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Top-Rated Contractors in Chestertown - Updated Nov 2026

Avatar for M Johnson Contracting
M Johnson Contracting
4.6(
50
)
Major Home Repairs (General Contractor)

Serving Chestertown, NY and surrounding areas

Approved

In business since 2008

Free estimates

Emergency services offered

"What started as a deck rebuild turned into a three season room addition. Matt and his crew were easy to work with, offered some great suggestions to us, and the finished room is more than we hoped for! We loved his suggestion of putting pine on the vaulted ceiling, and the finish work at the bottom on the outside looks great. Matt took care to match our 20 year old siding, and finish the windows and doors to exactly match the others on the house."
Additional Photos
Additional Photos
Additional Photos
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Additional Photos

+19

Response rate100%
Recommended by97%of homeowners
Bowen Ridge Construction
4.6(
9
)
Major Home Repairs (General Contractor)

Serving Chestertown, NY and surrounding areas

Approved

In business since 2016

Free estimates

Warranties offered

"Fantastic! Bowen Ridge Construction has a great team! They know how to get the job done! They get right to the task and do an amazing job. We were amazed as to how much they were able to accomplish in the time frame that they had! Quality work. Highly recommend! Can’t wait for them to be back for our next renovations!"
Remodeling - Kitchen & Bathroom Project
Remodeling - Kitchen & Bathroom Project
Remodeling - Kitchen & Bathroom Project
Remodeling - Kitchen & Bathroom Project
Remodeling - Kitchen & Bathroom Project

+106

1 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for GOKEYs Painting & Const
GOKEYs Painting & Const
5.0(
6
)
Major Home Repairs (General Contractor)

Serving Chestertown, NY and surrounding areas

In business since 1998

Free estimates

GOKEY`s Painting & Construction is locally owned out of Chateaugay, New York, formerly located in Kingston, New York. \n\nWe take a YOU-centered approach to ensure we can Paint or Build your home or business to your level of expectation. \n\nOur primary work is with high end homes, businesses, or multi unit properties, since recently expanding to Northern Upstate New York we will gladly give you a free estimate on any level home, business or multi unit property, to tell you exactly what it will cost and when it will be finished. \n\nCurrently offering everything listed in the Categories section, we specialize in Painting interior, exterior, asphalt roofing shingles (installation and repair), metal roofing (installation), drywall installation (from installation to finish), new decking and deck repairs, building small additions/garages/small repairs, as well snow removal from driveways and roofing. \n\nREADY TO MOVE\n FORWARD WITH YOUR\n DREAM?\nCONTACT US TODAY TO \nTAKE THE FIRST STEP\n(845) 741 - 4767\n

second story done with painting and before pictures of first level of house
SIMPLE MSI FLOORING INSTALL
Framing Walls & stairs assist
After carpet removal
finished roof and painting exterior of house

+53

Recommended by100%of homeowners
Avatar for Homemade Design
Homemade Design
3.7(
322
)
Major Home Repairs (General Contractor)

Serving Chestertown, NY and surrounding areas

In business since 2006

Credit card accepted

"I feel extremely fortunate to have found Vicki through Angie's List !  She is an extremely talented person who is very easy to deal with. She has a breath of knowledge that allows her to accommodate my tastes, but also ensure that the overall design is in sync with the design and location of my home.  She has  a very diplomatic way of suggesting when I'm going astray with my choices and in every case where she has told me "Trust Me"  I have been delighted ! She is very aggressive in helping me find the best pricing and often times will work with the vendors directly  hence saving me the time.  She also has excellent local contacts.  Everyone I've worked with through Vicki has been timely, professional, and highly competent.
My project is far from complete.  I intend to continue to use Vicki and her expert advice until the end !!!!"
Pennsylvania Master Bathroom
Boston Small Condo Kitchen
California Client Saves with HMD Designer Discounts
Recommended by54%of homeowners
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Unfinished Carpentry FAQs, answered by experts

Homeowners can increase the usefulness of their garage space in other ways, and one option is to extend the length of the garage by making it deeper. The process is similar to traditional garage extensions, but the end product is a garage with a different layout rather than additional parking spaces. 

When choosing a drywall anchor, consider the weight of the object you're hanging and how much weight the anchor will need to support. The heavier the weight, the stronger the anchor you'll need. You’ll find the weight capacity on the packaging when shopping for anchors. 

Also, remember that you can use more than one anchor when hanging something on the wall. If you're using multiple anchors, divide the object weight by the number of anchors to determine how much each will need to support. If you need help deciding which drywall anchor to use, you can hire a handyperson to hang your objects. 

Joists do distribute their load to beams, but they don’t sit on top of the beams. Instead, home builders nail or screw the joists directly to the beams such that the end of the joist butts up against the edge of the beam. Beams can sit on other beams for support, but you’ll never see a joist sitting on top of a beam or another joist.

The best way to calculate framing costs is by basing your costs on the square footage of your home. On average, framing your home could cost anywhere between $7 and $16 per square foot. 

To ensure you don’t go over budget, base your estimates on the higher end of the price range. If you know you’re going to use high-end materials or require a custom or complex build, you might even want to tack on an additional 5% of your budget.

Most of the time, you’ll want to use screws on your subfloor rather than nails. Nails can actually weaken plywood, whereas screws can easily penetrate without damage. They also form a more secure connection because of their shape, preventing squeaky floors and tightly holding the subfloor in place. That said, some contractors do prefer nails depending on the type of floor covering because they allow for more flexibility.

The Chestertown, NY homeowners’ guide to contractor services

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