“Recently did work on our house (new siding and added a portico). They did a great job, were courteous, professional and very fair with pricing. Would highly recommend.”
Exterior Painting
Exterior Painting in Southeast Massachusetts.
An exterior paint job is mostly prep. We power-wash, scrape failing paint, sand, prime bare wood, caulk every gap, then apply two coats of premium exterior paint. We won't paint over peeling paint to get the job done faster. Our published range is $4,000-$18,000 per house, and the walk-through and written estimate are free.
- Cost range
- $4,000-$18,000
- Typical timeline
- 5-10 days
- What we handle
- 4+ project types
Quick answer
Exterior Painting in Southeast Massachusetts from CW Services LLP runs $4,000-$18,000 per house (our published price), with a typical timeline of 5-10 days. Glenn and his crew handle every trade in-house with licensed electrical and plumbing partners. Every project carries a written 1-year workmanship warranty, MA HIC license, and $2M general liability.
Free walk-through within 3-5 business days, written estimate the same week, and same crew start to handoff. Call (774) 623-9476 or request a free estimate.
What we do
Project types.
CW Services LLP handles 4 types of exterior painting work in Southeast Massachusetts, from whole-house exterior to front door & shutters. Pricing typically runs $4,000-$18,000 per house, depending on scope and finish level. Glenn scopes the right project type during a free walk-through and writes the estimate the same week.
Whole-house exterior
Body, trim, doors, shutters.
Trim only
Soffits, fascia, rakes, window casing.
Deck staining or painting
Strip old finish, sand, stain or paint.
Front door & shutters
A weekend refresh that changes the curb appeal.
Process
From walk-through to handoff.
A exterior painting project at CW Services LLP runs in 5 stages: walk-around & estimate, power-wash & dry, scrape, sand, prime, caulk, two coats, walk-around & punch list. Glenn walks the home, writes the estimate the same week, pulls every permit, and the same crew handles every trade through finish. Typical timeline is 5-10 days, with a written 1-year workmanship warranty included.
- 01
Walk-around & estimate
Glenn walks the perimeter, notes failing paint, rot, and trim issues, writes the estimate the same week.
- 02
Power-wash & dry
Soft-wash with mildew treatment. Full dry-out. No painting damp wood.
- 03
Scrape, sand, prime, caulk
Bare wood gets primer. Every seam gets caulk. Every nail head gets a dab of putty.
- 04
Two coats
Sherwin-Williams Emerald or Benjamin Moore Aura, applied at proper temperature and dew point.
- 05
Walk-around & punch list
Final touch-ups. Written workmanship warranty.
FAQs
Common questions.
If your question isn’t answered here, call or text Glenn at (774) 623-9476.
How long does it take?
A typical 2,000 sqft house with full prep runs 5-8 working days, weather permitting.
What if there is rot?
We document, give you a written number for repair, and roll it into the schedule before paint goes on.
How long will the paint last?
On properly prepped wood with premium paint, 8-12 years on body, 6-8 on south-facing trim. We give a written workmanship warranty.
What does it cost?
Trim-only refresh runs $4K-$7K. Full exterior on a 2,000 sqft house with proper prep runs $9K-$18K.
Planning guide
Before you call about exterior painting.
Power-wash, scrape, prime, paint, exterior work that lasts a decade, not three years. Settling the four questions below before the walk-through makes the exterior painting estimate faster and closer to what you actually want, because Glenn can price the job you have decided on instead of a guess at it.
What should you decide before the walk-around?
Walk your own exterior first and note where paint is peeling, where wood looks soft or discolored, and where caulk lines have opened up, since these are the areas that need the most prep time. Decide whether you want the whole house painted or just trim, since soffits, fascia, and window casing are a very different scope than the full body of the house. Think about doors and shutters as a separate decision, since a quick refresh there can change curb appeal without a full exterior job. Have a color in mind, but be ready to see it against your actual siding and trim before committing.
What should you ask about prep and paint choice?
Ask how the house will be washed and dried before any paint goes on, since painting over damp or dirty wood is one of the most common reasons exterior paint fails early. Ask what happens to bare wood, nail heads, and open seams during prep, since priming, puttying, and caulking are what make the paint hold. Ask which paint line is being used and why, since premium exterior paint applied at the right temperature and dew point lasts meaningfully longer than a budget product rushed onto the wall. Ask how rot, if found, gets documented and priced before it becomes part of the job.
How should you prepare the property before the crew arrives?
Move outdoor furniture, planters, grills, and anything breakable away from the house before power-washing and painting begin. Trim back bushes and branches touching the siding so the crew has clear access to every wall. Plan for a few days of ladders and equipment around the property, and let neighbors know if driveway or walkway access will be affected. If you have pets that use the yard, plan their schedule around wash and paint days, since wet or freshly painted surfaces need time to cure before anything touches them. Set aside a spot away from the house for hoses, ladders, and staged materials so the crew has clear, safe access every day.
What should you confirm before calling the exterior finished?
Walk the full perimeter at the end of the job, not just the front of the house, and check trim, doors, and shutters as carefully as the main body. Look closely at nail heads, seams, and corners for consistent coverage, since these small spots are where a rushed job shows first. Ask what the written workmanship warranty covers and for how long, since exterior paint wears differently depending on sun exposure. Confirm any rot repairs identified during prep were completed and documented before the final coat went on, and flag anything you want addressed before signing off.
What actually drives the scope of an exterior painting project?
Scope on an exterior job is driven mostly by how much prep the existing surface needs before paint can go on. A house with sound, recently painted siding is a lighter job than one with peeling paint, exposed bare wood, or soft spots that suggest rot underneath. Trim, being higher detail work with more edges and corners, takes longer per square foot than the flat body of the house. Multiple stories or steep rooflines add access considerations that flat, single-story walls do not. Sharing what you already know about problem areas, a section that always peels first, a spot that stays damp, helps the estimate reflect the real condition rather than a guess from the ground.
How does exterior painting interact with the rest of the property?
Exterior painting touches more of the property than the walls themselves, since gutters, downspouts, and any attached structures like a porch or shed often share trim color and prep needs. Landscaping close to the house needs protection or trimming back so the crew can reach every wall and so plants are not damaged by wash water or paint drips. Windows and doors get taped and protected during the work, and any exterior fixtures, lights, house numbers, mailboxes, may need to come off and go back on. Driveway and walkway access for ladders and equipment is worth planning around if you rely on them daily during the project.
How can you tell a rushed exterior job from a quality one?
A rushed exterior job shows fastest in the prep that got skipped, paint applied over damp or dirty wood, bare spots left unprimed, caulk gaps that were never filled. Quality work is visible in consistent sheen and coverage across the whole house, with no thin spots where the old color shows through. Check nail heads and seams closely for smooth, filled surfaces rather than visible gaps, and look at trim corners for crisp lines instead of buildup or drips. A crew that documents rot before covering it with paint, rather than painting over a soft spot, is doing the kind of careful work that holds up through the next several seasons of weather.
What should you ask any contractor before hiring for exterior painting?
Ask how the house gets washed and dried before painting starts, and how long they wait to confirm the wood is fully dry before the first coat. Ask what happens when rot is found during prep, since a straightforward answer about documenting and pricing it separately is a good sign. Ask which paint line they use on exteriors and why, since the product matters as much as the application when it comes to how long the finish lasts. Ask about their approach to weather, since painting in the wrong temperature or humidity undermines even careful prep. Ask what the written workmanship warranty covers and for how long, so expectations are clear before the first coat goes on.
Choosing a contractor
DIY vs handyman vs CW Services.
For a exterior painting project, here’s the honest tradeoff. Some scopes really are best handled by a handyman. Some truly should be DIY.
Pulls permits & meets inspectors
DIYNoHandymanPartialCWYesLicensed for structural changes
DIYNoHandymanNoCWYesCoordinates licensed electrical & plumbing
DIYNoHandymanPartialCWYesWritten estimate, line-itemed
·DIYn/aHandymanPartialCWYesSame crew start to handoff
·DIYn/aHandymanNoCWYesWritten 1-yr workmanship warranty
DIYNoHandymanNoCWYesInsurance + workers comp on every employee
DIYNoHandymanPartialCWYesEPA Lead-Safe certified (pre-1978 homes)
DIYNoHandymanNoCWYesDaily clean-up + dust control
DIYPartialHandymanPartialCWYesHonest about scope creep before extra work
·DIYn/aHandymanPartialCWYes
Honest answer: a handyman is right for a leaky faucet or trim repair. A licensed GC is right for moving plumbing, walls, or systems. We’ll tell you straight, and refer you out when we’re not the right fit. Not sure which your project needs? Ask for a free walk-through.
Reviews
Same crew. Same standard. Years of receipts.
“I hired CW for multiple projects and Glen is so easy to work with. There pricing has been totally reasonable. They are always on time and do excellent work. I will hire him for any future projects!”
“They did work on my home they were very reliable and kind. The work was great! I had a wonderful experience and Highly recommend them!”
“Glen painted, repaired and built a privacy fence on my deck. It all came out great! Thanks Glen!”
Also serving
Exterior Painting, town by town.
Pick your town for local pricing, permit notes, and recent exterior painting work nearby.
Related
Other services we handle.
Ready to talk through your project?
Free estimate. Written same week. Glenn walks the project, Megan handles scheduling. No pressure, no salesperson.