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

Avatar for Robert Engstrom Landscaping
Robert Engstrom Landscaping
5.0(
8
)
Interlocking Pavers for Driveways & Floors - Install

Serving Webster, 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 Webster, 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 County Line Property Services
County Line Property Services
5.0(
1
)
Interlocking Pavers for Driveways & Floors - Install

Serving Webster, WI and surrounding areas

In business since 2020

Free estimates

Small jobs welcome

With years in the industry here at County Line Property Services we pride our company on attention to detail, punctuality, reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. Our attention to detail is that of no other. We look forward to earning your business. Give us a call today! County Line Property Services provides affordable, top quality services for all of our clients regardless of the job size. We strive to exceed expectations by providing well-planned ideas, creating professional results, and building long lasting relationships. Our equipment is top of the line, and we spare no expense to get the job done right and in a timely manner.

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+9

Response time1 day
Hip & Ridge Construction
4.5(
6
)
Asphalt Paving - InstallAsphalt Paving - Install- For BusinessAsphalt Paving - Repair or Patch+1 more

Serving Webster, WI and surrounding areas

In business since 2011

Free estimates

Credit card accepted

"From start to finish the entire crew led by Brian were amazing!  They were prompt and worked all day and cleaned up after themselves.  They took the time to educate us on what was being done.  I loved their friendly attitude and could not be happier.  Brian even replaced my old bird feeder and put up a bird house for me even though it was not in the contract!  Now talk about Midwest hospitality.  I would highly recommend Hip and Ridge Construction for any future projects!  Todd kept every promise and then some!  We live in Los Angeles and have our vacation home is located up in North Western Wisconsin.  I was blown away with the service and how fast everything got done.  I also know they did an exceptional job because a visiting friend in the same business stated so!  Todd the owner even checked up on us several times just to make sure we were enjoying our vacation and if we needed anything at all!  Talk about A+ service!  They offered us financing and made the entire process easy! We were hesitant about hiring someone to replace our roof and Todd made the process a confident decision!  
I also loved how personable he and his crew were.  They are truly a top notch construction crew and I would also like to add I know a thing or two about customer service!  I have served in Law Enforcement for over 20 years now and I appreciate the honesty and transparency the entire staff provided.  
Thank you Hip and Ridge for your amazing job well done!  WE LOVE our new roof!  We also felt as though we made new friends which is rare in this industry!  

Thank you,
Anne Marie and Robert Reading!"
Recommended by100%of homeowners
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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.

Gravel is the most economical and least expensive driveway material, costing between $1 and $3 per square foot. This is significantly cheaper than alternatives like asphalt or concrete. However, it's important to consider long-term costs, as gravel driveways require regular maintenance. You will likely need to add new gravel filling once or twice a year and regularly rake it to keep it level, which can add to the overall cost over time.

Asphalt driveways last anywhere from 15 to 30 years, but if you don’t stay on top of repairs, you may find yourself spending extra to replace your driveway before its typical lifespan. Stay on top of repairing cracks and potholes by routinely inspecting your driveway once or twice a year. It’s a good idea to pressure wash your asphalt driveway at least once a year to keep it clean. Apply a sealer every one to five years, based on your climate.

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. 

Driveway paving costs around $4,500 on average, but depending on many factors, you could pay anywhere from $2,500 to $6,600 or more. The size of your driveway will usually be the most significant factor, with more square footage increasing your costs. You can expect to pay between $2 and $15 per square foot for paving services. Some other factors that play a role include the following:

  • Quality of the materials

  • Contractor’s experience and expertise

  • Site preparation and grading, if necessary

  • Layout of your driveway

The Webster, WI homeowners’ guide to asphalt driveway services

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