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Digger Demolition

Demolition Contractor
in Annapolis, MD

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The Contractor's Contractor

Digger Demolition handles demolition, excavation, site development, and land clearing across Annapolis and Anne Arundel County. Our clients are property owners, builders, municipalities, and general contractors who need one crew from teardown through final grade.

Woman-owned, licensed, insured, and built for the jobs other crews turn down.

Digger Demolition is the company other contractors call when a job gets too complicated. Not because we run the biggest machines, but because the hard projects are the ones we actually want.

Founded in 2019 by Donna Howell, Digger Demolition is a woman-owned business with leadership that has spent careers doing this work. Director of Field Operations Tom Kline brings 46+ years in the industry. Across their careers, the leadership team has overseen more than $1.5 billion in construction projects and completed 47+ design-build projects for municipal and private-sector clients.

Complex sequencing, technical work, tight sites, and problems that surface halfway through are the conditions we plan for. That is what “Diggin’ Done Right” means on our sites.

Why Working in Annapolis Is Different

Annapolis grew up around a colonial core on the water, and the regulatory and ground conditions here do not look like a standard Maryland job site.

  • Critical Area compliance within 1,000 feet of tidal waters along the Chesapeake Bay and its tributaries
  • Historic Preservation Commission review for work inside the downtown colonial core
  • High water tables and saturated soils throughout waterfront neighborhoods on the Severn and South Rivers
  • Storm surge and tidal flooding damage to older structures across Eastport and Annapolis Neck
  • Tight lot access on waterfront properties where neighboring structures crowd in close

None of that is unusual here. Those are the standard conditions, and a crew that has worked them before knows where the problems hide.

Demolition Services in Annapolis and Anne Arundel County

Property owners, developers, and contractors need different things. Our demolition services cover the full range, large institutional structures down to single-family homes, with the same precision on every site.

Commercial Demolition in Annapolis

Along the Parole corridor and West Street, and on facilities tied to state government, Naval Academy support operations, hospitals, and schools, we handle structural teardowns, selective demolition, and site clearing. Fixed schedules, bonded and licensed, with the safety record commercial GCs screen for.

Residential Demolition in Annapolis

Homeowners in Eastport, Hillsmere Shores, and across the Broadneck peninsula call us for house and garage teardowns, pool removal, and fence removal. We handle permitting, coordinate hazardous-material requirements when needed, and leave the site clean and ready for its next phase.

Heavy and Technical Demolition

Complex structural teardowns, tight sites, selective demolition, concrete crushing, and asset recovery. Waterfront lots near the Severn and South Rivers sit on saturated coastal plain soil with the water table close to the surface, which changes equipment selection and sequencing before a machine ever moves. Crews who have worked this ground plan for it from day one instead of discovering it mid-project.

Excavation and Site Work in Annapolis, MD

Tearing a structure down is step one. Grading, prep, and groundwork come next, and because we handle excavation in-house, you are not hiring a second contractor to finish the job.

Excavation, Grading, and Site Prep

Annapolis sits on sandy coastal plain soil with high groundwater, and dewatering is a planning decision, not a mid-job adjustment. We sequence grading, pad prep, and foundation excavation around conditions we have worked in for years.

Road Building and Trenching

Our leadership has managed road-building work involving 500,000+ tons of hot mix asphalt along Route 200 in Montgomery County. That large-scale field experience supports the trenching, drilling, excavation, and site-development work we bring to Annapolis projects.

Equipment and Trucking Services

Need equipment without the full crew? Hydraulic hammers rent directly, and our trucking service moves material on and off site so your schedule never waits on a hauler.

Land Clearing Services in Annapolis, MD

Anne Arundel County keeps building outward through Crownsville, Davidsonville, and Gambrills. Wooded parcels that sat idle for years are getting repositioned, and we handle the full scope from initial clearing through final restoration.

Lot Clearing and Forestry Mulching

Lot clearing, grubbing, and brush removal turn overgrown property into buildable ground. Forestry mulching grinds vegetation in place, skipping burn piles and debris hauling entirely. Cleaner and faster on most sites.

Tree and Stump Removal

Tree removal, stump grinding, easement clearing, and debris removal all run as one scope. Estate sellers and investors use it to get wooded parcels market-ready without juggling three contractors.

Site Restoration and Erosion Control

The Chesapeake Bay Critical Area covers most waterfront property here, and sediment control standards are strict inside that zone. Erosion control and site restoration go into the plan from the start, not bolted on at the end.

500+

Projects Completed

46

Years Experience

100%

On-Time Delivery

100%

Safety Record

How an Annapolis Demolition Project Runs

Our Proven Process

01

Site walk and free estimate

We review site conditions, access, and what is actually coming down. You get a straight number, no pressure.

02

Permit review

County permitting, plus city review, Critical Area, or historic district requirements depending on where the property sits.

03

Utility location and disconnect

Everything gets located and capped before equipment moves in.

04

Demolition

Most residential teardowns run one to three days on site.

05

Haul-off and recycling

Material gets sorted and removed, with concrete and metals recycled where possible.

06

Final grade

The lot gets left stable, level, and ready for the next trade.

Common Questions About Demolition in Annapolis

Get answers directly from Annapolis’s trusted demolition, site prep, and land clearing specialists.
Do I need a permit for demolition in Annapolis, MD?

Yes. Most demolition work in Annapolis and Anne Arundel County goes through county permitting, and city review gets layered on top depending on the location. Properties inside the historic district or the Chesapeake Bay Critical Area face additional steps. Call us and we will walk through what your specific project requires.

How long does a residential demolition take in Annapolis?

On site, a standard residential teardown typically runs one to three days depending on structure size, site access, and how materials get handled. Permitting timelines are separate and vary, so factor those into your schedule before you line up a builder.

What is the Chesapeake Bay Critical Area, and how does it affect demolition work?

The Critical Area covers land within 1,000 feet of tidal waters in Maryland. Work inside that zone requires additional permits and has to meet specific standards for land disturbance and vegetation. Annapolis has a large footprint inside the Critical Area, so waterfront projects almost always involve that extra layer of review.

Does Digger Demolition handle pool removal near Annapolis?

Yes, and it is one of the more frequent calls we get. Annapolis Neck, Severna Park, Cape St. Claire, and the Broadneck peninsula all come up regularly. Full concrete demolition, backfill, and grading, with the yard left ready for whatever the homeowner has planned.

Areas Digger Demolition Serves Around
Annapolis

Get Your Free Demolition Estimate in Annapolis

Planning a demolition, excavation, or land-clearing project in Annapolis? We’ll review the property, explain the next steps, and give you a clear estimate. 

Annapolis and all of Anne Arundel County are covered by the same licensed, insured crew that works across Maryland, Washington DC, Northern Virginia, West Virginia, Pennsylvania, and New Jersey.

Call Us Direct

(410) 267-4955

Email Us

info@diggerdemolition.com

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Serving Annapolis and All of Anne Arundel County, MD

Business Hours

Mon–Fri: 7:00 AM – 7:00 PM • 24/7 Emergency Service

Schedule Your Site Estimate

Call Digger Demolition at (410) 267-4955 or reach out below.

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That’s what “Diggin’ Done Right” means on your project.

Emergency Structural Clearance

Rapid-response emergency stabilization and removal of storm-damaged residential structure adhering to city safety ordinances.

Commercial Asphalt Demolition

Full-depth asphalt parking lot milling, sub-base excavation, and haul-away for a harbor redevelopment project.

15-Acre Commercial Land Clearing

Heavy vegetation removal, stump grinding, forestry mulching, and site pads leveling for a mixed-use commercial center.

Precision Site Prep & Grading

Sub-grade preparation, cut-and-fill leveling, laser grading, and storm retention trenching for a new industrial distribution park.

Full Residential Teardown

Complete single-family home demolition including basement foundation excavation, utility cap-off, and backfill for new custom construction.

Industrial Concrete Slab Removal

Hydraulic hammer breaking and hauling of a 12-inch reinforced concrete pad, recycled on-site into aggregate base.

Commercial Interior Gut-Out

Complete structural tear-down of a 4-story retail facility including hazardous material abatement, steel recovery, and crushed concrete site prep.

Multi-Story Commercial Demolition

Complete structural tear-down of a 4-story retail facility including hazardous material abatement, steel recovery, and crushed concrete site prep.