28 Lana Ave, Lee, MA 01238
Painting in Windsor, Massachusetts
Compare contractors serving Windsor, Berkshire County — call them directly, or send one request and let the ones who want the job come to you.
30 contractors serving Windsor.
Contractors serving Windsor
Claimed listings within 5 miles come first, then the rest by rating, then distance. Google ratings as of October 2026. How we list and rank contractors
- Assis Home ImprovementServes Windsor · 18.6 mi★★★★★5.0 Google rating
- GL FOUR STAR HOME IMPROVEMENT INCServes Windsor · 24.7 mi★★★★★5.0 Google rating
80 Damon Rd # 1, Northampton, MA 01060
- Ella Alk Inuk LLCServes Windsor · 25.5 mi★★★★★5.0 Google rating
160 Main St Ste. 26, Northampton, MA 01060
- Ben Reigle IndustriesServes Windsor · 26.3 mi★★★★★5.0 Google rating
47 Cottage St, Easthampton, MA 01027
- ASAP Painting Inc.Serves Windsor · 26.3 mi★★★★★5.0 Google rating
117 Russell St, Hadley, MA 01035
- Eastside Painting Pros LLCServes Windsor · 30.6 mi★★★★★5.0 Google rating
130 College St suite 104, South Hadley, MA 01075
- Pancione Painting Plus LLCServes Windsor · 32.3 mi★★★★★5.0 Google rating
445 Chicopee St, Chicopee, MA 01013
- MrWalls Drywall & PaintingServes Windsor · 35.3 mi★★★★★5.0 Google rating
600 E Main St, Chicopee, MA 01020
- S.L. PaintingServes Windsor · 38.6 mi★★★★★5.0 Google rating
68 Forest Park Ave, Springfield, MA 01108
- Pioneer Painters LLCServes Windsor · 40.5 mi★★★★★5.0 Google rating
480 Bliss Rd, Longmeadow, MA 01106
- Mindful Painting LLCServes Windsor · 12.7 mi★★★★★4.9 Google rating
143 Clesson Brook Rd, Buckland, MA 01338
- Bob Peters PaintingServes Windsor · 29.3 mi★★★★★4.9 Google rating
170 E Hadley Rd, Amherst, MA 01002
- Crane-Yvon interiorsServes Windsor · 32.0 mi★★★★★4.9 Google rating
6 Coleman Ave Lower, Westfield, MA 01085
- Nova VC ConstructionServes Windsor · 33.4 mi★★★★★4.9 Google rating
591 Grattan St, Chicopee, MA 01020
- Modern Home ImprovementServes Windsor · 38.2 mi★★★★★4.9 Google rating
11 Herbert P Almgren Dr, Agawam, MA 01001
- ALL-TERIOR PAINTING SERVICES ️ ️LLCServes Windsor · 40.2 mi★★★★★4.9 Google rating
15 Shirley St, Wilbraham, MA 01095
- Paint Perfect IncServes Windsor · 40.9 mi★★★★★4.9 Google rating
734 Bliss Rd Suite 4, Longmeadow, MA 01106
- Eli PaintingServes Windsor · 23.4 mi★★★★★4.8 Google rating
199 Deerfield St, Greenfield, MA 01301
- First Generation Construction LLCServes Windsor · 23.4 mi★★★★★4.7 Google rating
324 Main St, Greenfield, MA 01301
- Renaissance PaintingServes Windsor · 25.6 mi★★★★★4.7 Google rating
240 Greenfield Rd, Montague, MA 01351
- Precision Painting by PapyServes Windsor · 26.4 mi★★★★★4.7 Google rating
121 Cottage St, Easthampton, MA 01027
- Bushnell Painting LLCServes Windsor · 32.4 mi★★★★★4.6 Google rating
81 Main St, Sheffield, MA 01257
- Cameron Painting Inc / Established 1988Serves Windsor · 28.9 mi★★★★★4.5 Google rating
22 Whippletree Ln, Amherst, MA 01002
- Michael Renzi Painting Co., LLCServes Windsor · 12.1 mi★★★★☆4.4 Google rating
19 Harris St, Pittsfield, MA 01202
- The Axxion Company, LLCServes Windsor · 31.2 mi★★★★☆4.0 Google rating
67 Suffolk St, Holyoke, MA 01040
- Etinde PaintingServes Windsor · 29.9 mi★★★★☆3.7 Google rating
730 West St, Amherst, MA 01002
- Letendre Painting & DecoratingServes Windsor · 34.6 mi★☆☆☆☆1.0 Google rating
900 Riverdale St, West Springfield, MA 01089
- Serves Windsor · 25.5 mi
420 Stockbridge Rd Suite 1, Great Barrington, MA 01230
- Serves Windsor · 26.1 mi
1 Terrace View, Easthampton, MA 01027
- Serves Windsor · 37.2 mi
203 Circuit Ave n39, West Springfield, MA 01089
Painting in Windsor — what to know
Rebates & incentives
Painting carries no Mass Save rebate. It is not an energy measure, so no weatherization or heat-pump incentive applies, and no utility program covers a repaint. The rule that governs painting in Windsor is lead. Federal EPA RRP rules require a certified Lead-Safe Renovator for any paint-disturbing work on a pre-1978 home, and with a median home age near 54, a real share of Windsor houses, especially the older farmhouses, fall under that rule while newer builds do not.
The Massachusetts Lead Law, administered by MA DPH, adds deleading obligations on any pre-1978 home where a child under 6 lives, with full deleading reserved for a state-licensed deleader rather than a painter. Windsor is Eversource territory, but no painting rebate exists regardless, so budget for the full cost.
Permits in Windsor
Massachusetts has no painting permit, so Windsor requires none for a repaint. Compliance runs through federal EPA RRP certification and the Massachusetts Lead Law on pre-1978 homes. A repaint folded into a remodel needs a contractor with Home Improvement Contractor (HIC) registration, and structural or electrical work goes through the Windsor building department. There is no formal historic district, so exterior color is your choice, though older farmhouses look best in period-appropriate tones.
Typical project cost
Windsor sits on the high Berkshire plateau, where painting labor runs below the Boston metro and eastern Massachusetts. A whole-house interior repaint typically runs $3,800–$9,500 by size and prep, and a single-family exterior repaint lands around $5,500–$13,000, with larger farmhouses higher. Per room is roughly $375–$775. The town's severe winters are hard on exterior wood, so siding that needs scraping and priming pushes toward the top. Lead-safe RRP containment adds cost on pre-1978 jobs.
About Windsor homes
Windsor is a Berkshire County hilltown of about 1,030 residents across roughly 544 housing units, on the high plateau east of Pittsfield, one of the highest and coldest towns in the county. The median home age here is around 54, splitting older farmhouse and village stock from newer rural homes built on wooded and former pasture lots.
That mix shapes painting work: exterior repaints on wood siding that takes some of the harshest winters in the state, interior repaints and cabinet refinishing in owner-occupied single-families, deck and fence staining on country acreage, and the plaster patching older walls need before paint will hold.
Common questions — Painting in Windsor
- Does my Windsor home need lead-safe painting?
- Only if it predates 1978. With a median home age near 54, newer builds are largely lead-free, but older farmhouses require an EPA RRP-certified Lead-Safe Renovator for paint-disturbing work.
- Why do Windsor exteriors weather so quickly?
- Windsor is one of the highest, coldest towns in Berkshire County, and severe winters break down exterior finishes faster. Expect a shorter repaint cycle and more scraping and priming on exposed siding.
- Is there a rebate for painting in Windsor?
- No. Painting is not an energy measure, so no Mass Save or utility rebate applies. Windsor is Eversource territory, but that only matters for HVAC and insulation. Budget the full cost.
- Do I need a deleader or a painter?
- A painter for routine repaints, done lead-safe under EPA RRP. A state-licensed deleader only when the Massachusetts Lead Law triggers full deleading, on a pre-1978 home where a child under 6 lives.
- Does painting cost less in Windsor than near Boston?
- Yes. Berkshire hilltown labor runs below eastern Massachusetts, so a comparable repaint here usually costs less. Harsh-weather prep on exterior siding can narrow that gap.
