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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
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 had a very pleasant conversation with the owner, Jim, that resulted in me giving him and his company a chance to provide their services. Kevin was the team lead and was very professional and pleasant. He and his team arrived around 9a ready to work. He checked with me to ensure that he understood what I needed, and they proceeded to work. They were finished in about 2.5 hours, and I walked around back to see how the bushes looked. I was pleased with how neatly cut they were and with how well the leaves had been removed from the entire lawn. All three gentlemen respectfully thanked me prior to leaving. I was very pleased and plan to enter into a contract to have Jim and his team take care of my lawn this season."
Recommended by86%of homeowners
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Tree Service FAQs, answered by experts

For small trees, tree removal should take just a couple of hours to complete. Assume that a mid-sized tree will take between four and eight hours, depending on the extent of the equipment required and the health of the tree. Remember to add up to two hours for stump removal. Larger trees could take as long as one or two working days, about eight hours each.

Transporting a fully-grown tree requires heavy equipment, typically specialized for the task. A tree spade is a truck-mounted tool that removes the tree from the ground in one location, transports it, and places it in a new hole in a new location. A combination of mechanized shovels and lifts is necessary to move very large trees, and the exact tools often depend on location and the surrounding area.

An unsafe tree can cause serious damage to your home and property, so tree inspections are important to ensure your home isn’t in danger from a nearby tree. Unhealthy trees can also be unsafe trees, as diseases and insect damage can compromise a tree’s stability, leading to potential damage and safety risks.

Most experts recommend removing a tree that has sustained more than 25% loss in the limbs, trunk, or circumference of the bark. Doing an initial trimming of damaged and dangling branches, but then waiting a few days of monitoring to decide how much more you might need to cut can help you better assess the total damage to the tree. However, consulting a tree maintenance pro to make this determination the best course of action before removing a tree.

DIY is risky and not recommended for large trees; professional services ensure safe removal and proper disposal.

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.