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Best siding pros near Portland, CT

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TRUSTED BY PORTLAND, CT HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon138
    Verified siding services reviews

Top-Rated Siding pros in Portland - 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 Portland, 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 Sensible Home Products LLC
Sensible Home Products LLC
5.0(
104
)
Vinyl Siding - Install or Completely Replace

Serving Portland, CT and surrounding areas

Approved

In business since 2009

Free estimates

Emergency services offered

"Sensible Home Products is absolutely amazing. Jeremy’s attention to detail and his crew’s professionalism are unmatched. I consider myself lucky to have called him based on the reviews. I knew little to nothing about siding. Keeping it simple he enlightened me to the differences out there. As far as I knew it was all pretty much the same when it came to vinyl siding. That couldn’t be farther from the truth. What we ended up using was a fiberglass siding that was far better than the usual “cheap” vinyl siding you see on most homes. It is thicker, has insulation, the clapboards are 7” vs. the double clapboards you usually see. The problem with the double is there is a common seam you see that transcends 2 simulated clapboards. We had a couple quotes from others and they didn’t even bring up the idea of a premium siding. Also, we had some unique things about our job. One was a set of windows that were sunk in. The wrapping that Jeremy’s team did was absolutely outstanding. Without a dou"
After!
Before
During
Additional Photos
Additional Photos

+44

Response time2 days
Response rate100%
3 neighbors recently requested a quote
Avatar for The Highland Window Company LLC
The Highland Window Company LLC
4.9(
158
)
Vinyl Siding - Install or Completely Replace

Serving Portland, CT and surrounding areas

Approved

In business since 2003

Free estimates

Emergency services offered

"Marc Cowan and his Highland Window Company are the best, from quotation to completion. We are extremely happy with our new Harvey windows and the installation crew Neal, Hilton and Dean, was fantastic. We can't recommend Highland Windows highly enough! They really deserve their "A", 5-star rating. So pleased that we have also recently had them quote on siding replacement."
Vinyl Siding Replacement
Sun Room Conversion
Window, Siding, Door, Gutter Replacement
Triple Casement Replacement
Vinyl Siding Replacement

+50

Response time8 hrs
17 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for John's Roofing Siding & Windows, LLC
John's Roofing Siding & Windows, LLC
4.6(
58
)
Vinyl Siding - Repair or Partially Replace

Serving Portland, CT and surrounding areas

Approved

In business since 1995

Free estimates

Emergency services offered

"John is professional and friendly. He arrived on time for the quote. He sourced replacement siding that was an unbelievably good match for my 20 year old original siding. He was on time for the job and finished early. His installation was top quality. I give him top rating and strongly recommend him."
Cedar Siding Installation
Cedar Siding Installtion
Cedar Siding Installtion
Cedar Siding Installtion
Mastic Vinyl Siding Premium Color

+3

Response time2 days
7 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for The Builders & Cleaners
The Builders & Cleaners
4.9(
122
)
Asbestos Siding - RepairMetal Siding: Install or Completely ReplaceMetal Siding: Repair or Partially Replace+4 more

Serving Portland, CT and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

Based in West Haven, Connecticut, our team has provided an excellent, affordable service to more than thousands of houses over the years. We are committed to supporting our customers throughout the evaluation process, during the service itself and are available to answer any queries once the work is complete. \nWe are a licensed and fully insured company aiming to respond to all requests involving our services within 24 hours or less. Our professional and knowledgeable staff have a combined experience of over 12 years within the construction, air duct cleaning, and landscaping industries, ensuring guaranteed satisfaction with every job. \nWe pride ourselves in providing a safe, hazard-free environment and maintaining respectful, cordial communications with all of our clients. All technicians can be relied on to keep project sites clean both during and after the work is complete. \n

Dust out from the ductwork
Dust out from the ductwork
Clean vent
Clean vent
Dust in the return

+1836

Response time1 day
Response rate92%
Recommended by85%of homeowners
Avatar for Home Genius Exteriors
Home Genius Exteriors
4.9(
387
)
Vinyl Siding - Install or Completely ReplaceVinyl Siding - Repair or Partially ReplaceWood or Fiber-Cement Siding - Repair or Partially Replace+4 more

Serving Portland, CT and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"What an incredible experience. Contacted them for siding consult, Chris from sales was very knowledgeable and easy to talk with. Gave us great recommendations for the design. We signed up and wow the siding was here in less than 10 days. The installers, Led by Daniel were incredible. They were courteous, friendly, neat and they were fast! You could see pride of work as they were doing the project. They were also on time each day, were there when they said they would be. AJ our project manager was awesome as well..Communicated frequently so we always knew what to expect. We are thrilled with our new home, siding is beautiful, this team is stellar! If we could give a 100 rating we would!"
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Gutters

+42

1215 neighbors recently requested a quote
Recommended by96%of homeowners
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Siding FAQs, answered by experts

Caulking should be re-applied roughly every five years. It's natural for a home to settle and separate caulking from joints, so it's a good idea to assess the home every two years. A consistent siding maintenance schedule will help you see if the caulking is needed and address any potential issues before they occur.

You should install your cedar shake siding with the rough side exposed. The smooth side is less resistant to weathering over the years, and the rough side gives your home a more rugged aesthetic. The rough side also takes to paint better and ensures any paint job will last longer before needing to be redone.

The cost of wood siding varies by the type of wood. Engineered wood siding tends to be in the middle of typical costs ($3 to $7 per square foot for materials). Hardwoods, for instance, can cost $5 to $20 per square foot for materials alone, but cedar wood can be as cheap as $3 per square foot.

You can put new siding over clapboards, but it’s not recommended. Some sidings, like vinyl siding, can go over clapboards with sheathing like a foam layer in between. However, it’s best to remove clapboard siding if you plan on replacing it with new siding. Burying wood clapboards underneath new siding can create risks of rot and mold, or hidden insect damage. It can also create warping issues over time. Removing clapboards allows you to properly install a new sheathing, as well as clean up the exterior wall and look for any signs of damage.

Insulated vinyl siding costs about twice as much as the cheapest form of vinyl siding, but it’s still more affordable than other types of siding, including fiber cement, wood, stone, and brick. You get a lot of bang for your buck with vinyl siding; it’s durable, it’s available in a wide range of styles and colors, and it helps lower your energy bills.

The Portland, CT homeowners’ guide to siding services

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