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TRUSTED BY RUPERT, VT HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon20
    Verified painting services reviews

Top-Rated Painters in Rupert - Updated Nov 2026

John Alden Sr. Painting
3.7(
3
)
Exterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+1 more

Serving Rupert, VT and surrounding areas

Approved

In business since 1993

Free estimates

Credit card accepted

"i was thoroughly satisfied with the recent exterior painting done on my house by Alden Painting. John Alden and his son John Jr are consummate professionals. They appeared on time, worked diligently while they were on the job and the result of their labors is clearly evident i have already had numerous comments from my neighbors on their work. All surfaces that needed to be painted were prepped very carefully and power washed sanded and patched where necessary. Paint application which involved a 3 color pallette was thorogh and accurately done and any necessary cleanup was done properly and completely. They were personable and open to suggestions and a joy to work with. I clearly recommend them to anybody looking for their services and they will be my first choice for any other painting projects i have coming up."
Response time8 hrs
Response rate87%
1 neighbors recently requested a quote
Calvary Custom Builders, LLC
4.3(
7
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+1 more

Serving Rupert, VT and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

Calvary Custom Builders, LLC is proud to be a locally owned and operated company that serves Windham and Bennington Counties and the surrounding communities. From custom home building to remodels we will bring our years of experience to your project. We have built our business on providing 1st class craftsmanship at a fair price. Each project is unique so we will work with you on finding out what you are wanting to accomplish and making that dream become a reality. \n\nOur reputation has been built on being timely, tidy and making sure that every customer is 100% satisfied when we are done with the job. Let us show you why we are #1 in the area. Get in touch to discuss your project today!

Master Bathroom
Master Bathroom
Master Bathroom
Master Bedroom
Whole Home Remodel

+103

Response time5 days
Recommended by100%of homeowners
Bears Den Builders
New to Angi
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 1 - 2 Rooms+5 more

Serving Rupert, VT and surrounding areas

Approved

Im a military veteran looking to build my relationship with the community while building trust through my work. Ive worked with companies from corporate to local levels and have watched people get taking through loop holes for basic repairs by being offered the easy replacement option. I love learning new things about how houses were built and ways I can improve the living conditions for the homeowner. \n\nIve done work for affordable housing servicing hundreds of residents to helping customers with growing visions. Being upfront and being honest of all work and pricing is key to proper communication and building the relationship between customer and business. \n\nI strive to perform at a 5 star level and achieving your overall goal.

Avatar for JDP Construction
JDP Construction
New to Angi
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+1 more

Serving Rupert, VT and surrounding areas

Approved

In business since 2010

Free estimates

Credit card accepted

ANGI Certified Pro \n \nWith years of experience delivering top-quality home services, we take pride in reliable, honest home service. No job is too big or too small, even emergency services can be accommodated, if necessary. Your service needs are my top priorities, as we bring clear communication, fair pricing, and lasting results. \n \nWhy Choose Us? \nSkilled & Experienced. Proven expertise! \nTrustworthy & Dependable. Showing up on time, respecting your home, and getting the job done right. \nCustomer-Focused. Your satisfaction is my priority. \n \nThough new to ANGI, we're not new to excellence. Let’s make your home projects stress-free reach out today!

Response time6 hrs
2 neighbors recently requested a quote
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Painting FAQs, answered by experts

For the best results, you should apply two coats of paint to your wrought iron fence. Let your first coat dry for about an hour then promptly apply your second coat.

A properly applied coat of stain will last between 3 and 8 years, depending on your climate. If you live in a place where your fence experiences a lot of moisture or high heat, your stain will last for a shorter period than in more temperate conditions. We recommend reapplying stain every 3 to 5 years to keep your wood in good condition.

Shadowbox fence maintenance depends on the material. But for wood shadowbox fences, maintenance typically includes annual cleaning to prevent mold growth, resealing or staining every two to three years, and promptly replacing any damaged or rotted boards. Vinyl fencing, on the other hand, typically only requires annual cleaning with a hose to maintain its appearance.

Yes, you can and should paint or stain pressure-treated wood, as this helps prevent the surface from cracking. However, it is crucial to wait for the wood to dry out completely from the chemical treatment process before applying a finish. If the wood is still wet, the paint will not adhere properly. The drying time can range from weeks to six months. To test if the wood is ready, drip some water onto a board. If the water is absorbed, the wood is dry enough for painting or staining. If the water beads up on the surface, it needs more time to dry. You can build with the wood while it's still wet, but you must wait for it to dry before painting.

You can paint an old wooden fence, but make sure first to do a deep clean (ideally with a pressure washer) and inspect the fence for any existing damage. Painting over dirt and debris will cause your paint to peel. Once you’ve cleaned and repaired any minor issues, use a primer and high-quality satin paint.

The Rupert, VT homeowners’ guide to painting services

From average costs to expert advice, get all the answers you need to get your job done.