Elliot Small Group

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

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 😂🔎🏡⁠

There are always opportunities in the Chicago market, but knowing where to look makes all the difference.⁠

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.⁠

Looking for your next Chicago investment? Let’s connect! ⤵️⁠

Elliot Small Group | Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]
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ASK AN AGENT: WHAT MAKES A HOME WORTH THE PRICE? 💻️⁠⁠When you’re looking at a home, it’s easy to focus on the things you...
08/28/2026

ASK AN AGENT: WHAT MAKES A HOME WORTH THE PRICE? 💻️⁠

When you’re looking at a home, it’s easy to focus on the things you can see right away: the kitchen, the finishes, the square footage, or a view like this one. 🌆⁠

But determining whether a home is actually a good value takes a little more digging.⁠

For a Chicago condo, I’m looking at:⁠

1️⃣ Location. What does this neighborhood offer, and how does the location compare to similar properties?⁠

2️⃣ The building. Amenities, condition, maintenance, and the overall health of the building matter just as much as the unit itself.⁠

3️⃣ The monthly costs. HOA assessments, property taxes, and other expenses can significantly impact the true cost of ownership.⁠

4️⃣ Resale. Consider what features could narrow your buyer pool when it’s time to sell. Things like the view, amount of natural light, or proximity to a busy street can all impact resale.⁠

5️⃣ Comparable sales. Ultimately, I want to know how this home compares to similar properties that have recently sold.⁠

A beautiful home is great. But the right value is about understanding what you’re actually getting for the price.⁠

SAVE this post for your next home search, and DM me with your real estate questions.⁠

Elliot Small Group | Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]

08/26/2026

If you know me, you know I’m always down for a good pizza. 🍕⁠

Chicago has no shortage of great options, but these are 3 of my favorites:⁠

1️⃣ Pequod's Pizza in Lincoln Park. Known for that caramelized crust and deep dish that has become a Chicago staple.⁠

2️⃣ Piece Chicago. A Chicago favorite known for its delicious New Haven-style pizza and laid-back atmosphere.⁠

3️⃣ Burt’s Place in Morton Grove. If you’re looking for a deep dish with a crispy, caramelized edge, this one is worth the trip.⁠

Three very different takes on Chicago pizza, and I’d happily order from any of them.⁠

Now it’s your turn! What’s your favorite pizza spot in Chicago? I’m always looking for new favorites to try! 🍕⁠
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Chicago buyers today are weighing more than just a home, they’re choosing a lifestyle. 🏡⁠⁠The decision between Chicago p...
08/21/2026

Chicago buyers today are weighing more than just a home, they’re choosing a lifestyle. 🏡⁠

The decision between Chicago proper and the suburbs comes down to what matters most in this season of life.⁠

🏙️ Chicago Proper → For buyers who value walkability, restaurants, entertainment, shorter commutes, and being close to the energy of the city.⁠

🌳 The Suburbs → For buyers prioritizing more space, outdoor living, schools, and a different pace of everyday life.⁠

Neither option is one-size-fits-all. The right choice depends on your goals, your priorities, and what you want your next chapter to look like.⁠

The best place to live isn’t always the most popular — it’s the one that fits the way you live.⁠

Thinking about making a move in Chicago or the North Shore? I am active in both markets. Let’s talk through what makes sense for you. 👇🏻⁠

Elliot Small Group │ Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]
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Summer so far. ☀️⁠⁠A few moments from my camera roll lately…⁠⁠Bike rides, beach days, water balloon fights, popsicles, a...
08/19/2026

Summer so far. ☀️⁠

A few moments from my camera roll lately…⁠

Bike rides, beach days, water balloon fights, popsicles, and plenty of time outside with the family. It’s been a fun summer, and we’re trying to make the most of it before school and busy schedules are back.⁠

Looking forward to squeezing in a few more adventures before summer comes to an end.⁠

Elliot Small Group | Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]
⁠⁠⁠⁠

As a landlord for more than 10 years, I can confidently say that buying a 2–4 unit multifamily building is one of the be...
08/17/2026

As a landlord for more than 10 years, I can confidently say that buying a 2–4 unit multifamily building is one of the best ways to invest in real estate. ⁠

Here’s why:⁠

➖ Live in one unit while renting out the others to help offset your monthly housing expenses.⁠

➖ Build equity by making strategic improvements that can increase your property’s value.⁠

➖ Finance with a residential loan. Many 2–4 unit properties qualify for traditional 30-year fixed residential mortgages.⁠

➖ Enter the market strategically. House hacking can be a smart first step for buyers looking to build long-term wealth through real estate.⁠

Every property is different. Location, condition, rental demand, and your financial goals all play a role in determining whether a 2–4 unit building is the right fit for you.⁠

DM me if you want to learn more about these unique investment opportunities!⁠


Elliot Small Group │ Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]
⁠⁠⁠⁠⁠⁠

Every Chicago neighborhood tells a different story, and West Loop has quickly become one of the city’s most talked-about...
08/13/2026

Every Chicago neighborhood tells a different story, and West Loop has quickly become one of the city’s most talked-about communities 🏙️⁠

So what keeps buyers coming back to this area? 👇🏻⁠

➖️ Location → Steps from downtown with easy access to some of Chicago’s best dining, entertainment, and businesses⁠

➖️ Lifestyle → A neighborhood built around walkability, energy, and a mix of modern conveniences with historic character⁠

➖️ Housing → From luxury condominiums to renovated lofts and unique residential spaces, West Loop offers options for a variety of buyers⁠

➖️ Long-Term Appeal → Continued growth and demand have made West Loop a neighborhood many buyers continue to watch closely⁠

What makes Chicago real estate so unique is that every neighborhood offers something different — the key is finding the one that matches the way you want to live.⁠

Looking for a neighborhood that fits your lifestyle? I’d love to help you explore your options.⁠

Elliot Small Group │ Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]
⁠ ⁠ ⁠ ⁠ ⁠ ⁠

JUST RENTED ✨🏡⁠⁠📍 1243 N Wolcott Ave, Unit 6 | Wicker Park⁠⁠This duplex up penthouse unit was a rare high-end condo rent...
08/11/2026

JUST RENTED ✨🏡⁠

📍 1243 N Wolcott Ave, Unit 6 | Wicker Park⁠

This duplex up penthouse unit was a rare high-end condo rental opportunity, offering the perfect blend of character and modern comfort with thoughtful finishes throughout. The location puts some of the best dining, shopping, and neighborhood favorites right outside your door.⁠

Features include:⁠

➖ Duplex up penthouse with 2 balconies⁠

➖ Updated kitchen with quartz counters⁠

➖ 2 car tandem parking + storage⁠

➖ Exposed brick and tall ceilings⁠

Whether you’re new to Chicago or looking for your next place to call home, this is the kind of unit and location that makes city living easy!⁠

Elliot Small Group | Chicago Real Estate⁠
📱 847-373-0990⁠
📧 [email protected]
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Address

1643 N Milwaukee Avenue
Chicago, IL
60647

Opening Hours

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

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