Generations RR Roofing and Remodeling delivers comprehensive home improvement solutions throughout Oshkosh and Winnebago County. From emergency roof repairs to complete kitchen remodels, we do it all—roofing, siding, windows, gutters, and full interior renovations with one trusted contractor handling every detail.
Our local team is here to perform exterior upgrades on your home in Oshkosh, Wisconsin, to protect it from the unpredictable weather. Installation, repair, and replacement of roofs, premier siding, and energy-efficient windows—all available with competitive prices, free inspections, and no-obligation quotes.

From leaking repairs to entire roof replacements, we offer all roofing services in Oshkosh, WI. We build roofs that can handle heavy snow and rain while improving your home's efficiency—engineered for Winnebago County's demanding weather conditions.
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Boost the curb appeal and insulation in your house with a range of high-performing products. Choose from modern vinyl or more reliable fiber cement—options that fit your preferences while providing the highest curb appeal for all four seasons in Oshkosh.
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Contemporary window replacements provide a totally new look to your home. From classic single-hung and double-hung to newer casement and specialized types—enhanced energy efficiency with sufficient natural light for any Oshkosh residence:

Professional gutter installation and replacement designed for Oshkosh's heavy precipitation. Seamless aluminum gutters with proper pitch, oversized downspouts for spring melt, and gutter guard options to prevent debris buildup and ice dam formation.
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Kitchen renovations, bathroom upgrades, basement finishing, and whole-home transformations. We coordinate all trades—plumbing, electrical, HVAC, drywall, flooring—so you work with one contractor instead of juggling multiple companies throughout your Oshkosh remodel.
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Emergency response for wind, hail, and water damage throughout Oshkosh. Comprehensive property documentation with photos, direct insurance company communication, temporary repairs to prevent further damage, and complete restoration using approved materials and methods.
Learn MoreOshkosh follows Wisconsin DSPS codes for residential and commercial projects. Permits are required for structural changes, with specific guidelines for metal roofs and exterior modifications.
The city uses an online portal for permit submissions. Fees vary by permit type, and the process is streamlined for faster approval on standard residential projects.
Oshkosh partners with McMahon for inspections in the Town of Oshkosh, ensuring thorough compliance verification and professional oversight throughout your project completion.
Transparent pricing for Oshkosh projects. Actual estimates vary based on home size, materials, and project complexity.
| Type of Replacement | Estimated Cost Range |
|---|---|
| Roof Replacement | $14,466 – $28,820 |
| Siding Replacement | $5,562 – $17,626 |
| Window Replacements | $614 – $1,309 per window |
Common questions about building permits, project requirements, and working with contractors in Oshkosh
If you are doing new construction, alterations, putting up a new roof, siding, windows, and any other similar work, you require a building permit. An alteration that impacts the health and safety of the building would also require a building permit.
You can apply for a permit or rebuilding of a building in Oshkosh through an online application system managed by the city.
Before applying, it is always a good idea to be in order with plans and documents. Should you have questions or require some assistance, contact the Inspection Services Division that forms part of the Community Development Department.
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Roofing · Siding · Windows · Remodeling · Southeast Wisconsin