48 Fletcher St, Winchester, MA 01890
Painting in Winchester, Massachusetts
Compare contractors serving Winchester, Middlesex County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Winchester — including 4 based in town.
Contractors serving Winchester
- East Wood BuildersBased in Winchester★★★★★5.0 rating
- Obie and Sons Contracting LLCBased in Winchester★★★★★5.0 rating
28 Church St, Winchester, MA 01890
- Studio on the CommonBased in Winchester★★★★★5.0 rating
22 Church St, Winchester, MA 01890
- Tyler & SashBased in Winchester★★★★★4.8 rating
880 Main St, Winchester, MA 01890
- Fitzgerald Painting ServicesServes Winchester · 1.8 mi★★★★★5.0 rating
10 Draper St STE 18, Woburn, MA 01801
- MONTEIRO’S PRECISE PAINTING LLCServes Winchester · 1.9 mi★★★★★4.6 rating
2 Glenwood Ave, Woburn, MA 01801
- Orige General PaintingServes Winchester · 2.0 mi★★★★★5.0 rating
476 Main St, Woburn, MA 01801
- Pontes Painting IncServes Winchester · 2.1 mi★★★★★4.9 rating
76 Winn St Suit 2C, Woburn, MA 01801
- GPA ContractingServes Winchester · 2.4 mi★★★★★5.0 rating
96 Summer St, Arlington, MA 02474
- Cardarelli ContractingServes Winchester · 2.5 mi★★★★☆4.0 rating
10 Wheeler Rd, Lexington, MA 02420
- Restoration ServicesServes Winchester · 2.6 mi★★★★★4.5 rating
9 Mystic St, Arlington, MA 02474
- Homer ContractingServes Winchester · 2.8 mi★★★★☆4.2 rating
195 Broadway, Arlington, MA 02474
- EXPRESS REMODELING GROUP, LLCServes Winchester · 2.8 mi★★★★★4.5 rating
178 Winthrop St, Medford, MA 02155
- Boston Best Painter LLCServes Winchester · 2.9 mi★★★★★5.0 rating
10 High St #15, Medford, MA 02155
- HKF Construction, Inc.Serves Winchester · 2.9 mi★★★★★5.0 rating
284 Boston Ave, Medford, MA 02155
- Morse ConstructionsServes Winchester · 3.0 mi★★★★☆4.4 rating
3 Arrow Dr, Woburn, MA 01801
- Lou's Painting CompanyServes Winchester · 3.1 mi★★★★★4.9 rating
14 Pleasant St, Stoneham, MA 02180
- HB HOME IMPROVEMENTServes Winchester · 3.1 mi★★★★★5.0 rating
740 Main St unit a, Woburn, MA 01801
- SYM Painting LLCServes Winchester · 3.2 mi★★★★★5.0 rating
2 Summer St, Medford, MA 02155
- SouzapaintingcoServes Winchester · 3.2 mi★★★★★5.0 rating
17 Almont St, Medford, MA 02155
- Alberto's Pro. Painting&Reno Inc.Serves Winchester · 3.2 mi★★★★★4.7 rating
21 Cummings Park Dr, Woburn, MA 01801
- United RER Corp.Serves Winchester · 3.3 mi★★★☆☆3.1 rating
53 Washington St, Medford, MA 02155
- Gilbert Carey PaintingServes Winchester · 3.4 mi★★★★★5.0 rating
3 Cheswick Rd, Arlington, MA 02474
- Serves Winchester · 3.5 mi
31 Windsor Rd, Medford, MA 02155
- Alpha Construction and Design Inc.Serves Winchester · 3.5 mi★★★★★5.0 rating
41 Browning Rd, Arlington, MA 02476
- Star PaintingServes Winchester · 3.6 mi★★★★★5.0 rating
50 Cushing St, Medford, MA 02155
- Oliveira Painting IncServes Winchester · 3.7 mi★★★★★4.9 rating
2564 Massachusetts Ave, Cambridge, MA 02140
- Medford House PaintingServes Winchester · 3.7 mi★★★★★5.0 rating
102 Golden Ave, Medford, MA 02155
- US Ceiling Systems – Drop Ceiling & Acoustic CeilingServes Winchester · 3.9 mi★★★★★5.0 rating
8 Mayberry Ave #1, Medford, MA 02155
- S+H ConstructionServes Winchester · 4.0 mi★★★★☆4.1 rating
45 Brighton St, Belmont, MA 02478
- Roma Home LLCServes Winchester · 4.1 mi★★★★★5.0 rating
245 Pearl St, Malden, MA 02148
- Colleary ConstructionServes Winchester · 4.2 mi★★★★★5.0 rating
50 Leonard St Suite 202, Belmont, MA 02478
- Galaray HouseServes Winchester · 4.2 mi★★★★★4.8 rating
1720 Massachusetts Ave, Lexington, MA 02420
- S.C.H. PaintingServes Winchester · 4.3 mi★★★★★4.9 rating
51 Pleasant St, Malden, MA 02148
- Slims Painting LLCServes Winchester · 4.3 mi★★★★★5.0 rating
51 Pleasant St #1157, Malden, MA 02148
- Blue Ocean PaintingServes Winchester · 4.3 mi★★★★★5.0 rating
3 Perham Ave, Melrose, MA 02176
- RB Painting Company, LLCServes Winchester · 4.3 mi★★★★★4.7 rating
225R Cedar St, Somerville, MA 02145
- Splash Painting CorporationServes Winchester · 4.4 mi★★★★★5.0 rating
543 Riverside Ave, Medford, MA 02155
- Countryside Painting Company llcServes Winchester · 4.5 mi★★★★★5.0 rating
57 Cherry St, Somerville, MA 02144
- Coating Application Technologies IncServes Winchester · 4.5 mi★★★★☆3.7 rating
219B New Boston St, Woburn, MA 01801
- SPG PaintingServes Winchester · 4.5 mi★★★★★5.0 rating
290 Highland Ave Unit 2b, Somerville, MA 02144
- Serves Winchester · 4.5 mi
88 Scotland Rd, Reading, MA 01867
- Syspro Inc. Painting CompanyServes Winchester · 4.6 mi★★★★★5.0 rating
35 Adams St, Somerville, MA 02143
- Tibet Painting & RoofingServes Winchester · 4.6 mi★★★★★5.0 rating
80 High St, Malden, MA 02148
- Derose Home ProsServes Winchester · 4.7 mi★★★★★5.0 rating
67 Holyoke St, Malden, MA 02148
- Pro Alpha Painting and Cleaning LLCServes Winchester · 4.8 mi★★★★★5.0 rating
38 Wyllis Ave #2, Everett, MA 02149
- MC Painting Inc.Serves Winchester · 4.8 mi★★★★★5.0 rating
257 Beech St, Belmont, MA 02478
- Serves Winchester · 4.8 mi
281 Main St, Reading, MA 01867
- RB Painting Company, LLCServes Winchester · 4.8 mi★★★★★5.0 rating
379 Walden St #3, Cambridge, MA 02138
- Cesar PaintingServes Winchester · 4.8 mi★★★★★5.0 rating
1770 Massachusetts Ave #286, Cambridge, MA 02140
Painting in Winchester — what to know
Rebates & incentives
Painting is not an energy measure, so there is no Mass Save rebate for it, and Eversource territory does not change that. The dominant rule is lead. Under the federal EPA RRP rule, any contractor disturbing paint in a pre-1978 home must be a certified Lead-Safe Renovator and follow containment and cleanup steps. With Winchester's median home age around 73 years, almost every house predates 1978, so lead-safe work is the default on nearly every job.
The Massachusetts Lead Law adds deleading obligations for pre-1978 homes with a child under 6, and full deleading must be done by a state-licensed deleader, not a painter. Painting carries no rebate to offset the cost, so budget for the full project.
Permits in Winchester
Painting itself rarely needs a building permit in Winchester, and the lead rule does the main regulating. Any paint-disturbing work on a pre-1978 home requires EPA RRP certification under federal law and the Massachusetts Lead Law. Contractors doing remodel-related repaints must hold Massachusetts Home Improvement Contractor (HIC) registration. Winchester does not run a citywide historic color-review district, so exterior color is generally the homeowner's call, though the scale and detail of the town's larger homes make a careful contractor worth the premium. The Winchester Building Department handles any structural carpentry bundled with a larger exterior job.
Typical project cost
Winchester sits near the top of the inner-suburban band, reflecting affluent demand and the prep that large, detailed older homes require. A whole-house interior repaint typically runs $5,000–$13,000 depending on size and plaster work. An exterior repaint on a single-family lands around $8,000–$16,000, and large Colonials, Tudors, and Victorians with intricate trim push higher. Per-room interiors run roughly $450–$900. Lead-safe RRP containment on pre-1978 homes adds cost, and full deleading by a licensed deleader is a separate, larger expense.
About Winchester homes
Winchester has about 22,809 residents across roughly 8,201 housing units in Middlesex County, and the median home was built around 1953. The town is known for substantial older houses: pre-war Colonials, Tudors, and Victorians near the center and the lakes, plus stately homes along the tree-lined streets off Church Street and the Parkway.
That older, detailed stock drives the work. Interior repaints with significant plaster repair, exterior repaints on large wood-clad homes with intricate trim, and cabinet refinishing are the steady jobs here. With a median home age past 70 years, nearly every property predates 1978, so lead-safe handling is assumed on the great majority of projects.
Common questions — Painting in Winchester
- Does my Winchester painter need to be lead-safe certified?
- Almost certainly. With Winchester's median home age past 70 years, nearly every house predates 1978, so the federal EPA RRP rule requires a certified Lead-Safe Renovator for any paint-disturbing work. Ask to see the RRP certification.
- Why does my large Winchester home cost more to paint?
- Big Colonials, Tudors, and Victorians with intricate trim and significant plaster repair take more labor and careful prep. That extra work, plus lead-safe handling on pre-1978 stock, is what drives Winchester's higher end of the range.
- Is there a rebate for painting in Winchester?
- No. Painting is not an energy measure, so unlike HVAC or insulation it carries no Mass Save or utility rebate, even though Winchester is Eversource territory. Budget for the full project cost.
- Why do my plaster walls need so much prep?
- Winchester's older homes mostly have lath-and-plaster walls that crack and lose surface with age. Skim-coating and plaster repair before paint is common here and separates a cheap quote from a finish that holds up.
- What if my home has lead paint and a child under 6?
- The Massachusetts Lead Law requires deleading of pre-1978 homes where a child under 6 lives, and full deleading must be done by a state-licensed deleader, not a painter. A repaint alone does not satisfy the law.
