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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
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

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

When hiring an asphalt paving contractor to install your driveway, ask as many questions up front as possible. Here are a few questions to ask a prospective driveway contractor:

  • How many years of experience do you have?

  • Are you licensed, bonded, and insured?

  • Do you have worker’s compensation?

  • Do you use subcontractors on your projects?

  • Do you clean up after the job is done?

  • Who is responsible for any damage to lawn or landscaping?

  • Do you provide a guarantee or warranty on your work?

  • Do you give free estimates?

  • What is the timeline for completion?

  • How do you handle change orders?

  • Can you provide at least three references?

  • Can I see some of the work you’ve done?

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.

A driveway's lifespan varies by material. Asphalt driveways typically last 15 to 30 years, while concrete driveways last longer, between 20 and 50 years. The longevity of any driveway is affected by factors like extreme temperatures, heavy traffic, and the quality of maintenance. Regular upkeep, such as filling cracks, resealing the surface, and ensuring proper drainage, can help extend its life. For gravel driveways, regrading to fill in uneven areas every year or two is recommended.

Asphalt edging secures the sides of your driveway to prevent crumbling and cracking over time. Most driveways have edges with a 45-degree grading. This helps transfer some of the stress from the asphalt to the ground underneath. If your driveway doesn’t have proper edging, the pressure from your car may break down the edges over time.

Many asphalt companies have experience with tar and chip paving, but not all. The process is unique enough—and not incredibly common enough—that you may have to look around for a tar and chip specialist. However, speaking with a driveway company is a great place to start, especially if they have experience with multiple materials.

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.