Independent neighborhood guide, not affiliated with any homeowners association, property manager, city or official board.
Updated October 23, 2026
If you want to understand a town, sit down with someone who has spent a lifetime there. A while back, I did just that with Chaska’s mayor, Mark Windschitl.
Mark grew up in Chaska, graduated from Chaska High School in 1973 and spent decades as a fire chief before turning to public service as mayor. He’s the kind of person who seems to know everyone downtown, and loves introducing them.
Here’s what he told me about the town, and why it matters if you’re thinking about selling or buying here.
“One of the best small towns in America”
That’s how Mark described Chaska, pointing to its history, its schools, its convenient location and its active community life.
He has been a big advocate for the city’s trail network, which by his count runs more than 78 miles for walking and biking. See Chaska parks and trails.
Curling, Firemen’s Park and the Ryder Cup
When we talked, Mark lit up about the Chaska Curling Center and the redevelopment of Firemen’s Park. The city had hoped for about 150 people to sign up for curling leagues, and he said more than 650 were waiting to join.
With the 2016 Ryder Cup at Hazeltine National, the city planned to turn the curling center and park into a gathering place to watch the tournament on big screens with live music. Read more in Chaska golf courses.
A simple plan for your Chaska move
I’ve been helping people sell and buy homes in Chaska for about two decades, and I live here. I’ll help you see the town the way locals do.
Getting the house ready, or making it yours
If you’re selling and want repairs handled before buyers see them, Super Crew Contractors can give you an estimate. If you’re ready for something custom, Ivy Lane Homes does luxury home building and remodeling. And a quick coverage check with Intrinsic Insurance before closing can save you a surprise. For today’s numbers, read my Chaska homes and market guide, and see Chaska community life.
Super Crew Contractors, Ivy Lane Homes and Intrinsic Insurance are owned by David Olson; you are free to use any contractor, builder or insurer.
Chaska on video
Your next step in Chaska
You don’t have to figure this out alone. Tell me where you are and where you want to be, and we’ll build a plan that fits your life.
Please note: I don’t handle rentals or property management. I work with sellers and buyers, and that’s where I can help you most in Chaska.
Stay close to the market, without the noise.
Every so often I send a short, practical note: what Chaska homes did, prep tips that are worth the money, and neighborhoods worth a look. Sign up and you’ll get my Chaska Seller & Buyer Checklist (PDF) right away.
Thank you! You’re on the list.
I’m glad you’re here. Your checklist is ready below, and a quick confirmation is on its way to your inbox. Whenever you want to talk about your own home or a move, I’m a call or text away.
