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Best asphalt driveway pros near Osceola, WI

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Top-Rated Asphalt driveway pros in Osceola - Updated Nov 2026

Avatar for Craft Concrete and Landscaping LLC
Craft Concrete and Landscaping LLC
4.7(
35
)
Concrete Driveways & Floors - Install- For BusinessConcrete Driveways - Install

Serving Osceola, WI and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

"Cole and his team did a great job! He took the time to explain everything and made sure I was able to ask questions and give input throughout the process. The driveway turned out beautifully! I would absolutely hire him again and have referred others already!"
Outdoor Living Space
Driveway
Sidewalk
Outdoor Living
Fire pit

+3

Recommended by84%of homeowners
Avatar for Robert Engstrom Landscaping
Robert Engstrom Landscaping
5.0(
8
)
Interlocking Pavers for Driveways & Floors - Install

Serving Osceola, WI and surrounding areas

Approved

In business since 2019

Free estimates

Small jobs welcome

"They provided creative ideas, went over and above expectations, and were very dependable. We felt super lucky. Everything turned out better than we thought. We love our new driveway, yard, and pond! They had the equipment and know how to do our project. They had a can do attitude, were very pleasant, and cared about doing what we wanted/needed. We plan on having them back for more landscape jobs. Thank you RE Landscaping!"
Boulder Wall
Response time2 days
Recommended by75%of homeowners
Kuehndorf Services
4.4(
11
)
Interlocking Pavers for Driveways & Floors - Install

Serving Osceola, WI and surrounding areas

Approved

In business since 2018

Free estimates

Credit card accepted

"Zack contacted me within minutes of submitting my request. I hired him to snowplow my large, circular driveway (250+ feet from road to garage). We just had our first significant snow. He showed up early the next morning, and did such an excellent job! Far exceeded my expectations. Would recommend him without hesitation. Also, really nice guy!"
Response time2 days
18 neighbors recently requested a quote
Recommended by80%of homeowners
Avatar for Landscape Friend
Landscape Friend
5.0(
1
)
Interlocking Pavers for Driveways & Floors - Install

Serving Osceola, WI and surrounding areas

Approved

Free estimates

Small jobs welcome

"I highly recommend Peter of Landscape Friend. Peter rebuilt our deck turning it from an eyesore to a wonder modern deck, which greatly improved the looks of our home. Peter is a skilled craftsman who really pays attention to the smallest details."
Modern Front Entry
Modern Front Entry
Assortment Of Patios
Assortment Of Patios
Assortment Of Patios

+99

16 neighbors recently requested a quote
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Asphalt Driveways FAQs, answered by experts

Gravel is one of the few driveway materials that can handle rain the second it’s installed. Unlike asphalt, which needs days to set, or concrete, which requires weeks to cure, gravel is ready as soon as it’s compacted. It’s naturally permeable, allowing water to drain straight through—with no risk of pooling or surface damage. Gravel driveways are one of the most affordable, at $1 to $3 per square foot, and can also last upward of 100 years.

To maintain their strength, asphalt driveways and parking lots need to be sealcoated once every two to five years. You may also need to reapply paint striping every few years as it fades to ensure drivers can safely navigate the parking lot.

Cobblestone is just one of many driveway materials. Other, more economical, albeit less elaborate options include concrete, asphalt, and gravel. 

If you want a material that most closely resembles cobblestone, your best option is bricks or pavers. Both cost anywhere from $10 to $50 per square foot and can be laid in all kinds of patterns. Depending on the type of paver you choose, you can also get a good bang for your buck by investing in durable natural stone.

You can expect your asphalt pavement to last anywhere from 20 to 30 years, or 25 years on average. The life expectancy of your asphalt driveway depends on the climate, the amount of traffic, and how well you maintain it. While you can’t necessarily control some of these factors, you can control the amount of maintenance effort you put into your driveway. 

To prevent your asphalt from deteriorating prematurely, you should follow a good maintenance routine involving regular cleaning, reparation work, and resealing.

Overall, a paver driveway is considered the easiest to maintain because homeowners are able to do driveway repair one piece at a time without impacting the rest of the driveway. Unlike paved options, paver driveways contain individual stones that aren't physically connected. By comparison, you may need to reseal or redo a full asphalt driveway if just one portion sustains a significant crack.

The Osceola, WI homeowners’ guide to asphalt driveway services

From average costs to expert advice, get all the answers you need to get your job done.