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Exterior Remodeling in Wellesley, MA

Completed projects in Wellesley: real photos, real prices, one local crew.

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Home exterior project in Wellesley, MA

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Planning exterior remodeling on a Wellesley home means accounting for older wood framing, New England weather and the town's permitting process. We have measured, permitted and installed siding, roofing, windows and doors on houses across town since 2022. Here is what the work involves on a typical Wellesley house and how we run a project from the first visit to the final walk-through.

What projects cost, from our own estimates

SidingMassachusetts

$48,500

median written estimate, 2022–2026

$36,500middle half of jobs$58,000

Typical measured house: 29 squares of wall

Measured estimates How we estimate
RoofingMassachusetts

$17,000

median written estimate, 2025–2026

$13,500middle half of jobs$22,000

Typical measured roof: 21 squares

Measured estimates How we estimate
WindowsMassachusetts

$20,000

median written estimate, 2024–2026

$6,000middle half of jobs$35,500

Typical job: 8 windows

Measured estimates Brands & prices
DoorsMassachusetts

$5,000

median written estimate, 2024–2026

$4,000middle half of jobs$9,000

Measured estimates Brands & prices

Medians of the written estimates we prepared for measured Massachusetts homes, signed and unsigned, rounded to $500. For today's price on a specific product, use the cost calculators.

The usual scope of exterior work in Wellesley

Many homes in Wellesley were built between the 1890s and the 1960s, with colonials, capes and shingle-style houses making up a large share of the stock. The original wood siding and trim on these older houses face decades of New England weather, and you often find rot at the corners, peeling paint and windows that no longer seal tightly. Even houses from the 1980s and 1990s are now reaching the age where siding, roofing and windows need replacement rather than another round of repairs.

Wellesley sits inland enough to avoid direct salt spray, but winter brings the same freeze-thaw cycles, ice dams and nor'easter wind-driven rain that we see across MetroWest. Water gets behind failing caulk, worn roof flashing and cracked clapboards, and once it freezes it widens the gaps. On a first visit we most often address three things:

  • Wood siding with rot at the bottom courses and around window casings, where snow piles up and spring rain splashes back.
  • Asphalt roof shingles losing granules and curling at the eaves, often on the north-facing slopes that hold snow longest.
  • Original double-hung windows with failed balances, fogged glass and drafts that the homeowners feel all winter.

How we plan and run a project in Wellesley

One of our project managers measures the house at a free in-home visit and writes a proposal that lists the exact products, colors and scope. We handle the building permit with the town, schedule the inspection and install with our own crew.

  • We measure and photograph the house at the first visit.
  • The written proposal names every product and color.
  • We handle the town permit and inspection.
  • Our own crew installs, cleans up, and walks the finished job with you.

Choosing siding, roofing, windows or doors here: the decisions that matter

Wellesley houses range from early-1900s colonials to mid-century ranches and newer builds, and each exterior surface faces the same wet winters and freeze-thaw cycles. Siding must shed snow melt without trapping moisture behind it, so we often look at fiber cement lap siding or vinyl shakes with a built-in drainage plane. Roofing decisions start with ice and water barrier placement along the eaves and in valleys, paired with a synthetic underlayment that holds up better than felt during a nor'easter.

Windows and doors in Wellesley must handle temperature swings without sticking or leaking air. We recommend double-hung or casement windows with a low-E coating that cuts heat loss in January and solar gain in July. A fiberglass entry door with a polyurethane core stays straight through humid summers and dry cold snaps, and a fully sealed frame keeps wind-driven rain out of the front hall. Colors that hold up in full New England sun, like the warm white or deep navy we have used on Wellesley projects, come from factory-applied finishes that resist fading and peeling.

What we have installed on Wellesley homes

Our photographed projects in Wellesley include siding, roofing, windows and decks. Homeowners there have chosen Pella and Andersen windows, GAF and CertainTeed roofing, CertainTeed siding and Trex decking. Styles include shake and shingle siding as well as lap siding, in colors such as light greige, Khaki Brown, deep navy, warm gray-mauve and warm white.

Nearby towns we serve

Towns next to Wellesley where our crews have finished projects. Each town page shows that work and the services we offer there.

Exterior remodeling in Wellesley: frequently asked questions

Which exterior projects need a permit in Wellesley?

Roofing, siding, window and door replacement, and deck construction all need a building permit from the Town of Wellesley. We file the building permit as part of our scope, schedule the required inspections and make sure the work passes before we consider the job finished.

What kind of siding holds up best on older Wellesley homes?

Fiber cement siding handles New England moisture and temperature swings well and resists rot on houses where the original wood cladding has failed. We install James Hardie lap, shingle and board-and-batten styles, and we have also used CertainTeed polymer shakes on Wellesley homes where the owner wanted a cedar look with less upkeep.

How long does exterior remodeling take on a Wellesley house?

We set the dates by the scope of work and the season. A full siding replacement on a colonial typically takes a couple of weeks with our own crew on site every working day. Roofing is faster, often under a week. We give you a written schedule in the proposal so you know what to expect before we start.

Can you match the original look of a Wellesley colonial or cape?

We match the style and scale of the original exterior where that matters to you and to the town's design review, if your property falls within a historic district. For example, we have installed shake and shingle siding in light greige and warm white on Wellesley homes that kept the traditional New England character while upgrading to modern materials.

What roofing system works for Wellesley winters and nor'easters?

We install GAF and CertainTeed asphalt shingle systems with ice and water barrier along the eaves and in valleys, synthetic underlayment and continuous ridge venting. PolyIso insulation goes on any flat or low-pitch section of the roof. This assembly handles snow, ice dams and wind-driven rain better than older felt-and-shingle roofs still common on mid-century houses in town.

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