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TRUSTED BY MILFORD, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon888
    Verified roofing services reviews

Top-Rated Roofers in Milford - Updated Nov 2026

Avatar for On Top Roofing
On Top Roofing
4.6(
179
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or Replace - For Business+26 more

Serving Milford, MA and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"On Top Roofing is Top of the Line Roofer. Professional delivery with solid quality! Company was hired to correct the issues caused by a prior roofer whose incompetence has cost me additional thousands in repair. On Top Roofing installed a ridge vent that the prior roofer only placed on the roof, re-flashed the chimney where prior roofer failed to install to match new rook lines, re-surface flat rook where prior roofer ignored. In addition, On Top Roofing was used on apartment buildings to help close up the roof and eliminate a bat problem. On the Top Roofing is the only roofing company to use. It takes a while to get on their schedule, but they show when they say the will and do the job they say they will do. Only hire On the Top!! You will not regret."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+11

Response time11 hrs
Response rate100%
4 neighbors recently requested a quote
Avatar for DelPrete Home Improvements
DelPrete Home Improvements
4.9(
249
)
Asphalt Shingle Roofing - RepairNatural Slate Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace+26 more

Serving Milford, MA and surrounding areas

Approved

In business since 1992

Free estimates

Warranties offered

"As I was looking for a company to do my roof, I didn't want just anyone. I wanted someone who would take care of my needs and to replace old with the new. Beantown informed me upfront all the expectations. If there was something needed to added like payment because needs more support, Beantown would tell me along the way and not after the fact. If your looking to get a new roof, Beantown is your place to go. They are fair and reasonable and understand your needs. There is no question to Big or too small that they can't answer. Awesome Work Guys!"
Home exterior makeover. New roof using Owens Corning Trudefinition Duration in Onyx Black. New vinyl siding with Certainteed Monogram in Midnight Blue with White trim. New deck in AZEK Island Oak decking. New Harvey slider. New Thermatru  doors.
Deck Upgrade in Halifax, MA. Old deck boards were removed and new AZEK decking in Island Oak with Premier White railings were installed.
Final photo of pool deck pressure treated wood and AZEK decking in Coastline.
Final photo. We stripped the existing roof and removed the heat wire. We inspected the roof deck for rotted wood and replaced. Next we installed Owens Corning Roofing System including Trudefinition Duration Shingles in Onyx Black. Heat wire was reinstalled.
Stripped existing siding and replaced any rotted wood. Installed Henry Blueskin water barrier underlayment. Next we installed James Hardie fiber cement smooth plank siding in Monterey Taupe. New homeowner painted PVC rake boards and fascia were also installed along with new gutters in Eggshell.

+744

3 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Global Home Exteriors, Inc.
Global Home Exteriors, Inc.
4.8(
86
)
Flat, Foam, or Single Ply Roofing - Install or Replace- For BusinessAsphalt Shingle Roofing - Repair - For BusinessSealant for Roof - Apply- For Business+2 more

Serving Milford, MA and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"I had a leak that can be seen from a ceiling. Called several roofing companies and got no reply back. Used home advisor and have Andrea called me and scheduled the visit promptly for Freddy to come and check the leak. Freddy was very professional, identified the leak that was due to improper seal of one of the skylights and fixed it right away. He also checked my other skylights and some had the same problem which he fixed. Freddy checked my roof for issues and provided tips for maintenance so it can last long. Definitely will recommend Global Home Improvement, Inc as a honest and very professional company !"
Roof Replacement
Roof Underlayment
Roof Installation
Roof Prep & Install
Shingle Installation

+1

Response time3 days
149 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for RB FARINA ROOFING & CONSTRUCTION, INC.
RB FARINA ROOFING & CONSTRUCTION, INC.
4.2(
80
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or ReplaceFlat, Foam, or Single Ply Roofing - Install or Replace+19 more

Serving Milford, MA and surrounding areas

Approved

In business since 1984

Free estimates

Emergency services offered

"Quick response to repair leak which was great because heavy rains were on the way. Partial roof replacement was very conveniently scheduled around the weather and my and my tenants availability. Work was completed in less than a full day. They cleaned up well. No mess left outside the house or on the porches (3 family house)."
commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co
commercial TV RB Farina Roofing Co

+32

30 neighbors recently requested a quote
Recommended by84%of homeowners
Avatar for Cook's Roofing
Cook's Roofing
4.7(
44
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+26 more

Serving Milford, MA and surrounding areas

Approved

In business since 1975

Warranties offered

Customers say: True professional

"Mr. Cook responded promptly to my request for an estimate on my roofing job. He arrived as promised and provided a very thorough and fair estimate for the work requested, which was re-roofing the house, a garage, an addition and a shed, adding a 27' section of gutter to my garage and replacing two skylights in my addition. He was professional and personable, as well as very knowledgeable. The estimate he provided was complete and fair. In addition, he provided a list of homes he had roofed (with shingle colors) so that I could get a good idea of the color in actual lighting conditions. I was very pleased with his interaction and have no doubt as to his capability. Unfortunately, you can only hire one firm and I opted for a different company but you should contact him for an estimate on your job. He is well established and would be competitive."
Additional Photos
Additional Photos
Additional Photos
New Roof for a home in Upton, Massachusetts with Moire Colored CertainTeed Shingles
New Roof for a Home in Mendon, MA. CertainTeed Shingles in Colonial Slate Color Blend

+2

Response time1 day
16 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for Long Home
Long Home
4.3(
96
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Milford, MA and surrounding areas

Approved

In business since 1945

Free estimates

Emergency services offered

"Long Roofing went above and beyond when installing our roof and gutter. The job turned out more difficult than we thought it would be but Long Roofing made me feel comfortable and reassured that they would fix everything. Everyone involved from the salesperson to customer service listened to our needs and treated me with respect. The roof looks amazing. I don't want to get into price, but even though you may get someone less expensive, using Log Roofing was well worth a little extra cost"
Roof Replacement
Roof Replacement
Roof Replacement
Roof Replacement
Response time10 mins
35 neighbors recently requested a quote
Recommended by84%of homeowners
Roofer's Edge & Siding Inc
4.5(
66
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Milford, MA and surrounding areas

Approved

In business since 2006

Free estimates

Emergency services offered

"The replacement went well. There was a problem with some roof cap's finish, but certainties covered it on warranty. Roofer's Edge did the work."
Response time8 hrs
1 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for Master Roof, Inc.
Master Roof, Inc.
4.8(
58
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or Replace

Serving Milford, MA and surrounding areas

Approved

In business since 2000

Free estimates

Emergency services offered

"Second generation family business, which I like, much prefer that than a huge company. They were hard working, talented, diligent and fairly prices. I got a second quote and that roofing contractor said about Master Roof's quote "that's a fair price you should use them". I was happy that I did just that."
Roof Instalation progress
Siding Instalation
Siding Instalation
Siding Instalation
Siding Instalation

+8

Response time1 day
20 neighbors recently requested a quote
Recommended by84%of homeowners
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Roofing FAQs, answered by experts

Proposals, invoices, and estimates are most often used as marketing documents and are not legally binding. Contracts are legally binding documents that detail the service offering, project considerations, and signatures from all parties. If you signed a proposal for discussion purposes while requesting a quote and you decide to hire your roofer, make sure the contracting party follows through with a legally binding contract to protect both parties.

Whether you should choose a flat roof or a sloped roof depends on your particular situation. Flat roofs tend to be less expensive to install. However, sloped roofs have longer lifespans and stand up better to heavy snow and other inclement weather.

Keep in mind that even a flat roof needs to have a slight slope, usually around 1/2 inch for every foot. If it is completely flat, water will pool and cause damage, either from weight or leakage or rot.

Clay tile roofing is common for traditional villas, while flat roofs are more standard for modern villa homes. Clay tile roofs are long-lasting, require little maintenance, and are great for warmer climates. Flat roofs are usually low-cost, energy-efficient, and allow for rooftop gardens. 

Roof repairs average around $1,100 but can easily exceed that for larger repairs. The cost of roof replacement depends on the size of your home and the materials used but averages between $4,000 and $24,000.

Homeowners insurance does not usually cover roof soft spot repair. Since this damage is usually caused by wear and tear and often found on aging roofs, your insurance claim will likely be rejected. If a soft spot develops due to damage from a storm, repairs may be covered, but in general, expect to pay out of pocket for soft spot repairs.

The Milford, MA homeowners’ guide to roofing services

From average costs to expert advice, get all the answers you need to get your job done.