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TRUSTED BY CHESTERFIELD, MA HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon83
    Verified tree services reviews

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

Avatar for Stump Busters
Stump Busters
4.9(
52
)
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"Mike from Stump Busters was great. He got back to me right away after submitting my request for stump grinding and came out within a week. Stump Busters made quick work of grinding my stump down and cleaning up not only the wood chips, but also any debris and dirt that was spread around from the grinding. So, bottom line, fast, tidy and reasonable price. I would recommend them."
large oak
large oak
Response time1 hour
Recommended by96%of homeowners
Kelley Brothers Enterprises, LLC
4.0(
9
)
Tree RemovalTree Trimming

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2011

Free estimates

Customers say: Terrific value

"We were delighted with the work done by Kelly Brothers. Within three days of our initial contact with his company, Noah had come to our place, and walked our property with us to answer our questions, and make recommendations based on what we wanted. We had an estimate three days later, and and the amount was about half of what he had expected. The work was completed exactly as we had requested. Best of all, it was completed in less than three weeks from our first call to Kelly Brothers. We will certainly use this business for any future projects. We recommend these young men highly!"
Response time2 days
Recommended by83%of homeowners
Casey's Tree Service
5.0(
2
)
Tree RemovalTree Removal - For BusinessTree Trimming+1 more

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2020

Free estimates

Credit card accepted

"We had a rather large pine tree lake front obstructing our view We did not want to remove it but just wanted it professionally trimmed back. Casey did an excellent job. Now we have great, clear views of the waterfront. He showed up on time, was very professional and cleaned up the entire area."
Response time3 hrs
Recommended by100%of homeowners
Jake OBrien Tree Service
New to Angi
Tree RemovalTree Stump - RemoveTree Trimming

Serving Chesterfield, MA and surrounding areas

Approved

Hello everyone i run a smaller tree climbing trimming and removal service it’s just me and my girlfriend and sometimes i hire help but it means no big machines to wreck your yard and better more affordable prices I’ve been climbing for 11 years and learned how to do it in Maui Hawaii lived there for 13 years just moved back and started my own business 3 years ago so we would really appreciate your business give us a call at 8087584003

Avatar for Riffle Lawn Care & More
Riffle Lawn Care & More
5.0(
1
)
Tree Trimming

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

Generally, you do not have the right to take fruit from a neighbor's tree, even if the branches overhang your property. The fruit is considered the property of the tree's owner. While you may have the right to trim branches that cross into your yard, the fruit on them typically still belongs to your neighbor. However, laws can vary by state and municipality. In some areas, branches that extend into your yard or trees that straddle a property line may entitle you to some of the fruit. The best course of action is to speak with your neighbor, as they may be happy to share. If a conversation is not possible, check your local regulations before picking any fruit.

In the short term, you’ll have a lot of fallen trees to deal with. Tree removal services costs typically start at $200 per tree and increase based on species and size. Then, you’ll have to deal with the loss of trees: That means a loss of shade and a greater risk of rain runoff and erosion. Also, you’ll miss out on the health and aesthetic benefits of having trees on your property, which could even affect the resale value of your home.

That being said, cutting down a tree it’s not always a bad idea. Trees growing too close to rooftops can present fire hazards or debris problems. You may need to remove diseased or dying trees to prevent future issues.

Stump grinding consists of removing the visible part of the stump, but the roots remain intact. Depending on the tree and root system, the roots may still grow after stump grinding. If you are concerned about root growth and damage, you may want to consider having a stump removed completely.

Most trees can be successfully transplanted while they are young, but pines, walnuts, and some oak tree varieties are more difficult to move because their root systems grow deeper than most other trees. Also, trees adapted to sandy soil with wide root systems like beeches, willows, and aspens are harder to dig out because their roots spread much farther out from the trunk. In these cases, unless the trees are very young and small, it’s a good idea to consult a tree planting professional.

Yes, carefully prune back dead branches—don’t wait for pruning season. This helps keep your maple tree healthy and also helps prevent large branches from falling unexpectedly. Don’t seal the cut branch—trees can naturally take care of these wounds—but be sure to remove any source of fungus or pest infestation to help save the tree.

The Chesterfield, MA homeowners’ guide to tree services

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