
Cole Haan
Roundhill Grand Waterproof Chelsea Boots Men
The Cole Haan Roundhill Grand Waterproof Chelsea Boots for men are ankle-height pull-on boots with a waterproof suede upper, side elastic gussets, and a rear pull loop. They are intended for everyday wear in wet conditions and feature a removable foam footbed with Flexcraft comfort technology and a leather top layer, an EVA FlowerFoam midsole made with at least 25% dandelion rubber, and an embossed non-skid rubber outsole. Model C44514; shown in rust brown suede with dark brown elastic panels, tan pull tabs, contrast welt stitching, and a lugged rubber sole.
- Material
- Waterproof suede upper; leather upper layer on footbed; EVA FlowerFoam midsole; rubber outsole
- Gender
- male
- Style
- classic, casual, smart-casual
- Category
- Apparel & Accessories > Shoes
Color
Specifications
Men's waterproof Chelsea boots crafted with suede uppers and comfort-focused FlowerFoam technology.
Waterproof suede upper, side elastic gussets, back pull loop, removable foam footbed with leather upper layer and Flexcraft™ comfort technology, EVA FlowerFoam™ midsole with at least 25% dandelion rubber, embossed non-skid rubber outsole.
- Material
- Waterproof suede upper; leather upper layer on footbed; EVA FlowerFoam midsole; rubber outsole
- Secondary
- leather, eva, rubber
- Style
- classic, casual, smart-casual
- Occasion
- everyday, casual, travel, weekend
- Gender
- male
- Age Group
- adult
- Condition
- new
- Category
- Apparel & Accessories > Shoes
Additional Attributes
- Waterproof suede upper
- Chelsea boot silhouette
- Side elastic gussets
- Back pull loop for easy on
- Removable foam footbed
- Leather upper layer on footbed
- Flexcraft™ comfort technology
- EVA FlowerFoam™ midsole
- Midsole made with a minimum of 25% dandelion rubber
- Embossed non-skid rubber outsole
- Slip-on design
- Model number C44514
Product Insights
Roundhill Grand Waterproof Chelsea Boots Men Cole Haan 340 CAD Expect a snug initial fit with mild elastic tension, not a loose slip-on Waterproof suede upper, but the suede still needs maintenance Non-skid rubber outsole for wet pavement, not a dedicated ice or packed-snow boot
Verified claims
- design
- Men's brown suede Chelsea with elastic sides, rear pull tab and welt stitching
- color
- Only Brown is offered
- fit
- Expect a snug initial fit with mild elastic tension, not a loose slip-on
- break-in
- Elastic should spring back and hold the ankle; suede and padding soften with wear
- warmth
- Leather/textile lining without insulation: a fall/spring and mild-winter boot
- waterproofing
- Waterproof suede upper, but the suede still needs maintenance
- care
- Use a suede-specific protective spray, not wax or oil
- care
- Clean and dry fully before treating; blot wet suede and stuff with newspaper
- maintenance
- Use the bead test and re-treat when water stops rolling off
- traction
- Non-skid rubber outsole for wet pavement, not a dedicated ice or packed-snow boot
- comfort
- Removable foam footbed with Flexcraft comfort technology and a leather upper layer
- cushioning
- EVA FlowerFoam midsole contains at least 25% dandelion rubber
- use
- Best for office, commute and wet city days rather than deep snow or trails
- value
- Premium 340 CAD price buys waterproof suede and comfort tech, not a winter-boot replacement
- comparison
- Lace-up boots offer more adjustability than this elastic-sided Chelsea
- weather
- The elastic gore seam is the most likely water-entry point on a Chelsea
- care
- Road salt is especially damaging to suede; brush and re-treat after exposure
- color
- Rust brown suede with dark brown elastic, tan pull tab and off-white welt stitching
- construction
- Visible welt stitching and neat elastic stitching are quality cues
Product record
- Title
- Roundhill Grand Waterproof Chelsea Boots Men
- Brand
- Cole Haan
- Price
- 340 CAD
- Availability
- In stock
Buying Guide
0 comparisons · 2 sourcesImage Analysis
3 images- 01

Product
Right-facing Chelsea boot shown in full side profile; single-piece suede upper with elastic side panel, pull tab at rear, welt with visible topstitching, stacked-looking heel and lugged rubber outsole.
- View and orientationFull right-side profile of a single ankle-height Chelsea boot facing right.
1 region
x 0.04 · y 0.30 · w 0.92 · h 0.61 (high) - Upper materialSmooth suede upper with uniform nap visible across vamp and quarter.
1 region
x 0.12 · y 0.38 · w 0.62 · h 0.40 (high) - Elastic side panelLarge ribbed elastic gore on the boot's medial side in a darker brown color, set into a rectangular cutout with visible stitching.
1 region
x 0.21 · y 0.36 · w 0.18 · h 0.30 (high) - Pull tabFabric pull tab at the rear collar in a lighter tan color with a visible vertical stripe.
1 region
x 0.07 · y 0.29 · w 0.05 · h 0.11 (high) - Toe finishToe area shows slightly darker, subtly textured finish compared with the vamp, still suede.
1 region
x 0.66 · y 0.55 · w 0.23 · h 0.22 (high) - Welt and topstitchingContrasting light-colored stitch running along the welt above the sole, visible around the perimeter.
1 region
x 0.14 · y 0.78 · w 0.74 · h 0.07 (high) - Sole constructionDark stacked-looking midsole with a lugged rubber outsole and a low block heel; outsole has shallow rectangular treads.
1 region
x 0.08 · y 0.80 · w 0.84 · h 0.17 (high) - Seam detailsSingle vertical seam at rear heel and small horizontal stitch at the quarter joining vamp to heel counter.
1 region
x 0.06 · y 0.47 · w 0.12 · h 0.36 (high)
Other
Studio product shot on a light neutral background with soft shadow beneath the sole; even diffuse lighting with minimal reflections.
- Background and stagingEven light gray background occupying the full frame, no props visible.
- Shadow and lightingSoft shadow directly beneath and slightly behind the boot indicating diffuse overhead lighting.
1 region
x 0.10 · y 0.85 · w 0.80 · h 0.10 (medium) - Image qualityHigh-resolution photograph with clear detail and no visible noise.
Colors
rust brown· suede upperdark brown· elastic side paneltan· pull taboff-white stitch· welt stitchingdark brown· sole and heel- View and orientationFull right-side profile of a single ankle-height Chelsea boot facing right.
- 02

Product
Rear three-quarter view of a pair of Chelsea boots showing suede uppers, elastic side panels, pull tabs, stacked midsole and lug rubber outsoles; visible stitching along the welt.
- Upper materialSoft suede upper with a slightly brushed texture in a warm reddish-brown tone, visible scuff-like variations in nap near the heel.
1 region
x 0.06 · y 0.18 · w 0.58 · h 0.66 (high) - Elastic side panelRibbed elastic gore panel on the boot shaft in a dark brown color, inset from the suede upper with neat topstitching around its perimeter.
2 regions
x 0.48 · y 0.22 · w 0.19 · h 0.39 (high); x 0.17 · y 0.24 · w 0.16 · h 0.36 (high) - Pull tabWoven fabric pull tab at the rear top of each shaft in a tan color with a repeating darker pattern, folded and stitched into the boot seam.
2 regions
x 0.44 · y 0.03 · w 0.08 · h 0.13 (high); x 0.12 · y 0.04 · w 0.07 · h 0.14 (high) - Heel seam and panelingVertical rear seam joining heel panel to shaft with visible single-needle topstitching; lower heel panel has a slightly darker shade.
2 regions
x 0.37 · y 0.33 · w 0.24 · h 0.46 (high); x 0.08 · y 0.32 · w 0.22 · h 0.50 (high) - Welt stitchingContrasting light-colored stitched welt running around the junction of upper and midsole, clearly visible above the stacked midsole.
1 region
x 0.06 · y 0.67 · w 0.86 · h 0.19 (high) - Stacked midsole and lug outsoleLayered midsole in dark brown tones with a textured stacked appearance and a darker rubber lug outsole with tread blocks visible on the heel.
1 region
x 0.06 · y 0.73 · w 0.86 · h 0.25 (high) - Interior label text“MEN'S”
1 region
x 0.61 · y 0.18 · w 0.08 · h 0.07 (medium)
Other
Studio product shot with a neutral light grey background and soft diffuse lighting that casts minimal shadow under the boots; composition centers the rear halves of both boots with the right boot slightly forward.
- Shot compositionRear three-quarter studio angle showing both boots cropped below the ankle tops and including the full heel and outsole areas; right boot positioned closer to camera.
- Background and lightingEven light grey background with soft, diffuse studio lighting and faint soft shadows beneath the boots.
- Image qualityHigh-resolution, well-focused image with visible fine suede texture and crisp edges; no motion blur.
Colors
rust brown· suede upperdark brown· elastic side paneltan· pull taboff-white· welt stitchingdeep brown· outsole- Upper materialSoft suede upper with a slightly brushed texture in a warm reddish-brown tone, visible scuff-like variations in nap near the heel.
- 03

Product
Pair of brown suede Chelsea boots shown from a slightly elevated front-three-quarter angle; visible details include elastic side panels, tan pull tabs, stitched welt, lug rubber sole, and low stacked heel.
- Upper materialSmooth suede upper with a slightly brushed nap, visible on both boots across vamp, quarter, and heel areas.
2 regions
x 0.05 · y 0.28 · w 0.55 · h 0.58 (high); x 0.48 · y 0.28 · w 0.46 · h 0.50 (high) - Elastic side panelsVertical elastic gussets on each boot in a dark brown ribbed fabric, inset between the suede upper and the opening.
2 regions
x 0.18 · y 0.34 · w 0.13 · h 0.33 (high); x 0.62 · y 0.33 · w 0.08 · h 0.33 (high) - Pull tabsFabric pull tabs at the rear top of each boot in a tan woven material extending above the collar.
2 regions
x 0.16 · y 0.18 · w 0.05 · h 0.12 (high); x 0.55 · y 0.17 · w 0.04 · h 0.11 (high) - Toe shape and finishRounded toe with the suede showing slightly darker, smoother wear near the toe cap area on the left boot.
1 region
x 0.12 · y 0.62 · w 0.44 · h 0.24 (high) - Welt stitchingContrasting light-colored welt stitching visible along the seam where the upper meets the sole.
1 region
x 0.06 · y 0.73 · w 0.86 · h 0.12 (high) - Sole and treadThick lug rubber sole in a dark brown/grey tone with pronounced tread pattern and a low stacked heel.
1 region
x 0.06 · y 0.78 · w 0.90 · h 0.12 (high) - Collar liningInner collar visible with a smooth darker lining material contrasting with the suede exterior.
2 regions
x 0.14 · y 0.25 · w 0.12 · h 0.10 (medium); x 0.53 · y 0.25 · w 0.10 · h 0.10 (medium)
Other
Studio product shot on a light neutral background showing two boots; soft directional lighting from above-left creates gentle shadows beneath and to the right of the boots.
- Shot compositionTwo boots arranged with the left boot slightly forward and rotated outward, right boot positioned behind and to the right; cropped slightly on the far right edge.
1 region
x 0.00 · y 0.00 · w 1.00 · h 1.00 (low) - BackgroundEven light grey backdrop filling the frame with no visible texture or props.
- Shadows and lightingSoft shadows beneath and slightly to the right of the boots indicating a light source positioned above-left; highlights on suede are subtle and diffuse.
- Image qualityHigh-resolution photograph with clear focus on boot surfaces and visible fine texture of suede.
Colors
rust brown· suede upper#833D2Bdark brown· elastic side panels#3B2A24tan· pull tabsdark brown grey· sole#4D413Doff-white· welt stitching- Upper materialSmooth suede upper with a slightly brushed nap, visible on both boots across vamp, quarter, and heel areas.
Brand PDP Lookup
- Brand
- Cole Haan
Men's Roundhill Grand Waterproof Chelsea Boots in Black | Cole Haan
Variants
8 SKUs| SKU | Title | Price | Avail |
|---|---|---|---|
| 4636045 | Roundhill Grand Waterproof Chelsea Boots Men - Brown - 8 | CA$340.00 | Yes |
| 4636046 | Roundhill Grand Waterproof Chelsea Boots Men - Brown - 9 | CA$340.00 | Yes |
| 4636047 | Roundhill Grand Waterproof Chelsea Boots Men - Brown - 9.5 | CA$340.00 | Yes |
| 4636048 | Roundhill Grand Waterproof Chelsea Boots Men - Brown - 10 | CA$340.00 | Yes |
| 4636049 | Roundhill Grand Waterproof Chelsea Boots Men - Brown - 10.5 | CA$340.00 | Yes |
| 4636050 | Roundhill Grand Waterproof Chelsea Boots Men - Brown - 11 | CA$340.00 | Yes |
| 4636051 | Roundhill Grand Waterproof Chelsea Boots Men - Brown - 11.5 | CA$340.00 | Yes |
| 4636052 | Roundhill Grand Waterproof Chelsea Boots Men - Brown - 12 | CA$340.00 | Yes |