190 Howland Ave, Adams, MA 01220
Painting in Windsor, Massachusetts
Compare contractors serving Windsor, Berkshire County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Windsor.
Contractors serving Windsor
- WHITCOServes Windsor · 9.9 mi★★★★★5.0 rating
- Gutters & Siding, LLCServes Windsor · 10.8 mi★★★★★5.0 rating
30 Spring St, Pittsfield, MA 01201
- Michael Renzi Painting Co., LLCServes Windsor · 12.1 mi★★★★☆4.4 rating
19 Harris St, Pittsfield, MA 01202
- East Coast RefinishingServes Windsor · 12.2 mi★★★★★5.0 rating
4 Industrial Dr, Pittsfield, MA 01201
- Serves Windsor · 12.4 mi
159 Ashland St, North Adams, MA 01247
- Daunais Building & RemodelingServes Windsor · 12.5 mi★★★★★5.0 rating
64 Velma Ave, Pittsfield, MA 01201
- Mindful Painting LLCServes Windsor · 12.7 mi★★★★★4.9 rating
143 Clesson Brook Rd, Buckland, MA 01338
- Chase Hill (George W. Chase Estate)Serves Windsor · 13.1 mi★★★★★5.0 rating
1 Chase Hill, North Adams, MA 01247
- Assis Home ImprovementServes Windsor · 18.6 mi★★★★★5.0 rating
28 Lana Ave, Lee, MA 01238
- Eli PaintingServes Windsor · 23.4 mi★★★★★4.8 rating
199 Deerfield St, Greenfield, MA 01301
- BRJ BuildersServes Windsor · 23.4 mi★★★★★5.0 rating
30 Olive St, Greenfield, MA 01301
- First Generation Construction LLCServes Windsor · 23.4 mi★★★★★4.7 rating
324 Main St, Greenfield, MA 01301
- Boxco StudioServes Windsor · 23.5 mi★★★★★4.7 rating
55 Pierce St, Greenfield, MA 01301
- GL FOUR STAR HOME IMPROVEMENT INCServes Windsor · 24.7 mi★★★★★5.0 rating
80 Damon Rd # 1, Northampton, MA 01060
- Wright Builders, Inc.Serves Windsor · 25.2 mi★★★★☆4.4 rating
48 Bates St, Northampton, MA 01060
- Commercial & Home CleaningServes Windsor · 25.4 mi★★★★★4.7 rating
79 Masonic St, Northampton, MA 01060
- C&S Wood DesignServes Windsor · 25.4 mi★★★★★4.8 rating
59 Division St, Great Barrington, MA 01230
- Ella Alk Inuk LLCServes Windsor · 25.5 mi★★★★★5.0 rating
160 Main St Ste. 26, Northampton, MA 01060
- Serves Windsor · 25.5 mi
420 Stockbridge Rd Suite 1, Great Barrington, MA 01230
- Renaissance PaintingServes Windsor · 25.6 mi★★★★★4.7 rating
240 Greenfield Rd, Montague, MA 01351
- Haydenville Woodworking & Design, Inc.Serves Windsor · 25.7 mi★★★★☆4.2 rating
35 Conz St, Northampton, MA 01060
- Design House 413Serves Windsor · 26.0 mi★★★★★4.8 rating
45 Union St, Easthampton, MA 01027
- Serves Windsor · 26.1 mi
1 Terrace View, Easthampton, MA 01027
- EastworksServes Windsor · 26.1 mi★★★★☆4.4 rating
116 Pleasant St, Easthampton, MA 01027
- Serves Windsor · 26.1 mi
116 Pleasant St # 206, Easthampton, MA 01027
- Oxbow Design Build Cooperative, INCServes Windsor · 26.1 mi★★★★★4.7 rating
122 Pleasant St #109, Easthampton, MA 01027
- Ben Reigle IndustriesServes Windsor · 26.3 mi★★★★★5.0 rating
47 Cottage St, Easthampton, MA 01027
- ASAP Painting Inc.Serves Windsor · 26.3 mi★★★★★5.0 rating
117 Russell St, Hadley, MA 01035
- WONDERLANDServes Windsor · 26.3 mi★★★★★4.8 rating
56 Cottage St, Easthampton, MA 01027
- Precision Painting by PapyServes Windsor · 26.4 mi★★★★★4.7 rating
121 Cottage St, Easthampton, MA 01027
- Serves Windsor · 26.9 mi
70 State Rd, Great Barrington, MA 01230
- Designs by Jennifer Owen LLCServes Windsor · 27.6 mi★★★★★5.0 rating
6 Railroad St, Great Barrington, MA 01230
- Integrity Development & ConstructionServes Windsor · 27.9 mi★★★★★5.0 rating
110 Pulpit Hill Rd, Amherst, MA 01002
- Cameron Painting Inc / Established 1988Serves Windsor · 28.9 mi★★★★★4.5 rating
22 Whippletree Ln, Amherst, MA 01002
- Bob Peters PaintingServes Windsor · 29.3 mi★★★★★4.9 rating
170 E Hadley Rd, Amherst, MA 01002
- Etinde PaintingServes Windsor · 29.9 mi★★★★☆3.7 rating
730 West St, Amherst, MA 01002
- Arts UnlimitedServes Windsor · 30.2 mi★★★★★4.6 rating
25 College St # 6, South Hadley, MA 01075
- Eastside Painting Pros LLCServes Windsor · 30.6 mi★★★★★5.0 rating
130 College St suite 104, South Hadley, MA 01075
- The Axxion Company, LLCServes Windsor · 31.2 mi★★★★☆4.0 rating
67 Suffolk St, Holyoke, MA 01040
- Serves Windsor · 31.3 mi
289 High St, Holyoke, MA 01040
- Crane-Yvon interiorsServes Windsor · 32.0 mi★★★★★4.9 rating
6 Coleman Ave Lower, Westfield, MA 01085
- Westfield Builders LLCServes Windsor · 32.2 mi★★★★★5.0 rating
264 Union St, Westfield, MA 01085
- Pancione Painting Plus LLCServes Windsor · 32.3 mi★★★★★5.0 rating
445 Chicopee St, Chicopee, MA 01013
- Bushnell Painting LLCServes Windsor · 32.4 mi★★★★★4.6 rating
81 Main St, Sheffield, MA 01257
- Nova VC ConstructionServes Windsor · 33.4 mi★★★★★4.9 rating
591 Grattan St, Chicopee, MA 01020
- Homepro Handyman Services Inc. HomePro Of Pioneer ValleyServes Windsor · 34.4 mi★★★★★4.7 rating
178 Center St, Chicopee, MA 01013
- Letendre Painting & DecoratingServes Windsor · 34.6 mi★☆☆☆☆1.0 rating
900 Riverdale St, West Springfield, MA 01089
- MrWalls Drywall & PaintingServes Windsor · 35.3 mi★★★★★5.0 rating
600 E Main St, Chicopee, MA 01020
- Clark Paint FactoryServes Windsor · 37.0 mi★★★★★4.5 rating
966 Union St, West Springfield, MA 01089
- Pro-MaintenanceServes Windsor · 37.1 mi★★★★★5.0 rating
1535 Main St, Springfield, MA 01103
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 National Grid 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 National Grid 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.
