★★★★★ 5.0 · 49 Google reviews
G ★★★★★ 5.0 from 49 Google reviews · BBB A+ Accredited

Roofing Contractor in Wellesley, MA

Wellesley separated from Needham in 1881 and built substantial housing from the start. It is our longest regular run — roughly twenty-seven miles northwest — and we would rather tell you that plainly than pretend otherwise.

20+Years on the roof
5.049 Google reviews
1 dayMost roofs finished
FreeWritten estimates

Free Wellesley roof estimate

Tell us where you are in Wellesley and what you are seeing. We come out, measure and price it in writing.

Prefer to talk it through? Call 508-510-2233 — we answer Mon–Sat, 7 AM to 9 PM.

Licensed & insured · MA HIC #204689
Based on Turnpike St, South Easton
Free written estimates
5.0 stars · 49 Google reviews
BBB A+ accredited
Sunset Home Improvement crew starting a roof replacement on a Cape-style home
1881Wellesley incorporated

Roofs in Wellesley

Substantial houses, complicated roofs

Wellesley voted to separate from Needham in 1880 and incorporated in 1881, taking its name from the Hunnewell estate. The housing built since has tended toward the substantial, which on a roof means more pitches, more valleys and more places for water to find a way in.

  • ✓ Complex rooflines with dormers, turrets and multiple valleys
  • ✓ Slate, tile and cedar alongside asphalt across the older stock
  • ✓ Copper and specialist flashing details worth preserving properly
  • ✓ Steeper pitches that take longer and need different staging
  • ✓ A designated historic district around Cottage Street with homes from the 1860s

What we see on Wellesley roofs

Where the detail is
most of the work

On a simple gable, the shingles are the job. On a Wellesley roof with four valleys, three dormers and a copper-lined gutter, the shingles are the easy part. The flashing, the transitions and the edge details are where the roof is actually won or lost.

  • ✓ Valley and dormer flashing that needs replacing rather than reusing
  • ✓ Transitions between roof planes and wall surfaces
  • ✓ Chimney flashing with proper step and counter-flashing, not tar
  • ✓ Ventilation on cut-up roofs where a simple ridge vent is not enough
  • ✓ Mature tree cover dropping debris into valleys across much of town
  • ✓ Homes near the Wellesley, Babson and MassBay campuses on the older streets

Permits in Wellesley

The Building Department,
and possibly the Historic District Commission

The Town of Wellesley Building Department issues building permits, noting that most but not all construction projects require one. Wellesley also has a Historic District Commission that issues Certificates of Appropriateness. We establish which applies to your house before quoting. We hold Construction Supervisor License CS-118483 and HIC registration #204689.

Sunset Home Improvement crew on a roof job
A+BBB accredited

Licensed, local, accountable

Check us out before you let anyone on your roof.

Sunset Home Improvement Inc. is a South Easton company working up into Wellesley. The owner has more than 20 years of hands-on roofing experience, and the person who quotes your roof is on your roof. Here is what you can verify before you call:

  • ✓ Massachusetts Home Improvement Contractor registration #204689
  • ✓ Massachusetts Construction Supervisor License CS-118483
  • ✓ BBB Accredited Business with an A+ rating
  • ✓ 5.0 stars across 49 Google reviews
  • ✓ A written, itemized estimate before any work starts
Book a free inspection More about us →
5.0
★★★★★
49 Google reviews

What your neighbors say

Forty-nine reviews. Not one below five stars.

★★★★★

“Chris and his team were fantastic to work with. Fast, efficient work and a great price too. Definitely refer my friends and family in the future for any home improvement needs.”

M
Michael LuuGoogle review
★★★★★

“I have a two-story cape with a large garage. The crew showed up at 7:30 AM… completely stripped my roof, put down barrier and shingles. Completely done in 12 hours.”

J
Joel HovanesianGoogle review
★★★★★

“Super up front about pricing! Handled everything amazingly and was very easy to work with.”

J
Justin JohnsonGoogle review

Wellesley roofing questions

What Wellesley homeowners ask us

How far is Wellesley from your shop?
Roughly twenty-seven miles northwest, and the drive is traffic-dependent. It is one of our longest runs and we are upfront about that.
Do I need a permit to re-roof in Wellesley?
A roof replacement is permitted work under the Massachusetts building code. The Wellesley Building Department handles it, and if your house sits in a historic district there may be a Historic District Commission step too. We check both before quoting.
My roof has four valleys and three dormers. Does that cost more?
Yes, and honestly so. Cut-up roofs take longer, use more flashing and more ice and water shield, and have far more places to get wrong. The estimate itemises it rather than burying it.
Can you work on slate or tile?
Tell us what you have and we will tell you honestly whether it is a job for us. We would rather refer you on than learn on your roof.
When did Wellesley become its own town?
West Needham residents voted to secede in October 1880, and Wellesley incorporated on 6 April 1881.
Do you do gutters and fascia at the same time?
Yes, and on complex roofs it often makes sense to. See gutters.

Easton and nearby

Roofing in Wellesley and the towns around it

North Easton, South Easton, Eastondale and Furnace Village — and the neighboring towns every week.

See the full service area

Sunset Home Improvement Inc roofing services truck
Sunset Home Improvement logo mark495 Turnpike StSouth Easton, MA 02375

Get a written roofing estimate in Wellesley.

Free inspection, a written estimate you can hold onto, and a straight answer about whether you need a repair or a replacement.