Independent neighborhood guide, not affiliated with any homeowners association, property manager, city or official board.
Updated October 23, 2026
Newer homes, downtown less than a mile away and City Square Park within easy reach. The Highlands has a lot of everyday charm.
The Highlands is a newer neighborhood of craftsman and traditional homes on the southwest side of Chaska, just west of downtown.
Here’s an honest look, whether you’re selling or buying.
Close to downtown
Downtown Chaska is less than a mile away, with Firemen’s Park and City Square Park. The Chaska Community Center, Chaska Commons, Hazeltine National and Two Twelve Medical Center are close. See downtown Chaska and Chaska parks and trails.
What buyers check before they tour
- Schools: The Highlands is served by School District 112 (Eastern Carver County Schools). Chaska Middle School West is one of the closest schools. Other nearby options include Chaska Elementary, Pioneer Ridge Middle School, Chaska High School and Southwest Christian High School. Boundaries can change, so confirm the assigned schools for any address with the district.
- Newer homes: Ask about the age of the roof and mechanicals, any remaining builder warranty, and whether there’s an association and what it covers.
- Commute: Highway 212 is the main route toward Eden Prairie and Minneapolis. Test the drive at rush hour before you buy.
A simple plan for your Highlands move
I’ve been helping people sell and buy homes for about two decades, and I started in the trades. I look at a home the way a builder would, and I’ll tell you plainly what I see.
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. Nearby, see The Harvest, or read my Chaska homes and market guide.
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 Highlands
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 Highlands.
Stay close to the market, without the noise.
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