★ 4.9 · Connecticut & New York · Since 2003
📞 (203) 456-1375 · Mon–Fri 9am–5pm · Sat 9am–2pm
Home Service Area Madison, CT
Local · serving Madison

Exterior Painting Near Me —
Madison, CT.

Exterior painting and cedar restoration for Madison, Connecticut homes since 2003. Honest pricing, premium prep, written workmanship warranty — and you don't pay a dollar until the work is done.

⭐ 4.9 GoogleBBB A+Licensed & Insured23+ years · Since 2003Written workmanship warranty
4.9 ★Google Rating
BBB A+ 
23+ yearsSince 2003
Licensed & InsuredCT & NY
Pay AfterWorkmanship Warranty

Madison Exterior Painting — What We Do.

Renato Guimaraes started General Painting Co. in 2003 with the belief that exterior paint should outlast what most contractors leave behind. Twenty-three years and thousands of New Haven County homes later, we are the contractor Madison homeowners call when they want it done right the first time.

Madison's shoreline homes near Hammonasset face Long Island Sound salt spray — we typically recommend annual touch-up service contracts here that aren't worth selling further inland.

Madison's housing stock leans toward shoreline shingle homes and summer-cottage colonials, which means most exterior repaints here involve wood clapboard, cedar shake or shingle, painted trim, fascia and soffits, and decorative shutters. We have spent two decades dialing in the prep, primer, and topcoat combinations that hold up best on each of these surfaces.

Where in Madison we work

We paint homes across all of Madison — including Madison Center, Hammonasset, East River — and the surrounding New Haven County communities.

Madison Climate & Why It Matters for Exterior Paint.

Madison homes face two distinct exterior threats: Long Island Sound salt-air on the shoreline side and aggressive freeze-thaw inland. Most Madison homes need different paint systems on different elevations of the same building, which is why we estimate every face of the home separately rather than blending one number.

For more on Connecticut weather and paint, see our guide to best paint for Connecticut weather and how that informs the systems we recommend.

Our 6-Step Full-Prep Protocol.

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.

  1. 1

    Soft-wash or power-wash

    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.

  2. 2

    Scrape & sand

    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.

  3. 3

    Wood repair & spot-prime

    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.

  4. 4

    Caulk every gap

    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.

  5. 5

    Two full coats

    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.

  6. 6

    Final walk-through

    We walk the property with you before calling it done. Anything you flag gets touched up the same day.

Recent Madison & New Haven County Projects.

A small sample of premium homes painted by General Painting Co. across Madison and surrounding south central towns.

What an Exterior Project Includes in Madison.

We price every project line by line. Here's what's typically itemized in a Madison estimate:

Premium paint brands we use

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.

Madison Exterior Painting — Typical Pricing.

Full repaint pricing for Madison homes typically falls in the $5,500–$18,000 range, depending on home size, stories, trim detail, prep condition, and paint grade.

Home sizeSiding onlySiding + trimFull 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 estateby quoteby quote$22,000+

For a town-specific deep-dive, see our Madison exterior painting cost guide.

Why Madison Homeowners Choose General Painting Co.

Frequently Asked Questions.

How much does an exterior repaint cost in Madison, CT?

For a typical 2,500 sq-ft colonial in Madison a full exterior repaint runs $5,500–$18,000, depending on prep condition, story count, trim detail, and paint grade. Larger estates and full cedar restorations run higher. Every Madison estimate we issue is written, itemized, and free.

How long will the new paint last on a home in Madison?

Properly prepped two-coat exterior systems on Madison 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.

Are you licensed and insured in Madison?

Yes. General Painting and Decorating, LLC is fully licensed and insured to work in Madison and across Connecticut and New York. Every project comes with a written workmanship warranty that's transferable if you sell the home.

Do I pay before or after the work is done?

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.

What's the best time of year to paint a Madison home?

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.

Do you handle cedar shake / cedar shingle repair before painting?

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.

More About Painting in Madison.

We Also Serve Nearby Connecticut Towns.

Helpful Resources for Madison Homeowners.

Ready to Talk About Your Madison Exterior Project?

Free on-site estimate within 48 hours. No pressure, no pushy sales — just an honest written quote you can take to other contractors.

Free · No Pressure · Your Info Is Private.

Or call directly: (203) 456-1375 · Mon–Fri 9am–5pm · Sat 9am–2pm