The Wills Agency

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The Wills Agency Elevating people. Elevating property. Throughout his career, Charlie has established himself as a top-producing agent and leader in the industry.

A proud resident of Madison for over 25 years, Charlie has dedicated the last 20 years to providing exceptional real estate services. His expertise spans a wide range of markets, including residential, condominium, new construction, investment properties, development, land, property management, and luxury homes. He not only leads a highly successful real estate team but also coaches and mentors others in the field, sharing his passion and knowledge to elevate their success. Charlie is deeply committed to giving back to his community. He serves as an active board member and board president of 100 Men of Dane County, an organization dedicated to empowering children and fostering their growth from survival to significance. Under his leadership, the organization has raised over $2.2 million in just seven years. Additionally, Charlie supports various causes through his involvement with Coaches vs. Cancer, the National W Club, Easter Seals, the Tellurian Foundation, and other impactful community initiatives. Beyond his professional and philanthropic endeavors, Charlie has pursued his love for sports as a color commentator alongside Brian Butch and Matt Lepay for Learfield Sports and the University of Wisconsin Men’s Basketball team. A graduate of the University of Wisconsin Grainger Business School, Charlie was a four-year basketball letterman, team captain, and an integral member of the 2000 NCAA Final Four Team and the 2002 Big Ten Championship team.

LOCAL LOVE GIVEAWAY WINNER! 🎉 We have a winner! 🥳 Congratulations to ! you've won our giveaway. A huge thank you to  for...
11/03/2026

LOCAL LOVE GIVEAWAY WINNER! 🎉

We have a winner! 🥳 Congratulations to ! you've won our giveaway.

A huge thank you to for being a part of our Local Love series and to everyone who entered and showed some love for this wonderful local business.

We love finding ways to celebrate the people and businesses that make our community so special. ❤️

Stay tuned for more Local Love coming soon!

Yummee Treats

A Very Madison Weekend 🎃👻 Halloween Edition A little Halloween magic around Madison! From creative costumes and spooky c...
11/03/2026

A Very Madison Weekend 🎃👻 Halloween Edition

A little Halloween magic around Madison! From creative costumes and spooky celebrations to porches dressed up for the season, there was no shortage of Halloween spirit this weekend.

We love seeing everyone get into the fun, make memories, and enjoy all the little things that make fall in Madison so special.

Hope everyone had a BOO-tiful Halloween weekend! 🧡🍂

Happy Monday from all of us at The Wills Agency!

10/30/2026

Another Pumpkin Fest in the books! 🎃 👻

Thank you to everyone who stopped by for pumpkins, treats, c***r and a little fall fun. We always look forward to this tradition and getting the chance to catch up with so many neighbors and friends.

We’re grateful to be part of such a wonderful community. Until next year!🧡

Homebuyer Dictionary: Earnest Money VS Down PaymentBoth involve money you put toward buying a home, but they come into p...
10/30/2026

Homebuyer Dictionary: Earnest Money VS Down Payment

Both involve money you put toward buying a home, but they come into play at different points in the process.

💰 Earnest money shows the seller you're serious about your offer and is typically credited toward your purchase at closing.

🔑 Your down payment is the portion of the home's purchase price you pay upfront rather than finance through your mortgage.

Understanding these details before you start your home search can help you feel more prepared when it's time to make an offer.

Jennifer Ciardo Fenster's Tip: Love a house after the first showing? Go see it again! The first time through, it's easy ...
10/29/2026

Jennifer Ciardo Fenster's Tip: Love a house after the first showing? Go see it again!

The first time through, it's easy to focus on the home's overall feel. A second look gives you a chance to notice the little things: storage, natural light, noise, layout and anything you may have missed.

A second walkthrough can tell you a lot!

🍂 This fall has been truly magical and memorable. There’s something special about autumn in Madison... the beautiful col...
10/28/2026

🍂 This fall has been truly magical and memorable. There’s something special about autumn in Madison... the beautiful colors, crisp air and unmistakable sense of community make it one of the most wonderful times of the year.

🍁 Fall Colors: take in the views at Tenney Park, the UW-Arboretum, Governor Nelson State Park and countless other sports around town.

🍎 Fall Flavors: Spend a Saturday morning at the Dane County Farmer's Market, Warm Belly Farms or explore the 20+local breweries Madison has to offer.

🏈 Fall Traditions: Jump Around at a WI Badger football game, take a spooky tour through downtown Madison, check out Witches Night Out, or channel the Gilmore Girls at Stars Hallow Days.

Whether you've lived in Madison for years or are just getting to know the area, fall is a pretty great time to call Madison home.

🍂 A Very Madison Weekend 🍂Fishing up north, sipping w**e in w**e country, and soaking up every last bit of this beautifu...
10/28/2026

🍂 A Very Madison Weekend 🍂

Fishing up north, sipping w**e in w**e country, and soaking up every last bit of this beautiful fall weather. ❤️

🎣 Grant, Charlie & Papa were up north catching fish and rippin’ lips!

🍷 Jennifer Ciardo Fenster Pete & friends enjoyed a little time in w**e country.

🎃 Sarah and her family made the most of fall fun at Enchanted Valley.

🏓 Crystal has joined the pickleball fun! Have you played yet? So fun!

☀️ Finding every excuse to spend as much time outside as possible because this fall has been pure perfection.

🌳 And a little appreciation for one of Madison’s beautiful gems, Wingra Park.

We’re soaking up every minute of this gorgeous season. What has your family been up to this fall? 🍁

10/27/2026

LOCAL LOVE ❤️ | A GIVEAWAY

Local love is our way of celebrating the local businesses, people and places that make Dane County such a great place to live.

Up Next: Yummee Treats
We are giving away a six-pack of Yummee cookies 🍪

To enter:
1️⃣ follow The Wills Agency and share this reel.
2️⃣ follow Yummee Treats
3️⃣ tell us in the comments which Yummee cookies you’d like to try.

Giveaway closes Saturday, October 31 at 11:59 PM. The winner will be selected at random and contacted by The Wills Agency. Good luck!

LOCAL LOVE ❤️ \\ A GIVEAWAYLocal Love: A series celebrating the local businesses, people and places that make Dane Co. s...
10/24/2026

LOCAL LOVE ❤️ \\ A GIVEAWAY

Local Love: A series celebrating the local businesses, people and places that make Dane Co. such a great place to live.

Up Next: Yummee Treats

Yummee Treats is a Madison favorite serving up generous, indulgent cookies, creative flavors and delicious baked goods that bring a little extra joy to everyday life. Known for its signature ooey-gooey chocolate chip cookies, Yummee also offers specialty cookies, bubble tea and unique sweet and savory treats.

What makes Yummee especially special is the family story behind the name. Inspired by the owners’ mother, Mee and her decades of hard work at the Dane County Farmers’ Market, the business is built on family, perseverance and a desire to share something meaningful with others.

To enter the giveaway:
1️⃣ Follow The Wills Agency - Real Estate Brokerage AND

2️⃣ Tell us in the comments; what is your favorite treat or an item you'd like to try.

And if you know someone who could use a little extra treat, share this post with them! ❤️

The giveaway closes: Saturday, October 31st @ 11:59PM. The winner will be selected at random and contacted by The Wills Agency. Good luck!

Who should we feature next?! 👇

Address

5609 Medical Circle, Suite 202
Madison, WI
53719

Opening Hours

Monday 8am - 5pm
Tuesday 8am - 5pm
Wednesday 8am - 5pm
Thursday 8am - 5pm
Friday 8am - 5pm
Saturday 8am - 5pm

Telephone

+16082208186

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