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TRUSTED BY PRINCESS ANNE, MD HOMEOWNERS

  • 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

"Excellent service from arriving on site to removing a 70-80-foot-tall dead pine tree and trimming an aging oak tree. Most importantly the cost. I would recommend Willian Dagenhart Tree Service as the go to tree service."
3 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

Started Turf Dog Landscaping in 2024 to provide reliable, high-quality lawn care. I focus on clean work, sharp edges, and showing up on time. Every yard is treated with pride and done right the first time. God Bless you all looking to provide great service. Business cell (804)6949887

Front view flower bed with stone edging
Patio make over
Patio make over
Patio make over
Patio make over

+1

6 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 Olbin Construction Services
Olbin Construction Services
4.6(
50
)
Tree Removal - For BusinessTree Trimming - For Business

Serving Princess Anne, MD and surrounding areas

In business since 2004

Free estimates

Offers commercial services

"I hired Olbin Construction/tree service to remove two trees. The owner was very knowlegable, frendly and honest. I was able to discuss my needs and concerns in detail with him and he was the most honest of all the contractors I had contacted. The company showed up on time and they were exceptional. Courteous, friendly and my removal was flawless. Absolutely no issues and I was more than pleased with their work. They cleaned up the property after completion and I had no complaints. I could not have asked for better service. I will definitely use them in the future and fully recommend their service. 5 star service!"
Response time1 day
Recommended by80%of homeowners
Hickman's Landscaping, LLC - Beranda Facebook
5.0(
6
)
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Princess Anne, MD and surrounding areas

In business since 2000

Free estimates

Credit card accepted

"When you are given a price from this company that is the price you pay! Honest, friendly and reliable. Service and work is excellent and prices are affordable. Very pleased with my landscaping and would not hesitate to recommend him to anyone! We are about to have him do more work for us. Will not use anyone else!"
Response time1 hour
Recommended by100%of homeowners
Avatar for Ace Lawn & Landscaping
Ace Lawn & Landscaping
4.4(
60
)
Tree RemovalTree Removal - For BusinessTree Stump - Remove+7 more

Serving Princess Anne, MD and surrounding areas

In business since 2009

Free estimates

Emergency services offered

"I contacted them via phone and left a message describing the job I wanted done . They phoned me a couple of days later and asked about the size of the tree and the location so they would know
what tools were needed. They said that sometimes they need to use the truck to pull the roots up. I gave them a description of the tree and its location and they quoted me a price of $210 over the phone. I sent them a picture via my iphone of the tree and the road in front of my house. They reviewed the picture and said they could do the job. I really appreciated discussing the job with them on the phone as another company I called did not.They said they could do it the next day in the late morning and I told them to come on out! They arrived at my house around 10 am and they were able to make quick work of the job. They  first cut the tree down with a chain saw and then dug the roots out with a pick axe and did not have to use the truck.They didn't damage any of the surrounding plants in my flower  bed. They also dumped some topsoil I had bought into the hole left by the roots. They took all debris with them and cleaned up my sidewalk afterward. They were very friendly and efficient. They did a great job!
 
"
Recommended by86%of homeowners
Showing 1-10 of 40
Tree Service FAQs, answered by experts

It depends on the type of tree. Typically, late spring on the cusp of winter is ideal for trees about to emerge from dormancy and produce new buds. That said, late fall is ideal for certain deciduous trees prone to bleeding sap. Avoid trimming trees in early spring, when they’re prone to disease.

Tree borers are difficult to control and remove once they make a home in your tree. However, with patience and determination, some methods can slow the damage or even eliminate the pests. But, once the damage is too much for the tree to handle, the only solution becomes removing it. Talk to a tree specialist early for the best chance at saving your tree.

The average tree pruning should take one hour with the right equipment. Light pruning of a small tree may only take around 15 to 20 minutes. Pruning multiple large trees in your yard will probably take several hours, including cleanup. However, tree pruning pros can do this job much faster, so you can rely on pros if you’re short on time.

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.

If tree branches cross well into your property line, in many cases, these branches become part of your property, and you can trim them up until your neighbor’s property line. However, this issue will vary based on local ordinances, so you should do your research before making any decisions. Better yet, speak with your neighbor about how to handle any tree issues. 

If you don’t mind the branches, you can leave them be, but if they’re becoming a hazard, it’s definitely worth having a conversation.

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.