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TRUSTED BY CHESTERTOWN, NY HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon46
    Verified tree services reviews

Top-Rated Tree service pros in Chestertown - Updated Nov 2026

Avatar for Gravity property solutions
Gravity property solutions
5.0(
6
)
Tree TrimmingTree RemovalTree Stump - Remove

Serving Chestertown, NY and surrounding areas

Approved

Free estimates

Emergency services offered

Warranties offered

At Gravity Property Solutions LLC, we make property maintenance simple, convenient, and dependable for homeowners and businesses\. We provide professional landscaping, lawn care, leaf removal, snow plowing, junk removal, and general property maintenance services designed to keep your property clean, safe, and looking its best\.\n\nYou can count on us for reliable service, clear communication, attention to detail, and quality results\. Whether you need seasonal cleanup, unwanted items removed, snow cleared, or ongoing property maintenance, we handle the work efficiently so you can save time and enjoy peace of mind\.\n\nWe proudly serve our local community and surrounding areas with a commitment to convenience, fair pricing, and customer satisfaction\. Our goal is to make every service experience easy and stress\-free while delivering results you can rely on\.\n\n**Contact us today for a quote\!**

Lawn mowing
Lawn mowing
Lawn mowing
Tree removal
Tree removal

+21

1 neighbors recently requested a quote
Avatar for Capital Flips Property Management
Capital Flips Property Management
5.0(
3
)
Tree RemovalTree Stump - RemoveTree Trimming

Serving Chestertown, NY and surrounding areas

Approved

Free estimates

Small jobs welcome

"I had only planned to have my lawn mowed once but Joshua was excellent so I hired him to mow and trim my yard bi- weekly. Very reliable, great work and excellent clean up. Price was reasonable and very professional."
Small Front Lawn
High Brush
Brunch Cut
Weed & Mulch
Weed & Mulch

+1

3 neighbors recently requested a quote
Avatar for Riffle Lawn Care & More
Riffle Lawn Care & More
5.0(
1
)
Tree Trimming

Serving Chestertown, NY and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

"Absolutely fabulous! I had an overgrown lawn about 3ft high and they didn’t even blink! Just said no problem! They were also the only people I called that actually answered their phone.& I didn’t have to leave a msg with a computer prompt that kept cutting me off. They even came to ck out the job first. It was a huge job and they are miracle workers. I will be utilizing their services for years to come. 10 stars! Definitely recommend them."
Ballston Spa
Ballston Spa
3 neighbors recently requested a quote
Avatar for RH Property Maintenance
RH Property Maintenance
New to Angi
Tree RemovalTree Stump - RemoveTree Trimming

Serving Chestertown, NY and surrounding areas

Approved

Free estimates

Small jobs welcome

Credit card accepted

Hi my name is Ray. Getting rid of junk shouldn't be complicated. That is why I focus on three things: upfront transparent pricing, punctual and reliable service, and treating your property with respect. Whether I am clearing out a single old couch from a living room or handling a full-property garage or estate cleanout, I roll up my sleeves and do all the heavy lifting so you don’t have to. I care about the community we live in. Whenever I haul away items that are still in good condition or recyclable, I make every effort to donate usable goods to local charities and recycle metals, electronics, and materials rather than sending everything straight to the landfill.

H&J Landscaping
New to Angi
Tree TrimmingTree Trimming - For Business

Serving Chestertown, NY and surrounding areas

Approved

In business since 2022

Free estimates

Offers commercial services

With 15 years of experience, we take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer need. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.

Mulching
Planting
Planting
Planting
Pruning

+4

5 neighbors recently requested a quote
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Tree Service FAQs, answered by experts

If executed correctly your tree should survive after being transplanted to a new spot. However, effective transplanting requires six months, careful root pruning, safe transport to the new location, and replanting in prime soil conditions. You’ll also need an appropriately sized root ball for a complete tree transplant. A good rule of thumb is that, for every inch in diameter, your tree’s root ball needs to be around 11 inches. So a tree with a diameter of six inches needs a root ball of approximately 66 inches.

The ideal depth of a tree notch depends on the tree, but it should usually be between 20% and 25% of the tree’s depth. However, if the tree is leaning towards the direction of the notch, it can be cut more shallowly—at as little as 10% of the depth. When the tree is leaning away from the direction it needs to be felled, you can cut deeper, closer to 30%.

If you aren’t sure what you’re doing, be very careful when cutting mature tree roots (roots larger than 2 inches). Root cutting and pruning can affect both a tree’s stability and its ability to nourish itself. Issues during root cutting can result in damage or injury. 

It’s recommended you call in a pro to help, unless it’s a very small tree and you aren’t worried about the prospect of losing the tree.

Local tree removal prices range from $200 to $2,000 overall, but vary depending on:

  • Local cost of labor and supplies

  • Accessibility of the tree

  • Local laws regarding who is allowed to remove the tree

  • The species of the tree (softer woods are often easier to remove)

  • Local seasonal discounts for the off-season

We don’t recommend DIY tree trimming for a few different reasons. First, the tools required to trim a tree can be costly, up to $1,100 or more, for the ladders and specialized saws needed. 

Safety is another concern, especially when working with more mature trees. As a guideline, you should only DIY tree trimming when branches are less than two inches in diameter. Any more, and the safety risk becomes too high, which could lead to catastrophe. For this job, it’s safest to let a tree-trimming professional assess the work needed.

The Chestertown, NY homeowners’ guide to tree services

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