Milena Simsic
Windsor, ON realtor and investor - Founder of WindSocial Realty, Windsor Real Estate Insider & WREI social!
05/13/2026
“How do investors actually get the good Windsor properties?”
Like this. 48 hours. Property’s gone and under contract in 48 hours to a buyer who was already on my list before this property existed publicly.
If you’ve been losing bidding wars on Windsor properties lately, the problem isn’t the market. The problem is when you’re hearing about them and the right realtor with the right connections.
Comment “client” to fix that.
Story tomorrow.
05/03/2026
If you told me three years ago I’d be who I am today, I wouldn’t have believed you.
The photo on the left is me at my first Miss Windsor pageant three years ago. I didn’t make top 15. The photo on the right is me two days ago: first runner-up, and dancing my first solo on stage since taking up salsa a year ago.
This is what consistency looks like over years and acting like the person you want to become from the start.
I entered this pageant to prepare myself for what’s next. To do something deliberately hard and vulnerable, in front of people, with high stakes. To grow into the version of myself the next chapter of my businesses and family needs me to be, and to accept her, as she is now, before she gets there.
In my final question on stage, I spoke about failure. I said I look forward to every failure, and I truly meant it. I wouldn’t be where I am today without them.
Three years ago, I didn’t have the businesses I run now. I didn’t have the team or the clients I’m so grateful for. I had unprocessed stress that turned into autoimmune issues. I’ve since reversed that: I’m healthier, more vibrant, and more myself than I’ve ever been.
I’m proud of how far I’ve come. This pageant closed that chapter for me, beautifully.
And the next chapter is already in motion. I’ve been quietly working on some big things behind the scenes in my real estate businesses - sharing soon. Stay tuned 🤍
To everyone who believed in me, my clients, my family, my team, my fellow delegates, my pageant coach , my dance choreographer from - thank you. I couldn’t have done it without you 🤍
04/27/2026
interviews complete. Thank you .ca for hosting us ❤️
and for the skirt 🥰
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1156 Wyandotte Street E Unit 1
Windsor, ON
N9A3K2