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O'Leary Roofing Co.

Roofing, Home Building, Gutter Repair and Replacement,

About us

Discover the O'Leary Roofing difference in Stroudsburg, PA. We specialize in partial or full roof replacements, using high-quality GAF materials. Our core values of integrity and excellence shine through in every project, ensuring superior workmanship and customer satisfaction. With financing options available and manufacturer warranties of up to 50 years, O'Leary Roofing is your reliable choice for enduring and worry-free roofing solutions.

Business highlights

41 years of experience

Services we offer

Roofing, Gutters & Replacement Windows.

Services we don't offer

Ask for details.

Amenities

Eco Friendly Accreditations

Yes

Free Estimates

Yes

Warranties

Yes

Accepted Payment Methods

  • PayPal
  • Financing Available
  • Check
  • Visa
  • MasterCard
Reviews
5.0192 Reviews
Number of StarsImage of DistributionNumber of Ratings
5
98%
4
1%
3
0%
2
0%
1
1%

Filter reviews by service

Showing 176-192 of 192 reviews
Matt P.
Apr 2015
5.0
Roofing
Yes, I recommend this pro
$2,200
Professional and helpful. John went over every detail, provided a packet for questions and detail on products used.  I appreciated the expert help in determining how much work should go into my project.

Matthew A.
Mar 2015
5.0
Roofing, General Remodeling + 1 more
Yes, I recommend this pro
$55,000
The process was well planned and executed. The contractor made sure everything was to our liking. One thing we really liked is that he made suggestions as the process was unfolding. I was on site pretty much everyday and saw the process throughout. It was amazing to see the transformation. In addition to the kitchen and bathroom we also had the hallway and interior doors replaced. Everything came together better than we anticipated. We love what O'leary did and would recommend him to anyone.

Sandra S.
Feb 2015
5.0
Roofing
Yes, I recommend this pro
$8,000
it was a great job done!!!!   we contacted john he came over in a very short time. we discussed what we wanted done we asked him  what his ideas were on the project and if it was his home what would he do. very straight with answers. he could have told us to do all kind of things but he said lets do the lease and work forward if needed. he went home and worked up a price. he included his insurance information and his license # . we decided to do it the way he suggested.within a week we set a time to start. very prompt was on time and had all he needed to do job. started right in (i had to work so i gave him a key) he can be trusted with any thing we have. very honest man. his crew is very pleasant too. they did the work as quiet as they could cleaned up like they weren't there. we have renters upstairs and they commented how wonderful the people were doing the work. john also spoke to our renters to let them know what to expect during the project.he made sure the water was running the correct way to sump pumps. also came back to check on job. he said he will be back when we have a hard rain. winter is here now so we get snow or freezing rain, which doesn't affect basement. very fair man! price was excellent.

Kenneth A.
Dec 2014
1.0
Roofing, Gutter Repair and Replacement + 1 more
$1,450

I had a aluminum roof installed by Machose contracting and the workmanship was poor. I needed a contractor to repair the new aluminum roof and fascia boards properly. I called O'leary contracting and J.M. Shinn roofing for estimates. O'leary was a little cheaper so my wife wanted to use him.



Well you get you pay for, O'Leary did the work but right away there were problems. Gutter wasn't finished properly and where he flashed the awning every time it rains water leaked in behind the awning. Also the wood fascia boards he installed are not strong enough to hold the aluminum roof edging and the screws are backing out. I also found out later he never installed all the boards he was supposed install. I called him and emailed him several times but he doesn't want to hear the problems and now says " I SHOULD NEVER TAKE REPAIR JOBS"    I AGREE! He didn't fix a dam thing properly!



 

I have J.M. Shinn roofing coming to do the proper repairs<what I should done in the 1st place)
Response from O'Leary Roofing Co.

"You asked for a partial refund and I sent you a check. Weeks later you called telling me of more problems with the job. All work was supervised and specified by the owner. I offered you a full refund and you said don't send a check. Best I can do Ken. Sorry I was not given a chance to put a great metal roof on for you to begin with. As the only F I have received from a member that I did work for . My other reviews speak for themselves."


Valery A.
Dec 2014
2.0
Roofing
Called Mr. O'Leary and had a wonderful conversation with him regarding doing an estimate for the roof replacement. Was promised that an estimate would be done in a few days. Nobody contacted me  in a few days or for that matter in a few weeks. Called the office and left a message. Nobody responded.
Response from O'Leary Roofing Co.

"I e mailed a detailed estimate to the address provided. I will attempt to resend this evening."


Andrew W.
Nov 2014
5.0
Roofing, Window Service + 1 more
Yes, I recommend this pro
$20,000
John and his crew were great. Unlike other contractors John is onsite with the crew. John was great from planning, to installation, sent me pictures of the progress when I couldn't be there and even came back after the job was complete to explain everything in detail. John is detail oriented and it shows though in the finished work. Very satisfied and look forward to working with O'Leary Construction on future projects.

Charles V.
Oct 2014
5.0
Roofing
Yes, I recommend this pro
$13,000

Mr. O'Leary and his crew of workers arrived at the specified time given, and immediately went to work.  They placed tarps around the perimeter of the house, and removed the old roof, removing debris as they went along.  His crew of workers, were very professional, courteous, and very pleasant to converse with.  Not ever did they stop their work, even taking turns to have their lunch.  He and his crew did an exceptional job replacing the roof and the two skylights which O'Leary pointed out were slightly damaged and would have to be replaced within a two year period.  I was very grateful for his honesty. 

The warranty we received on the roof was excellent.

His expertise is that of a professional, and I would highly recommend him!



Michael S.
Sep 2014
5.0
Roofing
Yes, I recommend this pro
$6,900
great, I have a properly installed, beautiful new roof. No problems.

Patricia L.
Sep 2014
5.0
Roofing
Yes, I recommend this pro
unknown

Timothy K.
Jul 2014
5.0
Roofing, Window Service + 1 more
Yes, I recommend this pro
$15,000
John is a nice person. They did everything as planned. It's been almost 2 years and it is clear our siding was installed correctly. I noticed that other homes have buckled siding. We don't. Hurricance sandy blew siding off several homes nearby but ours is fine. We love our big window. The copper top is nice. John is a craftsman in that he made that copper top from a sheet of raw material.

Luis C.
Jul 2014
5.0
Roofing
Yes, I recommend this pro
$800
There was a leak and he came out and gave me an estimate along with some minor work. He is very and explained the work to be done. He gives good suggestions and he is friendly.

Sheryl D.
Jun 2014
5.0
Roofing
Yes, I recommend this pro
Great!

Rob W.
May 2014
5.0
Roofing
Yes, I recommend this pro
$375
I found John to be very professional. He definitely knows his business. He arrived on time with a friendly demeanor and walked with me around the house to conduct the estimate. By walking with me, and not just doing his own inspection, he afforded me the chance to point out some major areas of concerns I happened to be concerned around, and he informed me of his ability/willingness to fix/repair them.
After conducting our walk around, he did his own inspection a second time, of the same gutters and drainage system I had just dragged him through. Taking notes the entire way. ( a true mark of professionalism )
He provided me with an estimate very shortly after and allowed me time to gather others before making a decision. ( with no pressure ) After deciding to use his services, he arrived on time, and go right to work.
Positives:
+Very knowledgable
+Very personable
+ Provides tips and tricks to get the most out of your system
+Arrives on time
+Performs excellent work.
Negative:
- He had a Husquvarna leaf blower. It was a piece of crap.
I would HIGHLY reccomend this business to anyone willing to get wonderful performance, with breaking the bank.
I will use this business service again. ( I am going to call him this week for something else that just came up )


Mark D.
May 2014
5.0
Roofing, Gutter Repair and Replacement
Yes, I recommend this pro
$300
What I was most impressed with was that he was able to fix it right away today as I was just expexting an estimate.  He gave me an estimate and had all the parts with him and instead of making us wait, he cleaned out, pulled all the old gutter hangers and replaced them with new, stronger ones.  This was just a small job, but I will definitely call Mr. O'Leary again if I need more contractor services like gutters, roof or siding.

Tammy R.
Feb 2014
5.0
Roofing
Yes, I recommend this pro
$400
I called at about 11 am, because I noticed my ceiling leaking water. Mr. O'Leary answered right away, and because it was an "emergency" situation, he came out right away. He and his assistant were at my house in about 30 minutes. He assessed the situation in about 10 minutes, and gave me two options (less expensive and more expensive) to remove the snow from my roof, which was causing the water to back up onto my ceiling. I chose the more expensive option (which was not that expensive at all), and they went to work! They did a thorough job, and even helped me to make the decision of whether or not to file an insurance claim for the minor damage. Mr. O'Leary was very professional throughout the entire process. I highly recommend his services!

Eric S.
Feb 2014
5.0
Roofing, General Remodeling
Yes, I recommend this pro
If you told me a year ago that I'd find a reliable, competent, reasonably-priced and pleasant contractor in the Poconos, I would have laughed in your face. After having our roof mangled by another local chimney-guy-with-a-roofer-buddy, I got John's number from the folks at the Tom X Pub. Weeks later, he gave us a beautiful new roof and skylights for way less than other estimates and the job was done right. After realizing that our roof was now the nicest part of our home, we decided to ask John if he could take on some other projects for us. He is currently finishing our sunroom, repairing our stairs and finishing a full bath. John does top-quality work at a reasonable price and he follows up throughout the job with photos and updates. We really could not be happier with the work he has done and we will be working with him for many years to come.

Robert T.
Dec 2013
5.0
Roofing
Yes, I recommend this pro
$500
John and his crew set expectations, made promises and delivered on everything with no surprises. It's great to know that there are still contractors out there were do what they promise.

Patricia D.
Dec 2013
1.0
Roofing, Siding Service
Mr. Oleary came to give me an appraisal on removal of shingles all around the house and Install new shakes & siding. I also wanted new roofing installed with a roof build out for better ventilation. I also wanted a new bay window to replace my front window. He showed up to see what I wanted done & appraise the job but I never heard from him again. I think it may have been too big of a job for him.
Response from O'Leary Roofing Co.

"I responded to client with an e mail budget for the work. I am sorry if you did not receive. Giving me an F with out a phone call is un called for as I did respond. Possible spam folder."


Sue B.
Dec 2013
5.0
Roofing, Gutter Repair and Replacement
Yes, I recommend this pro
$770
Mr. O'Leary arrived as promised, completed the job the same day.  I now have beautiful new gutter guards and my roof again looks splendid!  I would definitely use Mr. O'Leary again for any future work I may have.

Nancy C.
Oct 2013
5.0
Roofing
Yes, I recommend this pro
$12,000
Excellent, professional job.  Fast service and speedy work that was done with a lot of attention to detail.  Great crew and John O'Leary is terrific.  We have been doing business with him for about 37 years.  We worked first with his father, Bob O'Leary - retired. When Bob retired, we had John work on our new house and previously he has sided the whole house with vinyl siding and also put a roof on a small addition.  This re-roof was needed and now the whole house looks amazing due to have all the roofs one color.  The new gutter guards are fantastic.  The price was also wonderful as other estimates far exceeded the O'Leary Construction price.  So we got top of the line work for a great price.  The clean-up was fantastic and they left the work area and our whole yard cleaner than when they began.  We could not be happier or more pleased with a job well done.

John R.
Oct 2013
5.0
Roofing
Yes, I recommend this pro
$8,700
They came early and stayed until the job was complete in one day as promised. The owner was on site for the job and supervised the whole operation.  Throughout the process the owner was very responsive with information and contact.  I got 2 other estimates from known reputable companies and O'Leary had the best price using the same products and techniques as the other companies. The staff was professional and courteous.  At the conclusion before leaving they did a thorough clean up of the premises. Have already recommended them to a neighbor and would use them for other services.

Sandy C.
Sep 2013
5.0
Roofing
Yes, I recommend this pro
John O'Leary (O'Leary Construction) did an exquisite job on our new roof and gutters.  He is a competent skilled craftsman who pays extreme attention to detail.  He maintains excellent work ethics.  John takes great pride in his work and customer satisfaction is a priority to him.  John is easy to deal with....honest and very fair with his pricing. 



John and his crew were pleasant to be around...all were courteous and conducted themselves like gentlemen.  All were hard workers.



We highly recommend John O'Leary and his crew for your home improvements needs.  With John as your contractor, you can rest assure you will get a job well done at a fair and reasonable price. 



We urge all looking for a home improvement contractor to contact John at O'Leary Construction.



Barbara A.
Sep 2013
5.0
Roofing
Yes, I recommend this pro
$3,000
John and his crew showed up first thing in the morning as promised and when I got home from work the roof was done and besides the roof looking fantastic, you couldn't even tell they were there!  Not a speck of left over material or scraps to be found.
I would defiantly recommend O'Leary Construction for any job needed big or small.


Harry M.
Sep 2013
5.0
Roofing, Window Service
Yes, I recommend this pro
$7,000
He was honest and took the tilme to communicate all the issues and possibilities
He was open to our requests and opinions
exccellent customer service.
"did what he said it would due when he said he would do it"


Denise F.
Aug 2013
5.0
Roofing
Yes, I recommend this pro
$1,500
After a horrible experience with a mason (Earl Sipley Masonry) who forgot to put my flashing back on the chimney before stoning and roofing Mr. O'Leary come to my rescue.  Prior to his arrival I had other roofers come in only to make matters worse.  When I FINALLY had John O'Leary come to my home he was able to FINALLY fix the problem at hand.  He was extremely professional and knowledgeable.

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Showing 176-192 of 192

Licensing

Insured

Licensed*

Trade License Number

PA024680

Trade License Locale

PA

Trade License Authority

Pennsylvania Office of Attorney General - Bureau of Consumer Protection

Trade License Expiration

07/01/2023

State Contractor License Requirements

All statements concerning insurance, licenses, and bonds are informational only, and are self-reported. Since insurance, licenses and bonds can expire and can be cancelled, homeowners should always check such information for themselves. To find more licensing information for your state, visit our Find Licensing Requirements page.

*Contact business to see additional licenses.

FAQ

O'Leary Roofing Co. is currently rated 5.0 overall out of 5.
Monday: 7:30 AM - 5:00 PM Tuesday: 7:30 AM - 5:00 PM Wednesday: 7:30 AM - 5:00 PM Thursday: 7:30 AM - 5:00 PM Friday: 7:30 AM - 5:00 PM Saturday: Closed Sunday: Closed
O'Leary Roofing Co. accepts the following forms of payment: PayPal, Financing Available, Check, Visa, MasterCard
Yes, O'Leary Roofing Co. offers free project estimates.
Yes, O'Leary Roofing Co. offers eco-friendly accreditations.
No, O'Leary Roofing Co. does not offer a senior discount.
No, O'Leary Roofing Co. does not offer emergency services.
Yes, O'Leary Roofing Co. offers warranties.
O'Leary Roofing Co. offers the following services: Roofing, Gutters & Replacement Windows.
Ask for details.