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Best Roofers in Winchester, MA (2026)

1,260 roofers ranked by CR ScoreUpdated 0 paid placements in this rankingHow we rank →

The short answer

  1. 1

    Best overall in Winchester: A1 Restoration, CR Score 64/100; 5.0★ from 363 Google reviews; open 24/7.

  2. 2

    Best for emergencies (open 24/7): GF Sprague Exteriors, posts 24/7 hours; ranked #2 of 1,260.

  3. 24

    Most-reviewed: Adam Vaillancourt Roofing & Gutters, 1,088 Google reviews at 4.9★, the most of 1,260 ranked; ranked #24.

Rankings can't be bought. Contractors can't pay to change their rank or score. How we rank

1,260 Winchester roofers are ranked here by CR Score, from ten published factors. 268 are open 24/7, 910 open Saturdays and 465 open Sundays, based on posted hours. The median Google rating is 5.0★ across 1,260 rated businesses.

Top 10 roofers in Winchester at a glance

Top 10 roofers in Winchester at a glance
RankBusinessCR ScoreGoogle ratingBased inHoursBest for
1A1 Restoration645.0★ (363)Saint George, 8 mi away24/7Overall
2GF Sprague Exteriors634.8★ (859)Needham, 11 mi away24/7Emergencies
3FRS Roofing634.9★ (667)Medford, 2 mi awaySat · Sun · Evenings—
4HiCleaners635.0★ (303)WinchesterSat · Sun · Evenings—
5Northeast Industrial Roof635.0★ (123)Medford, 4 mi away24/7—
6JN Construction & Improvements635.0★ (207)Lynn, 10 mi away24/7—
7Peak Quality Roofing625.0★ (98)Melrose, 4 mi away24/7—
8UBrothers Construction: Siding, Roofing, Doors and Windows, Decks625.0★ (406)Framingham, 19 mi away24/7—
9D&G Roofing & Siding625.0★ (78)Burlington, 4 mi away24/7—
10Storm Works Roofing & Restoration624.8★ (143)Belmont, 5 mi away24/7—

The 1,260 best roofers in Winchester, ranked

Ordered by CR Score, a 0–100 score from ten published factors. Paid placement never changes the order.

Scores below: based on 8 of 10 factors; credentials and recency not yet collected. Hatched segments mark factors we don't have yet.

  1. Ranked #1 in Winchester

    #1 A1 Restoration

    Based in Saint George, 8 mi away

    64/100CR Score

    Ranked #1 because of its Google rating and trade focus: 5.0★ from 363 Google reviews, listed on Google as “Roofing contractor”.

    • 5.0★ from 363 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    View profile for A1 Restoration(617) 299-1405

  2. #2 GF Sprague Exteriors

    Based in Needham, 11 mi away

    63/100CR Score

    Ranked #2 because of its Google rating and trade focus: 4.8★ from 859 Google reviews, listed on Google as “Roofing contractor”.

    • 4.8★ from 859 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    45 Kearney Rd, Needham, MA 02494
    View profile for GF Sprague Exteriors(781) 455-2936

  3. #3 FRS Roofing

    Based in Medford, 2 mi away

    63/100CR Score

    Ranked #3 because of its Google rating and trade focus: 4.9★ from 667 Google reviews, listed on Google as “Roofing contractor”.

    • 4.9★ from 667 Google reviews
    Hours
    Mon–Fri 7:30 AM–8 PM · Sat–Sun 9 AM–1 PM
    Address
    40 Canal St # 3, Medford, MA 02155
    View profile for FRS Roofing(781) 322-6252

  4. #4 HiCleaners

    Based in Winchester

    63/100CR Score

    Ranked #4 because of its Google rating and trade focus: 5.0★ from 303 Google reviews, listed on Google as “Roofing contractor”.

    • 5.0★ from 303 Google reviews
    Hours
    Mon–Sun 7 AM–10 PM
    Address
    907 Main St APT 5, Winchester, MA 01890
    View profile for HiCleaners(781) 333-8758

  7. #7 Peak Quality Roofing

    Based in Melrose, 4 mi away

    62/100CR Score

    Ranked #7 because of its Google rating and trade focus: 5.0★ from 98 Google reviews, listed on Google as “Roofing contractor”.

    • 5.0★ from 98 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    58 Mt Vernon Ave, Melrose, MA 02176
    View profile for Peak Quality Roofing(781) 650-7458

  9. #9 D&G Roofing & Siding

    Based in Burlington, 4 mi away

    62/100CR Score

    Ranked #9 because of its Google rating and trade focus: 5.0★ from 78 Google reviews, listed on Google as “Roofing contractor”.

    • 5.0★ from 78 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    1500 District Ave, Burlington, MA 01803
    View profile for D&G Roofing & Siding(781) 265-2435

  11. #11 De La Rosa Roofing

    Based in Lynn, 10 mi away

    61/100CR Score

    Ranked #11 because of its Google rating and trade focus: 4.9★ from 135 Google reviews, listed on Google as “Roofing contractor”.

    • 4.9★ from 135 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    90 Allen Ave, Lynn, MA 01902
    View profile for De La Rosa Roofing(978) 979-7865

  13. #13 Erie Home

    Based in Waltham, 8 mi away

    61/100CR Score

    Ranked #13 because of its Google rating and trade focus: 4.6★ from 277 Google reviews, listed on Google as “Roofing contractor”.

    • 4.6★ from 277 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    230 2nd Ave #130, Waltham, MA 02451
    View profile for Erie Home(781) 773-2427

  14. #14 O'LYN Roofing

    Based in Norwood, 20 mi away

    61/100CR Score

    Ranked #14 because of its Google rating and trade focus: 4.8★ from 486 Google reviews, listed on Google as “Roofing contractor”.

    • 4.8★ from 486 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    916 Pleasant St STE 4, Norwood, MA 02062
    View profile for O'LYN Roofing(781) 725-6795

  17. #17 Hayes Roofers & Co

    Based in Winchester

    61/100CR Score

    Ranked #17 because of its Google rating and trade focus: 5.0★ from 33 Google reviews, listed on Google as “Roofing contractor”.

    • 5.0★ from 33 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    38 Church St suite 793, Winchester, MA 01890
    View profile for Hayes Roofers & Co(781) 822-1209

  18. #18 Marios Roofing

    Based in Stoughton, 24 mi away

    61/100CR Score

    Ranked #18 because of its Google rating and trade focus: 4.9★ from 446 Google reviews, listed on Google as “Roofing contractor”.

    • 4.9★ from 446 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    1520 Washington St, Stoughton, MA 02072
    View profile for Marios Roofing(781) 344-2420

  21. #21 RB Farina Roofing Co

    Based in Arlington, 3 mi away

    61/100CR Score

    Ranked #21 because of its Google rating and trade focus: 4.8★ from 527 Google reviews, listed on Google as “Roofing contractor”.

    • 4.8★ from 527 Google reviews
    Hours
    Mon–Sat 7 AM–7 PM · Sun closed
    Address
    1319 Massachusetts Ave, Arlington, MA 02476
    View profile for RB Farina Roofing Co(781) 648-5446

  23. #23 D&G Exteriors

    Based in Beverly, 15 mi away

    61/100CR Score

    Ranked #23 because of its Google rating and trade focus: 5.0★ from 107 Google reviews, listed on Google as “Roofing contractor”.

    • 5.0★ from 107 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    100 Cummings Center Suite 109D, Beverly, MA 01915
    View profile for D&G Exteriors(781) 328-4063

Roofers ranked #26 to #50

#1 to #25 are shown in full above. Here are #26 to #50, in CR Score order; each links to its profile. We publish the top 50 of 1,260 ranked roofers here; the rest are on their profiles.

roofers in Winchester, ranks 26 to 50
RankBusinessCR ScoreGoogle ratingDistance
26Dynamic Roofing Technologies615.0★ (82)12 mi
27ERC Inc. - Egama Roofing Corp.605.0★ (133)19 mi
28Boston Elite Roofing & Masonry605.0★ (32)4 mi
29JP Carroll Roofing604.9★ (207)11 mi
30American Star Roofing605.0★ (77)14 mi
31New Stage Roofing and Home Improvement Inc.604.9★ (128)17 mi
32Greater Boston Roofing604.9★ (837)16 mi
33Daniel Fox Roofing Co., Inc.605.0★ (47)9 mi
34Zhumas Construction604.6★ (166)11 mi
35HiCleaners605.0★ (112)9 mi
36Affordable Roofing / Gutters604.9★ (429)31 mi
37Boston Roofing Co604.9★ (30)3 mi
38Universal Roofing604.9★ (139)19 mi
39Over The Top Roofing604.9★ (182)12 mi
40Clancy Roof & Leak Repairs605.0★ (31)6 mi
41Master Seal Roofing604.5★ (85)6 mi
42Express Roofing Inc.604.9★ (248)17 mi
43Baxter Roof Repair & Installation605.0★ (27)6 mi
44Fiori Construction LLC605.0★ (194)28 mi
45Knights masonry & waterproofing605.0★ (32)8 mi
46Connell Roofing, Inc.604.9★ (276)29 mi
47O'LYN Roofing604.8★ (58)11 mi
48Richfield Roofing604.9★ (50)11 mi
49Schuman Construction605.0★ (20)3 mi
50Sunrise Exterior LLC605.0★ (175)27 mi

Also serving Winchester

20 more roofers within 40 mi that we can't rank yet: too few reviews, or a trade we couldn't confirm. Listed A to Z.

Unranked roofers serving Winchester
BusinessGoogle ratingDistance
Arcadia Home Services4.9★ (23)5 mi
C&K Roofing & General Contracting Inc4.8★ (139)21 mi
Cristos Roofing5.0★ (2)6 mi
Croft Roofing5.0★ (25)7 mi
Go Pro Roofing & Construction4.8★ (22)4 mi
H&R ROOFING5.0★ (165)19 mi
Hill Construction5.0★ (2)8 mi
IMA Construction Corp5.0★ (2)3 mi
M.J.M Designs Custom Carpentry and Remodeling - Post Office Box only5.0★ (3)In Winchester
Melotti Group Roofing & Decks5.0★ (2)4 mi
Metro Siding & Roofing Distrs5.0★ (2)5 mi
Nolasco Home Pro4.9★ (43)11 mi
Paul E Dutelle & Co Inc5.0★ (2)7 mi
Phoenix Construction Resources5.0★ (1)In Winchester
Pinnacle Roofing Newton5.0★ (44)10 mi
Waltham Roofing Contractors Co.5.0★ (2)7 mi
Waterguard waterproofing and foundation5.0★ (2)7 mi
Winchester Roofing5.0★ (1)In Winchester
Winchester's Commercial Roofing5.0★ (2)4 mi
ZND-SAL Attic-Solution & Insulation's & Roofing Service Watertown, MA5.0★ (2)6 mi

How much do roofers cost in Winchester?

Typical prices in USD: adjusted for Massachusetts where a published index exists, national otherwise. Each row names its basis.

How much do roofers cost in Winchester?
JobLowTypicalHighBasisChecked
Roof replacement$8,400$11,200$15,680Per project: asphalt shingles on a 1,700 sq ft home (about 2,000 sq ft of roof). US national range × 1.12 New England factor (2025 Cost vs. Value Report)October 2026
Roof repair$395$1,174$1,968Per repair: typical range of customer-reported jobs. US national rangeOctober 2026

How to check a roofer's license in Massachusetts

In Massachusetts, Massachusetts Office of Public Safety and Inspections (Construction Supervisor License) licenses Construction Supervisor License (roofing category) and home improvement contractor registration.

  1. Check that the status is active and the name matches the contract or truck.
  2. Ask for proof of insurance before work starts.

No chip usually means we have not matched a state record yet. Check the lookup yourself before you hire.

Guide checked October 2026. How we verify licenses

When to hire a roofer in Massachusetts

In Massachusetts, roofers are busiest from late spring to early fall, when shingles can be installed in mild, dry weather. After a big storm, get more than one quote and check the license or registration before signing.

How we ranked Winchester roofers

We scored 1,260 Winchester roofers on ten factors, weighted as shown. A business is ranked when its trade is confirmed and it has 3 or more Google reviews or a claimed profile. A business with no Google reviews scores zero on rating, review volume and recency. Other unknown factors are left out, not counted as zero. Scores last refreshed October 22, 2026.

Paid placement never changes a rank or score. Featured businesses are paid, labelled, limited to 3 and shown above the ranking, outside it.

Read the full method: formula, sources and exclusions

CR Score factors and weights
FactorWeightComputed fromIn Winchester data
Reputation25%Google star rating, adjusted for how many reviews back itMeasured
Credentials15%Active state license, bond and workers’ comp on fileNot yet collected
Review volume10%Number of Google reviews, compared with the most-reviewed business on the listMeasured
Recency5%Share of reviews from the last 12 monthsNot yet collected
Availability5%Weekly open hours, Saturday, Sunday, 24/7 or same-dayMeasured
Trade focus10%How clearly the business does this trade (its Google category and name)Measured
Proximity5%Based in the city scores highest, less the farther away it isMeasured
Claimed profile10%The business has claimed its ContractorsRanked profile (free or paid earn the same)Measured
Partnered5%The business links to ContractorsRanked from its own website with our badge, checked periodicallyMeasured
ContractorsRanked reviews10%Verified customer reviews collected by ContractorsRanked: their rating and how many there areMeasured

Roofers in Winchester: frequently asked questions

Who is the best roofer in Winchester?

By CR Score, the highest-ranked roofer in Winchester, MA is A1 Restoration with a CR Score of 64/100. It has 5.0★ from 363 Google reviews. It is open 24/7. GF Sprague Exteriors (#2) and FRS Roofing (#3) follow. We ranked 1,260 roofers on ten factors, last updated October 22, 2026.

How many roofers are there in Winchester?

ContractorsRanked ranks 1,260 roofers serving Winchester, MA. 2 of them are based in Winchester; the rest serve it from nearby towns. Another 20 within 40 mi are listed but not ranked yet. Counts are as of October 2026.

Which roofers in Winchester are open 24/7?

268 ranked roofers in Winchester post 24/7 hours. The highest-ranked are A1 Restoration (#1), GF Sprague Exteriors (#2) and Northeast Industrial Roof (#5). Hours come from each business's Google listing as of October 2026, so call to confirm.

Which roofers in Winchester work on weekends?

910 of 1,260 ranked roofers post Saturday hours and 465 post Sunday hours. The highest-ranked open Saturdays are A1 Restoration (#1), GF Sprague Exteriors (#2) and FRS Roofing (#3). Posted hours are office hours; crews may book weekend jobs separately.

How do I check a roofer's license in Massachusetts?

In Massachusetts, Massachusetts Office of Public Safety and Inspections (Construction Supervisor License) handles licensing and covers Construction Supervisor License (roofing category) and home improvement contractor registration.

How much does roof replacement cost in Winchester?

Roof replacement typically costs $8,400 to $15,680, with $11,200 typical (Per project: asphalt shingles on a 1,700 sq ft home (about 2,000 sq ft of roof). US national range × 1.12 New England factor (2025 Cost vs. Value Report)). The range is adjusted for Massachusetts. Prices were last checked October 2026. Get at least two written quotes before you hire.

What Google rating do Winchester roofers have?

The median Google rating among 1,260 rated roofers in Winchester is 5.0★, with a median of 16 reviews. Adam Vaillancourt Roofing & Gutters has the most, 1,088 reviews, and ranks #24. We adjust ratings for review count, so a few five-star reviews cannot top the list.

When is the best time to hire a roofer in Winchester?

In Massachusetts, roofers are busiest from late spring to early fall, when shingles can be installed in mild, dry weather. After a big storm, get more than one quote and check the license or registration before signing.

Update log for Winchester

  1. October 2026: CR Scores recalculated for 1,260 roofers serving Winchester.
  2. October 2026: 10 duplicate listings merged.

More roofers and Winchester pages

Other trades in Winchester