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Expert Roofing Contractor in Annapolis

Know Exactly What Your Roof Needs - Without Sitting Through a 3-Hour Sales Pitch

  • ✓ HAAG Master-Level Certified Inspectors
  • ✓ No-Surprise Price™ in 3 Hours or Less
  • ✓ No-Leak for Life™ Warranty + $250,000 Guarantee
HAAG Certified Directorii Gold RSRA Certified
Google 5-star rating BBB A+ Rating

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We'll call you within 5 minutes during normal business hours
Roof Repair
Roof Replacement
Roof Leak
Roof Inspection
Siding Repair
Siding Replacement
Siding Leak
Siding Inspection
Storm Damage / Insurance
We Chat Price Today Job Done Right Guaranteed

Urgent leak in? Call 1-855-STORMFIX

1,400+
Jobs Completed
3 Hour
Quote Turnaround
72 Month
0% Payment Plans
No-Leak
For Life Warranty

Your roof's leaking, shingles are in the yard, or it's 20 years old and you're not sure what's left. Most contractors want to come out, climb around for 20 minutes, then sit at your kitchen table for 3 hours like it's a hostage situation. And your roof is the ransom. Send us a few photos and we'll tell you what's going on, what it'll cost, and how fast we can fix it

Most roof problems in Annapolis, Maryland start where you can't see them - a cracked pipe boot, failed flashing, a soft deck board hiding under good-looking shingles. That's why our HAAG Certified Master Level inspectors check everything before we quote anything. If it's storm damage, your insurance probably covers it - our licensed public insurance adjusters review your policy for free and give you a straight answer

Roofing Contractor in Annapolis

Serving: Historic District, Eastport, West Annapolis, Parole, Admiral Heights

Landmarks: Crofton, Glen Burnie, Odenton

Why Annapolis Homeowners Choose FEATHERFALL™

Find Out What FEATHERFALL™ Brings to Every Job So You're Not Left Fixing Someone Else's Mistakes

HAAG Certified Master Level Damage Inspectors
HAAG Certified Master Level Damage Inspector
The highest damage assessment certification in the industry. Not "certified" - Master Level. Our inspectors find damage that regular contractors and insurance adjusters miss
Licensed Public Insurance Adjusters on Staff
Licensed Public Insurance Adjusters
Not "we work with insurance." We have licensed insurance adjusters who work for YOU, not the insurance company. Free policy reviews. Free claim guidance
$250K 3rd-Party Guarantee Backed by Directorii
$250,000 Directorii Guarantee
5% of exterior failures are covered by a warranty (NRCA). 72% of contractors close within 5 years (DOC). If we fold or materials fail, Directorii pays up to $250K to make it right
No-Surprise Pricing™
Price Locked in Writing
No-Surprise Pricing
The price we quote is the price you pay. No change orders. No "we found something else." If we miss something, that's on us. Not you
Virtual-First Process That Respects Your Time
Virtual-First Process
No 3-hour kitchen table hostage situation. Send photos, get pricing same day. Most repairs quoted in 5 minutes. We come out when we actually need to
Done Right Guarantees™
w/ Real Money Behind Them
Done Right Guarantees
On-time or $250. No nails left behind or $500. No-leak for life. Not marketing - real money we pay if we screw up
Get My No-Surprise Price™ ➔
Tap We Chat Price Today Job Done Right Guaranteed
We only do 3-5 jobs a week so you get a dedicated crew, not a rush job
Urgent leak in Annapolis? Call (301) 798-7476

The FEATHERFALL™ Flight Plan

Get a Full Roadmap for Your Home's Exterior
- Not Just a Quote

Most contractors show up, take a couple measurements, and text you a number. We do a full Master-Level inspection with 100-300+ photos, document every finding, and build you a prioritized plan that covers what needs fixing now, what can wait, and what to budget for later. You keep the report whether you hire us or not

100-300+ Photo Documentation

Every finding photographed and annotated. Not a clipboard checklist - a real record you can show your insurance company, your lender, or your family (Dom Toretto would approve)

Prioritized Action Plan

What's urgent, what you don't have to worry about, and what to budget for next. No scare tactics. Just honest priorities based on what your home actually needs

HAAG Certified Master Level

Inspected by the highest-certified damage inspectors in the industry. Most adjusters and contractors don't carry any HAAG certification. Ours hold the highest tier that exists

Insurance-Ready Report™

If storm damage is found, your Flight Plan™ becomes the evidence. Our licensed public insurance adjusters give you a free claim review & help guide you through your options

How It Works: FEATHERFALL’s "Stupid Simple" Process

4 Steps. No-Surprises. No Runaround

1
You Call or Book Online
We respond within 5 minutes during business hours. 15-minute triage for emergencies
2
Share Photos or We Inspect
Most quotes same day from your photos. On-site only when we actually need to see it
3
Get Your No-Surprise Price™
Written scope. Locked price. Payment plans available if you need them
4
Get It Done Right.
Guaranteed
Certified crews. 100-300+ photo documentation. Magnetic nail sweep

Trusted By Homeowners
In Annapolis & DMV

★★★★★

"The entire process, including the wrap-up with the insurance company, was awesome!"

See full review ➔
Bonnie Pilkington
Bonnie Pilkington
Google Review
★★★★★

"The entire roof replacement was easy from the time they arrived until the end of completion"

See full review ➔
Charlene Ross
Charlene Ross
Google Review
★★★★★

"First to respond in an emergency and extremely professional"

See full review ➔
Matthew Haber
Matthew Haber
Google Review
Happy homeowner holding FEATHERFALL yard sign
Homeowner holding FEATHERFALL yard sign on lawn
Customer holding FEATHERFALL yard sign after siding replacement

Save Your Sanity
With Done Right Guarantees™

"Will they respect my time?"

On-Time Start guarantee badge

On-Time Start™

If we miss our start date, you get $250 + $50/day (excluding weather delays)

"Worthless warranty later?"

$250,000 Guarantee badge

$250,000 Guarantee

If we fold or materials fail, you’re covered. Backed by someone else

"Will they clean up?"

No Nail Left Behind guarantee badge

No Nail Left Behind™

Find a nail we said we’re done with clean-up? We pay you $500

"Will this be a nightmare?"

No-Surprise Pricing guarantee badge

No-Surprise Pricing™

The price we quote is the price you pay. No surprises, no mystery

"What if it leaks later?"

No-Leak Lifetime Guarantee badge

No-Leak for Life™

Your replacement is covered for life. If it leaks, we’ll fix it

"Will I get ghosted?"

Never Left Wondering pledge badge

Never Left Wondering™

Price within 3 hours. Updates every step of the job. Never in the dark

Roofing Financing in Annapolis, MD

Pay Over Time. $0 Down.
Your Home Is Never on the Line

Show me the money - two payment plans or insurance-funded. No home equity loans. Nothing tied to your home

Percent
60 Months at 0% APR
Equal Monthly Payments

$0 down. Your project price split into 60 equal payments

Zero interest. The total you pay is exactly the project price

Not a home equity loan. Nothing tied to your home

Pay it off early any time. No prepayment penalty

Ask about the 60-month plan ➔
Calculator
Up to 240 Months at 5.99% APR
Low Monthly Payments

$0 down. Lowest possible monthly payment for larger projects

Terms from 144 to 240 months available

Pay it off early any time. No prepayment penalty

Ask about extended terms ➔
Search dollar
Your Insurance Might
Already Cover This

Storm damage? Your project may be covered before you spend a dime

Licensed public insurance adjusters on staff. Free policy review

Get a free policy review ➔

*All plans require credit approval through Service Finance Company, LLC (NMLS #140908). These are unsecured personal loans — your home is never used as collateral. $0 down on every plan. No prepayment penalties. 0% APR for 60 months requires 60 equal monthly payments on approved credit. For terms exceeding 60 months, APR of 5.99% applies on approved credit. Rates and terms subject to change without notice. FEATHERFALL™ Restoration is not a lender.

Siding Contractor in Annapolis, MD

Fix What's Between Your Home and the Next Storm Before It Leaks

Your siding's falling off, faded and cracking, or dented up from the last storm. Most contractors want to come out, walk around your house for 20 minutes, then sit at your kitchen table for 3 hours like it's a hostage situation. And your home is... More ➔

Siding Contractor in Annapolis

Gutter Service in Annapolis, MD

Keep Water Away from Your Foundation - Before a Small Problem Gets Expensive

Your gutters are overflowing every time it rains, pulling away from the house, or sending water straight into your foundation. Bad gutters don't just look ugly - they're quietly wrecking your foundation, landscaping, and walls every time it... More ➔

Gutter Service in Annapolis

Window Installation Service in Annapolis, MD

Stop Paying for Heat That Leaks Out Every Month

You can feel the draft through the window even when it's shut. There's fog trapped between the panes that won't go away. Your energy bill keeps climbing. Old windows bleed money every single month and most people don't realize how much until they... More ➔

Window Installation Service in Annapolis

Solar Energy Company in Annapolis, MD

Lower Your Electric Bill and Get Paid for the Extra Power Your Roof Makes

Your electric bill keeps going up and you're tired of it. Solar can fix that - but most solar companies don't check your roof first. If your roof needs work, putting panels on top is a mistake that costs you twice down the road. We're a roofing... More ➔

Solar Energy Company in Annapolis

Roof & Exterior Inspection in Annapolis, MD

Get a Complete Roadmap of What Your Roof Needs - With Credits Toward the Work

You think something might be wrong with your roof but you're not sure. Maybe a storm came through Annapolis last week. Maybe a neighbor just got a new roof and now you're wondering about yours. Either way, you need real answers from someone who... More ➔

Roof & Exterior Inspection in Annapolis

Insurance Claims Help in Annapolis, MD

Get a Free Claim Review from Licensed Professionals - So You're Not Left Figuring It Out Alone

You just got hit by a storm and now you're staring at a 40-page insurance policy trying to figure out what's covered. The adjuster's coming next week and you have no idea what to expect. This is where most Annapolis homeowners lose money - not... More ➔

Insurance Claims Help in Annapolis

Exterior Trim, Soffit & Fascia in Annapolis, MD

Catch the Rot Before It Reaches Your Roof Deck and Doubles the Repair Bill

The wood under your gutters is soft. The paint on your trim is bubbling and peeling faster than it should. Something's getting into your attic and you don't know where. Rotting fascia, cracked soffit, and damaged trim are how water and pests get... More ➔

Exterior Trim, Soffit & Fascia in Annapolis

Building Restoration Service in Annapolis, MD

Get the Storm Damage Fixed Fast - Roof, Siding, Gutters, All Handled by One Crew

A storm just ripped through Annapolis and you're not sure what got hit. Hail, wind, falling branches - the damage to your roof, siding, and gutters is almost never obvious from the ground. Most homeowners don't know they have damage until it... More ➔

Building Restoration Service in Annapolis

Insulation Contractor in Annapolis, MD

Stop Losing Heat Through Your Attic - Lower Your Energy Bills and Make Your Home More Comfortable

Your house is hot upstairs in summer and freezing in winter, and your energy bill proves it. Most homes in Annapolis, Maryland lose a huge amount of heating and cooling through the attic. Old insulation settles, compresses, and stops doing its... More ➔

Insulation Contractor in Annapolis

Proudly Serving Annapolis and DMV

Annapolis Is Our Backyard

Historic homes feature wood clapboard and brick. Suburban homes use vinyl and fiber cement. Waterfront properties often use materials rated for salt air and wind exposure.

The Historic District has strict preservation standards that govern exterior materials, colors, and methods. Waterfront properties face salt spray damage and flood insurance requirements. Mature trees throughout the city, especially live oaks and tulip poplars, are a constant debris source during storms.

Annapolis has a wide range of housing from pre-Revolutionary War rowhouses in the Historic District to post-war suburban colonials in outlying neighborhoods. The downtown area features 18th and 19th century brick and wood-frame townhomes. Outer neighborhoods have 1960s-1980s colonials, split-levels, and newer waterfront condos.

Neighborhoods in Annapolis we serve:Historic District, Eastport, West Annapolis, Parole, Admiral Heights

Also Serving Cities Near Annapolis

Roofing Contractor Serving Annapolis, Maryland

Your Neighbors Already Found Us

Nearby Areas We Serve

Roofing Questions in Annapolis, MD

Straight Answers in Plain English

Better answers than a Magic 8 Ball

“What is the average cost of a new roof in Annapolis?”

Most homeowners in Annapolis pay between $8,000 and $20,000 for a full roof replacement, depending on the size of the house and the material. A basic 3-tab asphalt shingle job sits at the low end. Architectural shingles, metal, or specialty materials push the price higher. Get at least three written quotes so you can compare apples to apples.

“How do I find the most reputable roofing contractor in Annapolis?”

Start by checking that the contractor is licensed in Maryland, carries both liability and workers comp insurance, and has a real physical office. Ask for their license number and look it up on the state licensing board website. Read their Google reviews, but pay attention to how they respond to the bad ones. That tells you more than the five-star reviews ever will.

“Are there reliable local roofing companies in Annapolis that handle insurance claims?”

Yes, but you want a company that helps you document the damage and guides you through the claims process rather than one that pressures you to sign a contract before the adjuster shows up. FEATHERFALL has licensed public adjusters on staff who review your policy and help document every bit of damage at no extra cost. A good contractor works with your insurance company, not around them.

“How can a homeowner check if a roofing contractor is licensed in Annapolis?”

Ask the contractor for their license number and look it up on the Maryland licensing board website. Every state has a free online search tool. If they dodge the question or say they are "in the process" of getting licensed, that is a red flag. A legitimate contractor will hand you their number without hesitation.

“What are the most important questions to ask a roofing contractor during an estimate?”

Ask these five things: Are you licensed and insured in this state? Who is doing the actual labor, your crew or subcontractors? What does your warranty cover and for how long? Will you put everything in writing before any work starts? Do you pull the building permit yourself or expect me to? FEATHERFALL provides all of this information upfront before you even ask, backed by a $250,000 Directorii workmanship guarantee.

“How does a homeowner know if a door-knocking roofer is legitimate or a scam?”

A legitimate door-knocker will have a company badge, a local office address, and will never pressure you to sign anything on the spot. The red flags are: asking for a large deposit upfront, offering to "cover your deductible," or saying the deal only works if you sign today. A real contractor is happy to let you think it over and check their references.

“Why do roofing quotes for the exact same house vary so wildly in price?”

The biggest reasons are material quality, labor quality, and what is actually included. A cheap quote often skips things like new underlayment, proper flashing, starter strips, or ice and water shield. Some contractors also cut corners on cleanup and dump fees. Always compare line by line, not just the bottom number.

“What happens if a roofer discovers rotten decking wood during the job?”

Rotten decking has to be replaced before new shingles go on. Most contractors charge between $75 and $150 per sheet of plywood, plus labor. A good contractor will call you the moment they find it and show you photos before doing the extra work. Get the per-sheet price in writing before the job starts so there are no surprises.

Still Have Questions?

We don't do scripts or runarounds. Ask us anything and get a straight answer from a real person

Get My No-Surprise Price™ ➔

Or call (301) 798-7476

Get Your No-Surprise Price™

We’ll call you within 5 minutes during normal business hours
Siding Repair
Siding Replacement
Siding Leak
Siding Inspection
Storm Damage / Insurance
We Chat Price Today Job Done Right Guaranteed
Ready to Restore Your Home?
FEATHERFALL team member with happy homeowner after completed project

Get your "No-Surprise Pricing™" in 3 hours or less

Call (301) 798-7476
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