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Top-Rated Vinyl siding install or completely replacers in Cheshire - 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 Cheshire, CT and surrounding areas

Approved

Super Service Award Winner

In business since 1985

Free estimates

Customers say: Quality work

"Not only did they install all my vinyl siding but they replaced some windows and sliding door. This job was done a few years ago. Recently I contacted them for a repair. They were out here the next day and took care of the piece of facia that came off in a storm. Did a beautiful job, were quick, polite and told me if I needed anything else to give them a call. They back their workmanship and products 100%."
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 Cheshire, CT and surrounding areas

Approved

In business since 2009

Free estimates

Emergency services offered

"If you are looking for quality material and craftmanship from a company that you can trust - look no further than Sensible Home Products. It is Jeremy's vision, down to earth nature, and quality materials that sold me. He transformed my 70s looking house into a modern work of art. We had aluminum siding and cedar panels replaced with Vinyl Siding and Vinyl shakes, replaced the gutters, garage door, back door and installed shutters. There were 6 companies that we met with and 5 of them wanted to just overlay the old siding. Jeremy was the only one that was on board with me to remove all the existing siding and had the idea to redesign the front of the house by removing the wood boxes that surrounded each of the front windows. Putting his ideas to life was not an easy feat as his crew ran into several obstacles: removing wood attached by glue, stucco was under some of the siding making attaching the siding and shutters difficult, bees and birds nests under the wood and water damage in the back of the house. He kept me up to date daily on the work done and put me at ease on the problems that were uncovered. Never once was I told that the problem could not be solved. I can't thank him and his crew enough for replacing all the damaged wood and supporting beam rotted from the water damage in the back. Without their carpentry skills, honesty and attention to detail I would have had to deal with fixing the siding again in a few years as the wall would start to fall apart. Jeremy always made sure I was happy with the work and answered any questions I had. Adding the shutters was a last minute decision to further enhance the look of the house - it really made it all come together. I am so happy I went with Sensible Home Products. We love our 'new' house!!!!!"
After!
Before
During
Additional Photos
Additional Photos

+44

Response time2 days
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 Cheshire, CT and surrounding areas

Approved

Super Service Award Winner

In business since 1985

Free estimates

Warranties offered

"Business owner Mary Lou Martino is wonderful to work with from initial project planning through completion of all final details. She is professional and extremely responsive. The Better Homes Siding & Improvements crew installed new vinyl siding, windows and doors transforming my home from old and dated to a neighborhood showcase. They also converted an unused back porch into a lovely sunroom. Thank you for a great job!"
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 The Highland Window Company LLC
The Highland Window Company LLC
4.9(
158
)
Vinyl Siding - Install or Completely Replace

Serving Cheshire, CT and surrounding areas

Approved

In business since 2003

Free estimates

Emergency services offered

"Mr. Cowan may be the most honest and trustworthy contractor I’ve ever worked with. After feeling bamboozled by contractor after contractor over a siding issue we were being told could only be remedied by a full vinyl siding install, Marc shot me straight and we were able to repair a few small areas to save our existing siding and saved tens of thousands of dollars. He was so knowledgeable and helpful through the whole process. I wouldn’t consider hiring anyone except him for future projects."
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 The Builders & Cleaners
The Builders & Cleaners
4.9(
122
)
Vinyl Siding - Install or Completely Replace

Serving Cheshire, CT and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"A soft wall due to improperly installed gutter by some other entity or homeowner caused water to constantly leak into the wall from the exterior roofline. This soft wall grow moldy and become riddled with pests/bugs. The contractor identified the potential issues, agreed to explore and open the walls and discuss the conditions, made sound recommendations for repair and did exactly what was noted in the repair (replaced a load bearing exterior wall, fixed the sill plate, completed the roof, shingles etc. and closed up the walls on the inside with insulation and sheet rock.). The work was timely, well done, the workers were clean as they did the job and kept the rest of the property clean. The manager of the job David Apel was and is an excellent communicator with phone/email/text and photos of processes and progress. I am going to use this company in my own investment endeavors on other properties and projects given the level of finished work, the timing and especially the level of detailed communication."
Dust out from the ductwork
Dust out from the ductwork
Clean vent
Clean vent
Dust in the return

+1837

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 Replace

Serving Cheshire, CT and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"We used Home Genius Exteriors to replace some siding on our home. It was a great experience from start to finish --- beginning with the estimator using drone footage to show us areas that needed to be replaced. We found the prices to be competitive with other companies in the area and they were able to schedule the work at our convenience, which was nice. On the day of the job, the team arrived promptly and worked hard throughout the day. At one point it seemed like it would turn into a two-day job due to extra materials needed, but fortunately they were able to run out and get the materials. They worked up until the very last minutes of daylight to ensure that the job was completed on schedule and cleaned all the scraps/waste from our yard and driveway before leaving. We would definitely use Home Genius Exteriors again!"
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Asphalt Roofing
Gutters

+42

1205 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Calvary Remodeling LLC
Calvary Remodeling LLC
4.8(
60
)
Vinyl Siding - Install or Completely Replace

Serving Cheshire, CT and surrounding areas

Approved

In business since 2001

Free estimates

Warranties offered

"After interviewing 2 contractors and representatives from 2 major siding services, our choice was easy: Calvary Remodeling was hands down our #1 choice. During our initial meeting, Craig's honesty and sincerity was evident. He carefully explained what needed to be done and was very patient as we looked through the large selection of siding and trim options. Once work began, Craig came every morning (even with the long commute to our home) to check on the progress of his crew and to see if we had any questions or concerns. Our house was completed in a week. Everything was picked up at the end of each day. He has a very professional and experienced crew! We are extremely pleased with the results. Thank you Craig and team!"
Response time2 days
19 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Sensible Home Products, LLC
Sensible Home Products, LLC
4.8(
87
)
Vinyl Siding - Install or Completely Replace

Serving Cheshire, CT and surrounding areas

Approved

In business since 2014

Free estimates

Emergency services offered

"We had a fabulous experience with Jeremy, Andrew and all the crew members! We had them build us a brand new deck and replace all the siding on our home. From start to finish they were knowledgeable, friendly and responsive. They are completely honest and transparent and I appreciated that greatly as I had to choose a lot of different materials and colors for this project. He becomes incredibly invested in making sure it looks perfect and that you will be happy with the end result. The quality is also top notch. Our deck was built beyond expectation and the inspector commented on how it was built much stronger than necessary to pass. They also handled all the complications from the pandemic the best they could; keeping us updated about shortages and delays. No matter how busy; Jeremy will make time for you and he is now our person to call for all things related to our house! He referred us to a great colleague for a new HVAC system and drainage issues in our yard. If he doesnâ t do it, he knows someone who does. Our house and deck look amazing, check out the pictures. Note: the deck is not quite finished yet, just needs trim. Donâ t hesitate, these guys are the best!"
OLD WETHERSFIELD PROJECT
OLD WETHERSFIELD PROJECT
OLD WETHERSFIELD PROJECT
OLD WETHERSFIELD PROJECT
OLD WETHERSFIELD PROJECT

+24

Response time5 days
1 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for A1 Home Improvement, LLC
A1 Home Improvement, LLC
4.8(
19
)
Vinyl Siding - Install or Completely Replace

Serving Cheshire, CT and surrounding areas

Approved (Corporate)

In business since 1980

Free estimates

Emergency services offered

"We are extremely happy with A1 Home Improvement. We hired them to install siding on our home. From start to finish, wonderful staff to work with. Joe, our salesperson, spent a lot of time with us and even provided a 3D image of what our house would look like once completed. Tawana and Lisa promptly answered any questions brought to them. The installation team, Jose' and his crew were wonderful and did an excellent job. The guys that installed the gutters also did a great job. Our overall experience was excellent. Our home is just beautiful!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+3

Response time2 days
Response rate100%
12 neighbors recently requested a quote
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FAQs for vinyl siding install or completely replace projects in Cheshire, CT

Vinyl siding is one of the most budget-friendly cladding options on the market. Compared with materials like aluminum or fiber cement, it costs less to buy, install, and maintain. The panels resist fading and warping, so you won’t spend much on repainting or repairs over the years. 

That combination of low upfront cost and limited upkeep makes vinyl an economical choice for many homeowners who still want a clean, attractive exterior.

Maintaining vinyl siding is very straightforward. It requires routine cleaning and periodic professional inspections to ensure it remains in peak condition. Homeowners should wash their siding annually with mild soap and water and promptly address any signs of damage. 

Consistent upkeep guarantees that your siding stays resistant to chips, pests, and weather damage, preserving its appearance for many years.

Vinyl siding provides a lifespan of 20 to 60 years when installed correctly and well maintained. Its robust construction and weather resistance ensure long-lasting performance. Regular cleaning and timely repairs are essential for keeping the siding in top condition. If you observe any damage or holes, contact a reputable vinyl siding repair service immediately to protect your investment.

The Cheshire, CT homeowners’ guide to vinyl siding install or completely replaces

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