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Available Homes

Completed Homes

Lake & Vacation Homes

Remodeling & Additions

Commercial Projects

Your vision. Our craftsmanship.

Custom homes built to the highest standard

Full-service contractor
Full-disclosure bidding
Full-time interior designer
Full-time in-house draftsmen

Your new home should be your dream home

Let’s build your masterpiece: a one-of-a-kind home built to the highest standard.

Our team of skilled designers, craftsmen, and suppliers creates exceptional homes for those who demand the best. For decades, we have built one-of-a-kind homes in Wisconsin, earning us an impeccable reputation among homeowners, craftsmen and Realtors.

At Classic Custom Homes of Waunakee, we pay close attention to every detail so you don’t have to. You can be confident in the quality, style and durability of your new home.

What Our clients say

Just a quick note of thanks for all that you and Jenny did to create our the forever home of our dreams. The organization you’ve built, the quality of the people you’ve hired and the sub contractors you use are simply impressive. You benefit monetarily by building homes for real people, whereas our previous three builders made it known through their actions that they build purely for profit. The older I get, the fewer people there are that operate on...

-David Furrer – DeForest, WI

"First, let me start by saying that this was the 7th new house we’ve built, three of which were clean sheet of paper, custom builds. In short, our experience with Classic Custom Homes of Waunakee was far superior to any of our other home building experiences. From start to finish, CCH made the experience fun and enjoyable in spite of all the work that goes into building a custom home. Our project had a very challenging small lakefront lot that required...

-Scott & Ruth Mueller – Merrimac, WI

"We feel the same as many of the other reviewers that Classic is a top notch builder in the Madison area! We've built four custom homes over the years and working with Classic was our best experience. We live up in Baraboo and that wasn't a problem for them. The communication was easy and efficient. When you're building a house things can get pretty stressful, but we never felt that anyone at Classic was bugged by our emails or calls....

-Bill & Jennifer Gurske – Baraboo, WI

"When I started researching builders for our custom home, I was drawn to CCHW by the extensive portfolio on their website. We took a lot of ideas for our home from other home designs there. When we went to Waunakee to meet the team, I was impressed by their organization and attention to detail. While we had some specific things we wanted, there were so many decisions to make, so it was nice to have the design team make recommendations...

-Matt & Hayley Pap – Verona, WI

"Classic Custom Homes of Waunakee was the perfect builder to help us realize our dream home. From the first meeting we had with Bryan and Jennie, we knew they were the right choice. We showed up at their office in Waunakee and were impressed by how prepared they were. Not only were they curious about our family, needs, wants, and more but they provided a binder filled with details on they entire process. It was easy to understand and gave...

-David & Jennifer Pellas – Verona, WI

"Don't bother with anyone else! Seriously, Brian Sipple takes a great deal of pride in the quality of work that this company puts out. This is a top-notch team with premium craftsmen and designers. They will give you great ideas and tons of options for every budget. Everything goes on a computer, making communication very smooth. CCH also appreciates their employees and thus have a long standing, dedicated team you can trust."

-Bob & Caroline Childers – Deforest, WI

"We had a very good experience with them, building in the Kilkenny Farms area. They were very open to working with us and adjusting the design of the home to fit our specific requests and budget. Bruce is the architect we worked with there, and he was very responsive with the changes we requested. Bryan and Jon were our main project managers and they did a great job of keeping all the subcontractors organized and on schedule. We even asked them...

-Curtis & Sara Peternell – Waunakee, WI

"We highly recommend Bryan and Jennie, they were great to work with along with their team of people who work with you through the whole process were amazing. They definitely made the whole process so easy and always responded to questions immediately. The quality of work is awesome! We would definitely use them again."

-Mark & Nicole Stillings – Waunakee, WI

"Just wanted to drop a note about CCH as home builders. We had them do a major remodel and were very happy with it. They built our new home. They really do a nice job of helping you design the “dream” and making it a home. They are also great about coordinating the work and follow ups. They build beautiful homes."

-Gene & Cathy Davis – Lake Mills, WI

"Honestly there’s so much attention to detail that goes into building a custom home and I’ve never really experienced the organization and consideration that Bryan & Jennie’s team provides. Bryan was an incredible source of knowledge in regards to the process and his team was always keeping us updated as to decisions that had to be made. This was our first home we built (and was completely custom) and I couldn’t have imagined going with any other builder. Bryan is...

-Josh & Bailey Lamp – Maple Bluff, WI

Our Projects

Outside of our building radius? Ask us for more details

Plan Room

Ranch Style Two Story

Upcoming Events

Get Ready for the Fall 2025 Parade of Homes!

Get Ready for the Fall 2025 Parade of Homes! September 30, 2025

The Fall Parade of Homes is almost here! This special event is your chance to explore beautifully crafted homes across the Madison area, meet local bu...

October 2025 Fall Parade of Homes

October 2025 Fall Parade of Homes July 30, 2025

We are looking forward to the Fall Parade of Homes which takes place in October. The parade runs for two weekends: October 10-12 & October 17-19. ...

View More Events

Latest News

2025 Spring Parade of Homes

The 2025 Spring Parade of Homes is a month away! As we are wrapping up our parade homes, we are getting excited to see all of you! Whether you are looking into building your dream home or you have a love for houses, stop by our Waunakee house as well as Merrimac house to see what we have been working on!

Spring Parade of Homes 2024

Lot 33- 2024 Spring The Craftsmen style 2024 Spring Parade Home by Classic Custom Homes is absolutely stunning! The combination of durable LP siding and natural stone for the exterior, along with the barrel ceiling over the front entryway, sets a captivating tone right from the start.

Parade of Homes: Final Countdown

The countdown has begun for the highly anticipated Spring 2023 Parade of Homes event, and there’s just one month left until the big day! We’ve been hard at work, putting the final touches on our beautiful home, and we can’t wait to showcase it to the community.

2022 Best Overall Home Winner

2021 Best Overall Home Winner

2021 Finished Basement Winner

2020 Best Construction Award

2020 Curb Appeal Winner

2019 Curb Appeal Winner

2019 Finished Basement Winner

2018 Lower Level Winner

2017 Curb Appeal Winner

2016 Volunteer Of The Year

2016 Best Contractor Award Waunakee

Classic Awards

baxter exterior

erdley master bath

LOT 73 KIDS BR

Larson Great Room

Lamp Master Bedroom

erdley kitchen

Steiert sun

We’ve Got Plans For Your Future!

Wackerle Exterior

Hartmann Parade Pool Bath

Lot 154 Kitchen

Exterior Front Ranch

Regnier court

Hartmann Parade Pool

Lot 154 Parade Great Room

Gill Kitchen