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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
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+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

Yes, you can find ceiling joists using simple tools if a stud finder isn't available.

Using a hammer requires patience and a keen ear. Gently tap the ceiling in a grid pattern, listening for sound changes. A hollow sound indicates space between joists, while a solid, dull thud suggests a joist. Mark the location with a pencil and confirm by tapping from different angles.

Alternatively, you can use a nail, but this method will leave small holes. You'll feel increased resistance when the nail hits a joist. Mark the spot and repeat the process every 16 or 24 inches to map the joist locations. This method is considered less reliable than using a stud finder.

While some highly experienced homeowners can frame a house independently, it is not advisable. You will need ample carpentry experience, a team of helpers, and professionals to sign off on your work to meet local building codes. For the safest outcome, we recommend buying or building a house with the guidance of professionals.

There are a variety of second-story deck privacy ideas depending on your budget and aesthetic. For starters, you might consider fencing or tall privacy railing that masks a good portion of the open deck. A pergola or an awning can provide additional cover and shade. Outdoor curtains are an easy way to add or remove privacy at your convenience, plus they’re a wallet-friendly way to decorate your deck.

The cost to install a bow window can range from $1,500 to $15,000, with a national average of $3,900. The total price includes materials, which can cost between $1,200 and over $14,000, and labor, which typically adds $300 to $1,900. Several factors influence the final cost, including the window's size and frame material. For example, vinyl frames are the most budget-friendly option, while wood frames are more expensive. Custom features or energy-efficient upgrades will also increase the price. For comparison, a bay window installation typically costs between $1,000 and $7,000.

The primary parts of a house that need framing during construction are floors, exterior walls, interior walls, and the roof. The framing in these areas provides the skeleton for adding other materials over the top. With walls, for example, contractors can hang drywall over the interior walls and siding over the outside of the exterior walls. Proper framing ensures a sturdy house that is built to last.

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.