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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 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

"Your vision of the project becomes his passion. Always explaining his next move on the project. He is very detailed oriented. We recently had two retaining walls completed and couldn't be happier. I will now move forward with "his" vision of my passion of flowers for my yard! ~ Becky Retherford"
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
19 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

+106

17 neighbors recently requested a quote
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

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
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Asphalt Driveways FAQs, answered by experts

Recycled asphalt is a durable choice for a driveway, but doesn’t have the same appearance and low maintenance as standard asphalt. For long driveways in rural communities, recycled asphalt can make a great choice. Recycled asphalt is 20% to 30% percent less expensive than standard asphalt and is better for the environment. 

The decision to repair or replace your driveway depends on the extent of the damage. If your driveway has a few small cracks, a simple repair will do the trick. If you see larger cracks and potholes, it may be time to consider resurfacing or replacement. Resurfacing is a great option if more than 25% of the surface is damaged, but if the damage is extensive—deep cracks or significant sinking—it’s best to replace the driveway entirely. A new driveway, with proper care, can last decades while patching or resurfacing might only hold up for a few years before needing more attention.

Like all driveway materials, asphalt can crack in the wrong conditions and with age. Many things can cause asphalt to crack, including shifting soil or settling under the foundation. Other common causes are driving oversized vehicles on the asphalt, tree roots, and using rock salt during the snowy season. Proper installation and sealing the driveway every 10 years can help prevent cracks.

To ensure you hire a reliable and experienced paving company, you should start by finding companies in your area that have at least five to ten years of experience working in your neighborhood. Next, rule out companies with poor reviews online or a series of complaints filed with the Better Business Bureau. Since driveways affect your curb appeal, you should also ask each company for references and pictures of recent work to make sure the work the company does is professional and high quality. Finally, check that the company is licensed and insured.

The answer to whether or not you need to get a permit before you start your driveway can vary widely based on local ordinances and the scope of your driveway ideas. In most urban and suburban areas, a permit is needed before building a new driveway to ensure that a homeowner is using safe materials and proper drainage practices while designing and constructing a new driveway. In some rural areas, a homeowner may not be required to apply for a permit. When building a new driveway on your own, always check with your local building department to see if you need to request a permit. When hiring a driveway contractor, verify that the right permits are being used before driveway construction begins.

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.