Elliot Small Group

Elliot Small Group With 15+ years of experience, the Elliot Small Group of Compass is passionate about real estate!

09/30/2026

Our annual apple-picking trip to Royal Oak Farm Orchard.⁠
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This was the first year all three boys picked their own apples. Between the playground, the petting zoo, and the pumpkin patch, they did not stop running around all day.⁠
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We came home with pumpkins for the front stoop, apple c***r donuts and fresh c***r, and more syrup and jelly from the country market than we knew what to do with!⁠
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Before heading out this season, a few things we always do:⁠
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🍎 Take the wagon ride out to the orchard. The boys think it’s half the fun.⁠
🍎 Walk the apple tree maze and snack on apples along the way.⁠
🍎 Stop by the bakery and fudge counter before you leave.⁠
🍎 Save room in the car. You’ll come home with more pumpkins than you planned.⁠
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Save this for your fall weekend plans! 🍁⁠
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I recently got to try the brand-new chezpouletchicago, and it was amazing! 🍗⁠⁠I used to live a few blocks from Le Boucho...
09/28/2026

I recently got to try the brand-new chezpouletchicago, and it was amazing! 🍗⁠
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I used to live a few blocks from Le Bouchon, so I was excited to try this new addition from the Poilevey family.⁠
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The chicken was perfectly roasted and juicy, and the sauces were amazing. My favorites were the au jus and the garlic mayo.⁠
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Also, the mac and cheese gratin was really special. Highly recommend!⁠
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📸: chezpouletchicago⁠
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Elliot Small Group | Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]⁠
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Always appreciate hearing from my clients. 🤍⁠⁠This one was especially meaningful because I first helped them purchase th...
09/26/2026

Always appreciate hearing from my clients. 🤍⁠
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This one was especially meaningful because I first helped them purchase this home in 2019, and more than five years later, they trusted me to help them navigate the sale.⁠
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From creating a strategy and timeline to coordinating repairs, connecting them with trusted contractors, preparing the home for market, and closely monitoring comparable properties, every detail mattered.⁠
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The result? Multiple competing offers over asking price within days of going live.⁠
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They shared:⁠
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“Elliot will be there to guide you every step of the way and help you achieve the best outcome with his vast experience, attention to detail, and key insights. Elliot is worth every penny of his commission and more!”⁠
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Helping clients through one transaction is rewarding. Being trusted again years later is something I never take for granted.⁠
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Thinking about buying, selling, or investing in Chicago or the North Shore? Let’s talk. 🏡👇🏻⁠
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Elliot Small Group | Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]⁠⁠⁠⁠
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Fall is a pretty great time to eat your way through Chicago. 🍂⁠⁠Here are 5 of my personal picks for a fall food bucket l...
09/18/2026

Fall is a pretty great time to eat your way through Chicago. 🍂⁠
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Here are 5 of my personal picks for a fall food bucket list, from Chicago classics to cozy neighborhood spots and a good coffee stop.⁠
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➖ Ada St⁠reet⁠
➖ Longman & Eagle⁠
➖ Mott Street⁠
➖ Mirra⁠
➖ Oiistar⁠
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Whether you’re looking for a casual dinner, a weekend breakfast, or somewhere to grab a coffee, these are all worth adding to the list.⁠
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Save this for your next Chicago fall food crawl!⁠
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Elliot Small Group │ Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]⁠⁠⁠⁠⁠⁠
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Chicago Restaurant Spotlight: Beaumonts 🍽️⁠⁠When I first graduated from college, Beaumonts was a late-night 4am bar.⁠⁠In...
09/16/2026

Chicago Restaurant Spotlight: Beaumonts 🍽️⁠
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When I first graduated from college, Beaumonts was a late-night 4am bar.⁠
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In 2024, Beaumonts was acquired by Bull Moose Hospitality, and the building went through a complete gut renovation. It recently reopened in 2026, and it’s definitely come back all “grown up.”⁠
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Now it’s a high-end tavern-style American restaurant with great drinks, food, and ambiance. We loved every minute of it.⁠
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Definitely recommend checking it out if you’re looking for somewhere new to try in Chicago.⁠
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Elliot Small Group │ Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]⁠
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If I were buying an investment property in Chicago today, I wouldn’t start with the property itself.⁠⁠I’d start with the...
09/10/2026

If I were buying an investment property in Chicago today, I wouldn’t start with the property itself.⁠
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I’d start with the bigger picture.⁠
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➖ Neighborhood: I’d look at rental demand, walkability, transit, new businesses, and what’s happening around the property.⁠
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➖ Building: The right building needs to make sense beyond the listing photos. Unit mix, operating costs, condition, and rental potential all matter.⁠
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➖ Future development: I’d want to know what’s coming next. New development and investment can have a meaningful impact on how a neighborhood evolves over time.⁠
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The best investment isn’t always the most obvious one. It’s the one where you understand the fundamentals and see the opportunity ahead.⁠
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Save this for your next Chicago investment search.⁠
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Elliot Small Group │ Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]⁠⁠⁠⁠⁠⁠

We had a great time at Jacob’s 2nd Cubs game with my dad! ⚾️⁠⁠We had great seats and a perfect sunny day to watch the Cu...
09/08/2026

We had a great time at Jacob’s 2nd Cubs game with my dad! ⚾️⁠
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We had great seats and a perfect sunny day to watch the Cubs play the White Sox. We took the train downtown, which Jacob always loves, and he had his first Polish sausage, which was a huge hit. He also got a snow-cone and we got to see the 2016 World Series championship trophy.⁠
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Unfortunately, the Cubs lost, but we still had a great time!

09/03/2026

If this is your vibe, then you’re in the right place. 🍴⁠
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If you know me, you know I’m always looking for a new restaurant to try, a new dish to order, or an excuse to go back to an old favorite.⁠
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Chicago and the North Shore have some of the best food around, and I’m always happy to share the spots that make it onto my list. And yes, I have an actual list. 😂⁠
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DM me and I’m happy to send it your way!⁠
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Follow along for more Chicago favorites, from restaurants and neighborhoods to everything else that makes this city such a great place to live.⁠
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Elliot Small Group | Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]⁠
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A little scouting trip for the next great Chicago investment 😂🔎🏡⁠⁠There are always opportunities in the Chicago market, ...
08/31/2026

A little scouting trip for the next great Chicago investment 😂🔎🏡⁠
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There are always opportunities in the Chicago market, but knowing where to look makes all the difference.⁠
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Whether you’re looking for your first investment property or adding to your portfolio, I’m always happy to talk through what’s happening in the market and where I’m seeing potential.⁠
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Looking for your next Chicago investment? Let’s connect! ⤵️⁠
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Elliot Small Group | Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]⁠
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1643 N Milwaukee Avenue
Chicago, IL
60647

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Wednesday 9am - 7pm
Thursday 9am - 7pm
Friday 9am - 7pm
Saturday 9:30am - 5pm
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