28 Church St, Winchester, MA 01890
Decks & Porches in Winchester, Massachusetts
Compare contractors serving Winchester, Middlesex County — call them directly, or send one request and let the ones who want the job come to you.
30 contractors serving Winchester — including 2 based in town.
Contractors serving Winchester
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
- Obie and Sons Contracting LLCBased in Winchester★★★★★5.0 Google rating
- Millwork Inc BuildersBased in Winchester★★★★★5.0 Google rating
43 River St, Winchester, MA 01890
- USA Group Construction, INCServes Winchester · 1.7 mi★★★★★5.0 Google rating
4 Parker St, Woburn, MA 01801
- Connection Construction, Inc - Deck, Roofing, SidingServes Winchester · 1.9 mi★★★★★5.0 Google rating
2 Draper St #2, Woburn, MA 01801
- GPA ContractingServes Winchester · 2.4 mi★★★★★5.0 Google rating
96 Summer St, Arlington, MA 02474
- G&M Home SolutionsServes Winchester · 2.4 mi★★★★★5.0 Google rating
13 Samoset Rd, Woburn, MA 01801
- T.S. CaccavaroServes Winchester · 2.5 mi★★★★★5.0 Google rating
5 Walnut Hill Park, Woburn, MA 01801
- WS General ContractorServes Winchester · 2.7 mi★★★★★5.0 Google rating
500 Unicorn Park Dr # 300, Woburn, MA 01801
- Roque General ServicesServes Winchester · 2.7 mi★★★★★5.0 Google rating
138 N Union St #01, Arlington, MA 02474
- JVG Remodeling LLCServes Winchester · 3.0 mi★★★★★5.0 Google rating
5 High St, Medford, MA 02155
- Mathiaca Construction CorpServes Winchester · 3.0 mi★★★★★5.0 Google rating
15 Cottage St, Stoneham, MA 02180
- HB HOME IMPROVEMENTServes Winchester · 3.1 mi★★★★★5.0 Google rating
740 Main St unit a, Woburn, MA 01801
- Schlickmann ConstructionServes Winchester · 3.1 mi★★★★★5.0 Google rating
270 Main St, Stoneham, MA 02180
- TL Construction and ServicesServes Winchester · 3.2 mi★★★★★5.0 Google rating
335 Washington St, Woburn, MA 01801
- Suburban Home Works, Inc.Serves Winchester · 3.2 mi★★★★★5.0 Google rating
2 Bow St, Lexington, MA 02420
- Boston Builders ContractingServes Winchester · 3.2 mi★★★★★5.0 Google rating
21 Cummings Park Dr #224, Woburn, MA 01801
- UP Custom Cabinets and Carpentry, INCServes Winchester · 3.3 mi★★★★★5.0 Google rating
57 Cedar St, Woburn, MA 01801
- M&D Framing INCServes Winchester · 3.3 mi★★★★★5.0 Google rating
21 Olympia Ave Suite G10, Woburn, MA 01801
- Home Sweet Home Builders, LLCServes Winchester · 3.5 mi★★★★★5.0 Google rating
3 Baldwin Green Common STE 202, Woburn, MA 01801
- Thomas and Ana ConstructionServes Winchester · 3.5 mi★★★★★5.0 Google rating
599 Pleasant St, Malden, MA 02148
- Alpha Construction and Design Inc.Serves Winchester · 3.5 mi★★★★★5.0 Google rating
41 Browning Rd, Arlington, MA 02476
- Stella Construction & Home ServicesServes Winchester · 2.0 mi★★★★★4.9 Google rating
25 Everett St, Woburn, MA 01801
- Johnny's ProServes Winchester · 3.0 mi★★★★★4.9 Google rating
8 Cedar St #45a, Woburn, MA 01801
- PARAISO GENERAL CONSTRUCTION,INCServes Winchester · 3.5 mi★★★★★4.9 Google rating
54 Thorndike St, Arlington, MA 02474
- Goveias ConstructionServes Winchester · 3.1 mi★★★★★4.7 Google rating
3 Middlesex Canal Park Dr, Woburn, MA 01801
- EXPRESS REMODELING GROUP, LLCServes Winchester · 2.8 mi★★★★★4.5 Google rating
178 Winthrop St, Medford, MA 02155
- Morse ConstructionsServes Winchester · 3.0 mi★★★★☆4.4 Google rating
3 Arrow Dr, Woburn, MA 01801
- B&D Building and RemodelingServes Winchester · 3.5 mi★★★★☆4.2 Google rating
1161 Broadway, Somerville, MA 02144
- Landmark Structures CorporationServes Winchester · 2.2 mi★★★★☆4.0 Google rating
282 Montvale Ave, Woburn, MA 01801
- Cardarelli ContractingServes Winchester · 2.5 mi★★★★☆4.0 Google rating
10 Wheeler Rd, Lexington, MA 02420
Decks & Porches in Winchester — what to know
Rebates & incentives
Winchester is in Eversource territory, but Mass Save rebates apply to insulation and heating systems, not decks. For decks in Winchester, two permitting threads matter: waterfront wetlands and local historic character.
The Mystic Lakes, Horn Pond, and the Aberjona River are major Wetlands Protection Act resource areas. Properties within 100 feet of these water bodies require a Notice of Intent with the Winchester Conservation Commission before a building permit is issued. Winchester also has a local Historic District around Winchester Center and several historically significant neighborhoods where the Winchester Historical Commission may review exterior changes. Attaching a deck to a historic-district property or one listed on the Town Inventory may require approval before a building permit is issued. Standard 780 CMR inspections apply throughout: 48-inch frost-depth footings, ledger attachment and through-flashing, guardrail height (36 inches minimum), and baluster spacing.
Permits in Winchester
Winchester deck permits are filed with the Winchester Building Department under 780 CMR. Properties near the Mystic Lakes, Horn Pond, or Aberjona River require Conservation Commission review first. Properties in Winchester Center's Historic District or on the Town Inventory should confirm Historical Commission requirements. This layered permitting is worth understanding upfront, particularly on high-value properties where design changes mid-project are costly.
Where a permit is required, decks & porches work in Winchester is filed with the Winchester Building Department; see the Winchester Building Department’s contact, portal and who pulls the permit on permits.llc.
Typical project cost
Winchester is a premium Middlesex County market, and deck pricing reflects that. Pressure-treated pine decks for a 300-400 sq ft build run $19,000-$33,000; composite or PVC decking (Trex Transcend, TimberTech Legacy, Azek) is $30,000-$52,000. Cedar and mahogany decks are popular on older Tudors and colonials where wood aesthetics matter, typically $25,000-$48,000. Farmer's porches on Winchester's older homes run $28,000-$55,000. Wetland and historic review add $800-$2,500 in soft costs.
About Winchester homes
Winchester has 22,809 residents in about 8,201 housing units in Middlesex County, north of Arlington and Medford. The median home age of 73 years places most housing in the 1940s-1950s, making Winchester one of the older suburban markets in this group. Colonials, Tudors, and pre-war capes are common throughout town.
The Mystic Lakes chain runs north-south through the town center. Properties near the Mystic Lakes, Horn Pond, or the Aberjona River are numerous, and Winchester real estate is among the highest-value in Middlesex County, which steers homeowners toward premium deck products.
Common questions — Decks & Porches in Winchester
- My Winchester home is near the Mystic Lakes. Do I need Conservation Commission approval for a deck?
- Yes. The Mystic Lakes are major wetland resource areas. Any deck footprint or excavation within 100 feet requires a Notice of Intent with the Winchester Conservation Commission under the Wetlands Protection Act. Get the Order of Conditions before the building department accepts your permit application.
- My Winchester property is in the historic district. Can I still add a deck?
- Usually yes, but the Winchester Historical Commission may need to review exterior changes, particularly if the deck is visible from the street. Rear decks on many historic Winchester properties proceed without controversy; front or side additions that alter street-facing character get more scrutiny.
- My 1947 colonial in Winchester has no existing deck. What ledger issues should I expect?
- Homes from the 1940s often have older balloon or early platform framing with limited rim-joist depth. A competent contractor will inspect the band board and may need to sister new framing before attaching the ledger. Proper through-flashing is non-negotiable under 780 CMR.
- What decking material is most popular for Winchester homes in this price range?
- Premium composite (Trex Transcend, TimberTech Legacy) and PVC (Azek) are most common for Winchester homeowners investing in decks on high-value properties. Cedar is popular for farmer's porches where the wood grain aesthetics complement older architecture.
- How long does the Winchester permit process take for a deck on a wetland-adjacent lot?
- Plan for four to eight weeks for Conservation Commission review, then one to two weeks for the building permit. If Historic District Commission review is also required, add two to four weeks for that process. Complex Winchester projects sometimes take three to four months from start of permitting to construction.
