Exterior painting and cedar restoration for Westport, Connecticut homes since 2003. Honest pricing, premium prep, written workmanship warranty — and you don't pay a dollar until the work is done.
Westport's housing stock — coastal shingle homes, expanded colonials, modern farmhouses — is exactly the kind of premium residential work General Painting Co. has specialized in since 2003. We are licensed, insured, BBB A+ rated, and the only painters most Westport homeowners need to call.
Westport homes near Compo Beach and along the Saugatuck River face accelerated UV and salt exposure — a 7-year repaint cycle is normal here, vs 10 years inland.
Most Westport homes were built in eras that used solid wood siding and trim — meaning the difference between a 6-year repaint and a 12-year repaint comes down almost entirely to substrate prep. That is what we do better than competitors here.
We paint homes across all of Westport — including Compo Beach, Greens Farms, Old Hill, Saugatuck, Coleytown — and the surrounding Fairfield County communities.
Westport sits in Connecticut's Gold Coast — meaning south- and west-facing walls take a brutal combination of UV, salt-laden Long Island Sound air, and pollen loading every spring. The result: paint that's only "contractor grade" peels on a 5-year cycle here, while properly-prepped premium systems hold for 10–12. The difference is entirely in the prep.
For more on Connecticut weather and paint, see our guide to best paint for Connecticut weather and how that informs the systems we recommend.
Exterior paint doesn't fail because of the paint — it fails because of the prep underneath it. Here's everything we do, in order, before paint touches your home.
Every exterior surface gets cleaned of dirt, pollen, mildew, moss, chalking, and oxidation before any prep tool touches the wood. The single biggest reason cheap paint jobs peel is that they're painted over contamination.
Every bit of loose or failing paint is hand-scraped off, with edges feathered smooth so the new paint lays down flat instead of in visible ridges.
Rotted trim, fascia, and siding sections replaced with like-for-like material. All bare wood and every spot-primed area gets a high-adhesion primer before topcoat.
Every siding-to-trim seam, window frame, door frame, corner board, and gap gets a tight bead of exterior-grade caulk. Keeps water out and makes the lines look crisp.
Premium paint applied with brush and roller for proper film thickness, with back-brushing to work the paint into the grain. Two full coats — never one heavy coat.
We walk the property with you before calling it done. Anything you flag gets touched up the same day.
A small sample of premium homes painted by General Painting Co. across Westport and surrounding gold coast towns.
We price every project line by line. Here's what's typically itemized in a Westport estimate:
Benjamin Moore · Sherwin-Williams · Sikkens · Cabot · California Paints. No "contractor grade" jug paint. The paint is the smaller part of the cost — using the wrong one costs you years of finish life.
Full repaint pricing for Westport homes typically falls in the $6,500–$22,000 range, depending on home size, stories, trim detail, prep condition, and paint grade.
| Home size | Siding only | Siding + trim | Full repaint (premium prep) |
|---|---|---|---|
| ~1,500 sq-ft Cape | $3,800–$5,500 | $5,200–$7,800 | $6,200–$9,500 |
| ~2,500 sq-ft Colonial | $5,500–$8,500 | $7,800–$11,500 | $9,500–$14,500 |
| ~4,000 sq-ft larger | $8,000–$12,000 | $11,500–$16,500 | $14,500–$20,000 |
| 6,000+ sq-ft estate | by quote | by quote | $22,000+ |
For a town-specific deep-dive, see our Westport exterior painting cost guide.
For a typical 2,500 sq-ft colonial in Westport a full exterior repaint runs $6,500–$22,000, depending on prep condition, story count, trim detail, and paint grade. Larger estates and full cedar restorations run higher. Every Westport estimate we issue is written, itemized, and free.
Properly prepped two-coat exterior systems on Westport homes typically hold 10–12 years on north-facing walls and 7–9 on south- and west-facing walls. With premium paints (Benjamin Moore Aura, Sherwin-Williams Emerald) and our 6-step full-prep protocol, you should never see early peel.
Yes. General Painting and Decorating, LLC is fully licensed and insured to work in Westport and across Connecticut and New York. Every project comes with a written workmanship warranty that's transferable if you sell the home.
After. We are one of the few CT exterior contractors that asks for nothing up front — you pay when the job is complete and you've walked the property with us. It's how we ensure every customer is fully satisfied before we get paid.
April through October is the proper window. Surface temperature must stay above 50°F and humidity low enough for the paint to cure. We book the summer calendar by May, so booking early is the difference between getting your project done in your preferred season vs. pushing into fall.
Yes — and we do it as part of the project, not as a separate trade. Rotted shake or shingle gets replaced with like-for-like material before any topcoat goes on. Our standard cedar protocol uses Sikkens stains where the natural wood grain should show through and Benjamin Moore Aura where it gets a solid color.
Free on-site estimate within 48 hours. No pressure, no pushy sales — just an honest written quote you can take to other contractors.