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  • Average homeowner rating star icon4
    Average homeowner rating
  • Verified reviews icon25
    Verified tree services reviews

Top-Rated Tree service pros in Princess Anne - Updated Nov 2026

William Dagenhart Tree Service
4.6(
180
)
Tree RemovalTree TrimmingTree Removal - For Business+3 more

Serving Princess Anne, MD and surrounding areas

Approved

In business since 1991

Free estimates

Customers say: True professional

"The Dagenhart did a very nice job at my house. They were very personable and professional. The trees I needed trimed were extremely tall and they had no trouble completing the job. They were able to give me the estimate the same day they came to look and that was exactly what they charged. I listened to their suggestions and appreciated their knowledge. I’m very happy with the outcome. when they were done they cleaned up all the limbs and branches that they took down. I highly recommend them for their 40 years of experience and professional workmanship."
4 neighbors recently requested a quote
Recommended by95%of homeowners
Olbin Construction Services
4.6(
50
)
Tree RemovalTree Trimming

Serving Princess Anne, MD and surrounding areas

Approved

In business since 2004

Free estimates

Offers commercial services

Olbin Construction Services is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers interests and make their concerns the basis of our business.

3 neighbors recently requested a quote
Recommended by80%of homeowners
Avatar for Turf Dog Landscaping LLC
Turf Dog Landscaping LLC
5.0(
4
)
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Princess Anne, MD and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

"Derrick brought in the mulch I needed within days. He and his crew are talented and dedicated, my beds were covered with 22 cubic yards. Derrick and one of his crew are also skilled at concrete and masonry, so I hired the pair to raise custom shaped and installed flag stones. I never thought I would find artisans with the skill to re-install them with the slope and fit required. They pulled it off"
Front view flower bed with stone edging
Patio make over
Patio make over
Patio make over
Patio make over

+1

9 neighbors recently requested a quote
Avatar for William R Dagenhart Tree Service
William R Dagenhart Tree Service
4.6(
162
)
Tree RemovalTree Trimming

Serving Princess Anne, MD and surrounding areas

In business since 2011

Free estimates

Credit card accepted

"Mr Dagenhart is extraordinary - knows what he is doing, does it efficiently and well, cleans up, great guy to talk with and work with - and the most reasonable prices. I strongly recommend Daganhart Tree Service"
Take Down
take down before and after
Response time1 day
Response rate96%
Recommended by97%of homeowners
Avatar for Topping lawn care  Facebook
Topping lawn care Facebook
4.7(
20
)
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Princess Anne, MD and surrounding areas

In business since 2018

Free estimates

Small jobs welcome

"I asked Travaughn to take over my current lawn cutting service. He listened to my concerns and he cut and trimmed the grass as I asked. The lawn looks great! He has called me back EVERY time I called him. So nice to talk to an actual person!!! ( unlike my last lawn service)"
After work
After
The after brush
Another happy client
Response time1 day
Recommended by100%of homeowners
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Tree Service FAQs, answered by experts

If you don’t trim your palm trees, you can expect several negative outcomes, including:

  • Unhealthy palm trees attract pests, diseases, and fungi 

  • Dead falling fronds can cause severe injury or damage to your home, pedestrians, or cars

  • Dead palm branches are flammable and can catch fire, especially during a lightning storm

Getting a tree pro with the right experience can be the difference between your transplanted tree surviving or not. When hiring a local tree transplanting and removal service, follow up on references, check their portfolio, ask for a breakdown of the costs, and get proof of liability and workers’ compensation insurance. 

Also, look for companies certified by the International Society of Arboriculture or registered with the Tree Care Industry Association and make sure they have an appropriate state or city license.

A few signs a tree may be dead is if the leaves are dead and there are no signs of new blooms. You can also perform a scratch test on some of the branches to check the condition of the cambium layer beneath the bark.

If it is green, it is still alive, but if several are dry, brittle, and brown, the tree may be dying or dead. Always consult an arborist before assuming your tree is dead because you may be able to save it.

Although it’s possible, heavy machinery like a crane is necessary for removing an entire tree stump and all. This procedure is extremely costly, time-consuming, and usually unnecessary, as there are plenty of convenient and affordable stump removal options. 

Your best bet, if you want to be sure to remove a tree and its stump efficiently, is to speak with a professional. They’ll be able to walk you through the entire process.

You can use the formula mentioned earlier to calculate the depth of tree roots. Each inch of width of a tree trunk translates to six inches of depth within the root system. Large trees extend anywhere from 2 to 6 feet into the ground, with some magnificent specimens going even deeper.

The Princess Anne, MD homeowners’ guide to tree services

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