Tall Pine Roofing is based in Deerfield. Not “serving the greater Deerfield area” from an office two counties over — actually here, on North Road, with our trucks and crews starting their day in town. If you live in Deerfield, we are your closest roofing contractor, and most of the roofs we have worked on within a few miles of the shop belong to neighbors.
That matters more than it sounds. Roofing problems in this part of New Hampshire are specific, and a crew that drives past these houses every day knows what they are before they get on the ladder.
Why Deerfield Homeowners Work With Us
We are a family-owned roofing and exterior renovation company, an Owens Corning Preferred Contractor, fully insured, and Google Guaranteed. Every installation carries a 25-year transferable workmanship guarantee alongside manufacturer warranties of up to 50 years on qualifying shingles. Most residential roofs are completed in a single day with a member of management on site for the duration.
Being local also means we are easy to check on. Ask around town. That accountability is worth more than anything we could write on a web page.
Deerfield is a rural, heavily wooded town of roughly 4,800 people spread across a lot of land. Most houses sit on wooded lots down long driveways, and that shapes nearly every roofing problem we see here.
Tree debris is the big one. Pine needles collect in valleys and behind chimneys, hold moisture against the shingles, and clog gutters faster than most homeowners expect. North-facing slopes under heavy tree cover stay damp and grow moss and black algae streaking. Overhanging limbs drop branches during ice storms and scrub granules off shingles in wind.
Older housing stock. Deerfield has a lot of antique capes, colonials, and farmhouses, many with additions and ells added over generations. Those create complicated rooflines — multiple pitches meeting at odd angles, low-slope connectors between sections, and valleys that funnel water from two planes into one. They also tend to have minimal attic insulation and little or no soffit ventilation, which is the root cause of most ice dams.
Inland cold. We do not get the Seacoast’s salt air, but we do get colder nights and deeper freeze-thaw swings than Portsmouth or Hampton. That cycle is exactly what builds ice dams at the eaves. If you have watched icicles form along your gutters every February, that is what is happening, and it is fixable.
Access. Long dirt and gravel driveways, tight tree lines, and outbuildings mean staging a job here takes planning. We know these roads.
A full Owens Corning roofing system we completed in Deerfield — Duration architectural shingles over Rhino ice-and-water barrier and U20 synthetic underlayment, with new drip edge.
We tarp the house before tear-off, clean up at the end of every workday, and finish with detailed magnetic sweeps of the driveway and yard. On gravel driveways — which describes much of Deerfield — magnet sweeps matter more, because a dropped nail disappears into the stone rather than sitting visibly on pavement. If the job runs through winter, we return after the snow melts for a final sweep.
We would be doing this anyway, but there is a particular incentive to leave a clean site in your own town.
Financing and Warranties
We offer $0-down financing with low-interest options, so a roof that needs replacing does not have to wait for a better month. Estimates are free and carry no obligation, and if your roof has a few years left we will tell you so.
Deerfield Roofing FAQs
Are You Really Based in Deerfield?
Yes. Our shop is at 43 North Road in Deerfield, and it is where our crews and trucks start the day. A lot of roofing companies list towns they can drive to. Deerfield is home.
My Roof Is Covered in Moss and Black Streaks. Does It Need Replacing?
Not necessarily. Black streaking is usually algae and is mostly cosmetic. Moss is more serious — it holds moisture against the shingles and lifts their edges over time. Both are common on shaded Deerfield roofs. Whether it means replacement depends on the age and condition of the shingles underneath, which is what an inspection is for. We will tell you honestly if cleaning and trimming back branches buys you several more years.
Do I Need a Permit to Replace My Roof in Deerfield?
Typically yes for a full replacement, and typically not for minor repairs. We handle permitting as part of the job and confirm current requirements with the town on every project rather than assuming, since fees and rules change.
Can You Handle a Long Dirt Driveway or a Tight Wooded Lot?
Yes — it describes a good share of the properties we work on. We will walk the site during the estimate and plan dumpster placement, material staging, and truck access before the crew arrives, so nothing gets improvised on the day.
Why Do I Get Ice Dams Every Winter?
Warm air escaping into the attic melts snow on the upper roof, and it refreezes at the cold eaves. It is an insulation and ventilation problem far more often than a shingle problem, which is why replacing the roof alone often does not stop it. Older Deerfield homes with finished attic space or blocked soffits are especially prone.
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.
We are a few minutes away. Whether it is an active leak, storm damage, or a roof that has simply aged out, we will come take a look and give you a straight answer at no cost.
