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    Average homeowner rating
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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."
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

"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

8 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
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Tree Service FAQs, answered by experts

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.

Trimming a tree can take anywhere from just two hours to a full day, depending on the age of the tree, the number of trees, and the species. Young trees are generally easier to trim, as their branches are often thinner in diameter and easier to reach compared to mature trees. They also tend to be healthier. If you haven’t trimmed your trees before or it’s been a while, the process could take even longer.

How often and long you should water a tree depends on the species and if it is mature or newly planted. The amount of water is also based on the tree's size. A good rule of thumb is approximately 5 gallons per inch of the trunk's diameter.

Adjusting watering to the recommended suggestions for the tree type and weather conditions is vital. For instance, watering trees during a drought is necessary, and you may need to water more frequently than usual.

The cost of professional tree trimming averages $460, with a typical range between $200 and $760. However, prices can be as low as $75 or as high as $1,800 depending on several factors. The size and type of the tree are major cost drivers; for example, trimming Crepe Myrtle trees costs an average of $80 to $400, while trimming giant pine trees can range from $200 to $1,800. Other factors that influence the price include the time of year, as services are often more costly in the spring. The tree's accessibility and your location also play a role, as a remote or hard-to-reach tree may increase the cost. Some professionals may offer a discount if you have multiple trees to trim.

Generally, you’ll want to prune back the trunk by 1 to 2 feet each year to promote bushy growth. Doing so concentrates vegetative buds closer to the bottom of the tree, where you can easily harvest fruit. For side shoots that are a year old, leave at least six leaves. 

Never remove more than 30% of a tree’s foliage during pruning—even if your tree is really overgrown. Removing this much foliage at a time could kill your tree.

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.