York takes a lot of punishment from the weather. Nor’easters come straight in off the Gulf of Maine, salt air works on anything metal, and winters like the last one bring heavy snow and serious ice dams. Whether you own a colonial in York Village, a shingle-style cottage in York Harbor, a beach house near Long Sands, or a newer home out toward Mount Agamenticus, Tall Pine Roofing can help you keep the roof and the rest of the exterior in good shape. We’re a family-owned roofing and exterior renovation company serving southern Maine and New Hampshire, and we give free estimates.
York Homes and the Roofing Problems They Face
York isn’t one kind of town, so roofs here don’t all fail the same way. Each of York’s villages comes with its own set of problems.
York Village: Older Colonials and Capes
Many homes in and around York Village are older colonials and capes. They often have several layers of old roofing, decking that needs repair, and chimneys and valleys where the flashing has been patched over and over. Part of the village sits in a historic area. If your home is in it, check with the Town of York about any review or permit requirements before you pick materials or colors. We’re happy to help you collect the product details you’ll need for that.
York Harbor and York Beach: Coastal Exposure
Shingle-style summer cottages in York Harbor, seasonal homes around Short Sands and Long Sands, and houses facing the water near Nubble Light at Cape Neddick all get the worst of the coastal weather. Strong winds can lift shingles, especially at the edges and ridges. Salt air also corrodes exposed fasteners, drip edge and metal flashing faster on the ocean side of a house. On these homes we pay close attention to edge details, nailing, and flashing and fastener materials that can handle a salty environment.
Seasonal homes have another problem: nobody is there to notice a small leak in February. If you own a summer place, have the roof checked before you close up in the fall. That’s a good habit.
Inland York: Newer Subdivisions
Inland York, off Route 1 and out toward Mount Agamenticus, has newer subdivisions. Those homes are often due for their first roof replacement, and builder-grade shingles from that era may be wearing out. The coast’s salt spray is less of an issue there, but heavy snow and ice dams aren’t.
Snow and Ice Dams Everywhere in Town
Last winter’s ice dams were hard on homes across York. Ice dams form when heat escaping from the house melts snow on the roof and the water refreezes at the colder eaves. The water backs up under the shingles and comes through ceilings and walls. A new roof with proper ice and water protection at the eaves and valleys helps a lot. Attic ventilation and insulation matter too. We’ll look at all of it when we come out for an estimate.
Our Services in York, ME
Asphalt Shingle Roofing
We’re an Owens Corning Preferred Contractor and install asphalt shingle roofs on homes of all ages and styles. Qualifying shingle systems can carry up to a 50-year manufacturer warranty. Most residential roofs are finished in one day, which helps when you’re living in the house or have summer renters booked.
Metal Roofing
A lot of coastal homeowners ask about metal roofing because it lasts a long time and sheds snow well. It’s a good choice for many York homes. On the coast, though, the right panel, finish and fasteners matter, and we’ll walk you through the options for your exposure.
Siding, Windows and Doors
Salt air and wind-driven rain also wear on siding, trim and old windows. We install vinyl siding, replacement windows and doors, so you can redo the whole exterior with one company.
Gutters
Good gutters move water away from your foundation and help with drainage at the eaves in winter. You can read more on our gutter services page.
Decks, Dormers, Skylights and Covered Porches
We also build decks, dormers and covered porches and install skylights. A covered porch suits a coastal cottage well, and a dormer can turn a cramped cape attic into usable space.
Commercial Roofing
For York businesses, churches and condo associations, we install and replace commercial roofs, including EPDM and TPO flat roofs. We’ll work with your board or building committee so they know the plan and schedule ahead of time.
A recent Tall Pine roof replacement in York, ME, finished with new asphalt shingles on the main roof, dormer and porch.
Why York Homeowners Choose Tall Pine Roofing
Owens Corning Preferred Contractor: qualifying shingle systems can carry up to a 50-year manufacturer warranty.
25-year workmanship guarantee: our own transferable guarantee on installation, which is a plus if you sell your home.
Management on site: a member of our management team supervises every job.
Most roofs in one day: less disruption for you and your neighbors.
Thorough cleanup: magnetic nail sweeps when the job is done, plus follow-up sweeps after winter. That matters on a lawn or a beach-house driveway where people walk barefoot.
5-star Google reviews and Google Guaranteed.
Fully insured and family-owned.
Roof Financing Options
A new roof is a big expense, and it rarely comes at a convenient time. We offer $0 down and low-interest financing so you can fix the problem now and pay over time. Ask about financing when we come out for your estimate. If you’d like a ballpark figure before that, try the instant satellite estimate tool on our website.
Nearby Towns We Serve
Besides York, we work throughout the Seacoast and southern Maine, including Kittery, Eliot, South Berwick and Berwick, and across the bridge in Portsmouth, NH. We serve homes and businesses within about two hours of our Deerfield, NH and Berwick, ME areas.
York Roofing FAQs
Do you serve all of York, including York Beach and Cape Neddick?
Yes. We work throughout York, including York Village, York Harbor, York Beach, Cape Neddick and the inland neighborhoods.
Is metal or asphalt better for a home near the ocean?
Both can work well on the coast if the materials and installation details are right. Metal lasts a long time and sheds snow well, but on ocean-facing homes the finish and fasteners need to be chosen for salt exposure. Quality asphalt shingles installed with proper edge nailing hold up well and usually cost less up front. We’ll go over the pros and cons for your house.
My home is in York Village’s historic area. Are there special requirements?
There may be. Before you choose materials, check with the Town of York about any historic district review or permit requirements for your property. We can give you product information and samples to help with that process.
We had ice dams last winter. Will a new roof fix that?
A new roof with ice and water protection at the eaves and valleys keeps meltwater out of the house much better. Ice dams start with heat escaping into the attic, though, so we’ll also look at your ventilation and point out anything else worth fixing.
Can you replace the roof on my summer cottage while I’m away?
Often, yes. Most residential roofs are done in one day, and a member of our management team is on site supervising. We’ll set up access and communication with you ahead of time and clean up thoroughly, including a magnetic nail sweep, before we leave.
Do you offer financing for York homeowners?
Yes. We offer $0 down and low-interest financing. Ask about it during your free estimate.
I was truly surprised by the professional workmanship we received from Tall Pine Roofing. Their crew spotted deficiencies in our plywood on the West side of our house and replaced so many at less the quoted price. All debris was gingerly removed. Dumpster came the day before and left the day after. I feel comfortable with a roof that will last thirty plus years.
We are very happy with our new roof and siding projects through Tall Pine Roofing! Both work teams and project managers were professional, courteous and thorough. We will be contacting them for future projects!
I am very happy with my new roof. The price was competitve. Not the lowest, not the highest. I got 6 estimates and did my homework. Jamie was easy to work with, and everything was as promised! They accommodated my request around scheduling. Project manager was there the whole time. 1 day as promised. They were there early and worked late to complete the job and didn't rush clean up. I would recommend!
Seans team did an amazing job from start to finish. We varied a few components along the way. Each of those variations was met with professionalism and in educational way. Ben, Phil and Tony were great project leaders and the interaction with both roofing and siding crews was very easy. Great people doing a great job. Special shout out to Ben for having to deal with me Lol Highly recommended!c
Tall Pine Roofing did a great job doing my roof. Starting with Ben giving me the quote on how much it would cost. He was very knowledgeable about what needed to be done. Philip and his crew did an excellent job on the roof including reflashing the chimneys. They were very professional doing everything that I was quoted and a little extra without trying to charge anything more. Everything was cleaned up when they were done. I would recommend them if anyone is looking to get their roof replaced.
We own a 1780’s cape with an addition. We noticed a sag near the chimney and discovered that the original barn boards had rotted out.
Salesman, Tom Bibeau was driving by and saw my husband up on the roof. Stopped and conversed with my husband, within 15 mins, the owner Sean was here. Tom and Sean made a plan, we had an acceptable quote of work that evening from Tom and the roof was repaired within 3 days. Tom saw the project through to the end. The roof workers were respectable and cleaned everything up before leaving. We went with Owen’s Corning shingles and have had many compliments on how good our roof looks. My parents are next on Tall Pine’s list of jobs!
Below are some before, during and after photos.
I ultimately selected Tall Pine Roofing for my siding project, and I can honestly say the best experience I've ever had with a contractor.
Over the past ten years, I've hired many contractors for various home projects. This is the first company that has left me looking for additional projects simply because I would hire them again. When it's time to replace my roof, I won't be shopping around. Every time I pull into my driveway, I'm reminded how much they transformed my home. I deserved this.
Communication was excellent from start to finish. I worked with Tom Bibeau initially. The quotation and scope of work was professional, clear, and thorough. They contacted me well in advance to schedule the project, kept me informed about the delivery of the dumpster and materials, and consistently let me know what to expect throughout the installation.
One of the biggest lessons I learned during this entire process is that the installation crew matters more than the product itself. Tall Pine's crew, led by Dan, was exceptional. There were typically two to five installers on site each day. They were experienced, professional, precise, and respectful of my home. They worked as a coordinated team, cleaned up thoroughly each evening, and even made sure my dog gates were closed before leaving each day (a problem I had with a previous contractor). It genuinely felt like they treated my home as if it were their own.
The foreman was organized, communicative, and highly consultative throughout the project. Whenever they uncovered something unexpected, he explained the issue, discussed the options, and walked me through how they planned to correct it along with any associated costs.
One example stood out. After removing the old siding, they discovered that an enclosed porch addition had been built using pressure-treated lumber where aluminum trim would be installed. Because pressure-treated wood can react with aluminum over time, they proactively replaced the material with a more appropriate product at no additional cost. I never would have known the difference, but they chose to do it correctly rather than simply covering it up. It demonstrated their experience and attention to detail as well as a commitment to quality.
They consulted me on small finishing details like the color of the exterior outlets, dryer vent, and utility fixtures. I didn't realize I’d care about such things until I saw the finished result.
The crew arrived on time every morning and worked steadily throughout the day, sometimes even in less-than-ideal weather when conditions allowed. Watching the project unfold gave me a new appreciation for how much preparation goes into a quality siding installation. Removing the old siding, repairing areas as needed, installing house wrap, preparing trim, and carefully finishing every detail required far more work than I had imagined.
My installation took approximately two weeks. I have a larger home, the original siding had a significant number of nails to remove, and several days of heavy rain delayed progress.
Throughout the project, I was visited twice by the project manager and twice by the owner. They wanted to make sure I was happy with the work, answer any questions, and address any concerns before they became problems. My questions were minor, but each one was treated seriously and resolved promptly. That level of involvement gave me confidence that if a significant issue had come up, it would have been handled just as professionally.
At the time of writing, the siding installation is complete. The only remaining items are a few pieces of specialty window trim that were backordered and the gutter installation, which will be completed by a separate crew.
Looking back on the entire process, I made the right decision. The product is excellent, but more importantly, I have complete confidence in the people who installed it. For me, that ultimately proved to be the most important part of the project.
Final Result:
Certainteed Monogram. Color: Deep Mineral
Every homeowner dreads the idea of needing to replace their roof — at least we did. It’s expensive, it’s messy, it takes forever; the list of apprehensions goes on and on. We started researching once we had enough money set aside to complete the project and came across an ad for Tall Pine Roofing on Facebook and decided to give them a try since they offered free estimates. The salesman, Ben, who came to do our estimate was communicative, punctual, knowledgeable, and friendly. He gave us our quote, wasn’t pushy at all, and was even willing to work with us to find a plan that worked for our budget. The quote approval process was easy and scheduling was simple. The crew who came for install day was efficient and professional. We had just planted some new flowers in front of our house and we asked them to take care not to damage them and they were very respectful of our request. They did a thorough job cleaning up afterwards and we're very happy with the finished project.
My fiancé and I bought our first home two months ago and we weren’t prepared to redo our entire siding but Sean and his team made the whole overwhelming process smooth and easy. Sean and his team did an amazing job on our siding! From start to finish, they were on top of getting the job done! We couldn’t be more grateful for Sean and his team during this entire process and easing all of our concerns. I will let the photos speak for themselves!
I had thought I had an ant problem at my roof and called Tall Pines to come inspect for issues. They were professional and kind . Ultimately I needed to replace the roof in order to find any damage. Fortunately there were no ant related damages. But now I can rest easy knowing that it will last years. I appreciate all the time they spent answering my questions. They came with a great team that completed the project in one day!!
Thank you Tall Pine Roofing
I worked with Sean and the TPR crew and they are awesome! Sean is very knowledgeable and on top of every aspect of the job from start to finish. Highly recommend!
Awesome service provided by Tall Pine Roofing. Very informative and communicative throughout the process with the sales team answering every question along the way. Roof looks perfect and seems like they used really solid materials. Will definitely be using again and referring to others.
Tall Pine Roofing is the kind of crew you call when you just want the job done right the first time. They show up when they say they will and keep the jobsite clean from start to finish. Whether it’s a small repair or a full roof replacement, their work is solid and built to last.
I’ve personally known Sean for years, and he’s known for his integrity and strong work ethic. Roofing runs in his family, and with years of hands-on experience, he truly knows his craft. I’d recommend Tall Pine Roofing anytime.
I 100% recommend Tall Pine Roofing! The owner, Sean, is honest, kind and completely reasonable! Sean and his team were at their best and efficient! They talked to my 7 year old daughter while installing the windows answering all of her questions and showing her how to use some of the tools! I highly recommend calling them if you want the best job done!
Highly recommend Tall Pine Roofing. This company is incredible. We just got our roof done December 12th. This company went beyond and above my roof had a bunch of snow on it since we had 2 storms. Some how they shovel off our roof and took all the old shingles off and put new ones on in one day. Even my neighbors came to us the next day and said they were so impressed how they did all that in one day .. They didn’t even charge us for shoveling off the roof. Not to mention I had to reschedule them a few times cause my tree company keep needing to reschedule us . They were so easy to work. If we ever get a new house in the future we will hire this company again. Best company we have ever worked with . Thank you everyone at Tall Pine Roofing.. We really appreciate you guys. Thank you for a wonderful experience.
This is a great local company in Deerfield to work with. Ben, Kim, Kurtis, and Phil were very professional and made the entire process easy to navigate. The roof and skylight installation was quickly scheduled and the end result came out great. The actual crew doing the installation were highly skilled laborers and completed the installation in a single day. At Tall Pine, Ben and Kurtis provide the initial consultation. Phil was our project manager and has a wealth of knowledge in this field and Kim from the main office was also great to work with. Thanks again!
From beginning to the completion of the job, truly just an awesome company and crew to do business with. Highly recommend. Communication is the key to everything and these guys absolutely know what they are doing. Great job, done right and the clean up was awesome. They sided my garage, supplies were delivered and they did it the next day. Uf there was a 10 star option, i would have given it.
I hired Tall Pine Roofing and Siding to complete a full vinyl exterior and asphalt roof for a project in Rochester, NH. As a builder, I value working with professionals who meet price and schedule expectations. Shaun met expectations and more – adding detail work which saved me time down the road. Tall Pine delivered a durable, aesthetic exterior to meet my client's needs for decades to come.
Sean (owner) and Kurtis (Sales Person) did a fantastic job replacing our roof. They tore off 2 layers of roofing material and replaced sheets of ply wood before installing the new roof system. They also properly sealed around our stink pipe and our electrical pole. Their crew was amazing because they showed up, worked, and cleaned as they went. 2 roofs (our house and garage) were done in one day. The next day it poured rain and no leaks! Our place looks amazing! As I type this their subcontractor (603 Seamless Gutters) is installing gutters on our home and garage. Thank you 603 Seamless Gutter team for putting up with all my questions! You rock! I am beyond happy with both of these companies and recommend them with zero hesitation!
Tall Pine Roofing is excellent! Their customer service is outstanding, they go into great detail in their proposal, down to the type of nail they were going to use, I was highly impressed. Not something I have found with any other companies. They are fair and don’t try to gouge you or sell you something you don’t need, you can tell they are really looking out for you. They communicate every step of the way and are easy to get a hold of if you have any questions. Their team is like a well oiled machine and you can tell they love to make their customers happy and take great pride in their work. I would highly recommend Tall Pines Roofing and am so thankful that we found them. I will definitely be using them for any future projects we need and will be referring them to all my friends. They are the best of the best and it was truly a pleasure and blessing to get to work with them.
Thank you guys again so much!
Alyson and Dave
Professional, competent, thorough, attention to detail, showed up when scheduled, fair pricing, they truly checked all of the boxes for what we hope for when hiring someone for a project. Their work was impeccable and their attention to detail very refreshing. Sean came out several times to discuss and assess our siding project and was on site while it was being done. Very professional crew who clearly knew what they were doing. We will be using them again for future projects as they arise. Highly recommend!
I highly recommend Tall Pine Roofing. I had a leak in my roof and they were quick to respond and quick to get me on the schedule. I had the
pleasure of working with Nate and Kurtis, these two were very responsive and professional. Be sure to shop local and go with Tall Pine Roofing.
Tall Pine Roofing did an excellent job replacing my moms roof. They were professional, efficient, and communicative from start to finish. The crew worked quickly, maintained a clean worksite, and delivered high-quality results. The new roof looks great, and their warranty gives me peace of mind. Highly recommend!
⭐⭐⭐⭐⭐ (5/5 stars)
Sean and his crew were phenomenal! After past frustrations with other contractors, the Tall Pines team immediately put us at ease with their professionalism and transparency. Sean personally came over multiple times to walk us through different siding options, ensuring we made the best choice for our home. The quotes were detailed, clearly itemizing upgrades in a way that was easy to understand.
The installation team worked tirelessly, maintaining open communication throughout the entire process. Their attention to detail was second to none—if materials didn’t meet their high standards, they didn’t hesitate to send them back for better quality. From start to finish, their commitment to excellence and outstanding communication made all the difference. We couldn’t recommend them more highly!
Sean and his team at Tall Pine Roofing did an incredible job on my stairs and deck. Promptly came out to provide a quote and came in very competitive. Showed up each day on time and was up front and honest during the entire process. The quality of work was exceptional. Truly provided a professional level of detail to ever step of the process. Sean frequently engaged with me to ensure I was pleased with progress.
I would strongly recommend Tall Pine Roofing for any deck project you may have.
Ready to replace your roof before next winter, or just want a professional opinion? Call us at (603) 866-4611 or request your free estimate online. Want a ballpark first? Try our instant satellite roof estimate. We’ll come out, look at the whole roof and give you an honest recommendation.
