle and seam details, flexible all season wear with no-slip traction soles
  • EU36 (US 6), EU37 (US 6.5 - 7), EU38 (US 7.5 - 8), EU39 (US 8.5 - 9), EU40 (US 9.5), EU41 (US 10), EU42 (US 11)
  • 1.20" heel, 15" shaft, 13.70" circumference, 1.20 pounds


Our tall leather Regan boots walk you through cooler weather with grace and style. Hand butting on oil and wax gives these distressed leather boots a rich finish that pairs well with skirts or jeans. Fine details make these fashioned boots stand out, like the leather trim, inverted seams, topstitching, and classic buckle with metal rivets. A full-length inside zipper gives you easy on and off, and stretch gore at the collar ensures a comfortable calf fit. The flexible bottom with no-slip rubber outsole make these boots a natural for everyday wear. Lined with a synthetic fleece blend.
EU36 (US 6), EU37 (US 6.5 - 7), EU38 (US 7.5 - 8), EU39 (US 8.5 - 9), EU40 (US 9.5), EU41 (US 10), EU42 (US 11)
1.20" heel, 15" shaft, 13.70" circumference, 1.20 pounds
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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.

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Reviews (top)

Does this fit all calf sizes?

Asked on 11/28/2020 by Michelle from Middletown Indiana.
The boots does not fit all calf sizes. The circumference is listed for reference, and we also offer prepaid return labels if a return or exchange is needed.
Answered on 11/28/2020

Are these boots waterproof?

Asked on 11/13/2020 by Elaine from Rancho Cucamonga, CA.
No, they leak due to poor construction
Answered on 1/17/2021
by Dee from Ann Arbor, MI
These are made of fine leather that is water resistant, but not waterproof. These boots should never get fully saturated.
Answered on 11/15/2020

Are these boots white or grey? Also are they light colored with dark in some areas?

Asked on 10/17/2020 by Krysia from Winder ga.
These boots are not as they appear online unfortunately. The are incredibly comfy though! Mine had dark brown on the toes and heels. I returned them for a different pair as I was told that was just due to the leather, but received the EXACT same dark toes and heels on the 2nd pair. The customer service was super helpful in trying to find a pair that looked like the pictures online, but they were not able to. I ended up reluctantly returning the boots.
Answered on 1/24/2021
by Jill from Portland OR
My boots were dark brown on the toe box and above the heel but the rest of the boot was a light beige w just a hint of darker distressing. At 65, I personally LOVED the comfort and quality of the boot but didn't like the sharp contrast in the color. So I simply put a dark brown polish on the entire boot which toned down the contrast and I absolutely LOVE them now!
Answered on 12/23/2020
by Robyne from Ohio
I would describe these boots as taupe colored. They do have a distressed look with darker colors in some areas.
Answered on 10/17/2020


Reviewed by 115 customers
Displaying reviews 1-10
By Patty from Edmonds, WA
4 5

Unique boots!

I read most of the reviews and was skeptical about the relatively consistent complaint that the toes were much darker than as pictured in the catalog and on the website. This is true. My pair was as well. But I really liked the boot - the construction, fit, uniqueness - I decided to keep them. I warmed up to the look, because it's really very different than any other boots I have. I consistently purchase size 39 (I wear US8 in a shoe, and usually buy US8.5 in boots to allow for socks), so that is the size I bought here. They fit perfectly. I'm giving 4 stars because of the difference between the actual product "color" and the pictures, but otherwise, these are winners. Buy them if you are looking for something unique and different!
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By bonnie from fairbanks, alaska
4 5

Classy & Comfortable

I had to purchase 2 pairs till I found pair that DID NOT have the overly 'distressed' look. Living in Alaska these boots are extremely well made and comfortable. My question is: How do I clean them and polish them up to keep their color??? b
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By Creatress from NC
2 5

Very Disappointed

I love these boots and was looking forward to wearing them immediately. My excitement was soon diminished. I consistently wear a size 8 US. I purchased size 39 which usually fits me perfectly as well. This pair however is too large. My feet swim in them. If I wore extra thick socks I suppose they would be fine. However I am not in a severely cold climate. Also to my dismay, the right boot is larger than the left, and they appear to have been worn. Animal hair on inside and soles are distressed. I will be returning and am hesitant to reorder.
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By Tami from Reno NV
5 5


This is my 2nd pair of these boots, I wear them from fall till spring, they are the finest and most comfortable boot you will ever wear! I made the mistake of using a leather cleaner on the first pair several years ago and it discolored the leather. I have since contacted customer service and they gave me excellent information on what to use. Thank you, Tami D
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By Jill Daniel from Portland, OR
3 5

Pretty nice boots!

These boots are extremely comfortable and well made. My only issue is that they do not look like the photo. The toes and heels are brushed in some way to make them quite dark brown, which is misrepresented by the online photography unfortunately. Their customer service department, however, has been excellent in helping me find the product represented in the photo.
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By Jon from Santa Fe
4 5

Very comfy & warm.

The boots are well made, and very comfy. My only issue is that the diameter around the calf is too large. If I keep them, I will have to have them modified.
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By Anna from Portland, OR
5 5

Gorgeous Boots

I was looking for that perfect off-white boot and I found it in these. They are comfortable, well-made, and look exactly as the photo suggests. I wasn't sure about the sizing, but ordered my usual size and they fit great with a nice amount of room around the toes. Really lovely boots. I'm excited to style them with everything from sweater dresses to denim shorts.
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By Kass from Manhattan, NY
4 5

Not as Pictured

I have weird feet and have been looking for a pair of boots for a few months now. None fit but this pair! They seem comfortable and fit like a glove. Unfortunately the color is not as pictured. The tips of the shoes are MUCH darker than the rest, more like a very contrasted ombré after I stepped on mud. Debating whether or not to keep or or comfort..?
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By Susie from Fullerton
5 5


Beautiful, comfortable and true to size
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By Nora from Sioux City, IA
5 5

Love them

I am thinking about getting them in black. Any sales upcoming??
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Displaying reviews 1-10

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