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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

"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

A tree growing close to a house can pose several risks, but removal isn't always the only or best solution. Potential problems include roots growing into the foundation and causing structural cracks, branches damaging the roof or promoting moss growth, and debris clogging gutters, which can lead to water damage. Trees can also provide access for pests and encourage mold. However, a small, healthy tree may not be a problem, and for larger, established trees, strategic trimming can be a cheaper and more beneficial alternative to removal. It is generally recommended to take action for trees within 10 to 20 feet of your home, especially if they are unhealthy or encroaching. Your best bet is to consult a professional arborist who can assess the specific situation and provide expert advice.

In some states and municipalities, you will need a permit to remove a tree on your property. In many cases where permits are required, a tree must reach a maximum height before a permit is required to remove it. You can either ask your local building department or a tree removal professional if you’ll need a permit. If you do, you can expect to pay between $50 and $150 for the permit alone. Your tree removal company should pull the permit for you and include the permit fee in your total.

While the trees in your backyard are good for the environment and look beautiful, they could present a danger to your home under the wrong circumstances. This task is typically beyond the capabilities of the average homeowner due to its dangerous nature, so it’s best to leave this task to a professional. In some cities, it’s even illegal to remove a tree yourself.

Dead tree branches should be removed, because they can cause the tree to lose nutrients. They can also make the tree more susceptible to disease and pests. Removing dead and diseased branches can help the tree recover and increase the odds of saving a dying tree. Make sure to prune the tree correctly to avoid damaging it further.

Sometimes, knowing when you need tree-trimming services is straightforward, and other times, you have to do some investigating. Some tell-tale signs that you should have your tree trimmed include:

  • A poorly-formed tree with unruly branches, which makes the tree appear odd-shaped. 

  • A tree with tall or large branches that interfere with power lines or your home’s exterior.

  • A tree that provides too much shade in the yard due to branch overgrowth.

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.