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Best asphalt driveway pros near Chestertown, NY

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

Avatar for A. Wells Jr. & Sons Paving
A. Wells Jr. & Sons Paving
4.8(
17
)
Asphalt Paving - InstallAsphalt Paving - Repair or Patch

Serving Chestertown, NY and surrounding areas

Approved

In business since 2006

Free estimates

Emergency services offered

"From the time we got the estimate to the end of the job we were confident we made the right choice. Saul gave us the estimate, he pointed out all our concerns about our driveway and explained how they would address them before we mentioned them. The crew came on time and worked well together. They got right to work starting to remove the old driveway. The work area was kept clean and orderly. When they finished the driveway it looked beautiful!!! It's a family business and they're a friendly group. When the time comes to seal it they will have the job G. PHILLIPS"
New driveway
New driveway
Finish product
Finish product
Ripping out old blacktop

+11

Response time3 days
13 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for A&J Excavation and Property Maintenance, LLC
A&J Excavation and Property Maintenance, LLC
5.0(
7
)
Gravel or Loose Fill Paving - Install, Spread or Scrape

Serving Chestertown, NY and surrounding areas

Approved

In business since 2022

Free estimates

Small jobs welcome

"I hired Jerry initially to install a new driveway. Not only was he fast and efficient he has a good eye for detail he is a perfectionist. He exceeded my vision of what I initially wanted and the project was completed far exceeded my expectations. I found him to be so knowledgeable I hired him to do additional work on my house. He remodeled my bathroom, installed and wired a washer dryer , installed new lighting in my kitchen that came out amazing, Installed a electric stove, built a 14 foot deck and did various landscaping projects around the property to solve my flooding problems. Jerry has years of experience and was also able to build me a custom screen door , and was able to easily solve any issues that occurred.He is not only professional and friendly I would without question hire him again for future projects ."
Decks
Decks
Decks
Decks
Decks

+1

Response time8 hrs
Response rate90%
6 neighbors recently requested a quote
Avatar for Asphalt Near Me LLC
Asphalt Near Me LLC
5.0(
1
)
Asphalt SealingAsphalt Paving - InstallAsphalt Paving - Repair or Patch+1 more

Serving Chestertown, NY and surrounding areas

Approved

In business since 2024

Free estimates

Credit card accepted

We take great pride in our experience, expertise, quality and customer service that we provide to meet your needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer a professional manner. Our reputation is based on service, safety and quality, regardless of how large or small the job.

28 neighbors recently requested a quote
Noah Lamphear
New to Angi
Brick and Stone Driveways & Floors - Install

Serving Chestertown, NY and surrounding areas

Approved

In business since 2018

Free estimates

Offers commercial services

Noah Lamphear is a locally owned and operated company that values honesty and integrity in all aspects of our business. Our dedicated team of professionals have over 10 years of hands on experience, to provide innovative ideas and suggestions tailored to your projects. Our services are customized to your individual needs, paying close attention to the details of each project that we are involved with. Please feel free to contact us today! \n \n \n \n

Curb Appeal Enterprises
4.8(
45
)
Asphalt Paving - Repair or Patch

Serving Chestertown, NY and surrounding areas

In business since 2008

Free estimates

"Dave and his guys did a great job. Had to have some old broken blacktop removed. They installed new blacktop back in the two old areas of the driveway. Plus made a 15x40 pad to park our Motorhome (25,000 lbs) on just off of the end of the driveway. Will return later in June to repair cracks in main driveway and then seal coat the whole driveway (Old & New)."
Response time2 days
Recommended by100%of homeowners
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Asphalt Driveways FAQs, answered by experts

Yes, it is possible to pave over an existing driveway, but whether it's the right choice depends on several factors. If the underlying structure of your current driveway is still strong, concrete or asphalt resurfacing can be a cost-effective way to prolong its life. However, if your driveway has significant issues like potholes, deep cracks, or other inconsistencies, it is best to remove the old driveway and start from scratch. Key factors to consider include the current driveway's condition, the compatibility of the new material, the added thickness and height, and the necessary surface preparation.

Several materials are suitable for steep driveways. Gravel and crushed stone are affordable options that provide good traction. Permeable pavers—such as plastic, rubber, or concrete—filled with gravel or crushed stones are also excellent, as they allow water to drain without causing erosion and perform well in ice and snow. Another option is resin, which can be coated with an anti-slip finish and helps prevent puddles. For added stability, you can install a retaining wall to prevent pavers and gravel from shifting over time.

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.

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.

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.

The Chestertown, NY homeowners’ guide to asphalt driveway services

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