Cassie Winter

Cassie Winter

Sales Associate

Specialties

Buyer’s Agent, Listing Agent

Client Testimonials

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★★★★★
"Cassie is an amazing realtor. She answered any and all of our questions. She is very professional and will give you an honest opinion, which helped us during the home buying process. My husband and I will always recommend her to anyone. Cassie will hold a special place in our hearts because she helped us find our forever home." - Angela

★★★★★
"As a first time home buyer I couldn't have felt in better hands, whether it was informing me on specifics to look out for in the home hunt or attention to detail with home inspections and closing Cassie has been a great agent to work with and would recommend to any home buyers in the future." - Johnny

★★★★★
"Cassie was the best realtor we've ever had!! She was so patient with us, always willing to show us houses & properties that we asked about. And, going the extra mile to look at places on her own. In fact, that's how we ended up with our new place. She found the perfect property for us & a wonderful builder. I can't praise her enough - she was wonderful & will remain a good friend!!" - Joanne

★★★★★
"Cassie was wonderful from start to finish. She was quick to respond to any questions or showings. I felt she was in our corner and treated us like family. Would definitely refer her to family and friends." - Tommy

★★★★★
"Very helpful throughout the entire process. Always looked out for my best interest. If I had a question, I could ask her and she would reply quickly with a great helpful answer."


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About Cassie

As a full-time real estate professional serving Racine County and beyond, I bring years of experience, a strong work ethic, and a genuine passion for helping clients navigate the home buying and selling process with confidence. From first-time buyers to seasoned investors, I offer personalized, expert guidance backed by real-world knowledge—I'm a property investor myself.


While I specialize in new construction, I'm well-versed in all aspects of real estate and committed to making every transaction smooth and stress-free. I leverage an extensive network of industry professionals, the latest technology, and the powerful tools of Compass to provide constant communication and market insight.


Clients describe me as a trusted advisor, and the “perfect partner” in their real estate journey. I treat every client with integrity, care, and attention to detail—from the first showing to well beyond closing.


Let’s make your next move a confident one—together. 

Cassie Winter’s Listings

$449,990 | 1302 Evergreen Drive, Delavan, WI 53115
$449,990 | 1302 Evergreen Drive, Delavan, WI 53115
$449,990 | 1302 Evergreen Drive, Delavan, WI 53115
$449,990 | 1302 Evergreen Drive, Delavan, WI 53115
$449,990 | 1302 Evergreen Drive, Delavan, WI 53115
$449,990 | 1302 Evergreen Drive, Delavan, WI 53115
$449,990 | 1302 Evergreen Drive, Delavan, WI 53115
$449,990 | 1302 Evergreen Drive, Delavan, WI 53115
$449,990 | 1302 Evergreen Drive, Delavan, WI 53115
$449,990 | 1302 Evergreen Drive, Delavan, WI 53115
$449,990 | 1302 Evergreen Drive, Delavan, WI 53115
1/11
Listed By Compass

$449,990

3
Bedrooms
1,820
Square Feet
0.3
Acres
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
$442,500 | Lt45 Lilac Lane, Delavan, WI 53115
1/16
Listed By Compass

$442,500

4
Bedrooms
1,960
Square Feet
0.2
Acres
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
$399,900 | 35500 Washington Avenue, Rochester, WI 53105
1/45
Listed By CompassPending

$399,900

5
Bedrooms
2,600
Square Feet
1.01
Acres
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
$392,500 | Lt43 Lilac Lane, Delavan, WI 53115
1/20
Listed By Compass

$392,500

3
Bedrooms
1,335
Square Feet
0.2
Acres
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
$387,950 | 1575 Meadowview Court, Whitewater, WI 53190
1/27
Listed By Compass

$387,950

3
Bedrooms
1,520
Square Feet
0.26
Acres
$349,000 | 1577 Meadowview Court, Whitewater, WI 53190
$349,000 | 1577 Meadowview Court, Whitewater, WI 53190
$349,000 | 1577 Meadowview Court, Whitewater, WI 53190
$349,000 | 1577 Meadowview Court, Whitewater, WI 53190
1/4
Listed By CompassActive With Offer

$349,000

2
Bedrooms
1,272
Square Feet
0.19
Acres
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
$342,900 | 1589 Meadowview Court, Whitewater, WI 53190
1/38
Listed By Compass

$342,900

3
Bedrooms
1,325
Square Feet
0.21
Acres
$339,400 | 1591 Meadowview Court, Whitewater, WI 53190
$339,400 | 1591 Meadowview Court, Whitewater, WI 53190
$339,400 | 1591 Meadowview Court, Whitewater, WI 53190
$339,400 | 1591 Meadowview Court, Whitewater, WI 53190
$339,400 | 1591 Meadowview Court, Whitewater, WI 53190
$339,400 | 1591 Meadowview Court, Whitewater, WI 53190
$339,400 | 1591 Meadowview Court, Whitewater, WI 53190
$339,400 | 1591 Meadowview Court, Whitewater, WI 53190
$339,400 | 1591 Meadowview Court, Whitewater, WI 53190
1/9
Listed By Compass

$339,400

3
Bedrooms
1,325
Square Feet
0.18
Acres