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Best siding pros near Chester, CT

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TRUSTED BY CHESTER, CT HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon43
    Verified siding services reviews

Top-Rated Siding pros in Chester - Updated Nov 2026

Avatar for Better Homes Siding & Improvements LLC
Better Homes Siding & Improvements LLC
4.7(
144
)
Vinyl Siding - Install or Completely Replace

Serving Chester, CT and surrounding areas

Approved

Super Service Award Winner

In business since 1985

Free estimates

Customers say: Quality work

"We hired Better Homes and Siding to install new windows and vinyl siding. We are very pleased with the materials they used and the quality of the craftsmanship of the contractors who did the install. Every person from the company that weâ ve been in contact with, from the owner Mary Lou to the installer Kenny has been completely professional. We will be using them again and would highly recommend."
Home Transformations
Home Transformations
Home Transformations
Home Transformations
Home Transformations

+145

Response time1 day
Response rate100%
3 neighbors recently requested a quote
Avatar for Better Homes Siding & Improvements, LLC
Better Homes Siding & Improvements, LLC
4.7(
105
)
Vinyl Siding - Install or Completely Replace

Serving Chester, CT and surrounding areas

Approved

Super Service Award Winner

In business since 1985

Free estimates

Warranties offered

"Glad we chose Better Homes Siding for our recent siding project. Mary Lou was wonderful to work with and her crew did an amazing job. The project was priced fairly and completed on time. I highly recommend them and will definitely use them again in the future."
Siding, trim, front door and shutters; After
Before
During
Siding, trim, front door, shutters; After
Before

+311

Response time1 day
46 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for 3 Son's Siding & Gutters LLC
3 Son's Siding & Gutters LLC
5.0(
7
)
Vinyl Siding - Install or Completely Replace

Serving Chester, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2018

Free estimates

Emergency services offered

"3 Son’s Siding & Gutters LLC did my roof about four months ago.They came and gave me a price that was more than fair…3 Son’s were very professional,work very safely.They stripped two layers, found that they had to get plywood and replace the whole roof, it was a bit more but they did the plywood, re-shingled the roof in the one day.i was very impressed with the way all the workers did what needed to be done. The job was done in a day and a half,all the mess was picked up went around the house with magnets picking up all the nails.All I can say I believe they are very professional, very concerned about how my property was left I think it was cleaner than when they started.Very good crew did a great job couldn’t be any happier. Great crew very professional!!!! Thanks for all your hard work.Al Couture Southwick Mass."
Roofing Project
Front of home
Remodeling - Kitchen & Bathroom Project
Bport
Bathroom Remodel

+14

Response time12 hrs
Response rate100%
13 neighbors recently requested a quote
Avatar for A1 Home Improvement, LLC
A1 Home Improvement, LLC
4.8(
19
)
Vinyl Siding - Install or Completely ReplaceVinyl Siding - Repair or Partially ReplaceWood or Fiber-Cement Siding - Install or Completely Replace+3 more

Serving Chester, CT and surrounding areas

Approved (Corporate)

In business since 1980

Free estimates

Emergency services offered

"Anthony in sales is a top notch guy. Expectations were set and clear. It was a pleasure working with him. The crew was fast, efficient and polite. My siding looks incredible. Thank you also to Dominick for making sure it went well. I would highly recommend. Quality products are worth it in the long run."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+3

Response time2 days
Response rate100%
12 neighbors recently requested a quote
Avatar for Sky City Home Improvement, LLC
Sky City Home Improvement, LLC
4.4(
91
)
Vinyl Siding - Repair or Partially ReplaceWood or Fiber-Cement Siding - Repair or Partially Replace

Serving Chester, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2008

Free estimates

Emergency services offered

"We had our deck redone.Bill came out immediately and helped us decide what colors,materials etc. to use. Licensed, insured and very respectful including his workers. Professional, fast and good quality. Cleaned up every day. Would highly recommend and even use them for other projects in the future."
Waterbyry build new deck
Waterbyry build new deck
Waterbyry build new deck
Waterbyry build new deck
New deck (Mystic CT)2016

+297

Response time1 day
Response rate89%
52 neighbors recently requested a quote
Avatar for Nu Face of CT, LLC
Nu Face of CT, LLC
4.5(
243
)
Vinyl Siding - Install or Completely Replace

Serving Chester, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2004

Free estimates

Warranties offered

"We had a front door siding and gutters installed from the salesman Chris thru thru office updates all top notch since we spent 5days with the siding installers the crew of hector Jorge and Renee were outstanding they were here start to finish gave us updates and explained any situations that occurred they did an outstanding job they were very conscientious with the quality of their work we were very much satisfied"
 Before
 1
 crown molding
Contemporary Kitchen - Wood Black Black Leather Office Chair On Wheels
Transitional Kitchen - Cozy Gray Dining Table Counter Top Attached To Kitchen Island

+186

Response time9 hrs
5 neighbors recently requested a quote
Recommended by81%of homeowners
Avatar for Homeguard Environmental Services
Homeguard Environmental Services
5.0(
57
)
Asbestos Siding - Repair

Serving Chester, CT and surrounding areas

Approved

Super Service Award Winner

In business since 1985

Free estimates

Emergency services offered

"We used Homeguard Environmental for two asbestos removal projects and they were fantastic. Excellent service and work. The crew that did the work was very professional and worked efficiently and Francisco is extremely helpful and knowledgeable. I highly recommend them. Doug B."
Mold Behind Sheetrock Wall
Boiler covered with Asbestos Mortar
Lead Paint Abatement - Multi Family House
Mold on/at Bottom of Water Holding Tank
Example of Defective Lead Based Paint on Window

+3

Response time10 hrs
Response rate100%
1 neighbors recently requested a quote
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Siding FAQs, answered by experts

Vines can cause severe damage to your siding. They can grow underneath and all around siding, which can cause it to pop off or split. Vines also trap moisture, which can damage siding by causing rot. The cost to replace siding may make you consider getting rid of the ivy or adding a trellis or lattice support for it to grow on instead.

Siding and cladding are two popular exterior wall coverings that protect homes from the elements and provide insulation, but they differ in design and application. Siding is applied directly to a home’s exterior, providing some insulation and basic shielding from the elements. In contrast, cladding is installed indirectly over furring strips, creating a ventilated air gap for enhanced insulation and moisture control.

Wood siding requires an air gap behind it to allow water to drain out, and for air circulation and venting to allow humid air to escape and keep the material from rotting due to moisture. 

Vinyl is lightweight, easy to install, durable, and long-lasting, and as long as a professional installs it, it should remain waterproof for several decades to keep your home protected. It can hold out against extreme weather conditions, and it doesn’t make a nice home for any sort of insects. Plus, vinyl is affordable and comes in a variety of looks and colors. When it comes to board and batten siding, vinyl is one of the most affordable material options.

Similar to other types of wood siding consisting of natural materials, cedar siding should last 20 to 40 years. However, the lifespan for any wood siding, including cedar, can be far shorter without the proper repair and maintenance work. Don’t put off making repairs, or problems could worsen quickly. While you can repair minor holes and cracks in the siding shakes, rot and warping requires replacing the boards. 

The Chester, CT homeowners’ guide to siding services

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