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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
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

+99

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

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.

With proper maintenance, asphalt milling driveways can last 30 years or more. Over time, you’ll need to regularly sealcoat your driveway. You should also have your driveway inspected every few years and make any repairs as soon as they are necessary; this will prolong the lifespan of your driveway.

Concrete is typically the best material for a driveway if you’re looking for longevity, cost-effectiveness, and ease of maintenance. But, it’s not ideal for areas with annual freeze-frost cycles, nor is it the most attractive option—although you can get it stamped or painted. If your location is consistently below freezing, asphalt may be a better choice.

Yes, a paved or repaved driveway can boost your home's value by increasing its curb appeal and the functionality of your outdoor space. A new driveway can add anywhere from $5,000 to $20,000 to a property's value. An old, crumbling driveway can be a red flag for potential buyers and inspectors.

The amount of value added depends on the materials used, the design, and local market conditions. Concrete is often cited as adding the most value due to its long lifespan, though asphalt may be more desirable in colder climates. The return on investment is greatest when replacing a driveway that is in poor condition; repaving a driveway that is already in good shape will not yield as significant an increase in value.

While paving a driveway is possible to do as a DIY project, we don’t recommend it. Hiring a driveway professional to pave it will ensure that your driveway looks neat and clean and lasts for years to come, and it will also prevent a weak driveway and, potentially, damage to your foundation. Paving a driveway requires heavy machinery, and while you can rent the equipment needed, operating it close to your garage slab or around your home’s foundation can crack it and lead to structural issues. 

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.