If you’re a homeowner in Milwaukee, you already know how harsh Wisconsin weather can be on your home’s exterior.
Between the cold winters, heavy snow, spring hailstorms, and hot summers, your roof and siding take a beating year-round.
So when it’s time for upgrades, the question often comes up: Should I do my siding and roofing together — and if so, will bundling actually save me money?
The short answer is yes. Bundling roof and siding projects is not only more convenient, but it can also lead to significant cost savings.
In this article, we’ll break down how much you can expect to save, when bundling makes sense, and what Milwaukee homeowners need to know before getting started.
Get a free bundled estimate from Four Leaf Roofing & Windows today and discover how much you could save on your next home exterior upgrade.
Why Bundling Siding and Roofing Makes Sense
Many homeowners wait to tackle these big exterior projects one at a time, often due to budgeting concerns or the assumption that combining them might be too overwhelming.
But from a contractor’s perspective and from a financial standpoint, bundling both jobs can offer serious advantages.
Let’s take a look at why:
1. You Save on Labor Costs
When siding and roofing are done together, you only pay once for mobilization, setup, and cleanup. It reduces overall time and labor, especially when scaffolding or permits are required for both.
2. A Superior Watertight Seal
The most vulnerable part of your home’s exterior is where the roof meets the wall. This area relies on “step flashing”—metal sheets that weave between your shingles and sit behind your siding.
When we install both systems together, we can seamlessly integrate this flashing without prying up old materials or risking damage, ensuring a 100% watertight barrier against Milwaukee snowmelt.
3. You Save Time
It’s one team, one schedule, and one disruption to your life — instead of stretching it out over two separate projects that may take weeks or months apart.
4. Consistent Exterior Look
Bundling your roofing and siding ensures a coordinated aesthetic. You get to select colors, materials, and finishes that complement each other, giving your home a fresh, uniform appearance.
5. Maximized Energy Efficiency
Both roofing and siding impact your home’s insulation and energy usage. When upgraded together, they work as a system to improve weathertightness and reduce utility bills.
6. Easier Insurance Claims
If your home has experienced storm damage, you might be eligible to include both roof and siding repairs in a single insurance claim.
Four Leaf Roofing & Windows has extensive experience helping homeowners navigate this process.
The Cost Breakdown: How Much Can You Actually Save?
Let’s look at some numbers to give you a realistic idea of potential savings when bundling your roofing and siding replacement projects in Milwaukee.
For the average Southeastern Wisconsin home:
| Project Scope | Cost When Done Separately | Estimated Cost When Bundled |
| Roof Replacement | $9,000 – $13,000 | |
| Siding Replacement | $12,000 – $18,000 | |
| Total | $21,000 – $31,000 | $18,000 – $26,000 |
| Potential Savings | $3,000 – $5,000+ |
Note: These are estimates based on average home sizes. Material choice and scope of work will affect final pricing.
Seeing a number like $20,000 can be intimidating. That’s why Four Leaf Roofing & Windows offers competitive financing options.
Many homeowners find that their monthly payment for a full bundle is surprisingly affordable, often costing less than their monthly energy bill, savings, and insurance discount combined.
Bundling can also lead to discounts on material orders due to bulk purchasing and lower overhead for the contractor.
Want a personalized quote for your home? Call Four Leaf Roofing & Windows to schedule an on-site evaluation with no obligation.
When Is the Best Time to Bundle Roofing and Siding?
While bundling offers excellent value, it isn’t the right choice for every homeowner, every time.
Here are a few key situations when it makes the most sense:
- Your Roof and Siding Are Both 15+ Years Old: Most roofing materials and siding types start showing wear around the same time. If both systems are aging, bundling their replacement is logical.
- Visible Damage Is Present: Cracked shingles, curling siding, or water stains inside your home can point to multiple failing systems. Addressing them together avoids recurring problems.
- You’re Filing an Insurance Claim: Many Milwaukee homeowners file claims after storms, especially hail or wind damage. If both roof and siding are affected, you can often submit them under a single claim and minimize your out-of-pocket costs.
- You’re Planning to Sell Your Home: Exterior upgrades are some of the best investments when selling. New siding and roofing not only boost curb appeal but also increase resale value.
What Should You Look for in a Roofing and Siding Contractor?
When you’re considering a major home exterior project, choosing the right contractor is critical.
Here’s what to prioritize:
- Local Experience: Four Leaf Roofing & Windows has over 30 years of experience working in Milwaukee and surrounding communities, and we have been recognized as the Face of Roofing by Milwaukee Magazine. We understand local building codes, climate challenges, and the best materials for our region.
- Licensed & Insured: Your contractor should be fully licensed and insured. Don’t risk working with uninsured companies that may cut corners.
- Full Service: Make sure your contractor handles both roofing and siding in-house. This guarantees better coordination, timelines, and quality control.
- Insurance Assistance: If storm damage is involved, you’ll want a team that can walk you through the claims process from start to finish.
- Reputation: Ask for references, check our BBB profile, and confirm that the company stands behind its work with warranties and follow-up support.
Material Options for Milwaukee Homes
When bundling, you’ll be choosing materials for both your roof and siding. Here are some of the most popular combinations:
Roofing Options:
- Asphalt shingles (affordable, versatile)
- Metal roofing (long-lasting, energy-efficient)
- Cedar shake (natural, upscale appearance)
Siding Options:
- Vinyl siding (cost-effective, low maintenance)
- Fiber cement (durable, fire-resistant)
- Wood siding (classic, but requires upkeep)
Four Leaf Roofing & Windows can walk you through the pros and cons of each and recommend the best fit for your home’s style, budget, and performance needs.
The Smart Choice for Milwaukee Homeowners
Replacing your roof or siding individually is always an option, but bundling both can lead to meaningful savings, better home performance, and a faster, smoother project timeline.
If your home’s exterior is aging or showing signs of wear, now is the time to explore a bundled solution.
Four Leaf Roofing & Windows has served Milwaukee-area homeowners for over three decades from our home base in New Berlin, WI, we bundle siding and roofing projects across southeastern Wisconsin.
We specialize in full exterior upgrades, storm damage repairs, and making the entire process stress-free.
From your initial consultation to final inspection, we handle every step with professionalism, honesty, and care.
Ready to take the next step? Contact Four Leaf Roofing & Windows for your no-obligation roof and siding bundle estimate today.
Let’s protect and enhance your home — together.
FAQs About Bundling Siding and Roofing
Is bundling siding and roofing really cheaper than doing them separately?
Yes. Bundling these services helps you save on labor costs, dumpster rentals, permits, and project scheduling.
In Milwaukee, homeowners typically save between $3,000 and $5,000 when they bundle instead of completing these projects separately.
Can I finance a roof and siding bundle in Milwaukee?
Absolutely. Four Leaf Roofing & Windows offers flexible financing options tailored to your budget.
We also assist with insurance claims if your project involves storm damage, making it even more affordable to upgrade your home.
What materials are available in a bundled project?
You can choose from a range of roofing materials (asphalt shingles, metal, cedar shake) and siding types (vinyl, fiber cement, wood).
Our team will help you match materials that suit your budget, aesthetic, and performance needs.
How long does a roof and siding bundle installation take?
Most projects are completed within 1 to 2 weeks, depending on home size and weather conditions.
Bundling shortens the total project time by avoiding separate installation windows.
What if I only need one done now? Can I still bundle later?
Yes, but the cost advantage may not be as high. If both your siding and roofing are nearing end-of-life, it’s more cost-effective to do them together.
We’re happy to inspect and give honest feedback on timing.
